Gender issues

Male suit: See, look at her! (points at woman on BlackBerry) Women are more likely to get killed while texting than men. Men are always aware of their surroundings.
Female suit: No, men just can't walk and text at the same time. Women are better at multi-tasking.
Male suit: Alright, since you're so good at multi-tasking, suck my dick and make me a sandwich.
Female suit: I've got news for you. If you keep eating sandwiches, even hookers won't want to suck your dick.

–Broadway & Astor Place

Overheard by: Ashley

Grade school girl #1: Why are you so upset?
Grade school girl #2: People at school think I like three boys! Do you know what that does to my reputation?!

–Outside the elementary school, 76th St

Hipster waitress to another: Camel toe is like, really hot, but also really uncomfortable.

–Williamsburg

College guy to friend: Dude, I'd definitely date a dude who looked like a hot chick… It's not gay.

–Hunter College

Overheard by: Stephen

Professor: Welcome to CUNY, it's like menopause. It's either too hot or too cold.

–City University of New York

Latino girl on cell: Bitch, please. I'm gonna look mad hot tonight. I'ma comb my hair!

–American Apparel

Male professor: I don't care how hot Brad Pitt is… If he sits on my lap, nothing's going to happen!

–New York Institute of Technology

Overheard by: Not Brad Pitt

Guy to girlfriend and friend: Goddammit, neither one of you is a gay man trapped in a woman's body.

–8th & 9th

Overheard by: cracking up

Girl on cell: Are all she-males gay? Cause if they're into women, sign me up.

–Astor Place

Teen on cell: Dudes have, like, purses here…

–110th & Broadway

Overheard by: Al-master

Guy to friend: She's not a tranny, but she's, y'know: tran-y.

–Grand St & Bedford Ave

Overheard by: KateM

Man on cell: You and I are both complex women. It's more complicated than that.

–21st St & 8th Ave

Overheard by: Ben

Female: Stop calling me “dude,” I'm a “dudette”! I haven't got cojones.
Male: You never let me look.

–Staten Island Ferry

Overheard by: bonobobill

Girl #1: So wait… You have trouble orgasming?
Girl #2: Yes! It's like impossible for me to come through sex alone.
Girl #1: But fingering and oral works?
Girl #2: Well, yeah.
Girl #1 to guy friend: How ya hanging in there, Matt?
Matt: I need to start hanging out with more guys.

–Washington Square Park

Overheard by: Bruce Lee

Techie in suit: I mean, there are two reasons. A: it's better.
Meathead friend: Uh-huh.
Techie: A: it's warmer.
Meathead: Uh-huh.
Techie: B: the women there are much more receptive to thinly veiled suggestion.
Meathead: Uh…
Techie: What I mean by that is that they have low self esteem. I do my best work with low self esteem.

–14th St & 8th Ave Subway Station

Overheard by: Rebecca

Guy #1: I told him you don't ask a woman for a cigarette, you just don't do it.
Guy #2: Yeah… Word.
Guy #1: But he didn't listen. Next thing you know he's getting pistol whipped and my car is being towed away.

–1 Train

Chick: I like your grandma.
Guy: He’s a dude.
Chick: Oh… I like your grandpa.

–City College

Overheard by: Low Quality pictures online

Girl #1: When is she having the baby?
Girl #2: Real soon… I wouldn't be surprised if she had it today!
Girl #3: I hope it's a boy.
Girl #2: No. If it is, she's giving it up for adoption. For real. I stood over her and saw her sign the papers. She should've just gotten an abortion.

–L Train

Overheard by: Jayboi