2 comments/ 17381 views/ 6 favorites The Making of SweaterTV Ch. 01 By: sweatertv "Yes! Finally!" I thought as I raced through the house and found no one home. Mom was at work and would not be home until 9:30. My dad left when I was a baby and two years ago, Mom moved us in with Charlie and his two kids. Charlie was never home. He said he worked for the government, but he treated Mom good, which is all that mattered. My step-sister went back to college and wouldn't be home until Halloween. It was my step-brother that always seemed to be around. But since school started again, he would be at football practice until dark. He was a captain on the local college team, good looking, very popular and always took the opportunity to pick on me. He was a twenty-one year old senior and the 'perfect' one. Just ask anyone. I was a smaller than average, scrawny, eighteen year old high school senior with few friends. That was fine with me since I would always make good use of my 'alone' time. I couldn't believe I had the house to myself! I was excited just thinking that I could finally do it again without worrying that someone was going to catch me. I threw my books in my bedroom and headed to the bathroom. I managed to calm myself down enough so that I was able to pee. When I finished, I slowly walked out of the bathroom and headed across the hall to my step-sister's room, still being careful, thinking she would walk in and catch me. I calmly opened her top dresser drawer, hoping that she did not take everything to school with her. A sigh of relief escaped my lips when I saw they were still there. I quickly took them and stuffed them in my pocket. I moved over to her closet and began to search through the mess for my favorite. I was sure she wouldn't have taken it with her since it was still too warm in September for her to want to wear it. I found it on the bottom of the pile, exactly where I put it after I borrowed it the last time. That seemed like so long ago! I began to get excited again as I thought about the last time I was home alone and visited her closet. I forced myself to stop. I wanted this to last. I had at least four hours until someone would be home! I headed back to my room. I took the first items back out of my pocket and laid them on my bed. I held the other to my face, feeling its softness and inhaling deeply through my nose. It felt so good! I laid it on the bed, making sure it was spread out. I just looked at everything on my bed and smiled. I pulled off my shirt and kicked my sneakers into the corner. I unzipped my jeans, slid them down and put them across my desk chair on top of my shirt. I took off my socks and dropped them in the hamper as I walked over to my dresser. I stared at my reflection in the mirror, seeing my shapeless body. I watched as I slowly began to push my underwear down my legs, freeing my again semi-hard penis. I left the underwear in a ball as I took a new pair of socks out of the drawer. I rolled them up, and flipped over the tops to make two semi-round balls. I slid my hands across my chest, down my belly and reached my hairless penis. I spread my legs and pushed my now hard cock between them, making it appear that I had nothing there. How I wished that it was true! I stood there for a few minutes admiring what I looked like. I picked up the socks and returned to the bed. I first reached for the black strapless brassiere I had taken from my step-sister's room. I wrapped it around my stomach and fastened it, then turned it so that the cups were in front. I pulled it up and positioned it in the right place and put one of the rolled up socks into each cup. I ran my hands over them, imagining how good it would feel if they were real. I massaged them for a while and realized I still had more to do. I grabbed the matching black panties and put them on. The head of my penis stuck out above the waistband so I pushed it back down between my legs again, completing the look of femininity. I was finally at the best part. I turned and looked at myself in the mirror again as I picked up the thick wool turtleneck sweater. I loved this sweater. I remember thinking last Christmas that my sister was so lucky to have gotten it. I would have done anything to have it for my own. It was a made from a thick yarn, grey with black highlights throughout. And the neck! It was so high and thick! I loved the way it felt! I watched myself put my arms into the sleeves and pull it down over my head. It was a little big on my sister, so it was definitely big on me. The turtleneck was up over my head and I folded it in half so I could see. It still was up to my nose, but it felt good, so I left it. I looked in the mirror again and grin spread across my mouth, although it was impossible to see. The sweater was baggy and I needed to make it fit better. I had forgotten to take a belt from her room. I headed back to her room and picked up a wide belt from her floor. I gathered the sweater over itself in the back in order to make it appear form fitting in the front. Then I wrapped the belt around my waist and tightened it. I ran back to my mirror and looked. It was perfect! The sweater hung halfway down my thighs. The tightened belt, along with my homemade breasts, gave my small male body enough of a female shape to allow me to believe I really was a girl. Before I continued, I had to get something else to help me play out my fantasy. I headed to the kitchen and found it in the basket on the table. I took it and headed back to my room. I took a final look at 'Charlene' in the mirror, and, even without makeup, I was satisfied that she was very sexy in her long, high turtleneck sweater, I headed over to the bed. I lied down and put my arm around my pillow and pulled it close. I reached up to pull the neck of the sweater down below my mouth. I closed my eyes and imagined that I was lying beside Brian, the best looking guy in my school. I opened my mouth and began to kiss the pillow, not ever thinking it was not real. While we made out, my hand wandered to my breasts and began to fondle them through the thick wool of the sweater. The feeling of my hand on my chest made me wish more and more that this was truly happening. As I continued to play with my breasts, I could hear Brian tell me that he wanted me to suck on his dick. I told him I was scared and had never done that before, but when he told me how sexy I looked in my sweater, I was willing to do anything for him. He got up from the bed and stood next to it. I sat on the edge and undid his pants and pulled them down. I could not believe the size of his cock! It was at least twice the size of mine and very thick. I lifted it gently, wrapping both of my hands around it and began guiding the banana into my waiting mouth. I closed my eyes as I slowly moved my mouth back and forth its length, not being able to even get half of it in my mouth. I imagined that he began to gently hold the back of my head as he tried to get more of himself into my mouth. I gagged as he touched my throat and tried not to let him know. I wanted him to be proud of me for being able to take him like a real girl. He pulled out of my mouth and told me to lie across the bed on my back with my head off the side so he could play with my breasts while I was sucking on him. The thought of him touching me and my sweater made me turn around and lie down immediately. With my head hanging off the bed upside down, I closed my eyes and guided the banana back into my mouth while my other hand squeezed my breasts. I kept wishing that this was all real. If it felt this good pretending, it must be great for real. I returned my thoughts to sucking on his cock. I kept trying to get more and more of him down my throat, but each time I tried, I gagged. I didn't want him to get upset with me, so I continued to try and fit what I could and pumped his cock in and out of my mouth. "What the hell are you doing?" he said. My mind raced. That was not Brian's voice! My eyes snapped open. Upside-down, I saw my step-brother standing in my bedroom doorway. No! It couldn't be! He was not supposed to be home! Panic began to set in. I tried to say something, but was still holding the banana in my mouth. I managed to take it out and began to right myself on the bed. I suddenly realized what I was wearing and sat on the edge of the bed and just stared at him with my mouth hanging open, unable to speak. "I said, what the hell are you doing?" he repeated. "And what are you wearing? Isn't that my sister's sweater?"he repeated. I couldn't speak. I stammered. I didn't know what to say. What could I say? How was I going to explain this? Tears began to fill my eyes. I managed to blurt out "Football?" He ignored my question. "I guess I was wrong all these years thinking I had a step-brother", he laughed "I guess having little sister instead ain't so bad. You look very pretty in your outfit", he teased. I still couldn't speak. I realized I was still holding the banana in my hand and tried to hide it. He laughed again. "Now I know why we never have any bananas in the kitchen." Through the tears, I looked at him, at the banana and back at him. "You know, you'll never get any good at giving head if you never practice on the real thing." he said as he began to walk across the room towards me. I was