Words

Girl on cell: My ex-boyfriend used to call the subway "The MTA," and I was like, "Yeah…this isn't working out."

–Penn Station

Overheard by: I would've dumped him too

Teenager on cell: If, hypothetically, what we had been doing was dating, then technically, hypothetically, he just broke up with me. Fucking douche.

–Finacial District

Cute girl: Don't you know the rules of break-ups? You have to clean out the drawer. You can't bring old lube to a new relationship.

–Essex & Grand

Overheard by: yaletownkid

Guy to friend: So you're telling me that I broke up with her because of lube?

–Park Slope

Guy on cell: Look, I know I said "forever." It's not your fault! To be honest, I just never really liked you that much!

–West 4th St. Subway Entrance

Preppy boy: That was the worst part about breaking up with my ex-girlfriend. She got a 50% discount at Polo!

–Bloomingdale's

Homeboy to friends: Man, growing up I was sure that “onomatopoeia” was the longest word in English.
Friend: No doubt.

–43rd & Lexington

Girl #1: You remember on that cartoon Rugrats there was that monster named Reptar?
Girl #2: Yeah.
Girl #1: I had a dream last night where I was trying to replace the word “cool” with “Reptar”.
Girl #2: That's strange.
Girl #1: Yes, yes it is.

–LIRR

Black girl #1: I'm only tuning in tonight in the hope Obama accepts the oath of office with a “sho nuff,” then crotch walks down Pennsylvania Avenue.
Black girl #2: Girl, you did not just say that.
Black girl #1: I did.

–5th Ave

Woman to two male companions: I've fornicated lots of times, and I've never been arrested!

–A Train, Grand Central

Guy handing out tickets: Comedy club tickets, tickets tickets, get drunk and possibly arrested!

–Times Square

Overheard by: Chadwick

50-something on cell: I was watching America's Most Wanted last night to see if I could see…our boy!

–DeKalb & Cumberland, Brooklyn

Overheard by: Lea

Grungy guy, carrying a slice and a bottled drink: I don't believe in putting off till tomorrow what I can do today…because tomorrow I might be back in jail.

–Sheridan Square

Overheard by: Suze Volchok

Guy on cell: It's always comforting when I imagine people I don't like being anally raped in prison.

–Prince & Sullivan

Bus driver: The next stop is QCC. Queens Correctional Cen…I mean, Queens Community College.

–Q27 Bus

Overheard by: hey! i go there …

Voter #1: How does this work? Which line do I stand in?
Voter #2: This line is the first half of the alphabet, a through m. That line over there is the second half of the alphabet, n through…whatever.

–Polling Place, Inwood

Overheard by: Jess

Rollerblading hipster #1: Do you know what the worst part of rollerblading is?
Rollerblading hipster #2: What?
Rollerblading hipster #1: Having to tell your parents you're gay…

–3rd Ave & 14th St

Stuck-up high school girl #1: Are you in distress?
Stuck-up high school girl #2: What does that mean?
Stuck-up high school girl #1: I think it means when you're pregnant.

–B Train

Overheard by: not too smart

Woman to friends: So he and his…what do you call an 80-year-old girlfriend? His main squeeze?
Man: His chick!

–Broadway & 102nd

Headline by: markle9

Runners-Up:
· “Ashton Just Calls Her Demi” – AL
· “His Barely Living Proof Of Gravity?” – Aditya
· “His Early Bird Special?” – Siobhan
· “His Old Lady? Nah, That’s Too Obvious” – BLS Martha
· “I Believe A-Rod Calls Her Madge” – Gross
· “The Cool Kids Would Say “GILF”” – KateNonymous

Click here to see the new Headline Contest

Drunk redhead: What's your name again?
Not-so-drunk brunette: It's Autumn.
Drunk redhead: You mean like the month?

–41st St