Southern Belle Hell 2 free porn video

Southern Belle Hell 2 Mom and I pulled in to Bridgeport New Jersey around Noon. It was so great to be back home away from those nut cases down south. No more Y'all and weird country accents to listen to. After unpacking I began checking many emails on my computer. I was way behind in responding to eveyrone because of the Hooter girl thing the past 10 days. It took me over 2 hours to respond to all my friends. Even though I told everyone I was gonna be gone for 2 weeks, they still invited me to go to pool parties and other various functions. School was still out and I had another 6 weeks of vacation to do what I wanted to do. One particular email caught my eye that needed attention was the one from Misty. This was a girl that constantly chased me and begged me to take her to a movie or some other social event. Misty was a nice girl but very nosey, she was always in my locker leaving me love notes and spraying perfume on my books for fun. I made the mistake one time of buying her a soda while waiting for the buses and she took it as instant attraction. In her email she was inviting me to a pool party over at Shelia's home on Sunday. Shelia lived about 6 blocks down from me and was another really nice looking girl. After thinking about her offer, I messaged her that I would think about it, even though I had no intention of going. Later that night Richie and Bobby came over to visit. Mom was gone shopping to refill the food supply in the house along with stopping at Pizza Hut for supper. I was lounging around in the cool air conditioning with a pair of sweats when I invited them in. "So Sydney, how was your trip down South?" "Bobby, you wouldn't believe me if I told you the whole story." Richie then jumped right in. "So did you snag any of those hot Southern girls and stick that cock up their asses?" "Calm down Richie, the girls down there have boyfriends and I wasn't messin around with any of them." "Damn, that's a shame I guess you'll have to try your luck with sweet Madison again. What do you see in that boring redhead anyway?" "Come on Richie, you know I like redheads because they're kinda shy and easy going." "Well that's Madison, and while you were gone, I heard through the grapevine that she mentioned your name a few times at majorette practice." I sat up in my chair and got a big smile on my face. "Really Richie? Who told you that?" "I really don't know who heard it, all I know is that when Misty found out she was super pissed off at her." "Yea well, Madison and Misty both know how I feel about both of them. If Madison wants to hook up she can message me." "Come on man, don't wait for her to make the first move, message her tonight and tell her you're back in town." "I guess I could, but I've asked her out 3 times and every time she's turned me down." "Dude wake up! girls love attention and like to be chased. You have to get shot down once in a while before they give in." I sat there and thought about Bobby's theory and began to absorb it. "What do you think Richie? Do you think Madison's ready?" "It's tough to tell, no ones ever dated her before. Like you said, she's kinda shy and keeps to herself. All she wants to do is twirl that damn baton. I bet if you kissed her on the lips she probably pass out!" "Maybe I'll reach out to her in a few days. Right now, I don't need any drama! The last 2 weeks were pure Southern hell in the 90 degree heat." The guys left when Mom came home with our Pizza and groceries. While eating our Pizza I talked about the Madison thing and right away she brought up the Sissie thing! She mentioned that the fling I had down south with Sissie was something to build on and that I should show more attention to her rather than to Madison. The next day me and the guys headed to the movies for the afternoon, we then hung around for a while and discussed what I should do about Madison. after long discussions I decided maybe I should message her again to see if I get response. When I got back home around 6:00 Mom had dinner ready to set on the table. After pouring us a few drinks I took my seat at the table. "So how was the movie sweetie?" "Ohhh it was ok, although I don't think I'd pay to see it again?" "Well I got some great news for you sweetie! While you were gone, that girl you were talking about showed up." I set down my fork and got a huge smile on my face."Really, she was here?" "Yep, around 3:00 and she was wondering if you were free tomorrow?" "Oh my god Mom this so great! Now I don't have to test the waters with her anymore!" "Ohh she was full of smiles and wanted to talk but I told her you wern't home and that you were available to have fun with her tomorrow." I sat there for a few seconds letting everything sink in. Sweet Madison actually came by to ask me out! "Well did she say where we were going or what we were doing tomorrow?" "Not really sweetie, all she said was she'd be by after breakfst around 11:00." "Well I don't care what we're doing, as long as I can see her tomorrow things will be looking up!" "Maybe you should message her after supper to get all the details?" "No way Mom, as long as I know she's gonna be here at 11:00, I'll be ready for her." "Well I'm gonna be gone most of the morning and all afternoon so I'll see you when you back. Message me if you want me to make dinner for the two of you." The next morning Mom took off around 10:00 and I prepared for sweet Madison's arrival. I was in my jeans ready to head to the mall or movies again to hang out with her. Things were finally looking up after that terrible trip down south. Just before 11:00 the doorbell rang out. I took in a few deep breaths as I made my way to the door. When the bell rang out a second time I grabbed the doorknob and opened up the door. "MISTY!" Instead of seeing Madison, there stood Misty with a big smile on her face. "Hi Sydney, welcome back!" I got a dissapointed look on my face as she tried to nudge her way into the house. "Hold it Misty! Just where do you think y'all are going?" She began laughing at me and pinched my mid section. "Y'all??? what the heck does 'Y'all mean?" I couldn't believe I let one of those Southern Y'alls out of my mouth! "Damn it Misty, you're gonna have to come back later, right now I have someone meeting me here at 11:00!" "Calm down Sydney, I'm you're date for the afternoon!" "YOU! But I thought Madison was coming over?" She got a real pisssed off look on her face and pushed me inside. "Madison! looks like your Mom got things a little twisted! I was the one who came over here yesterday, not MADISON!" I closed my eyes and let out a sigh. "Ok, now it's all making sense." She closed the door and grabbed a hold of my hand. We can have more fun together than you would with that baton twirling Madison." "Look Misty, I wasn't really expecting to do things with you today, why don't you just go where you were going and we'll pick this up another day." "Sorry Sydney, but your Mom promised me you would be going with me this afternoon and that's it. Now how about showing me around your place before we go?" "Look Misty, I'll show you around but we ain't going anywhere after the tour. I think I'm just gonna cut the grass and work in the yard for the afternoon." She held my hand as I quickly showed her around the house and den. when I tried to end the tour and angle her to the front door she immidiately began pulling me up the stairs. "Misty! Where do you think you're going?" "I bet your room is nice and spacious isn't it?" "Misty please, you're being impossible!" Reluctantly we began walking to the upstairs. After a quick look at the rooms she pulled me into my room and shut the door. "You have a real nice room Sydney! I really like your bed. Maybe we could makeout for a few minutes before we leave?" She moved in closer and wrapped her arms around my waist. I then tried to push her away. "Misty, we're not makin out! Now you really have to..." Just that quick her lips pressed to mine! She was quite strong and it took me a few seconds to break off our kiss. "Come on Sydney, I know you can do better than that!" She went for another kiss but I quickly stopped her. "Misty, you need to settle down and relax, my Mom could be home any minute now!" She pinched my tummy and began smiling. "I don't think so Sydney, she told me yesterday she'd be gone all day. Looks like we're all alone." I turned to look out the window in hopes that by some chance Bobby or Richie would stop by and rescue me from the playfull Misty. After a deep breath I turned around to see her snooping in my closet. "Misty! Get out of there, all you're gonna find in there are my clothes." I watched her run her fingers over the hanger tops while sliding them to the left. "Now that we're officially dating, I need a Tshirt or two of your to wear." She then stopped and began giggling. "What's so funny Misty?" "Oh my Sydney, I'd love to see you in this!" I figured when she saw my new Hawaiian shirt she wanted to see me in it. But when she pulled out the Hooter girl uniform my mouth dropped wide open. Looks like Mom hung the uniform in my closet after washing it rather than keeping it in the ziplock bag. "Just look at this Hooter Girl uniform!" As she took the tank top off the hanger the shorts and nylons fell to the floor. "MISTY! Put that back!" I stepped over to her and took the top from her hand. "You're acting very nervous and guilty Sydney! Don't tell me this is YOUR outfit?" Misty could see the doubt in my eyes as I picked up the orange shorts and pantyhose. "Misty this is some kind of mistake? I..... I.... I think my Mom put this in here by mistake?" Misty gave me a wrye smile and took the sheer hose from my hand. "Your Mom? I think she's way to old to be waitressing at Hooters? What a coincidence, the girls at cheerleading practice were just talking about how great Hooter girls look in their skimpy uniforms and shiny hose. I wonder what they're gonna say when I tell them I found one hanging in your closet." "Misty! this isn't my..." "Settle down Sweetie and let me see those shorts and top." OH MY GOD! She called me sweetie with a girlish grin, Maybelle and Daisy called me swetie just before they dolled me up! After taking the top and shorts she playfully pressed the top over my chest just like Mom did a few days ago. "MISTY! what are doing?" "Settle down Sydney and let me finish." After pressing the shorts to my waist she dangled the pantyhose along side my legs. After a second and third look at the uniform she began nodding and smiling at me. "You know, I think it is your uniform! Now why would a teenage boy have a Hooter girl uniform in his closet? In total frustration I took the clothes from her. "Please Misty, don't mess around with my uniform!" She quickly yanked the pantyhose from my hand and began shaking them at me. "MY uniform? is that a confession Sydney?" Once again a wave of humiliation raced through my body and I could feel the tears beginning to moisten my eyes. There was a long silence as she looked me over and then took the top and shorts from my hands. "You know, I think we can settle this issue right now." Her free hand began to unsnap my jeans and I began to try and step away. As the zipper was pulled down my white underwear came into view. "Misty, what do you think you're doing?" "I want to see if the uniform fits you silly!" Just that quick my jeans slid down my thighs. Her mouth dropped wide open when she got a good look at my hairless legs. "My, my, my Sydney what happened to your hairy legs I've been sneaking peeks at in gym class last year?" "MI... Mi... Misty! Please stop this!" She dropped the clothes on the floor and pulled off my T-shirt completely. "Just look how smooth and girly you look!" Her soft hand began gliding all over my hairless back and tummy while her other hand slowly began inching down my underwear. "You better have hair on your ass sweetie, or your putting on that uniform for me!" With my jeans at my ankles she yanked down my underwear exposing my hairless ass, cock and balls. "Aaaaawe just look how feminine you are Sydney!" I was flush with embarrassment as Misty continued to slip off my jeans from around my ankles. "Misty please! You have to stop this!" She said nothing while taking my jeans and tossing them into the closet. "I'm kinda surprized your toenails aren't polished? Do you have any polish around here?" I wiped a bit of sweat from forehead and sighed out. "No, no, no Misty! I don't polish my nails!" After a close inspection of my toenails she stood back up! "You're a liar Sydney! I can see some Black polish around the edges of your nails!" I lowered my head in shame and a single tear rolled down from my eye. "Don't cry Sydney! I won't tell anyone about your secret!" She gave me a hug and then walked me out of my room down to my Mother's room. "I bet your Mother has plenty of polish we can use!" I went along with her into Moms room where she immediately found several bottles of polish. "I don't see any Black? Lets go with Red for now! Take a seat sweetie!" It was like a bad movie being