24 Men Reveal What Made Them End A Friendship With A Guy Friend

Published 7 months ago

One thing you realise over time is that if you’re willing to give, people will take. Whether it’s your time, your listening ear, or your money if you don’t set up boundaries, no one will do it for you. 

This can even mean that some whom you call friends end up abusing your tolerance and taking more than you expect. One ‘Ask Men’ community chat recently took off when user ‘Background-Grape8026’ asked the men of Reddit, “What was it that made you want to end a friendship with a guy friend of yours?” Various answers poured in and we’ve shared a few perspectives covering scenarios ranging from heartbreaking to frustrating, in the gallery below. 

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#1 We were great friends in junior high and part of high school. Into early adulthood, he ONLY called me when he needed something. Quit taking his calls.

Image source: anon, Vlada Karpovich


Image source: Rumble73, cottonbro studio

I’ve lost a few over the years:

– kept breaking up and getting back together with a girl he thought was super boring and he really didn’t like but she was always there. Got tired of him moaning about her but then stringing her a long. Thought it was cruel and realized that’s not the type of man I want to hang out with.

– developed a sour attitude in life about how he couldn’t get ahead. He slowly got jealous of the groups of guys we hang out with success and got mean spirited. We ALL tried to help him, get him jobs, interviews, hired him etc to get him experience but the f****r wouldn’t work hard at all.

– did way too many drugs and partied but didn’t clean up for work and important things. Was a liability to keep hanging out with him


Image source: SquirrelGopher, Michael Burrows

My best friend if 16 years let me know 2 hours before his shift that he was quitting the job I hired him for, that’s not the reason but it gets better, his GF was also working for me. He broke up with her, quit on me and then started posting all over social media saying that I was banging her at work, he started saying how he could never work for an organization that took everything that was important to him, threatening me, threatening her and even showing up to the work place to try start s**t. A few months later he tried reaching out but he still had it in his head that I was hooking up with her at work, which is complete BS. I worked hard to get where I am and wouldn’t risk it for an office-fling with one of my subordinates. My best friend of 16 years should have had the presence of mind to be a man and talk to me about it before assuming all this c**p. I’m friends with his ex and apparently he still brings up my name as the reason why they broke up even though it’s almost been a year. It makes me wonder why I was friends with such a loser for over half my life


Image source: anon, MART PRODUCTION

He was my childhood best friend. I went to the military, and he became a m**h addict. When I got out of the military, I realized he was involved in stuff I wanted no part in. I let his family know about his drug problems since I was close with them. The only time I spoke with him after that was the day he got out of prison.

#5 He became a bit extreme with his politics. I don’t mind talking economic strategy, but when you start coming off as hateful towards people, I start not wanting to be around you.

Image source: anon, Ketut Subiyanto

#6 I am kind of outgrowing them. I like staying in and relaxing with my weekend, and he still gets drunk at the bar at least once a week. We have fun sometimes but I would prefer to just be at my house.

Image source: probably-not-a-fox

#7 He was my best man and I wasn’t even in his wedding party.

Image source: anon, Engin Akyurt

#8 When I realized my best friend was a narcissist and only kept people in his life because of what utility he could get out of them. We didn’t have a friendship, we had a strong alliance. I became convinced that he would gladly burn that alliance if his internal calculus showed it to be more profitable to do so. After these realizations I couldn’t keep him in my life and still respect myself.

Image source: John1The1Savage

#9 He revels in being a source of chaos, wallows in crude and socially-unacceptable behavior, and thinks that other people react badly to it all because they’re jealous that he “does what he wants.” There was a string of incidents, and finally it was just too exhausting to stay connected to him. Sad part of it was that when we first met, he was funny and puckish but not a jacka*s. His divorce messed him up and added an edge of destructiveness to it all.

Image source: EconomicsAccurate853


Image source: leatherrecliner, RDNE Stock project

A dude I was friends with in high school decided it was a good idea to bring three truckloads of his dips**t friends I’d never met to my family’s land and trash the place. I was out of town at trade school and this place has been in our family for four generations. I told him the rules and he broke them. There were 25 square yards of broken liquor bottles and other s**t I had to clean up. When I confronted him about it he outright lied to me saying he didn’t know anything about it. I called his a*s out. I told him if saw him up there again it’d be the last place he set foot.

