Women Share Their Most Cringe-Worthy “Nice Guy” Stories

Next
Shutterstock

There are nice guys, and there are “nice guys”—those dudes that start off actually nice, or just put on a good show, and then turn really creepy. Many women have stories about guys like this, but—fortunately for them—their stories probably don’t rise to the level of those that you’ll read about below.

From spiking their female “friend’s” drink to hitting on a girl at a funeral to the classic incredulous-ness over being “friend-zoned,” these stories about entitled and clueless men will have you shaking your head.

Advertisement

45. This One Sent Chills Down My Spine

Shutterstock

This actually just happened. My good friend from college and I, along with other friends from our program, went out to a bar to celebrate finishing our degree. This guy kept feeding me shots but I figured everyone just wanted to be drunk and have a good time. The night was coming to an end and I was quite incapacitated. My “good friend” frantically approached me saying that he had just seen a guy put something in my drink (which I had just finished). He told me that I would soon be unconscious and it was best that he take me back to his apartment so he could take care of me. Being heavily drunk and also quite scared, I agreed and he helped me back to his apartment.

Advertisement

After making me something to eat and giving me some water, we set up camp for the night on his couch. He put on a movie and he said he would sit and watch me sleep to make sure I didn’t throw up or anything. As I started to doze off he started touching me, first on my feet and knees and then my upper thigh. I confronted him about it and he said after everything he had done he felt he deserved “compensation.” I laughed it off but after he tried to make a move again, I got angry and we began fighting. He then revealed that no one had put anything in my drink and it was all a ploy to allow him to make his move. After some more arguing, he decided it was best I left, and he kicked me out of his apartment at 3:00 am while I was still considerably drunk. This is someone whom I’ve trusted and spent four years being friends with. Safe to say I’ll be a lot more speculative with future male friends.

Advertisement

44. What A Jerk!

Shutterstock

A random guy held my crutches for me as I walked down some stairs at university. He seemed nice and joked about how he once broke a foot, it’ll get better, etc.

Advertisement

We get to the bottom and he asks if we could get some coffee. I thanked him, but told him I’m seeing someone so he just drops my crutches on the floor and walks away.

Advertisement

43. I’ll Treat You Like A Princess, Especially In Bed

Shutterstock

A guy tried to take my phone and use it to text my then-boyfriend that we were over. When confronted, the “nice guy” said my boyfriend didn’t treat me right, or else we wouldn’t be doing long distance. This was during college, and he was an hour and a half away by train.

Advertisement

When I obviously got mad, he called me the “B” word, a flirt, and an idiot for not realizing what I had in front of me. Cue three days of emo/angsty Facebook statuses with me tagged in them. So, I blocked him. He cried about why we weren’t friends anymore. I asked him to give me some time and we could try again. Two days later, he sent me a picture of his junk. When I didn’t respond to that, he sent me a long, handwritten letter about how perfect my body is and how he would treat me like a princess, especially in bed.

Advertisement

42. Refusing An Offer Is Not Always An Insult

Shutterstock

I became friends with this guy in college. After graduation, he got a job and moved in with his girlfriend about an hour’s drive from where I was in grad school. I drove out one Saturday to see him. We did some cool things and grabbed some food.

Advertisement

He waited until his girlfriend was in the bathroom before he told me that my boyfriend probably had a low “seed” count due to his profession, and if I ever wanted a family, he’d always be willing to “take me back” even though we’d never been together. Yeah, haven’t seen him since.

Advertisement

41. Make Out With Me Or You’ll Be Doomed

Shutterstock

I had a crush on a dude in high school; he was part of my BFF circle so we were together a lot. I’m upfront so I was pretty clear that I had some feelings for him, but he was uninterested in being anything more than friends. Whatever, I had another boy kind of chasing me so I gave him a shot and we started dating, and I kept the friendship with Nice Guy. Flash forward a year, Nice Guy has become one of my closest friends. We eat lunch together, hang out like every day, and my boyfriend is often included, although they weren’t close at all. Then a week before Nice Guy leaves for college, he confessed that he’s totally in love with me, my boyfriend will never fully understand me or treat me right (it’s been four years and we are still together soooo…), and I pretty much owe it to him to dump my boyfriend and make out with him before he moves to school. I said no, obviously.

Advertisement

He freaks out and tries to make me pay him back for all the money he spent on me, which I had never liked in the first place and was always done sneakily, like putting movie tickets on his card before we got to the theater or paying for our food when I was in the bathroom. He spends like three weeks messaging me just really mean, vile crap all the time, including some deeply personal stuff he was aware of due to our friendship. It hurts a lot to really regard somebody as a good, close friend and then be dropped like a hot potato when he realizes you still won’t put out. He still messages me occasionally, usually to try to hit on me and get pissed that I still love my boyfriend, and then complains about being single. Oh my god, I wonder why?

Advertisement

40. Spiked My Drink To Be My Hero

Shutterstock

Once, I was out with friends and my drink was spiked. One dude stayed with me to take care of me and my other friends left because we all knew him. Turns out he spiked my drink himself so he could “save me” and show me how caring he was. He told a mutual friend thinking that the guy would think it was a cool move. Our friend did not think it was cool and told me what happened.

Advertisement

This dude also laced the one-hitter we were using with something that same night. I could have died, but he really thought he was being a genius pick up artist. The worst part is that we had actually been talking for a week or so before this — I clearly already liked him, and he still felt the need to do this. Keep your eyes on your drink and trust your instincts.

Advertisement

39. Naughty Cross Dresser

Shutterstock

I own a small vintage clothing store. I have a regular cross-dressing old man who comes in looking like Linda Richman and smelling like grandma. Well, he was very sweet at first but then started coming in and saying semi-naughty things.

