Women Share 31 Of The Most Uncomfortable Encounters With “Nice Guys” Who Just Didn’t Get They Were Not Interested

Telling a person you’re not romantically into them should be enough to stop them from making any further move. It, in fact, should stop the conversation altogether.

But ask any woman and they'll tell you it’s not always the case. In fact, many claim that nice guys, a term used in dating culture to refer to an insecure man who expects his kindness to be rewarded with physical affection, are notorious for not taking their hints.

And that’s how women end up in extremely uncomfortable situations where not only are their wishes not respected, but their private space is denied significance.

“What’s your most uncomfortable experience with someone who 'can’t take a hint?'” someone asked on the Ask Women subreddit and the thread turned into a hell of a read with women sharing their worst encounters.

#1

Had older man smile at me in the street and said something like "aren't you a darling" I didn't smile back and kept on moving I went to a shop and he followed me in there and kept winking and smiling at me.. following me from aisle to aisle.

I didn't give any eye contact and just tried to make it look like I was busy shopping.

He walked past me nudging into me and said "you could at least smile you effin b*tch"

It was only a short event but made me feel so uncomfortable.

Image credits: DiamondBlackSwan70

#2

Me and two friends brought our kids to the zoo. It was the dead of summer and Audubon has a cool zoo which is a lazy river, some slides for smaller kids, splash pads, you know the layout. I’m in a bikini top with shorts, nothing revealing, literally an average cut top. This f*****g guy decided to sit directly next to us when there was a myriad of empty places to sit, as time goes he chimes in on conversations, and asks me if I wanted anything from the snack/drink stand. I made it clear I was married, showed the ring and said I don’t want you to get the wrong idea here. He downplayed it, still bought me a $5 lemonade which I refused because that made me super uncomfortable.

He overheard my name and then proceeded to call me by my name which then infuriated me so we picked up our stuff and moved. This f*****g guy follows us to the other side where the slides and stuff are so one of my friends let him have it. He tried the whole “I was just being nice” rebuttal. Huge red flag. I told him if he sat next to us again I’d empty my bottle of pepper spray into his eyes.

Yeah, nothing weird about a random guy sitting in the kids area by himself overtly flirting with women who clearly have kids and are more than likely in a relationship because of said kids.

Image credits: Louisianimal0418

#3

Was at a party and met a fedora wearing guy who was absolutely obsessed with anime, he told me "By the end of the night you'll know 101 new things about anime!"

He then followed me and my friends around the party telling us random anime facts, it was super awkward and he wouldn't take the hint to leave us alone and I had never been so uncomfortable in my life, a friend even straight up told him "Leave us alone" and he would just snort and stick around.

Image credits: MidnightFireHuntress

#4

Every time I’ve had weird men confessing their feelings for me. Like we spoke 2 or 3 times John, you cannot possibly be « in love » with me. They thought they were being romantic too.

Image credits: Time-Boss-3867

#5

Roger the Finger Sucker. I got cornered by him at a party and he started to recite sonnets to me. And as I was trying to figure out how to extricate myself from his body-blockage, while basically contorting myself as far as physically possible from him in the confined space I was now in, he took my hand and started sucking on my index finger. I can’t remember if it was outright WTF revulsion or laughing so hard that made him step back enough to let me skedaddle outta there. But Holy C**p

Image credits: raginghappy

#6

A former neighbor who took an interest from nothing more than a "hello" in the lift. Started knocking on my door for random chats so I made it clear I wasn't interested. One night he knocked 7 times in one hour, he left notes asking if I wanted to go here and there, he found my FB and in my spam folder was over a 100 messages. He knocked one morning at 7am so I opened the door and basically told him to p**s off, he goes "you could have told me you weren't interested".

He then kept knocking because he wanted to take me out to apologize, ended up reporting him to our landlady who threatened to evict him for breaking the no antisocial behaviour part of his tenancy agreement and he left me alone.

