Caught And Conditioned free porn video

The standard disclaimer applies: If you are under the age of consent in your area please continue no further, go find some place more age appropriate, there will be plenty of time for this when you are older. If you are of legal age and any or all of these themes: humiliation, crossdressing, punishment, non-consensual sex, and/or possible homosexual themes bother you please read no further. However, if this disclaimer has peaked your more prurient interests please enjoy some hopefully one handed reading! :-)~ (Wink, wink, nudge, nudge, knowing look) Caught and Conditioned "And just what do you think you are doing?" My heart leaped into my throat. It was my step-sister Gail's voice! What the hell was she doing home? She and her friends had gone to the mall about 30 minutes ago and they were always gone for hours! All of this ran through my head before I even lifted my head. I pulled the pair of her panties I had over my nose away with my left hand and looked to the door. I was momentarily blinded by a bright flash. When my vision cleared I realized it was far worse than I had thought possible, not only was Gail standing in the doorway with her hands on her hips glaring at me but, beside her were her friends! Tammy stood to her left and Dina on her right with an instant camera in her hands. And there I lay on Gail's bed with one pair of her soiled panties in my left hand and another in my right wrapped around my once rock hard erection that was rapidly receding. And now they had a picture! I knew if I didn't want my life to be hell I was going to have to get that picture. I reached down and pulled my shorts up and dropped the two pairs of panties. Then I jumped out of the bed and made a lunge at Dina. It was fruitless! I got almost to the doorway, but Gail stepped in front of me and when I tried to guide her aside she planted a knee squarely in my groin. It was a direct hit and the pain was unbelievable. I crumpled to the floor and nearly wretched at the pain. Meanwhile, Tammy made a hasty retreat with her camera and its incriminating contents. Gail stood over me smirking as I clutched my throbbing nuts and gasped for breath. After about a minute of gloating she turned to Dina. "Give me a hand." "With what?" "His clothes," she said calmly. My mind exploded! What the hell was she planning! Before I could shake the fog of pain from my head she moved into action. Dina and Gail bent down and started pulling on my shorts. I grabbed the waist band and held on for dear life. I was more than holding my own until Gail suddenly backhanded me in my aching balls! I gasp and grabbed at them and this was all the leverage that they needed. I couldn't hold them with one hand and by the time I realized what was going on and righted myself in the least my shorts were at my ankles. I panicked and tried to grab them and pull them back up, but this just gave them access to my shirt which they yanked over my head. I freely let it go instead concentrating on my last piece of modesty, my tighty-whities! About that time Tammy returned, "Having some fun with the turd!?" Gail laughed, "Oh, it is just starting." "What do you have planned?" asked Dina. "I want it to be a surprise," said Gail with an evil look it her eyes. "Please. Please, Gail. Just let me go and I promise I'll never touch your things again!" I begged. Tammy: "Well, you know Stevie boy with that picture hidden away I think you'll do whatever we please. That is unless you want copies of that posted on every bulletin board in school and stuffed in all of your classmate's lockers this fall." I know I didn't hide my terror at all. In fact, I nearly pissed myself. I was going to be a junior in the fall as was Dina. Gail was a year behind me and Tammy a year ahead so I knew that they could easily ruin my life for the next two years! "Alright," I croaked, "I'll do whatever you want." Gail stood with her arms folded across her chest smiling down at me. "Good I'm glad you understand your position. Now stand and take off those shorts. You big sissy!" I reluctantly rose and looked around at the three smiling faces. I blushed scarlet I could feel it and I reached down and dropped my Fruit of the Looms. I cupped my hands over my crotch. "Step out of them, put them with your other clothes, and then stand with your hands on top of your head," Gail ordered. I moved almost mechanically and did as she asked. I didn't think was possible, but I felt my face redden even more. "So girls, what shall we have our slave do first?" "How about he finishes what he started before we interrupted him? That should be fun to watch," giggled Tammy. "Sounds like a good start." Gail picked up a pair of panties from the floor and tossed them to me. I just stood in stunned disbelief that this was happening to me. Gail snapped her fingers. "Get on with it! Or is that off with it?" Tammy and Dina erupted with laughter. I started to lie back down on Gail's bed, but she slapped me in the face as soon as I sat down. "What the hell are you doing?" "But, I..." "Since when are pets allowed on the furniture?" This too was met with laughter. I looked around questioning her with my eyes. "On the floor dumbass!" I lay down on the floor and slowly took my soft cock in my hand with the panties and started to reluctantly stroke it. The girls took this as a cue for all of them to do the color commentary. "Oh come now, you'll never cum like that!" "It's awful small do you think we'll notice when it gets hard?" "Hardly!" "What are you thinking about you little panty sniffer?" "Yeah, tell us all about it." I gulped "I...I can't..." "You can and you will!" demanded Gail "And don't lie of we'll know." "I..,I think about a lot of things," I said none too convincingly. "For instance?" "Certain girls at school," I squeaked. "Like who?" asked Dina. I was so embarrassed because even though she was my friend Tom's girl I thought about her a lot. "Nobody in particular," I lied. "Yeah, right you panty sniffer! Now tell us who!" Gail demanded. My mind raced as to what to say. I couldn't tell them that there were about five girls I thought of a lot and the three in this room were among them. I mean Dina was dating Tom, Gail was not only my step-sister she was dating my friend Jay, and Tammy was the sister of my buddy Wayne. "Maybe it isn't girls he thinks about," giggled Dina. "Is that it sissy do you like girl's panties because you want to wear them?" I was stunned