Flirting is a fine art. When you first start out, it takes time and failure to master it. Some people never manage to be more than minimally uncomfortable; others never learn how to be less than disastrous.
But if you're looking on pointers on what not to do when flirting, these folks below have you covered. They recently went online to share their cringiest flirting stories. Some were the victims, others the perpetrators. But all will make you grateful that you were in no way involved.
60. Big daddy
59. Love sick
58. Lose now, win later
I was talking to a girl and her friend in a nightclub and it was going well so I figured I'd whip out the old iPhone 3G (long time ago I know) to ask for her number.
I was far too enthusiastic and it went flying out my hand and landed on the floor and reset so it displayed the Apple logo.
I just picked it up and said sighed "never mind" and walked away with my shame.
Little did I know the girl who is now the mother of my child watched it happen and was laughing from afar.
57. Cringey because you didn't flirt
56. The ladies love deductive reasoning
55. Free shower
54. Foul weather friends
I'm female. I wanted to try to flirt with the cute cop guarding my work building, so on my way back from walking in the rain without an umbrella, I tried to make small talk about the weather. What came out instead was:
"In case you didn't know it's raining outside just take a look at me, I'm nice and wet."
His face turned bright red and once I realized what just came out of my mouth I stuttered something like, "No, no, I mean....uhhh..."
And then I ran up to my office and hid the rest of the day. I never saw him again.
53. Who's my cute little dinosaur?
52. Fetus and the beast
51. Bad flirting with a happy ending
50. Losing face
49. I look fabulous
48. My new pick-up line is "buh"
So a while back, I was at a used book store and this guy sidles up to look at the same section I'm looking at. I side-eye him, and holy crap he's cute. And he's wearing a Left 4 Dead shirt. I love Left 4 Dead! He's looking at a James Michener book. I love James Michener!
Maybe someone with more confidence and social skills would have started up a conversation, all "oh, do you read a lot of historical fiction?" or "oh, I notice you're looking at a James Michener book. He's one of my favorite authors."
But me, I'm basically Rainman-level awkward. He looks over at me, probably because he's noticed this dumpy thirtysomething staring at him dumbly, and smiles. Everything I had planned to say went out the window then. No questions, no flirty smile. Just: "Buh."
This is actually what I said. Freaking buh.
So he kind of gets this weird look on his face and says "excuse me?" and I can feel my face is bright red now and so I mumble, "I like your shirt. I like video games."
"Oh," he says, looking down at his shirt. "Thanks."
"Yeah, no problem!" I manage to squeak out. I barely finished my sentence before I fled the aisle. I am so smooth, you guys.
47. I guess that's a compliment?
I was in my early twenties and found myself flirting with a handsome man who was flirting back in the cafeteria of a hospital where I was killing time before my OBGYN appointment.
I left as my appointment time was nearing and I knew there would be paperwork. Forward to the feet in stirrups and who walks in? It was the man from the cafeteria. He took a look at my lady parts and said, "Gee, you don't look like a mother of two." I was mortified.
46. I don't care what anyone says: you're a legend
45. You should never be allowed to talk to women again
My boyfriend was killed in a car wreck one year ago. He had to be cremated. I am in college, and at the time I was walking across campus when his mother texted me that the cremation had been done. I fell to the ground in tears.
A guy came up to me, picked me up off the ground and hugged me. I just cried into his shoulder and told him what had just happened, saying something like "my boyfriend died..." He said, "Well, do you want a new one?"
44. That's some compliment
Upon finding out that I can't drink because of a medical issue, a guy told me:
"It must be hard for a guy to flirt with you considering he can't give you drinks and make you all stupid."
Thanks?
43. Quite an offer
I had a guy at a bar notice I was Italian, and then proceed to tell me how great Mussolini was before asking me how I would feel about a "naked 40-year-old man lying on top of me for 30 seconds." I think it was supposed to be a pick-up line.
42. Reading into it
My far-distant ex-boyfriend once stole my crutches... because he was mad I wasn't "getting out as much" (I had been hit by a truck) and he wanted to manipulate me into going to book club with him.
It was a feminist book club!
41. You talk too much
I had a guy tell me "you were a lot more interesting before you started talking" and then continue to flirt with me. I don't know if that was an attempt at negging or what.
40. Coffee with a twist
39. I think that's a 'no', dawg
38. Everybody's got a price
37. I picture this happening in a coffee shop
36. This is why people put 'fluent in sarcasm' on dating profiles
35. Reagan is my wingman
34. Quite a feet
33. I just want to graft your face
32. To be fair, that move killed in fourth grade
31. 'Original' doesn't mean 'good'
30. Who are you wearing?
29. At least she says what she wants...
28. Mrs. Robinson
27. Death of a waitress
26. Not like this
25. Shoulda quit after falling in the pool
24. Popped your cherries
23. Cheese and a kiss
22. The goo and you
21. Your big mouth
20. Give him the screws
19. That's not flirting, just a red flag
18. What an opening line
17. Jesse's girl
16. That's a pretty smooth recovery
15. Friends don't let friends do this
14. Spontaneous rubbing
13. This kid's got stones
12. The straight and narrow
11. Hungry and humiliated
10. The bad finger
9. Mr. Charming
8. A rejection and a lesson
7. Free love
6. In a previous lifetime
5. The dude was baby crazy
4. Unforced errors
3. More like Al Bundy
2. We've all been there
1. The waitress serves it up
Went to this bar at an outdoor strip mall with my brother, I work a very odd schedule so I was off, and my girlfriend had the car, so he picked me up on his lunch break. So we could Grab a bite, catch up. That sort of thing.
This waitress is way way younger than us (I'm in my 30's, my brother is in his 40's) seriously this girl couldn't have been older than 18.
Very flirty. She complimented my beard, and my tattoos, made a lot of effort to stay near our table and join in on our conversation. My brother was cracking up, and texting our younger brothers about it, they're telling me "go for it" and just being jerks.
We get done with lunch, cash out and leave.
My brother comes back with his wife a few days later, the same waitress was there and recognized him. So she waited their table. She asked him who I was, and how he knew me, explained I was his brother and she asked what my name was. She also told him I was "dreamy"
Now my first name is John. I also have a very generic last name. My brother said he just said my first name, but his work jacket has his full name on it. So next thing I know, I have a friend request on a certain social media. How she found me with a combo of my generic ass name and no mutual friends I'll never know.
Before leaving she brought out the same thing I ordered the other day, and told him it was on the house and to take it in case "John gets hungry"
So before this could escalate any further and get anymore weird I decided to tell my SO, she laughed so hard.
We're going there this Wednesday when I'm off because she wants to see this girl who has become enamored with me.
Wish me luck.