Image credits: Banana_boof

#7

He was my university dorm neighbour and we got along well. A year and a half ago he reached out to reconnect. I met up with him and his wife (his girlfriend from uni) to catch up. All seemed great. They were planning a cottage weekend and invited my now ex and I to join them, and then he started pressuring me to commit right then to skinny dipping in the lake with them (the trip was months away) and it got weird so I just stopped responding. He still messages me and acts weird and sad about me ghosting him.

Image credits: mimsy191

#8

I went on a date with someone I met on an app. We ate dinner and I was really forcing myself to be nice and be present when in reality I was pissed! The guy lied in all of his pictures and we literally had nothing to talk about. At the end of the night, I was walking back to my car when he pushed me against a wall and forced kissed me!!! I was literally turning my head side to side. And then he has the audacity to say “wow that was a great date and kiss. Let’s meet again.” I just said sure to get the heck away. I blocked him as soon as I got in my car and sped away super fast

Image credits: curryp4n

#9

I was at a con one time. It was late night, everyone was drinking. I had to grab a charger from my car before walking over to the hotel to sleep. This random dude who had flirted with me throughout the night here and there saw me and followed me. He kept saying he was protecting me and didn't want me to drive drunk.

I explained I wasn't driving anywhere and asked him to please leave me alone but he followed me anyways. I was like okay, no big deal. I thought he'd go after he saw I wasn't getting in the car but he just kinda lingered there. I asked him to leave but nothing happened. It was like 3am and I wanted to sleep. So I started walking over to my room which was like 50ft away on the ground level.

This mf followed me just monologuing about protecting me and when I went to close the door between us he stopped it with his hand and wouldn't budge. I got behind it and was shoving it trying to close it. Luckily my friend who was staying separately saw me struggling and yanked the guy away from the door. I've never felt so helpless in my life and it flashes through my mind any time someone flirts with me in an environment with alcohol.

Image credits: pococura

#10

Guy I'd been friends with for 6 years decided one night that I must have been interested in him all along. I was coming out of the bathroom at a party and he shoved me back in and kissed me. I shoved him away. He tried again while trying to lock the door.

I managed to dodge and asked what the f**k he was doing, told him I wasn't interested and leave me alone and then went to hide out with another guy friend. I told the other guy what the first one had done and that I needed him to help me ward off the attention. He agreed. And then invited me to a 3way with his girlfriend.

So I grabbed my s**t and started to leave. The first guy approached me again. I shouted at him in full view of everyone to leave me alone and flat out referred to the s**t in the bathroom as an attempted assault.

Marched out the door to my car and he followed me. He apologized and "explained" that he thought I had a crush on him. I'd known him so long, I tried to be understanding. I told him if he'd asked me out I probably would have said yes but this s**t wasn't the way to do things. I said if he did want to try it out he could call me in the morning and actually ask.

Instead he pinned me to the hood of my car and tried to kiss me again.

I ducked away and got in the car. Drove away. He did not call me the next morning and in fact we never spoke or saw each other again. I in fact lost all of my male friends in one night since they were all friends with him.

Image credits: SeaworthySwarth

#11

My sister’s roommate really liked me, but he was her boss and her roommate, so I was polite but nothing else.

After me frequently telling him that I was not interested in him, he left a golden box on my front step, and in it: a picture of my mom from college that he stole from my sister and a pair of my panties that he had also stolen from my house.

What made it extra creepy? He didn’t drive or have a car, *so he took an Uber* to leave a box with an adolescent picture of my mom and my underwear on my porch.

Image credits: dazedandconfuzed420

#12

I'm not flirting, I'm being polite and friendly during my shift as a receptionist. Please, don't invite me to your party/room/country every single time.

That's every day.

Image credits: AtoyKab

#13

A stranger talking to me at a bus stop. It was 06:00 in the morning and I needed to go to Uni. It was cold, I was wearing headphones and reading a book.