at this I mean everyone is a bit curious as an adolescent, but I hadn't had any of those thoughts in a couple years. Now the thought of touching another guy like that disgusted me. All I thought about were girls about 25 hours a day. "No, it's not like that at all I never wear them and I never think about guys," I blurted. "Ok then who do you think about?" I didn't think it was possible, but I think I turned even more red- faced. Then after the longest minute of my life I finally found my voice. "Mary Pulaski and Bonnie Taft," I choked out. "Mary and Bonnie? Is that it? I don't know whether to be insulted or relieved that none of us are on the list," said Tammy. At that point I made a bad mistake. I tried to look up and I glanced back down hurriedly. "OH, MY GOD!" shrieked Dina "Did you see that we or at least one of us is on his list of jerkoff girls. I saw it in his eyes." I dipped my head even further. "Look at his body language, it's true! Who is it?" pushed Gail. "Come on which one of us?" added Tammy. I glanced up and then back at my now completely flaccid dick. It held my stare as I knew I couldn't lie with my eyes. I'd already proven that. "It's all of us isn't it sissy?" Gail punctuated her statement by poking me in the ribs with her Nike. I don't know what came over me I guess the embarrassment had just over loaded my mind and I nodded. The three of them all squealed in excitement and disgust. They bantered back and forth for several minutes making jokes about me, my cock, and how perverse it was that I was thinking about them. As they were trampling me into the proverbial ground they hit on an even more delicate topic. "I wonder what Mary and Bonnie would think about this," mused Tammy. "I wonder what Tom, Jay, and Wayne would say about this," mused Dina. I gasped "No please, please don't tell them. I promise I'll do anything just don't tell anyone else about this, especially them." And then I couldn't help myself tears started to stream down my face. "Awe gee, poor sissy having a bad day," mocked Gail. "I'm not sure we should push him too far he's getting pretty upset," said Dina with a bit of concern in her voice. "Screw him the little pansy pulling his little dickette and thinking about me makes me sick!" spat Tammy. "You are right about one thing though he is pretty upset. Aren't you sissy!?" added Gail. "So what will you do to keep this just between the four of us?" I perked up at this. Did I just hear that my life might not be over? They might not tell everyone. What did I have to do? "I'll do anything! Absolutely anything!" I nearly yelled. "Anything?" said Gail with a raised eyebrow. Something about the look on her face made my blood run cold. "Yes...yes anything," I said with a lot less confidence. "Well let's start by getting back to the task at hand," laughed Dina. I groaned add started to stroke my shriveled dick. "Wow, is that thing small now!" "Yeah, it is a lot smaller than it was before and it was tiny then." "Come on and come on! We don't have all night get to work on that little worm!" "And don't you dare look at any of us for your inspiration!" "That's right keep your eyes on those panties and stroke." This started the girls chanting stroke me stroke me stroke and clapping along with their chant. Eventually, I started to harden. I knew wanted this to end and quickened the pace. Soon, though it seemed like forever to me, I climaxed soaking the panties I had clutched over my dick. I shuttered at the force of my ejaculation and slumped back weakened by its intensity. My mind spun at the whole of the situation and the fact that I'd never come this hard in life. As I lay there dazed the girls talked quietly. It unnerved me that I couldn't hear that what they were talking about. And this uneasily feeling grew worse as the periodically broke out into laughter and I occasionally heard phrases like "No, we can't can we?" and "You wouldn't?" When I finally recovered enough to be embarrassed again I started to mop up my crotch with the panties and make my way to my feet. I had taken about two steps toward the door when I was noticed. "And just where do you think you are going?" asked Tammy. "I was on my way to the bathroom to get cleaned up and..." "And who said you could do that?" "Well, nobody, but..." Gail intervened with, "No, that's okay sissy I think you should have a nice warm bath." I was stunned and confused at what was suddenly going on. As apparently were Tammy and Dina. Then Gail leaned into each of them and whispered something and they all smiled widely at me. I knew I was in real trouble, but what could I do. Gail went and ran me a bath as Dina and Tammy had me go into Gail's room and pick out a pair of panties. "Why would I pick out a pair of panties?" I asked stupidly. "Simple silly after your bath that is what you are going to wear for your punishment," replied Tammy. "Punishment? Now wait a minute." "Your choice really, either you submit to our punishment for using us as fantasy material or we tell Wayne, Tom, and Jay." "Not to mention Mary and Bonnie," and Dina. Having no real choice I consented and made my way to my sister's room with my two escorts. My first couple choices of very plain panties were vetoed and I was given one more chance or they would make the selection. I selected a lacey red pair which met with their approval. That is until Gail walked into the room and saw me holding them. "Oh, no you don't those are brand new!" she barked. "Well, Stevie I guess you lose out and we'll pick for you while you soak," decided Tammy. Gail took my hand like I was a small child and led me to her bathroom and had me climb into the very full tub of very very warm water. "Stay in this up to your neck and whatever you do don't get your hair wet," she ordered. My questions were shushed and I was told I was to soak for 15 minutes. At the end of the 15 minutes one of them would be in to help me finish up and that I was not to move until they came to get me. I was a bit puzzled and suspicious at this, but having no immediate options I settled in to soak. At about the five minute mark I noticed that I was beginning to itch. After another five minutes it was driving me up the wall and I called out that I wanted to get out. I was told that the itching was part of my punishment and I had better stick it out or there would be five more people in the loop over my masturbation habits. This quieted my complaints, but did nothing to help the itching which