terrified. I didn't move. "What? You go through all this dress up and are content to give head to a banana?" I still didn't move. The tears and sobs continued. "Well, if you don't want my sister to find out what you do with her sweater, you'd better start sucking." He said as he unzipped his jeans. I just looked up at him. "I guess your mom will have to find out about her little faggot, cross-dressing baby. I bet you won't be her favorite anymore." My mind raced. What would she say? What would everyone say? My life was over if anyone found out. I could never leave the house. My life would be hell. I couldn"t let anyone know. I had to listen to him. In a daze, I slowly reached out and started to pull down his pants. "Get down on your knees", he commanded. I slid off the edge of the bed, down to the floor. I looked up at him again, hoping this wasn't real. He said, "Hey, you want to be a girl, here's your chance." The sobs were heavy as I knelt down and pulled out flaccid member. I looked up at him again. "What? I always knew you were a little fag. I just never expected it to come out until later. You might as well get started now. He stared down at me, "And you better not use any teeth." he said as his pants went to the floor. I opened my mouth and he grabbed his penis and put it in. "Suck it, you little slut. Get it nice and hard" he said as he flexed his hips back and forth. He continued to push himself in and out of my mouth. He pulled back too far and his cock slipped out from between my lips. He grabbed my hair with one hand and his semi-hard dick with the other. He began to slap my face with it. "Come on you little shit. You'd better do better than that." He forced it back into my mouth and continued to pump. I could feel it getting bigger and thicker as it went in and out of my lips. I was having trouble keeping any of it in my mouth. "I'm so glad Coach cancelled practice today." he said as he moved his hands to the top of my head. My mind had gone numb, not believing that this was real. Maybe it wasn't. Maybe I was imaging it. I was hoping to wake up from this terrible dream. Then I gagged. I couldn't breathe. He had grabbed the back of my head and was trying to get his cock down my throat. "You'd better not puke on me." he said. I gasped for breath. Between the tears, sobbing and gagging, I was lost. "Come on whore. Suck this. I'm gonna come right down your throat." He pushed his dick between my lips and continued pumping. "Don't puke on my sister's sweater either. How would you explain that one to her, huh?" he warned. He continued to fuck my face with his hands holding my head. I tried not to believe what was happening. Then, suddenly, something in my brain kicked in. My arms, which were just hanging by my side, shot up and my hands found his hips and I shoved him away. His dick came out of my mouth with a 'pop' and he stumbled backwards, almost falling to the ground with his pants around his ankles. "Wha....?", he said in complete surprise. I must have had a grin on my face because he started to come at me. "I'm gonna fuck that smirk right off your faggot little face!" He was almost screaming. I thought it might be a good time to get away, but as I tried to run past him, he managed to reach out and grab the back of my sweater. It started to strectch and, in my panic, my brain was more worried about ripping the sweater than getting away. I stopped. He tugged me back by the sweater, spun me around and threw me face down on the bed. "You should have let it rip, you dumb shit", he said "because nothing that my sister could do to you is gonna be as bad as this." He pushed the long sweater up and uncovered my ass. I heard the slap, but it took a few moments for the pain to reach my brain. When it did, I cried out. I couldn't believe how much it hurt. He smacked my ass about a dozen more times, each time feeling like he was hitting me harder. "So are you glad you didn't tear her sweater now?" he asked. I tried to speak through the sobs, but couldn't. "What was that?" he asked. "What did you say?". I tried to say "Nothing", but I was still crying too hard and just made a blubbering sound. "Oh, you want more?" he said. "OK.". No sooner did he say it, I felt the sting of another slap, and another, and another. My cries turned to screams of pain. "Stobbit stobbit stobbit" I managed to get out. "So you'd rather suck my cock some more?" he asked. "Noooooo", I whimpered. "Well then. That doesn't leave me a lot of options. I guess there's only one thing left to do" he said. I felt his hands grabbing my stinging ass cheeks. I winced at the pain. "If you think that hurts, just wait...." he taunted. I felt him pulling my cheeks apart and heard the sound of him spit. I felt his saliva sliding down my crack. "No please no", I begged. "Too late for that." he said. I felt him rubbing his cock up and down my crack. "Now let's see how tight your fag pussy is", he said. He stopped the head of his cock on my tight hole and I felt him begin to push. I tightened my muscles to try and stop him. "No, no, no, you little slut." he said. He grabbed a handful of my hair and pulled my head back toward him. "Relax that little hole of yours and I'll let you go", he bargained. Between my stinging ass cheecks and my hair being pulled out by the roots, I relented and relaxed my muscles. I felt the head of his cock begin to penetrate my virgin hole. "Oh yeah," he said. "That's a good little slut". He continued to push his cock inside me and I felt my anus stretching to take it. He let go of my hair and grabbed the turtleneck of my sweater for leverage and began to plow my ass in a steady rhythm. As much as I didn't want him fucking me, the feeling of the tightening turtleneck around my neck and the incredibly steady pace of his cock pounding in and out of my ass was very stimulating. I gave up resisting and began to let the feeling take me over. My own penis began to grow. I moved my arm and allowed my face to bury itself into my bed while I reached down and grabbed a handful of my sweater. I wrapped the sweater around my stiffening clit and began to stoke it, matching each thrust of his cock in my ass. I began to moan with pleasure. "Ahhhh, the little slut likes it now, huh?" he said, beginning to breathe heavier. He began to pound my ass faster. I matched him stroking my cock with the sweater. The faster he pumped, the harder he pulled on the sweater and the tighter the turtleneck became around my neck. With all the stimulus, I totally forgot to take the sweater off my dick and began to cum inside it. I let it go, but it was too late. My mind began to panic, but the thought was quickly dismissed as the pounding of my ass reached a furied pace. He began to groan and suddenly pulled his cock from my ass. He yanked hard on the sweater and pulled me off the bed. He turned me around and I saw his cock inched from my face. He was stroking it furiously and, with a great moan, unloaded an intense burst of cum onto my face. I tried closing my eyes, but the second blast hit me before I could. He continued to unload for what seemed like an eternity, each spurt covering my face more. When he finally finished with a satisfied sigh, he began to rub his cock all around my cum covered face. "Open up that mouth, my little slut", he ordered. "You had better clean my cock off." I dutifully opened my mouth and felt him stick his softening member in. I could taste the sticky saltiness of his cum covered cock as I swirled my tongue around it. I was the same taste as my own, but yet different. I felt his cock go completely soft amd he pulled it out. He started to laugh. "What a cum covered mess you are! Let me help you get cleaned up." Before I knew it, he grabbed my sweater, pulled it up and began to rub it all over my cum stained face. "Good fucking luck cleaning my sister's sweater." He chuckled again, pulled up his pants and left. I suddenly began to panic again about the sweater. Between my ass cheecks still stinging, my streched and throughly pounded ass throbbing, the cum drying on my face and gluing my eyes closed, I probably ruined her sweater. The turtleneck had unfolded thru all of this and I allowed my head to drop into my hands, taking some sort of solace in the soft feeling of the sweater on my face. I began to cry again, not sure which of the problems was the biggest. I sat there for almost an hour before gathering the strength to get up and begin the process of cleaning up. I fumbled my way into the bathroom. I scrubbed the dried come from my eyes and finally saw myself. The sweater's neck was bunched down around my neck. It was glued there with all the come that had run from my face. I had dried globs of it in my hair, forehead, cheeks and chin. I thought to myself that I got my wish to be agirl. It was actually funny to see. Before I could laugh at myself, my head snapped to the doorway where my brother was standing. "Hey", he said. "Just so you know, I am not kidding about telling your mom or my sister what a little faggot you are. I'm gonna hold this over your head. When I tell you to do something, you'll do it. No questions asked. Got it?" I nodded dumbly at him. "As of now, your secret is safe. So, from this point forward, consider yourself my little slave. I'll let you play your dress up game, but you will