Guys

Waiter: Hey, wassup? I’m Sean. What’s your name?
Girl: Rebecca. Nice to meet you.
Waiter: And you, man?
Guy: Kwanzaa.
Waiter: Hey, by any change you are mixed with Jewish?
Guy: Er, no, everything but.
Waiter: Well…’cause, you know, I’m Jewish.
Guy: …Okay.
Waiter: Uh, ’cause you know, Kwanzaa’s a Jewish Holiday?
Girl: It is? Wow, I didn’t know that.

–Diner 24, 8th Avenue

Overheard by: enkie

Guy, to girl: Smart girls are never pretty. That’s why you’re a dumbass.

–Union Turnpike station platform

Overheard by: Erna

Hobo: Ain’t no good here, only cheap. Cheap, cheap, and very cheap. And very beautiful.

–L train, Bedford Ave station

Chick: Where are we going?
Guy: The Junction.
Chick: Why are we going to the Junction?
Guy: Because you’re a loser. Because you question me.

–D Train

(Asian tourist walks onto subway with large panda-head shaped hat)
Random guy: Take off that silly ass hat!

–Uptown 1 Train

Guy: When I wear my other coat, I look like a yak.

–Mott St

Overheard by: robin

Thug to friend: I totally know fashion designers. I know who Hill-finger is.

–Thompson Street, SoHo

Drunk guy to orthodox Jew: Nice lid.

–Near Herald Square

Guy walking out of subway: Then she came in and told me to put the mask on.

–6 Train

Overheard by: Sarah

History teacher to class: Now, if you want a decent straw hat, do not make one.

–Millennium High School

Overheard by: Adriana

Polish guy: Dude, it smells like a midget's ass over here!
Friend: How do you know what a midget's ass smells like?
Drunk guy: He's Polish! How else would he be able to screw in a lightbulb?

–Williamsburg, Brooklyn

Overheard by: POLA

Guy #1: The menu is on the board.
Guy #2: What’s the sea red dumpling?
Guy #1: Sea red? What are you talking about?
Guy #2: Right there, monster…sea red.

–Dumpling Man, St. Marks Place

Overheard by: Rathan Haran

Guy #1: I love Puerto Rico!
Guy #2: Oh, please! Puerto Rico is just like the Bronx, but it has palm trees.

–Chelsea

Overheard by: D

Preppy girl: So, like, Salman Rushdie had to move to America because that guy issued this fatwa thing against him.
Hipster guy: You mean the Ayatollah?
Preppy girl: I think it’s pronounced “aya-toy-a.”
Hipster guy: Ummm…Yeah, if he were Spanish!

–Columbia University

Overheard by: not an Ivy-Leaguer

20-something guy, holding long wooden board: Hey, can you spare some change for me and my wood to get a hooker?
Blonde party girl passing by, rubbing wood in sexual way: Oh, I like your wood…
20-something guy: Oh, thank you. (to girl sitting next to him) You'd think someone would give me money just for making them laugh, but no.

–St. Mark's b/w 2nd & 3rd

Overheard by: TR

Conductor: Ladies and gentlemen, we apologize for the delay. There is a problem with a signal and there are trains in front of us. The good news is, there's a bar car!

–Metro North

Overheard by: Anna

Obese lady buying pork chops to obese friend: I be cutting down on on soda.

–Troy Ave & Park Place

Exasperated woman: And he was drinking Jack Daniels before he even got to my place…

–3rd & 6th

Overheard by: j

Female suit on cell: Well, what do you expect? It was green Gatorade and grain alcohol!

–Broadway & 54th St

Overheard by: Loren

Bag lady to another: Listen, Alice, if you don't want to lose your leg, you gotta drink water, they'll take your legs otherwise.

–42nd St & 3rd Ave

Overheard by: Robin

Frantic woman on cell: Oh my god! There is no soy milk anywhere in this city! (sprints out of Starbucks)

–Starbucks, Times Square

Overheard by: ellie

Tough guy outside bar with friends: So I like apple juice. What the fuck?

–East Village