39 Shocking Confessions Reveal the Untold Truths of Hooking Up with a Friend’s Parent
One of my first girlfriends in high school. Her mom used to seriously tell her that she should give me her virginity. Often.
Then mom started flirting with me.
One day while at their house mom grabbed me in the hallway and kissed me. After we split up mom used to still call me every now and then. One time asked if I wanted to come over and hang out. I did and mom got my virginity.
Well, I was a h***y guy, and my friend’s mom was… well, available, really. I’m not proud of it, it just kind of happened sometimes, and every time I felt shame. I don’t know, like I was betraying my friend’s trust? Worse thing was, she was actually a friend of my mom too, so I kinda saw her on a regular basis….
Suddenly, it’s all your fault. Try a new outfit? They’ll raise an eyebrow before you’ve even walked out the door. These folks don’t offer insights, they dish out judgment. Their words don’t guide you, they gut-punch your confidence. That’s not friendship, it’s emotional sabotage.
A friend at school’s mum was pretty hot. She was relatively young compared to most of our mums and his Dad was quite a bit older and absolutely minted. When we were young teenagers it was a bit of a running joke to give him s**t about his hot mum or how his Dad was her sugar daddy.
Fast forward to the end of sixth form (end of high school for US readers) when we were all 18 and he was having a party at his massive house to celebrate. Most people were outside getting drunk in the garden but I’d had a bad few months (family stuff) so wasn’t really feeling it.
I decided to go and chill inside for a bit and in the kitchen I found his mum just drinking wine and looking forlornly out the window. I asked if she was ok and she pretty much unloaded her issues! She was miserable, she hated his Dad, she’d settled down without having a life first, felt trapped because she couldn’t afford to leave, loved her kids etc.
I opened up about my issues too with my family and it actually felt good to talk to a relative stranger about it. I now realise I should have been seeing a therapist.
Anyway one thing led to another and she started making out with me. I didn’t stop her. She then led me upstairs and the rest is history.
On the one hand, it was pretty awesome, she was smoking hot, I was pretty inexperienced, and she really knew how to communicate in the bedroom. On the other hand though, I knew I was betraying my friend (and f*****g up his parents’ marriage) plus I could hear all my friends laughing and partying outside!
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