People Reveal A Person They’ve Slept With That They Can Never Tell Anyone About

Some people keep their romantic or sexual experiences completely private. There can be many reasons for that. It might involve someone they know closely, a complicated situation, or something that could create problems if other people found out.

One Reddit user, u/tellmeanon1, asked an interesting question: “Who is someone you’ve slept with that no one can ever know?”

The responses were full of surprising confessions. Some people admitted to being involved with someone connected to a powerful local family, while others shared stories about unexpected relationships with a friend’s sibling or a former family member by marriage. Every story had its own reason for staying a secret.

Below are some of the most shocking and unforgettable answers people shared. For privacy, the stories have been edited for length and clarity.

1: Their Future Mother-In-Law

From Redditor u/couple_arjunsmitha:

This is a story of a friend of mine. One of 3 people who know it in the world.

Back in 2018, he was 23, she was 32. They met at an Indian wedding night. He was single, rich, handsome, and she was married with two kids, but too beautiful. Somehow, things were not great between her and her husband. He got a chance to have her that night, and since then, they have been secretly having an affair.

The twist in the tale is that 6 months ago, she married off her daughter to him in an arranged marriage setup, who just turned 19.

The sad part is that they are still secretly doing it (sorry, he hides nothing from me). No one even suspected them in all these years, and not even now.

We are living in an evil world.

2: Their High School Art Teacher

From Redditor u/SimpleElevator406:

For me, the senior year of high school. I had a relationship with my art teacher, who was 29 years old, but looked like she could have just gone out on the floor with the cheerleaders.

As an adult, I’ve come to realize she must have had all kinds of mental issues, but when I was 17-18, I just felt like the luckiest kid alive. She was fun, had money, treated me awesome, and treated me like a Greek god in the bedroom, not like little high school girls I had to struggle to be with.

She opened my eyes to what sexuality with a woman was about. Of course, this would be illegal, but I didn’t see it that way at the time. I had her as a teacher for several art classes over a couple of years, and we were very friendly. She liked my art, and I thought she was a super cool teacher and sexy AF… She was always super careful, and we made sure nobody, even my best friend, ever had a clue.

I have to admit one thing, though, I didn’t give much of a crap about dating girls my senior year. When it ended, I have to admit I felt like I was in love with her. She always told me we couldn’t ever be serious, and I knew that, but I think I loved her. I never saw her again after graduation and have no clue what happened to her, and to this day, I’ve never told anyone.

3: Their Late Friend’s Wife

From Redditor u/piper63-c137:

My dead friend’s wife, a couple of hours after he died.

I was helping my friend and his family with his palliative home care. He died around midnight one evening. His wife, his brother, and I were the only ones in the house that evening. When he died, the brother went outside to the garage to drink and smoked dope until he passed out. His wife and I waited for the medical staff to arrive and pronounce him dead, and then the funeral home folks to take his body away.

Around 4 am, after all this, we were sitting on the couch. She was grief-stricken and sobbing. Then she switched gears completely, grabbed my hand, and dragged me upstairs.

She explained that for years, I had been her “hall pass person“and that her husband had made her promise not to have sex with me until he was dead. She didn’t waste much time.

4: Their Mom’s Best Friend

From Redditor u/rpc56:

My mom’s best friend. From my 18th birthday until I was about 26. She and I met up multiple times a month, even if we were seeing other people. She was a high school administrator. She was adventurous. I’d imagine if she were alive today, she would have been a member of r/dares gone wild.

Many years later, I slept with her daughter. Her daughter doesn’t know, and the only other person I wouldn’t want to know would be my sister.

5: A Woman Who Also Hooked Up With Their Father

From Redditor u/Fairygodfather329:

A few years after my dad and mom got divorced, I went on a road trip with just my father and me. It was just after college, so I was 22-23 at the time, my dad early 50s.

We stopped overnight in one town where my dad had acquaintances/friends, and that night we had dinner with two ladies, one in her mid-30s and the other in her mid-40s.

Anyway, everything was fine, and I could tell the younger one liked me by the attention she was giving me. She invited me to go to the bar afterwards, and long story short, we ended up having sex that night at her place.

The next morning at the hotel where my dad and I were staying I told my dad I needed to run some errands (work out at the gym, check email at the internet cafe… it was early 2000s) and I’d be gone for a few hours, and I’d meet him in back in the room around noon for lunch.

I finished early, around 11:00 am or so, and went back upstairs. I had a key to the hotel room and opened the door, and caught a glimpse of the same girl I slept with the night before on top of my dad in his bed.

I walked out immediately and went downstairs and texted my dad that I was waiting for him there. The three of us had lunch together after, but it’s never been brought up, and I never saw that girl again.

