HS girl #1: I’m just so tired of school boys.
HS girl #2: Yeah. Me too. I’m pretty much all about investment bankers now.
HS girl #1: Oh my god. I’m so going to invite you to my next investment banker party.
–78th & Lex
HS girl #1: I’m just so tired of school boys.
HS girl #2: Yeah. Me too. I’m pretty much all about investment bankers now.
HS girl #1: Oh my god. I’m so going to invite you to my next investment banker party.
–78th & Lex
Guy #1: Yeah, I really like her but she’s already got three kids.
Guy #2: With how many guys?
Guy #1: I don’t know, three or four.
–1 train
Overheard by: crumbr
Ghetto girl #1: What, the actor?
Ghetto girl #2: Fuck the movie, I’m talking about the book. I love Harry Potter and if there’s someone like him, I wanna date him.
–Jamaica, Queens
Overheard by: Shane
Guy: So you went out with this great guy, and then he just told you he’s a girl?
Girl: Yeah.
Guy: I just love having these crazy conversations in the elevator, and everyone thinks you’re insane.
Doors open. Everyone gets out.
Guy: This is your floor? Oh no! Those people are your neighbors!
–Elevator, 96th & Columbus
Girl #1 to group: Well, he doesn't have a job, or a car, and has a cat named Jedi.
Girl #2: Wait…who is this?
Girl #1: The guy I slept with last week.
Girl #2 (sarcastically): Quality!
Girl #1: Well that's why I just slept with him, instead of dated him.
–Therapy Bar
30-something woman #1: It's only a matter of time when you start dating a guy before he asks you the question.
30-something woman #2: What question?
30-something woman #1: C'mon, the thing that every guy asks for in bed.
30-something woman #2: Ooooooohhhh, anal sex.
30-something woman #1: That's the question!
–E Train to Queens
Overheard by: butt, of course
Headline by: Brian Costlow
Runners-Up:
· “Alex, I’ll Take “Things That Will Never Happen” for $100″ – The Trayster
· “Gotta Stop Meeting Boyfriends at the Pray Out The Gay Sessions.” – KJM
· “I Always Keep My Strap-on in My Purse – Just in Case.” – Sodajerk
· “I Just Hope He Doesn’t Ask at a Baseball Game. Too Cliche.” – pieski
· “Pooping the Question” – tech98
· “Reason #32 to Be a Lesbian” – Trey Jackson
Guy: So, tell me about this new boy.
Girl: Well, technically I’ve already slept with him.
Guy: Really?
Girl: Remember that orgy? The guy who wasn’t Richard? That was him.
Guy: You know, I wasn’t at that orgy.
–4th & Mercer
Girl #1: It’s so weird that I used to do online dating. I guess I felt like, because it was Nerve.com, it was okay, because Nerve is for the sex crazed.
Girl #2: How many people did you sleep with?
Girl #1: Eight.
Girl #2: Wait a second– do you really like sex?
Girl #1: No, not really.
Girl #2: Good, me neither.
–Bleecker & Charles
Yuppie girl #1: So he said he couldn’t date me.
Yuppie girl #2: Why?
Yuppie girl #1: He said he likes to date normal girls.
Yuppie girl #2: What?!
Yuppie girl #1: Yeah, like who likes normal girls?
–Spring St & 6th Ave
Girl #1: Ever notice how tightly girls hold onto their boyfriends when they are walking through Chelsea?
Girl #2: Right? It’s like they’re afraid he’s going to run out into traffic and get hit by a truck.
–17th & 8th
