People Who’ve Hooked Up With A Friend Or Partner’s Parents Tell Their Side Of The Story
In most situations, when someone betrays the trust of a friend, romantic partner, or an ex, we get to see the person that they hurt explain how horrible the situation was for them—which is more than fair.
However, there are always two sides to every story, and these people came on Reddit to share the tale of how they ended up hooking up with a friend/ex/significant other's parent.
The Babysitter Is Such A Cliché
"I used to babysit a lot for my ex-boyfriend's family—it’s how I met him. He had a toddler sister when we were dating. Parents were split and I used to babysit for his dad when he had custody. I would watch his Dad come back from dates totally rejected and broken. I felt horrible. He was a genuinely nice guy. Attractive. A little older, but I have a thing for older men.
"When night he got a little flirty with me and I got a little flirty back. I spent the night. However, the dad started to get really touchy all the time and I eventually had to quit."
At Least It Wasn't Cheating!
"My first serious girlfriend's mom used to text me every day after her daughter and I broke up. Just friendly stuff at first and I used her to keep tabs on what my ex was doing (because I was a dumb 16-year-old kid). Eventually, it led to her telling me how much I reminded her of her high school boyfriend then things took a turn.
"She started sending very sexual texts and nudes then mentioned hooking up. Eventually, I ended up walking away from it all before anything really happened."
A Horrible Inevitability
"A friend of mine's mom basically hit on a number of us in the group, and sadly it just became kind of a matter of time before one of us caved and it eventually happened.
"He saw it coming and I feel bad for him. It wasn't me who did it, though."
That Mom Wanted That From The Start
"One of my first girlfriends in high school. Her mom used to be a little too interested in how physical we had been.
"Then her mom started flirting with me. One day while at their house mom grabbed me in the hallway and kissed me. After we split up, her 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 I Iost my virginity to her."
Was It Worth It?
"In my late 20s, my friend's mom separated from her husband and moved in with him. She's mildly flirtatious with me—no big deal.
"One time, my friend came to a party at my place and brings her. At her request, we hooked up while he was passed out in the next room. I'm not surprised we weren't friends after that."
While She Was Serving The Country???
"After graduation, my friend joined the Air Force (US) and continued long-distance style with her boyfriend she's been with for over a year. One day, she got a call from her dad. Turns out her boyfriend and her mom had hooked up, leading her parents to divorce.
"Her mom kept going with the relationship—I think the ex eventually married her mom."
The Definition Of Being A Homewrecker
"A good friend of mine had this happen to her back in high school. She caught her (also high school-aged) boyfriend sexting her 40-something-year-old mother and it led to her mom and her stepdad's divorce. All while she was 17 years old.
"She still has a strained relationship with her mom to this day—we are 25 now, so this happened almost 10 years ago."
Sure The Friend Was Not Very Thankful At Dinner
"It was Thanksgiving and I was driving my best friend's mom back home and she confessed that she hadn't gotten physically intimate in years since she became a widow.
"I told her that I hadn't either in months since I was moved. We talked a bit more and we flirted a bit. Once we got to her house, she asked me to come inside and we did the deed."
Hindsight Is 20/20
"I had sex with a good friend's mom. Looking back, it's really messed up. She had been working on me for months. I was only 18.
"I’m ashamed of it but fortunately, the friend never found out. As an adult, I now look back at it and realize that I was in over my head and she should have known better."
A Very Deserved Punch
"My brother's best friend from high school dated my mom in his 30s. She had my brother really young—when she was barely 15—so when his friend was in his 30s, she wasn't yet 50.
"I will always remember the night he found out. They fought, and my brother's friend left the house and got into his car. My brother followed him out and punched him in the head through the driver's side window."
Okay, But I Kind Of Love The "Forlornly Looking Out The Window" Vibes
"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. When we were young teenagers it was a bit of a running joke that his hot mum or how his Dad was her sugar daddy.
"One night, he had 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 so wasn't really feeling it. I went inside and in the kitchen, I found his mum drinking wine and looking forlornly out the window. I asked if she was alright and she confessed she was miserable and hated her husband. I opened up about my issues too with my family. 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."
Think Her Kid Got An A?
"I hooked up with my student's mom. I was teaching an after-school program, so I saw her almost every week at pick up, and we would talk a lot to the point that we became friendly. I was going through a divorce and happened to bring that up one time and she very quickly gave me her phone number and put her hands on me—she was not being shy about it.
"The next time I saw her, she asked me out to lunch and I said sure. We met up, had lunch (she paid), and she went on to tell me about how she and her husband were not sexually involved with each other and they were free to see other people. We went back to my place and the sex was wild."
Why Am I Crying In The Club?
"I was at a friend's birthday party. My friend was in her mid-20s, I was 30, and her mom was in her early 50s. She and her mom took really good care of me after my father passed—made sure I was eating, etc. At the party, we were smoking and talking. At some point, I just leaned in and kissed her. To my surprise, she kissed me back.
"The next day she stopped by my apartment to see how I was doing, which wasn’t uncommon. That day was slightly different. She was always a very good-looking woman, but that day she had more carefully applied makeup, earrings, and a blouse that showed off more cleavage than usual. I invited her in and we were off to the races. We both had a great time, but I thought of my friend and said that we probably shouldn’t do this again. However, it went on for months until I finally moved out of state."
What Happens At Coachella Stays At Coachella
"I slept with my friend's mother at a music festival while very high on acid. We were all hanging out, me, my two friends who were dating (we'll call them David and Claire) and Claire's mother. Claire doesn't feel too hot, so David takes her back to the campsite so her mother and I are alone at the festival.
"We get some drinks in, do some dancing, one thing leads to another...and yeah. Afterward, we just sort of chilled in my tent for a few hours before hitting the party tent, having a wee cuddle. The festival ended and, of course, the sensible thing to do would've been to never talk to her mother again. However, I am not a sensible man, and proceeded to not only see her again, but date her on and off for four years."
That Must Have Been An Uncomfortable Call
"My girlfriend went to New Orleans, and she told me she'd met the man of her dreams while there and was moving to Memphis to live with him. Her mom called me a week later and told me she'd left boxes of my stuff so I went by to pick them up. Started talking to the mom who was just as in shock about it as I was.
"Over the next few weeks, the mom and I talked a lot, both being hurt that the daughter had just packed and left. I got a message from her late one night asking what I was doing, jokingly told her I was in bed jerking off. She asked if I wanted company and I said 'always' as an automatic, throwaway comment expecting her to laugh. A bit later, she sent a message that just said 'I'm here.' I never actually thought she would come over. I let her in and three minutes later we were in bed. Twenty years later, my ex called and immediately asked, 'Did you seriously hook up with my Mom?'"
