Manhattan

Man: I am living the American dream — I am unemployed, I wake up and play Xbox, and the state pays me! I am going to stay unemployed for as long as possible.
Hobo: The state pays you to not work? Shit, son, what am I doing wrong?

–W 51st & 11th

Guy to three cute girls: You’re the best looking gay guys I’ve seen all day!

–Christopher & Bedford

Chick to dude: You could wear a dress if you wanted to.

–Broadway

Abercrombie tot: Wait, you can’t carry a boy dog in a purse. That’s unnatural!

–Penn Station

Tween girl to friends: No, she’s a boy now and she looks gay.

–Staten Island Ferry

Overheard by: R

Cute brunette: Who am I, forcing your lovers into a male-female dichotomy? I am terrible!

–Columbia University

Overheard by: Wild Dog Boy

Hobo: Spare some change, miss?
Hipster girl: I have some food. It’s still warm, you want it?
Hobo: No, thanks. I’m on a special diet. I don’t eat food.

–10th & Broadway

Overheard by: Anna Wolinsky

Queer #1: So when he showed up I was surprised because he was kinda gangsta.
Queer #2: Ok, so what’s wrong with that?
Queer #1: Well, I guess I should have expected it because his profile said he was from the Bronx… but I mean you can still be from the Bronx and be Americanized.

–Union Square East

Girl: He had so much damn earwax!
Guy: Girl, I know… Sleeping with boys like that is just so awkward.

–The Hudson Hotel

Teenage girl: I really admire immigrants…even though most of them are criminals.

–Times Square

Overheard by: intern

Southern college boy: I never knew a month of Xanax would turn into a six-week relationship.
Girl: Was it you or my sister that ate it?
College boy: Both.
Girl: Nice.

–Martinetti’s, 1st & Houston

Overheard by: why didn’t i think of that

Thug #1: I heard he’s in some shit. Married, two kids, child support,
a wife, girl on the side, and she just found out about his boyfriend.
Thug #2: Yeah, that’s some shit.

–15th & 3rd

Overheard by: Garrett Ricciardi

Chick: You have no idea how much less anxiety I have now that I know I don’t have to worry about leaving the country…not that they are kicking me out, but you know that I can leave and come back and it’s not an issue…This just makes me so excited! When I get excited I start to twitch, I apologize, but it’s a good thing! You get me excited! Not in that way, I mean, you’re my professor, and female, but not to say you aren’t good looking…
Professor: Um, okay, so let’s pretend I was deaf for that last 30 seconds and I’ll see you on Friday.

–Hunter North Building, East 69th Street

Overheard by: Collegiate Cutie

Girl: I guess I’ll be taking my vibrator out for Valentine’s.

–Prince & Broadway

Overheard by: Toby Boudreaux