Advertisement

Then one day, he came in and we were having a casual conversation and he interrupted me with this: “Standing here talking to you and looking at you is making me hard. It feels like I might “jizz” in my skirt any second.” NICE.

Advertisement

38. Horrible Swimming Sessions

Shutterstock

I had this guy friend in junior high. We had several classes and sat next to each other. We were platonic, loyal friends for two years before he got weird. He was hilarious and we could talk about anything. His house had a pool, so during warm weather, a bunch of us would swim at his house after school.

Advertisement

One day, he invites me over to swim after school. When I get there, no one else is there, which was weird. He was splashing me, sort of aggressively flirting, dunking me, so I get out of the pool and he pins me down to kiss me. So I played it off as joking and leave. I give him the cold shoulder after that and he was pissed. Two weeks later and at a different friend’s house, he and I are both there for a swim-birthday party and he and another guy give me a simultaneous front and back “seesaw” which is like a horrible double-wedgie in the pool. My swimsuit cut me so badly I bled.

Advertisement

37. A “Sign” From Above

Shutterstock

Right after high school, a guy came out of the woodwork and told me that he had a crush on me. I thought it was nice, but I just did not like him. He was always buying me presents and dropping them off at my mom’s house. I always said thanks but told him I just wasn’t interested. We had the same group of friends so I would see him from time to time. When I would see him, he would pull me aside and politely ask me to go on a date with him. I told him that I just didn’t see him that way. One day, I ran into him at the store and he asked me out again and I went on this long rant about how I was going off to college and I didn’t want to be tied down. He ended up asking me out AGAIN and I walked away. He came up behind me and pushed me! He has this evil look in his eye, and I ran to my car and called my mom.

Advertisement

He ended up messaging me a couple of days later and telling me that he’s just mad because God told him I was the one he was going to marry. I blocked him on all social media and my phone. He still managed to get my new address when I moved off to college and one time he drove almost an hour to my apartment. He knocked on my door and he handed me a bag of my favorite candy. I flipped out like I should have done many times before and I threatened to call the cops and get a restraining order. I’ve seen him once in the last seven years with his wife and new baby. I hope he has changed!

Advertisement

36. Not Really Mr. Nice

Shutterstock

I met a guy in high school who was really nice. We would talk and hang out at lunch. One day, he called my house at 2 am repeatedly until I answered and told him it’s too late to talk. After about the third time, he called again and my sister (my guardian at that time) answered and told him to stop calling. He called her the freaking “B” word and he stopped calling.

Advertisement

The next day at school, I avoided him and he followed me around. I made sure to be around someone at all times and he would harass another guy and say, “Why are you trying to steal my girl?” Then when I was sitting at my desk, he sat on the ground by my feet and kept trying to slide his hands up under my clothes. After about a week of this, he finally left me alone.

Advertisement

35. Yikes!

Shutterstock

I went on a first date with a guy, a casual date for coffee. It wasn’t terrible but it was obvious that we didn’t really click that well. He did the typical “nice guy” stuff during the date where he talked about how he was different from other guys, knew how to treat a woman, some talking down on “gym bros”, etc. I ended the date pretty quickly as I wasn’t really feeling it, and had just gotten off of a midnight shift so it was past my “bedtime.”

Advertisement

He insisted on walking me to my car and opening the door for me. Fine, whatever. Then he hugged me, and when we went to break apart, he tried kissing me. I turned my face and he immediately got agitated, blocked me from entering my car and said “What?!? No kiss?!” I’m a pretty easygoing and tolerant person but that was the first time something like that had ever happened and I immediately felt a slight bit of fear, as the guy was blocking my car and was about 6’4 — so much larger than me. I immediately put on my super serious face and said, “No, sorry. I really need to be getting home now” and luckily he moved. I took a bit of a break from dating after that.

Advertisement

34. I Can Do It For You

Shutterstock

When I was in high school, I had this best friend who had come to me and told me he liked me as more than a friend. I politely told him I didn’t feel the same and would be much more comfortable just remaining friends. He said he was okay with this and things almost went back to normal but he started being more withdrawn.

Advertisement

Then one day at lunch, he was sitting against a wall all alone pouting and I came over to see if he was okay and he told me about how his depression was so much worse lately and he was just feeling so down and thinking of ending his life and said, “I wouldn’t want to end myself if a girl would ever actually like me back…” I took all of my self-control not to end him myself.

Advertisement

33. Ultimate Insurance Nightmare

Shutterstock

I have a client who hits on me. He knows I’m married because he mentions it. He also lashes out verbally if I say things he doesn’t like, which is truly scary. He is 55+, never moved out of his parent’s house, and spends his mom’s money on everything. She is in her 80s and works two jobs to pay for his toys. One day, she came in with him to see if there was anything we could do to get his bills lower since she is struggling, and he started lashing out at her, saying things like “Shut the heck up. She isn’t talking to you!” and “You’re stupid! Shut up!” I honestly felt worried for his mom. Anyway, he would purposely let his insurance lapse so he would have an excuse to come in and sign a form so he could talk to me. He was very blatant about it as well. He always threw his mom under the bus for not “paying his bills” but then would talk about how he bought this or that and then would say, “I know I should’ve paid that insurance, but I couldn’t pass up a chance to come to say hi to you.” One time, he said he couldn’t come in until Saturday to sign the form and asked if I could make arrangements to be there on the weekend instead. I told him we were closed. My coworker, an older man, said he would be here if I had the forms ready. The guy got angry and said he wanted me to be here on Saturday, alone, and that I should cancel my plans and be here no matter what. My mind got stuck on the “alone” part and I told him I couldn’t do it but that I would be back on Monday (with a full staff, just in case).

