TL;DR: Sex with trans women is awesome.
So a few weeks ago, I (26m) and my friend (23f) had sex for the first time, and it was a night to behold.
We had met online via a dating app and chatted for a bit, we ended up meeting in person a few weeks later, I had no idea she was trans until she told me, I had my reservations as she was pre op and on hormones and it led to us being friends but nothing more for a while.
For the past few months, she’d been flirting hard, complimenting my insta stories, telling me she’s thinking about me, even saying she wants to do things with me, she is a very attractive woman, 5’ 6”, slim with a bubble butt, thick thighs, small boobs and wide hips but again my prejudices would get the better of me, not being able to accept that she was a “real” woman. I’m only 5’10” but I’m also muscly so even though I don’t tower over her, I’m still much bigger.
I knew I was attracted to her, we would still message and meet up regularly, and I finally decided against any remaining prejudices and just to see what would happen if I acted on my attraction for her. For the sake of the story, I’ll refer to her as Lexi, and me as Chris (not our real names). It first started with messaging, complimenting her on her outfits and gym progress, she would end up sending more pics, even borderline nude ones, and I was ever more lustful for her.
One day we had organised to meet up after work for drinks, I couldn’t contain myself at work, only thinking about her, even questioning if I should jerk off in the toilet to calm myself down. Once we got there and had a drink, things started heating up, flirting back and forth, a gentle touch of the legs under the table turned into holding hands, moving closer and closer to one another. Eventually leading to me holding her thigh, her holding my arm, we looked into each others eyes and kissed, her lips are soft and plump, she slipped some tongue and I was raring to go, coincidentally we were near her place, so I asked her if she wanted to get out of there, which she excitedly said yes to.
Lexi and I were practically running back to her place, we get into her flat and she immediately pulls me to the sofa, pushing me down and sitting on my lap, she was wearing a skirt, thigh high leggings and a shirt, I was in a shirt and jeans, we start to make out, hot and heavy, I wish there was more foreplay to mention but we ended up pulling eachothers tops off, I took off her bra and started to lick her tits, she gently moans and this gives me a raging boner.
She proceeds to kiss my neck and shoulders, making her way down to my dick, she pulls my jeans and underwear down and it practically stands to attention, I’m not massive down there but I’m 6” and girthy, “Perfect” she said, as she went to town on me, feeling only lips, tongue and spit, she licked my shaft, balls and tip like I’ve never felt before. I was so horny I couldn’t help myself and came in her mouth, she sucked me dry and swallowed every last drop. I then undressed her, leaving only her thigh high leggings on, seeing her girl dick for the first time, small and cute from the hormones, couldn’t have been more than 3”-4” hard, I could see she was worried but I assured her I still wanted to go ahead, so I began jerking her off and she pulled me to the bedroom.
I sat on the bed and told her to sit up close to me, with her back facing me, I kissed her neck, caressing her tits with one hand as I jerked her off with the other. She moved her hips back and forth like she was fucking my hand, kissing me as she did. She moaned loudly and she bust all over her sheets, she turns around, looks me in the eyes and asks if I want to fuck her, of course I did, she jerked me off to get me fully hard , I put the condom on and asked her where the lube was, she said she didn’t have any, so she took her still fresh cum from the sheets and rubbed it all over my dick.
I thought that was so hot, I pushed her down into missionary position and slowly put myself in her, she was so tight, warm and wet, and her asshole was bleached so it was pink af. With every thrust she would moan, we went slowly, I could see her getting hard, dripping precum as she told me what spots to hit.
When I hit her spots, she wrapped her legs around me and begged me to go harder, and I obliged, railing her until I felt her clinch her ass, I looked down to see her cum all over stomach, I’d made her cum without even touching her dick, I’d never felt so dominant. I turned her around and proceeded to rail her from behind, going faster and slapping her ass, I felt her grinding and I came harder than I’d ever cum before. I pulled out and she took the condom off me, she licked all the remaining cum off my dick, we both laid there panting and euphoric, we made out a little more before we cuddled and talked.