‘Women, what’s the funniest ‘he really thought this was flirting’ moment you’ve ever experienced?’ – 21 men who were way less smooth than they thought

13.

‘I once said something as a joke to a man I saw at work about once or twice a month. With a lot of imagination, you could have interpreted it as flirting, but that wasn’t the intention; it was just a joke that fit the situation.

Apparently, ever since then, he’s thought I was in love with him (no, definitely not!) and has been making very strange (and sometimes inappropriate) remarks to show he wasn’t interested. At first, I was very confused about what his problem was.

Eventually, a colleague told me what was going on. At first, I was speechless, then I laughed my head off.’
–LutschiPutschi

14.

‘I was on a pretty good brunch date with one guy when he made a joke about throwing up all over the table. My face kind of naturally scrunched cause it was gross but I moved on.

When he saw my face scrunch in disgust I guess that was a signal to him to keep joking about it? So he started miming throwing up on the table. I told him it was making me feel sick and asked him to stop and he dialled it up like five notches. It went on for multiple minutes even though I was legitimately begging him to stop!! I probably asked him to stop 10-15 times. Even if I had been laughing with him it was just excessive.’
–Meccha_me_2

15.

‘Went to a Tinder date, and he was trying to impress me about how he collected his other Tinder date’s underwear… and proceeded to show me one.’
–NeumocortPlus

16.

‘A guy on a dating app once sent me a picture of his spreadsheet where he had calculated the ‘optimal route’ for our potential first date based on my interests and traffic patterns. He thought showing off his data entry skills was a massive flex. It wasn’t even a good route; he had us going to a park that had been closed for construction for six months. He called it ‘logistical romanticism’.’
–Dense_Coffee8945

17.

‘He randomly texted me, ‘Hey, I think we should go out. You’re the only fat girl and I’m the only black kid at our high school so it’s destiny.’ I responded ‘I’m flattered, but I’m actually dating X right now.’ He said ‘Ah ok, it was worth a shot.’

He was actually hilarious, I probably should’ve dated him.’
–Brave_Needleworker_4

18.

‘Can I nominate myself? When I was young I could not sleep and sent a girl a long email about how the mosquito in my room was essentially my Moby Dick and perhaps the start of a literary career. We had met only once, but had exchanged info. She just responded kind of confused.’
–Instantcoffees

19.

‘My freshman year of college, at a Halloween party. This guy from another school who I had never seen or met before starts to chat with me, then starts telling me how cool he thinks dog fighting is, and how he wants to watch it in person because it would just be so raw and visceral and stuff, while moving closer to me and trying to do little flirty touches and put his arm around me.

I said ‘That is disgusting and you need help’, told every girl I knew at that party what he said, and avoided him the rest of the night. Never saw him again. Animal abuse is not sexy!’
–DebtPsychological461

20.

‘Guy in a bar started spouting Romeo and Juliet lines at me, while his friend and I exchanged cringes.’
–Full_FrontaI_Nerdity

21.

‘Most recently, guy messaged me on Hinge saying ‘Impressive nose hair game, what’s your secret?”
–instantsilver

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