Advertisement

One day, he called to use his mom’s credit card to pay his bill. I didn’t answer the phone right away because I had another client with me. He kept calling over and over and over again. Finally, after the client left, I picked up the phone and he started yelling at me. I asked him why he was so upset and he said, “I couldn’t get you on the phone to pay my bills so I used the money to buy baseball cards! This is your fault! Now I cannot pay for my insurance! This is your fault!” then slammed the phone down on me. Just this past month, his vehicle broke down, so he had to go buy another one. His mom went with him. He had insufficient credit, so his mom had to buy it under her name. I told them I could not add the vehicle to the policy since the vehicle was not titled to him. We would have to cancel the policy and she would need to put it on her insurance plan, which was with a different agency. Finally! I was free! But then he came in last week to sign the cancellation form, a document that is time-stamped. When he arrived and I didn’t have the form already printed out, he went off on me right there. “You should’ve had this form ready!” and claimed I was being incompetent. I told him it was a time-stamped form and that the document is not generated until the client is sitting in front of me and ready to cancel because it has to be signed at that moment. He signed the form and stomped off. I felt relief that I wouldn’t have to deal with him anymore until he came back in the door and said, “By the way, let me know when you break it off with your husband! I might have to come back and get insurance from you again.” I let my husband know everything, just in case.

Advertisement

32. More Entries, More Chances Of Winning

Shutterstock

When I was in college, there was this guy that hung around my friend group. No one actually knew which one of us brought him in, so maybe he just decided to crash, who knows. But he was creepy. He hit on ALL the girls in the group aggressively and whined DAILY about how we should just give him a chance to show us “how a lady should be treated.” We usually just rolled our eyes, although a few of the guys took him aside on separate occasions and told him to knock it off. He also went way over the top in a lot of ways. He’d bring the girls flowers or memorize their favorite candy/soda/snacks and present them as a “token of his great affection” (yep, he called it that). He had a bad habit of insisting, like legit would not take no for an answer, on walking the women wherever we needed to go. Me and my best friend at that time both told him his behavior was creepy.

Advertisement

There were three women in the “core” group and five others who were close enough that they’d show up at parties or whatever we were doing. He asked every single one of us out at least 50 times. Every single time we said no, he’d go off on this awful tirade about how women didn’t want nice guys, and how we should just be open to the possibility of him being “the love of our lives.” It did not matter how many times we told him we were not interested, not attracted, or IN RELATIONSHIPS.

Advertisement

31. Leaving His Stuff Purposely

Shutterstock

I had (what I thought was) a friend who lived in my building. We did normal friend things, walked to class together, had movie nights, etc. We had a movie night one night while my roommate was away, and I got a super weird vibe from him. I told him I forgot I needed to get up early and asked him to leave earlier than planned. I have anxiety, so I couldn’t sleep and decided to spend the night deep cleaning my apartment (while muttering sorry to my neighbors for vacuuming at 1 am).

Advertisement

I then found out that he had hidden things all over my house. My only guess was so he had an excuse to come back, like in Seinfeld? Maybe, I don’t know. But it was a whole box of things. I went to put them outside in the hall and text him it was out there and discovered he had turned the lock off on my door. (It was set up like the inside of the door had a button you could press so you didn’t get locked out bringing out the trash). I basically stopped talking to him after that, and one day I was bringing in groceries, which he normally asked to help with, and instead he punched me in the butt cheek so hard I almost fell down and dropped everything.

Advertisement

30. This Dude Is Faster Than Bolt

Shutterstock

When I was 17, one of my favorite people in the world passed away very unexpectedly. After the funeral, we had a wake at the pub, then the family came back to our house. My cousin brought his girlfriend — who we knew and liked — and another friend who we’d never met before.

Advertisement

I’d spent the day crying constantly (and I’m not a pretty crier) and at some point, my cousin’s girlfriend came up to me, giggling, and said: “Our friend really likes you.” I said I wasn’t interested and after the usual comments: “Oh but he’s so lovely! But he REALLY likes you!” she went away. After a half-hour, she came back and said, “He’s outside crying because you rejected him. He really wants you to go out there and cheer him up.” I got my uncle to go out there and tell him to eff off.

Advertisement

29. He Wants His Children To Be “More Powerful”

Shutterstock

I met this guy online who offered to help me learn his native language. Every day I would send him journal entries and he would correct them for me. I offered to help him as well but he said just chatting with me in English helped enough. A few weeks into this, he said he was going to visit the city that I live in and said we should meet. I told him that we’d better not because I have a boyfriend (which I had already mentioned many times) and it seemed like might be looking for a date. He insisted that he only wanted to meet as friends, but I told him I was busy. Then suddenly he calls me saying he has arrived and has brought some American chips for me (I had mentioned before that I really missed American chips). I agreed to meet him for coffee and found that he had bought me TONS of gifts, including wine and wine glasses. I politely rejected the gifts but he insisted that I take them because his arms were sore from carrying them.

Advertisement

I quickly had coffee with him during which he told me he had to marry a white girl because the girls in his country are all shallow, and he wants his children to be powerful and being half-white would make them more powerful. I am a white girl. I made an excuse to leave because I was uncomfortable. I texted him to tell him that I don’t think we should be friends anymore because I think he is looking for more and it makes me uncomfortable. He immediately threatened to hurt my family members, whose names he knew on Facebook. He also reminds me that he knows where I go to school. Terrified, I block him on all platforms. Four years later and he still makes attempts to contact me using his mom and brother’s cell numbers.

