Questions

Girl: What is this?
Guy: Orange juice!
Girl: (pause)
Guy: I mean anti-freeze!

–29th & Madison

Overheard by: AlphaBeta

Smart girl: Well, he needs to check with his partner to see if we can have dogs in the apartment.
Hot guy: So, do you think he's gay?
Smart girl: No! He's Spanish.

–Pelham Parkway & Cruger Ave, The Bronx

Overheard by: Dazed and Confused

Little girl to mother in liquor store: Mommy, why are you buying that?
Mother: I don't ask you why you buy toys.

–Brooklyn

Overheard by: Noemi

Female tourist: Look–he just gave the other driver the finger!
Male tourist: Isn't that just like saying “hi” in New York?

–72nd St & Central Park West

Overheard by: Gazoo

Ten-year-old wannabe thug: I'ma put this can of pepper spray up your ass! You want me to put this up your ass?!

–Old Navy, Harlem

Worried bearded 50-something: Yeah, but how are we going to film an anal birth!?

–F Train

Street vendor selling his wares: I will shove your foot up the devil's ass!

–St Mark's Place

Yankee stadium employee yelling to another: Hey, wouldja bend over for a minute? I'll be right back!

–Yankee Stadium

Overheard by: torrie

Gay teen: His hole was as big as a traffic cone!

–1st & 14th

Sinfully ugly girl: I have to stop putting things in my ass.

–forever 21 (queens center mall)

Overheard by: defragment my harddrive

Principal: And can anyone tell me what is so significant about Barack Obama becoming president today?
Five-year-old: He's the first brown president.

–P.S. 290

Overheard by: TA who hears everything

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

Click here to see the new Headline Contest

Professor: How many countries are there in the world?
Student: Seven. (silence, then some laughter)

–NYU

Friend #1: Wow, whatcha got in the bag?
Friend #2: Oh, these are lemon cucumbers.
Friend #1: Cool, what do you do with them?
Friend #2: I eat them!

–E 82nd & York

Overheard by: Janny

Yuppie girl #1, looking at platform: Ohmigod! Is that like a mirror over there, or are there actually other people on that side?
Yuppie girl #2: I don't get it.

–Uptown 2 Train

Overheard by: Chris H