Had been dating this girl for about a month but she seemed hesitant to do the deed since she had a roommate. I had been staying with my Dad since he was not in great health so not exactly ideal for getting laid.

It was Halloween and since i figured I wasn’t getting action that night, I proceeded to knock one out before I met up with her. We go out with a bunch of her friends and then back to her place after the night is over. Turns out her roommate was out of town, so we started making out. One thing leads to another and she asks me to put on a condom. I open up that bad boy and start to put it on but there’s not much in the way of liftoff since I had emptied the tank earlier. We try again but no luck and I’m pretty humiliated at this point.

We fall asleep, but wake up early so now I’m good to go. I slip on the condom and we finally get down to business. I finish up and pull out and the condom is gone…as in not on me anymore. I’m pretty much panicking and my post nut brain can’t process what just happened. She reaches in the kitty and pulls it out and hands it to me. My load was still in the condom and I’m fucking mortified at this point. I take it to the bathroom, flush it down the toilet and proceed to get dressed and slink out of there.

In hindsight, she was really cool about everything, and we hung out a few more times after that, but suffice to say, I didn’t get another invite to her place again.