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Buddies By Teri Franken Chapter 1 Jackie and I were (and still are) best friends', starting back in kindergarten our friendship flourished and has continued up to present as juniors in high school. We live in a small town outside of Madison Wisconsin and we are pretty typical teenagers. Neither one of us was very successful with girls, we are not your typical jocks or even nerds. We dwell as "in betweeners", not hanging with either of the crowds, mainly keeping to ourselves. We spent most of our non school hours together, playing computer games and just hanging out. We both came from single parent families, my Dad had died in a farming accident when I was six years old and Jackie's Dad had left for work one day and never came back! We both had older sisters who were attending the University of Wisconsin in Madison, so they mainly spent all of their time on campus, which was fine with us! Jackie's mother and mine were also best friends and so our families often spent time together on weekends and even vacationed together once or twice. We always enjoyed a long weekend up at the Dells, Jackie and I especially liked looking at all of the babes in their bikinis in the water parks, even though we never go up the nerve to even speak to any of them. One afternoon we were sitting in my living room watching tv and getting bored since it was raining. As we flipped through the channels we found the Jerry Springer show and decided to watch it because it was always good for a laugh. The show was almost over, we just go to see the last segment titled "I have a secret". There was a woman sitting in a chair and she was telling Jerry that she was living a secret life and wanted to come clean to her best friend. Jerry asked her what the secret was and she said that she was a man! Jackie and I looked at each other and we both had a look of shock on our faces. "There is no way that she is a man," Jackie said with a laugh. "If she is a man, then I am woman," I said and we both laughed even harder. As soon as the words came out of my mouth, Jerry introduced "her" best friend and he came out and saw how his friend was dressed and it looked like he was going to have a heart attack! It was true, the hot looking woman was actually a man. As the show went on, it was explained how these two were best friends and she actually started doing this as a joke, found she liked it and wanted to share it with her buddy. After the initial shock wore off, they both hugged and kissed right there on the stage. If we had not known the truth about what she really was under the skirt, it would have been hot. I glanced over at Jackie and he was glued to the set and he did not have a look of disgust on his face, more of a look of envy. My buddy was envious of the two buddies on the Springer show engaged in a lip lock. I have to admit it did turn me on too and my mind was racing trying to understand what I was feeling. After the show was over, we both sat there in silence and finally Jackie said, "I guess they were really good friends, and they were so shy around women, that one of them decided to be a woman for the other, to help them both learn how to treat women." I sat and thought about it and had to agree, but there were some underlying emotions that they brought out on the show. "Yeah, but I think they were going beyond just learning, I think they are developing it into an intimate relationship. I don't think they planned on it turning into love, kind of gross isn't it?" I asked nervously. Jackie just stared at me like he wanted to say something else, but just grunted in agreement. "I gotta go home and do some homework, I'll see you in the morning," he said as he jumped up and ran for the door. I sat there for a few minutes and thought about the show and how it was like the relationship that Jackie and I were living. We both were small in stature; only felt comfortable around each other and neither one of us would have any idea about what to do with a woman. Could this be something that would help us out? I quickly dismissed the idea and went do my own homework before my mother got home from work. That night I had a wet dream, the first one I could ever remember having since I first reached puberty at 12 years old. In my dream I was dressed up like a girl and was sitting on my living room couch with Jackie. He had his arm around me and was kissing me deeply. He was working his way under the hem of my dress towards the silky panties I was wearing. As I opened my legs further to allow him easier access I felt the orgasm wrack my body and that is when I woke up to a sticky pair of pajama bottoms. I got up from bed and went into the bathroom to clean myself up and found I was shaking from what had happened. Was this something that I really wanted to happen? Chapter 2 In the morning I pulled my sheets off of the bed and planned on washing them before my mom got home from work. She and I shared the chores around the house, so she would not think it was strange that I had stripped my bed. I met Jackie at the bus stop and once we got on the bus I asked him, "Do you believe that dreams come true, or that they allow you to live out your desires or fantasies?" Jackie looked at me. "What happened, did you have a strange dream? Tell me all about it and I will tell you what I dreamed about last night too," he said with a smile. I begged off and said we could talk about it at my house after school, he agreed and we just talked about our upcoming summer vacation and what we planned on doing with all of our spare time. Once we were at school, we went our separate ways, but I could not help but be nervous. Could I possibly tell him about my dreams? We were very close and told each other everything, even about the first time we had masturbated, heck we had even done it in front of each other during sleep overs. Beating off was one thing, but dressing up as a girl and kissing your best friend was a whole new ballgame! I had a hard time concentrating in class for most of the day, my mind would wander off to thinking about my dream and what it would feel like to be dressed in women's clothing. I knew that my sisters room was full of clothes that she did not take to college with her, and she was roughly the same size as me... On the ride home Jackie was very animated and told me he was anxious to talk about our dreams. As we got off the bus and headed to my house, my nerves were on end. We grabbed a coke and sat at the kitchen table. "You go first" he said with a smile. "Promise me you won't think I am weird if I tell you all of it" I asked pleadingly. "Terry, we are always open with each other, there is nothing you could say or do that would make me think you are weird, but promise me the same thing when I tell you my dream too" he said with a nervous laugh. We shook hands and agreed to be open and honest and not to be judgmental. I told him the entire story, including the wet ending of the dream. I watched his expression go from surprise to out right excitement. "Terry this is so weird, that Springer show must have had the same effect on both of us. I had almost the exact same dream, except it was me dressed up and you were kissing me!" We sat there and laughed, but you could feel the tension in the air. "What do you suppose it all means Terry, does this mean that you and I would like to be buddies like those two on the show? I don't know about you, but my dick has been hard non stop since I saw that show. I had to run out of here yesterday so you would not notice that I had a boner" he said with a smile. I told him the same has been going on with me, but did not know where this was all leading. "Well I am open for some experimenting, as long as it is between you and I, no one else can know about it," he said. "Know about what? What do you mean about experimenting?" I asked nervously. "Tomorrow is Friday, and our mothers are going away for the weekend. How about we try out our dreams and see if they are what we really want? When we come home from school, we will come here together to say goodbye to our moms, after they leave you get dressed up and I will come over for a date around 7and then on Saturday, I will do the same for you. What do you say?" I stood up and began