replayed! Here was another girl polishing my toenails with Hooter Girl uniform in hand!" While she ploished my toenails red I pleaded with her once more to go. She however was not interested in leaving and began polishing my fingernails after she finished up with my toenails. While my nails dried she insisted on a strong makeout session! Thoughts of Maybelle and Daisy raced through my mind as our lips and tounges pressed togehter. She was so happy and I was just terrified at what was happening. All my hopes of connecting with Madison today were blown away by this Cat 5 hurricane named Misty! After my nails were good and dry we went back to my room with fingers interlocked. She then grabbed the Shiny Suntan pantyhose and handed them to me. "Here you go Sydney, slide on your hose for me!" "Misty, you have this all wrong! Boys don't wear nylons! Only girls do!" "Well today we're gonna make an exception because I want to see if these clothes fit you! Or I could leave now and tell the girls at the next cheerleader practice about the Hooter girl outfit I found in your closet?" We stared each other down for about 30 seconds before I started biting my lower lip. As she dangled the pantyhose in front of me I slowly reached out and took them. "Ok Misty, you win, but you better not tell anyone about this!" I sat my ass on my bed and began bunching up the sheer hose. In less than 20 seconds I had the nylons up and over my hairless ass. The waistband fell just below my belly button for a perfect fit. With her opened palm she slid her soft hand over my nyloned ass. "Just look at you! You got those nylons on faster than I could ever do. You must have had lots of practice? Hmmmmm?" I realized the big mistake I made on putting them on so quickly but I couldn't change it now. She handed me the white top and I pulled it down over my chest. "Looks like another perfect fit Sydney! Now, lets get our silky shorts on." I stuck my nyloned feet into the shorts and slid them up my nyloned legs right up to my belly button. Misty tucked in the bottom of my top inside my shorts and interlocked her fingers with mine. Looks like we have a perfect fit girlfriend!" She gave me a kiss on my lips and for some strange reason I kissed her back very passionately! "Mmmmmm! That's more like it Girlfriend! I guess we'll have to get you dressed up more often!" What was I doing! I really had no interest in Misty but for some reason this damn Hooter girl uniform screws with my thought process! Her soft hands all over my nyloned body brought back fond memories of fooling around with Dixie. Needless to say when she felt the buldge inside my pantyhose and shorts things got a lot more exciting! "Ohhh Sydney, I can see how you really feel about me now! All this time you were just playing hard to get!" I said nothing and continued making out with her. Being back in my sheer hose and tight uniform made me so happy for some reason?" She was pulling on my stiff cock and I was kissing her neck with deep moist kisses! When she began taking off her sweats I noticed her Black bikini and tanned body! My cock immediately tensed up as I thought about Maybelle and Daisy's tanned bodies. "Do you like my little bikini Sydney? I wore this two piece for you instead of the boring one piece most girls wear!" Sticky precum was seeping from the head of my cock and I knew climax was near. She could feel the sticky residue on the head of my cock and began pulling it quicker! "Ohh my Sydney! Are you gonna cum for me?" Her deep breaths and wide opened eyes gazed down to my nyloned cock. I felt a twitch at the base of my cock just as she was about to pull down my shorts. Then my cock began squirting cum all over my pantyhose and shorts! "That's a good girl! Shoot it all over my sticky hand!" I let out some soft moans as I fired off 3 good cum shots! She pulled her hand from my shorts and began licking every inch of it. "My first taste of cum! I LOVE it!" We both fell back on the bed catching our breath for a few minutes. She then gave me the ring off her finger and handed it to me. I guess we're kinda going steady now?" She slid the ring on my finger and then rolled on top of me to start another makeout session. I was so devestated yet so turned on by what we just did. My hopes of finally hooking up with Madison were now in jeopardy and It looked like me and Misty would now be the talk of my friends until further notice. Misty and I made out 2 more times together. With soft pulls on my semi- hard cock. She managed to get me to cum one more time making another sticky mess in my pantyhose and shorts. By 1:00 my nail polish was removed and I was dressed back in my jeans and Tshirt. We went to the washroom and I rinsed out my nylons and shorts with woolite just like Dixie taught me. After hanging them up on the drying rack I turned on the little fan and closed the door. "Those should be dry in about 2 hours, so where might we be going this afternoon?" "Misty interlocked her fingers with mine and smiled. "We're going over to Shelia's place, I told her me and you were coming so we better get over there before she gets upset." "Misty! I can't go to a pool party!" Sure you can, there's only gonna be a few girls there and I plan on collecting a huge bet with Renee after she sees you wearing MY ring! Now get your swimming trunks so we can get going." "How about I just go in my jeans, I don't feel like swimming today." "Sydney! don't spoil the greatest day of my life! Now put your swimming trunks on or perhaps we could take your Hooter girl shorts instead?" Once again I caved in to Misty and went upstairs to put on my trunks. It took us about 30 minutes to walk the 6 blocks, the sky was overcast but it was quite warm with temps in the mid 80's. Misty insisted that we walk hand in hand with fingers interlocked to show everyone we were now a couple. When we got to Shelia's, we immediately were wlaked to the back of th ehouse by her Mother. As soon as Renee saw us hand in hand she slapped her thigh. "Damn it Sydney! I just lost 2 bottles of perfume!" The pool was filled with girls, the chairs were filled with girls and there wasn't one boy except me! Shelia made her way over to us while the girls whispered and giggled to each other. "Well Misty, you must be real good at something to snatch Sydney out of Madison's hands in just a few hours! She's gonna be devestated when she hears the two of you are an item." "Get use to seeing us together Shelia. Sydney realized how much he wanted to be with me rather than that Redheaded twirling Madison!" "I see, is all this true Sydney? You wish to be with Misty rather than Madison?" After hesitating with my answer Misty cleared her throat. "SYDNEY!" "Ohhh, Yea, right Shelia, I never new how much fun we could have together." Misty gave me a kiss on my cheek while all the girls looked on. "You two can help yourselves to some snacks and sodas before jumping in. I have to help Mom cut up some watermellon." Still holding my hand she walked us over to the table full of snacks. No sooner I grabbed my plate, Alison began mingling with us. "Looking good guys. I'm so happy for you Misty!" The girls exchanged a hug but Misty never left go of my hand. "Thanx Alison. You have no idea what a day it's been for me." Once again Misty pressed her lips to my cheek and gave me peck. Alsion then turned her eyes to me. "I'm really surprised Sydney, I would've bet anything we would've seen you holding Madison's hand this weekend. I guess some things never work out the way we think they will?" She gave me a wink and then let us get our food. "The next one that mentions her damn name is getting yelled at! Madison! Madison! Madison! I'm so sick of hearing her name!" While Misty calmed down we took a seat at one of the tables where some of her cheerleading girls were. Before I could get one bite of potato salad. Amy reached over and grabbed my hand. "Just look how Misty's ring is digging into Sydney's finger! Might be a sign of a long engagement?" While inspecting the ring fit on my finger, Amy held onto my hand just a little too long for Misty's comfort. "Are you done now Christian?" Again she kept holding on as her extended finger began inching up my wrist. "Sydney, how come you don't have any hair on your wrist? In fact, I don't see any hair on your arms at all?" Amy said it loud enough for plenty of the girls to hear. Several of them then began walking over to the table. I swallowed down one bite of my Potato salad before the mob of girls began eyeing up my sexy soft skin. "You're right Amy, his skin looks like mine except for a few stray hairs popping out of a few pores!" I began shaking my head from side to side while the girls all snickered and giggled. "Come on girls, knock it off! I accidentally got in a patch of Poison ivy down South last week and my dumb Cousin creamed me with Nair instead of Calamine lotion." The girls started laughing while touching me all over. Misty was getting real pissed at all the attention I was getting but the girls could care less. Sandra who was sitting next to me then ran her hand over my smooth legs. "Oh my god girls! His legs are silky smooth to!" Sandra looked down under the table to make sure she was feeling my silky legs and not Misty's. "Yep, they're his legs for sure! I can feel a little stubble in a few spots, I guess Misty's gonna have to show you how to shave your legs properly?" All the girls busted out laughing as I turned 3 shades of red. Finally Misty had enough and began raising her voice. "Come on guys, stop picking on my Girlfriend!" My heart skipped a few beats at what slipped out of Misty's mouth. "GIRLFRIEND! Did you say Girlfriend, Misty?" She quickly began to retract her comments as a tight feeling began building in my tummy. "BOYFRIEND! I meant to say Boyfriend! Now will you give it us break for a while?" The crowd of girls began giggling even more as they all eyed up my shiny tanned hairless skin. Then Sandra stuck the knife in my back. "So Sydney, did Misty show you how to paint your toenails and fingernails yet?" The girls began Oooohing and ahhhing just as Misty drenched Sandra with her cup of soda. "Damn you Sandra! Never mind if he polishes his toenails!" Once again she let words slip out of her mouth making me turn another shade of Red. I then grabbed her wrist and began shaking it. "Misty! please keep quiet! You're gonna give the girls the wrong impression!" With soda dripping all over Sandra she clapped her hands together and jumped into the pool to rinse off the soda shower she just got, compliments of Misty. By 5:00 Misty had had enough of Shelia's pool party. We never got in the pool because the girls never let go of the nail polish thing. They even wanted to inspect my toenails before we left. Misty was furious at all of them for being so mean and I could only hope that they kept their mouths shut about the whole situation. When we got home Misty invited herself in to say hello to Mom before heading home. As soon as Mom called her Madison she quickly corrected her. Mom then got a real confused look on her face when Misty gave me a goodbye kiss and informed me that I should come over to her place tomorrow afternoon. With nothing planned I had to accept and told her I would be over around 1:00. After she walked out the door Mom came to my side seeing that I was very upset. "Madison? Misty? I'm not understanding what's going on here Sydney?" "Ohhh Mom, you got it wrong yesterday when you told me about Madison coming over. It was Misty who you talked to yesterday not Madison." "I seeeee, so now you're dating Misty is that it?" "I have no clue what I'm doing right now, I'm so confused on what's going on inside my brain!" Mom gave me a hug and then wiped a tear from my cheek. "I take It now is a bad time to tell me why Sissie's Hooter uniform is drying in the laundry room?" "Ohhh Mom, I can't tell you what happened, all I can say is it needed washed." "Ok, ok, we'll cross that bridge another day. Just make sure it makes it back inside your closet where it was hanging." After our long talk I went upstairs to look at my emails. Since Misty left the house she had sent me 3 messages. I also got one from Madison which I clicked on right away. She had sent it about an hour ago and it was kinda sad to read. 