Hey, 33, white male from central Florida USA. I’ve been with 4 trans women but have only been uninterrupted and allowed to complete sex once. The first time. They were all passable as female. I “came out” to myself as a TL about 5 years ago. Grindr is my go-to app.
I identify as straight to the world at large, but if we’re close friends, I will clarify that I’m “straight plus”, straight plus I like having gay sex with women who have a dick and balls sometimes. I don’t make an exception for the dick, I seek it out at times and love it. But I can’t deal with masculinity. I need hips, tits, softness. So, no, not quite straight. I almost never disclose this to regular women. American straight women can be awful. About 1 in 4 women I’ll seek out will be trans.
1. Half japanese hottie from Orlando. Met on grindr, we exchanged oral and I fucked her in the ass with no protection. I didn’t cum(I usually can’t nut on the first fuck.) but she sprayed about a half gallon of semen all over her bed sheets and was twitching so hard that I had to pull my penis out and let her body relax. I was too excited about the experience and I acted too interested in coming back(I hate these stupid games we play) so I wasn’t allowed back because i didn’t feign disinterest hard enough. Gotta love childish mind games(she was only 20 in her defense)
2. Hispanic “agender” they/them who was 2 years into hrt. Oral and manual only. Met on grindr. Did not initially want sex of any type but she got blue balls when we were making out, started jerking off, and I sucked her off briefly before they finished all over their pubes. They were so embarrassed and taken aback by how far things had progressed that I felt kind of bad, but I enjoy the memory now for better or worse.
3. Saudi Arabian oral only from grindr. Semi-catfish. Used old pictures and showed up in a completely different weight range. The dishonesty was a turn off, so I bought her dinner, fingered/sucked her asshole, and pumped her small-yet-hard atrophied dick and balls out onto my stomach. Her ass and hips were HUGE, and I loved it clapping in my face and nearly suffocating me in retrospect. Though I was annoyed at the time, I masturbate to this memory frequently. Sucked my dick to near completion and begged for full blown anal but she was way too loud, possibly drunk, and not respecting my house mates after multiple warnings to quiet down. I had to take her home.
4. Costa rican escort from whatsapp. Came to my hotel room on vacation. 9/10 looks. Uncircumcised 6 inch penis. We only had a half hour together before the creepy police-ass front desk called me saying “you need to pay for your guest. We followed you on camera” Talk about a fast way to lose an erection. When the phone rang, I had both hands on her ass with a finger up her rectum, laying on my back, choking on her penis down my throat. I was so sexually frustrated that I paid her for personal porn after I left. Before we were interrupted, I had sucked her ass, had my dick sucked, a lot of making out and titty play, as well as rubbing/touching dicks and docking her foreskin over my much-larger-than-hers and hard penis. She didn’t seem to like the docking very much but she wasn’t stopping me so I didn’t care in the moment.
In terms of bottoming, it’s one of those things that’s in the corner of my mind. I don’t like things in my ass but I might enjoy the trust dynamic and the giving of release but it probably won’t happen. I just can’t picture myself in the act without laughing.
As a visual aid, I’ve attached some video stills of #4 getting pumped by another man. Hope you enjoy.