A short mumbled answer to a good morning made him try to talk to me. I went from nonverbal grunts to completely ignoring him. And when that didn't stop him, I told him "Sorry, I'm not in the mood for talking, it's way too early.". Didn't work. Next thing I told him straight "Dude, I don't want to talk to you. Shut up and p**s off!"

And guess what...it didn't really work too, he continued.
So I had to be more blunt and rude and told him I would give him a beating if he didn't stop right away.

That finally did the trick. Even though he still wanted to sit next to me in the nearly empty bus with plenty of other options. I stared him down with a raised fist and didn't move, so he didn't try that.

Image credits: AlHazard33

#14

He skated across the city to my place at 11PM to give me a bouquet of roses on HIS birthday. That was after we had only one date and I had told him I don't think we're a good match.

Image credits: Apart_Ask_2459

#15

I went to a really bad school so I'm not really surprised this happened, but one time I was "asked out" by a guy, I say "asked out" cause he didn't really ask, he more so demanded. He said something along the lines of "You're my girl from now on." which is just creepy in an of itself, and when I said no, he got super pissed saying stuff like "Tf, I didn't ask, so how about you just accept it." so I booked it outta there.

Image credits: KawaiiVampy

#16

My ex-housemate couldn't take a hint to save his life. No matter how many times I slammed my bedroom door in his face, ignored him when he talked, or actively avoided him, he would still keep trying to talk/flirt with me. This was all after I had already rejected his romantic proposal. It went on for ~3 months until my lease was up and I moved out.

Also, he was 33 and I had just turned 20.

Image credits: IsThatOz

#17

When I was around 18, a guy who I had met earlier in the day (while shopping at his workplace) showed up at my workplace (a restaurant), sat at the bar and got drunk, and proceeded to follow me out to my car when I left for the evening. I was as clear as I could be as an "unexperienced with creepy guy situations" that I was not interested in him and I really needed to get home. I didn't feel comfortable trying to get into my car because he was moving in closer and closer to me, trying to kiss me. Thankfully, the bartender, who I barely knew, saw out the window what was going on and came out to the parking lot, saying my dad was on the phone looking for me. I ran back inside the building, and the bartender proceeded to have "words" with the guy in the parking lot. Never saw the guy again, and I will be forever grateful to the bartender for stepping in.

Image credits: DateCard

#18

Was at wedding a few months ago, had a guy follow me around the entire night. I don’t think I even said more than two words to him. I ignored him when talking in a group, I actively moved further away from him when he got closer and I made a point to not even look at him. Towards the end of the night, after more alcohol, I turned around one more time to him standing next to me and staring and I cracked and told him to get away from me.

Image credits: sunshineandcats21

#19

When I was 21, I worked at a casino as a cage cashier. It was the overnight shift, and I had so many creeps acting like I was flirting with them when I was just doing my job! One guy —who had to be 45–50 years old — just kept staring and smiling at me throughout his transaction. It sounds innocent but it was incredibly creepy and uncomfortable. He finally left (because a line started to form behind him) and a few hours later, at about two or three in the morning, the phone rang and it was him! He asked me if I remembered him, that he was in earlier and 'WE' couldn't stop smiling at each other! (I said I didn't remember him.) Then he asked me if I 'wanted to go party.' Seriously, ew

Image credits: ramblinator

#20

I was waiting for a bus at 10:30 AM on a Saturday morning. Some guy pulls up next to the stop in a white, windowless van (I'm not kidding, you can't make this up). He tells me that he was driving the other direction and thought I was so beautiful and he just had to turn around and talk to me. He asked for my number and I said no. Then he asked if he could take me out to dinner later. I told him no, I was on my way to meet a friend and was busy. He proceeded to tell me about his job and when he would be off work and asked for my number again. Then he insisted on me taking his card for his number. And he just sat there and kept talking from his van even though I had started ignoring him. Dude would not leave and just sat there in the street in his windowless van trying to talk to me even though I told him no and that I wasn't interested multiple times.

When he offered me his card, I seriously thought he was trying to get me close to his van to kidnap me or something.

