Have you ever cheated on your SO?

How did you cheat? For how long did you cheat? Why did you cheat (was it for the thrill of seeing someone else)? How did they did they eventually catch you (if this was the case)?

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Comments (191)

Mar 9, 2021 - 4:41pm

I have only cheated once and I was hammered one night and just made a mistake. 

My gf at the time and I had a fight that night and I was pissed at her and thought we might break up. I went out without her to this house party in Glover Park DC and this girl was hitting on me like crazy and I told her I was in a relationship. We were having drinks at her place outside on the patio and she kept flashing me her skirt/panties every few minutes. The more I denied her, the more she seemed to want it. Then she said she would be right back and she went upstairs and took off her panties and came back and started flashing me raw. It was too much for me and I had to go to her room and give it to her. 

I told my gf at the time at a bar that I cheated on her and she threw a full beer bottle at my head going down the stairs and almost hit someone else with it and it shattered in the bar. She was really pissed, but we stayed together until I broke up with her a few months later.

We are still on good terms. 

"If you always put limits on everything you do, physical or anything else, it will spread into your work and into your life. There are no limits. There are only plateaus, and you must not stay there, you must go beyond them." - Bruce Lee

  • 13
Mar 9, 2021 - 4:53pm


that's hot

why did u break up with her 

She had anger management issues. She hit me with her purse in anger once and I said if you do that again, we're done. She got violent again for the 2nd time and I told her that was it. I drove her home and she wouldn't get out of the car. She tried to say we weren't done, but that was it. She was in fixed income, we met in CFA class in DC. She was pretty cute, but I was also moving to NYC at the time and didn't want to be in a relationship or long distance relationship. 

"If you always put limits on everything you do, physical or anything else, it will spread into your work and into your life. There are no limits. There are only plateaus, and you must not stay there, you must go beyond them." - Bruce Lee

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  • Associate 2 in CorpDev
Mar 10, 2021 - 11:33am

How did she flash you every few mins though? Were you sitting with she was standing.. in which case you could have reposition yourself to avoid it. Just sayin' mate, bet you wouldn't have done it differently though :)

Mar 10, 2021 - 1:02pm

We were both sitting side by side and she kept moving around and bringing her knees way up and blatantly flashing me and giggling.

"If you always put limits on everything you do, physical or anything else, it will spread into your work and into your life. There are no limits. There are only plateaus, and you must not stay there, you must go beyond them." - Bruce Lee

  • Intern in IB-M&A
Mar 13, 2021 - 7:15pm

We already do. We post on the corpfin section past 8pm since nobody goes there #corpfinafterdark

Sometimes Patrick catches on and deletes the threads tho

Mar 13, 2021 - 6:07pm


Why did you tell your GF? What was to be gained from that at all? ESP if you knew she had anger issues.

I have a conscience. If I am going to be in a relationship, it has to be truthful and transparent. I made a mistake and had to come to terms with it.

"If you always put limits on everything you do, physical or anything else, it will spread into your work and into your life. There are no limits. There are only plateaus, and you must not stay there, you must go beyond them." - Bruce Lee

  • 1
Mar 9, 2021 - 8:19pm

No. But I did do an elaborate prank with my brother a few years back where I changed his # in my phone to Kelsey or some shit and we dirty texted all day. I then had arranged for him to start blowing up my phone at a set time when I'd have my phone on the table and would be with my then-gf-now-wife. That evening, we're together and phone starts blowing up as planned. I do a "bad job" trying to hide it and fake trying to play keepaway for like 15 min. Then I "let" her grab it out of my hand and she sees the texts and freaks out. I let it play out until she tried throwing my monitor out the window. She's still a little mad about that one.


Look at all these wannabe richies hating on an expensive salad.

