Relationships

Girl #1: Oh my god. My boyfriend just cheated on me.
Girl #2: Holy shit! Which one?

–Olive & Bette’s, W Broadway & Spring

Overheard by: striped shirt

Dude #1: Yeah, man. Not cool.
Dude #2: Dude, why do I always have to be fuckin’ the girl everyone hates?

–Macy’s

Overheard by: good question

Dude #1: So I’m totally fighting with Mark–
Dude #2: You mean physically fighting, or metaphysically fighting?
Dude #1: Metaphysically. But does it make a difference?
Dude #2: Well, dude, you can’t get punched in the face, metaphysically.

–West 3rd & Mercer

Overheard by: Dev Nille

Man: I'm not going to have this conversation with you!
Woman: Why not?
Man: Because that's just setting myself up for an open-ended ass kicking.

–Prospect Park

Overheard by: Blueshmoo

Girl #1: Why should you have him? I've been single for 20 months.
Girl #2: 20 months?! I'd be ashamed!

–34th & 7th

White guy talking about his ex-girlfriend: Then she was like “Oh, I’m getting married. I want you to be part of my wedding.” She was like “You can be my brides-man.”
Even whiter friend: What? Like a groom?
White guy: No! A brides-man.

–6 Train

Overheard by: playtoe

Woman getting haircut: So it all began when I was dating an Italian underwear model…
Hairdresser (after a short pause): Yes?
Woman: He was the worst fuck of my life!

–Institu Salon, 19th & Irving

Girl: Have you got a light, baby?
Man: No! I will not have sex with you!

–Brooklyn

Overheard by: Loves Sex and the City

Concerned male friend: Well, aren't you afraid of gettin' like, an STD or something? Don't you use condoms?
Confused teen girl: Well, we did the first few times, but then we didn't. I mean, he's been coming inside me for like a year now and nothin' ever happened. (points to belly, implying she's pregnant)
Concerned male friend: And how old is he again? How old are you?
Confused teen girl: He's 18. I'm 16–almost 17.
Concerned male friend: Damn, I don't know. This is fucked up. What you gonna do when you wanna go out? Like with your friends and shit.
Confused teen girl: I'll take my baby with me!

–E Train

Headline by: Erica Neumann

Runners-Up:
· “$5 Says You Guys Don’t Get a Single Non-Palin Headline on This One” – twoferrets
· “Ju No What I’m Talking About?” – Barry P.
· “My Breast-milk Is Gonna Be, Like, Fifty Percent Jägermeister…” – Who Doesn’t Love A Drunken Infant?
· “That Thing Is Gonna Need One Hell Of a Fake I.D.” – MJP
· “There’s a Bristol Palin Joke Here Somewhere…” – S-Train
· “You Know, Like One Of Those Elmo Backpacks?” – All by myself.

Click here to see the new Headline Contest

Gay guy to friend: I may be gay but I’m not stupid.

–The Flame Diner, 58th St & 9th Ave

Woman to man: But they were only stopping the dumbasses… That’s why they stopped your dumb ass.

–W 66th St & Amsterdam Ave

Overheard by: Susan Volchok

(Blonde is having trouble hailing cab during rush hour)
Gypsy cab driver in town car: No one will take you cuz you’re stupid!

–116th & Broadway

20-something guy to girl: It’s eleven and it will take you till one to get home, then I’ll call you and tell you how stupid you are.

–4th St Subway Station

Overheard by: Glad I’m not dating him

Girl: Alexis, we’ve been over this. You’re stupid.

–Union Square

Overheard by: Crosby

Bimbette, yelling into cell: Yo! Look who you’re talking to–I’m not exactly the smartest person in the world!

–Amsterdam Ave

Overheard by: dumb as a rock