I started dating this super cute,young, thin, sexy girl about a month ago. I knew she was either a very convincing crossdresser or a tranny and she did admit it after our second date as we started getting romantic with kisses. I'd not dated, but did fuck a tranny before, mostly dated or lived with women, and have had some men in my past as well. She wouldn't let me reach between her legs, but I did get to feel her little A cup breasts (if even an A cup) and her bare bottom. She started jacking me off, then gave me a BJ. That went on for 3 weeks, I started getting more demanding, and she told me that she didn't let anyone fuck her, she never had done it. Last night in her apartment I told her getting blown wasn't enough. She had a thong on covering what I eventually saw was a tiny little cock about the size of my thumb. I wasn't interested in that little thing, I wanted to fuck. Kissing her and rubbing her butt my 8" hard as a rock, I rolled her over and she started yelling to stop but I was too far gone. I brought my own lube and after I got myself lubed up, she was crying, begging me not to do it, and tried to get up out of bed. I roughly pulled her down and got on top of her and fucked my crying young virgin. I wasn't gentle, I know it had to hurt. After she just laid there whimpering. Eventually she stopped, and still just laid there. I kissed her a bit with no return kiss or pucker from her. I went down her belly and brought out her little cock and gave her a bj. "No" was all she said; I continued anyway. As she was approaching orgasm, I stuck my finger in her sperm lubed ass and rubbed her prostate. She blew off and her whole attitude changed. She was no longer a woman who was forced to give up her butthole in a violent r**e, she was someone who had (as I found out) gotten her first oral sex to her orgasm. She'd only jacked off prior and that not very often.

After that I let her recoup, then started on her again, and when she was approaching another orgasm I pulled up between her legs with her on her back and inserted my cock again. This time for a very gentle fucking, while I played with her little cock. She blew and I scooped her sperm into my mouth and into hers, we shared it and both swallowed. She'd already swallowed mine many times by that time. I continued fucking her and she never lost her little hardness in that tiny cock.

This morning she met me with breakfast, a cute nightie with no panties, and while I ate, she danced and lubed her asshole again. We fucked and I left. I guess I did force her, I r**ed her really but I now have a girl to have full sex with, nothing held back.

Comments

Anonymous

by Anonymous on Dec 22, 2017 at 7:41 AM

Last summer I had my cute sissyboy bottom rudely taken by an experienced aggressive top. He knew I was a boy, virgin and just wanted to make out. I'd blushingly suck him, but surely didn't want that big thing of his getting in my ruffled panties.

After a few dates he had other intentions though. My deflowering was similar to your friends. Maybe that's how it's supposed to be?

(0)  (0)
Anonymous

by Anonymous on Dec 25, 2017 at 9:10 AM

When I was a littler kid an older boy had sex with me. It was soon after I lost my virginity that I started trying my sister's clothes on. They made me feel freshly pretty and felt so good that I started sneaking out dressed in them.

That's how I ended up having sex with a man the first time. He was all over me and when he got his hand up my skirt he could feel I was a boy through the panties I had o. He didn't care!

(0)  (0)
Anonymous

by Anonymous on Dec 16, 2018 at 9:04 AM

All total BS, even the comments.

(0)  (0)

Comment this

Can't read the image? Click here to refresh