Image credits: Spiggy93

#21

I have some weird talent of attracting my coworkers and they’re all so strange. one cornered me in his car and said he could tell by my body language that i was interested and how we should make out ( we literally never talked and i left the car after)

another i was close friends w but found out he was telling ppl we had sex, and kept inviting me out to expensive dinners that i kept turning down and saying were too much to spend on a friend. even since he finally got “the hint” he still is always talking ab me to my friends/coworkers and saying he “could’ve gotten me” he just didn’t feel like it

Image credits: Technical_Ability572

#22

I was on my first ever solo trip and headed to Europe. Had my headphones in and a movie on my kindle fire and this guy has the audacity to keep touching my shoulder and talking to me! I’d covered myself with my blanket and was using the s******g airline pillow to create more of a barrier and also had my body angled away from him. But he kept going and one time tugged my damn headphone out! I finally just turned up my movie and anytime he tried to get ky attention held my tablet closer to my face. Unfortunately another young woman was on his other side and he then turned his attention towards her and her child. It took her nearly as long to get him to leave her alone. She finally had to tell him to shut up so her child could sleep as we’d been flying for hours at that point. That man had the f*****g audacity to complain the female flight attendant we weren’t being nice to him when they served drinks for the evening. She just looked at him and asked him if we knew him, he said no, and she said then we had no reason to humor him and to leave us alone

Image credits: RunnerGirlT

#23

I had a friend. Well he was my brother's friend but he was a tenant in my house for years. Anyhow, he got married, moved away with his wife, had a kid, etc etc.
One day, out of the blue, I got a call from him asking me if a friend of him could spend the night at my house, that's standard in my religious circle so I said it was ok. He came along with the friend to introduce her, and that's when I got told he is getting a divorce because his wife cheated.
We started talking and he tells me all about the cheating situation.
After that weekend, he kept texting and calling, telling me about his day, and asking me to go to places with him (gym, movies, a coffee). I kept telling him I was busy. Then he tells me that I shouldnt be dating my bf because of reasons, so I told him he needed to mind his business.
The last time I spoke to him, I told him he had gotten married, never visited again, never called again, didn't even introduce us to his kid (who was 7 at the time of the divorce), and that I was too old to be stupid enough to not know he was trying to find a shoulder to cry on and a person to make him feel less lonely. Then I told him that if he needed friends, he had plenty of male friends to talk to. He was mad. He told me I was delusional and that my mom wouldn’t like me treating him like that. I hung up and blocked him in everything. A few days after, I got a call from my cousin's wife telling me that this guy had been talking sh*t about me.

Image credits: onlytexts

#24

One of my former roommates. He was a 28 year old man and I was 18. He tried to sleep with me because I was "18 now". I had to keep rejecting his advances and it was so uncomfortable but eventually he got kicked out by the landlord (I don't know if it was because I told the landlord he was being creepy towards me or other reasons. I guess he had issues with cocaine as well). When my landlord confronted him about him making unwanted sexual advances towards me I heard him saying I should have lost my virginity as 15 "like everybody else".

Anyways the weird part is years later I actually ran into him and he started hitting on me aggressively AGAIN but he had no recollection of who I was! I remembered him but he seemed to not have a clue who I was and tried to lure me back to his home when I was waiting for a greyhound bus en route to another city and I was sitting with my luggage. This maniac was trying to convince me to go to his home and I was trying to get him to understand that I can't leave because if I do I will miss my bus and get stranded in some random city. Then he took it upon himself to keep me company while I waited for my greyhound ??. He stayed with me until I boarded. He was also eating a mango and cutting it with a pocket knife. I was so uncomfortable that he had a knife and kept asking me to go back to his place with the knife in hand (even if he was only using it to cut fruit). I ended up stealing his knife when he wasn't paying attention. The dude was eccentric and was plucking public flowers and giving them to me.

Image credits: IceCreamIceKween

#25

Haha I've got this one. Went on one date with a guy, was kind of mediocre but I figured I'd go on one more in case it was just nerves or something getting in the way.

