We’ve all heard it a million times: “First impression is the last impression.” Sounds catchy, right? But let’s be honest, that’s not always how life works. Some people show up looking like the sweetest slice of pie, only to reveal they’re full of sour filling once you dig in.
So when someone asked the internet, “What’s the worst ‘Nice Guy’ experience you’ve ever had?” the answers rolled in faster than you can say red flag. From charm to chaos in 60 seconds, these stories had plot twists worthy of reality TV. Keep reading — you won’t believe how quickly “nice” turned into yikes.
#1
A friend of mine for 10 years. I always knew he wanted more, but was always respectful when I said no (sometimes you know a person too well to date them). A mutual friend passed away. He ended up being the one to tell me our friend had passed. He forced hugs on me, told me that eventually I would get "drunk enough" one night and let me inhibitions down and have s*x with him. That he would wear me down eventually. I told him he was giving off r**e vibes and he lost it. I blocked him on everything and have avoided the town where he lives for the past 4 years. Mutual friends think I went too far. Nope, I am a r**e survivor and will not tolerate any of that s**t. Nice guy my a*s.
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134points
#2
Lost one of my friends on a crazy night out in an unfamiliar city. Not picking up her phone. We looked for her for over an hour in a half-mile radius. Finally we got a call from a Nice Guy from the bar who allegedly saw her wandering alone and had brought her to his apartment, heard her phone blowing up and called me back. She was indeed asleep on his couch. We thanked him, packed her up, and went on our way.
A couple days later, he called me again to ask me on a date. I politely declined -- I had a bf at the time, but would have said no regardless. That was apparently unacceptable, and he told me I owed it to him for not r**ing my friend when he had the chance. Literally, he told me he could have done whatever he wanted to her and didn't need to call me at all and it was the least I could do to thank him. I let him know that you don't get a trophy for not r**ing someone... he cussed me out and went on about how he's a veteran and how dare I and blah blah blah... hung up and blocked him. Entitled creep.
A couple days later, he called me again to ask me on a date. I politely declined -- I had a bf at the time, but would have said no regardless. That was apparently unacceptable, and he told me I owed it to him for not r**ing my friend when he had the chance. Literally, he told me he could have done whatever he wanted to her and didn't need to call me at all and it was the least I could do to thank him. I let him know that you don't get a trophy for not r**ing someone... he cussed me out and went on about how he's a veteran and how dare I and blah blah blah... hung up and blocked him. Entitled creep.
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93points
#3
Dude would hit himself in the face when I rejected him. And then pulled the “I guess nice guys always finish last. 😔” like uh nice guys don’t punch themselves in the head in front of a woman when they say no thank you….
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71points
When you're dating someone new, you're basically a detective, watching for those green flags. Are they kind to the waiter? Do they say thank you to cab drivers? Those little things speak volumes. You’re not asking for a saint, just someone who’s genuinely nice without being performative. And honestly, isn’t that kind of care super attractive?
Now, when it comes to guys, wouldn’t it be lovely to meet someone who feels like a real gentleman? The kind who opens doors not to show off, but because it’s second nature. He offers his hand when you're stepping out of the cab, remembers your favorite snack, and carries tissues like a pocket magician. Suddenly, you’re thinking: Is chivalry actually not dead?
#4
Freshman year, a guy in one of my classes offered to tutor me in stats. I said sure—he *was* good at it and I actually needed the help. Every session, he brought me a little gift (coffee, granola bar, handwritten poems… yeah). I tried to tell him it wasn’t necessary but he brushed it off.
Then one day I thanked him and said I finally passed the quiz. His response? “Well now you owe me a date. Or at least a makeout session.”
I said no. He told everyone I’d been leading him on for *months*. Bro. I was just trying to understand standard deviation.
Then one day I thanked him and said I finally passed the quiz. His response? “Well now you owe me a date. Or at least a makeout session.”
I said no. He told everyone I’d been leading him on for *months*. Bro. I was just trying to understand standard deviation.
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70points
#5
Invited me over for dinner. There was no food and he was in bed. Worst bait and switch ever!
