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#Gay #Rape #Teen #Virgin
As a 15 year old boy, he looked more like a 12 year old girl. Flat chested, short, thin, girlish waist, hot legs and even hotter ass. I realized he must have been a runaway or something. He was always fishing in dumpsters, especially behind restaurants and I think he was sleeping in the park. I knew he might not last too long on the streets, either getting raped, beaten, robbed of what little he had or worse. I got to talking with him and he told me that no he didn’t run away his parents just didn’t care too much what he did. I asked if he had some money, he didn’t. Venturing slowly now, but asking if he’d like to make some money he was game, but asked what he had to do. I offered him $10 to show me his cock and his butt, to pull down his jeans and underwear in a wooded area where no one would see. He hesitated till I gave him the $10. Up and in the area, no one being able to see us he said “Just look right? Nothing else”. I told him that was up to him. “OK just look” and he stepped back away from me about 6 feet. He pulled down his jeans, and his underpants showing me a small, soft cock. It was only about 2 inches, and very thin hidden in his brown pubes. I stared at him and his little cocklet. “It’s not big I know, lots of guys at the pool or showers in school tease me about it” he said. “No, No, it’s great, it’s wonderful, I’ll bet it tastes great too. Turn around for a bit too”. He turned around and I asked him to bend over and spread. That wasn’t part of the deal. I produced $5 and held it out to him. He came closer to take it from me. I told him not to go so far away to stay where he was. Now about 3 feet from me was the most beautiful butt I’d ever seen. He bend over at the waist, and reached back and spread open his perfect peach cheeks. His little hole wasn’t even dark, it was light pink and tiny.
I thanked him and he thanked me for the money. I asked if he was around there a lot and perhaps we could do it again sometime, I’d pay for it. He readily agreed. What i wanted to do was fuck him, and stick my cock in his mouth, I wanted to put my sperm in his mouth and up his boipussy, to break both those cherries in him. But I had a plan and I stuck to it.
I staked the place out from afar, he was indeed in the same place looking around, I think for me. I waited two more days then showed up. I greeted him and told him I never got his name. It was Terry he said. I gave him a fake name for me. We talked a bit and I waited not saying anything about seeing him naked anymore. He finally asked if I had anymore money and wanted to see him some more. “Well, what do you mean to see you?” I asked. “You know, I mean, if I, you know, pull my pants down again” she stuttered. “And bend over?” I asked. “sure, if that is what you want”. I told him that I’d already seen him pants down, and it was nice, very nice but this time it would have to be more. he asked what I meant and I told him I’d give him the same $15 but since it didn’t matter, no one could see us, I wanted him to take off his pants, underwear and his shirt too. He just looked at me. I pulled out a $20 and he started off for our spot in the woods. I gave him the money, and told him to stay next to me, not to walk so far away. He took off his shoes, pants then tee shirt, finally his underpants. “Very nice, Terry, I really like your body, you are so good looking, you make me so hard” I said grabbing my hard cock through my pants. He just stared at my crotch. “Show me your butt again, and I’ll show you how hard you get me” I told him. He hesitantly bent over and spread again. When he stood up, his little one was now about 4 inches long and standing straight up. I didn’t ask, I pulled out my cock which was hard and 6 and 1/2 inches long about and inch and a half thick. He just stared at it. I was staring at his hard cock too. “You can touch it if you want” i told him. He reached for it and I asked if I could touch his too. I didn’t wait for an answer. I was lightly rubbing it, then without asking I got another $10 and gave it to him, and got on my knees. He tried to protest but once I had my mouth around his little one he stopped. He was moaning and pushing into my mouth. It didn’t take 2 minutes and he was filling my mouth with his boycum. I don’t think he realized it but I had put my lubed finger into his little pucker too. When he finished, I pulled my finger out. He had to sit on this log and I sat next to him. “do you mind if I use my hand on myself while we’re here, I mean I got you off, didn’t you like it?” I asked. “yes, yes, I liked it a lot, it felt so good” he said. “Anytime you want I’ll help you out like that” I said. I came into my hand the took a small dab on my finger and put it in his mouth. “Swallow it right away” I said and he did. I gave him more and I took the rest. He asked if I’d come the next day. I asked if he wanted me to and he did.
The next day I was prepared. I had lube, had a naked boy, I got naked too. I laid down a sleeping back and him lying on it sucked him off and got a dose of boy cum again. He was euphoric almost in a daze as I got between his legs, and raised his little girlie butt up. I found my mark and slowly pushed. He started to tell me not to, I put my hand over his mouth and proceeded to rape his little boibutt, it was tight, it was grabbing onto my cock like I’d never experienced before. “It’s almost over Terry, almost over, don’t worry I have lots of money for you baby, it’s almost . . . oh shit baby, here it comes” and I exploded deep into his formerly virgin ass. I kept my cock inside me. He had tears in his eyes which were helped when i gave him $50. He asked if it was all for him and I told him yes. I gave him another $50, sucked his cock again then fucked my prize. My little boy with the girlie body, my little girlie butthole. He was rubbing his ass as he walked away that day but wanted to know if I’d be back tomorrow.
The next day I showed him the pictures of him cumming, his cock hard next to mine, and him getting fucked. I told him that I’d continue to pay him but he’d be doing more for me now. I took him to my place, and had him put on a tiny white lace bra and matching panties. Then I fucked my little girlie boy. When he was dressed i called him Theresa. Taking more pictures, he was even posing now for them. In his girly undies, gaping open ass with cum leaking out after i fucked him. Within 2 weeks he was hanging around my place, wearing girls clothes, skirts, dresses, blouses, lingerie sometimes when we fucked, and always panties little bra, now stockings and garter.
I took a 15 year old small girlish boy and made him my little CD bitch. But I had more in store for him. I was going to sell his body and make money off his vacuum mouth and boicunt. Then do even more for him to transition. He had three more years till he was on his own, and was my full time trans gurlfriend. SHE was lovely and she was my personal money maker.
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#Gay #Rape #Teen #Virgin