be my slave. If you decide that you don't want to play dress up anymore, then your mom and my sister will find out everything. Got it?" What else could I do? "Uh huh",I mumbled. "I will even help you out now. I'll take care of getting her sweater cleaned. OK?" He started toward me and I began to retreat, but he said "I just want to help you get the sweater off." I stopped. He continued and said "Lift your arms." As I did, he pulled the sweater off. "Give me those also", he said referring to the bra and panties. "If you want to continue to dress in this stuff, you'll need some of your own so you don't have to worry about ruining my sister's. He took the sweater and underwear, turned and walked out. I stood there naked, covered in dried come. What was I going to do? He had me. I couldn't let him tell my mom or his sister so I was at his mercy for as long as he wanted. I climbed into the shower and cleaned up. I returned to my room, put on some sweats and lay down. I began reliving the activities that had taken place in this exact spot a little while ago. As I fell asleep, I realized my penis was incredibly hard. The Making of SweaterTV Ch. 02 Thursday I woke up when I heard the car door slam. I looked around and it was bright outside. I peered out the window and saw Mom pulling out of the driveway. I suddenly realized that it was after 12! I had slept for almost 16 hours and no one, Mom at least, woke me up. Maybe she tried and decided to just leave me alone. I was now faced with a dilemma. I was home alone again. My mind began racing. Mom was working afternoons and I did not know how long she would be on that schedule. Sometimes, she would work two shifts and wouldn't be home until the sun came up. It was always changing. I knew that my brother would still be in school for at least two hours. That is unless he decided to cut the last few periods. But he never did that. He was Mr. Perfect. My still sore ass was telling me not to do it, but my erect penis had made up its mind. I slid out of bed and headed down the hall. I got to my sister's room and went in. I opened her underwear drawer and, instead of seeing an assortment of her bras and panties, there was an envelope with my name written on it. I stopped and starred at it. Should I open it or just leave it alone and go back to my room? How would he know that I saw it? I heard his voice in my head "When I tell you to do something, you'll do it". He would know. I don't know how, but he would. I reached for the envelope and opened it. I knew you'd be reading this. I told Mom you were puking yesterday so she'd leave you alone. I hope you remember our conversation. You will NOT touch anything in this drawer or in the closet. Diana will be stopping by. You will NOT say anything about yesterday. Diana was his girlfriend. She was gorgeous. If I really could have been a girl, I would want to look exactly like her. She was almost exactly my height with shiny black hair and clear blue eyes. She also had the most perfect body any one could ever want. And she was so sweet. She was always nice to me and went out of her way to say "Hi" whenever she was over. I wish I knew what she saw in my brother. But why would she be coming over? I began to worry and closed the drawer. I took the letter back to my room and stared at it while I lay on the bed. At a quarter after one, the doorbell rang. It scared me and I jumped out of bed. I grabbed the note and stuffed it in the garbage pail under everything else and went to answer the door. As I opened it, Diana gave me the biggest smile and simply said "Hey." She was truly beautiful. And to make matters worse, she was wearing a tight fitting black and white turtleneck sweater. She walked in with a bag she was carrying. As she passed me, she grabbed my hand and said "Come on." and began pulling me toward my room. I hurriedly closed the door and allowed her to lead me down the hallway. When we got to my room, she told me to sit on the bed. She pulled the chair from the desk, threw the clothes into the hamper and sat down in front of me. "Your brother told me about yesterday" she said. My brain exploded! He told me not to say anything to her and here she is telling me she knows all about it! I starred at her. "It's OK. If you like doing it and it makes you feel better about yourself, you should do it." She had her hands on my knees and was looking directly into my eyes. "Wh..wh..wha..what are you talking about?" I managed to say. "He told me that when he and Dan came home, they found you dressed up like a girl, wearing your sister's bra and sweater." "He did?" I began to feel the tears starting to collect. She must have noticed. She smiled very sweetly and said "It's really OK. I mean, I know that Dan was a mean, but your brother said after he yelled at him, he apologized. It's nice the way he looks out for you. That's why he asked me to come by." I was so confused. Dan apologized? My brother was looking out for me? I realized that he told her a story that made him look like he was my protector and not the details of what really happened. "So why did he ask you to come?" I asked. She reached over for the bag she had brought. "He wanted me to help you." she answered. From the bag, she pulled out a chunky rainbow striped turtleneck sweater and held it up for me to see. "You like it?" she asked. I just smiled. She smiled back. She handed it to me and continued to pull more things from her bag. A pink bra and panties, a black mini-skirt, sheer black stockings and a pair of low heeled shoes each emerged in turn. I had never attempted to get more dressed than just a sweater and fake boobs. She must have noticed my excitement because she asked "Want to try them on?" All I could do was nod silently. She helped me stand up and began pulling the sweatshirt over my head. I didn't resist. She began to push the waistband of my sweatpants down and stopped. "Do you want me to leave?" I shook my head. She pushed them down the rest of the way and I stepped out of them. I was now standing naked in front of her. My four inch erection proving how little of a boy I really was or would ever be. I realized she was looking at it and I began to turn red. I moved to cover it up, but she grabbed my hands. "Don't be embarrassed. They come in all sizes. Just like breasts. Plenty of girls have bigger ones than me, but I love what I have. You should to." I began to relax a bit. I started to speak and stopped short. "Go ahead" she said. "I won't tell anyone." Somehow, I knew she meant it. "Well...sometimes I hate I even have it" I admitted. "Why?" she asked. "Wait..." she continued. "Why do you get dressed up and wear your sister's underwear and sweaters? Why do you pretend to have breasts?" she questioned. "Uh..." I managed. "It is one of two reasons. Either you just like the way the sweaters feel and that is what gets you excited or you really wish that your were a girl and dressing up helps you believe that." "Umm..." I replied. "A little of both" "So you like the way they feel and when you are dressed you wish you were really a girl? Do you imagine you are with a boy or a girl when you get dressed?" she asked. I looked at the floor. "Sometimes boys, sometimes girls" I whispered. She lifted my chin and looked me in the face. "It's really OK. Remember, I won't tell anyone." She really was so sweet. "Which do you like better?" "I don't know." "Have you ever been with another boy?" she continued. I felt the blood rush to my face. How should I answer? She was being so nice, I couldn't lie to her. But my brother...What would he do if I told her? Thankfully, she misread my embarrassment. "I understand. You're still a virgin. It will happen for you when you are ready and you feel that the time is right. What do you think about when you are with a girl?" she responded. "Ummm..." I said slowly. "I usually look at a girl and think about if I was really a girl; would I want to look like her? I also.." My voice trailed off. "Come on...tell me." she coaxed. "I also imagine that she has a penis." I admitted. If this shocked her, she didn't show it. What do you think about when you look at me? Do I have a penis? " she asked with a sly smile. I managed to smile back at her. "I think you are incredibly beautiful and would do anything to look like you. If I could change places with you, I would. If you had a penis, I would let you do anything you wanted to me." I blurted out. She laughed. "Aww, thank you. You really are a sweet kid. But think about it...If you were me, you'd have to be with your brother! Would you really want that?" I tried to be funny. "Well, you seem to like being with him..." She laughed again. "You're right. I do. He really is a great guy. You're so lucky to have him looking out for you. Remember, he's the reason I'm here." Yeah. He's really swell. But I couldn't tell her that. She picked up the bra and slid it over my arms. She stood close in front of me and reached around and fastened the hooks. She smelled terrific. She stepped back and looked at my body again. "You know, you do have a feminine body. We could really make this work". She picked up the panties and knelt down in front of me. She looked up at me and giggled. "You know, I don't ever recall being in this position and not having a raging hard-on in my face." I