Bi M met a perfect guy FTM

I had no idea that Bobby (25) was a transman. He shaved, sometimes left it go for a couple of days, had a bit of body hair, and a lot of hair on his arms and legs. I am 27, smooth body, hair on my head and on my pubes, some on my arms and legs. Bobby was 5ft. 9in tall, weighed about 140 or so. He was nicely developed. We met through some mutual friends at a club. We saw each other there a few more time, and began talking. He was great to hang with I asked if he would like to come to my place one evening and he asked to talk to me outside first. Bobby said he was a transman, born female and on hormones. He opened himself up to answer any questions I had but he wanted me to know everything before we were alone and possibly have more happen. I explained that yes, I was bi, not gay, but hadn't been with another guy for about 4 years. He asked if I asked him up to my place in hopes of getting with him. I told him that yes, I was interested in him, he appealed to me for some reason, we got along well, so . . . why not?

I had questions.
When did he decide to make the transition to being a guy? - at 19
Did he have sex as a girl before that? Yes
Didn't he like it? Not really, it was just something he knew he had to do to keep a boyfriend
What sex did he do for boys before? Handjobs, blowjobs, let some fuck her.
Had she had sex with men after transitioning? Yes, 3. One beat him up after finding out. The others were 2 times and 4 times each
What surgeries did she have? None, she always had tiny tits, just more like pecs.
Did that mean she still had a pussy? Yes
Did she want to have sex with me? She thought she would like that, yes.
IF we do it, do I treat her like a girl or a guy? She preferred being treated like a gay male. But with a vagina.

So in bed, I got a BJ, I ate her very hair pussy with a super long clit, she said it was just like most clits before hormones but grew along with her hair. It was very sensitive and she really came several times from my rapid tonguing of it. It even had a head on it like a tiny penis. I liked playing with it and asked if she minded, she said she liked it too. After a recoup period, we fucked. I never liked kissing a guy, and I told her that before, so she didnt expect it. Her pussy was so damn tight, I even asked if she really had let some guys fuck her before and she had. Things got tighter with hormones. Her sex drive also increased due to the testoserone, She was wild, a truly incredible fuck. She didn't need birth control and said that with me she didn't mind me cumming inside her.

"So, did you like it? Was I a woman or a man for you?" she asked. I said she was definitely a woman that I was inside of, but outwardly I saw all man, but I wanted to fuck HIS vagina. "You really know how to eat pussy, it was the best I've ever experienced" she told me. "You give a great BJ too" I told her. Then I was up again. We fucked again, she got on top of me and when I came she immediately got off me and moved up to my mouth. She wanted me to lick her pussy to orgasm again and at the same time pushed two loads of my cum into my mouth. I never liked my own cum, I do like it spurting in my mouth from a cock that I'm blowing but this was different. I did it for her, she backed up and something I'd never let happen with a guy. She kissed me, our tongues sharing my cumload and her pussy juice.

After a few weeks of us being together, we were together a lot, and I had to tell her that with a woman or a man, basically the reason I have m2m sex was to buttfuck. "No way, I don't do that, never have, never will" she put out there in no uncertain terms. "Come on, it's not that bad" I told her, I had a thinnish cock so it's not like it would break her and make her bleed. "No, no way in hell" was her response, then she added "How would you like some guy laying you on your stomach and getting on top of you a sticking a big cock in and out of your asshole?". "I'd let you do it with your clit, if you wanted" I told her. That night after my second fuck, she did just that, she got off by sticking 4 inches of clit up my ass. I'd been fucked before, though I'm basically a top, not a bottom in m2m sex, but I let her. She came hard. Then rolling over I asked if it was my turn. She got up, got dressed and said that it was not happening.

The next day she and I were at a club together. A girl I knew named Stacey came over and said hi, I introduced her and Stace was being super sexy, and I could tell she wanted to have sex. When she went to the toilet Bobby asked she took it up her ass. I told him that she did. "Are you going to have sex with her? Are you going to buttfuck her?". YES I am. "Look Bobby I think it has to be over with us, I mean I like you a lot, we're good together, but from woman or man, I need anal sex." With that I left with Stace. Stacey and I were fucking a couple of days now, and I was getting anal. She goes wild with a cock up her ass, it's like her clit is buried 6 inches up her asshole or something. I noticed as I was getting a ride home for Stacey on Sunday night, so she could be at work Monday morning, there was Bobby across the street. After the car left he came over.

"Did you fuck her in her ass before you came down?" "No, we fucked but not in her ass, we did do that this morning but not this time". She asked why I liked buttfucking so much, was it the dominance of the act, the feminizing of a man, what? I think it was because my first sex was anal. We were 14 and a girl and I were scared to death of pregnancy and we, her too, wanted to fuck. So I fucked her in her ass, for about a year. I loved fucking pussy, loved getting bjs, but also wanted anal. "If I let you have anal with me, will you be gentle, and not think anything bad about me?" she asked Of course I wasn't going to do that. "I just don't like the thought of a guy lying on top of me with me on my belly and him pounding away at my butt" she said. "And when I've had to put even my finger in me back there it hurts" she added before I could respond. I told her we could go slow and steady, it may take a few times of doing it but I can make sure I don't hurt her. Then her final question. "If I let you do that to me will you keep seeing her?" I am not sure, if we eventually commit to each other then of course I'd not see anyone else.

It was four more days of her thinking, me staying away from her. She walked up to me in a club "I'm not wearing any underpants, just this pair of shorts, take me to your place and fuck my ass, but please, please, please don't hurt me". That night I put her on her side, NOT on her belly and spooned behind her while I very gently pushed my cock into her virgin rear hole. I paused a lot letting her get used to it. I did get her to commit to at least 5 times before deciding if she wanted to keep doing it. The second time I buttfucked her, she actually came from it. Granted I was rubbing her clit. Now we fuck, suck, eat, and buttfuck. I buttfuck her on our sides, missionary, and even her on her stomach.

I got a butt virgin in a FTM tansman.