Suits

Suit: Sometimes I want to ask Dan* if he’s gay. I can’t figure out if he is or not.
Woman: Is he flamboyant?
Suit: Yeah, but that could be because he’s a southerner.

–550 Madison Ave

Overheard by: DrDorn

Male suit: That book you’re reading — Any Bitch Can Cook! — that’s funny.
Female suit: You know what ‘bitch’ stands for, right?
Male suit: What?
Female suit: Babe in total control of herself.
Guy at next table: I dunno. I know some bitches who are totally out of control.

–Chinese restaurant, Montague St, Brooklyn

Overheard by: Big Larry

Suit: So that’s odd — your friend is into gay, World War Two German Army porn.
Hipster: It’s actually not as weird as you think.
Suit: I see.

–Spring & Broadway

Overheard by: Jasper

Suit: I was up in Toronto last week. It was nice, but it was really cold.
Guy: Yeah, it’s beautiful up there, but they get winter really early. It’s like that Shakespeare line, ‘It was the best of times, it was the worst of times.’
Suit: [Befuddled silence.]

–LIRR into Penn Station

Overheard by: It was Dickens, DickWad

Newspaper guy: Free Post! Free New York Post right here!
Suit: Not if you paid me.
Newspaper guy: Yeah, don’t blame you… Free Post!

–Wall St & Broadway

Overheard by: NYT reader

Crazy guy: Have you ever sniffed some good ass?
Suit: Huh?
Crazy guy: Have you ever smelled some really good asshole?
Suit: I would say… yes, I have. But I don’t really want to discuss it with you, okay?

–E 42nd & 5th

Overheard by: Big Larry

Headline by: space coyote

Runners-Up:

· “It’s Between Me and My Mother” – King of the Jews

· “It’s really more a question of taste…” – Rusty

· “Not now, Dad.” – again.

· “Wall Street’s Don’t Sniff and Tell policy” – Ceetar

· “What Happens at an HMO-covered Therapy Session” – Barry Negrin


Click here to see the new Headline Contest

Puerto Rican girl to another: I never dated a white guy, ’cause they got bad taste in underwear.

–Subway station, Times Square

Overheard by: Mama

Chick: … So I was dancing in the kitchen in my underwear and I looked out the window and the orthodox Yeshiva student guy that lives across the building from me was just staring open-mouthed. I’m never gonna open the curtains in the kitchen again.

–181st St

Overheard by: LSB

Mother to toddler son: Now, honey, close your eyes. This isn’t for you.

–Frederick’s of Hollywood, King’s Plaza

Queer: I totally go out of my way to wear edible thongs to work.

–Library Bar, Houston & Ave A

Overheard by: Rachel W.

Teen girl quickly descending staircase: I didn’t wear a bra again today. My boobs are bouncing down these stairs!

–Notre Dame Academy, Staten Island

Suit on cell: Well, I mean, I have thongs… But I really don’t consider those underwear…

–W 4th St & 6th Ave

Overheard by: Laura

Screaming hobo: … But you know she was artificially inseminated by aliens!
Suit: Wait… Who?

–NYU

Suit #1: I don’t know why you only take pictures of dead golfers.
Suit #2: Haha… I know.

–E 64th St & Park

Female Rangers fan to Rangers: Come on, ladies!
Suit: Haha! ‘Ladies.’ That’s so funny. I don’t really get it, but I know it’s funny.

–Madison Square Garden

Overheard by: Jess McGins