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68points
#6
Most baffling was a guy at work who offered me a lift home. When we got to my place he was all "aren't you going to invite me in?" And I was like...no? Then he told everyone at work I was a c**k tease lol.
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64points
But defining a gentleman isn’t always straightforward. Some traits are subjective. For instance, maybe he doesn’t wear a blazer but knows how to hold a good conversation. Still, there are a few unmistakable signs. If he’s making an effort to be kind, present, and thoughtful, without needing applause, you’ve got someone special on your hands. Gentleman vibes, activated.
He actually tries. That’s the first green flag. Not over-the-top grand gestures but simple consistency, checking in on your day, remembering that weird indie film you mentioned once, texting back without playing games. He puts in effort not because he’s trying to impress, but because he cares. And wow, that’s rarer than it should be.
#7
Oh my god there was this guy who I would speak to on my commute. He was very awkward and I made polite small talk but really I just wanted to read my book. Anyway one day he comes up to at the train station and says he saw me out with my husband and kids. He then went mental. Accused me of leading him on, called me a slag, threatened to k**l himself, broke down crying, begged me to leave my husband for hm. Then asked to no one in particular why does this keep happening to him.
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62points
#8
Was my friend for 7 years! 7 years!
We supported each other in college, studying, he asked and I set him up with a friend, they dated, broke up, I stayed friends with both. Helped each other move at last 5 times, endless resume editing, relationship advice, introduced him to people as my brother. Maximum contact was an occasional hug.
Found myself single near a big birthday, while crying about the fresh break up on the phone with him, he decided that I should try dating him, or at least hook up, and that I owed it to him because he's always been there for me. Excuse me?! I had always been there for him too and I didn't think anything was owed to me!
We supported each other in college, studying, he asked and I set him up with a friend, they dated, broke up, I stayed friends with both. Helped each other move at last 5 times, endless resume editing, relationship advice, introduced him to people as my brother. Maximum contact was an occasional hug.
Found myself single near a big birthday, while crying about the fresh break up on the phone with him, he decided that I should try dating him, or at least hook up, and that I owed it to him because he's always been there for me. Excuse me?! I had always been there for him too and I didn't think anything was owed to me!
59points
#9
She turned down a date, politely. He said it was okay, he “respected her choice.”
The next day, her nudes were leaked online — ones she had only ever sent to a guy she trusted.
Turns out, Mr. Nice Guy hacked her cloud “to prove she wasn’t so innocent after all.”
The next day, her nudes were leaked online — ones she had only ever sent to a guy she trusted.
Turns out, Mr. Nice Guy hacked her cloud “to prove she wasn’t so innocent after all.”
55points
Also, he doesn’t leave people hanging. Whether it's showing up on time or following through on what he promised, he’s dependable. You’re not left second-guessing plans or wondering if he's ghosted mid-conversation. A gentleman respects your time and shows it with actions, not just emoji hearts.
#10
I met him when I was 16, he was 20, while playing league of legends. We kept getting in the same games and eventually just added each other and queued up. We lived in the same city and there was a meetup for other gamers so we had met in person a couple months later after playing every day together.
I didn’t really have a lot of friends, so I did cling to him during these meetups, where we would all go to this internet cafe and get pizza and play LoL. He was nice, he would pick me up and drive me to the city or take the train to mine and escort me down and teach me about public transport. I truly saw him as a best friend.
Eventually, I guess he got inpatient. He would be jealous that I had a crush on a guy in my grade, lamenting about what this boy had that he didn’t. He’d bring up all the things he did for me, how he never asked to be repaid or anything back. He wanted us to lose our virginities to each other, he wanted me. He never did anything to me when I was underage, a silver lining I suppose.
I drifted myself away from him and he let go.
Two years pass, I’m 18. I see him again when there’s a big LoL event in our city and he starts talking to me. I was naive, I forgave him. Because how could I hate someone for wanting me? Ha.
He offers to drive me home, I accept because it’s late and I’ve overstayed in the city talking to him.
He’s changed! Apparently. He’s gone to gym, got fit, started seeing girls and lost his virginity! Good for him, I said. He talks about how he loves it when women are smaller than him, like me, how these Asian girls love how big he is, how he throws them around. I’m uncomfortable, because I am an Asian girl. He asks if I’ve done anything yet, I guess he thinks that my aversion to dating him before was because I was frigid? I’m nearly home. Nearly there! I text my dad, ask him to meet me infront of the house because I’m scared.