'Dear Sydney, The girls tell me that you and Misty are kinda dating right now? Is this true? Do you still want to be with me? Message me back if we can talk tomorrow. I'm so confused and really want to see you.' Without even thinking I messaged her back to meet me at my place around 10:00. She responded with a YES a few minutes later. I then went on to read Misty's emails she sent me. She apologized for being so forward today and saying the wrong things in front of the girls at the pool party. She also said that we would have the house to ourselves tomorrow with her parents out of town til early morning. Before going to bed I went to the laundry room to retrieve my uniform. I turned off the fan and pulled my shorts and nylons from the drying rack. I was loving and hating this damn uniform at the same time. Half of me couldn't wait to put it back on and make out with another girl. The other side of me wanted to throw it in the trash for all the humiliation it causes me. I put it back in my closet like Mom requested and went to bed around 11:00. The next morning I got another message from Madison saying she was still on track to come over at 10:00. Once again Mom was going out for the morning so me Madison would have the place to ourselves. Right at 10:00 Madison showed up in one of her sweet Pink miniskirts and pink anklet socks. Her tight fitting Pink shirt was blazed with with shiny silver letters 'Twirler 4 Ever'. Just like yesterday I took in a deep breath before opening the door. As soon as our eyes met hers I knew this was the girl I wanted to be with! After a long pause she opened up. "Well, are you gonna let me in or look at me all day?" We both cracked a smile and I stepped aside from the opened door. "Come in Madison! I can't tell you how great you look today. Her shiny red hair was shoulder length, her lips and nails were glossy pink and her cheeks were rosy. She was even wearing mascarra making her lashes big and fluffy! I was so in awe of her and now here she was with me! "Can... can I get you a drink?" "Yea, I'll take a Coke if you have one?" "Comin right up." She took a seat at the kitchen table and I quickly grabbed 2 cokes from the fridge. "Here you go Madison!" "Ohhh can I have a straw? I don't want to mess up my lipstick and makeup." "I think we have some around here somewhere? After searching through the cabinets and drawers I found a few McDonalds straws from a previous visit. After handing it to her I took a seat across from her. Looking at her sucking the soda from the straw was a real turn on!" After tossing her hair over her shoulder she began a light conversation. "So Sydney, Shelia tells me you and Misty were the life of the party yesterday." "Well I wouldn't go that far, we had some fun ate some food and joked around with everyone." After taking another sip from her straw she eyed me up with a smile. So are you like going with Misty now? Sandra tells me Misty gave you her ring to wear 24/7, but I'm not seeing it on your finger right now." Madison grabbed my hand and looked for signs of the ring. "Hmmmm, I don't see any ring marks?" While she continued eyeing up my fingers I sipped my soda and replied. "Look Madison, it was a very wierd day yesterday with Misty. She came over here and I wasn't ready for her. My Mom got confused with the two of you and things just got out of hand." She began to giggle as her touch inched up to my wrist. "Speaking of Hands, yours look very smooth and silky? What kind of lotion do you use to get them so soft?" "Lotion? Madison?" I don't put any lotion on my hands, girls do those kinds of things, not boys." "Well they really look smooth, just like your arms. I don't see any hair on them." Her soft hand slid up onto my arm sending me into orbit! "Madison, please control yourself, this is our first date." "DATE, yesterday you were dating Misty, now today you're dating me?" There was a long silence betwen us as she sipped her soda and caressed my hairless wrist. "Madison, it's been a real crazy last two weeks and you wouldn't believe me if I told you half the things that happend." "Well why don't we talk about yesterday first?" "Yesterday? Me and Misty went over to Shelia's. Nothing wrong with that is there?" After a gigggle and smile she removed the straw from her mouth. "Sandra tells me that Misty let it slip about you polishing your toenails?" She gave me a wink of her black outlined eye and then pressed her pink lips back on to her straw. "MADISON! How could you ask me something like that?" After a sip or two she let out a soft giggle. "Looks like I struck a nerve and you know what that means?" I took a few nervous swallows of Coke and before I could reply she cut me off. "I guess it's also true about the Nair as well hmmmm?" My mouth dropped wide open as her smile got bigger and bigger. "It's ok, I don't mind if you like those kind of things. To be honest, it's kinda of a BIG turn on for me to dress up my boyfrinend one day. I've always wanted to do that with a special person." My heart was beating faster and faster as I watched her light pink lips suck on the straw sticking out of the soda can. I then began biting my lower lip and blurted out to her. "Wo... Wo.. Would you like to polish MY nails?" She imediately interlocked her fingers with mine and smiled back. "So it's true then? You like to polish your nails?" "I... I.. Guess so? Maybe someday you can polish my nails just for fun?" "I'd love to! I have some polish with me in my purse." "NOW! Right here!" Before I knew it she was pulling me out of my chair. I knew this was the begining of something big! Even though I had to get my nails polished once more I knew this would be great for both of us. Once again I found myself in my room with a girl from school. This time however, it was with the one I wanted. While Madison rooted through her purse I took off my socks. "Ohhh this is gonna be so much fun Sydney!" From her purse she pulled out a bottle of Black nail polish! "I wear this Black polish with my dressy majorette uniform, I hope your nails look as good as mine do!" First she polished my fingernails and then my toenails. After they dried she glossed them over with 2 coats of glossy top coat. She was so excited and full of energy! After my nails dried we interlocked our fingers once more. "I bet you didn't have this much fun with Ditzy Misty yesterday did you?" "Ohhh gosh no Madison, we had a differnt kind of fun but I'm enjoying your company more than hers." She then cupped my chin and looked deep into my eyes. "To bad we're not at my place right now. I'd dress you up in one of my majorette outfits and then we'd really have some fun!" She moved in for a kiss and then I stopped her. "Hold it Madison!" I could feel my cock getting warmed up as her foot began rubbing my shin. "What is it Sydney? Do you want me put some lipstick and eyeshadow on you as well?" "Madison! Don't say things like that!" "Too bad we don't have a nice dress for you to put on! I'd probably lose all control if I was to see you like that." "Maybe you might find something in my closet that will turn you on?" Without any hesitation she stepped over to my closet and slid the sliding door to the left. After a few seconds she pulled out my Hooter girl uniform. "SYDNEY! Is this your uniform?" I walked over to her and she pressed the top to my chest. "I bet this is yours! It looks like it would fit you!" Her eyes were wide open and her trembling fingers showed how excited she was! "Ohhhh my god, I can't beleive you own a Hooter girl uniform! You may not know this but I wear the same kind of glossy tights when I'm in my dress majorette uniform." "Well I don't think the pair of pantyhose I have are that shiny?" From the hanger she pulled them up to look at the wasitband tag. "You're right, these are not Peavey High Glossy tights, these are Peavey but they're daily waitress wear pantyhose. I just love the Calsun shade you have here. Would you mind If I borrowed them for a few days?" "How could I possibly say no to you!" She quickly wrapped her arms around me and gave me a hug. "Sydney, I'm so glad we got together today! I hope you can see that I'm really into you and all the feminine things you keep hidden. All you gotta do is get rid of Misty and we'll be having a wild time every week! She gave me a kiss on the cheek and delicately placed my nylons in her purse. My hopes of being dressed by Madison quickly ended as she got her designer Pink sunglasses out. "Where are you going Madison?" "I'm getting out of here before I lose control and put you in that uniform! We'll have to save that for another day? Besides, Shelia tells me that you and Misty are hooking up again today." I let out a sigh and sat on my bed. "But I was hoping to be with you a little longer than just an hour!" She then cupped my chin once more and her green eyes gazed into mine. "Get rid of Misty and we'll play for hours every weekend. Now walk me to the door and then you can take your nail polish off after I go." I walked her down to teh door and watched her scoot up the sidewalk out of sight. After removing the Black polish on my nails, I reluctantly called Misty to see if we were still hooking up today. By the sound of her voice she was more than ready to see me again. When I got over to her place she was sitting on the porch waiting for me. "Sydney! She came chasing after me down the sidewalk and planted her lips to mine. "I've been thinking about you ever since we split yesterday. Come on inside I have so much fun ready for us." "Slow down Misty! You're diving into the deep water way to fast!" "Hush Sydney, lets get a few drinks before I give you a tour of the house." We grabbed a few 7ups and Misty walked me through the spacious house. Eventually we ended up in her bedroom. After taking a seat on her bed she gazed into my eyes and then got an uneasy feeling. "What's the matter Sydney? You're not as excited to see me today as I am to see you?" I tried to break our interlocked fingers but she wouldn't let go. "Ohhh Misty, Madison stopped by to see me this morning and she....." Immediately she squeezed our fingers tighter. "THAT BITCH! I told her to stay away from you!" This got me real upset and I fired back. "And just who are you to tell other people not to see me? Just because we connected strongly yesterday dosen't mean you can have control ove who I see!" "Sydney, don't piss me off! I've waited months and months to get you to look my way, now that damn Madison's showing interest in you at the same time!" "Look Misty, all we did was talk today, she polished my nails and borrowed my Hooter Girl pantyhose. What's the big deal!" She stood up and placed her hands on her hips with mouth wide open! "Sydney! You didn't? How could let that twirler polish your nails an.. an.. and let her borrow your pantyhose?" "I'm sorry Misty, it sort of just happened, she heard about our issues at Shelia's party yesterday and wanted to know if she could polish my nails? How could I refuse? She then found my Hooter girl outfit just like you did and the rest is history. Now settle down and stop being so jealous." I could see she was ready to cry or break something. She was really losin it! "I'm not likin this at all Sydney! Did she dress you up and get you as hard as I did yesterday?" "Damn it Misty! We didn't do anything like that, she just stopped by to talk and that's pretty much all we did for the hour she was with me." "Did you two kiss or hold hands!" I rolled my eyes to the ceiling as Misty got more and more pissed. "She was very friendly, lets just let it go at that." That was it, she started crying, took her ring off my finger. "Get out Sydney! How could you get so close to her after everything we did yesterday!" With tears streaming down her face, she walked me downstairs and slammed the door shut just as I stepped outside. When I got back home I called Madison and told her what happened. It was now almost 4:00 and she invited me over to her place for the evening. Things were now looking up to say the least. After a quick shower I got dressed and on my out the door I ran into Bobby and Richie. "Hey man we just stopped over to talk!" "Not now guys, I'm on way over to hang out with Madison." "Madison! I thought you and Misty were an item?" "Not any more Richie! She took her ring back about an hour ago." "Wow you sure move fast! Hey, what's this nail polish and hair remover gossip we've been hearing about?" I quickly began a slow trot while looking back at my overweight buddies. "That's just girl talk, don't listen to it! I'll call you guys tomorrow and tell you how I made out with Madison." The guys quickly turned and began walking the other way. I then slowed back down to a brisk walk while thinking about how many other kids were told about what went on at Shelia's party yesterday. I arrived at Madison's place around 5:30, as soon as she opened the door I got a good look at her in her short Pink skirt showing off her Suntaned nyloned legs. "Madison! you look so much better in your sheer hose!" "Not my hose Sydney, YOUR hose! I had to put them on as soon I got home!" Our fingers interlocked and we gazed into each others eyes. "So, you broke things off with Misty? I guess she took it kinda hard?" "Just watch yourself Madison, she is really pissed off right now!" "I'll watch my back, for now why don't you tell me about this feminine side of yours. I'm so into guys who like things that girls like! Nail polish, perfume, makeup. Do you have any makeup or do you borrow your Moms?" "Madison, sloooow down a bit. I'm not really into most of those things you suggested. Even though I was completely feminized by my Cousin Dixie last week, it's not something I do every day or talk about." "Wow! I wish I could've seen how great you looked! Did she put you in a dress or skirt?" "Neither, I was in my Hooter Girl Uniform! She Naired