My first time doing anal on a girl almost didn't happen... because of me.
I was in college. I had a steady girlfriend. We fucked often. There was this one evening where I was laying on her bed. She was on top facing towards my feet and bobbing up and down on my cock. Every minute or so she'd ride up too high and my cock would slip out. She'd reach her hand back and reinsert me back into her pussy.
But then on one errant thrust, she reached back and positioned my cock on her asshole. She started to slowly lower herself onto me. It took like 30 seconds for me to realize what was happening. And you know what I did?
I said, "Wait, stop, I'm going in the wrong hole." I squirmed and wrench my cock free from her anus. I was thinking good thing I noticed and managed to pull out before it went in too far....
Yes, I was that dumb and naive!
She used her hand again and stuck me back inside her ass.
I said, "No, that's the wrong hole again..."
She turned her head back towards me and said, "It's okay. I want it there..."
Lightbulb. Oh. She wants it there. Oh. She wants to try anal. Oh. And I almost stopped her. Oh. I'm an idiot.
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