built to a maddening level by the time Dina strolled in to tell me I could stand up, drain the tube and shower off. She handed me a very feminine smelling body wash and shampoo to use. At this point I wasn't going to complain I just wanted the itch to leave. To my great relief as soon as the cool water hit me the itching started to subside and I closed my eyes and relished the relief. My contentment was short lived though as I took handful of the body wash and started to scrub my chest. I realized that something was wrong, very very wrong! My eyes popped open I looked on in horror at a strip of completely bare skin where I had just washed. I looked at by feet and saw that the bottom of the tub was covered in hair. By the time I finished showering I was completely bare from the neck down! Just as I was stepping out of the tub Tammy strolled into the room and stopped to laugh at my hairless frame. "Oh, this is priceless!" I was too busy trying to grab a towel to cover myself to notice what she was carrying until the flash alerted me to the presence of that damned camera! I was sure that she got two or three good shots before I got a towel over the strategic area. "Oh, don't be shy. I've already seen what little you have get dried off and come into your bedroom," she laughed. She turned on her heels with more humiliating photos in her possession. I dried myself off thoroughly trying to deny the inevitable. While doing this I contemplated my three tormenters. The ringleader, Gail, had just finished her freshman year and had been my step-sister for two years. My mother had died of cancer when I was ten. After three years of just my dad and me he met Gail's mother Jane. A year later they were married. Jane made him happy and treated him very well, but she viewed me as a nuisance and always played favorites with Gail. I did my best to ignore it and stay out of their way. It was no wonder Gail had a superior attitude, she had been taught that she was better than everyone especially the males of the species. In spite of her bitchy overbearing attitude I couldn't help, but find her attractive. She was about 5'7" with short dark brown hair, a round face, a button nose, and piercing grey eyes. Her body had just enough weight in all the right places with nice hips and full breasts. She viewed me with nothing, but contempt from the moment she and her mother moved into our house. She was a first class bitch and proud of it. Accomplice number one, Tammy, was going to be a senior in the fall. She had beautiful wavy black hair, fine features, a cute upturned nose, gorgeous brown eyes, a petite frame, a cute ass, and full pert C cups. Her fine features gave her a haughty almost regal appearance, but she had a dazzling smile. She was the type of girl that always turned heads wherever she went. She had a healthy contempt for me as one of her little brother's friends. Good old guilt by association here. Accomplice number two, Dina, was not a classic beauty, but she had that certain something. She had a tight athletic body with firm breasts and an attractive face. She wore her straight dark brown hair fairly short, but it somehow accented her high cheek bones, a cute nose, and warm smile. And though at first glance you might find her only moderately attractive, she had that air of sexuality about her. Dina had a natural sex appeal that drew guys to her. She generally had a friendly personality, but with my indiscretion and the others egging her on I was pretty sure I couldn't count on her for much help in this situation. While contemplating the three I sort of lost track of time and I was snapped back to reality when I heard Gail call down the hall for me to hurry up and to leave my towel in the hamper. I did as I was told and found the three smiling girls sitting on my bed. It was until I was passing through the doorway that I realized my musing had caused me to become almost completely erect. "It looks like he's enjoying his new smooth self." "Yes, it sure does, but is it he or she?" "Your uniform for the day is in your underwear drawer" Gail announced smugly. I hesitantly crossed to my dresser and opened it finding all of my underwear gone and replaced with three pair of panties. "The ones on the right," Gail directed. I paused in disbelief. I front of me was a pair of tiny shear pink thong panties. I held up the wisp of cloth and just stared at it. Gail got off the bed and came over to me. "Here let me help you." "First, you need to get rid of this" she emphasized what 'this' was my slapping my erection making it bounce up and down. It stung a bit, but to my surprise it wasn't truly painful at all. It did cause my erection to bounce up and down violently which caused great amusement for our audience. Gail's next action though had a decidedly different effect. She flicked my balls violently with back of her hand. I stood for a second not registering any pain and then the wave of sickness hit me. I dropped to one knee and grabbed my nearby garbage can. I didn't get ill, but a sat with my head hanging in the garbage pail for several long minutes before my stomach decided that. "Well, that little problem is taken care of," smirked Gail. I made my way painfully to my feet and the fruits of her labor and my pain was obvious, my penis was a shriveled little knob that sat atop my scrotum. I saw another flash and turned to see Tammy pulling another instant picture from her camera. "I have to have a picture of this or nobody would believe something that small." Gail crossed to her and whispered something in her ear. Tammy's eyes lit up and she bolted out of room calling after her that she would be right back. A couple minutes went by and she returned with a plastic bag with a few ice cubes inside. She held it out to me and I stood looking at her confused. "Take it and hold it on your crotch," barked Gail. "Wha...what?" "Now! And keep it there 5 minutes!" I took the bag and began the uncomfortable task of holding it tight against my crotch for five minutes. At first it didn't feel too bad as it helped take some of the ache away, but that was short lived as it was replaced by a new ache. By the time I was given permission to remove the ice from my equipment I was thrilled to do so. Well, at least until the results were viewed. It looked like a tiny knob atop some wrinkled flesh. "Wow, he looks like my sister's boy and he's a year old!" "Maybe SHE is the right term." "Not Stephen, but Stephanie!" "Yeah, it