realized that my penis had softened during our conversation. I was embarrassed as it had returned to its miniscule state. If I were normal, being so close to such a beautiful girl, I should have been highly aroused. She must have sensed my thoughts and said "I'm not upset. If the thought of a girl does not get you excited, it is ok. I am more flattered that you think I am beautiful. When we are done, I am sure you will be so happy, you won't believe how big and hard your dick is!" As she stood up, she pulled the panties up to my waist. "I can't believe my stuff fits you so well!" She then startled me when she reached down the front of the panties and grabbed me. "The first thing you need to do is learn how to put this thing away. You have an advantage, being its small, but event he slightest bulge can give you away. As she pushed my penis down in the front, she reached around me and, putting her hand between my legs, grabbed it a gently pulled it back through. Then she adjusted the panties. She reached back into the bag and pulled out a pile of tissues. "These work much better than socks" she said as she began filling my bra with them. She studied her work and after a few more adjustments, seemed satisfied with the results. "Sit down for a sec" she said, gently pushing me onto the bed. She grabbed the stockings and slowly worked them over my feet and up my legs. I could not believe how great they felt! I was missing out on so much when I was doing this on my own! Next, she slid the mini-skirt up and adjusted it around my waist. Then she slipped the shoes on my feet. They were a little tight. She stood up and pulled me up off the bed. "I waited to do the sweater last for a reason. I didn't want you getting too excited up front. Remember, you can't get hard. If you start to show a bulge, you'll ruin my work!" She slowly dragged the sweater across my belly and new found breasts. A tingle went through me. She continued to drag the soft wool of the sweater across my skin. It was making me crazy. I closed my eyes and a soft moan escaped my lips. "Careful!" she said. "Remember, no erections!" She pulled the sweater away. "I will not let you wear this if you can't control yourself. How do you expect to be able pass yourself off when you get dressed if you have a hard on all the time?" I never actually thought about trying to pass myself off to anyone except my reflection in the mirror. I mean, the fantasy of being a girl was just that, a fantasy. I never expected for anyone else to see me like that. And then yesterday changed all that. She must have sensed what I was thinking and said "When we are finished here, we'll take a ride and see how well we did. OK?" I got very nervous and afraid. To actually go out? Dressed like a girl? I didn't know if I could go through with it. I immediately lost the ability to maintain an erection. Diana began to pull the sweater down over my head. I pushed my arms through and she finished pulling it down over my breasts. She folded the neck over and it was snug under my chin. She made some final adjustments to my breasts under the sweater, commenting "It's much easier when they are real and stay where they belong!" She finished and turned me around. "You really look good. Now, I just need to do your hair and makeup." Huh? What? She was really taking this too far. "Diana" I said. "I don't know about all this." "Relax. Your brother told me that you told him you really wanted to do be able pass as a girl. I guess he figured that it would be better to have someone help you, rather than trying it on your own and getting into some kind of trouble. I think you are looking great so far" she said. She sat me down on the chair and pulled out a brush, a blow dryer and about a million hair care products. "You think it's easy to look this beautiful every day?" she said with a smirk. "You're hair is a bit short. You need to let it grow. I'll do what I can to make it work today. OK?" As she went to work redoing my hair style, she kept the conversation going. "How long have you been sneaking into your sister's room?" she asked. "A couple of years, I guess." I replied. "You've been able to hide it for two years? Good for you! Just her sweaters and bras?" "Panties too." "Don't want to be going commando, huh? Can I ask why the sweaters?" "I don't know, really. I know I love the way some of them feel." I could not believe the ease with which I was answering her questions. She made me feel so comfortable. "And you the turtlenecks...I bet you love the ones that are high and tight. The snugger the better, right?" "How do you know?" She answered, "Why do you think I wear them? The best part is, and this is why my smaller boobs are a benefit, most of the time I don't even wear a bra! You can't imagine how hard my nipples get rubbing on the sweater all day. It is the best feeling in the world. And the tight necks..." she sighed. "They make me feel submissive without having an actual slave collar on." "I thought I was the only one who felt that way." I said, amazed that I seemed to have the same feelings as the beautiful woman before me. "So what do you fantasize about when you are dressed?" "About being a girl and wishing it was all real." "What do you mean by 'all'? Are you just talking about the breasts?" "No, the entire thing. Being a real girl, kissing a boy. Letting him touch my breasts. Pleasing him." "How? Spell out a fantasy for me." I began to tell her about my fantasy dates with Brian. The kissing, the fondling, my submission to his wants. "Well, you have a lucky pillow there! What kind of things does 'he' want you to do?" "Well, yesterday he wanted me to suck on his dick" I said. "And did you?" Diana asked. "Yes." "What did you use?" "I had a banana." She laughed. "A great choice. Cucumbers work well too! That's how I learned. Can you deep throat it?" "I tried. I just keep gagging." "Well, we will work on that. Hang on." She broke out the blow dryer and continued to rework my hair. "OK. I think that's good enough. Let's get the make up done and we'll go." I sat there as she began to apply the makeup. She made me close my eyes, open them, purse my lips, smile, frown. The amount of face adjustments I made were tremendous. She finished and asked "Ready?" I was nervous. "I guess so...". "Close your eyes". I did so and she led me across the room to my mirror. "OK. Open." she said. I opened my eyes. I blinked. I blinked again. I could not believe that I was looking at myself. Never in my wildest fantasies did I think I could ever be this beautiful. I was a girl! It really was me! Diana had done a great job. I saw her looking at me in the mirror. I couldn't speak. She was smiling. I turned to her and gave her the biggest hug I ever gave anyone. "Don't you start crying" she said. "So, Beautiful. What's your name?" she asked. I looked back in the mirror at my now feminine beauty. "Charlene", I managed to say. "Well, Charlene. Let's get going. You ready to do some shopping?" I continued to gaze at myself in the mirror. She finally took my hand and led me out to her car. "We're going to hit the outlets. Your brother gave me a few bucks and said that you can get some of your own clothes. Welcome to the wonderful world of being a female, Charlene! It's amazing how much money you can get out of a guy!" she laughed. "And you didn't even have to do anything to get it!" Only if she know, I thought. As we drove, she explained our cover story to me. "Nobody in a store is going to question that you're a girl. We're just two friends out shopping. If you see anyone you know, just tell me and we will try to avoid them, just in case. I don't think many of your friends would be out shopping now right? You still supposed to be in school. If I see anyone I know, I'll introduce you as my cousin. Got it?" I nodded. I had the visor down and was staring in the little mirror, still amazed at how good I looked. "So back to your fantasies" Diana said. "They all involve you, as a girl, being with either a guy or a girl, but they always have a penis. Right so far?" "Yes" I answered, still mesmerized by the sight in the mirror. "Do you jerk off during these fantasies? "No. Almost never." "Why not?" "It reminds me that I have a dick, as small as it is, and I'm never going to be a real girl. I mean, right now I look great, but I'm going to have to go back to being a boy tomorrow. I manage to satisfy myself, not by jerking off, by fingering my ass. If I play long enough, I can make myself come." "You really do play the submissive role, don't you?" Diana questioned. "I don't feel right being the boy." "Just because you're a girl doesn't mean you have to be submissive, you know." "What about you?" I asked her. "You even said you like having a collar on." "I don't always play the submissive. There are times when your brother and I have 'normal' sex. And there are times when he likes to be in charge. There are times when I think about being a really trashy, slutty whore. When we both are there, the sex is great." she explained. "So, my brother is a good sex partner? I asked "He is for me. When we are on the same page, we really do have great sex. He might not be good with someone else, or I might not be." "Is his dick as small as mine?" I asked, already knowing the answer. "I'm sorry to say, no. Seems like