  • 2
Mar 9, 2021 - 8:37pm

One time a few years ago there was an executive of a rival company (I believe she was serving on the board of Standard Oil). We met at a speakeasy in Louisiana when I was on a business trip (pitching an investment for our new power plant) and she started to 'size me up', as the kids say these days. She even offered to let me light her cigarette. Things escalated until she even removed her white gloves and allowed me to kiss her hand. At that point I had to put my foot down and tell her that I was getting too distracted from the upcoming meeting I had with potential investors. So to your answer your question, no, I've never cheated on my wife (going on 102 years strong). Although sometimes it gets lonely in the office so I have Smithers give me a foot massage after bringing me my afternoon tea.

  • Business School in IB - Ind
Mar 9, 2021 - 9:34pm

If I cheated on my wife I would feel so bad I would probably kill myself. I would prefer to say "hey look, I want to have sex with someone else more than I want to stay married to you." And do it that way. I don't think that will ever happen but I couldn't be married, fuck someone else, then look at myself in a mirror the next morning.

This shouldn't but probably does depend on your wife. I have a nice southern bell who was a virgin when I met her and has only ever had sex with me.

  • Business School in IB - Ind
Mar 10, 2021 - 12:38pm

I went to some semi fucked up lengths to verify she was a virgin.

I stole her phone while she was sleeping and texted her ex and said "glad we never had sex." He responded saying something like "yeah me too hope everything is going well." She was so pissed when she woke up but I confirmed she wasn't lying :)

Hoes be lyin so you always gotta check lol

  • Prospect in RE - Comm
Mar 11, 2021 - 8:24pm

why are some younger adult men in the 21st century still so obsessed about their chick saving their virginity for them lmao? their lack of experience means they don't know what they're doing...

Mar 9, 2021 - 11:42pm

Yeah, I think I cheated in every relationship I've been in. I just think it's unnatural to only have one partner, and with time if it's the same partner all the time, I stop being excited and the sex life and the relationship suffer. So, I meet with other girls to spicy it up and keep the sex life exciting. And as ridiculous as it sounds, it actually helps to have stronger relationships because if my girl is not the only girl, I don't get bored of her as much.

When I was younger, I usually hid it. I would rename girls in my phone, delete messages after receiving and replying, never take photos together. But I still remember many years ago how I was walking with one girl and we met my other girl hanging out with her friends :)

Lately, I haven't been hiding it. And I usually just let it happen - if the girl wants to find out, she can find out and break up with me if she wants to, I'm fine with that. Last relationship my girl found a photo in my phone of me having sex with another girl, and broke up with me, which was painful cause we dated for like 2 years, but I had like 20 other girls during that time, so it's fine.

After that last relationship, I started seriously considering being upfront with girls. There are many girls who are fine with open relationships. Of course, it's not ideal letting your girl fuck around, but maybe it's fair.

So, I'm in a serious relationship with a girl now. We've been dating for almost 2 years. And I actually had a talk with her about open relationship, cause she knows how sex is very important for me, and we've been very open with each other. And she actually said that she's fine if I hook up with other girls, and she won't have other guys cause she needs deep emotional connection to enjoy sex and she can only have it with me. So, she may be the one.

Mar 9, 2021 - 11:59pm

That's what I live for. I think every decision in life I made was to get more girls: studied hard to get a well-paid job, played guitar, was an athlete, keep working out almost every day, count calories - all to attract more women, and it's paying out well and I'm happy.

Mar 13, 2021 - 12:41pm

Or neckbeard type vibes. 

Yeah bros- I have so much sex with so many hot girls. Im having sex while posting on WSO right now. She's soooooo hot. Sometimes I have sex with other girls and my gf just joins in for the fun. That happens like every day

“The three most harmful addictions are heroin, carbohydrates, and a monthly salary.” - Nassim Taleb
  • 2
Mar 10, 2021 - 8:07pm

most probably 4 or 5:

4. be happy and lonely old man and live in South East Asia and keep plowing local girls with Viagra pills

5. be happy and find somebody old and lonely and be with them. there are a lot of lonely older women (either divorced or the husband died) who are looking for a companion. so if I'm old and done with sex I can just find somebody around my age or slightly younger and share the rest of my life with them.

to respond to your options:

1-2. I don't see me being unhappy because memories of my adventures will heat up my heart