6: Their Youth Pastor

From Redditor u/ThrowawayMod1989:

When I was 17M, I had a fling with my youth pastor 28F.

I did tell my parents about ten years later when I was drunk, and I’m pretty sure they just thought I was bullsh*tting, lol.

Should’ve seen my dad’s face when I said it, though. Bullsh*t or not, he knows how hot she was, lmao.

7: Their Mother-In-Law

From Redditor u/seebob69:

My mother-in-law.

I was separated from my wife at the time, and she, my MIL, asked if I could paint her apartment. She would pay me, and I agreed.

It was a 3-day job and I lived on the other side of town, so we agreed that I would stay over. It was summer and hot, and I worked in just shorts, and she was hanging around in next to nothing.

She wasn’t a bad sort, and we had drinks at the end of the day. Anyhow, we had sex…

Oh, she was a widow, so it wasn’t like I was cutting anyone’s lunch.

8: Their English Teacher

From Redditor u/Limp_Classroom_1038:

My Year 10 English teacher, but it was 10 years later, after a school reunion.

An awkward and interesting plot twist – her youngest child and my eldest were in the same grade 1 class years later.

Met her (cheated upon) husband at a Father’s Day afternoon at the school.

Can’t imagine the look on her face when he told her he’d met one of her former students.

9: Their Future Husband’s Uncle

From Redditor u/shortysplayground:

When I (female) was 20 years old, I slept with my husband’s uncle. He was not my in-law back then. It was about 10 years later that I got married (31).

I was friends with his older sister as a teenager. He is younger by a few years. It is always weird when I see my now uncle-in-law. He compliments me. Even when his girlfriend is there. She doesn’t like me. I slept with her husband she had back when I was 20. I didn’t know he was married. I had just moved to the city from a small town. I moved around a lot in my 20s.

The gatherings my in-laws have are awkward. I did very stupid things, and I have to live with them.

My husband knows about one of the hook-ups. I think it would break him if he knew about his uncle. The roll in the hay. My MIL’s kid brother.

10: Their First Cousin At Their Grandmother’s Funeral

From Redditor u/South_Development_22:

Well, I banged my first cousin at my grandmother’s funeral. But it’s okay because my mom and her sister were both adopted from an orphanage, so we aren’t actually blood related. IDK whatever, she was cute and I was a manwh*re in those days.

We hadn’t seen or even spoken to each other since we were young. We just laughed when we saw each other at my grandfather’s funeral. Of course, we banged that time too.

A couple of years ago, my brother died, and she was there, ready… But I didn’t have it in me; losing my only sibling broke me. Haven’t seen her since.

11: The Girlfriend Of The Local Irish Mob Leader

From a Redditor:

I am not sure it can be known now, but 20 years ago, it could have killed me.

So 20 years ago, I met this girl at a bar, we hit it off, she invited me to her place, we ended up staying there for 2 days, just walking around naked and having lots and lots of sex. Finally, I went home and bragged to my roommate.

He turned white, looked her up on Facebook, and showed me her profile picture. She has a guy in the photo with her, arm around him, looking like a couple. Turns out the guy is the local leader for the Irish mob in my city. Buddy was like, “You have to leave the city, you cannot tell anyone about this.”

I immediately called the girl. She was relaxed. She said she was pretty sure it was over with him as she hadn’t seen him in almost 2 weeks, and he hadn’t called her. They had been together for 2 years, and things hadn’t been great the last few months. She assured me I was in no danger, no one saw us, and no one knew we banged. I’m like, “What the f*ck, pretty sure?”

I sweated for like a month and was relieved when it was found out he was murdered, and that was why she hadn’t heard from him. I continued to be her rebound for around 6 months.

12: A Set Of Brothers While Deciding Which One To Date

From Redditor u/superpete1414:

In my early 20s, I was trying to figure out who I wanted to be with out of a set of brothers.

The first brother was one of my closest guy friends, and we ended up sleeping together, but a relationship was never going to work.

The younger brother started pursuing me around the same time, and there was a LOT of back and forth until I landed on the younger, whom I ended up marrying. They had a contentious relationship, and I was always worried there would be some sort of fight break out at a family event where the early details would get brought up in front of everyone.

Thankfully, that is now my ex-husband and ex-brother-in-law, so it’ll never be an issue for me, but yeah, that was a wild summer of 2008!

13: Their ENT Doctor

From Redditor u/Strange-Marzipan9641:

My ENT doctor. I had been a patient for about 6 years at that point. We had bonded over college football since we had graduated from the same university; I four years before him.

