Union Square and East Village

Corporate guy, looking at flowers for sale: Are these roses?
Flower vendor: No, they're fucking tulips! Get with the program!

–East Village

Scruffy guy: I never understood that.
Taller friend: What? The dogs?
Scruffy guy: No, the fisting.
Taller guy: Oh. Well, I'm sure it stretches. There are two of them.
Scruffy guy: True.

–Barnes & Noble, Union Square

Girl: Did you use a condom?
Boy: Nope.
Girl: You’re going to get an STD!
Boy: No, I'm not. It's okay.
Girl: That's what you said last time!

–Union Square

Guy at bar: I’m sorry if I’m being an asshole.
Gay bartender: Oh, don’t worry -I deal with assholes all the time.

–Montien, 12th & 3rd

College girl #1: So I think I’ll just get the whole thing waxed, so that the next time I go, it just won’t hurt that much.
College girl #2: I don’t get it.
College girl #1: Like, I’ll be hairy the first time, so it will hurt, and then when I go back, I’ll be like: “Oh, that wasn’t as painful as the first time.”
College girl #2: Shit, shut up! You’re so loud! Now that guy knows you have a hairy vagina.

–Union Square Train Station

Overheard by: the trainman

Girl: I think there’s a pretty good seafood restaurant around here. What kind of fish do you like?
Boyfriend: I really like goldfish.

–E14th & 3rd

Overheard by: one order of koi, please

Hobo with two jars in front of him: Food or drugs! Choose whether you’d like to sponsor my evening shot or dinner!

–Central Park

Homeless man: Hey, bindi-a, lookin’ good today! (Indian girl ignores his comment, begins to walk away). Fine! When you get mugged, I’m not helping you!

–Washington Square Park

Enterprising lady hobo: You could use your credit card to get cash, and give me the cash.

–Outside Dunkin’ Donuts, Brooklyn

Overheard by: Rich Mintz

Panhandling hobo: Spare some change for a large bottle of water and a nice Chef salad? Spare some change for bottled water and salad?

–Broadway & 10th St

Hobo: Hey lemme borrow those red Converse! I’ve got a hot date with Monica Lewinsky tonight!

–14th & 6th

Hobo to another: "You’re gonna turn me into a waffle?" That’s what she told me, you said! A waffle? Oh no, I don’t think so!

–23rd b/w 6th & 7th

Overheard by: sara

Crazy hobo: Watch out for traffic and knuckleheads! Beware! (points at random pedestrian) Him! He’s a knucklehead! Don’t trust him!

–5th Ave & 49th St

Hipster chick: It costs like $280 to go blonde, which seems expensive but it’s totally worth it because then you’re blonde.

–Hop Scotch

Overheard by: bildita

Hipster: My brother entitled all of his college essays "Heeeey Essaaaaay!"

–Smith Street & President

Overheard by: Michelle C.

(drunk or ill hipster guy lying on stairs moans pitifully and vomits)
Hipster’s friend, looking away and pretending not to know him: Ha! Fag!

–7th Ave

Young hipster: Let’s face it, at some point I’m gonna be homeless.

–Union Square

Overheard by: Conti

Hipster girl: Pickles are so in right now.

–Renegade Arts Festival, Williamsburg

White queer to friend: So I was sitting there at the restaurant with my parents and looked to my left, and who was there? LL Cool J! Ooooh, girl, he is fine. I was all: "Hey, LL, you can park your big Underground Railroad right in my behind!"

–UES

Hipster: You can’t really enjoy Evel Knievel in the traditional sense.

–St. Mark’s Place

Nine-year old boy to another: Ooh, Indiana Jones! Look, Shia LaBeouf! I used to go out with him.

–St. Mark’s Place

Overheard by: learned something new about Shia LeBeouf

Proud teen: I had my picture taken with Dennis Rodman’s sister.

–Houston & West Broadway

Worried hipster: And I think Judge Judy would just say that I don’t have a leg to stand on.

–W 19th St

Bus driver: I know what it’s like to miss a flight. You have to ride a Greyhound bus and sit next to a fat guy who eats Cheez-Its and talks about Scott Baio way too much.

–NYAS Shuttle, JFK

Overheard by: innocent bus rider

Young male professional: So your dad’s cool with you not eating?
Young female professional: Yeah, he’s totally fine with it. He’s gonna start next week too.

–Union Square