He then drops the question, if I’d like to see his p***s. I refuse. He then asks me to change the song, I look down and yea, he has it out. He’s smiling, thinking that I’d be impressed? Or overcome with lust? Quite the opposite.
I open the car door while it’s still moving, he’s swearing and stopping the car and I just get out and tell him to never talk to me again. I’m close to my home and I see my dear dad, standing menacingly in the dark at the end of the driveway.
I run to my dad and he charges down the street to the car. I get back inside and not long after, my father does too. I’m blocked from that guy on every platform I had him on, except Snapchat, where he later sends me a slurry of a**se before blocking me too.
Not much is said but it’s not needed. I love my dad and the day he saved me.
I didn’t really have a lot of friends, so I did cling to him during these meetups, where we would all go to this internet cafe and get pizza and play LoL. He was nice, he would pick me up and drive me to the city or take the train to mine and escort me down and teach me about public transport. I truly saw him as a best friend.
Eventually, I guess he got inpatient. He would be jealous that I had a crush on a guy in my grade, lamenting about what this boy had that he didn’t. He’d bring up all the things he did for me, how he never asked to be repaid or anything back. He wanted us to lose our virginities to each other, he wanted me. He never did anything to me when I was underage, a silver lining I suppose.
I drifted myself away from him and he let go.
Two years pass, I’m 18. I see him again when there’s a big LoL event in our city and he starts talking to me. I was naive, I forgave him. Because how could I hate someone for wanting me? Ha.
He offers to drive me home, I accept because it’s late and I’ve overstayed in the city talking to him.
He’s changed! Apparently. He’s gone to gym, got fit, started seeing girls and lost his virginity! Good for him, I said. He talks about how he loves it when women are smaller than him, like me, how these Asian girls love how big he is, how he throws them around. I’m uncomfortable, because I am an Asian girl. He asks if I’ve done anything yet, I guess he thinks that my aversion to dating him before was because I was frigid? I’m nearly home. Nearly there! I text my dad, ask him to meet me infront of the house because I’m scared.
He then drops the question, if I’d like to see his p***s. I refuse. He then asks me to change the song, I look down and yea, he has it out. He’s smiling, thinking that I’d be impressed? Or overcome with lust? Quite the opposite.
I open the car door while it’s still moving, he’s swearing and stopping the car and I just get out and tell him to never talk to me again. I’m close to my home and I see my dear dad, standing menacingly in the dark at the end of the driveway.
I run to my dad and he charges down the street to the car. I get back inside and not long after, my father does too. I’m blocked from that guy on every platform I had him on, except Snapchat, where he later sends me a slurry of a**se before blocking me too.
Not much is said but it’s not needed. I love my dad and the day he saved me.
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54points
#11
He helped me move brought me coffee and always acted like a great friend until I started dating someone else and he completely flipped called me ungrateful and said I owed him a chance Classic ‘nice guy’ behavior -kindness with conditions.
52points
#12
Someone was “my friend” and they were around me at parties and stuff. I got super drunk at one and I was supposed to feel safe there. What he didn’t know is that I heard him saying (as he put me into his friend’s car) “she’s going to be easy tonight” to said friend.
The friend was a gentleman and he laid me in his bed and then went to get his Nintendo switch, sat on the floor and I woke up in time to see him playing and we became best friends.
Thankfully he never tried anything and I cut the other guy out of my life.
The friend was a gentleman and he laid me in his bed and then went to get his Nintendo switch, sat on the floor and I woke up in time to see him playing and we became best friends.
Thankfully he never tried anything and I cut the other guy out of my life.
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49points
He doesn't dive into drama like it's an Olympic sport. A real gentleman isn’t into petty gossip or bashing others to boost his ego. Sure, he might spill a little tea, but never in a mean-spirited way. He speaks thoughtfully and knows when to just stay quiet and sip his drink.
