Hello, this is my first post here, and I figured I’d share the most fun story I have right off the bat.
About me: I’m a 28 year old trans girl. White, brown-ish, shoulder length hair, thin-ish build, 5’10, and about 6.5 inches and well groomed. I’ve started a little bit of estrogen, but not quite enough to start passing or have it affect my sex drive or anything.
This was back in September last year. I hadn’t had sex since March that year, so I was getting a little antsy about wanting to feel desired. I opened up tinder, swiped around a little bit, probably put on a movie or something, and got a notification that I had a match with a girl that we’ll call Jenny. Jenny was an 18 year old Filipina girl, short, chubby, short hair that was dyed red.
We got to chatting a little. The basic greetings, how they’re doing, what they’re up to. Eventually one of us dropped “So what are you looking for on here?” question and we were both honest that we were just looking to get laid. We quickly made plans for the following day, chatted a bit more, and settled on getting a motel together (both of us live at home with our parents). At some point she admitted to me that she had never had sex and was a little nervous. I assured her that if she feels like she’s rushing into it, then she doesn’t have to hook up, but she was adamant about following through.
The following day we meet up at a Motel 6. We grab a room for I think about $90, and get situated and comfortable. We chatted a bit back and forth about what she was excited to try, and after some shy conversation I suggested that we take it slow and start by making out.
We lie on our sides together, cuddle up close, and lean in for to start slowly making out. She tasted sweet, like she had definitely put on a flavored lip balm, and a after a few minutes of making out and roaming our hands across each other we pulled apart. I asked if she wanted to go further and take our clothes off, and she happily agreed.
After quickly getting out we stood next to each other. My girldick erect, while she stood a little awkwardly. Her boobs were definitely on the large side, and she her pubes were clean shaven. We moved to go back to making out while standing, and eventually got on the bed. She pulled away and said she wanted to try giving me a blowjob, and I obviously agreed.
Her first blowjob was pretty smooth. I had to tell her to watch the teeth once, but she did a very good job of making me feel good. Not enough to make me cum (only one girl has managed to make me cum with her mouth), but it was definitely turning me on even more.
She spent a good five minutes experimenting on my dick, trying out different things and approaches to pleasuring me. I knew I was not about to cum anytime soon, so I asked if she wanted to try having me go down on her. She eagerly nodded her head.
We repositioned ourselves, and I got between her thighs. I kinda teased her a little with some kisses going down, bit down on her nipples a little bit, and kissed up her inner thighs.
I gave one lick up her slit and she gave an audible groan. Upon hearing that, I dove in swirling my tongue inside of her for a few minutes as I enjoyed her starting to loudly moan. There was part of me that was wondering if the dudes chatting outside could hear us, but I decided that just made it hotter. I eventually moved up to focus on her clit while I penetrated her with a couple of fingers (her hymn was long gone from toys), and after a few more minutes she eventually shook a little bit, her back suddenly arched up, and she let out a really tiny whimper.
She relaxed for a bit, and I pulled up to cuddle her a little while she calmed down. After a few minutes of cuddling passed, I asked if she wanted me to put the condom on. She said yes, and I got off the bed, rubber up, and got in position for missionary.
There was the usual awkwardness of trying to line up correctly. After a minute of fumbling around we put a pillow under her and that did the trick. I penetrated her, and she let out a moan. I started thrusting back and forth a bit, content with the fact that I was inside her and hearing her moan from being fucked for the first time.
I eventually started to wear out from missionary and asked if she wanted to try anything else, as in a different position.
“I do, but I don’t know if you want to…”
“What?”
“Take the condom off.”
I was so horny at that point that common sense was kinda flying out the window. I had only ever had unprotected sex with one other girl before, and even though it was a dumb idea I went along with it. I pulled out, slipped the condom off, and penetrated her again.
The difference was staggering. I could suddenly feel so much of her on my bare skin, and I was really enjoying the slippery clenching of her pussy as I fucked her. I didn’t last much longer, and asked where did she want me to cum. She wordlessly moved her arms on my ass to imply that she wanted me to pump her full.
I honestly panicked a bit and pulled out and came on her stomach. There was a ton of it that flew all over her, she looked like a glazed doughnut. I asked if she was really ok with being creampied and if she was on any birth control.
She then giggled and said “No eggs” which I later found out had been fried or something in an accident. I don’t remember the details. But in hindsight, I think the way she basically pranked me is one of the hottest things I’ve ever had a girl do to me.
I felt such immediate relief that I also started laughing because I stupidly freaked out at the end. I grabbed a towel for her to clean up the mess, and we cuddled for a bit.
Eventually we decided to have sex again, and I asked if she wanted to try cowgirl. She again giggled and said “You want me to ride you like a horse?” and got into position. We started having sex, but I don’t think it was doing a whole lot for either of us, and I suggested we try doggy.
One position change, and we started going at it again. I thrust into her over and over again, savoring the feeling of her raw pussy until a few minutes later I felt the urge to cum again. This time I told her that I was going to cum, and fully creampied her before collapsing to her side.
We got freshened up, checked out to go home, and bid each other goodbye.
We chatted a bit on Snap when we got home. I joking asked if she was going to brag to her friends, and she bluntly said “Yes.” without missing a beat.
We never did meet up again. She removed me about a week later, but I’m glad I got to be her first and had a lot of fun with her.
Source: reddit.com/r/gonewildstories/comments/um8ax9/tf_i_28tf_took_the_virginity_of_a_tinder_match_18f
I am open to DMs, but only from other girls :P