to pace around the kitchen, not knowing how to respond. I heard the door open and my mother walked in. "Hi boys," she said as she came over and gave me a kiss first and then went over to Jackie. "What are you two discussing? Big plans for the weekend? Are there any girls involved in your plans?" I must have turned beet red because my mother looked at me strangely. When she looked over at Jackie she could tell he was embarrassed also. She must have decided to drop the subject and proceeded to tell us about her weekend trip with Jackie's Mom to Chicago. They were going to see an off Broadway show and would be back on Sunday afternoon. Jackie stood up and said he had to get home to get his homework done. As he walked by me he gave me a wink and said he'd see me tomorrow on the bus. Later that evening after supper, my mother said she had to run into town to pick up a few things for her trip. I told her I was going to stay and finish up my homework. After she left I made my way to my sister's room and nervously opened her closet door. I was surprised at the amount of clothing she had left behind and started to look through her stuff to see what was left. I thought I would not have a problem finding something nice to wear if I decided to take Jackie up on his offer. I closed the closet door and went to her dresser and found there were many pairs of panties, bras and other items that were left behind. Her makeup table still had plenty of makeup items scattered over it for me to use. The whole time I was in her room, I had a hard on! I decided that I would go ahead and give my fantasy (and Jackie's) a shot! Chapter 3 I met Jackie in the morning at the bus stop and we chatted about the usual stuff. After we got on the bus, I leaned over and told him that I had a date at 7 tonight and maybe he would like to come over and meet her? He quickly agreed and said he would be at my house at 7 sharp. I reminded him that he had a date on Saturday and I expected to be invited over for that also, and he said of course I was invited without any hesitation. The day went by in a blur and soon we were getting off the bus at my house. We walked up and saw our mothers finishing up on loading the car. Once again we were admonished not have any parties or girls over to the house. They told us they would call each night to check up on us and they also left some money so we could order pizza if we wanted to. After a round of kisses, they were soon off towards Chicago. I looked at Jackie and asked him if we were still on for 7 and he said he would not miss it for the world. "Well get out of here and come back in 3 hours so you can meet my date," I said as he winked and headed over to his house. "I will see you at 7 Terry and I can hardly wait," he said as he ran away. I quickly turned and headed into the house, I had a lot to do in three short hours! I knew that if this was going to work out, I needed to go all out in my preparations. I went to the bathroom and started a bath, adding some of the bubble bath that I knew my mother and sister had used all the time. While the water was running, I went to my room and stripped off all of my own clothing and then moved quickly to my sister's room. I grabbed a robe from the back of her door and slipped it on my naked body. The robe was satin and the feeling of it rubbing against my body cause my dick to harden immediately as I tied the robe shut. Once I was back in the bathroom I took off the robe and slipped into the water. I soaped up my legs and ran the pink razor to remove what little hair I did have on my legs, I also used to remove the little bit of chest hair that I had been so proud of only a few years ago. Last, I ran the razor over my face to be sure that I was smooth all over. Satisfied that I was clean shaven, I drained the tub and quickly showered and washed my hair in the process. I used conditioner for the first time and then stepped out and wrapped the towel around my head like I had seen my mom and sister do in the past. I was not sure what I was going to do with my hair, and had no idea how to make it look feminine. Then I remembered that my mother had a wig in her closet, so that would be the easiest way for me to have my hair. I quickly dried my hair and then put on my nylon sports beanie that I wore under my bike helmet; it would keep the hair out of the way of the wig and not interfere with my preparations. I tried to remember how I had seen my mom and sisters prepare, did they get dressed and then put on makeup or was it makeup first? I decided that I should at least get partially dressed and then put on the makeup and wig. I slipped on the robe and headed off to my sister's room to pick out my outfit. Once in her room, I removed the robe and went to her dresser to pick out the lingerie that I would be wearing for my date with Jackie. I thought it should be something sexy since I would be expecting the same from him tomorrow. I found a pair of black g-string panties in the top drawer and then found a matching black bra in the next drawer. While I was digging around in the drawer I noticed some breast forms that must have been from when my sister was rather flat chested in high school, before her growth spurt. I stepped into the panties and enjoyed the feel as I worked them up around my hips. I willed my dick back down and arranged it between my legs but it was still showing a bulge. I was just too excited and Jackie would just have to deal with my little problem. I put on the bra and struggled to get the clasps attached in the back, smiling to myself. I had always thought I would be trying to get one of these off of my girlfriend instead of putting one on! I inserted the breast forms into the nylon cups and turned to look at my reflection. I looked in the mirror and thought I was on the right track, my body looked good, but I still had a lot of work to do with makeup, wig and my outfit. I could feel my dick getting harder as I moved over to the closet to choose my "coming out" attire. I glanced at the alarm clock and saw that I had a little over an hour before Jackie was to arrive and a slight chill over took me and I felt the goose bumps on my arms and legs, but it was excitement that pushed me to continue. Black had always been my favorite color, so I looked around and found a black dress that my sister had worn for a semi formal her senior year in school. It was knee length on her so I figured it would be slightly above my knees since I am a couple of inches taller than her. I took the dress and hung it on the door and then continued to look until I found a black slip to wear with it. I crouched down on the floor and went through her shoes until I found the black patent leather pumps with the heels that must have been at least three inches in height. I gathered everything up and moved them over to the bed and arranged the outfit so I could see what it looked like, and I liked what I saw. Next I needed to pick out some jewelry and found a white fake pearl necklace with clip on ear rings that matched, which I also put on the bed. I stood there and looked and thought I had to be forgetting something, then it dawned on me.... I needed some pantyhose or stockings to complete the outfit! I went back to the dresser and opened the drawers looking for panty hose, but cam across a black garter belt that matched the panty and bra that I was wearing. I found a package of stockings that were unopened, but figured that my sister would never realize that they were missing, so I grabbed them too. I hooked the garter belt around my waist and then sat down to put on the stockings. I rolled the stockings up in a doughnut and then slipped my toe in first and worked it up my leg. The feeling caused my dick to get even harder, but I stood and put the garter strap inside of my panties so I would be able to remove them without having to disconnect the stockings later. After I had both stockings on, I slipped the shoes on since I knew it was going to be a challenge walking in them and needed to get used to them. I stood and practiced walking back and forth for a few minutes, realizing that I needed to concentrate on balancing on the ball of my foot as I walked. I reached for the slip and let put it on, enjoying the soft silky feeling of it sliding down