What was the worst sexual experience you ever had?

During the very beginning of my second year of college, I met a lovely girl who, a few weeks later, became my girlfriend. I had been in a couple of relationships before, but they both didn't last very long and I was pretty young, so I still hadn't yet lost my virginity. My girlfriend had lost hers a couple years prior, and as such I was pretty anxious about eventually having sex, not wanting to disappoint her. When we finally did wanna try, we were making our and enjoying it but as it progressed, I began to get anxious and I couldn't stop thinking about it. She took her clothes off and as I took mine off, my dick was just completely limp. My girlfriend went to give me a hand job, but nothing happened.

Oof, this is not good.

She began to get a little concerned and asked if anything was wrong, to which I replied that I was really anxious, but this hasn't happened before. So that kinda derailed that whole night. Not only that, but that wasn't even the only time that happened. It became this horrible cycle of being anxious about my own performance anxiety which would make me even more anxious.

Thankfully, by the 4th time we tried, I became a lot more comfortable with it and tried to just sit back and enjoy so to speak. My girlfriend was an absolute trooper though and I'm eternally grateful for her supporting me along the way and being so understanding, and nearly 2 years later we're still together.

/r/AskReddit Thread