3. I don't want any kids ever. it's a huge waste of very limited time, as well as a waste of money and energy.

Mar 10, 2021 - 1:49pm

If this isnt a troll, the stupidity in this gives me a migraine. It may be true that monogamy is unnatural, although almost everything we are doing right now as a species is considered unnatural, so to me this is a bad cop out, especially your later comment of not wanting your girl to sleep around with others, just you. How you were never upfront to anyone about your beliefs on the subject and just continually cheated on everyone (hid early on but dont now) is ridiculous. How about owning your beliefs and being upfront with girls, really not that hard. You want to sleep around outside of your relationship without communicating that (cheating), how about you 1. stay single and sleep with whoever or 2. communicate this upfront to your partner about an open relationship and go ahead. Be a fucking adult for fucks sake, there are plenty of people who arent monogamous that have fulfilling relationships, no excuse to consistently cheat. And this attitude of "i mind being an asshole as long as im happy" is such a bullshit façade, especially in this case since that doesnt even apply to this situation. You can sleep around and have a bunch of casual sex while being single or outside your relationship if you are upfront about your beliefs/open relationship if you do meet that person. There is zero reason to be an asshole and consistently cheat, unless you are sad, insecure, and too scared to be upfront with people. I hope your outlook changes or you will live a very sad and unfulfilled life.

  • 13
Mar 10, 2021 - 8:15pm

my beliefs are very controversial and if I let girls know about them before sex, most of them won't have sex with me.

there are not many girls who are interested in just sex or open relationships. so, not to limit myself I had to lie when I was young and poor. but now I am actually more open cause I can attract enough girls even without lying.

Mar 10, 2021 - 2:37pm

I haven't but I've seen friends do it and kept my mouth shut cuz it's the bro code. Always funny every time I see one of the couples getting intimate because I know she is getting played like a fiddle. Sad but funny

  • Analyst 1 in IB-M&A
Mar 10, 2021 - 11:45pm

First girlfriend: just got nudes snap, almost broke up. Was very young and didn't really think it was cheating but she was devastated regardless. Terrible feeling.

Second: just emotionally. Didn't kiss or fuck, so I thought it was fine. But cheating is what "isn't allowed" but it's rather will hurt the other person and break their trust so it was cheating none the less. 
Third: yes. Fully cheating. Fucked 4-5 chicks while studying abroad (she had an idea but didn't care) and fucked one chick on a random night out. That's the one which she cared a ton about. We broke up and kept fucking while she at least knew I was fucking other chicks, so it was honest.

fourth, and current, girlfriend: before officially dating I was still fucking #3. She didn't know, and she found out and asked me about it. I didn't lie and straight up told her "yes. We are not and were not exclusive." Wasnt happy and we took a break. We reconnected a few months later when we started actually dating. We also have extremely great communication. I have been open about the fact I have cheated on previous girlfriends - not an easy convo.

It's a terrible Feeling hurting someone you care about and I will refuse to ever feel that again. I will tell a girl straight up that I need to be single before I would cheat on her. Have definitely grown a ton and it's shitty that people got hurt in that process but I can only make sure that no more people do.

Mar 11, 2021 - 4:49pm

Coming from someone who whores themself out for greasy cheeseburgers . . . smh

"The problem with Socialism is that eventually you run out of other peoples money" - Margaret Thatcher
  • Intern in IB - Gen
Mar 12, 2021 - 9:36am

Other people have said it, you don't love them enough to give them the honesty/loyalty/respect they deserve. Break up with them. You're hurting someone else and you're not gonna be satisfied in a relationship.

Mar 11, 2021 - 3:23pm

I think if I can get my deadlift high enough though, my wife's gonna have no choice but to start bringing other chicks into the mix in order to satiate my toxic masculinity. I'll keep plugging away.


Look at all these wannabe richies hating on an expensive salad.

  • 2
Mar 12, 2021 - 8:17am

If you're unwilling to make sacrifices and undergo even the slightest discomforts to be with your SO  , then that's not love.

And if you find looks to be a major weakness than find someone who is attractive to start with. Don't waste a 6s time.


