39 Shocking Confessions Reveal the Untold Truths of Hooking Up with a Friend’s Parent

39 Shocking Confessions Reveal the Untold Truths of Hooking Up with a Friend’s Parent

Claire actually walked in on us after we had
..finished and I was so high I didn’t even really know what was happening, I just knew that I had done something very wrong. So the festival ends and we all go home and of course the sensible thing to do, would’ve been to try patch things up with Claire and never talk to her mother again.

You will find however, that I am not a sensible man, and proceeded to not only see her again, but date her on and off for 4 years. I have, so many stories about those four years.

PainIsPleasure , Munkhuu Report

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Young woman sitting thoughtfully indoors near a window with flowers, symbolizing hooking up with a friend’s parent experience. In my late 20s, I had a friend in a small mountain town in the Western US. His Mom gets separated, moves in with him. She’s mildly flirtatious with me, no big deal. Not enough to raise any red flags. Job changes and I move to the city, 90 miles south. He comes on weekends to party a few times, normal stuff. Then he comes to party and brings her. At her request we have a late night f**kfest while he’s passed out in the next room. Major violation of bro code by me, but she asked nicely. No surprise we weren’t friends after that.

mytmatt2112 , Mariano Nocetti Report

And finally, yes, brace yourself, some cross the ultimate line. Like these posts show, they don’t just break boundaries, they bulldoze through them. So what would you do if your so-called friend did that? Would you confront them, cut them off, or just curl up in secondhand embarrassment? Tell us your thoughts, because honestly… we’re still trying to recover.

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Young man in black leather jacket covering his mouth with hand, reacting with surprise after hooking up with a friend’s parent Here we are…. the post I’ve been waiting for.

I sucked my best friends dad’s d**k.

EDIT: I have a mix of shame and pride for my awards you beautiful bastards.

Me and my friend (B) had been preparing to go away on holiday, to work. We were at her Dad’s house whilst we had been packing/preparing, B and her step mum needed some kind of sun tan lotion (not too sure) and other bits so stated they would go to the shops whilst I stayed back to finish off and hang out (I am a guy).

Me and B’s dad were just chatting and joking (all aware I am gayish) playing on his pool table/sharing a beer. He started given me a jokey chat about looking after B as she’d hadn’t been away by herself (we were maybe 17 at the time).

– B’s dad was semi-famous for 2 things; supposedly how he would “go down on big birds for hours” (that’s Brit slang for larger ladies) and his massive d**k.-

B’s dad and I were sat down in his conservatory, I was sat on the sofa and he was sat across from me. He had been wearing these short shorts and at the angle I was at I could see his d**k popping out. I evidently had made it obvious and he starts jokingly telling me to stop staring. I try to laugh it off, fein embarrassment when really my mouth is starting to water haha.

I started asking how big it actually is and if it was hard etc. He was laughing and saying no, it was very jokey ‘laddy’ at this point. He then started teasing me if I wanted to see it, after a back and forth he pulled his short shorts down really quickly and then back up.

– After that I was enthralled. It still remains the biggest d**k I’ve seen in real life, and I’ve had a**l with a 10″ d**k, his was bigger. –

The next part is fairly embarrassing and awkward but effectively I kept asking him if I could see it again as I was “shocked”. Then I asked if I could touch it, which he said everyone always does…. then it got somewhat intimate as my lips were around his head……. the rest of that would be a trade secret haha.

The worst part came about 18 months later when we all met up for a lunch. He kept teasing me about stuff in front of B and boyfriend, her mum, his then wife and other family about me being “camp” and my weight etc. I remember feeling like I could be a total c**t and out the secret but i loved the rest of the family too much.

-He was fairly masculine and played on being a man’s man, that wasn’t ever the case, but at the lunch he had got a new ear piercing and the older family had been teasing him about beung soft-

Towards the end of the lunch I got a bit of confidence and responded to one of his jibes by making a a comment about his earring making him look like George Michael and would he prefer it if my mouth was full. Safe to say he was very quiet haha.

Besides me and him, you guys and some people I’ve told as I got older and moved away nobody knows. So, a fair few people know…..

YourDadsD**kTickler , Ekaterina Belinskaya Report

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Young man wearing sunglasses, resting on a couch with cushions, reflecting on hooking up with a friend’s parent. My mum had a friend, and I was friends with her son. I had turned 16 in November, and went to their house for a party over christmas. I got drunk and passed out on the couch in the living room.

I woke up to the house empty, apart from my friend’s mum sucking my d**k.

That turned into a “relationship” for about 18 months.

One afternoon my mum is telling me how s**t I am, and how none of my friends can be trusted, so I asked her if she could trust all her friends. When she says yeah, I asked “even margaret?” And then the truth came out. Most of truths anyway.

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