my body. The slip came to about five inches above my knee and I was not sure if I would need to adjust it after I put on the dress. I took the dress off the hangar and slipped it over my head and I was excited to find it fit nicely. I looked in the mirror again and was amazed at how nice I looked, with the exception of from the neck up. I still had some work to do and time was an issue. I put the necklace and ear rings on, did one last quick check and walked to my mother's room to get the wig from her closet. When I opened my mom's closet, the first thing I noticed was a nightgown hanging on the door. It was a dark blue gown and it had a matching flimsy rob to go with it. If tonight went as I suspected, maybe this nightgown would come in handy? I found the wig on the shelf of her closet and took it with me back to my sister's room. The wig was a black page buy style that she had worn a few years back for a Halloween party when she dressed up as Cleopatra. I sat down at the vanity and put the wig on my head. I used a brush to touch it up some and was pleased with the results. Next I decided on just doing some light makeup since I had no experience at all with this stuff. I applied some mascara to my eyelashes, put a little blue shadow on my lids, a light touch of rouge on my cheeks and finished off with some ruby red lip liner and lipstick. I sprayed a bit of perfume on my neck and checked the clock. I still had 15 minutes before Jackie was due to arrive. I looked at myself in the mirror, and straightened out my dress when I realized that I needed to do my nails! I sat back down at the vanity and chose some red nail polish and applied the polish in even strokes. I knew that there was nail polish remover in the bathroom so I was not worried about removing it later. I sat and admired my reflection in the mirror while waiting for the nails to dry and occasionally blowing on them for added effect. Finally I stood up and moved to the living room to wait for Jackie to arrive. As I turned the corner to the living room, I dimmed the lights and moved over to the couch. I was enjoying the feel of the silky garments I was wearing when there was a knock at the door. I stood up, straightened out my dress, took a deep breath, gathered up all of my nervous courage and opened the door to greet my date and my new feminine future...... Chapter 4 I opened the door to find Jackie standing there with some flowers in his hands, he looked up at me and his jaw appeared to drop. "You must be Jackie, please come in, Terry has told me so much about you. Are those flowers for me?" I said in the softest voice I could muster. "Yes, these are for you and I must tell you that you look very pretty," he said shyly. I took the flowers and put them in a vase in the kitchen while Jackie followed me around like a lost puppy. "You look great Terry," he said, but I corrected him that I was Teri when dressed this way. I told him I was looking forward to meeting "Jacqui" tomorrow night also, to which he smiled in anticipation and told me she was anxious to meet Terry too. "Let's sit down on the couch and get more comfortable," I said and took his hand and led him back into the living room. As we settled into the couch, I took his arm and put it around my shoulder and leaned into him. I could feel him shaking with nerves. I looked up at him and told him to relax and to just do what comes naturally. "Teri, I am so amazed at how hot you look, are you wearing women's underwear too?" he asked. I told him I was dressed just like any other woman would be dressed for a date with her boy friend. I stood up in front of him, and seductively lifted the hem of my dress to reveal the satin and lace slip and I heard him gasp slightly. I explained that this was a slip and took hi hand to feel its texture. "Wow that sure feels nice to the touch, how does it feel to be wearing that?" he asked as he rubbed the slip in his fingers. "The slip feels nice, but let me show you what completes the outfit," I said as I lifted the slip to reveal the garter belt, stockings and bulging panties. "I picked this lingerie special for my date, what do you think?" I asked. Jackie reached out and touched the stockings and garter tabs and then brushed his hand against the bulge in my satin panties. I let out a slight moan and he looked up at me and said, "I see you like the outfit as much as I do". He stood up and put his hands around my waist, I leaned my head back to the side and he leaned in and gave me a tentative kiss on the lips. "Is that the best my new boyfriend can do?" I said with a giggle. He took that as a challenge and again kissed me and I opened my mouth to accept his probing tongue. He began rubbing me all over, enjoying the feeling of the satin undergarments sliding against my dress. He reached down and began to massage my ass and the feeling was almost too much to describe. I could feel my cock getting harder, straining against the silky fabric of my panties. I broke from the kiss, looked at Jackie and noticed that he had some of my lipstick smeared around his lips. I reached for a Kleenex and helped him to remove it, but I knew there was going to be more smearing going on tonight! I pushed Jackie back down to the couch and then did a slow strip tease for him, I removed the dress and dropped it seductively at my feet. Next, I took the slip off and dropped it on top of the dress. Jackie was rubbing his crotch and watching me closely, never taking his eyes off of me. I was down to my panties, stockings and bra. I noticed him staring at my boobs with a questioning look in his eyes. I told him that I had found some fake boobs in my sister's things and it appears that he liked them. He just grinned and continued to rub his crotch. "It appears that my boyfriend has an itch, would you like some help with that?" I asked seductively. Jackie was tongue tied, so I got down on my knees and reached for his belt and began to loosen his belt and pull down his pants. "Teri, are you sure this is what you want?" he asked. I assured him that this was definitely what I wanted and I was sure that when I met Jacqui tomorrow she would want the same thing. He told me that he was positive that Jacqui would want the same thing and he lifted hiss hips to allow me to remove his pants. I then reached into the waist band of his underwear, looked up at him while licking my lips and said, "I can tell that you are enjoying this as much as I am tonight. I want to show you what girls do for their men," as I pulled down his boxer shorts. Now I was between his knees and his dick was right at eye level. I reached out and touched it softly and noticed that the head was slick with his pre cum. I rubbed it softly and spread the moisture across the shaft and head. Jackie was moaning softly and had one hand on my shoulder, rubbing my bra strap and the other was at the back of my neck applying slight forward pressure. I continued to work my hand up and down on his shaft and then leaned forward and kissed the tip of his cock, leaving a lipstick smear on it. I leaned back, looked him in the eye and then licked my lips seductively. I could taste the pre cum on my lips and found to my surprise that the taste was not bad at all. Jackie leaned forward and gave me a deep kiss and said "I understand if you don't want to go any further", but I reached up, pushed him gently back and then leaned in and took his cock into my mouth, there was no turning back now....... I could feel Jackie tense up as soon as I had his cock in my mouth, but in a couple of seconds he relaxed and all the tension went out of his body. He was moaning in enjoyment as I slowly worked it in and out of my mouth like I had seen done in porno movies. It felt warm in my mouth and was not at all unpleasant. I reached up and cupped his balls as I continued to lick and suck his cock. I thought to myself that I was now officially a cocksucker, but it did not bother me. I was doing this to my best friend as his girlfriend, and he was willing to do the same for me. I felt him tense and he warned me that he was going to cum. I quickened my pace and kept my lips around his cock. He shot his load and I eagerly swallowed as quickly as possible savoring every drop. As I felt his cock start to go limp, I licked it one