Times Square

Charity rep. with big water bottle of money: Give so that homeless won't go hungry, even a dollar helps!
Homeless guy in wheelchair: Give me some of that money, I'm homeless.
Charity rep: Sorry, doesn't work like that.

–Times Square

Fat ugly woman: I mean she is not a pretty girl, but she is a great dancer.
Thin ugly woman: Yeah, she can definitely dance.
Fat ugly woman: Dance yes, but there is something wrong with her face.

–Times Square

Overheard by: Hannah

Woman: This is my favorite part…of the worst song ever.

–MTV Studios, Times Square

Man on cell: No, it is not like the time I farted at Target and blamed in on that old woman!

–22nd & Park

Overheard by: Bill Ray

Drunken yuppie guy: I want my Subway sandwich! I want my Subway sandwich! Tuna and onions! Yeah, you heard me. Girls love big cocks. Girls love big cocks! These girls know. I’m on…I’m on Comedy Central! I’m a redneck on Comedy Central! My name is Heywood Jablowme! Heywood Jablowme! Heywood Jablowme! I’m from Texas where girls suck cock for a dime!

–32nd & 2nd

Woman: Did you hear Cooter wouldn’t endorse that remake?

–7 train

Overheard by: Todd Horan

Guy: God, I feel like I’m trapped in a fucking Hallmark Card.

–Central Park

Overheard by: Shoshana

Latina: …and he looks evil and the Princess is saying to him, “You are a good person” and he looks so evil and then she is with Obi King Wasabi and he said he is on the dark side and then the shorty guy–what is his name?–Yoga said, “He is on the dark side” and then Dark Wader he is with the cape and looks all angry and evil reminded me of me on Mondays.

–58th & Lexington

Overheard by: Brandy Rowell

Man on cell: If it weren’t for the soap suds I wouldn’t have super-powers.

–Central Park

Overheard by: Marc Dombrowski

Passenger: Is there any shops in the city that sell Statue of Liberty souvenir statues?
Cabbie: Yeah, I think there may be a shop that sells those right in Times Square.

–Times Square cab

Overheard by: John Aubin

Teen girl on cell: …you just gotta sit him down and say we’re both pregnant by him and we wanna know if we can get along!

–Canal Street

JHS boy: Let’s make like a fetus and head out.

–Broadway & Washington Place

Drunk girl: How could I be pregnant? I like women!

–Times Square

Thug on cell: Nigga, how you been? Shit, I had five kids since I last seen you!

–Elizabeth & Prince

Guy on cell: Do we have to wash you and shave you and put a diaper on you before tonight?

–Penn Station

Overheard by: djlindee

Tween #1: You wanna abort this conversation?
Tween #2: What? Why?
Tween #1: Because we’re arguing whether ‘haha’ or ‘l-o-l’ is funnier than ‘l-m-a-o.’

–42nd & Broadway

Lesbo #1: Cocks are gross. Well, ignore the fact that I look at boy porn.
Lesbo #2: You are the weirdest lesbian I know.

–Times Square

20-something girl: That's because your girlfriend hates me!
20-something guy, slightly chuckling: She doesn't hate you… she hates everyone.

–Times Square

Overheard by: sounds like a keeper

Headline by: slowly losing faith in people

Runners-Up:
· “…But It Wouldn’t Hurt to Lose a Little Weight” – ThugAuditor
· “God, I Love Her Genocidal Tendencies” – Duncan Pflaster
· “I Told You, We Met at the Nazi Rally” – The Drifter
· “Now, If You’ll Excuse Me, I Have to Punish Myself for Saying That” – Jason
· “Or at Least Everyone I Want to Sleep With” – sagert
· “She Doesn’t Discriminate” – beans
· “She Even Hates Life Cereal” – Let’s Get Mikey
· “What I’m Really Trying to Say Is She Won’t Hate You More If We Fuck” – Zak
· “Which, OK, Technically Includes You. But Again – Threeway?” – been there

Click here to see the new Headline Contest

Bimbette #1: God, people in Midtown are sooo ugly.
Bimbette #2: Yeah, I know.
Bimbette #1: It’s probably because, like, 85 percent are tourists.
Bimbette #2: Oh my god, I know! Tourists are so ugly.

–Times Square