does kind of look like a clit!" "Only smaller!" There were numerous other comments, much laughter at my expense, and another couple pictures before I was told to out my panties on. After I had 'my' panties on they took a few more shots, making me pose in various humiliating ways. Tammy took all the shots out to her car and locked them in the trunk to make sure I didn't get them. This just kept getting worse and worse. Suddenly, Tammy got the idea that I needed makeup and they dragged me into Gail's room and sat me down at her makeup mirror. They soon realized that I had a bit of a beard having not shaved that day so they hunted around and found a hair removing lotion of some type and depilated my face like they had the rest of me. Luckily I didn't have too much of a reaction to the stuff as it specifically said not for facial hair. Next they started with the makeup. I protested briefly, but that was cut short when they pointed out the pictures that they had. I sat there numbly as they applied lip liner, lip stick, lip gloss, foundation, eye liner, mascara, and eye shadow. Gail went to her closet and came back with a blonde wig that she wore for Halloween last year and put it on my head. When they got done I was allowed to look in the mirror. I was shocked to see that I did look fairly feminine, but I also looked really slutty. "I look like a whore," I protested. "Good that's the look we were going for," smirked Gail. "One thing that really blows his fem appearance though is the eyebrows. We'd never let them pass in cosmetology," complained Tammy. "Well, then fix them," was Gail's response. "What?" I yelped. "I told her to fix your eyebrows," was Gail's answer. "But...but everyone will see them," I stammered. "Not my problem. Would you rather everyone see you on my bed or your tiny little dick or you in your precious panties?" "No, but I mean...alright I guess I don't have a choice so go ahead." "Now you are starting to catch on little sister," laughed Gail. Tammy took great pride in her work and over that next several minutes my eyebrows were cleaned up, thinned, and even arched slightly. The end result was terribly feminine, but it was definitely noticeable, especially to me! Once that was done I looked in the mirror and saw a slutty looking slightly butch teenage girl looking aback at me. God I wanted to die! "Ok girls now that we have Stephanie also ready for the day we need to get some clothes for her." My panties might stretch enough to fit 'her' fat ass, but nothing else will. "I know how about the thrift store on Oak Street?!" offered Dina. "Great idea we'll go there and get her a hot little outfit," laughed Tammy. "Let's go shopping!" laughed Gail. The girls got there things together and Gail left the room for a minute and came back with $500 I had saved all year for summer vacation and put it in her purse. When I protested she just laughed and told me she wasn't going to buy my clothes. A couple more minutes went by and they were ready to go. They all started out of Gail's room and I sat down on her bed to try to figure out a way out of this. "What do you think you are doing?" asked Gail. "What do you mean?" "You're coming too, I mean we are shopping for you after all!" she smiled wickedly. "Not like this I'm not!" I demanded. "Yes, you are or the three of us are going to go see Tom, Jay, Doug, Mary, Bonnie, and anything else we run into and show them some great photos!" "But, I can't go out like this I'll be arrested," I croaked. "Don't be silly I'll have Tammy up the driveway into the back, you'll get in the back seat, and you'll wait in the car while we shop. Simple as pie." "But what if someone sees me? Please don't make me do this," I begged. Gail smiled a faux friendly smile and in a motherly tone "Oh, sweet heart don't be so shy the boys will all think your gorgeous and the girls will be jealous of your pretty panties." I sat looking at her in disbelief. She was really going to make me do this! I finally rose slowly and in an almost trance-like state I followed her downstairs to the back door. I waited inside as Gail went out and wave Tammy back up the driveway. Then I bolted out the door and into the car hoping nobody on the street passing by saw me. "Oh, Stephanie honey you were in such a rush I don't think you locked the back door. Please go back and check it." I sat there a moment hoping she was kidding. "Now!" she added. I glance out the front of the car to see that nobody was on the street and bolted to the house, locked the door, and bolted back to find my door closed and locked! The girls were laughing liked crazy as I struggled to gain entrance. After a minute I ran back to the house and realized that I had no way in there either. Then Gail did something that made my heart stop, she laid on the horn. I looked around frantically. The house was locked, the car was locked, and the garage was locked! About that time I heard the voices of several boys coming down the sidewalk! Just as I was about to run behind the house and hide Dina unlocked my door and swung it open. I ran and dove in yanking the door closed behind me. Looked up to see three freshman boys from Gail's class that lived in the neighborhood emerge from behind our privacy fence into the opening at the end of our driveway. They stopped there and looked at the car. I ducked down and kneeled on the floor hoping nobody would see me. My heart was hammering away like a jack hammer and it felt like it was going to blast out of my chest at any minute. "Thanks for checking the door sweetie." The car started down the drive and suddenly stopped. I heard a window being rolled down. "Hey, Eric what are you boy's up to today?" asked Gail. Oh, God I thought please don't let them look in the back seat! "Oh, nothing much going to shoot some hoops. You?" replied Eric. "Oh, the girls and I are going shopping for my cousin Stephanie, she needs some things." "Your cousin, huh? I only see you, Tammy, and Dina. Where's this Stephanie?" asked Eric. I prayed, "Oh no! Don't look in the back. Don't look in the back. Please, please, please, don't look in the back!" "Oh, she's meeting us there," replied Gail. "Is she as cute as the rest of you?" asked Eric in a put on suave voice. "I don't know about that. But, she's Dina's age and seems to like younger boys. So, maybe I'll introduce you sometime if you are nice to me," Gail laughed. What the hell was she doing to me! My heart was at a full gallop again! "Hey, I'm