S*x with a Shemale Transgender

I’m Rajat—27, single, living in Noida. I’ve been fairly active on dating apps for a while now: OkCupid, Bumble, Pure, you name it. Over time, I’ve met quite a few women through these platforms. Some dates were just one-night-stands, others turned into short-lived hook-ups that lasted a few weeks or even a couple of months. Nothing permanent ever really stuck, but I enjoyed the experiences and the people I met along the way.

One day, out of sheer curiosity more than anything else, I decided to explore the trans filter on OkCupid. I didn’t have any expectations—I just wanted to see what the experience would be like. Almost immediately, I started getting matches. However, most of those conversations ended quickly. Many of them turned out to be about money, and that was something I wasn’t comfortable with, so I moved on.

Then I matched with someone named Charvi.

From the very first conversation, she felt different. There was an ease in the way she spoke, a natural charm that didn’t feel forced or transactional. What struck me most was how confident and well-put-together she was. If she hadn’t told me herself, I honestly wouldn’t have been able to tell that she was trans. She had a fit body, graceful features, and carried herself with a kind of quiet assurance that instantly drew me in.

We chatted for a few hours—about random things, about life, about what we were looking for. The conversation flowed effortlessly, and before I knew it, we were talking about meeting in person. It felt spontaneous, but not reckless. I was excited, curious, and genuinely interested.

So I went ahead and booked a hotel and invited her to meet me there. As planned, she came at around 11 PM. She was wearing a very short white-and-blue onepiece. She smiled and walked in to the room.

We chatted for a while and dined together. We opened a bottle of champagne, and in the next few hours, we both were rather drunk. I suggested watching a p*rn. I let her select. She browsed through and then pulled out a tranny p*rn much to my surprise. She was surely kinky and so was I to have se*x with her.

As we watched, it was turning us on immensely. I looked at her to find she was staring at me. I moved forward to kiss her and she kissed me back. As I casually slid my hand down to her br*ast though, she didn't stop me. Then she lied down, and removed the dress entirely to reveal only her panties.

I was already hard and wanted to hold her when she started pulling down the panties. Her di*k was already hard. I didn't know what came over me as I started removing my shirt and walked towards her to kiss and hug her again. I nipped at her neck and hugged her tightly.

I was excited and I lifted her off her feet and she wrapped her legs around my waist. I carried her to the bed. She sat up and started pulling down my pants. She kissed my chest and slowly went down. She pulled out my di*k and then kissed its tip. Slowly she took it all in her mouth and started sucking on it. As she sucked and choked on my length, I almost forgot she was a shemale. She felt so much like a girl.

I looked down to find her dik was still so hard. It made me curious and she caught me looking at it. She smiled and asked me to go down on her if I want. I did want and I kneeled between her legs. It was the first time ever I was going to suck a dik. I put my mouth on it. It smelled pleasant enough. I slowly put the entire length in my mouth. As I sucked on it, she moaned out loud. I was probably doing it right as I slowly started to increase the speed. She pulled me up and, on her body, and started kissing my lips again. I sucked her t*ts hard and bit on them. It looked pretty. Then I flipped her over and positioned my dck at her a*s. I took some lubes from the side table and massaged it on my dick and her hole. I slowly put one finger in at a time and started massaging the lube deep inside her.

Then I position the di*k and pushed it hard inside. She gave out a gasp and moaned loudly. I started banging her hard. I grabbed her bo*bs and felt them jiggle in my fingers. She was moaning very loudly and I felt her balls slapping on mine. It kept sending a jolt through my body. I did not realize I would enjoy this sensation so much. After almost half an hour of relentless fuc*ing, I was orga*ming finally. I came hard inside her ass and slumped on top of her.

I slowly took out my di*k and went down on her again. As I started sucking on her d*ck, it felt so good. I could feel she was close to orgas*ing. She orgas*ed hard in my mouth and her juices dribbled down my chin. Once we both had our fill, we laid down beside each other giggling and hold hands. I enjoyed having s*x with her was so different, but I don't regret it.