I happened to run into him at the airport departure gate heading to Vegas. I was going for pleasure (meeting friends there), he was going to a conference. We ended up sitting next to each other on the flight (Southwest, open seating) and by the time we landed, we had plans to meet “for a drink” at his hotel bar the next night. I ended up staying the night.

We were (and still are) married to other people. My husband knew and was okay (we are polyamorous). Doc’s wife would not be too happy.

He’s still my ENT… 9 years later. Subsequent office visits since that trip aren’t even awkward, just friendly and professional.

14: Their Former Student

From Redditor u/Master_Cut3385:

The boy who had a crush on me in his senior year. I am his former teacher.

I resigned after he graduated to pursue further studies. One day, we met again at his university, and he was already in his second year. I was there for a collaboration project for research. He greeted me in the hallway, we had coffee, exchanged numbers, and parted ways.

He texted me if we could have dinner with some of his friends and my former students, too, and I agreed. After dinner, we had drinks, and he offered to walk me to my condo, which is nearby.

I asked him if he still has a crush on me since he was very vocal about it when he was still my student, he said, YES. It was awkward. He asked me if he could use the toilet in my unit. Out of courtesy, I said yes, and we went up. I opened the door, I let him in, and directed him to the toilet. Instead, he kissed me and asked me if it was okay. I gave him consent.

After that night, he left without a word. We never talked after that.

15: Their Best Friend’s Sister

From Redditor u/BrentMacGregor:

I practically grew up at my best friend’s house, and his older sister was a complete tease to me back then.

We were at a wedding years later, and since I flew in for the wedding, we shared a car to get there. We both had been drinking (we had a designated driver), and I ended up crashing at her place. I said I would sleep on the couch, but just as I was settling in, she said, “I have a king bed; there is no reason to sleep on the couch.” I accepted the invitation, and it quickly led to us making out and then a lot of sex.

I had real regret the next morning, but not her. She said I should move back there. I just felt way too weird about the whole thing, like I committed incest.

We have kept it a secret, which I’m glad about. I’m still tight with both her brothers, and I would hate to have anything wreck that relationship.

16: A Woman Who Later Dated Their Younger Brother

From Redditor u/BlottomanTurk:

My girlfriend at the time gifted me the best thing a teenager could ever dream of for my 17th birthday: a threesome with her best friend (yes, it completely held up to the imagination… albeit difficult to maneuver in the back of my minivan, lmao).

A few months later, the friend and my younger brother met and started dating… and they were together for at least a couple of years.

I mean, she probably told him at some point… but there ain’t no way in hell I’m ever going to say something to him about it.

17: Their Best Friend’s Future Wife

From Redditor u/TyrannosavageRekt:

When I was at one of my lowest points, I met this woman at the bar who kept hitting on me. I was pretty drunk and ended up going back to her place and having sex. The following morning was instant regret, one of the few (if not only?) times I felt that way about hooking up with someone. I’d never met her before.

A few months later, my best mate told me he’d just met someone, and when he told me her name and showed me a photo, I realized it was the same lady I’d hooked up with.

It came out pretty early on, because his wife and I are both honest people who wouldn’t want to keep something like that from him. It was a little awkward at first as she would bring it up in front of us both now and again when she was drunk (I don’t know what – if anything – she was trying to achieve by doing so), but she soon grew out of that.

They have a pretty great relationship, though. They’ve been married about eight years now and have two beautiful children. I was his best man at their wedding.

Still weird to me though that someone who was my biggest regret at my lowest point, ended up being the love of his life.

18: Their Best Friend’s Younger Brother

From Redditor u/canibuyatrowel:

It’s been a long time, but at the time, it would have been incredibly scandalous. Especially because when we were in college, he was in high school (nothing happened), and when I came back for her wedding after we graduated, he was in college (and for some reason it felt like I was such an adult compared to him at that point). The whole time, we were all in this evangelical “no sex before marriage” world.

But the tension built from the day I met him, and there was no hope when we shared a sectional couch the night of her wedding. She still doesn’t know, as far as I’m aware.

19: An A-List Musician Before Their Breakout

From Redditor u/putinisbae:

A very notable A-list celebrity. I was staying at a hotel for a work conference 5+ years ago, and she was there for a gig in the city before she got super popular. We hit it off at the bar, chatting about some of our favorite bands we had in common, and then headed back to her room. The coworkers I was sharing my room with gave me the side eye the next morning when I showed up late to the conference.

I got home, and that same celebrity was on the news for their “breakout performance.” Turns out they were staying in a business hotel to avoid the press/media. Got a fist bump from the coworker the day after the news came out.

I went to one of her shows, fully thinking she wouldn’t remember me, but we locked eyes and she mouthed my name in place of the correct name during one of the songs. Guess she didn’t forget.