I was a virgin when I met my ex, and well, I'm still a virgin.The first time my ex. Girlfriend and I tried getting intimate I just couldn't help it.. we were making out and I got a bit too excited and came in my pants.

She knew I had a small cock, and that getting teased about it turned me on so she just made a few teasing comments, I ate her out and that was that.

The second time I had at least gotten it out of my pants, but instead of finally losing my virginity I ended up shooting my load on her thigh.

Not long after we began trying out chastity, and eventually we started messing around with cuckolding. Honestly I also did feel bad I hadn't been able to satisfy her, and I found this turned me on a lot, so it worked out.

My last chance, or at least the last time she ever let me try to have sex with her she has me locked up in my chastity cage for a month. She hadn't touched or really paid my nub any attention and had been bringing other guys home more often.

But one night she pulled out my key, finally unlocking my neglected cock. I didn't even have a chance to get hard, she hadn't even gotten the cage off it was like the moment she touched me I lost control and came through my cage and over her hand.

She told me to go clean up and locked me right back up.

And we never tried again.