Advertisement

28. A Grind To A Halt

Shutterstock

A guy who had been my friend for years picked me up and took me to the beach to get me out of my head and not be alone with myself after my best friend ended her own life. While we were at the beach, I turned away to stare out at the ocean and he came up behind me and started grinding on me. I told him to stop and wanted to go home as this was just making my mood worse.

Advertisement

When we get to my house, he gets out for a hug goodbye and immediately pulls my face up to his and tries to full-on make out with me. Thanks for ruining a kind gesture with the assumption of getting laid when I am grieving my best friend’s death.

Advertisement

27. I Cringed A Latte!

Shutterstock

I forgot my wallet while standing in line at the cafe. I ordered and realized my wallet was missing so I said I would just zip out to my car and pay when I got back — I was parked right outside. This guy behind me said he’d pay for my drink and I tried insisting I would pay but he pulled out cash and paid before I could really do anything. I said thank you and chatted with him while waiting for my drink.

Advertisement

I was on my way somewhere and as I was leaving, he leaves too and asks if he can have my number. I was honest and said I was on my way to see my boyfriend. This guy just freaking snaps, grabs my coffee, throws it across the street and tells me I was leading him on and that I was a freaking “B” word and then storms off. I went to my car and got my wallet and bought my own coffee. The owner saw the whole thing and told me he’s now banned from the cafe. Apparently, he’d done similar crap with other women and this was the last straw.

Advertisement

26. Didn’t Know We Were In A Relationship

Shutterstock

I met this guy online through one of my friends. He seemed pretty nice, so I would text him periodically throughout the day and he wanted to video chat once so we did. He became obsessed with me and wanted to call every night before he went to bed. He told me I would be the perfect wife and that we should have 3 kids. He wanted to move me out to the cattle ranch he owned and operated so we could get married and start a family. We had been talking for maybe two weeks.

Advertisement

I was looking for a job to get through college and jokingly shared a “now hiring dancers” sign at the local strip club on Snapchat. He went ballistic and told me he couldn’t be with a girl who had no respect for herself. We weren’t even dating, but he “broke up” with me on my birthday.

Advertisement

25. So Where’s My Kiss?

Shutterstock

There was this guy last year that got on the westbound bus a little after I did, and then we got off at the same stop and waited together for the northbound bus. He was nice and friendly and took an interest in the classes I was taking. I kinda viewed him as this grandfatherly type of man, since he was in his 60s or 70s. I’m in my late twenties, for reference. One night, I had to go to the store that’s right by that bus stop we waited together at. I got stuck behind someone who took a while in line, so I was rushing to take the bus (because even though it’s a “Time Point”, where they’re supposed to stop and wait if they’re ahead of schedule, some of the drivers don’t).

Advertisement

I’m running up, and the driver did actually wait like he was supposed to. He was taking a smoke break out by the stop, and said, “Don’t worry, the old guy let me know you were coming.” Awesome, super nice, right? I go in, the old guy says pretty much the same thing: He let the driver know I’d be out shortly, and the driver decided to take a smoke break while they waited. Then the old guy passed me a note, told me to read it when I got home. It said, “Does that deserve a kiss someday?” I know that’s not the worst thing in the world, but… I started taking a later bus. It meant I didn’t get home until about 9, but I didn’t have to deal with him anymore.

Advertisement

24. Who Said Moms Knows Best?

Shutterstock

When I was 23, I broke up with my boyfriend. Mr. Nice Guy swooped in, showing up unannounced at my house with flowers and gifts. I never gave him my address; he asked my mom. Once he noticed I posted I had a cold on Facebook and showed up with cold medicine and soup. Which would be nice if I had ANY interest in him but I didn’t. He would look where I checked into on Facebook and COINCIDENTALLY just be there. I felt bad being like “dude STOP” because my mom invited him to every family function and I didn’t want to make things weird.

Advertisement

Stuff hit the fan when he got a job where I worked just to be closer to me and he told everyone we were dating. Spoiler alert: We were definitely NOT. I flipped out on him and told him he was creepy and that after all these years he never took the hint after me never answering his calls and texts or taking him up on his relentless attempts to take me out to dinner. I quit my job and moved, blocked him on everything and had a firm conversation with my mom about keeping him away from me. She was upset and made excuses for him but ultimately obliged. Years later, I’m now married with a baby and he still relentlessly pursues me if he sees me in public.

Advertisement

23. A Free Lunch Will Do

Shutterstock

I had a guy get fired from my work for kissing the hands of female customers. He would actually say, “Thank you for your patronage, my lady.” The first time someone called about it, my manager thought it was a prank but it happened like six more times and they fired him over it. The same guy gave me a ride home once and when he unlocked his car, I opened the passenger door and he like angrily walked over and slammed it shut. He then smiled at me very hard and said, “Ladies should NEVER have to open their own doors.” And then opened it for me and gestured for me to sit inside.

Advertisement

Another girl asked him for a ride once and he said sure, but then she ended up not needing it and canceled. She offered to give him some money anyway, as a friendly gesture, and he told her, “Wow, so I put aside my plans for the day to be nice to a girl and this is all I get? No. How about you buy me lunch for the next week.” And actually made her do it.