#11 Unfortunately for me it was a group of guy friends. As I grew older I realised what the group would call “banter” was actually just really toxic arsehole-ish behaviour. They would constantly try to one up each other until someone would get upset. I don’t have time for that kind of negativity anymore.

Image source: Yoobles

#12 Finding out he had been, in the least, snooping in my best friend’s house while house sitting and reading my best friend’s wife’s journal.

Image source: absurdironies, Nik Shuliahin


Image source: NayaZombies, Anete Lusina

He asked me if I could send him $700.00, at 8pm on a Saturday, but he needed the money the next day and all this is after he moved out of state months prior.

He gave me a sob story about having a rough time since he moved. Problem is this wasn’t the first story he’s given me, I had also sent him $50.00 a few weeks earlier, but despite his promises to pay me back a few days later I was ghosted. But that $700 was the last straw, I was done.

He moved back to town a year or so ago, he tried a few times to contact me. I’ve never replied, I hope he’s doing better, but f**k him.

#14 Breach of trust. Theft, adultery, betrayal.

Image source: the40thieves, Curtis Potvin

#15 He constantly tried to one-up me in conversation. I couldn’t have a “win” in life without him trying to talk about how he “won” more. I didn’t need it in my life anymore.

Image source: Camp_Historical, LinkedIn Sales Solutions


Image source: Plenty_Jellyfish8903, RDNE Stock project

He thought he was too popular for me;
I introduced him to all my friends and I invited him to all the parties I threw. People finally started to acknowledge him and all this ‘new found fame’ got to his head. He started acting all cocky to me and to everyone else and he changed up his attitude, different from when I first met him. He didn’t know many people when I first met him but I dropped him because of his attitude, he’s clearly off without me. I was also at lunch with my other friend once and he was there. He was making plans with the other friend for a lunch on Friday. He looked at me dead in the eye and told me not to come. That really was my final straw. The only reason he thinks he’s popular too is because people laugh at him and at the foolish things he does but he thinks they are laughing with him.

#17 Was friends with a dude for like 15 years, played in a band with him, drank every other weekend. Then I saw him on Creep Catchers. Haven’t talked since.

Image source: MoistAttitude, Pavel Danilyuk

#18 When he made a pass at my now wife years ago.
I ended the friendship immediately

Image source: Lon_Dep_Man

#19 He slept with to many of my ex’s, one being while I still had feelings for her, while he continously cheated on gf/wife (now). If he can’t respect the girl he claims to love he sure as hell hasn’t and won’t respect me.

Image source: Hazytripps

#20 My best friend from childhood became a white supremacist. I’m not white. Even his family had no idea what happened to him.

Image source: Chai-Tea-Rex-2525, Andrew Neel

#21 He helped my soon-to-be ex-wife steal everything i own.

Image source: manhunt64, Christian Erfurt


Image source: TrystenConn, Katerina Holmes

He slept with two of my girlfriends. I had texts and a video to prove it. And I confronted him about it on both occasions, and he said ‘it wasn’t me’ like he was Shaggy. Look, if he would have been a man and admitted it to me, I would have been OK with it and moved on because he was one of my best friends. But, because he continued to lie to me, I cut him off. Now after 10 years, he randomly decided to come clean. Like, f**k you, you had your chance.

#23 I was his only friend. Other friends had ghosted him and now I know why. No boundaries and depended on me for all of his social outlet. It was too much. Not only did I want to end the friendship, I did end it.

Image source: magaketo, Pavel Danilyuk

#24 They stole a pushbike and told our neighbours it was me that stole the bike and they kept saying things like the Australian Aboriginals were neanderthals that needed to be skull-dragged into the 20th century.

Image source: anon, Erik Mclean

Shanilou Perera

Shanilou has always loved reading and learning about the world we live in. While she enjoys fictional books and stories just as much, since childhood she was especially fascinated by encyclopaedias and strangely enough, self-help books. As a kid, she spent most of her time consuming as much knowledge as she could get her hands on and could always be found at the library. Now, she still enjoys finding out about all the amazing things that surround us in our day-to-day lives and is blessed to be able to write about them to share with the whole world as a profession.

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broken friendship, deal breaker, friends, guys, men, red flag, relationships
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