last time and then got up on the couch with him. He looked at me, reached out and pulled me close and gave me another deep kiss. "That was the nicest thing that you have ever done for me, it all feels so natural, I hope you are feeling the same way?" I looked at him, nodded with a smile and reached out and took his hand pulling him towards my sister's bedroom. As I pulled him into the bedroom, my mind was already made up as to what would happen next. I knew what a girlfriend would do for her man and I wanted Jackie to experience it all tonight. I told him to get on the bed and relax while I freshened up in the bathroom. As I was leaving the room, I saw him taking off his shirt and climbing onto the bed and noticed his cock was once again standing at attention and ready for more action, and I did not plan on letting him down. Once I was in the bathroom, I fixed my lipstick once more by applying a fresh coat. I pulled my panties down and applied some Vaseline to my ass and pushed some up inside with my fingers. I washed my hands, brushed my teeth and did a quick spritz of perfume, took a deep breath and went back to the bedroom. As I approached the bed I noticed Jackie watching me closely. "Is there something the matter?" I asked. "No, I am just admiring my girlfriend, you look amazing and I just love your boobs and I noticed that you have not had any relief yet either. How about I take care of your needs too?" I climbed on the bed and told him tonight was all about his pleasure and that I would get mine tomorrow with Jacqui. I told him I appreciated his thoughtfulness, but I was enjoying everything just fine tonight! "Now I want you to take my cherry, I have saved it for you and have been thinking about this for days on end. Will you please make love to me?" I said as I kissed him deeply. The look on his face was one of confusion and then all of a sudden it hit him exactly what I was asking for. "Are you sure Teri? I mean, I would love to do it but don't want to ruin our evening." I rolled over on to my stomach and then got up on all fours, looked back over my shoulder and said, "I am more than sure, so please make me your woman." Jackie sat up and then got behind me, pulled down my panties and began to spread my legs to allow himself easier access. I felt him put his dick at the entrance to my ass and he began to apply pressure. At first it hurt slightly and I asked him to be gentle, which was a challenge because he was very horny. As he continued to apply pressure, I felt the head of his cock pass by my sphincter and he stopped to give me time to get used to the feeling. After a couple of minutes I pushed back slowly on him and felt his cock slide deeper into my ass. "My god, you are so tight and warm," he said as I continued to push back until I felt his balls against my ass cheeks. "You are all the way in me now Jackie and the feeling is amazing! Go ahead and fuck me, I am yours," I said as he began to move in and out of my ass. Jackie reached around to feel my boobs as he continued to plow my ass. He sped up and I could tell he was just about to cum and then I felt my own orgasm overcome me! Jackie shot his load into my ass while I shot my load all over my sister's bedspread. I had an orgasm without even touching my cock! Jackie noticed what had happened to me and he was excited that we both had cum at the same time and had both enjoyed our first real sexual intercourse. We moved to a spoon position with his cock never losing contact with my ass, and we kissed and fondled each other until we both fell asleep in each others arms. Chapter 5 When I opened my eyes I was treated to the sight of Jackie laying beside me and snoring softly. His arm was still around me and I tried to move quietly without disturbing him. I moved to the bathroom and tried to clean myself up by taking a quick bath. I removed my lingerie, but kept the wig on while I cleaned my self both in and out. I climbed out of the tub, fixed my makeup and quietly went to my mom's room, put on her night gown and then went back to see Jackie. I brought a warm washcloth with me and began to wash down his cock and balls as he slept. I leaned in and took his cock into my mouth and began to lightly suck on it and then felt it begin to stiffen. I looked up and saw that he was watching me intently with a huge smile on his face. "Now that is the way I would like to be woken up every day," he said with a laugh. "What are you wearing now?" I released his cock, stood and did a little spin to show him the night gown I was wearing. My little dance was interrupted by the ringing of the phone. It was our mothers checking up on us. It felt a little strange to be wearing my mother's night gown while talking to her on the phone, even stranger to be talking to Jackie's mother right after we had sex! We assured them that we were doing fine and that Jackie would be going home shortly to take care of the dog. They were having fun in the city and they gave us the number for the hotel where they were staying in case we needed to contact them. We said good night and promised we would behave and talk to them tomorrow. "That was strange; I never thought I would be dressed like this and talking to our parents!" I said with a laugh. Jackie agreed and came over and gave me a big hug. "This was the most amazing night of my life and I really want to thank you for being my buddy and girlfriend. I will make it all up to you tomorrow when you meet Jacqui. Before I go home could we try just one more thing?" he asked. I nodded my agreement and he took my hand pulling me towards the basement. When we got to the bottom of the stairs, he turned, grabbed me by the waist and lifted me up to the pool table. He spread my legs and kissed me deeply. "I have always wanted to have sex with a beautiful woman on the pool table," he said with a grin. I laid back and lifted my legs up high and allowed him to have direct access to my ass. He reached up and held my ankles as I guided his hard cock into my ass. As he was working in and out, I played with my own hard cock and rubbed my nipple through the sheer night gown, the feelings running through my body were amazing. Jackie was watching me closely and giving me words of encouragement as I neared shooting my load. "Wow you are one hot babe," he said as I shot my load up onto my chest and on my night gown and even splattered onto my chin. He followed right afterwards shooting his seed deep into me. "That was as amazing as I thought it would be. Thanks for helping me with my fantasy Teri," he said as he kissed me then helped me down from the table. I excused myself to get to the bathroom before I dripped his cum onto the floor. In the bathroom I wiped myself and then looked in the cabinet and found a tampon. What better way to keep from leaking I thought as I unwrapped the tampon and inserted it into my ass. The feeling of the string dangling between my legs was strange but seemed to go along with my feminine theme for the evening. When I came back out, Jackie had already grabbed his clothes and put them back on. I went to him and we hugged and kissed. As I walked him to the door he thanked me again but promised me a nice night with Jacqui tomorrow. We agreed to meet in the morning and play some video games, order some pizza and to plan our evening. With a final kiss, he was out the door headed to his house. I closed the door and decided that I had better pick up the clothing that was strewn around the house and then to do a load of laundry too! I put away the dress and slip, after checking to be sure there was no evidence or stains on them. I stripped my sister's bed and grabbed the lingerie from the bathroom and then removed my mother's night gown to throw into the wash. I decided to keep the wig on and then searched my sister's things and found a baby doll night gown to wear for the remainder of the evening. By 11 o'clock I was done with the laundry and everything was put back as it was before my date with Jackie. I grabbed a glamour magazine that was in the living room and took it to my room to read until I fell asleep, dreaming about what had happened tonight and what tomorrow night with Jacqui would be like....... Should I continue? Contact Teri Franken at [email protected] with recommendations.

