Prostitution

Woman, to friend: he was so excited, I thought his butt plug was going to shoot out of his ass.

–Spring Street and 6th St

Overheard by: Sarah O.

Dude in fur coat and construction boots: My mom asked me if I had a razor in my butt…

–Downtown ‘1’ Train

Husband to wife:
I can’t believe you just put your finger up my butt hole!

–Grand Central Terminal

Overheard by: bonifacia

Transvestite prostitute: I just got off my second and last date tonight… Man paid me 4 bills to stick my fingers in his booty.

–Meat-packing District

Overheard by: Erin

Guy on cell: you have to get drunk enough not to puke, but enough to take the piece of glass into your ass!

–Bleeker & Barrow

Overheard by: ivy270

Guy on cell phone passing by: normally when you say that, my asshole starts puckering!

–Union Square

Teenage girl: But she sucks a lot of dick for money!
Teenage boy: At least she’s getting paid! You suck a lot of dick for free! Who’s the winner in that situation?

–153rd St & Amsterdam Ave

Overheard by: Emily

Woman walking into apartment building: Why did I get stuck carrying the bag of butt plugs?

–Greenpoint Ave

Hot girl on cell: You won't die if you get stabbed by a dildo. (pause) Well, even if it was a hooker. What did you drink?

–Cook St & Bushwick Ave

Overheard by: cameo

Homie on BlackBerry; No, no, peep this, I said "cock ring" and she says, "like the guy from the OJ trial?" I'm dead serious!

–Rockafeller Plaza

Attractive 20-something to friend: Got hit with a sex toy!

–Pillow Fight, Union Square

Overheard by: Anna P.

Girl to four friends: And then I saw my old wooden dildo. It was wooden!

–37th St & 8th Ave

20-something girl: This is the most exciting thing to happen today! And that's saying something, considering today was a day that included buying sex toys!

–Topshop

Asian girl: She said she let him do her in the butt for drugs!
Asian guy: That’s weird because she’s so conservative.

–E 9th St

Chick: If we ever do go to Vegas, we have to see a brothel!
Queer: Isn’t that where monks live?

–Rubin Hall elevator, NYU

20-something guy, holding long wooden board: Hey, can you spare some change for me and my wood to get a hooker?
Blonde party girl passing by, rubbing wood in sexual way: Oh, I like your wood…
20-something guy: Oh, thank you. (to girl sitting next to him) You'd think someone would give me money just for making them laugh, but no.

–St. Mark's b/w 2nd & 3rd

Overheard by: TR

Girl #1: Remember at that party when that stripper picked up a dollar bill with her pussy lips?
Girl #2: Ohhh, yeah — that wasn’t a stripper. That was a full-on whore.

–77th & 1st

Overheard by: mjg

Headline by: clink

Runners-Up:
· “… and It Wasn’t a Dollar Bill. That Was a Full-on Penis” – Caro
· “America DOES Have Talent” – Staci Lynn
· “Because I Saw That Thing Give Change” – nicky c.
· “But We Call Her Aunt Gladys” – Mark Paul
· “I Was Just Shocked She Did It through Her Jeans.” – SAtCW
· “Kind Of Like the Difference Between Maury Povich and Springer” – alana landa

Click here to see the new Headline Contest

Girl on cell: So I asked my doorman if I brought anyone home with me last night and he said he didn’t know! I told him it’s his job to know!

–Outside 145th subway station

Hipster girl: Santa is a man whore!

–45th & 8th

College girl: And then we’re having what I thought was a nice one night stand, and then, he’s all like "what are you doing?"

–Washington Square Park

Overheard by: silvver

Indian girl: I need to up my sex number. I either wanna sleep with a professor or a celebrity. (long pause) Wait! Professors are like celebrities!

–72nd and Amsterdam

Overheard by: Vincent

Teen girl to friend: … And then my mom said to me "don’t be a ho."

–Union Square

Overheard by: Lotte

Girl: She is such a fuckin’ slut. (Pause, then indignantly) How you gonna sleep with someone for four dollars?

–Bergen and Smith

Older bag lady: How do you think mayor Bloomberg got so rich?
Woman with baby in stroller: I don't know. How?
Older bag lady: You think by being a slut?
Woman with baby stroller: Maybe.
Older bag lady: How do you think Oprah Winfrey got so rich?
Woman with baby in stroller: I don't know.
Older bag lady: You think by being a slut?

–Union Square

Overheard by: floridasunshine

Older, dirty-looking hobo: Hey, spare me some change, all I want tonight is a hooker and some malt liquor.

–Ave A & 4th St

20-something girl: Seriously! There is nothing better after a stressful day than stealing a car, picking up a hooker, taking her to the beach, fucking her, killing her, getting your money back and not getting arrested. Nothing!

–Underhill & St. Mark's, Brooklyn

Overheard by: Claire H.

Young woman to boss: If you don't give me more hours, I'mma have to start sellin' my pussy!

–Chelsea

Overheard by: Holly

Subway musician in drag the night before Valentine's Day: Be with the one you love! If you don't have anyone, then hire somebody! And keep your receipt!

–Columbus Circle

Overheard by: Morning Glory

Musician on train platform: Everything gonna be alright! Get home safe, New York. Remember: if you see something, say something, don't keep it to yourself. And remember, New York, if you can't be with the one you love, pay someone! Keep all the receipts. I know what I'm talking about.

–B Train

Overheard by: Free Love