you are the cursed one. He is not huge, but he is just right for me. I can give him great blow jobs, take him all the way to his balls. He knows how to fuck me too. Makes me come almost every time." "Have you every let him, umm, go in your butt? I asked. "Yes, but not very often. It is not the most comfortable feeling. I couldn't imagine having someone with a bigger dick trying to do it down there. The first time, he got me without warning. He had me so hot and wet...He was just sort of playing with my hole, poking a finger in lightly. Next thing I knew, he was filling my ass with come." "If you don't like it, why do you let him do it?" "All part of the game, dear. We have codes. It's a great erotic game we can play and no one knows. If we both wind up wearing certain things on the same day, the winner get to make the rules. For example, if he has his football jersey on and I have on this sweater, I win." she said as she ran her hands over the sweater. "If I have on the sweater you're wearing, he wins. And his Ranger jersey beats this sweater, but loses to yours. So each item can be good or bad, depending upon what the other one wears. Some days, I hope I win. Some days, I hope I lose. I gave you that sweater today because I know he has his football jersey on and I am in the mood to win today. I won't need to wear that until I want to lose." "Sounds like you two have it all worked out" "We definitely get along excellently well. Both socially and sexually. I really do love him and know that I would spend the rest of my life with him. But don't ever tell him I said that!!" We pulled into the shopping center. We hit Victoria's Secret first and came away with 2 matching sets of strapless bras and panties. I had the best time in the fitting room trying them on and modeling them for Diana. We headed to the Limited and picked up a form fitting, white, high neck turtleneck sweater and a blue Icelandic mock turtleneck from the Gap. She paid for everything with cash. "I wish your brother gave me money to buy some stuff for myself once in a while!" she joked. Before we headed back to the car, she said she had to pee. "Come on, Charlene. Come to the bathroom with me. You know us girls always go in pairs." She had the cutest giggle. She led me to the bathroom and said "Remember to sit!!" It was 3:30 when we got back into the car. "Do you want to get something to eat?" she asked. "We could grab some Mickey D's by the school. They should be busy about now. Are you brave enough to eat there?" The Making of SweaterTV Ch. 02 I thought about it for a minute. "Diana, I really appreciate what you did to me. I mean, I am beautiful beyond anything I ever thought I could be. I don't think I am quite ready to sit for too long in a place where I am sure someone will recognize me. Can we pick it up and bring it home? Please?" I half-begged her. "Sure we can." We hit the drive thru and I stayed as low in the seat as I could. I did not want to make it obvious to anyone that might look that I was trying to hide. We had to wait a couple of minutes for our food - it was very busy. A lot of kids were going in and out, and since we were first in line, we got a lot of looks. And a lot of smiles from the boys. I hoped that some of them were meant for me and not just Diana. We got our food and headed back to my house. "Don't forget your clothes!" she said. We went to my room and ate lunch, without much conversation. When we finished, she got up, took the garbage and said "Be right back." She returned a minute later, holding one hand behind her back. "Guess what I found..." she teased. I had no idea what she had. "I found Brian hanging out in the kitchen!" she said as she produced a banana from behind her. The way she said it and the look on her face made me laugh. "Now, let's get down to learning. Do you want me to pretend to be Brian?" "That would be great!" I answered excitedly. She came over and sat on the bed next to me. She turned to me and looked right into my eyes. I really don't think I will ever meet anyone as beautiful as she was. She put her hand on my knee and leaned close. "Charlene, you are the most beautiful girl in the whole school. How did I ever get so lucky to be alone with you?" she asked. She kissed me on the lips and I felt her mouth open. Her tongue began to explore my mouth. I let her take the lead - what else would I do? Not that I had ever had much experience, but her kissing was stimulating. It was much better than kissing a pillow! I felt her hand move up to my breasts. I could feel her hand gently cupping under each one. She suddenly pulled away. "OK. Rule number one - he can't touch your boobs. They're tissues, remember? I know it might be hard, but you have to play the perfect, innocent girl if he tries. Otherwise, he gonna know you're not Charlene. No boobs and no crotch! The easiest way to prevent him from trying is to grab his crotch first. Once you go there, he's all yours." She was talking like I was going to run out and find Brian right now. Sure, my fantasy was to be with him, but I did not see myself getting him any time soon. Even if I looked this good! He could have any real girl he wanted. Why would he want me? "So are you ready to take him down your throat?" Diana asked while waving the banana in front of me. "Let me show you." With that, she opened her mouth and, very seductively, began sucking on the banana. She worked it in and out of her mouth, letting it slide effortlessly across her lips. She stopped and took it out. "This is a good size. Maybe a little big and too much curve, but if you can do this, you should have no problems with most guys. How big is Brian's dick? Have you ever seen it?" "No. But I always imagined that it is huge. Much bigger than that." "Be careful what you wish for. You may either be sorely disappointed if you're wrong or just plain old sore if you're right!!" She laughed at her own joke. "You have to make sure you get it really wet. Lots of saliva. Keep your tongue going on it at all times." She popped it back in. She continued to work it back and forth. I could see her spit leaking out and coating the skin of the banana. I was amazed at how long she could do it without stopping for a breath. Then she closed her eyes and, seemingly effortlessly, proceeded to slide the banana all the way into her mouth. She had the three fingers that were holding the stem all the way in her mouth. She had the entire banana down her throat! She pulled it back out and repeated the scene 3 more times in quick succession, never hesitating or gagging in the least. When she finished, she smiled at me and ran her tongue up and down the length of it, cleaning her saliva from it. "Your turn" she said as she held out the banana for me. I took it. I tried to look as sexy as Diana did when she did it. I first ran my tongue up and down its length, making sure to keep it wet. I opened my mouth and let it slide between my lips. I put about half of it in when I felt it hit the back of my mouth. I began to work it in and out. I looked at Diana, wondering if she thought I was doing a decent job. She smiled and said "Relax yourself. You're definitely going to gag if you don't relax. I puked the first time I tried it." "Me too." I thought to myself. I continued push the banana to the back of my throat, stopping it there each time. "Don't take it out" she said. "Hold it there. Let your throat get used to it being there." I held it there for a few seconds and opened my lips to take a gasp of air. As I did, the banana slipped into my throat and I gagged heavily. I pulled it out, still coughing. She was laughing. "I remember going through this. Trust me, it gets easier. Once you get it, it's a skill that never goes away. Give me that." she said as she took the banana from me. "Breathe thru your nose. When you are ready to go all the way down on it, take a deep breath, open your mouth a little, relax your throat and let it slide down. I'll help." She held the banana in front of me. I opened my mouth and let her slip it between my lips. She worked it slowly back and forth, stopping each time she felt resistance from my throat. She held the banana in one hand and my chin in the other. She lifted my chin slightly and said "In through your nose and open a little". As soon as I finished inhaling, I felt her push it to the back of my throat. I closed my eyes and willed myself to relax. She held it there for a few moments. She pulled it back and pushed forward again. I felt it go further in. She did it again and held it there. "You've got the whole thing in your mouth, which means about half of it is down your throat." She smiled triumphantly. "You are a quick learner!" She slowly pulled it back up, but before I could do anything, she forced it back down. I gagged huge. "Oh shit!" she said. "I'm sorry, I'm sorry. Are you gonna get sick?" She started rubbing my back, telling me to breathe. A few minutes later, I managed to compose myself. "I'm sorry", she said again. "At least you didn't barf all over my sweater!" she joked. "I can't believe I did it...well, almost anyway" I managed to say. "You did do it! You had it down there. I was just trying to get you to do it repeatedly. If you wanna make a guy come fast, there is no better way than to deep throat him quickly a few times in a