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So me and my folks just moved into this new town and it’s wayyyyy different from the hood I’m used to. 1st off it’s fuckin clean. No trash blowin down the streets like tumble weed, no addicts running around…shii’s nice. And the people kinda nice too! Smiling, sayin hi, askin if I need help…police rolled past and just smiled and waved at me! Like WTF??? People don’t even lock they doors at night! Feel like I’m in the fuqin twilight zone. Issa nice...

xmoviesforyou
2 years ago
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Black Pimps sex slaves Maria Proco

Black penises were a part of psychological landscape of the white sex slaves life in the black pimps brothels. All the slaves were being forced to worship the big, black dick at least 50 times a day.Can you imagine how many times these girls must have been ****d if they were turned into whores when they were just 18 — hundreds of thousands of times by age 40.Over and over she had to take one cock after another in her vagina,ars and mouth.When they had done the deed, more men showed up in and...

2 years ago
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Preludes Ch 09 Oral Reports

Authors Note: ‘The Rachel Chronicles’ is a multi-part series of stories involving the titular character (a young woman named Rachel) and her various sexual adventures. The stories are themed mainly around oral sex, with the occasional tale involving other forms of sexual activity. Each chapter is somewhat lengthy and detailed and it is my hope that such detail will provide a richer experience for you readers as you truly get an intensive look inside Rachel’s head. Further, the stories are...

4 years ago
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The AntiChrists puppet master

My name is Damien, I won't give out my last name for privacy reasons. I have dark hair, icy blue eyes, and a couple of freckles here and there. I always have my hair in a downward style. I have short hair, some of it's pushed behind my ears, and the bangs hang infront of my face. I'm around 5'6 and a pretty fit guy. My girlfriend's name is Sierra, we've been together for three years. She has long brown hair, dark hazel eyes, and her skin is flawless. She has the pouty lips, nicely...

4 years ago
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Family Friend Outing

A few years ago I went back home to Greece for Easter to see my folks and enjoy a bit of the sun. My folks live in a small town where it’s impossible to get any cock if you are not out. As any typical small town where everyone knows everyone, coming out to a few people becomes coming out to the entire town after a few days. So naturally I spent most of my time gagging for cock in silence. Every day soon after waking up I would jump in the shower, clean up deep and proper, shave all over and...

2 years ago
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Master fucks Sissy Eve

I kneel next to you and open up your manly jeans. I'm dressed up in black stockings, suspenders, black patent high heels, bondage collar, blonde hair and fully made-up with smokey eye shadow and red lipstick. A hint of perfume tints the air. You have a leash in one hand which is collected to my bondage collar. It's tight as you lightly slap my sissy face, calling me a slut, faggot, cum dumpster and whore. I'm so horny and beg for your cock, which you say yes.Without saying another word, I...

3 years ago
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Cleaner

I took the job without pay. Payment comes in many forms. Jerry's Adult Nook was known for its booths and fun therein. I was covering for the regular cleaner who needed time off. Starting at 11pm and working 4am was rough, but, I was gonna make the most of it. I hadn't even taken my hoodie off before I was needed. The larger booth, some called the group booth, was in need. I poked my head in and the smell of sex was lingering in the air. When my eyes adjusted I could see fluids on the bench seat...

2 years ago
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Ill Conceived

Part 1 I found a box of old videotapes while looking for something to tape a show on. I couldn't remember what was on them, so put one into the VCR. I watched as it showed myself, in a nice shirt, stepping back after setting my video camera to record. As I moved further back from the camera I could see our bed and my wife lying on it, still clothed but clearly far from coherent, her eyes closed. Was this one of our sex tapes? Why was it tossed into this box instead of in our locked-up...

3 years ago
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THIS BITCH WILL FUCK

[Madjack1]This story starts when I moved jobs she worked in the offices I moved too, I was to start on a monday morning when I got there I was met by the man who was going to train me, I was shown room & met the people who work there including this women who was name Lou over the next few weeks I got to know her wel, then one day she ask if I would go to lunch at a pub on friday I said yes she would be fifty ten years older than me, well when friday dinnertime came we went to the pub on the...

2 years ago
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You Can Play Too

The weather was beautiful – sunny, but cool.  He decided to jog down to the park down the street.  The park ran through a wooded ravine, and had several side trails through the thick woods, in addition to the paved walkway by the creek.He put on shorts that were probably a little tight and small, but they supported him well, and kept things from bouncing around too much while jogging or working out, even when he chose not to wear briefs underneath.  The shorts, or maybe their contents, also...

Masturbation
2 years ago
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Beginnings Day 4 Suzy Surprises Me

BEGINNINGS - DAY 4 - SUZY SURPRIZES ME! Suzy and I had slept soundly. I awoke first and began to gently stroke her. I decided to give her a special good morning so shifted lower in the bed and started to kiss her thighs. As I centered in I felt her stirring. No wanting to break the mood with words I let my tongue run freely into her. She began to rock slowly putting her hands gently on my head. I enjoyed making love to her as a woman would. It made me feel special and so very...

4 years ago
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Unintended Consequences

The Ordeal UNINTENDED CONSEQUENCES PrologueMohammed Al-Utaibi was having a very bad day, not that day or night meant much to him anymore.? He still had headaches from the explosion that had killed most of men with whom he had worked.? His concept of time had vanished in the weeks since the Special Forces unit had put a hood over his face and taken him from Baghdad to Camp Anaconda to Balad Air Force Base, and from there to an underground cell at an undisclosed location.? Though...

