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13M showing off in park got me in trouble

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I am not the most masculine guy. I've always been small in body, thin, girlish figure I guess. My mom and sister tell me my face is prettier than my sisters. When I was younger they used to play with me putting me in makeup, lipstick, eventually even putting me in my sisters undies and even occasionally a dress. Mom would curl my long hair and I felt like the real me. I didn't go out like that, though when I was about 6 she did take me out shopping dressed. Most people thought I was my sister. I was 13 and at my normal time in the park, just playing. Usually by myself since the other boys were all playing ball or something and didn't want me around. There was an older boy Nicky who was 15 who would talk to me. He would be nice to me, even buying me ice cream sometimes. He was always touching me or rubbing against me "by accident" but I kinda liked it. I got to where I'd go to the park in a cut off sweat shirt, and tights with bobbi socks and a pair of tennis shoes my mom got me that looked just like my sisters. I would sashay around, away from most of the people, thinking I was mostly by myself. I was in an open area but there was only me, behind some trees and bushes and some big rocks or boulders I felt pretty safe and hidden. I'd dance around trying to be sexy like girls, and feeling it, looking around, I would sometimes pull up my cut off sweat and pinch my nipples, pull on them and dance around. Then sometimes I'd pull my tights down in the back just below my butt, but kept them covering my small cock in front. My ass exposed, I would feel the cheeks, rub them, and dance around like I thought a sexy girl would do. I even put my hand down the front of my tights, pushed my little cock and sack between my legs, then pulled my tights down in front. I looked like I had a little 13 year old pussy, light blonde hair over it, and I was feeling myself front and back. Then I heard a voice behind me.

"That's very sexy little girly boy, and don't run away I have it all on video on my phone. I'm sure you don't want it getting spread all over the internet do you? Your face is quite plain to see, that and you're pretty little body". I stopped and started to pull up my tights. "DON'T YOU DARE" he ordered. I froze in place, facing him with my hand on my tights. "Let it go" he said and I did. I was standing there, showing him my naked front which made me look like a girl. "I'm not a girl mister, really I'm not" I pleaded. He retorted "Yes, I'm fully aware of that. You're a cute little trans girl I think, or just a sissy boy with a really cute, sexy body". Then he got firm and said "HEY, SISSY BOI, I just told you that you have a sexy body, now what does a polite girlie say when man compliments her body?". I wasn't sure, and softly answered "Thank you mister?". He said yes, that was right then told me to come to him. I walked with my tights still down below my tucked crotch and my below my butt. He took my hand and took me to an area that was behind enough bushes that we couldn't be seen. "You're so sexy baby, really really sexy., I saw you moving around out there, dancing and showing off, you deserve to show off cutie, and you deserve to be seen and treated like a real girl is treated by her man". I was shaking now as he pulled me to him, my body touching his. His hand reached behind me cupping my butt then the other hand feeling me up back there. "Don't tense up, I just want to show you how sexy you are, and can be baby" he said. With that he pulled up my sweat top and sucked on my nipples. They both got real hard and pointy, to tell the truth it felt great as I was breathing heavily with his sucking on my girlie tits and feeling up my girlie butt. I felt something between us, I was still tucked, though I was hard, but it was small enough I could still keep it tucked in. It was different, I looked down and I hadn't realized he took his cock out of his pants. He had a 6 inch, very thick cock, it was rock hard and hairy. I was feeling it pressing up against me. Then he got off my nipples saying "You're tits taste fine honey, really nice, you like your tits sucked?" "yes sir, i guess".

Looking at me eyes to eyes, he started rubbing his cock back and forth along my bare lower belly. He pulled off my sweat shirt and started humping more and more. He reached into his pocket and pulled out a small container of lotion. He put it on his cock and on my crotch and lower belly. He went back to humping against me. "Oh, just like that, hold still baby, just like that." he whispered as he kissed me on my mouth. He pushed faster and harder then held it and I felt warm liquid as he shot his ropes of cum onto my belly. It went up all the way to my little titties, He kept pumping even after he shot it all. Then he took my hand and one finger wiped his cumhole with it to get the last little bit. Then he pushed it to my mouth. I resisted and he reminded me about the video. It wasn't bad, it was warm, sticky but I felt good about doing it. He then wiped up his cum in three or four moves each time it went into my mouth and I swallowed. "Good girl, now be here tomorrow at the same time, right here where you can't be seen. If you're in tights have no panties on, if something else, have panties on under" and with that he left.