me, dressed me, curled my hair and polished my nails with 3 coats of Black polish!" Madison's grip on my hand tightened with every juicy detail I gave her. Her smile was as big as could be and she was so into everything I was telling her. "My parent won't be home til early morning, I would love to dress you up and have the same kind of fun you and your cousin had!" "I, don't know Madison? Between yesterday and the past few weeks I'm kinda washed out." She gave me pouty look and then twirled around in her stockinged feet. As soon as the air lifted her skirt I could see the Pink panties she was wearing under my pantyhose!" "You sure you don't wanna play dress up with me? Pleeeease Sydney, just for a few hours." I gave her a smile and then squeezed her hand. "Ok Madison, anything you want! One or two more hours isn't gonna change anything." We embraced for a long 10 seconds and then we headed up to her room. "After you called, I started getting things ready. I was sooooo hoping you would let me do more than polish your nails!" She was crazed with excitement! What is it with girls who want to dress up boys? Her bedroom was full of Pink and lilac colors. Her walls, carpeting, drapes and bed sheets were all feminine shaded. She immediately got a bottle of Red nail polish and began shking it up. "Is that it Madison? Only nail polish?" "Ohhh no swetie! I've got lots of other pretty things lined up for us!" While polishing my toenails, she talked about her desires to dress a boy up like she use to do when she played with her Barbie and Ken dolls. When my toenails were nice and dry she insisted I take off my pants and shirt. After inspecting my skin she began shaking her head. "No, no, no Sydney, you're skin can be much better and I see way to much stubble on your legs and belly." "Madison, don't get any foolish ideas, I need my hair to grow back so I can be normal boy again in 6 weeks!" Once again I got her pouty look with pressed out Pink lips. "I believe you said ANYTHING a few minutes ago?" I paused for a few seconds as she cupped my chin. "Now be a good girl and drop those ugly undies you're wearing so we can take care of this little problem." As I continued to hesitate she bent over and whispered in my ear. "Don't spoil my fun sweetie, I want you soooooo badly!" When she stuck her hot tounge in my ear I immediately interlocked our fingers and pulled down my shorts! "This way Sydney!" She pulled me down a hall and we entered a large bathroom. I could see the 2 large Pink bottles of Nair on the counter and a pair of latex gloves. Once again I began to get cold feet. "Madison I can't! Please don't Nair me!" She shook her head from side to side while snapping on her gloves. "TRUST ME Sydney! All great relationships are built on TRUST! If you want mine, you better never go back on a promise!" She pulled the shower curtain back and grabbed my arm. "Inside sweetie, I know deep down you're dying to get Naired again!" "Madison Pleeeease! Don't call me sweetie!" Over the next few minutes she shook up the Nair bottles while I hesitated stepping into the shower. "Come on Sweetie, we don't have all night. Surely you don't want to spoil our first date?" After a long passionate kiss, I felt myself begin to take a step inside. "That's a good girl. Give me two more steps and I'll blow your mind tonight!" Once inside the shower, she quickly began to squirt the cream all over my thighs. "I just love Nair! It's so much better than shaving!" It didn't take long to coat every inch of me from the neck down to my ankles! She even did the tops of my toes to make sure every strand was coated. While the Nair did its job, Madison and I talked about what happened down in Georgia. She was floored when I told her I was actually waitressing and crossdressing every day for work. While commenting to me about the Hooter outfit, she let it slip that she to was fascinated with shiny pantyhose and how much she loved to put them on before her performances. After rinsing off the Creamy Nair and coating my skin with a feminine scented lotion we interlocked our fingers and she walked me to her Mom and Dad's room. On the bed was a sophisticated teenage dress. The white material was silky smooth and had a red flowery pattern to it. "Madison, I don't know what to say? You want me to wear a dress?" Her grip tightened on my hand once more and she laid her head on my shoulder. "MY dress Sydney! I want you to wear MY dress along with makeup and heels!" Along side the dress was a bra, white slip and a pair of pantyhose. "I'm not sure if I'm ready for dresses and heels Madison. Don't you have a skirt or a pair of shorts?" "Nonsense Sydney! Now sit down and let me put some eye shadow on you." She sat me down facing away from the mirror and began applying her Mom's makeup on my face. She worked very fast with soft pats and strokes of her beauty wands. When my face was completely done up to her liking she walked me back over to the bed adn began strapping a white bra around my chest. "Sydney, were you and Misty playing dressup yesterday?" "Ohhhh. uhhh yea, she had me put on my Hooter girl uniform for her." "WOW, 2 days in a row you're having girl fun with two different girls! After adjusting the bra around my flat chest she gave me another good looking over. This bra fits you nice, to bad you don't have any chest action going for you." "My Cusin Dixie filled the cups with a few pairs of nylons to make me look more official, if you know what I mean?" "I sure do! Let me get a few pairs." She pulled a few pairs from her Mom's drawer and began filling up the cups of my bra. We shared more eye contact and flirty smiles while she touched me all over. After getting the bra thing worked out, she clipped on a pair of her Mom's earings to my earlobes. "You know sydney, if you really want to join team girl, you're gonna have to get your ears pierced. Come, lets get your nylons on so I can how sexy those Hooter girl legs are." On the bed was a pair of glistening Beige pantyhose with a light control top. "You're gonna love these JC Penney sheers me and Mom are always wearing to church and dances." Just like yesterday when Misty stood over me, she playfully coiled my hair around her finger while I bunched up my pantyhose. "WOW! You really know how to work those sheers!" We both watched my feminine tipped fingers straighten out the seems so my Red toenails wouldn't get covered up. A few seconds later I was sliding them up to my knees and then over my thighs. Finally my cock and balls were covered up with one good pull of my control top panty. "Here, your Control top is little out of position." Her free hand began twisting the satiny control top to her liking while I twisted the front to even up the panty seems. Then, her nyloned thigh rubbed with mine. I immediately felt a twitch in my cock as a weird sensation raced through my body. She noticed I tensed up for a brief second while my brain tried to figure out what just happened! "Something Wrong sweetie?" I said nothing as my skin began to softly pimple up. Then she wrapped her arms around my hairless body and rubbed her nyloned shin on the back of my calf. Another jolt shot through my body and my pantied cock began to come to life! "What's the matter Sydney? Are those Silky JCP's too much for you to handle?" "Ma... Ma... Madison! Something weird just happend to me!" As she slowly rubbed her nyloned leg with mine I began to take in a few deep breaths. "Nothing to worry about Sydney it's just some nervous crossdressing jitters. I'm sure you felt these before?" I was a mess! My shiny nyloned legs rubbing with hers pushed me to the edge of the feminine cliff! As I struggled with my emotions she picked up the light white shiny slip from the bed and pulled it over my head. As the nylon material swished over my soft skin and nyloned legs I began feeling very different. Her soft hands adjusting th eslip ove rmy shiny thighs made me weak in the knees. "Madis.. Madis... Madison! take thjis slip off of me!" "You're not getting out of this silky mess anytime soon sweetie!" When she picked up the dress and began unzipping it I grabbed her hand. "Madison, I'm not sure about the dress thing? I'm so screwed up right now." She could see me trembling and watched as I ran my opened palms down my nyloned waist and legs. After a kiss on my neck she whispered into my ear once more."Don't worry Sydney, after I get you in MY dress and heels it will all feel right to you!" I stepped into the dress adn she quickly pulled it up to my waisline. She fitted the white dress around my waist, and I pushed my hairless arms into the short sleeves. She then confidentaly zipped me up the back. My nervousness and stiff cock continued to intensify every time the silky skirt of the dress rubbed over my nyloned legs. Even though I showed little enthusiasm as I tried to process what was happening, Madison smiled proudly as she finished me off with a pair of low heeled open toed shoes. "Now let me strap these on and then we'll hang out in my room for a while." As soon as her soft hand caressed my nyloned foot I felt another massive jolt race though my body. "OOOOOHHHH Madison! Something's wrong here!" "Settle down Sydney, or you're gonna spoil our fun." Her fingertips on my nyloned toes was just too much to take. My cock was hard and I was so turned on! But why? After pulling me to my feet, she straightened out the skirt of my dress to her liking. When her hand brushed against my stiff nyloned cock she looked up to me with a playfull smile. "I guess you're kinda hooked on this crossdressing thing hmmmmm?" She grabbed both my trembling hands and interlocked her fingers with mine. When she pressed her skirt to my hard cock I completely lost it. "Did you and Misty have this much fun yesterday sweetie?" Again I hesitated with my answer as her lips got closer and closer! "You look so hot in MY dress Sydney! Now kiss me and make this a perfect day for both of us!" We closed our eyes and our waxy lipstick covered lips pressed together! Now my nervousness was out of control as our first makeout session began. With soft passionate kisses I melted away and bowed to Madison's femininity. A few minutes later we separated our hot lips adn came up for air. "That was so awesome Madison! I've never felt like this before!" "It's a first for me to Sydney! I've kissed boys before, but none of them were dressed like you are! Come on, lets hang in my room for while." With interlocked fingers she walked me back to her room and closed the door. For the next few hours we laid on her bed and looked at girls magazines. Our tummys were flat on her bedspread and we were cheek to cheek giving each other very long looks. We talked about girl stuff, makeup, fashions and perume. She confessed to me she has an eye for girls and boys. She also let it slip that she hoped to find the right boy some day who was a little of both. During our talks I constantly fidgited and acted a little out of character. For some reason today I was really getting turned on being dressed up? I guess because it was because I was with Madison? While looking at a few of her girl magazines we noticed several Perfume ads and she commented to me which were her favorites. When I said all perfume smells the same, she hopped off the bed and grabbed a bottle. With a very soft touch she flipped over my wrist and began spraying it. When she continued pressing down the top of the bottle I reached out to take it from her. For the next minute or so I tried to get the bottle from her. We rolled around on the bed and she continued spraying me all over. This was the spark that started a furious makeout session betwen us. We laid on her bed with waxy lipstick covered lips pressed together and nyloned legs intertwined. Every time I tried to get my hand up under her skirt she slowly pulled it away. Just as I was about to try again I felt her soft hand reach up under silky skirt! The feel of her soft palm gliding up my nyloned legs made my cock twitch again and again! My cock was as excited as ever and she could feel the excitement as well. "Sydney, do you want me to take care of that little guy of yours?" Before I could get my answer out her hand grabbed a hold of my nyloned cock. "Ohhhh Yes Madison! Pull on it! PLEEEEEEASE Pull on it!" Her soft hand engulfed my cock and she began jerking me off. Once again I tried to get my hand up under her skirt as our breathing began to quicken. This time she let me invade her moist pantied crotch while she pulled and pulled! I immediately moaned out and spread my nyloned legs for her. "Yes! Yes! Tha... tha.. that's perfect Madison!" I was just seconds from climax as the base of my cock tensed up. "Ohhhhh, Sydney! My hand is getting so sticky!" Just as I was about to sneak my hand inside her nylons the base of my cock began to twitch! After 3 more pulls my whole body began shaking and I began shooting my load! With heavy breaths and trembling body she pressed all the right buttons in perfect sequence. What a climax, I must have shot it 5 times and that was on top of the 