#13
I was friends with a group of people and closer to one guy in particular. I babysat his kid, he bought me dinner, very give and take type of friendship. One time I'm s******l and really needed to go to the emergency room. Wanted to avoid large ambulance bill so guy I'm close to takes me, afterwards wouldn't stop hounding me to date him. I said no each time and was met with, "but I took you to the hospital!" It was heavily implied he would have just let me die if he knew ahead of time I would not f**k or date him. How lovely!
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44points
#14
Joined a gaming group, slowly started to speak to someone and make a close friend. 3 months went on, eventually he said he "like liked" me. I said i didn't feel the same. He took it well and said he was happy to remain friends. We had exchanged Christmas cards before it all went to hell, so he knew where i lived.
Then the little quips of intensity started, until he was calling me 50 times a day, all day every day needed to stay in contact. Slowly chats turned to harrassment every day, making up stories of things I hadn't done, berating me and blowing up if I didn't reply within a 30 second window.
I tried to cut him off but then it would make it 10x worse to where he was screaming to everyone that he was going to k**l himself if I didn't speak to him, I was only 18 at the time. It was easier to just keep the peace than to try and get away. Then the gifts started, sending things to my house, turning up at my house multiple times a week even though he lived 300 miles away. He told everybody a completely different story to what he was actually doing to make himself look better and come out on top. It only stopped when I contacted the police. His entire family still blame me.
Then the little quips of intensity started, until he was calling me 50 times a day, all day every day needed to stay in contact. Slowly chats turned to harrassment every day, making up stories of things I hadn't done, berating me and blowing up if I didn't reply within a 30 second window.
I tried to cut him off but then it would make it 10x worse to where he was screaming to everyone that he was going to k**l himself if I didn't speak to him, I was only 18 at the time. It was easier to just keep the peace than to try and get away. Then the gifts started, sending things to my house, turning up at my house multiple times a week even though he lived 300 miles away. He told everybody a completely different story to what he was actually doing to make himself look better and come out on top. It only stopped when I contacted the police. His entire family still blame me.
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39points
#15
He works (still does) in the same lab as me. We're both from the same part of the world and he insisted he could predict the type of person I was.
That I like music. I enjoy spicy food. I want to get married and have kids. No s**t, so does 99% of the world. Kept insisting we had so much in common.
Then he asked me out for a team planning meal, but it would only be him and I. My gut told me to run and I told that it wouldn’t be appropriate, especially if it was meant to be a team thing. He tried to laugh it off, saying I was “overthinking it,” that it was just “friendly.”
The last straw was when he tried to corner me in the lab, asking personal questions under the guise of “just getting to know a colleague.” I then told him unequivocally that if he needed to talk, make sure it was in email only. It didn't deter him and it only stopped when HR got involved at my insistence.
He stopped asking questions. But the stares didn’t stop. Neither did the weird little comments slipped into casual conversations, like “I know you better than you think” or “You’ll come around.”
That I like music. I enjoy spicy food. I want to get married and have kids. No s**t, so does 99% of the world. Kept insisting we had so much in common.
Then he asked me out for a team planning meal, but it would only be him and I. My gut told me to run and I told that it wouldn’t be appropriate, especially if it was meant to be a team thing. He tried to laugh it off, saying I was “overthinking it,” that it was just “friendly.”
The last straw was when he tried to corner me in the lab, asking personal questions under the guise of “just getting to know a colleague.” I then told him unequivocally that if he needed to talk, make sure it was in email only. It didn't deter him and it only stopped when HR got involved at my insistence.
He stopped asking questions. But the stares didn’t stop. Neither did the weird little comments slipped into casual conversations, like “I know you better than you think” or “You’ll come around.”
39points
He has opinions, but he’s not bulldozing others with them. He knows where he stands on things, but also understands that different people have different views. You can have a passionate debate without it turning into a TED Talk on why he’s right. That balance? Chef’s kiss.
There’s also a big difference between confidence and arrogance and he knows it. He’s secure, not smug. You’ll never catch him turning everything into a flex or making you feel less than. He builds people up, doesn’t tear them down. And his confidence? It’s contagious.
