Ooof I’m an asshole for this one, but admittedly this was high school so forgive my childhood self.

I had been flirting with two girls (openly, nothing behind anyone’s back) and knew that both wanted me to ask them to homecoming, but definitely preferred one (we’ll call her the brunette). But when one of my friends mentioned he was thinking about asking the other girl, the blonde, to homecoming, I didn’t like the idea of having one of my options taken from me without my input so I asked the blonde out to homecoming instead.

We went on a couple of dates after that but it was clear there wasn’t really anything more there so we called it off. In the meantime my friend went back to his ex (a bad move for him) and the brunette I actually really liked was furious I didn’t ask her to homecoming and was basically done with me forever after that.

So yeah, bad move on my part all around.

I had been told that he had a huge cumshot by a friend of his ex. Was not disappointed.

A friend of mine told me that she has the greatest tits he has ever seen or felt and I had to at least try to get there

I knew she was easy and I was 19 and still a virgin. I was/am not proud of that fact.

Because my friend told me he came more than anything shes ever seen, she wasn’t wrong.

Because he dressed like a girl

Because they were attractive?