Advertisement

22. Two DDs For Desperate Dave

Shutterstock

I was dating a guy who had three roommates: two normal people who I was friends with, and Dave. The two normal roommates were old friends of mine and were dating. I worked Monday to Friday and Jay, my boyfriend, worked Tuesday to Saturday. Our usual arrangement was I would drive out after work Friday and drive home Sunday night. This allowed me to spend Saturdays with my friend. I’d typically arrive a little before Jay got off work and I’d have the house pretty much to myself since my friend and her boyfriend also worked. Dave worked the night shift, so he was usually asleep. Soon I noticed that when I got there, Dave not only was awake but he’d come out and greet me in the driveway. He wouldn’t ask if he could carry my stuff, he’d just grab it out of my trunk but he would never take it to Jay’s room. Then he’d follow me wherever I went to sit and tell me everything that Jay did that week. This went on for a month until he came out and told me that Jay didn’t deserve me and he was going to hurt me and I really belonged with a nicer guy. Someone more like him. I told him this conversation was over. He dropped it… for a week. The next time I saw him, he told me all the “shady” things Jay had done that week. One time, he told me he’d heard Jay on a “very intimate” phone call on a Monday when I was at work, which I knew about because I was the person on the other end of the line. Dave’s behavior at this point had everyone in the house so pissed off that they all ignored him. This guy would not stop.

Advertisement

At one point, I was on a two-week vacation with my parents in Canada. My phone rings and my friend’s (Jay’s roommate) name came up on my cell phone’s caller ID. This worried me because she knew I was out of the country and would only call if it was an emergency. Thinking something bad had happened, I answered — international roaming be damned. It was Dave. He “borrowed” my friend’s phone to call me and tell me that a female had come to the house and she and Jay were all dressed up when they left. I told Dave that was Carrie, Jay’s cousin. They were dressed up because they were going to their grandfather’s funeral. And then proceeded to tear him a new one over the phone for his behavior. About a month later, Jay and the normal roommates found a new place. Dave was not invited to join them.

Advertisement

21. Too Close!

Shutterstock

We were close, close friends for around five years so I genuinely trusted this dude with all of my being. I just got out of an engagement/four-year relationship so he took it upon himself to assume life had thrown him an opportunity. As far as he was concerned, this was his chance to “fix” me.

Advertisement

He literally did things like throw away entire packs of cigars so I wouldn’t smoke (since I had just started stress smoking), and pour out my beer when I wasn’t looking. He constantly made snarky comments about me smoking weed on weekends. He insisted all of it was for my own good. For sure they were vices but I wasn’t abusing any of them. He insisted that the thing I needed after my relationship ended wasn’t cigars or alcohol: oh no, it was HIM. After he became aggressively “touchy” I cut him off. It’s too bad; we were always really close.

Advertisement

20. How About No?

Shutterstock

Through four years of high school, I had a solid group of friends. A concealed nice guy was one of them. We shared similar likes, similar classes, had back-and-forth banter and inside jokes. I was never attracted to him for a single minute, and he never flirted with me or asked me out until the last week of senior year when he confessed he’d “always loved me.” Being young and stupid and wanting to salvage a friendship, I dismissed his feelings gently and with humor, giving him the “let’s be friends” speech. He refused to let it go and kept demanding the relationship continue to the next level because “it was time” and we had so much in common. He joked we were like a couple already. I had to ghost him after that because it was so uncomfortable. Months later, I gave him another chance and began talking to him again — and the love declarations started again. I had to drop him again. Every conversation ended with declarations and obsessed confessions. This became a pattern. To reintroduce himself the next time, he would create fake profiles as other guys, flirt and gauge my reaction. Then would come his big reveal like “It was me the whole time!” sort of thing. I told him we could not be in contact anymore, then silence for months.

Advertisement

Later, in college, we did start being friends again because I figured he would have been over it by this point. Bad idea — I know this now, I was stupid. He started posting publicly on my Facebook wall. His first public post was: “Will you marry me?” It was my sophomore year of college when he began posting publicly about how much in love he was, our imminent future marriage, our three children (I would have them early), the fact that he would go to graduate school and I would raise them (huh?) Detailed plans of our future life together were posted to my Facebook. He even changed his relationship status. Multiple rejections later and he said he was becoming an alcoholic because of me and that he would kill himself if I didn’t save him (right). Ultimately, I severed that whole connection completely because of how emotionally draining it was.

Advertisement

19. Explaining Women’s Role In Life

Shutterstock

I had a guy once tell me that I was “not doing my duty as a woman” by not making out and getting pregnant to give a man his babies — he claimed that was my “role” in life. There was further outrage expressed when I went on to explain that not only was I single, not interested in making out, not a mother, and not planning on being a mother — but also that I’m a daycare educator that cares for other people’s children. I told him I love my job and don’t plan on having kids so that I can continue caring for these kids, who I love. He was livid. Like, screaming at me in anger and calling me names.

Advertisement

I also dared to mention I live with a guy who I’m not, nor have I ever had any interest in — and was told that if he (the angry guy) was my roommate, he would not allow me to work in that industry and I would be having his baby. According to him, there’s “no way” my roommate doesn’t want to make out with me. He told me “every guy wants to make out every girl he knows; it’s biology.” I told him that if my roommate had really been spending the last 10 years of our friendship with me just to sleep with me — he’s pretty freaking patient. That just made angry dude angrier.

Advertisement

18. Trying To Save Her “Soul”

Shutterstock

I met a guy at college who seemed like a wayward out-of-towner that wasn’t having any luck in the friend department (word was he moved up from Cali). So we started working as semi-study buddies (he was taking courses for a different major but they were courses I had done already). He knew I had a boyfriend but decided one day to ask me to dinner. I specified “As friends?” And his response was something like “Sure, or it could be a date.” The fact that I was in a long term relationship didn’t seem to make a difference to him. So I declined. After that, my courses got switched to online courses, so I stopped seeing him as much. Until he added me on Facebook and started trying to ask me out again. I finally told him no, that if he couldn’t respect my current relationship enough to lay off the date attempts, that we didn’t need to be friends.

