Her name was Jill. She lived across the street from me most of my adolescence. I had grown up across the country, but at the age of 11, I moved to a tiny town across the street from her. We became fast friends and hung out daily until high school. We were still friends, but we gradually grew apart until graduation came and I never saw her again. Here she was, though. We had just finished helping a mutual friend with a play he was producing. We had run into each other as we got there that evening and memories, of course, came flooding back. As we left, we decided we needed to share those memories, so we agreed to find a place to spend some time together. Fortunately, she had moved to the city I was going to school in and was living with her husband and toddler son. We decided we'd meet there. We got to the house and made ourselves comfortable; we were alone so there was nobody to worry about. That's when the true reminiscing began. Memories came back one by one and we talked about each of them. First, we remembered our first meeting. Then we recalled the days of street construction and riding our bikes over the dirt road. We recalled plays, youth rallies, and concert festivals. It was amazing to reconnect with such a great friend. One memory remained buried, though. It was a dark time in my past, though I thought it meant little to her. I figured she either forgot or didn't care, but it was all so vivid to me. As we started in high school, I had become engrossed with female clothing. I would prance around during the summer in my mom's bras and panties. I wore my sister's clothing every chance I got. I ran rampant through our house. And when that got boring, I confided in Jill. I didn't tell her I liked doing this, but through clever manipulation, or so I thought, I ended up in multiple situations where I wore her clothes. There was the day she "punished" her brother and me for acting up by dressing us as girls and teaching us how to be proper. I wore her green sports bra with water balloons in it and was in heaven, though I showed a facade of upsettal. That day ended after we got in a water fight with our fake boobies. Then there was the day we made a bet on a game of backgammon. I didn't think she'd realized that I'd purposely lost. I ended up at musical practice with her bra on underneath my clothes. She tormented me the whole way home, snapping my bra repeatedly as soon as we were out of sight of the school or our classmates. Gender bender day during homecoming, trying to convince her to let me attend her church's youth trip as a girl, and, perhaps most daring and dear to me, wearing her panties for a few seconds while I housesitted her family's dog were all good memories to me, but I feared what she would do if she really remembered and cared. I was glad she either couldn't remember or didn't care. I was also wrong. "You know, Ashley, I've always wondered why you were so attracted to my underwear." My face went red and I immediately tried to weasel my way out of the embarassing mess with an acceptable excuse. I told her how it was an awkward stage for me and I was misinterpreting my feelings. She asked me what feelings and my answer opened a powder keg. "I liked you, but how is a young boy supposed to know how to act on those feelings. Wearing your bra was just a way to get close to you." "Oh YEAH! Then how come you played me when I asked you out?!" I had forgotten this story. She had asked me out at her birthday party and I agreed, though I never actually had feelings for her. I then proceeded to ignore her for a week until she got the message. That's when high school became a bigger focus to me and our friendship never recovered. Jill had not forgotten and was clearly hurt by those actions. She explained how she came to grips with it, though. "I'd always thought you found me unattractive, but, while that was true, I never realized the reason why. You didn't like me and liked my bras and panties because you're really a girl inside, aren't you?" "You found out about the panties?!" "What?! What did you do with my panties." I didn't think she knew about my escapade in her panties while her family was on vacation, and I was right...until I opened my big mouth. Jill was slightly stronger than me, and I had been taught not to hit girls, so when she grabbed my arm and twisted it, I was in no position to fight back. "Tell me what you did with my panties!" I told her the whole story. I explained how I unlocked the door and fed the dogs. I then went to her room and grabbed a pair of pink cotton panties and slid them on. I laid on her bed and turned her radio on and pretended I was her. She let go of my arm and told me to sit down. "Well then, I don't feel so bad about my plan now. I really am helping you." "What plan?" Jill proceeded to explain her devilish plot. She had brought me back for more than just reminiscing. She needed a housekeeper and, while she could afford one on her husband's drug deal salary, she wanted to help me. She would bring me to her house and get my reminiscings about our bra playtimes on tape. She would then use those tapes to blackmail me into dressing as a teenage girl and acting as their maid. Once I let my true self