3 times from yesterday's session with Misty. For a few seconds I managed to feel a few of her pubic hairs before she realized how close I was getting. As my cock went limp, we made out for another 20 minutes and seeled our new friendship with a final kiss. This was a feeling I wanted to enjoy with her every day! Misty was now definately out and Madison was in! By 10:00 I was all cleaned up and ready to head home. As a fair trade Madison washed out the cum filled pantyhose and gave then to me. I gave her a pair of mine and she gave me a pair of hers. We agreed to meet again tomorrow but on a much softer scale. Her parents would be home and I was coming over for a quiet lunch. When I got home Mom was up and was ready for a briefing on how my date went. "It's 10:00 Sydney, you and Misty must have had a great time today?" "Madison, Mom! Her name is Madison." Mom rolled her eyes to the ceiling and raised her voice to me. "Now wait a minute! Yesterday I told you Madison and you told me Misty! Today I say Misty, and you say Madison!" "Ohh Mom, me and Misty had a little falling out and broke up. So Madison and I spent a few hours together at her place this afternoon." "For not ever having a girlfriend before, now you've had 3 in the past month! Misty, Madison and Sissie" "Mom, forget about about Sissie, she's down in Georgia and Madison has taken her place Until I say differently." "Well while we're on the subject of Sissie, I was putting some shirts in your closet this evening and I noticed that her pantyhose wasn't hanging with the rest of her uniform. Do you know what happened to them?" As Mom waited for my reply I thought it would be best to tell her the truth. But before I could respond she cracked a smile and cut me off. "You didn't put a run in them while trying them on did you?" My mouth dropped wide open as Mom went fishing with her lure. "MOM! I don't wear pantyhose or Hooter Girl uniforms! How could you say something like that?" "Settle down Sydney! I know I don't have the whole truth about Sissie and her uniform but one day I will. Besides, I would be interested to see if that uniform fits you, but since her nylons have vanished I guess we can't do that tonight." "Look Mom, Madison was over here earlier and she wanted them for herself so I let her borrow them." "SYDNEY! Sissie gave those to you as a keepsake and then you go and give them away to another girl. That's so ungrateful if you ask me?" "Come on Mom, I gave her a pair and she gave me a p...." I stopped in mid sentance as I realized what had just slipped out between my lips. "What was that again Sydney?" "I.... I.... I uhhh...." Mom came over and grabbed the small brown bag from my hand. "NO MOM!" with a quick yank it was gone and in her hand. "Now lets see what we have here! As I bit my lower lip I watched the JC Penney shiny pantyhose once again. Mom Looked at me and then at the tag on the pantyhose. "These are some very fine nylons sweetie! However, I don't think you'll be able to wear them with your Hooter Girl uniform because of the control top?" Once again Mom was fishing and I had no intention of getting caught in her hooks. "MOM, for the last time, I don't wear pantyhose and it's Sissie's uniform not mine!" "Hush Sydney, I'm trying to figure all this out? Now why would Madison give you a pair of her pantyhose?" For the next 5 minutes we traded jabs until she gave in and took the pantyhose down to the washroom for tomorrows washing. After escaping once more I hurried myself up to my room to trade a few late nite messages with my new girl. After firing up the computer I noticed she had sent me two emails with pictures attached. When I opened the first email she wrote two words, 'MISSING YOU!' with a picture of her in her underwear. Light Pink satin bra with a delicate pink camisole and my shiny Calsun Peavey pantyhose carressing her legs. The second email also had a picture attached to it. The text was short and when the picture loaded up I swallowed hard and noticed me in the dress she put me in! Even though my head was turned to the side you could clearly see it wasn't a girl in the dress! I immediately emalied her and asked her to delete the picture! The reply I got was 'LOL!' How did she get the picture of me and why didn't I notice her take it? I went to bed frustrated that she would play a little prank like that on me. I went to bed a little rattled but I knew it was just a little girl fun on Madison's part. Over the next three weeks Madison and I were together almost every day. We went to the movies and hung out at her place on a daily basis. The crossdressing thing was really getting out of hand for both of us. I was so hooked it wasn't funny! She put me in Sheer hose and pretty dresses any chance she could. She turned me on like never before as we dove deeper and deeper into the deep end of the pool. One Friday we got a little careless when her Mom came home early. We were making out in her room and I was completely dressed in one of her dresses and heels. When her Mom yelled up the stairs for her she walked out of her room like nothing was going on. I sat up there for 3 hours until her Mom went back out to pick up a few things from the store. We didn't have the usual hour to get myself cleaned up so we did the best we could so I could make a hasty retreat back to my place before her Mom came back home. When I got home around 7:00 Mom was waiting for me. I was starved and ready to eat whatever she had made. When I got inside I didn't smell anything cooking? When I made my way to the kitchen she quickly came upstairs and joined me. "Well there you are Sydney! I thought you said you were gonna be home around 3:00?" After pausing a few seconds I shrugged my shoulders and looked away. "I guess I lost track of time Mom?" When I went to grab a glass from the dish strainer Mom latched onto my wrist. As she examined it she had a peculiar look on her face. "Something wrong, Mom?" "You know Sydney, you've been back for over a month now and I really don't see any hair growing back on your arm here." She rubbed her index finger all over my shiny hairless skin and inched her way up to my bicep. "You're skin looks really feminine for some reason." "Come on Mom, you remeber what Dixie did to me." "Yes honey I know, but your hair should be growing back by now. She then began to pull my tshirt from my jeans. "MOM! What are you doing?" "Just relax, I want to see if your belly has any regrowth." I watched my shirt pop out of jeans and she placed her opened palm on it. "Hmmmm, silky smooth, like it was just Naired today?" I swallowed hard as she stepped back and left go of my shirt. When I went to tuck it back in she stopped me!" "Not so fast sweetie, let me see your legs before you get your drink and head upstairs." I picked up the glass from the strainer and began to get very nervous. "Mom can we do this after dinner?" She got a determined look on her face and took the glass from my hand. "Right now Sydney, I want to see if your hair is growing back on your legs." When I continued to stall she put down the glass and grabbed my zipper. "MOM! Please don't!" I watched in horror as she popped open my jeans and unzipped my fly. That's when she noticed the sheer panty and waistband of the pantyhose Madison insisted I wear back home! "Well Sydney what happened to your Hanes breifs?" I watched her slowly pull down my jeans to my knees and then grab a hold of my earlobe! "Sooooo, you don't wear pantyhose hmmmm!" She gave my ass a good crack and then had me step out of my jeans. "Just look at those pretty red toenails of yours!" "M.... M... Mom, I can explain! You see, me and Mad..." She gave my pantied ass another good crack and pointed to the stairs. "Get your pretty ass in your room right now!" When I went ot pick up my jeans she yanked me back up. "Just leave those lay sweetie, Now that your little secret's out I think we'll be putting your jeans away until school starts up again in 4 weeks." "MOM, I can explain! Please listen to me for just two seconds!" I was being marched up to my room without one word being said. When we got into my room she immediately went ot my closet and pulled out my Hooters uniform. "Now sweetie, lets just see how well Sissie's uniform fits you." She quickly pulled the top over my head and had me slide on the silky orange shorts up my shiny nyloned legs. After a small adjustment she pinned my nametag on and stepped back. After encircling me a few times she nodded with approval. Looks like you and Sissie have a lot in common? I wonder if Dixie wants you dressed like this for your deposition next week?" I looked up at Mom who was pissed off to no end! "Dep... Dep.... Deposition!" "That's right sweetie, Aunt Reba called me earlier today to inform me that you, Dixie and some Miss Cromwell are gonna be appearing in front of Atlanta judge on some child labor law violation." I could feel the tears filling up in my eyes as she sat me on the bed. "Now sweetie, I want the whole story, and I want the truth on what the hell happened down there last month!" After catching my breath and trying to recoup, Mom began stroking my longer than average blonde hair just like Madison does. For the next 10 minutes I explained what happened while she listened. She was taking in every detail I gave her about how the girls hooked me at the creek and tricked me into wearing one of Dixie's uniforms. After I was done I looked up at her to see a pissed off look on her face. "Mom, I know you're pissed off at what Dixie did to me down there, but I really had no choice but to do what she demanded!" She then pinched my earlobe and pulled me from the bed. "That was a very amusing story Sydney, but Aunt Reba's version is quite different!" I was perched up on my nylon tippytoes as I began to whine. "MOM, I'm telling you what really happened!" "Sydney dear, Aunt Reba tells me that Dixie and a few of her friends came home early one day and found you dressed up in one of her uniforms. She also said you begged her to Nair you and take you to work for fun one day." As the Dixie Doublecross knocked me for a loop I let out a sigh. "Mom she's lying! Just ask Dixie's coworkers Gina or Tammy, they'll tell you what really happened." "By a strange coincidence Dixie had me talk to them this afternoon. Apparently they're siding with Dixie and her story so you know what that means sweetie?" "MOM! Please listen to me. Dixie's in as much trouble as me right now, of course she's gonna make up a different story to cover her ass!" "You know Sydney, I'd like to buy into your little story but if wasn't for Misty stopping by earlier I might believe you?" "MISTY! What did she..." "Ohhh she told me many things including how cute you look in your Hooter girl uniform. She's really pissed off you broke up with her and she's been telling all the cheerleaders which boy on the block has a Hooter Girl uniform hanging in his closet!" "That bitch! She's covering her ass as well because she broke up with me!" "That will be enough Sydney! The only thing that's gonna be covering your pantied ass is my opened palm!" Mom quickly sat back down and pulled me over her lap. Before I could get my palms on the floor my nyloned ass was getting another spanking! 'CRACK! CRACK! CRACK! CRACK!' "Don't you ever lie to me like that again young man! Just wait til your Father gets back from Germany in 3 months and hears about this! I knew it was no use to complain because Dixie did a great job in covering her tracks. Mom sent me to the shower and then to bed early as punishment. The next morning at the breakfast table I ate my cold cereal while Mom continued to pry me for more femmy details. "So Sydney, how does Madison feel about you wearing girls underwear and nail polish?" 'Mom eonough already! Madison likes dressing me up for some weird reason." "Well then you two were made for each other don't you think?" "Mom this is really unfair! Dixie's lying through her teeth and your taking her side of the story." After a few sips of her coffee she gave me one of her smirks. "Lets just forget about Dixie for a few minutes. Who got caught wearing pantyhose and nail polish last night? It wasn't Dixie who got you into those things because she's 1000 miles away." I sat there biting my lower lip and she went on. "How many times have you had the Nair bottle out since we came home, 2, 3?" 