Physical appearance

20-something guy #1: So would you fuck Oprah?
20-something guy #2: What? No. Why?
20-something guy #1: Well, I thought you might. Cause you like black chicks, right? And you like fat chicks…I thought you'd be down for a fat black chick.
20-something guy #2: Hell no. You gotta keep the fat ones white.

–C Train

Overheard by: So make sure to wash them with bleach.

Salesgirl #1: Why are you going to an ugly boy's party?
Salesgirl #2: Because I'm cool with his friends.
Salesgirl #1: Doesn't he know he's ugly?

–Urban Outfitters

Overheard by: Kaitlen

Girl: I can't decide if I should wear my hair up or down. (friend nods) I mean, you know when you have to make, like…decisions?

–Bathroom, Columbia University

Very white middle-school boy, yelling to friends: He say yo' momma got a cheap-ass weave!

–87th & Lexington

Girl with huge curly hair: You see I, ugh…randomly wake up reaching up to feel, and see if my hair is still there. Then my subconscious is like "wait! Am I breathing?" Oh yes. I'm breathing!

–Chat N Chew Restaurant

Young teen guy to girlfriend: You see, I got hairline issues. You know, 'cuz when you get older, your hair follicles increase and your hair is less. I'm not used to my hair. It used to be here (points to his forehead), but now it's here. (points to the same place on his forehead) I got hairline issues.

–4 Ttrain

Overheard by: Megz

Nanny, adjusting ward's ponytail: If I fall, I'm taking your hair with me.

–5 Train

Suit to man with cat on his head: Why is there a cat on your head?
Man with cat on his head: Why isn't there a cat on your head, douchebag?

–Union Square

Young girl: How old are you?
22 year-old girl: I'm 22.
Young girl: And you're pregnant!
22 year-old girl: No I'm not.
Young girl: Why do you have a big belly then?
22 year-old girl: Well you know, when you're my age, hormonal and stuff, you'll get fat. People will think you're pregnant when you're not, and you'll cry. So you'll eat tons of salads to make the belly disappear but it won't work and you'll be sad. That's all life's about. Don't grow up.

–A Train

Overheard by: Violette

Random guy to boy wearing fishnets and boxers: Yo man! I like your pants!
Boy: Thanks! They're really breezy!

–St. Mark's Place

Overheard by: Scarface

High school thug girl #1: Yo, I want to get something pierced.
High school thug girl #2: That'd be so cool, yo. But what'd you get?
High school thug girl #1: When I have a daughter I'm gonna name her “bitch”.
High school thug girl #2 (after quiet contemplation): Bitch…yeah…that'd be cool.
High school thug girl #1: I guess I'd get my nose pierced.

–Q Train

Skinny hipster to friend: All I'm saying is, if he can fuck a skinny chick why fuck a fat chick?
Random passerby: Shit, that guy ain't gotten pussy in months.

–East Village

Tween girl with huge wall of hair: I look like Hagrid.
Older sister: You look like the lovechild of Hagrid and Hermione. (pause) Actually, Hagrid is too big for that to happen.
Tween girl: You mean his body size? His butt?
Older sister: (laughing)
Tween girl: Ew! (pause) On a Sunday?

–Central Park

Ghetto lady to another: Her son is a lesbian!

–Port Authority Bus Station

Suit to friend: Did I ever tell you about the time I ran into a Dunkin Donuts Drive Thru window with a transvestite in my back seat?

–N Train

Overheard by: Tater

Cop: The trannies hate the DVDs. They just can't get along. They hate each other more than the Bloods and the Crips!

–Union Square

Overheard by: Jon A.

Girl on cell: He just turned around and slipped into the skirt, and I just had to tell him! (pause) No, it didn't flatter his figure.

–Avery Fisher Hall, Lincoln Center

Crazy guy, pointing to girl sitting on fireplug: She's a man! That girl's a man! She's a man! Heh, heh…okay, stay there, I'll be right back. (pause) To punch you in the face!

–23rd & 7th

Overheard by: EthanK

Guy on phone: First you wanted to be a car salesman, and now you want to be drag queen?

–31st b/w 9th &10th

Overheard by: roommate of guy on phone