Advertisement

He then went uber-religious on me. He started preaching at me constantly that he was “terrified about my destiny of going to hell” and wanted to “save my soul so that didn’t happen.” Basically just admonishing every single decision I ever made as a person and determined like no other to convince me that my sinful ways would undermine me in every way. He kept saying he didn’t want to see his “friend” go through that. I told him forcing his religion down my throat was the surefire way of pushing me away permanently, and proceeded to block him. I gave him a lot of chances to understand that what he was doing wasn’t cool, but he was so convinced that he was just being a “nice guy.”

Advertisement

17. Chivalry Isn’t “Dead”

Shutterstock

A waiter at a restaurant left his number on my bill and asked me on a date. I was single and agreed because we had mutual friends who vouched for him and he seemed nice. On the night of the date, he shows up to my house absurdly overdressed (there was a vest involved) with a single rose that he presented to me. He took me to a basketball game, and the second I sat down, the stranger to my left just says, “Oh, you must be L! We’ve heard so much about you.” Turns out the two people sitting to my left were not strangers but in fact HIS MOTHER AND FATHER. We then go to dinner, he turns white as a ghost and excuses himself to the restroom for maybe 30 minutes. At this point, I start to worry and get the check. He then comes back looking incredibly unwell and I say, “Clearly you’re ill; don’t worry about taking me home — I’ll grab a cab.” He wasn’t having it and insisted on taking me home because he had another “surprise” planned for me. There’s a road that has famous views where I live, and he took the road to one of the lookout points, parked the car, and turned on Cheek to Cheek by Frank Sinatra. He got out and asked me to dance with him, and I said we should just look at the view. Then he proceeded to vomit absolutely everywhere. I shrieked and jumped back into the car to avoid him vomiting all over me. He took me home and then called me an hour later to tell me it was the best night of his life.

Advertisement

I tried to tell him I wasn’t interested but he wouldn’t take “no” for an answer. He claimed I would never find anyone who treated women like queens the way he did, said I would never find anyone more chivalrous, and dropped off a letter at my home in the middle of the night that contained the most horrible things anyone has ever said to me. He also had a major affinity for three-piece suits and porkpie hats. Fun times.

Advertisement

16. Tinder Terror

Shutterstock

I had gone on two dates with a guy from Tinder. After the first, I creeped on Facebook and noticed that just a couple months earlier he had posted something about his wife, so I figured I’d give him a chance to explain on the second date. Turns out they were in the middle of a divorce. I didn’t want to get in the middle of that so I saw the date through and went home, expecting a text from him in the next couple of days and planning on telling him then that didn’t see it going anywhere.

Advertisement

Well, he texted me that night when I was hanging out with friends and asked if I wanted to go to the pumpkin patch that Sunday. I didn’t answer, because I was with friends. I got a four-page rant about how I should have just let him know that I wasn’t interested, why did I have to lead him on, etc. I had fully intended on kindly breaking it to him the next time we talked but after that ridiculous rant, I was not so kind.

Advertisement

15. He’s My “Legit” Friend Until…

Shutterstock

I was friends with this guy for a couple of years, but was never interested in dating him. I was fairly certain he was aware of that, and since he never said or did anything that seemed to me like he was interested in me either, I assumed we were legitimately friends. He never asked me out, he never made any comment even suggesting he wanted anything more. We were fairly close and had a lot of mutual friends. I never thought anything else was going on. Apparently, this was not the case. A couple of days after I got a new boyfriend, I update my relationship status on Facebook. My “friend” calls me within like two minutes of this update, and immediately starts shouting at me, demanding to know why he “wasn’t good enough for me” and why my boyfriend “was so much better than him.” I tried to get him to calm down, but he just kept yelling about how he was a “nice guy” and how he had “always been so nice to me, why didn’t I ever give him a chance?” I calmly tried to explain to him that I never got any signals from him, and I didn’t think I ever did anything to lead him on or anything, and he shouted that “he’s such a nice guy and doesn’t deserve to be friend-zoned like this.”

Advertisement

I made one final attempt to salvage the conversation and tried to explain that I was sorry if he felt deceived, but it also really hurt my feelings that I thought he legitimately valued me as a person and wanted to be my friend, but now he’s just mad I won’t sleep with him. He flat-out screamed at me “Screw you! You’re an ice queen! I bet your boyfriend is a jerk anyway!” I hung up on him and he never spoke to me again. Two years of relatively close friendship down the drain in one phone call. It felt pretty crappy.

Advertisement

14. The Unstoppable Text And Calls

Shutterstock

So not a stereotypical nice guy really, but I met him at a party, gave him a ride home, and after belting out “Don’t Stop Believing” together, he asked for my number. We went on one date and texted for a week. Then Saturday morning, I woke up to 50+ texts that started with asking what I was doing (sleeping because I worked in the morning) and went all the way up to “I should just kill myself since no one wants to talk to me.”

Advertisement

I told him that was unacceptable as I had already told him I worked Saturday morning, but even if I hadn’t there’s no reason to text me over 50 times. If I’m not answering, I’m not answering. He whined about being so nice, and how good he was to me and blah blah blah blah blah. Thankfully, when my friends asked why I was ignoring such a nice guy, showing them the texts was enough for them to drop it.

Advertisement

13. Comfort With “Physical Contact”

Shutterstock

The one that was the most upsetting was a guy who had been my friend for years, who I was close to and confided in, telling me my boyfriend at the time had cheated on me. I wanted to confront the boyfriend and this “friend” kept dissuading me, telling me to just drop contact with him, and trying to comfort me with physical contact.

Advertisement

Obviously, I still confronted my boyfriend. He said no such thing happened. And it turned out my friend had made it all up.

