Gender issues

Big old lady yelling at MTA employee: Of course they're not coming! They're too busy fucking! Masturbating! Eating donuts!

–53rd & Lexington Subway Station

Girl to friend: Oh my god, he does things to me that make masturbation seem like bland oatmeal!

–14th & 3rd

Overheard by: TheOneThatGotAway

Teen to friend: Seriously, if I was a guy for a day, all I'd do is piss standing up and masturbate.

–Queens Center Food Court

Guy on cell: Dude, if I didn't jerk off a couple times a day I'm pretty sure I'd be a serial rapist.

–Penn Station

Short nerdy businessman to another: I didn't know I was going out with her when I beat off.

–15th St & 9th St

Overheard by: Spicoli

Blond scruffy short man on headset: Do you really think girls would go for that? You think a girl would, for a chance to win $500, watch me masturbate?

–R Train

Dude looking at girl shoes: If I were a chick I'd wear the ugliest shoes, I swear.

–5th Ave

Woman on phone call with son's teacher: I know he's in the big boy group, but if you see he put his shoes on the wrong feet again, could you just let him know, please?

–57th St & Madison

Four-year-old girl: My toes are in my shoes!

–Bus

Overheard by: vcstr

Girl, with pride: I can't get laid in this town without these pointy fucking shoes. My feet are so black and blue, and so are you!

–F Train

Overheard by: Ofelia Hiney

Gay guy to friend: Oh, c'mon, at its best, The Wizard of Oz is just a story about two women fighting over a pair of shoes.

–Times Square

Overheard by: Paul N.

Little girl: Do you like girls?
Little boy: No.
Little girl: Do you like boys?
Little boy: No.
Little girl: Do you like me?
Little boy: No.
Little girl: Do you like cats?
Little boy: No.
Little girl: Do you like girls?

–Wilson & Troutman, Bushwick

Foreign girl #1 to lesbian entering ladies' room: I'm sorry, this is a ladies' room.
Lesbian: I'm a woman.
Foreign girl #1: Oh my god, I'm so sorry! That's the worst thing I've ever done!
Foreign girl #2, coming out of stall: Wait, no. You're so not a woman!
Lesbian: You wanna see the ta-tas?

–Sidewalk Bar, 6th & Ave A

NYU undergrad #1: Last night I heard her like just pee for the first time.
NYU undergrad #2: Yeah, the first time you hear a girl pee for the first time it freaks your shit out!

–Waverly & Washington Square North

Nerdy serious white guy: See, that's what's great about going to Afghanistan. I'm no good at talking to women.

–N Train

Overheard by: annearchist

Nerd walking into archaeology class from noisy hallway: Do you hear the roman legion?

–Hunter College

Nerdy guy on cell: Yeah, she's an exhibitionist. She needs to be punished, but who's going to do it?

–JCPenny

Geeky Korean kid outside high school: I'm not really bad. I'm, like, medium-bad. You know, like, bad… But still good.

–Flushing, Queens

Overheard by: Samantha

Nerd to another: Your entire belief system is based on the rotundity of Darth Vader… That is a farce.

–Columbia University

Overheard by: Nicole

Young guy, trying to allow older woman to get in line first: Ladies first.
Old woman: I'm not a lady.
Young guy: Oh.

–Office, 54th & 6th

Overheard by: Biscuit-lover

Asian guy #1: Hey, would you date a female version of yourself?
Asian guy #2: No way bro, I don’t date white bitches.

–Columbia University

Girl #1: Boys make me so angry. Sometimes I think about changing teams.
Girl #2: You can't just “change teams”. You have to be picked for that team.
Girl #1: What? How do I get picked?
Girl #2 (laughing): You have to clean the carpets of all the team members.
Girl #1 (after pause): What kind of team are we talking about?

–12th Street

Overheard by: Team Player

Florist #1 (hanging up the phone) We just got a funeral.
Florist #2: Man or woman?
Florist #1: Man.
Florist #2: Goddammit! We have all these pink roses and nothing we can use them for!
Florist #1: We could always use them and hope that he was a flamer.

–Flower Shop, Greenwich Village