always nice to you sweet cheeks," Eric replied in a deep baritone. Then he chuckled. "You never know then," laughed Gail. "Know what?" quizzed Eric. "You might get lucky!" was Gail's reply. OH GOD! How could she tell him that?! She knew he was the horniest kid in three states! What was she doing? "See ya," she said. Finally, the car started to move. "I'm holding you too it I want to meet her!" I heard Eric call after the car. We turned onto the street and head over to the next town where all of the shopping and in particular the thrift store could be found. The trip was fairly uneventful until we got into Alton and had to contend with stop lights etc. "Hey, Gail what are you girl's up to?" Christ! It was Jay's voice! "Nothing much we girls are just doing some clothes shopping. How about you and Tom?" "Headed to the golf course," yelled Jay. "Are you girls going to be at your house later? If so we'll stop by after golf." "Sure, thing stud! We'll see you later then," Gail yelled. Thankfully the light changed and we went our separate ways. After a couple more lights we reached the thrift store and the girls got out of the car. Gail leaned in the back. "Now don't you run off anywhere," she laughed. I cowered on the floor for what seemed like hours, but in reality was about 20 minutes. I tensed at every footstep, voice, and car door in the lot until finally they returned. I heard the trunk open and close and then the girls got in. "We got you some nice things and only spent about $48. Aren't we good shoppers?" teased Gail. "I'm hungry," added Tammy. "That's easily solved I'm sure that Stephanie won't mind if we go to the mall for lunch. Will you Stephanie?" queried Gail. "What? No please can't we go home?" I pleaded. "Don't be selfish. We spent the last half hour shopping for you and now we want to done something for ourselves! To the mall Tammy." "To the mall it is," laughed Tammy. I groaned. When we got to the mall Gail said not to worry that they parked in a busy area so no one would break in while they were gone. I asked her if I could at least have the clothes they bought to put on. "Well, sure." I breathed a sigh of relief, but it was short lived as she added "I didn't think you'd want to come in with us, but if you do then you can have your clothes." "Come in? Me in there dressed as a girl? No way!" "Alright then suit yourself we'll be back in an hour or two. Bye, bye" "See you later Stephanie," laughed Tammy. "Are you sure we should leave him all that time?" asked Dina. "She'll be fine, as long as she knows her place and stays on her knees," quipped Gail. It was about noon and the sun was beating down full force when they left me there. By the time they returned at 2:00 I was drenched in sweat from the heat and the dozen's of little heart attacks that I almost had while waiting. The cars on either side had changed at least three times and every time I was sure someone would spot me. Not to mention the dozens of people walking past. The girl's piled into the car with a bunch of bags and packages from their own shopping. "Phew! Someone needs another shower!" Tammy announced. "Sweating like that isn't very lady-like Stephanie," commented Gail. "He's drenched!" Dina added. "He can cool off in the pool when we get home," added Gail. "After we make that one stop" Tammy reminded her. "Oh, yeah how could I forget that?" laughed Gail. "Stephanie thanks so much for buying us lunch. That was sweet of you and that gorgeous top you got me!" gushed Gail. I wanted to kill her. Yep, that was all I could think. I wanted to kill her and I wanted to do it with my own two hands. I wanted to... My maniacal muses were cut short by her next comment. "I think you'll be about out of money though after Tammy picks up those special items for you." "Special items?" I questioned. "Oh, I don't want to ruin the surprise," Gail laughed. We pulled out of the mall and drove for a few minutes. At one stop light I glanced up and realize that we were in the poor side of town and I wondered why. After another couple minutes we pulled in and parked. Tammy got out and told Gail and Dina to wait there. I glanced up again and I recognized the side of the building by the sign "Adults Only, Inc." I wondered what the hell we here for and how was Tammy getting past the id check. A few minutes passed. "Hey, girls what are you cuties doing here?" The voice was that of an older man and I wasn't sure, but he sounded like he might have been black. "Oh, nothing much just buying some toys for our sissy boy," replied Gail. What was she going now? This wasn't the part of town to mess around with people. Especially, older guys if you were a teenage girl. And yet her voice never wavered. "Yeah, sure you are sweetie," the man replied. "You think I'm kidding? I'll bet you $20 I got a sissy boy that wears panties and makeup and everything," she challenged. "Okay, honey you're on," he replied. "Go around to the other side and take a look in the backseat," was her reply. My heart stopped. What had she said? I couldn't have heard her right could I? After a minute or so I heard the man on my side of the car say, "Well, there's someone down on the floor, but I can't see much." "Sissy sit up in your seat!" demanded Gail. I glanced up at her and begged, "Please no." "Now! You've done so good the whole trip do you want to stop by Mary's house on the way home?" "No, but...please I can't," I pleaded. "Your choice, this guy you don't know or Mary?" I hesitated and then slowly raised myself up into the seat. I kept my eyes on the floor. "Oh, my lord! Barry come here look have got to see this!" the man yelled. "What is it Alan?" another man's voice asked. "Just come here!" added Alan. I heard a car door. And then, after a few seconds, loud laughter. "She told me she had a little white sissy boy in the back and I didn't believe her," laughed Alan. "Well, I guess seeing is believing, huh!?" laughed Barry. "Sure is! Sure is." "Hey, does your sissy have a little teenie tiny weenie?" "Sit up straight and put your hands at your sides Stephanie," Gail ordered. I didn't move. "Either do what I'm telling you or I'll unlock your door and tell them they can have you to play with for the afternoon!" My head snapped up and I looked at her in disbelief. I thought she must be kidding, but I was met with only a cold hard stare and a nod. I knew right then that she was willing to doing pretty much anything to me and my blood ran cold. I sat up straight and moved