row. It is easier if you do it yourself because you can time your breathing better. Want to try again?" What I wanted to tell her is that I wanted to try it for real. "Can I take a break?" I asked. "Sure." she replied. "So are you glad your brother had me come over today?" she added. "I guess I am. Thank you again for how you made me look. I would have never been able to do this by myself. And I really like this outfit, especially the sweater!" "Well, you can hold onto it for a couple of days if you really want to. But I do want it back." She smiled. "Maybe I'll have you come over one day and you can pick out a few until you build up your more of your own wardrobe." She grabbed the shopping bag and glanced inside. "Don't forget to put these in a safe place too!" she reminded me. "I would really like that, Diana. Thank you." "So do you think that you would like to try all this for real soon? I have a thought in mind..." "I..I..I'm not sure...I'm kinda worried about being caught." "What if I was there to make sure everything went ok? After everything she had done, how could I say no? "I guess so then." "Come on...you need to sound more excited than that! I promise everything will be fine", she offered. "I'll let you know when, OK?" "Alright", I replied. "Well, Charlene. It has been a fun afternoon. And I look forward to doing it again. I gotta see if your brother is done with practice. He said we might go get some dinner tonight" she explained. She picked up her bag and headed for the door. "Enjoy yourself. You've got plenty of time before your mom gets home." She smiled a sly smile and headed out. I checked the clock. It was 5:30 so I had some time by myself. I sat on my bed for a few minutes, just thinking about the afternoon and the previous day. I was both thrilled and upset, but definitely more thrilled. I walked over to the mirror and looked at myself. I still couldn't believe it was me. I did look very cute. And I really did love the outfit. I thought about getting changed, but decided to enjoy my new look for a while. I headed for the living room, turned on the TV and flopped on the couch. I slowly began to run my hands over the sweater and my boobs. I kept imagining and wishing that they were real. I ran my hands over the mini-skirt and felt my stocking covered thighs. It all felt so amazing. I laid down on the couch, continuing to run my hands up and down. I closed my eyes and imagined Brian was there and what he would say. I was snapped from my dream by the front door flying open. I bolted upright and saw my brother coming upstairs. He got to the top, looked at me and said "Surprised to see me?" I didn't answer. "Well, Diana did a fantastic job! You really should have been a girl." "She said you were going out to dinner.." "We are. But I gotta shower and get dressed. She told me about your afternoon and I wanted to see for myself. I wasn't sure how fast you'd change, so I told her I'd pick her up. Stand up and let me take a look." I hesitated. "Remember what I told you", he warned. I stood up, remembering his threat. He smiled. "Man, I can't believe it. I'm beginning to think a guy would be lucky to have such a hot little chick. I hope you thanked her." "Yes, I did." "Well, I'm the one who told her to come by, so you should thank me too", he said. "Thank you", I answered. "That is not the thank you I had in mind. I think you know how you need to thank me." I didn't move. "Come on now, Charlene. You know what to do." I flinched as he mentioned my name. "Oh yeah, Diana filled me in. I know she also told you about our clothing game, and, as I'm sure you realize, I win." I slowly stepped forward. He reached for my shoulders and began to push me down to my knees. "Go on. Think of this as practice. You want to make Diana's cousin happy." I was trying to figure out what he was talking about as I began to open up his pants. "Confused?" he asked. "Remember you told her that you would like to try this for real? Well, her cousin will be here this weekend and she's going to introduce you two." I looked up at him. "Relax, the four us will be together. We won't leave you alone with him." Somehow, that did not make me feel a lot better. "It will be interesting to see you blowing someone else. Especially someone who has no idea what's hiding under that skirt." He pushed his pants down and let his semi-hard dick hang in my face. "And if you do a good job now, I won't fuck you. So do your best." I took his cock into my mouth, remembering what Diana had told me. My tongue swirled around the head and I could feel it growing harder. I let it slip between my lips, making sure it stayed wet. I could feel his hands move to my head and he guided it up and down the length of his shaft. I could feel the head touching my throat and I tried to breathe and relax. My mind was trying to remember how not to choke and worrying about the weekend. He pushed hard and I gagged. He didn't say anything, but I could feel his grip on my head loosen slightly. He continued to rock his hips back and forth, his balls slapping me on the chin with each thrust. He moaned lightly and quickly pulled his cock out of my mouth. "Grab it and jerk me off. I want you to make me come on your face", he demanded. "And you better make sure you get it all on your face and not Diana's sweater." I wrapped my hand around his member. "Look up at me. I want to see your face when I come all over it." I raised my eyes. He was looking down at me with his hands on his hips and a wicked smile on his face. I continued to stroke it faster and faster. "Get ready...", he warned. His breathing quickened and I could feel his dick begin to twitch. Suddenly, I felt his hot goo land in my eye. "Don't stop...", he said. I felt at least 4 more burst of his cum hit me. I was praying there was nothing on Diana's sweater. "Ahhhh...", he almost screamed. As he was finishing, he said, "Milk it. I want you to milk the last of my cum into your mouth. Stick out your tongue." I did as instructed and squeezed his shaft and let the remaining cum in his cock drip onto my tongue. I let go of his softening dick and tried to wipe the cum from my eyes. "Not with your hands:, he said. "Use my dick to do that." I again took his cock and began to try to wipe the cum from my face. I managed to smear it all over more than anything else. "Now, clean my cock with your tongue." I put his dick back into my mouth and sucked on it. My tongue lapped up everything that was on his cock. "Good girl", he said as he patted me on the head. "You do still need to work on your deep throating. Maybe we will have some more practice before the weekend. You can stay here while I take a shower. What you do when I leave is up to you." He pulled up he pants and headed down the hallways to the bathroom. I remained kneeling on the floor and listened to him in the shower. I did not want to move for fear that I would get in trouble for not following his directions. I heard the shower finish and about 10 minutes later, he came down the hallway, gave me a quick "Later, faggot" and left. I stood up and headed to the bathroom. Even with my face again covered in come, I was more worried that nothing got on Diana's sweater. I leaned over and turned on the water. I cleaned my face carefully to make sure I got everything. I looked in the mirror and was very relieved to see that nothing had dripped down onto the sweater. I slowly made my way back to my room. I really wanted to stay dressed as long as I could, but I knew I should get changed. I took one last look in the mirror and could barely see the girl that was there earlier. Without the make-up and the styled hair, Charlene had left. I undressed, taking a little longer just to enjoy the feeling of her sweater before I took it off. I folded everything neatly and put it all in the bottom of my dresser under some t-shirts. I sat down at my desk to try to do some homework, but just could not concentrate. All I could think about was the upcoming weekend. The Making of SweaterTV Ch. 03 Saturday Afternoon The clock changed to 12:00. The waiting was killing me. My brother's practice should be over. I knew that they would be calling me soon. I was nervous about tonight. I did not know if I was going to be able to go through with it. The phone rang and my heart skipped a few beats. I reached over and answered it. "Hello?" I said nervously. "Hi Charlene! It's Diana!" she said with a laugh. "Are you ready?" "What do you mean?" I asked stupidly. "A little nervous, huh? It'll be OK. I'll be by in 5 minutes to pick you up. Don't forget to bring your black bra and panties. And can you bring my sweater also?" "Umm... OK". She hung up. I guess it was too late to get out of it now. Plus, what would my brother do to me if I did? That might be worse. I put the phone down, grabbed the bra, panties and her sweater from my drawer, stuffed them in a bag and headed for the door. I sat on the porch and waited. Diana pulled up a couple of minutes later and I slowly walked to her car. "Hi" she said as I slid in. "Why am I more excited about this than you are?" she asked. "I don't know." My mind was preoccupied with what I would be doing later I did not even notice that she had on the same tight black and white turtleneck she had worn on Thursday. "Really, don't worry. I'll make