Relationships

Girlfriend: The last thing on the list is pantyhose.
Boyfriend: Pantyhose? I didn't know you wore pantyhose.
Girlfriend: I don't in the summer, because summer is the time to be free and relaxed, but now it's cold and I need to keep warm.
Boyfriend: If you are so free and relaxed in the summer, why are we having sex more now?
Girlfriend: Because now it's cold and I need to keep warm.

–Duane Reade

Guy to girl in subway: I was your boyfriend in third grade, don't you remember? You left me for Tyrone because he had the 64-pack of crayons.

–BX 41 Bus

Overheard by: Stacey V

Slutty hipster on cell: Why do you keep saying "Jew" boyfriend?

–Bowery & 4th

Girl to friend: Wait, do you mean my boyfriends in general, or just my Jewish boyfriends?

–David's 24-Hour Bakery

Overheard by: Caroline

Male economics professor: You get your first boyfriend, and your satisfaction is huge. But then, you get three more boyfriends. Have any of you experienced having four boyfriends? Sometimes, they give you a headache.

–Pratt Institute

Girl: So I met a cute boy this weekend.
Queer: Oh really?
Girl: Well, I met him a year ago, but this weekend I really met him.
Queer: You met a cute boy this weekend that you’ve known for a year?
Girl: Yeah…
Queer: Oh. So you fucked him for the first time!

–Chelsea Market, 9th Avenue

Overheard by: Aria Grillo

Guy: So I thought I’d get married before I go.
Girl: You’re getting married?
Guy: Yeah, to some chick.

–1st between 7th & 8th

Overheard by: Kira

Guy #1: My relationship isn’t working out.
Guy #2: What’s wrong, dude?
Guy #1: Well, I woke up today and realized there was a vase sitting on the mantle.
Guy #2: What the hell does that have to do with it?
Guy #1: It has no purpose! It just sits there!
Guy #2: Um… I think that’s what vases usually do.
Guy #1: Exactly! That’s why I didn’t have any. They don’t do anything. They’re useless. There’s absolutely no reason to have one, and now all of a sudden, I do. [Desperately] What has happened to me?!

–Downtown bus stop

Bartender: Are you getting her anything for Valentine's Day?
20-something guy: Probably not.
Bartender: Nothing? Flowers? Anything?
20-something guy: What am I supposed to do? Send a note that says “thanks for fucking me”?

–57th St

Girl: …because I feel like we’re going out. It’s just that he won’t call me.

–Dunkin’ Donuts, E 14th St

Overheard by: MK

Homegirl to boyfriend: No, no, that’s not what I said, that’s what you heard.

–1st & Ave B

Overheard by: Mollena

Girl: In the last few years, every time I go away to Paris with someone, I end up breaking up with them.

–San Loco, 7th St & 2nd Ave

B&T girl #1 to B&T girl #2: If you lived in NYC, you’d totally find a boyfriend. You totally, totally would.

–LIRR to Penn Station

Overheard by: Pia Peanutbuttas

Sassy chick: I was having a glass of wine with him, and he didn’t have anything to say to me. So I licked his ear.

–Harlem

Overheard by: McN

Shrewd observer: That’s not dating. It’s called being on parole.

–West Building, Hunter College

Woman on cell: Well, I happen to like our Goddamn relationship, thank you very much!

–Central Park

Overheard by: Mike

Hobo: What you got?! What you got!? What you got?!
White frat boyfriend: I got hos, yo!
White sorority girlfriend: Hey!
White frat boyfriend: I’m not talking about you. I just mean in general.

–33rd & 7th

Angry 20-something woman: The main problem is that our whole relationship is just about your dick.
30-something man, carrying loads of shopping bags: Well, it's about your pussy too.

–Madison Ave

Overheard by: itgoesandgoes

Girl #1: You guys only dated a month, you can't really call that a relationship.
Girl #2: Well, I wanted to marry him.
Girl #1: I hate when that happens.

–St. Mark's & 3rd Ave