my hands to the side, which left my shriveled dick on full display. The panties were even more transparent soaked with sweat. I may as well have been totally naked and in retrospect that would have been less humiliating. As soon as I was in full view there was an uproar beside my window. After several minutes they finally calmed down and started asking questions. "What's his...er, her name?" one asked. "Stephanie" "Who is he?" "My step-brother." "Does he suck cock?" "Not yet," Gail teased. "We'd be glad to teach him," they laughed. "I'm sure you would. I'll tell you what you give me the $20 for our bet and your phone number and maybe I'll take you up on that offer some day" Gail said. I couldn't believe my ears. What the hell was she doing and saying? She couldn't be serious about any of this could she? My face burned with shame. I glanced up to see Alan slipping a folded $20 in through the open sunroof. "I put my card in the bill," he said "That is the next $20 I ever spent. I haven't laughed like that in ages." "Stephanie look up at Barry and Alan honey," Gail purred. I hesitated and looked up to see tall muscular black men in their mid- twenties smiling in through Dina's window. They waved at me and laughed. I dropped my eyes in shame. "Tell them good-bye and that you were pleased to meet them Stephanie." I barely raised my head and stammered "Good-bye...it was nice to meet you." About then I heard a door open and I panicked thinking that Dina or Gail had left their door unlocked. Thankfully, it was Tammy jumping in the front seat. She quickly locked her door, but the two men made no movements they just stood and stared at me. "Who's that?" asked Tammy. "I'm Alan and this is Barry and your friend here was just introducing us to Stephanie." "Oh, that's Stephanie always the little slut," laughed Tammy. "What did you girls buy?" they asked. "Oh just some things for Stephanie, but they are a surprise for her," Gail teased. "So hold them up for us," yelled Barry. "Alright," laughed Gail "but don't give anything away to her" she warned. "We won't!" I heard the large paper bag rustle, but Gail kept her back to me and held something up. The guys laughed and nodded their approval. This went on for several minutes with the reactions varying from laughter and nods to one item that really brought a reaction. Finally, the show and tell was over and Tammy started the car. I glanced at the two men as we backed away from them and I saw one of them grab a huge lump in his pants. I immediately turned away, but Dina saw my reaction. "Stephanie was checking out their bulges when we backed up," Dina announced. "The one guy was wearing loose pants, but Alan was huge I saw that too," said Gail. "So, Stephanie first day as a girl and you are already making new friends," laughed Tammy. "And well hung ones at that," added Gail. We pulled out onto the street and started for home. "Gee, Stephanie are you feeling a little less shy?" Gail asked. It took a second, but then I realized that I could be seen out the car windows and I ducked back onto the floor. The girls laughed. The trip home was uneventful and Tammy pulled into the driveway so I was close to the door. I dashed across the small gap and in just after Gail unlocked it. The girls hauled their packages in and then Gail turned to me. "Where are your new clothes?" "I don't know? Didn't you bring them in?" I asked. "I didn't see you bring anyone else's stuff in so why should we bring yours?" "Well, I..." I trailed off. "Here are the keys, hurry up and get your stuff," said Tammy dangling the keys. "But the trunk is toward the road." "Then I would suggest you hurry," was Gail's retort. I signed and took the keys moving to the door I opened it and stepped out onto the landing and peeked around the corner of the house. Thankfully the doorway was inset slightly to afford me some cover. I looked and listened. A couple kids went by on skateboards and then there was quiet. I dashed out to the trunk and fumbled with the keys. I finally got the key in the trunk, but it wouldn't turn. After a few tense seconds I realized that it was the wrong key I switched them and popped the drunk just as I heard a basketball bouncing on the sidewalk. I reached into the trunk and grabbed the bag. "Hey guys I think that was Tammy's car pulling in," it was Eric's voice and it was close. "Yeah, so?" came the reply. I yanked the bag from the trunk and it hung up on the car jack tearing one side open. I flipped out and frantically gathered the contents. "So, maybe that Stephanie chick is with them," said Eric. The voice was louder now and I could tell by the echoes of the ball on the sidewalk that they were really close now. I jerked upright from the trunk with everything in my arms, smacking my head on the trunk lid in the process. I then slammed the trunk and bounded up the stairs and into the house. I dropped the clothes just inside the door. "What the hell are you doing with all those nice clothes we got you?" Gail barked. "The bag ripped and I had to hurry because Eric is coming," I gasped. "Well, get down and pick up those clothes!" I knelt just inside the door scooping up the clothes. When to my horror there was a knock at the door. I grabbed the last of the clothes and scurried into the corner not five feet from the door, but out of site from anyone standing on the stoop. I crouched their trying not to breath. Gail walked over and answered the door. "Oh, hi Eric. What can I do for you?" purred Gail. "I was just walking by and I saw that Tammy left the keys in her trunk and I thought I should bring them in to you," he replied. "That is very thoughtful of you. You are such a considerate young man" she stroked his ego. "Your cousin Stephanie wouldn't happen to have come home with you would she?" he asked. Gail paused and then looked down at me before answering "No Eric she isn't here right now, but I think I'll have to introduce you sometime. I'm sure she'd like you. You are just her type." She punctuated that statement with a wink and then looked at me. She knew this was doubly killing me. Not only was I in this vulnerable position, but Eric was a cocky little shit who I had never gotten along with. "Cool," was his only reply. "Well, Eric the girls and I have been out shopping and want to relax so I'll talk to you later, okay?" "Sure thing Gail. And don't forget to tell Stephanie about me," he panted. "Oh don't you worry. Bye now!" she added closing the door. I gasped