out, I could really be happy. Her sick plan had worked, but she was wrong about one thing. I did like panties, but I had learned to like them on girls. I was no longer a sissy like I had been. While I admired her care for me, I was terrified of my situation. My thoughts no longer mattered, though, she was both caring and vengeful in my subsequent sissification. Shaving my entire body for me helped me feel my inner girl. Sliding a cute green string bikini up my legs paid me back for wearing her panties before behind her back. Placing a tight homemade corset (she was into reenacting civil war battles) and a bra on me gave me my true girlish figure. Slipping a pair of tight cute jeans on over my shaven legs reminded me of my slipping tongue. Transforming me into her teenage daughter helped me find my true self, while spanking me when finished gave her revenge. She had me in a cute set of lingerie, tight jeans, and a sexy top. There was no makeup or wig. Outside of my clothes, my 5" heels were my only other sign of femininity. Once made to look like a little hormonal girl, she took me over her knee and beat my rear end, calling me her daughter, until I was completely in tears. Then she sat me on the couch next to her and put my head on my shoulder. "Now that I have control of you, I can help you while you help me. Just remember, I'm your mommy now. My husband is your daddy and my son is your older brother, even if he is only a toddler. You will treat us all as though you our our youngest child and our sweetest little daughter, ok?" I nodded my head and she had me go to my room. That's right. She had decorated a room as a teenage girls and put all sorts of sexy clothes in it. It was mine. She told me to read my 17 magazine and learn as much as I could so I could be a good girl. She would take care of dinner and the house tonight, but tomorrow I would take over those duties too. I read the magazine in tears, but only because Jill continuously checked in on me. Soon her husband was home, though, and I became fearful. He didn't care, though, coming right into my room to see his "daughter." He sat down on the bed and had me sit next to him. He explained how he had unnatural desires to play with teenage girls, and Jill thought it would help me explore my sexuality as a girl, even if I was to view him as dad. Soon I was on his lap as he explained my new life of submission and femininity. As he continued, not only was I emotionally attacked by my new rules as a daughter, but he began to get grabby. He rubbed me up and down my back. He kissed my neck. He even squeezed my butt. When he finished, he began to kiss me. He is much larger than me, so I had no choice but to comply. He kissed me deeply as his hand slipped inside my low-rise jeans and just under my cute panties, squeezing my cheeks even closer. "Stand up for daddy and give him a lap dance." I stood up and gave him as best a dance as I could, though he corrected many deficiencies by physically moving my limbs where he wanted them if they were too far from correct. "Let;s make this a strip tease. Strip down to your little panties, corset, and bra. I'd like to squeez your little breasts, even if they are fake." I stripped slowly, terrified of what was to come. He didn't speak until I was down to the sexy underwear. "You're going to make the final commitment to this family. Take off your sexy little panties like a cute little skank would, get daddy's penis out, and climb on board. I want to fill your little pussy." Now I was shaking and tears were seeping from the corners of my eyes as I removed my panties as sexily as I could. I then unzipped his fly and pulled out his huge penis. It was enormous and I feared it. Finally, I straddled his lap and sat down, letting the head of his penis rest in my crack. "This is it, you're going to become my sweet little sissy right now. As you feel my penis fill your belly, just like a woman's, be aware of how much of a little sissy you are. I want to hear you moan just like a girl. You should ride me hard as I pump into at my discretion. When I come, you had better be close behind and you had better shout out just how much of a sissy you are. Don;t worry, your older brother isn't here and mommy will be glad to know her daughter is finally coming to the surface. Ready?" I shook my head no. "Too bad, bitch." He began to insert his cock into my pussy. When he was fully inside me, he stopped and held me down at my fullest point. "Enjoy your new life, you faggot little sissy." With that, he began pumping. He commanded that I begin moaning and I did. It was forced, but I realized he could hurt me, and soon I was sounding somewhat realistic. Then I realized he was hitting my prostate and it didn't feel bad. The sex hurt like hell, but I was getting aroused at the same time. As he shot his load into me, he held me down and reminded me I needed to be moaning and cum soon, telling the world what I am as I have my first girly orgasm. I came. "I'm a sissy! I'm your sissy! I want cock in my ass every day!" Jill came to the doorway. "Good job, daddy. I think she'll appreciate my panties all the time now, the little slut."
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