06/01/2025
My first time was when I was in college and met a girl who was a few years older than me. We went to her apartment on about our third date and after introducing me to her friends – who were watching a movie – we went into her room.
We slowly undressed and after a lot of foreplay she showed me how to pleasure her with my fingers. She was a virgin but she had had a boyfriend before me and knew a thing or two along these lines.
She also masturbated a lot and knew what made her feel good. Eventually she came to orgasm with me fingering her and lying on top of her. It was the first time I had ever seen a real female orgasm and I remember watching her face up close and being fascinated – and very turned on.
This whole time we hadn't done anything for me, but now it was my turn. She took me in her hand and began to fondle me. I was so hard it was crazy – this was the thing I'd dreamt about since forever, and now it was finally happening!
I felt like I was going to burst. But the funny thing was that as much as she stroked I couldn't bring myself to cum. She tried and tried but it just wasn't happening. Maybe her grip was wrong. Or my dick wasn't used to having somebody else touch it.
But I just couldn't finish. So it was lasting quite a while. At some point I remember saying to her, "It's okay. I'm fine….." But she said, "No, I want you to cum too." So she continued. At some point I felt myself getting very close and then I finally came.
When my juice came out it was like about 10 years exploding all at once. It was like a canon. (She later told me that when she went to work the next day she kept finding it all in her hair. And that while she was trying to work it made her wet just thinking and remembering how I came all over her.)
I don't think I've ever come that powerfully before or since. It must've been a lot of pent up desire and longing and imagining finally coming out for the first time in one intense moment with her, my very first girlfriend!