Physical appearance

Doo-wop busker: Hey man, anyone ever tell you that you look just like Wynton Marsalis?
Black guy who does actually look like Wynton Marsalis: Who?
White woman: Oh! Yeah, he does!
Doo-wop busker: Yeah, am I right? Wynton Marsalis, in the flesh.
Black guy: I don't even know who that is.
Doo-wop busker: Jazz trumpet, man. Genius.
White woman: He's a wonderful musician. You should look him up!
Black guy: Uh, sure. What was the name again?
Doo-wop busker: Wyn-ton. Mar-sa-lis. They ever make a movie of his life, you got it made.

–R Train

Overheard by: Rose Fox

Drunk girl in green #1: I'm not shit-faced.
Drunk girl in green #2: No? Then what are you?
Drunk girl in green #1: Oh! A green truck!

–Park Ave & 34th St

Overheard by: I saw it too.

Girl #1: My friend looks like a penguin.
Girl #2: Like seriously, black and white?
Girl #1: He even owns a full body penguin costume.

–Washington Square

Fashion photographer: That's a skirt? I thought it was a hat.

–Fashion Closet, Conde Nast Building

Indecisive woman to friend: I like this sweater in principle.

–Banana Republic, 86th & Broadway

Tween girl to mom: I'm not going to put my precious glove in the frickin' oven!

–Queens

Guy: I'm just saying, he doesn't dress like a bro.

–Astor Place

Irate girl wearing too much lipstick: That band really doesn't do him justice… I mean, I don't think he should have to wear a unitard. And she really shouldn't wear one, you know?

–6 Train

Overheard by: Wants to see him in unitard

Girl to friend: I mean, if he was rich I would pretend to like him; but he's not, so…

–46th & 3rd

Guy on street to couple: Baby girl, you're just embarrassing yourself. Don't do it. You know you're just with him for his money cuz everyone knows white men ain't got no dick.

–5th & 32nd

Ghetto young man: That is why I'm gonna marry a rich white woman. My daughter needs a good life; my sugar mama can pay for her to go to a private school. I'm a playa, but I gotta marry a rich white woman for my baby girl.

–A Train

20-something guy to friends: So this chick I like says "let's wait until you start making money til we start dating." So I said to her "what makes you think I want to date you once I start making money?"

–St Mark's

Average-sized woman on cell: He said "big boned." Yeah, "you're a big boned girl… Like your dad, kinda big boned." (pause) Yeah, so, I didn't really feel like eating much after that.

–Queens

Overheard by: bdlilrbt

Girl to friend: I always think I'm a thin person, but then I look into the mirror and realize I'm not.

–3rd & 13th

Super skinny Japanese girl: I brought my juice with me. Then I ordered dessert. But my juice just looked better than eating dessert.

–Downtown 1 Train

Overheard by: dignell

Middle aged women to friend: Yeah, we took her in for a few weeks. She was fine, but didn't eat much. But that's because she kind of has an eating disorder. (they burst out into a fit of laughter)

–F Train

Girl getting soda to friend: You know, it's the ice that makes you fat. I heard that somewhere.

–Cafeteria, Marymount Manhattan

Overheard by: Hannah

Colleague #1: There is a girl in India with four legs.
Colleague #2: She'll be happy. She'll be able to wear more shoes.
Colleague #1: She can run fast.

–Office, Manhattan

Shop assistant #1: I'm going to get those black and gold trainers for community service. We have these lime green vests and they'll look great with the vest!
Shop assistant #2: You're accessorizing your community service outfit?

–Shoe Shop, Srping St & Broadway

Overheard by: Keziah

Teenage girl #1: Who is Jacqueline?
Teenage girl #2: She's my fat friend.
Teenage girl #1: I had one of those. Got rid of her like two months ago. I got sick of the whole “I'm hungry, let's go eat” thing.
Teenage girl #2: Yeah, I'm thinking of getting rid of her too. I mean, she was cool for a while, but…
Teenage girl #1, interrupting: No! Fat has never been cool!

–6 Train

Overheard by: Have 2 of those

Boy: Ew! Honey and ass!?

–48th & 8th

Overheard by: urbanadventurer

Guy to friend: I felt like her eyes were going to eat my face.

–Bleecker & Charles

Overheard by: Jacob

40-something man to 20-something girl: I just wanna nibble your birthmark.

–5th Ave & 9th St

Guy against pillar: I'll suck your ass… If you want it.

–J Train