Men

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

Snooty middle-aged woman to gaggle of friends: I don't care about the rest of the city, I only care about my street.

–NoHo

Overheard by: me too

Middle-aged white guy to receptionist: I am glad to be out of the old neighborhood, though. Not that I am prejudiced, but the Hassidim, I just don't like them!

–Dentist Office, Carroll Gardens

Suit: I mean, he lives on 86th Street. That's just generic land!

–L Train

Girl (loudly to friends): No, that's Bushwick. We don't want to get off there! It's really shi… (glances around nervously at people who are now looking at her) I had…a shitty… experience in Bushwick.

–L Train

Overheard by: Rebecca

Hipster guy: And look out, cuz Williamsburg's still hood, dude!

–23rd St & 8th St

Overheard by: alex

(man in bondage gear is being bent over by woman holding his leash. Another woman is whipping him)
Random man with camera: Hey, can you turn around?
Bondage woman (in mid whip): No, I can't turn around, I'm fucking busy!

–Halloween Parade

Overheard by: kevin fitzpatrick

Man: I'll give you the shirt off my back!
Woman: I don't want your shirt. I give you shirts! Why would I take it back?
(pause)
Man (singing): “We are the champions, we are the champions…”

–L Train

Overheard by: sweetchuck

Man #1: I don't want to take it in the ass.
Man #2: What does it matter? Everybody is taking it in the ass.

–28th St & Lexington Ave

Overheard by: danny

Teen girl: Oh, I love your nose! What nationality are you?
Middle aged man: Pardon?
Teen girl: I mean, where were you born?
Middle aged man: USA.
Teen girl: What?
Middle aged man: The United States.
Teen girl: (looks confused)
Middle aged man: …of America?

–L Train

Woman on cell: I didn't take a bath with your dog!

–Long Island Railway

Overheard by: Jeff

Smug girl to gaggle: No, these are my period pants. My mom washed them for me!

–Columbia University

Overheard by: bih.

Very loud crackhead to nobody in particular: Today is great day…I got my pussy washed and I got new crutches.

–14th St

Overheard by: Cuttie

Middle aged man to another: I miss seeing my wife do squats while cleaning the tub.

–Central Park Loop

Overheard by: Nick Kinling

Woman with awful red lipstick: I am too lazy to shower. Ooh! Did I tell you I discovered dry shampoo?

–Broadway & 112th

Overheard by: do us a favor and bathe

Teenage girl to another: I don't know what the fuck he's talking about…I wash my titties everyday with Lever2000.

–D Train

Overheard by: Derrick Walker

20-something on cell: So yeah, I hit a new low. So you know how I had sex with Dan, Steve and Dave? Well, I totally just handled my friend from work who is married and we did it in his daughter's bed. If that doesnt say I'm crazy, I dont know what does? (pause) Are you kidding me? His wife never gives it up, that man busted four times in a matter of minutes.
(pause). Well, that's now four men this week who said I have the best pussy they've had.

–159th & Broadway

Overheard by: morgan

Girl: She was fucking everybody in this city–and no one even liked her!

–Houston & Lafayette

Overheard by: bRonwyn

20-something man to girlfriend: You're a grown woman! I can't help it if you're a whore!

–7 Train

Overheard by: becky z-dub

Girl on cell: Wait, so you and Skylar are dating now? Ahh, so exciting! (pause) No, you didn't already tell me. You said that you woke up next to him. Since when does that mean you're dating someone?

–Bedford & 8th

20-something blonde on phone: All those people who laugh and snigger at you only do it because they too have experienced the walk of shame.

–Christopher & Bleecker

Man on phone: I can't be constantly wondering who you're sleeping with! I tell you, I'm tired, I'm old, and I can't do what I'm supposed to do. I'm a good 60, but I ain't good enough to be waking up everyday and chasing you around!

–Coffee shop, Crown Heights

Overheard by: Eric

Hipster on cell: I don't see what's so wrong with going up to someone on the street and saying, "hey, what's up? Let's fuck!" I do it all the time!

–Great Hall, Cooper Union

Overheard by: NYUTSOA12

Young wanna-be-badass teen: I hate yuppies!
Man: I hate 14-year-olds!
Young wanna-be-badass teen: Me too!
Man: So, what, you're 13?
Young wanna-be-badass teen: Yeah.
Man: I was close.

–F Frain

Overheard by: ames

Large black lesbian to friends going into a sex shop: I don't wanna see no dildos unless I'm being fucked!

–Greenwich Village

Overheard by: J.D.

Mormon girl, loudly agreeing with friend: Yeah, I know, I know! I didn't even know what a dildo was until I got here! Like, freshman year!

–Outside Lerner Hall, Columbia University

Overheard by: But what about a vibrator?

Loudest black girl in group of loud black teens: What I recommend, to every fuckin' nigga, is the vibratin' cock ring.

–14th St, Outside Urban Outfitters

Overheard by: Now curious about cockrings

Loud tourist girl: But Susan's butt-plug was only $75.

–Orchard & Rivington

Overheard by: MattyB

Man with thick Brooklyn accent on cell: I got the thing…yes the fuckin thing for the thing…yes, but I'm tellin' you the fuckin thing is definitely not big enough for her.

–31st St & 7th Ave

30-something woman to friend: So, between the time I got back from the meeting and the time you called me, I used my vibrator three times. (pauses and realizes everyone on the train is listening) Oh. Did I say that really loudly?

–D Train