My first time with a lesbian

NSFWNo Regrets

A few months ago I was at a friend’s party, feeling pretty bored and out of place. I ended up on the back porch to get some air, and this woman, Alex, was out there too.  We started talking, and I don’t know, we just clicked. We weren’t talking about anything deep just complaining about our jobs and music we liked. It was just easy.  

My friend has mentioned earlier that she was a lesbian, so I wasn’t hitting on her at all. I was just enjoying the conversation. At one point she was laughing about something dumb that happened at work and she put her hand on my arm. It was totally casual, but she left it there for a second after she stopped laughing.  The mood just…changed. It got quiet and electric.

I figured what the hell, I’d regret it more if I didn’t say something. I said, Look I know this is probably out of line, and I promise I’m not usually this guy, but there’s something happening here right now.”

She just looked at me, didn’t pull her hand away. She had this small, nervous smile and siad, “Yeah, there kinda is.”

So I kieed her. It was slow, and I Was fully expecting her to push me away, but she kissed me back, hard. A minute later we were in an uber back to my place.

When we got inside, it was a blur of frantic hands and clothes hitting the floor. When I finally got her on the bed and spread her legs, the feeling was unreal. Seeing this woman who was supposedly exclusively into women wet and ready for me, was a massive ego trip. I slid my cock into her and she let out this gasp, like she was surprised by how much she was feeling it. She was so tight, and she wrapped her legs around me, pulling me in deeper. Watching this “lesbian” completely lose control on my cock was one of the most intense things I’ve ever felt.  

THe next morning was quiet. We got coffee, and she admitted she was confused but didn’t regret a second of it. It was a one-time perfect storm. We talked a bit over text after, but the timing was never right again. It was just one of those incredible, unexpected nights that you remember for ever.

Posted Mar 14, 2026, 6:32 AM UTC

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