The only reason I met my ex was because his cock was too big for my BFF

last year I was at a pregame with my best friend Cora, both of us a few drinks in, and I noticed she kept shifting around like sitting hurt, and drunk me had zero filter so I just asked her directly what was wrong with her ass, and she went red but she was also tipsy enough to just tell me.

she'd hooked up with this guy the night before, really cute, they'd gone back to his place and she'd let him do whatever he wanted and apparently whatever he wanted had been a lot, and the problem was the size, like it had hurt and she hadn't said anything because she didn't want to be rude, and she'd already decided she didn't want to see him again specifically because of it.

I told her she was being dramatic and she said I wish and then somehow, in the way that drunk conversations escalate into terrible decisions, I said something like I bet I could handle it fine and she looked at me for a second and said okay fifty dollars says you can't take it without tapping out and I said make it a hundred and she took out her phone and called him.

I want to be clear that I thought I'd be fine because I was not a stranger to that department, I had done my research and had the equipment to prove it, but also I was nineteen and drunk and a hundred dollars felt like a lot.

he came over about an hour later and he was funny and easy to talk to through the door while I got ready which should have told me something, and then he came into my room and took his jeans off and I understood immediately why Cora had been shifting around on that chair all evening.

nine inches, I found out later, but in the moment it looked bigger, and I had approximately three seconds of oh no before the drunk horny part of my brain reminded me about the hundred dollars.

what followed was about two and a half hours of him wrecking me completely, he started slow and then stopped being slow, fucking me deep and hard while I tried to muffle the sounds I was making into the sheets and failed completely, he'd yank me up by my hair and shove his cock into my throat to get himself wet when he needed to and I'd taste myself on him before he pushed me back down and went right back in, one hand gripping my hip and I came so many times I lost count somewhere around the fourth and after that I stopped keeping track and just let him use me however he wanted which was clearly a lot of things.

I passed out pretty much the second he stopped and woke up to find him asleep on my couch because he hadn't wanted to leave without checking I was okay, which I was not expecting from the guy who had just done what he did to me for two and a half hours.

I made coffee, woke him up, we talked for like three hours, he made me laugh more than anyone had in a while, and I sucked him off in my hallway before he left because I wanted to and it felt like the right send off.

we dated for a while after that and it was one of the better few months I've had, Cora still brings up the hundred dollars every time his name comes up and I almost think she set the whole thing up on purpose and she will never admit it, it is a fun thought if nothing else.