Valentine's day happened the day after our second date, and this man took it upon himself to use my phone number to look me up on LinkedIn and find my job, then stand outside of it for hours until I got off work. THEN in front of literally all of my coworkers and a cafe full of people, whipped out his guitar and sang "can't help falling in love with you" with my *name* substituted into it.

I cried out of sheer humiliation, meanwhile he seemed so pleased with himself. He asked if i would be his valentine at the end and I said no and straight up ran away from him to my car. I think I probably sat there for an hour or more experiencing sheer existential dread about that situation and also having to face my coworkers the next day

It was one of the worst possible things he could have done lol. Needless to say there was no second date

Image credits: TheFriendliestSloot

#26

Had some random guy sit down and join a friend and I at lunch. We were sooo clearly annoyed and just wanted to catch up as we hadn’t seen each other in awhile. He just kept asking where we were from, what we were doing after etc. His friend who was standing nearby actually got embarrassed and started trying to get him to leave.

We finally started to get up because we were so irritated. He then gets up to leave but he watched us for the rest of our lunch. Completely ruined our time because we were so uncomfortable.

Image credits: Sweeeetestofdreams

#27

Oh, and then there was this one time when we met someone while clubbing. He was really awkward, and neither me nor the friend I was with knew with whom he actually flirted, but we weren't interested anyway. His friends were really embarrassed by him and his behaviour and we communicated directly that we weren't looking for a hookup.

And once we wanted to leave, he wanted to "bring us home safely". lol
As if I would let a stranger know where I live or as if I would trust a stranger walking with me through the industrial area where the club was back to our shared flat. Maybe 1-2 km, not far.
But he didn't take No for an answer.

So I told him to say goodbye to his friends so they know where he is. And while he did so, we left in a hurry and put as much distance between the club and us as possible. Walked home, sang dirty songs, woke up our roommates (they eventually forgave us for that).
And never saw that guy again.

#28

I was 15 and working at a local ice cream shop in the downtown area. I was in the back, making waffle cones, when I heard a knock on the window. This 60-some year old guy is waving to me, so I wave back and go back to paying attention to my cones. 20 minutes later, he’s still there watching me. I got nervous and went to the hallway, which is when he came in the shop. He asked my coworker how old I was, and she was kind enough to lie for me and said I was 13. He left after that.

Image credits: LoveofBooks_03

#29

When I was in 6th grade, I stood up for a boy who was being made fun of. That afternoon, he slid me a note asking me to be his girlfriend and I said no. Throughout school, he would constantly confess his feelings for me, which I kept declining. He even told me he was in love with me after he moved states and was with another girl.

Fast forward 10+ years and I still get message requests from him lmao. Nothing ever incredibly aggressive, but dude just won’t take a hint.

Image credits: pouletchantant

#30

A former friend's room mate took a liking to me when he found out I was a "gamer girl" and started off pretty strong. He tried to buy me a gaming pc rig for my birthday after only hanging out twice in a group setting (where he barely spoke), showed up at my work wanting to hang out even though I never told him when or where.

Eventually he asked me out, I said no, and he just.....kept it up. I would keep telling him to stop because it made me uncomfortable but he'd keep at it saying it's "how he treats all his friends". Spoiler, it wasn't. I had never seen him treat his room mate like this. It was just me.

Eventually he started spam calling me at 2am while he was obviously plastered. I had to block him and then he showed up at my work and said he wouldn't leave until I talked to him. Cops got called. My friend moved out and we never saw him again.

Image credits: TattooPuddle

#31

I brought a guy over to my house to break up with him. I would have gone to his but I was 19 and didn't have a car. He wouldn't leave after I did it. Saying that because I had the decency to do it in person there must be a way to fix it. After a long time (hours) of me telling him to leave I just got ready for bed while he kept trying to convince me to take him back. I eventually turned off all the lights and went to bed. He sat in the dark of my living room in silence for another 40 minutes before finally giving up.

We only went on like 5 dates over the course of like a month.

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