Not sex but once in high school my girlfriend's dad (who we thought was out of the house) came in her bedroom when we were making out on her bed and she was topless. This was like 25 years ago so I can't remember for sure, but I want to say she was topless in jeans, it could have been shorts or panties though. But either way he blew his top and shouted at me to get out of the house and I got nothing but PURE poison from him from that point on, just completely openly telling me he hated me and he wanted his daughter to dump me (which we did eventually break up).
I took it in stride at the time like "whatever," parents being lame, but in retrospect I do think it was a completely inappropriate way for an adult to treat a teenage boy. Like damn bro - I was a good student, didn't get in trouble, didn't do drugs. As far as first boyfriends go I think I was not that bad of one, it sure could've been a million times worse. God forbid I see your daughter's nipples. You know she's a human being right, I'm pretty sure that's gonna happen one day. If I was a dad to a daughter one day I like to think I would not be so insane about something like that!
On the other end one time with my now-wife (then girlfriend), her dad was going to go with us on a kind of Saturday excursion to go to the mall or something like that and we got horny and decided to have quick sex about a half hour or forty minutes before he was supposed to arrive to pick us up. To set the scene, this is a very small cheap "starter" apartment - basically the entire thing besides the bathroom is one big room; kitchen, TV room, bedroom all in one, with the mattress is one corner, fridge and kitchen sink in the other, small couch and TV in the middle. The door leading outside is thin and has a window on it (with the curtain down).
So I'm literally balls deep, pumping away, she's rubbing her clit while I fuck her, and there's a knock at the door! We pause for a second and it knocks again, and her dad says something like "Honey I'm here, I came early." We freeze and she eventually calls out something like "We're still getting ready," and he says something like "I can wait on the couch," and she goes (remember, my cock is LITERALLY in her pussy while she's having this conversation with her father) "It's not a good time!"
After a few seconds he's like "Oh! I'll take a walk." and disappears, and, despite being thrown off, we do indeed finish up, lol. Get dressed, and like half an hour later he comes back.
In complete contrast to my other story, he takes it completely with good humor, only teases us a little in good fun, and the rest of the day went just fine, he and I always got along great and still do.
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