Advertisement

12. Fragile Male Ego At Play

Shutterstock

In college, I worked at the campus bookstore, and a guy would come through my line and make small talk. He wasn’t bad looking, just a little socially awkward. One day, he asked me out while I was ringing him up. He looked so vulnerable standing there, and there were other people in line waiting with glee for me to shoot him down, so I said yes because I didn’t want to embarrass him. And, hey, who knows?

Advertisement

So we went out on a date to see a Hitchcock film at a campus auditorium. I have no idea why, but he suddenly tried to jump over the row of seats and caught his foot and went down hard. His nose was gushing blood and he could barely walk on his ankle. I was trying to help him, and he screamed, “Leave me alone!” I asked him if he was sure because I wanted to stay and help. But he screamed abusive profanity at me until I left. I never saw him at the bookstore again. I still have no idea what his deal was.

Advertisement

11. The “Romantic” Guy In Paris

Shutterstock

I was in Paris for the weekend and had just arrived. My friend who I was meeting in the city wouldn’t be there for a few hours, so I just went to sit in front of the Eiffel Tower and sketch for a while. Soon after I sat down, a guy came and sat down near me. I had headphones in, and just ignored him, but he slowly scooted closer until he was a few feet from me. He started talking to me, ignoring my headphones and my work; he clearly wasn’t going to give up. I eventually stopped blatantly ignoring him and took out my headphones, hoping for a few minutes of stilted and awkward conversation at most. He would not leave me alone. He talked about his graduate program, how he was looking for a woman, how smart he was, how he traveled so much, and a load of other personal glorification of how great he was. I told him repeatedly that I was enjoying my alone time, that I had a boyfriend, that I’m not in the mood for chatting with anyone, etc. He brushed it off like I hadn’t said a thing.

Advertisement

So, I went back to working, ignoring him as he talked at me. I didn’t know the city well and I don’t speak French, so I wasn’t keen to go wander around by myself. Maybe 15 minutes later, I couldn’t take it anymore and got up to move, and he followed me across the park. I told him I wanted to be alone, which didn’t help at all. When I got up to leave again, and he tried to rip my drawing out of my sketchbook because I had “drawn it for him.” Somehow I managed to walk off quickly with my drawing and wandered around by myself until my friend arrived.

Advertisement

10. He Wants His Money Back

Shutterstock

I had recently moved back to my parents’ house after a long and toxic relationship. I had just started dating again and met a guy on OkCupid. He was mostly a gentleman and polite, and he seemed a little lonely because he was from out of state and hadn’t made a lot of friends yet. We had been hanging out regularly for several weeks and hadn’t really discussed where we were headed, what our expectations were, etc. I was still seeing other people and assumed we were casual. Apparently, he saw things a lot more seriously. I posted a photo of myself at a museum that was obviously taken by someone else—posing next to an exhibit—and he contacted me as soon as he saw it to ask who I was with. When he found out it was a guy he was very upset—literally screaming at me. Apparently he considered me as his girlfriend. He was livid, and it was scary. He said he wanted me to pay him back for the money he spent on hanging out with me (getting food and driving me 30 min each way to hang out at his house) and that he was coming to my house that night to collect it.

Advertisement

I agreed to leave $100 under the doormat if he never talked to me or came to my house ever again, and he agreed. He got off work late at night, like around midnight, and when he collected his money he pounded on my door and screamed profanities at the top of his lungs. Then, when I came to the door, I told him I would call the cops as he ran away screaming. I blocked all possible forms of contact.

Advertisement

9. The Germophobic Vampire

Shutterstock

I knew this kid in high school who was a massive anime fan — like the bad kind that gives everyone else who likes anime a bad name. Also, he claimed he was a germophobe. I was the only girl in our class group and a pretty shy anime fan myself, so I became target number one. According to him, “If I don’t make her my wife, people will think I’m a homo.” (I wish I was kidding.)

Advertisement

Teachers and students told him to back off, but he always started back up. Eventually, I aggressively told him to “back the heck off.” Of course, he started calling me names and claimed I was being an “ice queen” and a brat. He then asked why I wasn’t interested in him — as if his behavior wasn’t enough. I said: “You claim to be afraid of germs, yet you smell like you haven’t bathed in a month and you won’t stop touching me!” Then he started claiming he was a vampire.

Advertisement

8. He’s a “Man”, Not a “Whale”

Shutterstock

I had an experience with a “nice guy” who worked down in HR and was completely incompetent too. He’d come up with excuses to come see all the single women in the building. He’d stand too close to you. Sometimes he’d stand in your doorway and just stare for a while without saying anything. It was always very creepy when you’d look up and there’d he’d be. He liked to ask incredibly personal and invasive questions. He’d complain to anyone who listened about how women just didn’t want a “nice guy” like him. He faked being into several different religions trying to pick up a “good girl” because he didn’t want a smoker or drinker (despite being both those things himself) and wanted a virgin who wasn’t a “fatty” because he was a “man, not a whale” (he was tubby himself.) He also believed that if he met up with a group that had women in it, those women were dating him. And he’d get very mad if said women paid more attention to another man in the group than him; sometimes he’d just get up and leave.

Advertisement

One Friday, a group of workers were going out for drinks after work. He invited himself along, so one of the women in the group said, “See you there!” He decided this meant they were dating. Then when she didn’t pay attention to him much during the night and talked more to her new, male coworker — he just got mad and left without a word. Nobody knew what happened to make him leave. Until the rumor mill started up because he told everyone that his female coworker had “cucked” him (his fancy word for cuckolding) that night.

