People who have had sex with their best friend's parent, how did it go?

I know it's probably a little late but this actually happened to a guy I went to highschool with.

Jason (not his real name) was a pretty average kid, not particularly attractive but he usually managed to pull at parties, mostly through persistence. His parents had recently gotten divorced and somehow this meant he was looking after his mothers house for the weekend.

Like any young teenager would do, Jason organised to hold a massive party.The party itself was nothing special, although everyone had fun. But around 1am a bus of girls we knew from the nearby private school showed up. Apparently their formal post had gotten flooded so a group of them had decided to come to Jason's. Someone asked if there was any more booze was but Jason had passed out in a garden, so I set off to the kitchen to raid the liquor cabinet.

I quickly go into the kitchen but all I can find is an empty goon sack. I spot a few bottles of wine on top of a cupboard and am halfway through trying to climb up and grab them when I hear giggling and splashing from outside. I walk out onto the veranda and am greeted by the sight of the girls skinny dipping in the pool below. Giving a shout, I throw the wine bottles into the pool then decide to try something stupid.

As you can imagine, I ended up jumping from the veranda into the shallow end of the pool, shattering my ankle. I end up lying next to the pool in agony, while a bunch of drunk people debate if they should call an ambulance. Suddenly there's yelling from upstairs and people start running out of the house. Jason's mum was home. I figured I couldn't run anywhere and I was pretty tired so I just lay my head back and resigned myself to my fate.

When I woke up I was in a dry bed, in a pair of boxers I'd never seen before with my ankle wrapped up. This gorgeous woman walked out of the en suite, dressed only in a towel. She had long, olive legs and beautiful curly black hair that poked out of her polka dot shower cap.

"You know I'm going to have to call your parents now?"

I couldn't really respond.

"And I don't suppose there's any way you can possibly afford to pay for the damage you've done. Maybe you could pay me back some other way?"

"You mean, like mowing your lawn or something?" I responded, slurring my words, still drunk.

"Sure, or maybe something else" She dropped the towel to the floor. "Like maybe you can tell OP to use a serious tag next time."

/r/AskReddit Thread