in relief and to try and catch my breath that I was holding through the whole conversation. Gail simply laughed at me and told me to get the clothes and get up to her room. Once there she told Tammy about the keys. She was pissed. I tried to explain, but she just said that I had another punishment coming for that one. I was told to shower and when I came back they redid my makeup, more subdued this time. Then they had me put on a pair of red panties and started pulling out 'my' new clothes and having me try them on. First, was a yellow cotton sun dress that came to about mid-thigh, while I modeled that they insisted on pulling my long blonde wig back into a pony tail and then decided that pigtails with yellow butterfly barrettes would be better. They of course had to take pictures of each look. I was about to pull the dress of when Gail told me wait and rummaged through the bag from the thrift store and then the one from the adult store. I cringed at what was coming and rightly so. When she turned around she had a bra in one hand and some false breasts and a tube of some sort in the other. She explained that I needed to fill out my outfit better. She then had me take off the dress and she went Dina to the bathroom for some cotton swabs and alcohol. When Dina got back she cleaned my chest with the alcohol and swabs and then let it dry. After that she applied the tube to the back of each false breast and affixed them to my chest. I had to hold them in place for five minutes and when I let go when time was up I expected (and hoped) they would fall to the floor, but they sat firmly in place. The weight of the two large (I later found out C cup) breasts felt alien that's for sure. She helped me on with the bra and then had me put the dress back on. It hung in the right places and fit much better which made me hate it even more. The next item was a cocktail dress in black. It wasn't too low cut so it didn't show too much cleavage which was good as there was an obvious line on the breast forms. The girls said that would never do and shaded the edge with some kind of body makeup until the edges disappeared. This time they had me wear my hair down and added a garter belt from the thrift store and some sheer black stockings. The dress barely covered my stocking tops and that was only when I stood completely still. They also remember that they bought me shoes and pulled out some black two inch heels which they had me stumble around in. They clipped some earrings on me, added a string of faux pearls, and put some deep red lipstick on me, for effect, as they put it. They of course made comments about what Eric would think of me in this, etc. I shuddered at the thought. The next outfit was pure slut. It was a black vinyl mini-skirt, a pink tube top, fishnet stockings, and a pair of pink fake leather boots that I could barely pry my feet into. They changed my makeup again to whore it up. This time is was glossy pink lip stick, pink eye shadow, more mascara, pink hoop earrings, and from the sex shop a black leather collar. This one they made me strut and pose for several minutes and Dina had to reload her camera too. I was mortified at this outfit. It was actually worse than being naked in front of them. The skirt ended three inches above the stocking tops! This time it started with what Eric would think, then moved on to my friends and school mates, and finally into comments about Barry and Alan! The last of the clothes the toned down my makeup and then pulled out a one piece bathing suit. It was aqua with a faint pattern of light blue starfish. They had me strip down, but before I put it on. Gail went back into the sex shop bag. While she was digging around she told me to get myself partially hard. I stood there for minute until Tammy walked over and slapped me hard on the ass and told me to get to it. I started timidly pulling my pud and slowly began to harden when Gail turned around. That's perfect stop there she said eying my half hard member. She then tore open a package and threw the wrapping aside. I couldn't tell what she had, but after she grabbed the tube of adhesive, the swaps, and the alcohol. She knelt down if front of me and grabbed my cock and swabbed my entire groin and shaft. The alcohol stung and she just laughed as I made a quick intake of breath. As soon as it dried she grabbed the adhesive she had used on the breasts and spread it over my groin and on my cock up to the ridge where the head started. This started to excite me and she gave my balls a preemptive squeeze warning me not to get any ideas. Dina then handed her the item she had unwrapped from off the bed and she proceeded to slide it over my cock. I felt my cock slide into a narrow shaft, she reached underneath pushing my balls up into my body and then she pressed the rest of the appliance tightly to my groin. She held it in place, again for five minutes and then removed her hand. I knew without looking what it must be, but I couldn't believe anyone made such a thing. But, there it was in the mirror, a vagina. My cock was trapped in a narrow passage in a latex vagina. The damned thing looked real except for the same seem that the breasts had with my skin. "There you go Stephanie now you are a real girl!" Gail laughed. I stood in shock looking at the damned feminine appearing person in the full length mirror. "You wanted to get into my panties and so you shall," she added. They help me get the bathing suit on and it covered all the seams so I looked very feminine. We can't have your wig coming off though they said and proceeded to use the adhesive to make sure it would stay put as well. The girls then said it was hot and time for a dip and they started undressing right in front of me. I thought I'd died and gone to heaven for a minute until my cock started to get hard. I swelled slightly and then met with painful resistance as the narrow tube held it fast. I groaned. They asked what was wrong and when I told them they just laughed and told me I'd need to learn to control myself. They also pointed out that it was my lack of control that put me in this bind to begin with. "Don't worry, Stephanie that adhesive isn't water soluble so nothing will come loose in the pool and we used water resistant makeup too." "Wait we are going to actually go out to the pool with me dressed like this? What if someone sees me?" I asked. "Well, one they will probably think you are a fairly cute girl and two you were out in a lot less