you as beautiful as I did the other day and my cousin won't know. Your brother and I will not leave you alone. It will be fun. I promise. Do you have the bra and panties?" she assured me. "Uh huh", I answered. I stared out the window without saying anything else as she drove. We arrived at her house. She led me inside and up the stairs to her room. "Where are your parents?" I asked. "They're in Florida until next weekend. That why this works out. My aunt and uncle are meeting them there and your brother is going to pick up Scott at the airport at five. We'll get ready here and they should be home around six with dinner. Plenty of time for us to get ready and calm those nerves." "I guess you didn't bring a sweater, huh? That's OK because I have a special outfit for you. Do you want to see it?" she said excitedly. "I guess so." I answered. I knew I was going to have to wear it anyway. She went to her closet and took out a hanger covering in a dry cleaning bag. She hung it on the closet door and took the plastic off. My eyes immediately widened. On the hanger was a gorgeous red sweater. But it was not just a sweater, it was a long, thick, chunky sweater dress. It had a huge turtleneck that was bunched down around the hook on the hanger. I stood there with my mouth open just staring at it. "I'll take that response to mean that you like it?" she said happily. My mouth closed into a smile. "Yes, definitely!" I answered. "Do you want to put it on now? Or should I do your makeup and hair first?" "Can I wear it while you do that?" "Of course!! I am so glad you like it. I have some accessories for it as well." She added. She went to her dresser and took out something. She turned around and showed me a pair of black fishnets stocking and garter belt. "Do you want me to help you get dressed? she offered. "I would really like if you did", I answered. The thought of her helping put everything on was very exciting. I began to imagine her pulling the sweater down over me and I began to get aroused. She walked over to me and began pulling my shirt up. I closed my eyes as she pulled it up over my head and off my outstretched arms. She looked into my eyes and I thought I was going to melt. She smelled so good. I was now fully aroused. She began to unzip my jeans and slowly push them to the floor. When she noticed the small bulge in my underwear, she said "Hmmm...what is this?" She gave it a playful squeeze and pulled my underwear down. I stepped out of them and stood before her naked. "I wonder if you are more excited about wearing the sweater or about me undressing you" she asked. "A little of both, I think." "So I guess you can get excited with a girl. But I wonder if you are imagining if I have a penis?" Her question caught me off guard. That thought was there in my mind. Such a beautiful girl would be even more beautiful if she did have a penis. She must have read my mind and said "Well, you'll have to wait and see." She went over to the hanger and removed the sweater. She held it in front of me, like she was checking the size. She slowly let it touch my skin and then she dragged it even slower down my chest. The feeling was incredible. My cock felt like it was twice as big it was so hard. She dragged the sweater down to it and gently rubbed it up and down. I thought I was going to come right there. She pulled the sweater away, giggled very erotically and said "How did that feel? I think I like teasing you. And you'd better get that 'thing' under control or no matter how beautiful I make you, you'll ruin it. Do I have to take the sweater away? She threatened. "Please don't. I'll try. I promise." "Well, we'll see if we can do something to help, OK? By the way, did you notice what I'm wearing?" I finally noticed the sweater and how perfectly it fit her, outlining her shapely body. "You look great in it, you know." I commented. "Thanks. I figured you liked this one the other day, so I'd let you see it again." She giggled again. "Actually, your brother knows I have it on, so I am sure he'll show up later with his Ranger jersey. He thinks he is going to be able to make the rules today. That is why I wanted you to bring my sweater back, because I plan on changing. I feel like winning again today and I have some surprises in store for him." "Like what?" I asked. "It's a secret", she answered with a smile. "So, are you ready for Charlene?" "I am now". My nerves had begun to ease, knowing that I would be spending the day in that awesome sweater. She opened my bag and removed her sweater and put it on her dresser. Next, she took out the bra and panties. She strapped the bra on me and leaned down. I lifted my legs and she pulled the panties up. The head of my still erect penis poked out above them. "She what I mean?" she said as gave it a flick with her finger. She slid the garter belt up and straightened it so the straps hung straight. She knelt before me and worked the fishnet stockings up each leg. Then, she attached the straps and stood up to see how I looked. "So far, so good. Except for little Peter there." she pointed out. She headed back for her dresser. "I want to try something different for your boobs today, instead of tissues. I found these and thought that if they were filled with water, they might work better. Kinda like homemade implants." She held up two small plastic looking bags. "Wanna give it a try?" "You're in charge" I said. "You know I am. How big do you want your tits to be?" she asked with that sexy smile. "Just like yours" I said. "OK. Be right back." She left the room and I immediately grabbed the sweater. I held it up to my face to feel its softness. I could not believe how wonderful it felt. I could not imagine why anyone would not want to wear something like this all the time. "Hey, we're not ready for that yet." she said as she returned. I felt my face begin to turn red. "You really can't wait to get that on, huh? Maybe I should make you wait until your hair and makeup are done." "Sorry." I said as I put the sweater back on the bed. "You know what? Too late. As 'punishment' for getting too excited, you have to wait. Maybe that way, you won't keep getting hard." My face dropped. "I promise..." "Nope. You had better start thinking soft thoughts or you I won't let you put it on until they get here." "OK." I said dejectedly. "Here, hold this" she said as she handed me one of the water-filled bags. It felt funny. She had filled it with enough water to make it about her size, but it wasn't hard. It was slightly squishy. She pulled out one cup of my bra and put the other bag in. She took the other one and put it in the other cup. She did some adjusting and stepped back, looking satisfied. "Well, what do you think?" I moved over to the mirror. With the garter and fishnets, my panties and my new found breasts, I thought I looked good. I tried a sexy pose and Diana giggled again. "How do they feel?" she asked? I reached up and felt my boobs. I didn't know what to think. They felt kind of soft and squishy. And they jiggled a bit like Jell-O. I must have looked unsure because Diana asked "You've never felt real tits before, have you?" She reached out and took my hand and guided it up to her chest. She placed it on her breast and gently guided my hand around. The feel of her breast under through the sweater was incredible. I cupped my hand underneath and gently squeezed, moving my hand up over the front. I took her other breast with my other hand and began to gently massage both of them. She leaned her head back and a soft moan escaped her lips. I moved my hands a little faster and squeezed a little harder. I saw he begin to bite on her lower lip and her moans became louder. Suddenly, she grabbed my hands. "We have to stop." she said breathlessly. "Mmmm. That felt so good. Are you sure you've never done that before?" She reached down a started to pull her sweater up. She pulled it over the top of her braless breasts and looked at them. They were perfectly sized mounds of flesh, the ideal size for the rest of her body. Her nipples were a soft pink in color, but were standing straight out. "Look what you did to them" she said jokingly as she ran her finger across them. "We have other work to do before playtime" she reminded both of us. "Come over here and sit" she said as she brought me over to her dressing table. She sat me in front of the mirror and plugged in her hair dryer. She began to work on styling my hair, with brushes, spray bottles and all kinds of stuff. "As great as it is to be a girl, it does have its drawbacks, like doing this and makeup everyday." she commented. "But I think it would be worth it. I mean, look at you. I have always thought you were beautiful, from the first time I met you. Everyday, I wish I could look like you. I am sure that if you weren't with my brother, you could have any guy you wanted." I sincerely complimented her. "Well, if you learn how to do all this, you can do it anytime you want. Then you can get any guy you want." She continued to work on my hair as I looked at my reflection in the mirror. I loved the look of my breasts inside my bra and continued to wish that they were real. As she began to work on my makeup, I was amazed to see Charlene begin to appear. Finally, about a half hour after she started, she stepped back and said, "Done. What