Advertisement

7. Bullet Dodged!

Shutterstock

I was friends with a coworker. We had hung out a few times socially after work and got along well but it never really occurred to me to wonder if he was interested in me. At that point in my life I did not get a lot of male attention and honestly was pretty cringey myself. Anyway, we were walking side by side and I guess he went to put his arm around me. It surprised me (like that “someone is tapping you on the opposite shoulder” trick) and I turned abruptly. He took it as incredibly rude, gave me an angry lecture about leading people on and how disgusting you make someone feel when you literally flinch from their touch and called me a brat. Uh… sorry for my reflexes?

Advertisement

About a week later, another friend came to me at work to let me know that guy was telling everyone I was a “flirt” who was sleeping my way through the department. Nice! The dumbest part was that I probably would have gone on a date with him if he’d asked — I just had no idea he was thinking along those lines. Bullet dodged!

Advertisement

6. He Has Two Personas

Shutterstock

My fiance was invited to a class reunion by a “nice guy.” He made it seem like a large event only for her to find out they were the only ones. This freaked her out immediately, but it got worse. Nice guy proceeds to tell her that he has a female persona as well since he has two souls living within him.

Advertisement

She quickly decided she had enough and wanted to leave. He offered to walk her home, but she declined—obviously. So “nice guy” follows her until she can get enough speed on her rollerblades to get away from him.

Advertisement

5. Threeway? No Way!

Shutterstock

I was engaged to my high school sweetheart. So in college, we had been dating for three years already very solidly. One day, two of my close male friends came to visit me at my on-campus job and both of them were really odd and kind of pushy about us hanging out later. My boyfriend/fiance (at that time) was in school about 30 miles away and was very secure in our relationship and had no problem with me having male friends. So I go hang out with these guys and they get really sweet and over the top with compliments and making dinner and all these things. So I get really weirded out and say, “I’m going to get going. Me and my boyfriend are hanging out later.” And suddenly, the feeling in the room shifts, they both get mad and one of the guys says, “Why are you going to see him? I thought you broke up.”

Advertisement

It turns out some other girl with my name broke up with her boyfriend that day and they both thought it was me. So they decided to have some weird competition to be my next boyfriend. Or they wanted a threeway?! I have no idea. I booked it out of there. They also really never spoke with me or hung out again after that. Like they went out of their way to avoid me. In case you are wondering, neither of them were invited to our wedding.

Advertisement

4. A “Concerned” Stalker

Shutterstock

In college, I played a lot of online video games. I posted on forums related to these games often. One guy, we’ll call him Bob, decided to show me how careless I’d been with my personal information. This lead to a phone call, on a number I never provided, during which he told me what dorm I lived in, at what campus, as well as information from public records regarding my family. On this call, he told me how easy it would be for him to get there. This was quite frightening, and when I put him on blast publicly for it, he stated he was “trying to show me how careless I’d been” and prove a point so I would be more careful and how he was just trying to protect me.

Advertisement

Years later, I went to a group meet-up with a bunch of people from this forum with a guest I knew already, and he called me, on the same number (I should’ve changed it) to ask me to wait for him outside, because he knew what I looked like. My guest and I met up with everyone and pretty quickly left.

Advertisement

3. A Chance For What?

Shutterstock

This all played out on social media, never met the guy in person. He found me through some posts I made on someone else’s discussion thread and tried to shift the conversation to how good I looked. A couple of hours later, he messaged me. We go back and forth a little bit, him waxing poetic about how lovely I was and how he was looking to settle down and how every woman he’d been with (at least fifty) had hurt him in some way. I tried to be polite and let him down easy since he wasn’t what I was looking for at that time.

Advertisement

He quickly got pissed off and ranted about how it wasn’t fair and how screwed up it was that I wouldn’t at least give him a “chance” until I lost patience and blocked him.

Advertisement

2. Are We Having Fun Yet?

Shutterstock

I met a guy one night after a night out. We exchanged numbers, and he was handsome and seemed nice. We met for dinner, and I was surprised when he brought flowers and a bottle of wine, as it was our first date and we knew nothing about each other yet. Throughout dinner, I noticed that he would ask questions, but would not listen to my answers. He seemed in his own world as if he was preparing his next question. Very robotic. He mentioned that his sister was out of town and he was house-sitting for her in the building a few blocks away. Okay, even though he weirded me out a bit, I was young and still felt like things were going fairly well. Anyways, when we left, he was walking me to my car. I was wearing heels, and as such, felt comfortable holding onto the crook of his arm for support as we walked. As we walked, he tried to persuade me to come into the apartment building that he was supposedly house-sitting. “We’ll go up to the rooftop,” he said along with “It’s the best view in Hollywood.” Which was the clincher for me, because it was so corny, and also so creepy. I kept saying “No, no, I have to get up early, etc.”

Advertisement

When we got next to the building, he tightens his grip on me and said, “What’s your problem?” His facade dropped and he looked scary and angry. “I bought you flowers, I brought wine, I paid for dinner…” as if he was checking off ABC is supposed to equal D. Then he said, “We were having fun, weren’t we?!” while pulling me towards the door and twisting my arm. I pulled away from him and literally ran to my car and got out of there as fast as I could.

Advertisement

1. Banned For Life

Shutterstock

I work retail and have for more than 25 years. I once (about 9 years ago, when I worked in a liquor store) had an older customer that would come in, and (I thought) play flirt with me. A lot of customers play flirted with me, so I didn’t think anything of it. Plus, this guy was, like, twice my age and I was no spring chicken. I had no idea that he seriously thought we were really flirting.

Advertisement

Until one day, he asked me out. Not in a regular way, mind you…oh, no. He said, “So, we’ve known each other for a while, now. I’ll just wait until you’re off tonight, and then we can go out. I’ll take you to an expensive restaurant!” I politely declined. He went ballistic! Long story short, the manager banned him from the store for life. Thank god!

Hassan Washington

Hassan Washington