3 years ago
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Ive Had Enough

Enough ? by: Rose Picture a house in a residential neighborhood of a medium sized American city. Zoom in, look through the kitchen window, a man stands at the sink, doing dishes, wiping the counter is average size, wearing blue jeans, a t-shirt, a flowered apron. His face is set in a frown, showing discontent, frustration, possibly anger. Looking closely, as you zoom in tightly, on his face you see eye make-up and the remains of lipstick. As your eye travels downward, small...

4 years ago
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One Evil ManChapter 3

It seems as if Nola was blossoming right before my eyes. There was a boy at a table near where we sat. He slurped his shake and then Nola did the same in answer. First one and then the other. She leaned toward me, saying, "He's cute." I turned to where he was sitting. There was a woman about my age with him who I took to be his mother. She smiled at me. I knew her. She taught in the school where I had taught three years before. I had heard that she had divorced recently because of a...

3 years ago
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Revolting Development

This is a spamfic, really, just something I had to get out of my system. -Kiai Revolting Development I came to in a sparsely furnished bedroom. I glanced around; the place looked big and bland, more bland than any motel I'd ever seen. "Damn, this looks like Sim City." It didn't surprise me to hear my own voice pitched in soprano; one whole side of the room was a mirror, and the diffuse bedroom lighting was bright enough for me to see the profile of breasts on what had to be...

Humor
2 years ago
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Love and Superstition 2

Well, I took the advice of Ate Nene and arranged a date with my boyfriend after work on Thursday (that was January 27th). As I told you, I guess he knew what was on my mind because he took me to a restaurant in a naughty part of town, near to the street where there are several "love" hotels. I think you might call them lodging houses in your country: anyway they cater to couples looking to get a room for sex in the afternoon or evening. I told my Nanay and Tatay that I'd been asked to work late...

2 years ago
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Caught getting fucked from my roommate

Caught getting fucked from by roommate!Ok for those who haven't read my previous stories some quick background info:I live with 2 roommates a guy "Sam" and a girl "Nicky"I have a girlfriend "Sue" who doesn't live with me but is always around. Recently me and my girlfriend started trying out new things in bed which led me to become a bottom for Sam and Nicky became my mistress, also Sam sleeps with my girlfriend from time to time with me sometimes watching.It's a pretty long story but it was the...

2 years ago
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Charlie and Cassandra Part Three

It had more than a day and still I was feeling sick, although for me the most important thing was not to let mistress know I was still feeling like crap. If she knew… I would have to go to the doctor although I haven’t yet visited the doctor with my Mistress, I was scared. All my life I had been scared of the doctor’s office and hospitals. People in scrubs actually freak me out; I want nothing to do with any of it.I was woken from my rest with a soft shake to my side. “Come on pet, get up,...

Fetish
1 year ago
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WildOnCam Rose Winters Rose Just Wants To Hard LIVE

Rose Winters is back for some more hot and wild fun having Nathan Bronson join her this time around to show her how he likes to fuck! Rose will take that hard cock any way she can as long as it is deep in her pussy or her mouth. Rose loves to be treated like a slut getting turned and positioned just right so her pussy takes the pounding it deserves. Make Rose cry out and wish for more. If you were here she would not hesitate to take your hard cock as well blowing you hard while Nathan rails her...

xmoviesforyou
2 years ago
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My First Soulfucking

by Randi ParkwoodI met him at work. His deep blackness overwhelmed me. We flirted for days. I finally knew he would have me. One night after work he took me to a hotel across the street. I was actually going to let this black God fuck me. I was soaking wet and trembling as he slid his tongue into my mouth.Naked, on the bed he opened my legs and his huge incredibly muscled body loomed above me. His unbelievable cock was rubbing against my dripping shaved pussy. It was massive. I'd never seen a...

2 years ago
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My Sweet Milking Bhabhi

Hi Guys, Kudos to Humandigest.com Team for giving such a nice treat every day amazing stories & truly hot clips. I guess Carnal Desires & Pleasures are the foremost enjoyable for a grown up human being & these are Incomparable to any other pleasure / fun. As like you guys I also liked to roam around your & unmarried girls but such a nice experience of my life changed my views, thoughts & perception all around. So I m a well built unmarried guy working in a MNC in Delhi & a kind of freak trying...

Incest
3 years ago
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Sally Part 1

My name is Sally. I'm 34 year old mother and faithful wife. I'm thin, athletic and according to my son, I am referred to as the neighborhood MILF. I still can't believe this happened to me. I feel like writing about it will help me come to terms with what was done to me and also what I did. This is not the first time I was raped but that will be a story for another time. My husband and son had left for the entire weekend on a camping trip which they go on every year. ...

4 years ago
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Fundelights First Lapdance

My wife, Fundelight, and I decide to take a trip to Vegas. A place where we knew no one and could redefine who we were for a brief time. We arrived a bit haggard and checked into our hotel. When we reach our room we quickly put on our swimsuits and headed down to the vast hotel pool. I was pleased to see that Fundelight was wearing a short, flashy, metallic swimdress and high wedge heels. Certainly not something she would wear back at home.First order of business was to get drinks. Gin and...

1 year ago
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SheWillCheat Demi Sutra Sexy ebony slut Demi Sutra cheats on her husband with her personal BBC trainer

Demi Sutra is having her training session but today seems a little different. While she’s chatting with her gorgeous trainer, she reveals that she is training so that her husband will finally notice her again. Her trainer thinks that her husband is crazy, she’s sexy as hell. After a bit more flirting back and forth they can’t help it, if Demi’s husband isn’t going to fuck her she needs to get it somehow, and why not with her buff (and hung!) trainer? Hopefully her...

xmoviesforyou
4 years ago
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My papa and advocate Antra aunty

I am not a regular reader of ISS, but I sometimes go through the beautiful erotic stories whenever I feel bore and get time to sit in the internet. I am Rohit, 23 years old and from a higher class family. My father is a businessman and unfortunately my parents took divorce and stay in distance. My mother later married with an older man who is a doctor by profession. They live in a city 300 km. Away from my home. My father lives with me, although he didn’t marry any woman. But he carries more...

Incest
2 years ago
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Linda and MeganChapter 7

We walked in and found a table away from most of the action. I greeted Judy and Connie as we walked in and Connie brought us menus over. "Did you get ANOTHER girlfriend?" Connie asked. "Yep, I sure did. I don't know what they see in me, but I sure ain't complainin'. This is Megan and you remember Linda and Karl." "I don't know what they see in you either. But they'll find out about you eventually, I hope." She took our drink order and we decided on what we wanted to eat. When...

