My first trans experience was recorded and posted on the we[TS/M] [first time anal]

I used to be friends with a trans adult film star. She was gorgeous, and we went on a few dates. She was lovely, passable, and didn’t speak good English. We hit it off using google translate and it was okay like that, we never did anything sexual though and then I deployed and after that was stationed overseas. Sadly I didn’t keep in touch. Over time though I kept watching her career. Big fan of hers and she was originally how I got into trans women in the first place. Maybe it was (in my opinion) the reversal of gender roles. Maybe it was just plain the fact I was gay and I couldn’t explore that with other men because of the the homophobia that is still very rampant in the U.S armed forces.

Anyways, fast forward 4 years and I got stationed back at my original duty station. It wasn’t long before I decided to open communication with her again. I was nervous she would be upset at me for ghosting her all those years ago, but despite all that I figured if I didn’t talk to her at all it would be just as bad as talking and being turned away. At first I tried emailing her. I originally met her through a CL ad from back in the day( R.I.P CL personals). So after sending her a couple emails, I waited. A week had gone by and I never got a response back from her. So I tried googling her and that got me too her twitter page. From Twitter I was able to find her “onlyfans.com” page. If your not familiar with O.F it’s like this: you post adult content, and people subscribe to your page pay a monthly sub fee. Well, it also allows you to PM the person as well. Intrepidly I wrote this message to her:

“Dear ( in this case we will say Monica) it’s been a really long time since we have talked and I just recently got stationed in town again. You may or not remember me, my name is( for discretion we will refer to me as Kyle) we went on a few dates a while back, like when we went to go see the LEGO movie in Spanish, or when we went hiking in the mountains. I’ve thought about you a lot since then and now that back in town I was hoping you would like to meet again” I attached a photo of myself shirtless and pressed send.

The next couple days I was frantically checking to see if she had responded. I tried not to get discouraged because maybe she just didn’t want to talk to me or maybe she just hadn’t checked it. The first few days passed with nothing, then a week, then 2. Roughly 17 days later I checked my inbox and it said I had one message. I opened it and it read “ yes, I remember. Txt me:555-555-5555.”

I copied down the number and sent her a txt message faster than a formula 1 race car going down hill: “hey Monica, you sent me your number on O.F’s. It’s Kyle.” We txted back and fourth for a little bit and then she invited me to a bar. I showed up and there she was in some daisy dukes and a tank top looking Gorgeous as ever and I bought her a drink. I had been drinking highballs and she was drinking vodka tonics. I wouldn’t say we got wasted, but we were feeling good and it just felt great to be around her again. I was a lot more confident this time around than the young private that didn’t know any better before. Like time travel we heard last call and I asked if she wanted to get another and she asked if I wanted to skip it and go back to her place. I paused for a second and said “yeah, let’s do that”. She didn’t live far and when I’m drinking I don’t take my car, so we walked back to her apartment. When we arrived we began making out furiously. Her lips on mine, groping her bosom, and then Caressing her “womanhood” she pulled her lips off mine as if to study my face to see f I was serious. I looked at her as if it wasn’t my first rodeo, but she asked anyways in a Spanglish tone: “have chyou been ass fucked before!” I gulped and shook my head no, worried she wouldn’t go through with it if it was my first time, but instead she just grinned and started ripping my clothes off. After that she dragged me to the bathroom and had me bend over the tub. I THOUGHT she was going to fuck me right there, but instead she put something cold and slick in and injected water inside. She did this a few times. Then instructed me to hold it as long as possible and then pointed at the toilet. About 3 minutes later I had to make a bowel movement that felt like I was gonna lay an egg. AfterwArds she told me to wipe up with wet wipes and dry off. She left and came back. This time with nair and another liquid bottle. She bent me back over and this time I was positive it was show time, but instead she injected me with another liquid and rubbed nair thoroughly over my behind. She told me to wait again and then shower. The liquid she had injected the second Time made my sphincter relax and I couldn’t hold it in the shower, but to my surprise and her excitement, nothing came out, or it just washed off without notice. Using the wet wipes she wiped my posterior clean and for the first time ever I had an ass smoother than glass polished by waves.

I dried off and then she asked if I wanted to be on camera. I reluctantly said yes, but that I wanted to wear a shirt and not show my face. And so we did. I wore my long sleeve shirt and she only filmed me from behind. When she got the camera rolling she instructed me to begin sucking her. I had always been a fan and for the first time ever I was polishing her rod. Her dick curved downward which was a blessing because it made it easier to throat her as I curled my lips over my teeth and proceeded to give my first blowjob to this vixen I had fantasized about for years. Her member began to grow and grow and it was sexy thinking that she was enjoying this. It was sexier when she started bumping the back of my throat, and then put her hands on the back of my head pushing the extra 2 or three inches down my throat. She eventually let me go back to bobbing while she leaned over and began lubing my ass. She caught me by surprise, but I allowed her to continue probing my anus. Then she stopped the camera and told me to bend over. I, without hesitation, assumed the position as she grabbed a condom and repositioned the camera. Then I felt it. Her thick greasy pole slapping and sawing in my smooth crack, and then she pushed it in. The whole time I was thinking “ just relax and breathe. Relax and breathe” in my head like a mantra. It surprisingly hurt very little, and felt really good. Moments in I actually caught myself moaning and asking for more “oohhh fuck….ooooohhhh fuck. Your dick is so huge” and she started getting into a rhythm. “ yeah you like that beebee? Take my big cock” I instinctively began humping back in Rhythm with her. I can’t describe how good it felt. I wasn’t even touching my dick. It remained small and shriveled the whole time while simultaneously dripping precum. And despite me not being hard, I was in heaven. Idk how long this went on when I felt her pull out. She told me to stand up and we changed positions, this time I was standing bent over. I had to stay on my toes in order for us to line up correctly, but I wanted her back inside me so bad I obliged even though about a minute in to this new position my calves began to cramp. I stuck it out though because this new position had her thrusting up into me and it felt even better than the previous position I was in. Just like before I began to moan again “ oh fuck me, it feels so good, fuck fuck fuck fuck fuck fuck fuck” then she began to jack hammer into me and it only got better. “ oooh take it, yeah. Take my big cock. That’s it. You like it? You like my cock in you ass beebee?” I just kept moaning. I didn’t understand what she was saying until I went back and watched the videos(which apparently some dialogue didn’t pick up on the recording). After that it was my turn to do the work, which admittedly I wasn’t that good at. I started off good as she lay down and I squatted over her straddling her hips as she once again guided her slick pole into my painfully empty rear end.and once she was in I began to use the mattress to kind of give my self some boost as I began moving my butt up and down on her thick meaty dick trying to bottom out but not coming up to high so as she was slip out. I quickly lost steam and she then topped me from above as I was bent over. Finally I sucked her nipples while she finished with her hand because I didn’t want to show my face taking a facial, and letting her cum inside me felt extremely irresponsible on my part. To this day, it was the best sex I have ever had. I go to her only fans page at least 4 times a week to beat my own meat to it and here myself moan on her cock.

Edit: this is a true story.

Source: reddit.com/r/eroticliterature/comments/c5db5l/my_first_trans_experience_was_recorded_and_posted

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