#16
Knew this guy in my freshman year of college. Super nice, always willing to go out of his way for people. One night I was at a party with him and my girlfriends and we all got completely crunk wasted except for one friend who was DD. Turns out he tried to get me to come home with him, and when my sober friend told him “no, absolutely not,” he went into this whole spiel about how I owed him the s*x and I needed to come home with him. We all got out of there immediately, and I don’t even remember any of it.
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38points
#17
I met a guy at work who seemed really cool, we would have cigs together every once in a while for months. I gave him my number but told him upfront I wasn’t interested in him in THAT way. He said that was fine, and he understood. We texted here and there, made plans to hang out but we both couldn’t make it the few times we did.
Randomly one day he was drunk and texting me flirty things which I just kinda ignored. Following that day he apologized, and I said it was okay and just reiterated I wasn’t looking for anything like that. He continued to text me, non stop, repeatedly, asking why I wasn’t responding and why I gave him my number if I didn’t “want him”, because he clearly wanted me and that’s why he gave me his number which I must have known.
I told him it wasn’t anything personal and that I wasn’t over my ex. He then asked me to give him graphic details of my ex, like d**k size, what made him so great, etc. I quickly cut the convo off. Later, he started doing the same things to me saying I’m just like every other woman, damaged goods, who blame all men for the actions of their ex. It became scary and I blocked him. Over a year later, he reached out to me from a burner fb account telling me he now has a DUI and it’s my fault, because the night of our conversation he got drunk and went out driving. I responded saying please don’t talk to me. He wrote back saying “remind me again why you don’t like me? Because I’m creepy? An r / nicegguy?” His words verbatim. He’s a disturbing individual.
Randomly one day he was drunk and texting me flirty things which I just kinda ignored. Following that day he apologized, and I said it was okay and just reiterated I wasn’t looking for anything like that. He continued to text me, non stop, repeatedly, asking why I wasn’t responding and why I gave him my number if I didn’t “want him”, because he clearly wanted me and that’s why he gave me his number which I must have known.
I told him it wasn’t anything personal and that I wasn’t over my ex. He then asked me to give him graphic details of my ex, like d**k size, what made him so great, etc. I quickly cut the convo off. Later, he started doing the same things to me saying I’m just like every other woman, damaged goods, who blame all men for the actions of their ex. It became scary and I blocked him. Over a year later, he reached out to me from a burner fb account telling me he now has a DUI and it’s my fault, because the night of our conversation he got drunk and went out driving. I responded saying please don’t talk to me. He wrote back saying “remind me again why you don’t like me? Because I’m creepy? An r / nicegguy?” His words verbatim. He’s a disturbing individual.
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38points
#18
I used to daily drive a heavily modified, high HP, turbo car. One day the turbo decided to eat itself. No worries. It was on the top in front of the engine, so easy to access. “Guy” was a friend and ONLY a friend of mine, or so I thought, and offered to help. This is important. He OFFERED. I never asked.
So he comes by, helps take the turbo out. We hang out, shoot the s**t, drink a beer, or a few, finish up the removal, and he goes on his way.
I then send the turbo back for warranty. Turbo comes back maybe a month later.
In the meantime, I had just met “FH”, who happened to be a professional mechanic. When I mentioned I couldn’t hang out with him on a weekend day, he asked why, so I explained. He offered to come help with install. I said thank you, and that was that. He came over, helped with install, we grabbed some food after and then he went home.
So eventually “guy” asks when we are reinstalling the turbo, and I told him it was already done. He got a little weird but apparently I missed the whole thing. Then he started digging. Like I wasn’t capable of doing the job myself (I am), he eventually kept asking who helped me with the install. I told him “FH”.
His reply? “Well I bet he at least got laid for his hard work”.
Uh, I guess eventually he did, since we’ve been together for almost 18 years, but not because he helped me do something I *could* do myself.
TLDR: nice guy thought that helping me work on my car was going to get him laid, even though I absolutely didn’t need his help.
So he comes by, helps take the turbo out. We hang out, shoot the s**t, drink a beer, or a few, finish up the removal, and he goes on his way.
I then send the turbo back for warranty. Turbo comes back maybe a month later.