Mar 14, 2021 - 10:25am

Yes because she cheated on me first and I knew the relationship was over at that point anyway.

Mar 19, 2021 - 12:57pm

In high school I cheated on my girlfriend while I was away at summer camp. We stayed friends because she's really bad at cutting off toxic people from her life (yes obvs I was toxic at that point). Later on, she became best friends with my current girlfriend. About 10 years after I had cheated on her she tried to initiate a threesome with me and my current girlfriend. 

Some people just work differently lol

Mar 24, 2021 - 4:55pm

Junior year in college, I was in a serious long-term relationship. My ex was a bit crazy so I felt as if my unflattering behavior was nonetheless justified. She lived in a luxury building a short walk from the business school. Her building had a 90:1 sorority to non-greek girl ratio - exactly the place where'd you want to be if being mischievous is your thing. This was a great opportunity for me to leverage the location and avoid the long commute to my 7am class, thus sleeping over at her place became my new routine. One Saturday night, her phone lights up. Another message from her ex. Five minutes go by and I continue to restrain myself. Impressed by my mental strength, I patted myself on the back and decided to take a sneak peek. As suspected, her ex had been constantly checking on the status of our relationship. Hiding in the shadow waiting for a chance to strike. Although, she never answered him, I overreacted by arguing that she should have blocked him a long time ago. Quickly, a huge argument breaks out and I head for the elevator. After 20 seconds, I found myself in the lobby trying to escape the laughter of some drunk 20 years-old making it back home from their scheduled weekly Saturday night escapades.

That's when I saw Jenn. God was she beautiful. She was standing outside in a 20 degree weather waiting for an Uber after her friend left her to attend, a "classy" frat party. I had no time for introductions and my decision making wasn't at it's usual peak level. I offered to give her ride home. She agreed. We make our way to the parking lot and drive off. We drove for 10 minutes until the snow decided that our trip was over. She chose the music and listened to me vent about my relationship for the better part of the next hour or so. As the snow subsided, I decided to cut the night short and deliver on my promise of dropping her off safe. We arrived and jumped out to open her door. I proceeded to tell her that our short interaction was the most phone I've had in years. She invited me inside. It took less than 10 minutes for her to make a proposition; one that I eagerly accepted. I had no instant or delayed regrets. One month ago we got engaged.

Long story short, if you want to cheat, cheat. You never know when your next side piece will turn into your wife.

Mar 27, 2021 - 3:20am

Echo all the comments above to reiterate that just don't cheat. If you care that much, just tell your current partner that you're looking for someone else. I get some people might feel like monogamy is a scam and/or they need multiple partners (and that's totally valid) but cheating is never the solution

Apr 5, 2021 - 8:45pm

I came to this thread expecting stories of MD's ruining third marriages by getting caught banging an intern or doing drugs with a stripper.

This is some lame college bullshit.

"Work ethic, work ethic" - Vince Vaughn

  • 5
  • Associate 2 in RE - Comm
Jun 6, 2021 - 10:14pm

There are tons who cheat on their significant others. Just go through the AMP reviews (yelp and WSO for Asian massage parlors) forum to see how many users especially in NY are on there. And they review women as if they are in a  fish market lol. Then you have escort agencies in NYC- lear talent, diamond desires, desires of new york, etc.  Again, spending 15 mins on AMP reviews gives you all these details. You have names of the pimps/madam, addresses, etc but ever wonder why these wont get shut down? Because cops, district attorney's, judges, etc are customers lol. Now with this info, tell me, do you think someone cheating on their significant other are some rare one off things? Nope, You have people cheating on a weekly basis, sometimes multiple times a week. And easier to do mental gymnastics and pretend it's nobody that we know cheat but the people who see an escort or get a handy from an AMP are literally around us all the time (dad, brother, friend, co worker, etc). Heck the place they go see an escort could even by an apartment down the hall from us. If you ever see someone from Lear or the usual suspects you will know what I mean. This is the world we live in. 

  • Associate 1 in RE - Comm
Jun 27, 2021 - 4:12pm
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