The next day I was there, is short shorts, and one of my sisters spandex short tops I was really trying to make my nipples show. On time he came into our private area. "I don't have much time today" he said. "Keep on the top but pull it over your tits, and take off the shorts let me see your panties". I did as he said and he liked my sisters pink panties with flowers on them. "Kneel down" he instructed. I thought he was going to make me blow him but he wanted me to suck him till he got hard. Then he said for us to do what we did yesterday but from the back. He sprayed lotion on his cock and made me rub it all over, then he rubbed in between my back cheeks. He got behind me and started humping again. This time he went for about 20 minutes shot his sperm all over my buttcheeks, and opening up my cheeks got a lot right on my hole. He patted my ass telling me to be here again later than evening. Then with a big swat and a crack sound on my ass he left. I had to try to wipe up all the sperm myself. I didn't have to but I wanted to . . . I put it all in my mouth and swallowed it. I liked the taste of his sperm. I stood there and jacked my little one off, catching the sperm and swallowing it too.

That evening, I was made up, my sister and mom helped me not knowing I was going to meet a man, but I just wanted to go to the park so no one would know me and I could be a girl. They always indulged me in that. I was in a nice mini skirt, crop top blouse, white ankle socks and patent leather flats. I was waiting for him and he showed up. He stopped and started to turn around, "No, it's me" I told him. He laid down a blanket and we laid on it and he was kissing me, feeling me up just like a girl. He sucked off my little one, he called it a clit and said that any good man gave his girlfriend oral sex before fucking her. I assumed he meant that he would pump me again like he did those other times. "No honey, I'm going to fuck you" he said. "No, no, I can't do that, you're too thick, I don't want to hurt" I was practically begging. With that he rolled me over on my stomach and lubed his cock. "it's happening baby, no matter what" he said and with that I got stabbed in my butthole by a 6 inch long but very very thick cock. I was screaming and crying, he covered my mouth with his hand while he fucked me. It took him probably 15 minutes of fucking before he sped up then jabbed it into me. I swear his 6 inches pushed 8 inches into my tender butt and I felt him release. I was still crying. "Now now baby, don't worry, it has to happen to all girls eventually. Real girls get fucked by real men, just like you and I did now" he was consoling me. He pulled out and rolled over, he wouldn't let me get up. He told me he liked us being here afterward just cuddling. Cuddling turned to his getting hard again and this time with me on my back he entered me again. Fucking me like a boy does a girl, front to front, sucking on my titties. It was tolerable this time, but my butt was still very sore, just not in terrible burning pain like before. He was sucking on my tits, kissing me then he raised up and pulled my hand to clit. I jacked myself while getting fucked. When he was speeding up, knowing he was about finished I speeded up too. We came together as he leaned in and kissed while shooting more cum in my poor abused butthole. He got up, wiped my butt up from some leaking cum and a bit of blood. "I'm sorry if it hurt you being your first time and all, but it will get better I promise". He got dressed with me still lying there naked. He left the blanket and left. I laid there for a while stunned by what had happened to me. Yes knowing I asked for it. I gently put on my panties, crop top, and mini. He never took off my socks and flats.

I hurt a lot back in my butt, it was really bad as I walked home. I knew I was walking like a girl who just got fucked in her butt. I couldn't help it. I went home, my mom knew something happened. She took me into the bathroom, and undressed me. There were bruises on my titties where he was sucking on them, a bruise on my butt cheek and she saw whitish sperm leaking out of my butt. She spread me open "Oh baby, you're bleeding back here, what happened to you? Did someone make you . . .?" "Yes he made me" I told her. "in the park?" she asked. "yes, he made me" was all I could say. She got me on the toilet but it still wasn't all out, "how many times did he . . .?" "two". Then she got out an enema bag. I didn't want another thing up my backside but she insisted. I got it all out, she saw where I was stretched out and broke the skin, and she for the next two days would clean me and put medicine on the tears.

I never wore girls clothes again after that. I found out what it was like when a man sees you as a young sexy girl. My mom and sister knew I was raped, but never said anything about it. I started dressing in all boys clothes and working out, and by the end of high school had a girlfriend. In college I got a really nice girl pregnant. We married and finished school. My mom asked me if I told her. I have not, nor never will. On our wedding night my wife wanted to give me her butt for sex. I was very slow, lots of lube, and very very gentle. She told me I was the most gentle anyone has ever been doing that. Almost like I knew what it was like.

I do

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Comments (4)

  • Light: I don't like the blackmail aspect of the story. The man should have seduced or raped the femboy.

    Reply↴ • uid:brxcn2xzrc
  • nastybidaddy: Should have started fucking you years sooner

    Reply↴ • uid:10o4aycj8rb
  • Fucktoy: You should have kept going back as sounds like you really liked it

    Reply↴ • uid:3zxjew3fzrj
    • LvnGrandpa: Totally agree, soon be used to it and begging for more!

      • uid:1csqfpwsfq5d