In the meantime, I had just met “FH”, who happened to be a professional mechanic. When I mentioned I couldn’t hang out with him on a weekend day, he asked why, so I explained. He offered to come help with install. I said thank you, and that was that. He came over, helped with install, we grabbed some food after and then he went home.
So eventually “guy” asks when we are reinstalling the turbo, and I told him it was already done. He got a little weird but apparently I missed the whole thing. Then he started digging. Like I wasn’t capable of doing the job myself (I am), he eventually kept asking who helped me with the install. I told him “FH”.
His reply? “Well I bet he at least got laid for his hard work”.
Uh, I guess eventually he did, since we’ve been together for almost 18 years, but not because he helped me do something I *could* do myself.
TLDR: nice guy thought that helping me work on my car was going to get him laid, even though I absolutely didn’t need his help.
37points
He’s big on self-improvement. Whether it's reading more, learning a new skill, or working on being a better listener, he’s not stuck in “this is just how I am” mode. He’s growing, evolving, and that attitude is magnetic. Who doesn’t want a partner who’s leveling up with them?
#19
I once went out with a “nice guy” named Matt who said he loved “soft girls with deep thoughts.” Seemed poetic. Big mistake.
On our date, he took me to this weird coffee shop with no menu because “real connoisseurs know what to ask for.” He then ordered for me without asking, because “he could tell what kind of girl I was.”
He kept calling me “kitten” the entire time — I had never given him a nickname to use. He asked if I liked guys who cry and when I said “sure, I think it’s healthy,” he launched into a rant about how women “say they want sensitivity but always go for jerks.”
On our date, he took me to this weird coffee shop with no menu because “real connoisseurs know what to ask for.” He then ordered for me without asking, because “he could tell what kind of girl I was.”
He kept calling me “kitten” the entire time — I had never given him a nickname to use. He asked if I liked guys who cry and when I said “sure, I think it’s healthy,” he launched into a rant about how women “say they want sensitivity but always go for jerks.”
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35points
#20
Ugh. This guy. We hung out for YEARS and I considered him a good friend. We'd play video games, go eat, etc etc. When I left my ex it tore me up. He was such a good person but I just wasn't happy at all.
I was texting him about it and he sent me a novel about how he's waited so long for me, and that he felt like it was his turn. I was kinda baffled and didn't reply. He then sent "Even if you won't date me, I can give you something physical." I told him we weren't going to be discussing that and I tried to put some distance between us. He "apologized" but would still try to get me to come over and drink with him almost every day, which definitely gave me a bad feeling.
When I wasn't hanging out or really speaking with him it started to ramp up. He started showing up at my work to stare at me from outside the storefront, and then he started sending me Snapchats of him crying with captions like "please I can make you so happy it's not fair" and "if you ever cared about me you'll give me just one thing" so then he got blocked on everything.
So several weeks pass and I got involved with my now husband. We made it official on Facebook and all that. I got a text from an unknown number saying "I see why you had no time for me." And then a few minutes later "F*****g s**t"
Dude was bats**t. I'm convinced he was going to try and get me super drunk and take advantage of me and I'm so glad I never went around him again. It really broke my heart that someone I thought was a good friend was just waiting for his moment to try and swoop in.
I was texting him about it and he sent me a novel about how he's waited so long for me, and that he felt like it was his turn. I was kinda baffled and didn't reply. He then sent "Even if you won't date me, I can give you something physical." I told him we weren't going to be discussing that and I tried to put some distance between us. He "apologized" but would still try to get me to come over and drink with him almost every day, which definitely gave me a bad feeling.
When I wasn't hanging out or really speaking with him it started to ramp up. He started showing up at my work to stare at me from outside the storefront, and then he started sending me Snapchats of him crying with captions like "please I can make you so happy it's not fair" and "if you ever cared about me you'll give me just one thing" so then he got blocked on everything.
So several weeks pass and I got involved with my now husband. We made it official on Facebook and all that. I got a text from an unknown number saying "I see why you had no time for me." And then a few minutes later "F*****g s**t"
Dude was bats**t. I'm convinced he was going to try and get me super drunk and take advantage of me and I'm so glad I never went around him again. It really broke my heart that someone I thought was a good friend was just waiting for his moment to try and swoop in.
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35points