Dating

Hobo with two jars in front of him: Food or drugs! Choose whether you’d like to sponsor my evening shot or dinner!

–Central Park

Homeless man: Hey, bindi-a, lookin’ good today! (Indian girl ignores his comment, begins to walk away). Fine! When you get mugged, I’m not helping you!

–Washington Square Park

Enterprising lady hobo: You could use your credit card to get cash, and give me the cash.

–Outside Dunkin’ Donuts, Brooklyn

Overheard by: Rich Mintz

Panhandling hobo: Spare some change for a large bottle of water and a nice Chef salad? Spare some change for bottled water and salad?

–Broadway & 10th St

Hobo: Hey lemme borrow those red Converse! I’ve got a hot date with Monica Lewinsky tonight!

–14th & 6th

Hobo to another: "You’re gonna turn me into a waffle?" That’s what she told me, you said! A waffle? Oh no, I don’t think so!

–23rd b/w 6th & 7th

Overheard by: sara

Crazy hobo: Watch out for traffic and knuckleheads! Beware! (points at random pedestrian) Him! He’s a knucklehead! Don’t trust him!

–5th Ave & 49th St

Bearded guy to female friend: I went to Williamsburg and was like: "Who *are* all these people that look just like me?

–Café Pick Me Up, 9th & Ave A

Overheard by: Doibles

Young hipster: I only date girls from the Lower East Side or Williamsburg.

–9th St & Ave A

Overheard by: bildita

NYU girl to friend: Berlin is like, the new, like… Williamsburg.

–4th Ave & 12th St

Overheard by: john.ainley

Young girl: I’m Middle Eastern, and I swear to god if I see another honky wearing a keffiyeh I’m going to commit fucking Jihad on Williamsburg.

–Park Slope, Brooklyn

Visitor, looking around in bewilderment: Why is everyone trying to look like they’re poor?

–Bagel Shop, Williamsburg

Overheard by: NCT

College girl #1: Jake is the kind of gay where you don’t know he’s gay and when you find out, it makes sense. Nobody can be that hot and that straight. It wouldn’t be fair to every other girl out there if you were dating him. He’s the kind of gay you cry over when you find out.
College girl #2: Every guy is gay here. How did you not know that he was? It’s like, a prerequisite to get in.

–Fordham University Lincoln Center

NYU girl to friend: I mean, I hate him and it’s making my hair fall out but I think our relationship really works.

–Whole Foods, Union Square

Man to friend: She wanted to go to dinner on some kind of date shit. I wanna bring her to a bar and fuck her in the bathroom.

–G Train

Overheard by: Sarah

Fat chick to friends: I don’t know. He moved. We weren’t serious, you know? I mean how can you be serious with a man who wanted to move to an Indian reservation? (friends nod in approval) I mean why would you want to move to an Indian reservation anyway? It’s like the projects… but in camp.

–Casa Mono

Overheard by: foodie

Girl on cell: Oh, so you really like this one. (pause) That’s cool, where did he take you? (pause) Wow, he must be balling! That place is mad expensive, yo. (pause) What did you say his name was again? (pause, then hysterical laughing) Girl, I can’t take anyone named Skip-to-my-Lou seriously!

–32nd St & 5th Ave

Boyfriend to girlfriend: Well, if I get sick of you I’ll just find someone else!

–Movie Theater, 32nd & 8th

Overheard by: Happy I’m not his girlfriend.

Guy on train: Ladies and gentlemen, can I have your attention? Sorry for bothering you, but I’ve been single for a year, and that shit’s not popping… So, any donations of phone numbers, e-mail addresses, or MySpace pages would be greatly appreciated. Thank you and may god bless.

–C Train

Overheard by: gretchen

Black girl #1: I wanna date a white boy. One that looks like a skater.
Black girl #2: No, not me. I want an intellectual, so I could act all ignorant around him and he’d still love me.

–158th & St Nicks

Overheard by: jay r.

Girl #1: So did Michelle* go out with Tom* yet?
Girl #2: She’s not Asian.

–Times Square

Slutty teenager: I think I had his balls in my mouth. That’s so degrading.
Slutty goth teenager: What the fuck? Even I haven’t had his balls in my mouth. And we were like, practically dating.

–F Train

Overheard by: Kelly

Asian boy: So I went on a date with this guy -and this has happened before- he asked me if I shave my arms! And I was like: “No… I’m Asian.”
White girl: Are Asians hairless?

–5 Mott Street

Overheard by: Laura B

Headline by: Toby

Runners-Up:
· “Asians Also Lack a Four-Chambered Heart.” – Matthew
· “Later He Asked Me If I’d Had Penis Reduction Surgery” – Jazz Musician
· “Racism Isn’t Waning – It’s Waxing” – Alchar Haven
· “What Do You Think We Are, Mammals?” – kew
· “Why Anime and Furries Just Don’t Mix!” – GeekGrrl
· “Yes, But We All Buy the Same Wigs” – Melissa
· “Yes, It Makes Us More Aerodynamic So We Breeze Through Those Math Classes.” – JohnnyB

Click here to see the new Headline Contest

Girl #1: It’s not a date. We’re just going to a show. It’s like if you and me went.
Girl #2: Except he’s not black and short like me.
Girl #1: And I love him.
Girl #2: You love me too.
Girl #1: I don’t want to suck on parts of your body.

–Madison Square Park

13-year-old boy #1: Dude, you know what I did? I totally called Donna and told her you made a date with a fat chick.
13-year-old boy #2: You did not.
13-year-old boy #1: I totally did. She thought it was really funny. Sorry.
13-year-old boy #3: You guys are wasting my time and my life. [gets up and leaves]

–Cosi, 13th St & 6th Ave

Overheard by: thank god i’m not 13 anymore