than that earlier," Gail replied. "And flirting with two older black guys I might add," giggled Tammy. I managed to find an excuse to leave the room to get beach towels so I didn't have to endure my attempted erection any longer and soon it was out on the back deck and into the pool for all of us. For a few minutes everything was cool we splashed and played and I almost forgot what was being done to me. Our pool was completely fenced in and the neighbors were far enough away so no one could see in so I wasn't too worried. The girls tortured me a bit by rubbing against me and making me hard and they got a good laugh out of my groans of discomfort. They climbed out and made me rub lotion on them all which was another painful experience. I had just completed that task and gotten them all drinks when I heard the gate in the yard and panicked. "Hey, you sexy bitches back here?" yelled Tom. "You there honey?" added Jay. "Shit, shit, shit what am I going to do?" I gasped. "Relax and roll over," said Dina handing me a pair of big sunglasses. I slipped the glasses on, rolled onto my belly, and she started to rub lotion into my shoulders. Just then Jay and Tom made their appearance in the pool area. "Hey, who's the new girl?" asked Tom. "If it is any of your business that's Stephanie, Gail's cousin and you are supposed to be looking at me" said Dina. Then she grabbed him and pulled him up against her still wet bikini and kissed him hard. "Hey, that's wet and cold," yelped Tom. "You better be good or you won't be getting something that's wet and hot later," replied Dina with a smirk. "Oh, I don't know I haven't even talked to Tammy yet," he said. "In your dreams," laughed Tammy. "In somebody's dreams," laughed Gail. "What?" said Tom giving Gail a quizzical look. "Oh, nothing," she said as she turned and kissed Jay. "You scum sucking pig," laughed Dina as she pushed Tom into the pool. He hit hard and made a huge splash, but came up laughing. Dina dove in and they started making out and Jay and Gail were doing the same. Tammy looked over at me and motioned toward the house. And we made our retreat inside. Once inside she took me to my room. "All of that making out is making me horny and now that you are one of the girls I guess I don't have to worry about your little dick getting involved so..." she said as she peeled off her bikini, sat on my bed, and motioned for me to get my head between her legs. I had dreamed of this so many times, but not like, this. I gazed at her perfect mound and moist lips and I felt that now familiar pain in my groin. I leaned in and her aroma was intoxicating and then I tasted her. This was my first time and I was entranced. The site, the smell, the taste, and the textures I drank it all in and my lust was at an all time high. Which also meant my pain was at an all time high! Damn that thing hurt! I raised my head from my work and asked "Tammy, can I take this thing off my crotch? It hurts something awful. I promise I won't get it anywhere near you." She laughed "You won't get it anywhere near anyone for awhile. That adhesive is good for a minimum of ten days and the shop is out of the solvent and does expect more for another week so..." "A week!" I gasped. "Yes, a week. You are Stephanie for the next week. Now get back to what you were doing," she panted. "No!" I pouted. "Would you rather I change places with Tom or Jay? Or maybe you are holding out for Eric? No, then Alan and Barry? Which will it be me or one or all of them?" she barked. I said nothing and returned to the task at hand. I certainly couldn't say I wasn't enjoying exploring her body with my tongue. Under other circumstances this would be a dream come true. I relished the act and tried to ignore the ache in my groin and over the next half hour Tammy enjoyed two climaxes. After that we rested and she had me take off my suit and we lay together in the bed. She was teasing me and driving me insane and she knew it and it much as I suffered I loved having her close. We drifted off and awoke the next morning still entangled in one another. She laughed at my feeble attempt to kiss her and pushed my head down to her sex and had me service her again. She took a shower in my bathroom and then threw on one of my bigger t-shirts to wonder over to Gail's room to retrieve our clothes. By the time I got out of the shower Jay and Tom had left as they both had to work and it was back to the all girls club. They dressed me in the sun dress and had me fix breakfast as they all say around and talked about their sexual romps. Gail and Dina were surprised that Tammy spent the night with me, but then again I was just a sexless little freak anyway so who cared. The girls all decided that my mouth should be at their beck and call as long as my 'dickette' was thus 'imprisoned.' "How long are you planning on keeping me 'imprisoned' this way?" I asked. "I don't know I would think this is June 23rd so probably until August 23rd," she stated matter of factly. "Two months!" I gulped "That's hardly fair punishment for touching your panties and fantasizing a little!" "Oh, I agree that isn't a fair punishment for those things. This is just for touching my panties, two pair equals two months. As far as ayou other punishments we have to work that out. As I see it you have eight no nine punishments coming," she stated flatly. "Nine, how do you figure nine! And what about all of that stuff yesterday isn't that punishment?" I protested. "Actually, no yesterday was simply a means to an end. We had to get you in a position where you could no longer refuse us anything and teach you just what you had to fear. Call it conditioning if you will. Now, as for the nine: 1) For me for fantasizing about me 2) For Dina fantasizing about Dina 3) For Tammy fantasizing about Tammy 4) For Jay for fantasizing about his girlfriend 5) For Tom for fantasizing about his girlfriend 6) For Doug for fantasizing about his sister 7) For Mary for fantasizing about Mary 8) For Bonnie for fantasizing about Bonnie 9) For Tammy for leaving her keys in the trunk Any questions?" "But, Tom, Jay, Doug, Mary, and Bonnie don't even know about this," I pleaded. "No they don't would you rather I bring them into the loop? Show them the pictures? Introduce them to Stephanie? Well?" she challenged me. I bowed my head and weakly softly "no". "Good thinking!" she said smiling ear to ear. She then turned to Tammy and Dina, "So, who wants to go first?" THE END (Part I anyway)