Upper East Side

Gangsta wannabe #1: Yo, man, I gotta get me a new Sidekick.
Gangsta wannabe #2: Yo, you mean buy one or rob one?
Gangsta wannabe #1: Yo, rob one, fool!
Gangsta wannabe #2: So rob one then!
Gangsta wannabe #1: I will soon!

Very nervous white guy in suit right in front of them quickly slips his Sidekick into his pocket.

–86th & 2nd

Overheard by: Peter

Guy on phone: His dad’s, like, crazy, and he lives in a house all by himself, and the saddest thing is… the saddest thing is this guy’s dad is even uglier than our dad!

–Waverly Place b/w Mercer & Greene

Woman: Don’t even think about humping your father’s feet!

–President & Columbia

[Before the start of the NYC pillow fight.]Pillow-fighter: I’m gonna beat you all down like you were my daddy! [Hits people with his pillow.] Why weren’t you there, dad, why!?

–Union Square

Guy on cell: Hey dude, my flight has been delayed like an hour, yeah it does suck… [Pause.] Dude, from this point on I’m calling you "daddy". No: "big daddy". Yeah, hey big daddy…

–US Airways Terminal, Laguardia Airport

Little girl pointing at a grizzly bear: Daddy! Daddy!

–Museum of Natural History

Girl: I feel like if your vagina is wet enough, you won’t get AIDS.

–Kitchenette Uptown, Amsterdam Avenue

Overheard by: Fatty McFingers

Guy: Happy Birthday!
Woman in Bday hat: Happy Birthday? I’m old enough to be your fucking mother. Wait, how the fuck old are you?
Guy: 30.
Woman: OK, maybe not, but old enough to be your father’s younger sister’s kid’s mother.

–outside Comic Strip Live, UES

Girl: I want a Marc Jacobs bag, and I don’t care if it’s made of baby cow!

–Outside the Met

Overheard by: wants baby cow bag, too

Guy, explaining his pants: Yeah, they look gay, but they make my junk look huge.

–Midtown

Man picking up trash to woman picking up trash: How you gonna make ten dollars an hour and have people making minimum wage looking better than you?

–Madison Sq Park

Shopaholic: I know! One time I thought there was more to life than that. But then I went back to Bloomingdale’s.

–59th & Madison

Overheard by: DM Cook

Teenage girl on phone: So where are you?…So,what happened?…Not to your shoe! In the hospital!

–Central Park

Overheard by: concerned trespasser

Cougar-in-Training, looking at non-trendy partygoers: Clearly they don’t belong here.

–Rooftop party, the SoHo House

Little girl: Look at all the balls!
Dad: No! No! Don't touch them!

–79th & Lexington

Overheard by: chiggie

Gay guy on cell: And they had the guy with the biggest butt stand next to the guy with the second-biggest butt! Seriously, what is wrong with them?

–6th Ave & 12th

Woman getting on a crowded train, looking for a seat: See, I told you there would be a lot of behinds on this train!

–N Train

Overheard by: Some behind lucky enough to find a seat.

Thug to another: After I wipe his ass, I'm gonna beat his ass!

–86th & Park Ave

Woman on cell: So, what are you going to tell him? "Sorry, I can't marry you–your ass is broken"?

–1st & 23

Teen to friend: Why didn't he use a tennis racket? It would have left that waffle fry look on your ass.

–Bus to Penn Station

Skipping tween girl to metrosexual father: I've seen your butt, you know!

–72nd & Lexington Ave

Overheard by: Shannon

Man leaving Dunkin Donuts: She tried to sell me donuts!
Wife: Are you sure?

–86th & Lexington

Overheard by: soph

Man: So, whatever you want to do, I’ll do.
Woman: But…
Man: I’m fine doing whatever makes you happy.
Woman: But that’s stupid.

–Starbucks, 87th & Lexington

Black kid to father: Dad, were you ever a slave?
Father: No, son.
Black kid: Was I ever a slave?
Father: No.
Black kid, sighing: Good.

–Doctor's Office, Upper East Side

Overheard by: Mike F.