Fucked a transwoman, wasn’t aware but didn’t care

#Bisexual #Teen #Trans #Virgin

815 words | 0 | 4.50259

I always loved anal sex. I used to fuck my cousin Danielle in her butt. We wanted to have sex, sucked me I ate her, then wanted more. She was so fucking afraid of getting knocked up that it was her who suggested we buttfuck since she couldn’t get preggo. So we were 14 after a year of hand and oral, and I stuck my cock into her butt. We were in her room at her house. Her dad gone to work, her mom away on errands for a couple hours. She got naked and lain on her bed face down. “Don’t you want to roll over?” I asked and she said no, it was in her butt, and this was best. So I got on top of her, lubed my cock with some saliva, lubed her butthole, even licked her butthole a few times and tried to press into her. I couldn’t get it in, and you could tell it was hurting her. I stopped. I put in a finger using saliva but I could even feel it was too rough and not enough. She got up and went out naked to the bathroom and brought back some vaseline on her finger. “Put this on you, I already pushed some up into me and around the outside. She lain back down and I spread her perfect ass cheeks to see her dark pink pucker and around it some clear vaseline. “You put some inside too?” and she said she did. I rubbed the dab she brought me all over my cock and got back on top of her. She instinctively reached back and spread her cheeks with her hands giving me a perfect on-target view. I pushed and with very little resistance the head was in her. Soon my 6 inches then, now 7, was inside her all the way.

I held still, perfectly still, I think I could have cum right then. It felt so damn good. I told her how good it felt and her response was that she wanted me to feel good, she wanted to please me sexually. I told her she did, she always had but this was great. She bumped her butt back into me a few times and I started moving. Slowly I moved an inch in and out, then two then three, she was moaning and saying “awwwww yeaaaaah, yeaaaah, that’s it, do it, do it to me”. I kissed her ears which always got her hot, I was moving my cock back and forth in and out of her asshole and whispered in her ear “Tell me what you want, tell me what I’m doing to you”. “You’re fucking me” she said “Where?” I asked. “You’re fucking me in my asshole, in my butt, you’re buttfucking your cousin and it feels great” she told me. I couldn’t hold back and came. She and I buttfucked for 3 years, 1 year into it at 15, I popped her virgin pussy, and pulled out half way and put on a condom and finished.

Now 7 years later, I met a person who I can say was the most beautiful woman I’ve ever met in my life. She was perfectly proportioned, B cup tits, great legs and ass, perfect body, beautiful face. We dated a few times, taking it lightly. She asked if I was ever going to make a move on her, I told her I’d love to but didn’t know if she wanted me to. “There is one thing you need to know before you do then. I was born a man, and have not had bottom surgery. I expect you to do nothing with my front, by the way I call it a clit, it’s much smaller now that I’ve been on hormones. But I still want to have sex with you, oral and I want you to put it in me and make love to me. Have you done anal before? ” i told her how much I loved anal and I’d been doing it since I was 14. “Well, if you want to fuck, let’s not waste each others time. I really enjoy being with you and I’d love to make love with you. After, if we stay together, there are times when you may want, and even I may want to fuck, and that is fine. But first we make love to each other. Can you do that?”. I said I was pretty sure I could.

We made love, I got sucked, she made love with me in her ass missionary, sucking on her tits, playing with her nipples and kissing her gorgeous face. Sometimes when I wanted to buttfuck, she will roll over on her belly and it’s like I’m with my cousin again, or other girls I’ve buttfucked. I thought I’d miss pussy, but she is so beautiful and keeps me cumming every day as much as i want.

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