Sex

Large, out-of-breath woman climbing stairs #1: (gasp) All I know is (gasp) that I would fuck the shit out of her.
Large, out-of-breath woman climbing stairs #2: (silence)
Large, out-of-breath woman climbing stairs #1: Are you honestly saying (gasp) you wouldn't fuck the shit out of her?
Large, out-of-breath woman climbing stairs #2: If she was a man…
Large, out-of-breath woman climbing stairs #1: Fuck that shit! (gasp) I'm not hearing that.

–Subway Stop, 168th & Broadway

Overheard by: I Would 2

Crazy hobo with guitar to stranger: Damn… you invited a lot of people.

–1 Train

Hobo to young married couple: I have found the promised land. Seriously. I'd get a plane ticket right now, but it'd be cheaper to go to confession for a week and then get hit by a bus. Remind me to tell you about this later.

–Times Square

Overheard by: Oliver

Grimy hobo: Hey, do you guys have any change? Hey, do you guys have any change?
(20-something girl walks past him, with businessman a few steps behind) Hey, do you guys want to have sex? Uh, I mean…

–W 3rd & Thompson

Hobo, taking donations to help the homeless, counting coins: 25…50…60… (grabs fistful of coins sticks in pocket) Tax rebate!

–Union Square

Brunette sister: Ally did turn into a slut in college!
Blonde sister: She's our sister!
Brunette sister: She's getting more than we did in college! Although I got more than you.
Blonde sister: Yeah, probably. I'm paying for the lattes.

–Starbucks, Bryant Park

Dude: I saw that movie at that sex party — the one where Jim got a blowjob by a chick that was not his girlfriend.
Chick: Oh my god, that sounds awesome — I love it already!
Dude: I know, it’s awesome!

–LaGuardia & W 3rd

Hipster girl #1: So basically he put his penis in your vagina, but you're too nervous to go on a date with him?
Hipster girl #2: Yep.
Hipster girl #1: Girl, you're fucked in the head.

–1st Ave & 11th St

Guy eating pancakes: Everything's funny in retrospect, like the time I got that screwdriver stuck in my eye.

–IHOP, Brooklyn

Ancient Greek civilization professor: A sexual act, in some sense, for an observer is funny.

–Hunter College

Crazy lady: All the prostitutes need to be rounded up and stuck in churches! (teen girl laughs) You think that's funny? It's not gonna be funny when you are in a hospital addicted to crack!

–Water St & Broad St

Girl to her friend: Wouldn't it be funny if human beings could only walk forward and backwards?

–8th St & 2nd Ave

Lady sitting with girlfriends: It's funny because I'm pregnant, and he doesn't know.

–Starbucks

Drunken Jets fan to friends in Jets jerseys: That's not funny. You want to see something funny? (grabs wooden signpost, slams forehead into it) That's funny!

–W 4th & Barrow

Overheard by: jira monkey

Hobo: Shit, I’m jus’ tryin’ ta get me some pussy and a beef sandwich.

–Union Square

Overheard by: Jason K

Old bag lady: I’m looking for some change, some food, or a sexual partner.

–Lafayette & Great Jones

Hobo: I have something to say! I fucked your daughter! And she liked it! And she was tight!

–W. 4th & University

Overheard by: Snezhana Valdman

Hobo: Too many Police investigations stopping you from reaching your destination? I may be homeless, but I got a brain. It may not be a big brain, but it’s usingable!

–Staten Island ferry

Overheard by: Joel Guilbert

Hobo: Well, since you won’t give me money, one more thing. Has your sister or girlfriend, I don’t know who she is, ever told you that bag does not go with that coat?

–45th & 9th

Overheard by: Paul Schellenberg

Drunk hobo: Hey girl! You look like Aretha Franlin! R-E-S-E-C-P-T! R-E-S-E-C-P-T! Give me some respect!

–Union Square

Overheard by: Evan

Hobo: It’s 90 degrees out. Why are we wearing clothes? That’s mental illness.

–Rockefeller Center station

Girl #1: If I was wearing a bikini right now, that’d be hot.
Girl #2: If I had a penis in me right now, that’d be hotter.

–Roseland Ballroom

Overheard by: gunstunna

Girl: Oh my god, I just found out that my high school drama teacher has been sleeping with the kid who's the star in all of the shows.
Boy: Shit!
Girl: Yeah, I heard they're both in jail now or something.
Boy: That's like the time that family in my town had those slaves.

–Crowded Elevator, NYU

Overheard by: confused