'Mom, Madison insisted I get rid of the stubble that was popping out from my pores not me!" "Well it doesn't look like you put up a lot of resistance to the Nair or nail polish bottles?" Once again I sat silent as Mom counterpunched again and again. "After you finish up with breakfast, we're going into the Mall to pick up a few things for your trip." "Things? What things?" "Just you never mind what things. Just get you pretty ass ready by 9:00." "I hope we're not gonna be to long, Madison was gonna come over around 1:00." "We'll be back before then and then I'm gonna talk to her about all this crossdressing that going on between the two of you." Between 9:00 and Noon Mom drug me into store after store. Makeup, Shampoos, Perfumes, skirts, dresses, shoes and girls underwear filled basket after basket which she made me carry to the register and place in front of the female slaes clerks. I was so embarrassed when the clerks tried to hide their smiles and playful smirks. I knew all these items were for me and Mom was in no mood for cutting any deals today. When we got back home Madison was waiting on our porch. I knew I was in deep trouble if she told my Mom one word about how much fun we have when we play dressup at her house. After shutting the car door she walked over to me and kissed me on the cheek. "Hi Sydney I'm so glad we're back together." "After a long hug Mom pulled Madison from me. "Well Madison you're looking very nice today in that short skirt and sheer hose." "Thank you Mrs Baker! I wore it because Sydney likes to see me in pretty clothes." "Yes I know all about how much he likes pretty clothes. Why don't you help Sydney with the bags while I get us a cold drink." Mom waltzed away from us and I opened up the trunk. as soon as Madison saw everything she gave me a playful look. "My god Sydney! Look at all this tuff." Her wandering fingers opened up every bag while her Black outlined eyes opened wide. Mom began peeking out the window at us just as Madison pulled out one of the sophisticated dresses from one of the upscale dress shops we were at. To my horror she pressed it to my chest and then began giggling. "Madison! What are doing?" I could see Mom shaking her head and then letting the drapes fall back into place. "I gotta see you in this sweet dress Sydney! Strappy white heels, suntan nylons and makeup!" "Madison, get control of yourself!" She put the dress back in the bag and we gathered all of them from the trunk. I couldn't even get one word out to warn her of Mom's upcoming interrogation. When we got inside Mom sat us down at the kitchen table. "Now Madison, I have few questions for you sweetie." We both began sipping our drinks while Mom tapped her extended index finger on her arm. "Last night Sydney got busted wearing nail polish and pantyhose, how does that make you feel?" I wanted to cover her mouth to keep her quiet but I had no choice but to sit back and hope for the best. "Pantyhose and nail polish Mrs Baker?" "That's right Madison, did you provide those pretty things for him?" Madison set her glass back on the table and then cracked a playful smile. "Well, to be honest, I wanted to send him home in one of my dresses he was wearing earlier." I quickly looked over at Mom with mouth wide open. "Aaaawe that's so sweet so he was in a dress along with pantyhose?" Madison sucked out another sip from her straw while nodding. "High heels to Mrs Baker!" I let out a sigh as Madison gave me a wink of her sexy eye. "Madison! Please!" "That will be enough Sydney! Let Madison tell me in her own words." "So whos idea was it to put him in a dress?" "Well, I guess you could say it was me! After I Naired him I guess I just got carried away with the dress and high heel things? It's a lot better than seeing him in his Hooter Girl uniform." Mom placed her hand on her hip and began tapping her high heeled foot on the tiled floor. "His uniform! He told you it was his?" "Of course he did, why would any boy try and hide a Hooter Girl uniform in his closet if it wasn't his?" I lowered my head in shame knowing full well that Madison's testimony just sunk my Dixie conspiracy case. "Well done Madison! I'm so glad you stopped over this afternoon to help me understand some of the crazy things that's been going on with Sydney the past few weeks." Madison interlocked her fingers with mine not knowing the full extenxt of what she had just done to me. "So Madison, how do you like Sydney's new wardrobe we bought today?" "Immediately she pulled out the Pink dress with the butterfly pattern on it. "I would love to see Sydney in this little number Mrs Baker. A pair of strappy white heels and some sheer hose would make him pretty irresistable!" "Well I'll tell you what, I have to step out for a few hours to get a few more things for Sydney's big trip next week. Why don't you work your feminine magic on him until I get back so I can see the REAL Sydney and how pretty he can be? DO what ever you like and don't be afraid to get his hair wet if you know what I mean?" Mom gave her a wink and Madison's eyes lit up!" "Ohhhh yes Mam! I know exactly what you mean! Come Sydney lets get busy with your makeover!" Madison pulled me from the chair and grabbed as many bags as she could while Mom grabbed her purse and quietly stepped outside. "Madison, slow down!" We went right up to my room and she she started emptying the bags. "Just look at these fancy clothes and sexy makeup you bought for yourself!" After the bags were emptied I grabbed a hold of her wrist and looked into her eyes. "What's wrong Sydney? You look so upset?" "Damn it Madison! You just destoyed any chance of Mom believing my story about the Hooter Girl Uniform!" She got a confused look on her face and then pulled me close. "Don't tell me your Mom thought that uniform was someone elses?" "You have no idea how hard I've been trying to keep the truth from her these past few weeks. After catching me in sheer hose with nail polished toenails last night my goose is cooked!" "I'm sorry Sydney! You should've told me about the situation! I was under the impression that your Mom knew about the crossdressing thing you got goin on?" "No she didn't! That damn Cousin Dixie told her a bunch of lies today which didn't help my situation at all. In fact, I'm calling that bitch right now to give her a piece of my mind." While I got Aunt Reba's number from our phone directory Madison went to the other phone to listen in. After a quick dial Aunt Reba picked up. "Hello Debbie how are things up in Jersey?" "Ohhh, uhhh, hi Aunt Reba, this is Sydney, is Dixie around?" "Well hello Sydney, or should I be calling you Sissie now that Dixie and her friends spilled the beans on y'all's crossdressing adventures from last month?" "Damn it Aunt Reba, Dixie isn't telling you the whole story now put her on so I can talk with her to straighten this out." "Sydney y'all know she goes to work in the late mornings and she won't be back til 8:00 tonight." "But I thought the Hooters restaraunt closed up?" 'It did sweetie, but it reopened early this week and she's been working like hell until they can get all the waitresses back. Perhaps when y'all come down for your deposition next week you can reapply and get your Hooter Girl job back?" Aunt Reba began snickering as I slowly felt the tears building in my eyes. "Look sweetie I have company right now. Maybelle and Daisy stopped over for some sweet tea before they head to the swimming hole. Would y'all like to say hi to them before I hang up?" "You tell those Southern bitches I'll be gunning for them as well when I get down there next week. They were in on this crossdressing setup just like Dixie and her coworkers!" I slammed the phone down in frustration and a few seconds later Madison came over to give me a hug. "Are you allright Sydney?' "No Madison I'm not! The truth about what happened to me is down in Georgia and until Dixie confesses, I feel I'm gonna be wearing dresses and skirts for the Summer." "Well that's fine by me! I love seeing you in pretty clothes and I think deep down you're loving it to!" I laid my head on her shoulders and a single tear rolled down my cheek. "Oh Madison! I'm so confused! Half of me want's to play baseball with guys and the other half of me wants to dress in all these pretty things girls wear." We shared another long hug and she wispered in my ear. "Trust me Sydney! I know exactly what I'm doing. One day everything will make sense to you and your decision making will not be as confusing. Now lets get busy with your hair til Mom comes back!" After a long kiss I was once again putty in her hands. Over the next 2 hours Madison washed, conditioned and curled my hair despite my protesting. After an expert makeup job she coated my hairless skin with a sophisticated womanly lotion and I got dressed in my Pink underwear and sheer Beige pantyhose. Like so many times before Madison ran her soft hands all over my nylon clad legs and hairless ass. Instantly my pantied cock began to get aroused! After filling my bra cups with some silicone breast forms Mom bought my flat chest, I began to look more feminine than ever. For some added femininity Madison pulled a crisp Pink nylon full slip over my head and slithered it down over my body. This was one of the things that turned me on so much yesterday! The silky slip clung to my nylon legs generating a ton of static electricity. "Just look how clingy your slip is on your sheer legs!" I was a total mess as I watched her slide my shiny pink slip all over to try and get it in position! "Madison! I... I.. I can't take another day like yesterday! Please take this slip off of me before I lose my mind!" I was trembling with excitement as static generated shocks zapped my nylon legs! For fun, she intentionally pulled at my slip zapping me again and again! "Isn't this such great fun Sydney? My cousin use to torment me like this on those hot Sunday church mornings when we would be getting dressed in out pretty dresses!" I reached to stop her several times but she was just to quick for me as she twirled around me. Zap after zap after zap electrified my nyloned body to the delight of Madison. By the time she stopped you could clearly see the buldge under my slip and she knew just what to do. "Guess we better get you properly dressed before I take care of that little problem you got goin on in your control tops!" Her soft opened palm slid over my stiff cock making me tiwtch with excitement!" "Pull on it Madison! Pull on it like yesterday!" Instead of pulling on my cock she pulled on the zipper of the dress! She unzipped the dress and I didn't hesitate to hop into it. I stepped into the silky white dress and she began zipping me up. The cool silky feel of the polyester fabric pushed me over the nylon cliff one more making me tremble with excitement. After strapping me into the White high heels she clipped a pair of gold earings to my earlobes and secured a gold necklace around my neck! "You're looking so HOT Sydney!" Our fingers interlocked once more and she raised her other hand that held a bottle of Victoria's Secret Supermodle perfume! "Get ready for another shower love!" I looked up and watched the fine perfumed Mist begin to drown us. Spray after spray after spray fell upon us as she pressed the button on the top of the bottle over 30 times! I absolutely loved the scent of the perfume just like she did. I also fell in love with the way the fine mist cascaded down onto my hairless arms and nyloned legs which I was showing plenty of in my short skirted dress. Once again we embaced and this time we both began to crumble. "Ohhh Sissie! I just love that name your Aunt called you! Did you really work as a Hooter Girl down in Georgia?" I was nervously shaking and trying once again to process the wonderful sensations racing through my body. The feel of my silky slip, polyester dress brushing over my nyloned legs made me as hard as a rock. The makeup, heels and perfume only made things worse for me. Madison looked deep into my half shut black outlined eyes and reached up under the skirt of my dress. "Bet you never had this much fun playing Baseball with the boys? Looks like dresses and skirts will be joining that Hooter Girl outfit in your closet?" When I went to kiss her she quickly stopped me. "No, no Sissie! I don't want to ruin your makeup with a makeout session until your Mom sees you." "Madison please! My cock and I can't take any more." She slowly began pulling on my nyloned cock as I teetered in my strappy high heels. "You look so pretty Sissie! I want you to be this pretty every time I see you." "Mad... Mad.. Madison! I'll do anything for you if you jerk me off again!" She gave me a peck on my cheek and then dropped to her nyloned knees. After her head dissapeard up under my skirt I felt my nylons and panties being lowered. Her hot mouth fully engulfed my stiff cock making me moan out. "Ohhhh, Yeeees, Madison! I love you!" Her hot tounge and deep throat action sent me on a one way trip to the moon. With the base of my cock begining to twitch she ran her soft hands up and down my nyloned legs creating more static electricity. I instantly began shooting cum all over the inside of her mouth. Her constant sucking action extracted every drop of cum until I went limp about 3 minutes later. The powerful climax only petrified my brain even more. I was now clearly past the point of no return thanks to Madison and her feminine ways. Around 3:00 we heard Mom pull back into the garage. Madison insisted that we walk out to the garage to greet her. When we stepped outside in the 85 degree heat it reminded me of the hot days down South when I wore my Hooter Girl Uniform and pantyhose. Mom's eyes opened wide when she saw the two of us clicking our heels towards her. She had two large bags