4 years ago
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unexpected threesome

So we planned on meeting one evening in a motel room. I was just going to dress up as Kristen and you were going to teach me how to do make up or at least get better with doing it myself, Not expecting anything out of the ordinary with it. So after you dolled my face up with foundation and blush you did my eyes with a purple tint and I put on a dark pink shade of lipstick. I even let you shape my eyebrows a little. I then went into the bathroom to dress.I put on a pair of white G-string panties...

3 years ago
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Whos the Fairest

Who's the Fairest by Arcie Emm See Prior parts of The Journey of Manny and Maude 1. Mirror Mirror 2. On the Wall 3. In This Land Prologue _______ The scene belonged in a fairy tale. A beautiful summer day, the sun shining upon a meadow in which wolf pups boisterously chased one another about, yipping their joy at the moment. For a time they owned the world, but then, from a thicket of trees, a jay's flight distracted them. Let us leave them to their play,...

2 years ago
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Lawnmower Boy Ch 06

The next day I called Eve and arranged to see her. ‘Eve, I need to talk to you about something serious.’ ‘Okay, Jeff. As I told you before, you can always talk to me.’ ‘It’s about Mom.’ Eve’s eyes widened a bit but she didn’t say anything. She studied my face for a moment. Then she said, ‘Let’s have a cup of coffee or something while we talk.’ ‘Coffee’s fine,’ I said. She poured us each a cup and we moved to her living room and sat on her couch. As I related the events of the...

3 years ago
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The LotteryChapter 59

Anne and Marc sat next to each other at the kitchen table drinking coffee and talking about the night before. Sally and Tom hadn't come downstairs yet, although it was getting close to the time they would have to leave for school. Marc didn't mention what happened in the hallway to Anne when he returned to the bedroom, telling her it was only one of the kids, but he felt guilty for not telling her what happened... "Anne," he said, holding his coffee cup with both hands. "Last night...

4 years ago
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New Years Eve

It's not uncommon for cops to marry each other. We work a nasty, unforgiving, thankless job with pressure from all possible sides. We try to do what's right most of the time but somebody is always coming down on us. Our suspects, obviously, don't like us and often curse us. We can live with that. Their victims, often enough, also curse us a lot. I can't count the number of times I've arrested an abusive husband for beating the shit out of his wife and then had the wife in question verbally...

4 years ago
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And Then He Caught Me

AND THEN HE CAUGHT ME By C Part I In the midst of the Old Forest was a green glade. For about a hundred feetin every direction, the gnarled, knotted ancient trees gave way to grasses,soft and lush. A stream passed through–its waters clear, unlike the murkystuff that oozed up from the ground elsewhere in the Forest. If you saw thisplace, you might think: What a delightful refuge! And so it was. It was almost noon in the glade, when the near-silence that had reigned allmorning was overthrown by...

1 year ago
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RUvideos

When you first land on RU videos, you don’t know what the fuck to expect. Is this a site that only features Russian porn? It’s here, but it isn’t even close to the majority of the content you can find on the tube site. As you look through the site, you find hentai and JAV content that is ready for you to get off to. Is it that kind of tube site?No! Instead, Ruvideos is a tube site that tries to provide a little something for everyone. Including featuring the kind of offbeat, bizarre porn that...

Free Porn Tube Sites
2 years ago
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Christmas CheerChapter 2

Saturday dawned bright and clear. I was up by seven, and Mike joined me shortly after I began moving around in the kitchen. I wondered if he'd been awake, courteously waiting until he heard me, so as not to disturb me too early. I scrambled eggs and cooked sausage for both of us while Mike manned the toaster. I'd cut up fruit the previous morning, so by the time we were through, we had a nice little buffet. After the dishes were cleared, I suggested an excursion, eager to get out of the...

3 years ago
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The Wrong GirlChapter 11

“You speak English,” Taylor said, still in English, his mind reeling. That was the third time today he’d completely misjudged something. It was becoming an epidemic and showed how out of his depth he was. Not that Taylor allowed that excuse to stand, even when just giving it to himself. “I speak some,” she said in English, before switching to Russian, “Your Russian is better than my English, however.” She’d been silent from the moment she had been brought out to him until exiting the...

2 years ago
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First night Chapt 2

“You three seem rather familiar with each other, do you do this often?” I asked gesturing to the pushed together sectional couch and the four of us naked. “This is the first time with a guy.” Gina said. “Normally it’s just the three of us.” Stacey added. “And our toys,” Kat stated, “Stacey has an awesome collection.” “It’s not that great,” stated Stacy, “You just made it sound like I’ve got the mechanical stuff on that web site.” Gina giggled, “Only because of how much it costs. You’ve...

1 year ago
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The set up Part 1

One night my wife and I was talking and I asked what was one of her fantasy. She told me how she would love to see another man suck my dick. I thought where did that come from. I asked if she was serious. She was. Okay moving on. I asked her whats another fantasy she might have. She tells me how would like me to blind fold her and not really know its me. And been taken advantage of. Interesting I thought. She asks me whats mine. I tell her I want to see her with another man. She laughs and asks...

Erotic
4 years ago
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Spanked on webcam

I have a good friend who until recently has moved up north with his wife, a very pretty lady with dark red hair, but thats another story on how i saw her spanked. I came home from work to find my darling wife chatting to my friend via webcam and left them to it while i had a shower. She can sometimes be a bit flirty, i could here giggling as i dryed myself off.I came out and found her wriggling her cleavage at the camera and my friends eyes popping out of his head. I knew she was a tease when i...

4 years ago
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Taking Beth

My name is Richard. I'm 42 and a pretty heavy (sort of overweight), so I never had much luck getting laid (unless I paid for it). I had always gotten off on the idea of Rape. The idea of completely controlling some young sexy girl turned me on making her my personal slut. I loved reading rape stories. I would often pretend they were my stories. One night I was home alone drinking. After a few hours of reading my favorite stories I decided that tonight was the night I would finally...

2 years ago
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Total Woman Zodiac 06

Zack’s flight from San Antonio had been uneventful. He was lazing by the pool of the boutique hotel that had been closed to the public for a week. The sign said ‘Renovations’ but it had really been booked exclusively for a Total Woman Academy induction symposium. The view on the pool deck was stupendous, kudos to the TWA Scouting staff. Total Woman Academy enrolled its freshman class with referrals and recommendations from within its own ranks. Daughters of Alumni Fund sponsors were the...

