Clothing

Old guy on cell: I don’t know, thinking about going to the movies. Maybe I’ll see The Devil in Miss Prada.

–Mcburney YMCA, W 14th St

Girl: Yeah I sold my soul to the devil. I was like, “Hey, devil, can I sell you my soul?” And he was like, “Okay.”

–Stuyvesant High School

Overheard by: Natasha

Queer: And, futhermore, we all know that the Devil does not wear Prada. He wears flame-retardant knock-offs from Target.

–Chelsea

Boyfriend: Oooh, you look pretty in that dress.
Girlfriend: You’re revolting. Don’t touch me.
Queer buddy: Jeremy, this is your stop. Penn Station. Get out.
Boyfriend: No it isn’t. This is 96th Street.
Girlfriend: Do you have any idea how much I hate you? Stop touching me.

–Downtown A train

Overheard by: Shane

Woman: And I was like, “Do you want my breasts to make the copies for you”?

–9th Ave

Overheard by: Michelle

Bag lady: Hey, those tits look great on you!

–Maiden & William

Overheard by: thanks, but they’re not fake

Airport security guard, to woman going through the security line: I said outerwear not underwear!

–LaGuardia Airport

Lady: Are you from Miami?
Girl wearing a Phillies shirt: No, why?
Lady: Your shirt.

–104th & Broadway

Overheard by: Fatty McFingers

A teen girl punches her father repeatedly in the arm.

Older sister: You know he can’t feel that, right? He’s wearing a leather jacket.
Teen girl: What?
Older sister: Yeah, that’s why motorcyclists wear leather, so they don’t get their skin scraped off when they go sliding across the pavement.
Teen girl: Oh! So if I punch a cow, it can’t feel it?

–The Plaza

Guy: Yeah, these Speedos won’t work for me. My dick’s too big for them. They never fit right.
Shopgirl: I’ve never seen a customer with that problem. Let’s see what else fits your.. you.

–Paragon Sports, 18th & Broadway

Headline by: jgordon

Runners-Up:
· “A cock and bull story” – Guy

· “Finally, it matters.” – Ben Allaire

· “Try to contain yourself” – Jenny

· “We’ll just ignore the fact that your ass is too big for them, too” – Silvyr


· “Talk about a suspicious package…” – girlhattan

· “Clerks III: Bigger, Longer, Uncut” – JB

· “Everybody Wants to Fit In” – Dave Barnette

· “Pop Goes The Weasel” – Paul

· “He has the same problem with hats” – Kendal

· “If she keeps talking like that, they’ll fit even worse.” – bill

· “Quite a Pickle” – Dave Barnette

· “Speedon’t” – Sean McGurr

· “Too big for his britches” – suzie g

· “I am one size fits all” – twosko

Click here to see the new Headline Contest

Hot queer in suit: I swear if one more thing goes wrong, I’m just going to pull my skirt over my head and scream!

–Broadway & 51st

Guy: It’s almost enough to make me try women.

–8th between 39th & 40th

Chick #1 It’s not like I told him I wasn’t wearing underwear. He asked me. I was so offended!
Chick #2: But you don’t wear underwear, and you were wearing a see-through top.
Chick #1: OK, that’s totally not the point.

–1 train uptown platform, 28th St

Girl: So did you ask your mom if you can go to the party or not?
Guy: Oh yeah! She said yes. But she made me promise to not come home this time with no pants on.
Girl: Seems fair.

–Rite Aid, Lex Ave

Overheard by: Jack

Girl #1: I told you I finally got that bag right? It was marked down to $200 and…
Guy: My god! Can you stop talking to me, your breath stinks!

Silence until they exit at 96th St.

Girl #2 to friend: Dang, guys are mad grimey these days. He coulda been a gentleman and offered the sista a stick of gum or something.

–1 train

Overheard by: Shea