with purse in hand. "Just look at the two of you! My god Madison, you really did a great job on Sydney!" Madison then quickly corrected her. "SISSIE, Mrs Baker, I believe her new name is SISSIE." Mom then opened up her purse and pulled out my missing Hooter Girl nametag. She flipped it over and showed Madison. "You are so right my dear! It will be SISSIE until further notice." Madsion took the nametag and then looked at me with wide opened eyes. "It's true! You did work as a Hooter Girl! That's so cool!" As the garage door began closing Madison gave me another hug while Mom closed up the trunk. After our embrace was over I reopened my eyes to a horrible scene! Coming down the sidewalk about 50 yards away was Bobby, Richie and the guys with baseball gloves and bats in hand. There was no way to make it to the front door and get back inside before they got to us. My only hope was that they would head down the alley before making contact with us. When Madison saw the terror inmy eyesshe turned around. "Hold still Madisonand maybe they'll hgo down the alley!" To my surprise she quickly raised her hand and began waving it! "Madison! what are you doing?" She gave men a wink of her eye just as Bobby yelled out. "Madison! is that you?" Hoping the ground would swallow me up, Mom quickly set down her bags and wrapped her arm around my waist. "You better be a good actress sweetie or the boys are gonna be picking on you til graduation!" I swallowed hard as the guys quickly walked across the yard right up to me, Madison and Mom. "God Madison! You look great in that dress!" "Thanks Jimmy, I really like wearing this one weather I'm at school or at home." Madison did one of her famous majorette twirls in front of the guys making her skirt flare out. She never lost her balance in her 3 inch heels as her flared skirt floated back down to cover her shiny nyloned legs. Then Danny inched his way over a little closer to me and Mom. "Mrs Baker, is Sydney home?" I swallowed hard once more as Mom squeezed me tighter. "Ohhh he's around here somewhere Danny?" "Any chance he could come over to the ballfield for a few innings after Madison goes home?" "Well, I'll check with him to see if he's up for that. He's just not been himself the past few weeks." Bobby then nudged Danny aside and got right next to me while taking in a big sniff of the perfume I was wearing. As I shyly looked away his hand just grazed the skirt of my dress and nyloned thigh. While Bobby continued to sniff, Danny responded to Mom's observations. "Yea Mrs Baker, we need to talk to him about all these rumors Misty's been spreading around." "Rumors Danny, what kind of rumors?" Bobby looked me up and down all over and began sniffing me once more! Madison's Black outlined eyes noticed him checking me out along with all the sniffing he was doing. "So Bobby, do you like the scent of Sissie's perfume?" "I sure do! I never smelled anything like that?" I could've died as he inched his nose right next to my neck and took another big sniff! "God she smells so great and looks almost as pretty as you Madison." Madison and Mom began giggling while Bobby drooled all over me and my feminine disguise. Mom then quickly got back to Danny while I began getting weak in the knees. "So what rumors has Misty been spreading Danny?" "Ohhh just some dumb things I guess. She was saying she polished his nails and put some makeup on him. We just want the truth from him before we make any rash decisions." "Danny! I can't believe you would listen to Misty's lies like that! She's obviously ticked off that Sydney and Madison are now dating. This is her way to try and get even with him." "Yea, that's what we thought to, but then Richie noticed Sydney had no hair on his arms and legs and we began to wonder about the wild crossdressing stories she was talking about as well." I felt faint in the hot Summer sun, femininely dressed in front of my buddies with all of Misty's accusations flying around and I couldn't say one word about any of it. "Crossdressing?" "That's right Mrs Baker, crossdressing. Dresses, high heels, lingerie, makeup! All kinds of pretty boy things." "I seeee! Well, you boys run along and I'll tell Sydney you stopped by to see him." While the boys began walking away, Bobby took one last quick sniff and another long look. "Nice to meet you Sissie, maybe we could go to a movie sometime?" My mouth dropped wide open and before I could answer Mom opened up. "Ohhh that would be so much fun! don't you think Sissie?" I began shaking my head in disbelief making my earings jingle. "Hey great! Maybe this weekend? We could double date with Madison and Sydney." Then Richie yelled out as the guys were now some 60 yards away. "Lets go Bobby or we're leaving you behind!" Bobby took off after the guys as Madison and Mom busted out laughing. "OH MY GOD! Sissie's got a boyfriend!" "Mom! How could you do that to me?" I could've cried as I fidgited in my spike heels and pretty dress. We headed back inside carrying the bags from the car while Mom and Madison toyed with me and the thought of going to the movies with Bobby! For the next 3 hours Mom had me try on dresses, skirts and shoes. Not one pair of pants or sweats were in the bags. Madison enjoyed helping me into all my new fashions and constantly teezed me with cute comments about how much Bobby would love to see me in these outfits. After trying on all the clothes and shoes Mom instructed me to put them in my closet. Madison helped me organize them by color and skirt length. My head was spinning throughout the whole day. My feelings were now completely with Madison and all the great things we did together along with all the new femmy things she introduced to me. After dinner Madison headed home while Mom and I went back to my room. "Well Sydney, I guess it's gonna be dresses for the Summer?" "Mom, I'm so confused. I love being with Madison but this crossdressing thing has gotten way out of hand." "The decision is yours to make my dear but I will tell you, if you can't make up your mind soon I'll be taking you to a shrink to help you figure out what's going on in that head of yours." "MOM! I don't need a shrink! I can take care of this. As soon as I get down to talk to Dixie she'll tell you the truth!" "Sydney, don't start that Hooter Girl conspiracy thing again. You got busted messin around with her things and that can't be undone! You crossed a gender line in the sand and now you can't get yourself back over it. From what I'm reading online, you probably will fall deeper and deeper into femininity as you get older. And if that's the case, then we'll have to start talking about making some changes around here." "Mom, take it easy, when I get back from Georgia next week you'll be taking all these clothes and shoes back to the stores, so please hang on to the reciepts." "Sure sweetie, when you come back you'll be begging me to take you to get your ears pierced!" "Whatever Mom! Now please let me out of this dress so I can clean up before bed." I turned in after trading a few messages with Madison and slept terribly all night. Thoughts of Bobby checking me out and Madison's deep throat action would not let my brain relax. The next morning at the breakfast table Mom informed me that she was going to purchase my plane ticket to Georgia and she would be gone til the afternoon. Even though Madison wasn't coming over til later that night because of twirling practice, Mom insisted I continue to wear a dress and low heels until she got back to keep me in a more feminine frame of mind. Even she was enjoying herself while fixing up my hair and makeup. Today I wore a light blue dress along with shiny Beige pantyhose and sexy Blue opened toed shoes. She polished my toenails and fingernails in a soft pink shade and added matching pink lipstick to my pouty lips. I tried to block out the soft feel of my silky dress and sheer hose but this was a losing battle because I loved it to much. Even though I didn't have a perfect feminine shape, I could look very feminine because of my thin build. After Mom left, I began doing some chores around the house. Mom insisted I spend more time in heels than sneakers to get a feel of what girls endure when growing up. Things were going smoothly for most of the morning and my confidence was building with every step even though I was constantly catching the heel of my shoes in the carpeting. With the drying racks full in the laundry room I went out to the porch to hang up some nylons on the washline. After pinning up a few pairs of pantyhose things quickly turned from good to bad when I heard Bobby's voice break the silence of the morning. "Hey, Sissie! It's me Bobby!" I quickly turned to see him walking from the front of the house. "I rang the bell three times but I guess you didn't hear it?" I was now trapped as he quickly stepped up on the porch with me! I immediately froze as his eyes gazed upon me. For 10 long seconds he eyed me up and I prayed he wouldn't realize who was in the pretty blue dress. "You look great in that dress Sissie! To bad you're not wearing that sexy perfume today." I swallowed hard and folded my arms up under my fake breasts while trying to hide my smile. I said nothing as he checked me out in every way. "Are you a shy girl Sissie?" I began giggling to break the tention and softly replied. "Not really." My femmy voice was full of nervousness as he stepped a little closer. Then he reached over for my hand and I began backing up to the porch rail. The sound of my nyloned legs rubbing together filled our ears as my nyloned ass pressed against the oak railing. "No where to run now Sissie. I have to tell you, I was thinking about you all day yesterday! I struck out 4 times in the ballgame and the guys really gave me a bad time about it." I began giggling and smiling while looking down at my nyloned high heeled clad feet. "You have a great smile, but I guess your boyfriend tells you that all the time?" I shyly looked up and then began twirling my long blonde hair with my pink nail tipped fingertip. "I.. I don't have a boyfriend right now." He got the biggest smile on his face and once again reached for my hand. When I went to pull my hand away the heel of my shoe got caught between the floor boards and I began losing my balance! "Ohhhhh noooo!" As the deck began to get closer and closer he grabbed me by the waist! "Hold on Sissie! I got you!" My long hair flew back over my shoulder and he stood me straight up! with both arms around my waist I steadied myself and began straightening my skirt over my nyloned knees. When I went to break off our embrace he held on tighter. "Now where do you think your going in those sexy heels?" His strong grip began sending the same mixed up signals to my brain that Madison's touch would do to me! After a long stare he broke the silence. "So are we going to the movies tonight?" I nervously began biting my lower lip and once again tried to break free. He could feel my attempt to break off our embrace and laughed. "I can wait here all day with you if I have to." "Bobby, I'm really busy this weekend, how about next weekend?" He got a confused look on his face and pulled me even closer making me lose my balance in my heels for a second time! "Bobby!" "Relax, I got you right where I want you, and don't be playing hard to get Sissie! Madison said it would be ok to double date with her and Sydney tonight!" My eyes and mouth opened up real wide as I could've cried. "M... M.. Madison said what?" "You heard me! She said to be here at 6:00 to catch the 7:00 show. I just wanted to hear it from YOU that you wanted to go with me. Madison's always playing tricks and I wanted to make sure you were on the level for tonight. Now are we going tonight or are we gonna makeout here on the porch?" He pressed my nyloned ass up against the oak railing and began touching me all over! The sensation was as intense as when Madsion would run her soft hands all over me and I could feel my pantied cock begining to come to life! Without any response he moved in closer and pressed his lips to my neck! "BOBBY!" His hands slid up under my skirt and I began to panic! "OK! OK! WE'll go tonight!" His hands slid up and down my nyloned legs and he began sucking on my neck! "Did you hear me Bobby! We'll go! We'll go!" the sound of my dress rustling over my nyloned legs filled the air while he devouered my neck! This went on for a good two minutes before he backed off! I fixed the skirt of my dress while he watched every precious second of my mini melt down. "See you tonight at 6:00 baby! Make sure you're wearing that sexy perfume!" My neck was real sensitive and I tried to rub out the sting out of it while I watched him walk back to the front of the house. After hanging up the rest of the nylons I raced back upstairs to a mirror. When I saw the tiny bite marks on my neck I let out a gasp! How was I ever gonna hide these marks from Madison and Mom?" Mom got home around 2:00 carrying more bags of stuff for me. Pantyhose, bras and panties from the Hanes Brand outlet littered my bedpsread and soon