3 years ago
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New Girl in Town Chapter 2

Introduction: Sam begins his journey to fame playing baseball and he realizes the benefits that come with it. If anyone has any suggestions for stories please PM me and let me know! Its been a while since Ive written and a while since Ally and I have started dating, about 3 months. Baseball season is going really well, Im 5-0 with a .98 era and our team is undefeated. To say the least its been fun, and now that our team is on the radar, more and more women are starting to notice us when we...

3 years ago
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The Writers Secret Chapters 34

Thanks for all the wonderful comments on the first two chapters! Here are the next two chapters. It's time to teach Loren a bit about being Laura before their dinner party. The Writer's Secret (Chapters 3-4) by Ann Michelle http://annemichellesworld.blogspot.com/ Chapter 3: The Education of Laura As they settled on the couch, Stephanie slipped her feet out of her slingbacks and pulled her legs up underneath her. Loren sat uncomfortably on the other end of the couch with...

2 years ago
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THE CREATURE WITHIN

PROLOGUE:The video connection rang on the hour and Sylvia made the connection. Sylvia wouldn’t tell me who we were conferencing with, so I grabbed a light blouse I kept in the office I rarely used. It covered me above the table, anyway. I looked up at the screen as it came alive. “Sam!” I looked at Sylvia, “Why didn’t you just tell me?”There was a slight delay, but Sam came to Sylvia’s rescue. “My fault, Annie.” He was quiet for a moment. “My … I had forgotten how beautiful you are. Sorry,...

3 years ago
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My wife loves my blue balls

Women are a so complex. They can be the perfect social hostess by day and the meanest femdom that night. I introduced my wife to cuckolding years ago because the thought of some guy stretching her vagina made me horny. Getting her to actually do it was easier than I thought it would be. As time went on she noticed that I was more into the excitement of denial than love making. Cleaning her after she had been out was my absolute pleasure. Rarely did I ever try and have sex with her. One Saturday...

4 years ago
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18 year old joins the preasthood

Me I am 5'10'',165 pounds and am very well built from working on the farm, my cock is 7.5 inches cut with a bigger mushroom cock head and a larger base, have learned that guys think I have a fine ass--have light brown curly hair, non on my butt just little curls around those 2 wrinkled ass-lips on each side of my small ass-hole crack. Love jacking off and playing with my butt hole & yes had thought of getting it on with a buddy but was a real virgin. The 1st thing was a physical the Doctor...

4 years ago
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For the Queens Pleasure With Audience Watching

I knew for a fact that we were in serious trouble. The second my wife, Lady Margie Florkner mouthed off to the courts and the one person in the room who represented the Queen. It was all innocent enough and basically a misunderstanding but after Queen Witkens had heard the report on what had happened, well, she was out to make an example of my darling wife. The incident happened while Lady Margie and I were in court. It had been a long day things were winding down. Before us stood an everyday...

2 years ago
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REDD WHYTE BLEUChapter 4

We all laughed at that for a while, until ‘Mad-Eye’ himself walked in to say, “Honey, I’m Home!” While he doesn’t limp or have only part of his nose or a glass eye, my father does sound like the actor. After giving Gennessee his ‘Home from work’ kiss, he asked “What’s for dinner, I’m starving!” “Hold your horses,” she said to him. “Redden, introduce your girlfriend to your father, first thing.” Walking to him, with her on my arm, I said, “Mr. Fields, I would like to introduce to you, the...

4 years ago
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The Brickworks Lane Pals

Tonight was one of those nights that in the past few months Second Lieutenant Theodore Stevenson had come to describe as quiet: although when was it ever truly quiet on the Western Front? He could still hear the spasmodic rat-a-tat of distant machine gun fire; the occasional whoosh of a sniper's bullet; and the muffled screams of agony and despair from a lone brave soldier lost in No-Man's Land. But mostly what the lieutenant heard as he strode along the trenches at night was the gentle...

3 years ago
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Zodiac Coin Virgo

Zodiac Coin: Virgo By JRD 2300 YEARS AGO... He was a seer, divining the future by reading the patterns in the stars. Tonight, however, the stars seem to defy all attempts to read them. The strange, glowing, golden rock that had been brought to him by the miners seemed destined to defy any predictable use. He had read the stars four times that night, and each time something, a flash of light, a comet, something, had predicted something radically different for what to do...

4 years ago
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Maggie And LaShawn Chapter 1

Maggie Buchanan was a pretty redheaded woman, twenty-five-years-old, with a very voluptuous body; big breasts, and a tight, firm ass, (which she considers her best attribute). An exotic dancer at one of the local strip clubs, The Kitty Kat Klub, or "Triple K" for short, she was very popular with the men customers as well as being highly appealing to the men she wanted as sex partners. Maggie preferred young, athletic, black men, especially the mythical well-hung black studs. She liked her...

Interracial
2 years ago
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BlizzardChapter 15

I rushed to the staircase when Sam opened the door with another copy of my key. Shit! I looked around. Where had I left my keys? No, where had Alex left my keys? No, that wasn’t the problem I needed to address first. I rushed to the railing. Sam flinched to see me. “Heads up!” said Max. The boots flipped by my ears and hung off my shoulders. She giggled behind me. “Oh, OK.” Sam left her fuzzy winter boots on the third step above my soaked sneakers and Max’s steel-toed giants. “Look, I’m not...

4 years ago
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Highland Magic Ch 06

I held Tilda’s arm as we walked from my chamber down the steps. She kept looking up at me, nervously, I think. I patted her arm, as I straightened my shoulders. As if on cue, she straightened her shoulders and walked the steps by my side like a queen. I was careful not to look over to where I knew Cien would be. At the table in the same spot as the night before. The Laird’s chair. As we took the last step, I forced my head up, and starred confidently ahead. Slapping a small smile on my face,...

3 years ago
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Christmas Angel Part 2

I stood alone in a little bathroom cubicle at the market, leaning against the sink. I was breathing heavily, trying to calm myself down. My efforts were not successful. I could still taste Jack in my mouth and feel the sensation of his lips on my neck. I lifted a hand, ran it through my blonde hair, then rubbed my neck with my palm. I moaned and wriggled. Then I danced in excitement with my feet.Then I steeled myself. I hadn't gone to the bathroom to pee. I needed to steady myself, and I...

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