do you think? Beautiful?" I wished that this was for real and would never change. I did not think it was possible, but she made more even more attractive than the first time she did it. "Wow" was all I could say. "You admire yourself while I get ready" she said as she began to get undressed. She pulled off her pants, revealing black satin panties. As she slid them down her legs to the floor, she exposed a neatly trimmed, rectangular patch of hair. I quickly imagined what else I would see. I was slightly disappointed when she revealed the rest of her crotch to see that she did not have a penis. She must have seen something in my face and said "Did you really think I had one? Sorry to let you down." She pulled the black and white turtleneck sweater off over her head and I looked at her perfect naked body. It really was incredible and I wished again that I could be her. She grabbed the rainbow striped turtleneck sweater that I had returned and slipped it on. The turtleneck covered half her face as she adjusted it and then folded it down so it rested below her chin. She retrieved a leather miniskirt from her closet and slid it up her legs. She found a pair of shoes, changed her mind and selected a pair of black open toed sandals. She looked in the mirror and made a few adjustments. She brushed her hair, sprayed it a bit and touched up her makeup. "There, what do you think?" I thought she definitely looked better in her own sweater than I ever would. She had done it all in 5 minutes and was more beautiful than before. "OK. Now for you" she said as she headed over to the bed. "You ready?" "Yes" She picked up the sweater and again dragged it across my skin as she let it lengthen out. She took the bottom and held it open so that I could slide my hands inside it. I felt the soft fuzziness across my arms as she pulled the sleeves down. She pulled the sweater over my head and I was enveloped in darkness. She worked the sweater down, making sure it fit in all the right places. My head was covered by the height of the turtleneck as I breathed through the wool. I felt her smoothing the sweater over my body, stopping on my fake boobs. She began to rub them. "I wish you knew how this really felt" she said. She finally began adjusting the turtleneck so that I could see. She folded it over and adjusted it around a bit. It was snug around my neck and pushed right up on my chin. She took a wide belt and wrapped it around my waist and adjusted it so that it didn't bunch the sweater, but completed the look. She went again to her closet and brought back a pair of shiny black knee high boots. "I hope these fit." I sat one the bed as I put my feet in. They were tight, but not unbearably so. She gave me a final look and said "Well, hello Charlene! Nice to see you again!" She turned me so that I could see myself in the mirror. It was her! And even more sexy than before. Charlene had returned and was incredibly attractive! "You know something?" she said "You really are cute. And I love the way my sweater fits you. The stockings and boots give you that slightly slutty look! I think it's perfect! Scott is going to go nuts when he sees you." My thoughts suddenly returned to the reason I was back as Charlene. "You won't leave me alone with him, will you?" I asked quickly. "I told you I wouldn't. I want you to enjoy this. I have fun doing this with you. And I know your brother appreciates it." "What do you think is going to happen? I asked. "Well, I figure when they get home, we'll eat and talk a bit. You're a friend from school, that's all. If you're not sure about anything, just giggle. He'll think it's cute. And you're sixteen, not thirteen. We don't want him trying to stay away from you. He's seventeen, so that's OK. Then, we'll hang out and see where it goes from there. I have some plans for your brother, but we'll keep an eye on you." "Follow me. We need to work on calming your nerves." She led me out of her room and downstairs to the living room. "Have a seat" she said, pointing to the couch. She went to the kitchen and brought back two glasses. She handed me one. I looked at it suspiciously and she said "It's only water. I assumed you don't drink and don't want you passed out before the night even begins." "Thanks" I said. She sat next to me on the couch. She turned and looked at me. "I know that you are definitely nervous about this. You won't be alone and you can always say you don't want to go through with it." Tell that to my brother, I thought to myself. "You need to make sure that you don't get a hard-on. I think you know that. I know a way that might help prevent that from happening. The problem is you're young and can probably recover quickly, so we might have to do it more than once." "Do what?" I asked. "Come." she said simply. "If you come, your body needs some time to recharge before it is ready to go again. We have a few hours to try and tire it out for the rest of the day. I know you said you don't masturbate, so unless you want to jerk off, we have to try something else." "Umm..I guess I could try" I said unsure. "Just think about what you always do when you fantasize." she offered. "I'm going to get some things ready for later, so I'll leave you alone, so you have some privacy. Give a shout when you're done." With that, she left and headed back upstairs. I sat on the couch, confused. I wasn't sure what to do. I never jerked off in my fantasies and wasn't sure how to begin now that I had to. I closed my eyes. I began to think about Brian. I imagined his dark hair and grey eyes. I imagined that he was here now to help me and make me feel less nervous. My hand reached for up for my breasts and I began for massage them through the sweater. I imagined his hands all over me, making feel like a real girl. I heard him whispering in my ear that I was beautiful and that he loved me. I felt my crotch begin to swell. My hand dropped down and I began to rub my slowly growing cock through the sweater. I pulled the sweater up so I could see. The head of it was again peeking out over the top of my panties. I pulled the panties down to free it and then wrapped the sweater around my rigid cock. I tried to have my thoughts return to Brian, but all I could imagine was Diana standing in front of me. She was wearing the sweater and miniskirt she had on now. She lifted up her skirt to reveal that she now had a cock. It wasn't huge, but, like the rest of her, it was in perfect proportion. She looked even more beautiful than in reality. She began to stroke it, telling me that I looked hot and sexy and was doing a good job of jerking off. She spoke so seductively, I began to stroke my sweater clad cock faster. She told me she wanted to put her cock in my mouth. I imagined she stepped closer and I eagerly opened my mouth to accept her fantasy driven tool. I felt her hands on my head, guiding my mouth up and down her shaft. I was stroking my own cock faster and harder. She suddenly stepped back and told me not to come on her sweater. My mind quickly came around and I let go of my dick and pulled the sweater off it. I grabbed my dick and continued jerking it, feeling less than enjoyable now without the sweater around it. I knew was about to come as I saw some fluid leaking from the slit. I kept stroking it and could feel it start to twitch. All of a sudden, I felt myself start to come. I was expecting it to shoot out all over, like my brother's or Dan's had, but all I got was it leaking out the top. I kept going until my body began to relax and my dick was sensitive to the touch. I milked out the last of the come that was inside. My hand was covered in my goo, but it was certainly not as much as I had expected. When I had come in other fantasies, I never noticed how much there was since it did not wind up on my hand, but in my bed or on some napkins. I looked around for something to clean my hand with. I certainly did not want anything getting on her sweater or anywhere else. I didn't see anything I could use and tried to stand up. Some of my cum dripped off my hand and onto her couch. I began to panic. The only thing I could think of doing was to lick it up. I held my hand up to my mouth and slowly touched my tongue to it. I did not taste as salty as Dan's or my brother's had. I stuck my tongue out all the way and began to clean my hand. It was not the best thing I had ever tasted, but it was not the worst either. When I finished, I leaned down and licked up the cum that had dripped onto the couch. I looked around a bit to make sure I didn't miss any. I stood up and tried to fix myself. I tucked my now limp penis back into my panties, tucking it down. I pulled the sweater back down and smoothed it out, making sure there were no bunches or signs of a bulge. I quickly adjusted my breasts and looked around for something I could check myself in. I started down the hallway, looking for a bathroom. I found it and check myself in the mirror. The turtleneck was a little messed up, so I fixed it. I took off the belt and pulled the sweater down a little more to tighten it and reattached the belt. I smiled and Charlene smiled back at me. Maybe I could do this on my own. I just need some makeup lessons. I glanced down at my crotch to make sure there was nothing there, and, satisfied, I headed back to the living room.