found there way into my dresser drawers. I managed to cover up Bobby's Bite marks with a little makeup and so far, Mom wasn't noticing the marks. However, when I got a text from Madison, she informed me that Bobby was telling everyone he was making out with me earlier this morning and that I asked him to go to the movies with him tonight. I could've cried as the feminine noose continued to tighten around my hickie marked up neck! When Madison came over aound 4:00 she informed Mom that the two of us were going to the movies tonight with Bobby. When I explained what happened earlier today she just passed it off to my feminine tendancies begining to blossom. To make matters worse, Madison and Mom worked on my hair and makeup to give me an even more feminine look to get Bobby's attention. I wore the same Blue dress and Madison once again sprayed me heavily with her Supermodel body mist before I dressed and Supermodel perfume after I dressed! It was then that she noticed the marks on my neck." "Looks like it's true! You and Bobby were making out today!" She delicately pressed her soft fingertip to my bite mark and began giggling. "I'm so jealous Sissie! Looks like you're gonna have your hands full tonight at the movies?" "Madison, don't leave me alone with him at any time tonight! He's really got the hots for me! He had his hands up my skirt earlier today while he sucked on my neck!" She gave me a flirty smile and then began to brush out my hair. "Well, if you ask me, it doesn't look like you resisted him all that much? Anytime a girl lets a guy close enough for a taste, she's obviously enjoying it as much as he does." Madison was right, I did enjoy the tight squeeze he had on me but why????" For the next hour we talked and she fine tuned my makeup, dress and feminine voice. I was shaking terribly as I nevously walked around in my 3 inch heels. Madison still dressed in her sweats from Majorette practice enjoyed my every move. There she sat in gray sweats, sneakers and and a loose tanktop while I was dressed in a proper young ladies dress, nylons and heels. When the doorbell rang out right before 6:00 Madison handed me my purse. "Lets go Sissie, it's time for a romantic movie!" She interlocked her fingers with mine and I was not gonna let go at all throughout the movie. Mom was waiting at the bottom of the stairs with Bobby. His eyes met mine and I immedieately began to smile. "Mrs Baker, you're neice looks so beautiful in that Blue dress!" When we got to the bottom of the stairs Madison walked me right over to Bobby who immediately began sniffing me. "I just love that perfume you're wearing Sissie! Remind me to buy you 100 bottles of that stuff!" Madison and Mom began laughing as I teetered in my heels. "Bobby, she's wearing Victoria's Secret Supermodel perfume. You can pick up 100 bottles at any store." I looked over at Madison who gave me a playful wink of her eye. "I'll remember that and get her some. So, are we about ready?" Madison's and Mom's facial expression began to change just as Madison unlocked our fingers. "By the way, where's Sydney?" Madison quickly replied while pushing my hand to Bobby's. He immediately latched onto it making me swallow hard. "Unfortunately, Sydney is tied up in traffic on the beltway and won't be home for hours." My eyes opened wide as Bobby's grip tightend around my hand. "So we're not double dating then?" "I'm afraid not, I'm gonna wait here with Mrs Baker until he gets home later. Sissie was hoping that you would still take her to the movies even though we can't join you." "Ohh that's no problem. I think we can manage on our own tonight! I began fidgiting in my heels as Mom turned us towards the opened door. "You two have fun and we'll see you back here around 9:30 - 10:00" "Mrs Baker, would it be ok to go for pizza after the movie and get back here around 11:00?" "Weeell, I guess one more hour isn't gonna hurt. If you decide to go for pizza that's fine just be careful driving tonight." As the door closed behind me Bobby removed his hand from mine and wrapped his arm around my waistline. The cool night air blew the skirt of my dress up to my shiny nyloned thighs and I quickly tried to push it back down. "Don't bother with that skirt baby, I'll make sure it's not messed up to badly when I bring you home." My biggest fears were now reality. I was alone with Bobby going to a movie thanks to another one of Madison's playful tricks. We made small talk on the way to the theater but I was real nervous. Not only was Madison back home with Mom, but I was alone with Bobby and his out of control hormones!" After buying our tickets we grabbed some popcorn and sodas. He then walked me upstairs to one of the balcony seats overlooking the general seating below. Completley out of character I slid the skirt of my dress under my nyloned thighs and sat down. I crossed my nyloned legs and the skirt of my dress inched up over my knees. His arm quickly wrapped around my shoulders and we got very close again. From his pocket he pulled out two minature bottles of whisky and began unscrewing the cap on one of the bottles. "You seem really tense tonight Sissie, this will help loosen you up!" I watched him pour a small amount into my soda and then stir it with his finger. After tapping his finger on the edge of my cup he moved his finger to my lips. "Open up for a taste Sissie." I separated my pink lips and watched his finger pass between then. I squeezed my lips together and began tasting the spiked Coke. It tasted so good and my tounge continued to get every last drop of it. "That's a good girl! You know how to clean off those hard surfaces!" As I sucked on his finger he slid it in and out between my waxy lipstick covered lips. I was loving it but then I came to realize what I was doing and quickly opened up my mouth. I then began sucking on my straw to get more of my tasty drink. After the first 30 minutes of the movie my drink was gone and I was feeling really good. The alcohol he spiked my drink with was making me feel real relaxed. When his wandering hand began to rub my nyloned legs I began to get warm all over! "Ohhh Bobby, I just love your touch!" His hand slid down to my knees and I began to melt! "Looks like your not so shy after all?" For some strange reason I began to smile and then began to inch up his pant leg with my high heeled foot. Once again he filled a cup with another spiked drink and handed it to me. Just like before I sucked his finger dry which pushed him over the edge. His lips pressed to mine and a hot makeout session erupted! Just like when Madison and I would makeout I began to feel so perfect! My sexy clothes felt so nice and feminine tendancies erupted inside me once more. Our makeout session lasted over 10 long minutes before an usher came up to inspect the balcony seats. His bright flashlight illuminated me and Bobby for a few seconds and then everything went dark again. Things calmed down for the remainder of the movie but I was almost out of it. Two big spiked drinks had me a little tipsy and Bobby had to help me out to the car. After getting in he started up the car and pulled me close. "Hey, how about we skip the pizza and go to a quiet place behind the Icecream factory?" I was just about to say take me home when his lips pressed to mine once more! I then let some loose words slip past my pink lipstick covererd lips. "I guess we could be a little late getting home?" While I fixed the skirt of my dress he pulled out of the parking lot and headed to the old icecream factory. When we got to the abandoned factory the place was pitch black. Bobby parked the car behind some old rail cars and wasted no time in getting close. After a long sniff of my perfumed neck he pressed his lips to it and began sucking once more. My alcohol induced mental state was not helping me in making proper decisions as I let him do what he wanted. After I felt his teeth pinch my neck for a second time I let out a soft gasp. "Ohhhh Bobby! You're such a bad boy!" Our lips pressed together once more and his wandering hand slid up the skirt of my dress. "I just love a sexy girl in pantyhose! Some day I'm gonna tie you up with your nylons and make you suck me off!" I kept my legs crossed so he wouldn't feel my semi hard cock hiding in my panties and control tops! I was loving the thrill of our makeout session along with the possibility of being caught dressed as a girl! As seconds turned into minutes Our makeout session intensified and began to move to the next level! When he moved my hand between his legs I could feel his strong hard on inside his jeans. Rather than pull my hand away I let it sit on top of his zipper. As my brain tried to process what to do next he began moving his crotch up an down! "What are you waiting for Sissie? You can't get me any harder!" The inside of the car windows were completely fogged up and we were both breathing heavily. Then we both heard the zipper teeth begining to click! What the hell was I doing! it didn't take long for him to unbotton his jeans to allow my feminine hand inside! By now my cock was as stiff as his and I needed relief just as much as he did. As soon as my soft hand wrapped around his cock he began to moan out! "That's it Sissie! Pull on it baby!" With soft pulls on his cock I began stroking him off just like what Madison would do to me! Alarms were going off in my confused brain as I pulled and pulled to satisfy him!" "God your so good at this! Keeeeep going! I'm gonna shoot it any second now!" With sticky precum on the palm of my hand I felt his cock begin to twitch at the base. His moans filled the car while I stroked him so smoothly and sexily! After two more little twitches his cock began spewing cum all over my dress and face! Before I could pull away he had shot his load 4 times. In a panic I began wiping my hand on my dress and licking my lips to get rid of the musky cum smell. As soon as the cum touched my tounge it brought back memories of how Dixie made me swallow my own cum that fateful night she sucked me off. We made out for another half hour while I pulled on that stiff cock of his. I was so turned on by the fact that I could get a boy hard enough to shoot his load while being completely dressed as a teenage girl! I only wish there was someone who could've pulled on my stiff cock while I was pulling on his! By the time I got cleaned up and reapplied my lipstick it was midnight! When Bobby dropped me off he walked me up the porch. I could see the upstairs light was on in Mom's room along with the porch light. "Well, thanks for the great evening Sissie. I hope we can do this again sometime before you head back to Georgia?" I quickly grabbed his arm and looked deep ino his eyes. "Who told you I was going back to Georgia?" "Madison told me you were going back home next week." He pulled me close and pressed his lips to mine! As we shared one last kiss the door opened up and I could hear Mom clearing her throat. "Excuse meeeee!" We quickly broke off our kiss and Mom grabbed my sweaty hand. "I'm very dissapointed in the two of you! You should've been back over an hour ago!" "I'm sorry Mrs Baker, I guess we lost track of the time?" "Well the next time you take my neice out on a date you better have her home at a reasonable hour!" 'I... I.. I'm sorry Mrs Baker, I'll do better next time." Mom pulled me inside and quickly shut the door. With my out of control feminine tendancies getting the best of me, I was marched up to my room and sat down on the bed. "Looks like we don't have to wait til you get back from Georgia next week do we sweetie? Kissing a boy in that dress is enough proof for me to keep you in dresses until we have some evaluations done. After loking me over real good she took a sniff of the sleeve of my dress. "MY GOD Sissie! Do you know what I smell on your dress!" I lowered my head in shame and began to get goosebumps all over my hairless arms. "I'm sorry Mom, I guess I lost my mind for a few seconds tonight. This is all your fault and Madison's fault for making me go out on a date with him!" "Not me sweetie, it was Madison's idea. She wanted to see if any sparks would fly between you and another boy while you were all dolled up. Obviously her curiosity is now satisfied in a much bigger way than even she expected? But we'll talk about that in the morning." Mom helped me out of my dress and underwear before washing off all my makeup. I went to bed around 1:00 dressed in a pair of pantyhose and a silky nylon slip. Unlike last night I fell asleep quickly dreaming of the feminine tightrope I was balancing myself on without any net. Guys I can't fix the formatting! The story is formatted correctly before I email it to Fictionmania. When Fictionmania publishes it on their website the paragraphs get jammed up and run together. I can't fix this. I'll try and work on the misspelled words but my time is limited in the editing department. Hope you liked chapter 2 as much as chapter 1. [Fictionmania note: the story is published exactly as uploaded by the author, no changes were done to the formatting]