Backdoor

Drunk chick #1: You know, you were totally right. I come so much harder from anal!
Drunk chick #2: See! I told you it was the best. Except… Well… I told you about that one problem.
Drunk chick #1: Yeah, I know. Now I take the most enormous shits ever!

A gay couple is standing a few feet away, laughing hysterically.

Queer: Oh, honey, you’re preaching to the choir out here.

–Crobar, W 27th St

20-something girl: I asked my mom if she’d ever had butt sex before, and, like — whoa — bad idea.
Friend: Yeah, I probably could’ve told you that.
20-something girl: But, I mean, we have a really open family.

–6 train

Girl #1: My friend Chandra thinks she’s still a virgin because she’s only had anal sex.
Girl #2: How do you know this girl?
Girl #1: She goes to my church.

–New York Public Library, 40th & 5th

Overheard by: Renee Rogers

Ratty old white man: I don't owe you nothin'.
Dirty old black woman: You owe me a solid two hundred.
Ratty old white man: A solid dick in the ass, maybe.

–Central Park

Overheard by: DKF

NYPD emergency service cop to man carrying very large hamster in a cage: Whoa, did you pull that out of someone's butt?

–50th St & 10th Ave

Overheard by: Well we're in the neighborhood for it…

30-something to friend: She has everything up her ass but a cock.

–Broadway and Waverly

Tall man to short lady behind her wearing backpack: If you shove that bag any further up my ass, it'll be coming out my mouth!

–Downtown 5 Train

Overheard by: Hobo Whisperer

20-something boyfriend to girlfriend: First I let you put a dildo up my ass, and then you call me a faggot!

–2nd Ave & St. Mark's

Overheard by: Joe

Gay man: Oh. My. God. What kind of friend puts eels up your ass?

–52nd St & 9th Ave

Girlfriend: You said you had never had anal sex before!
Boyfriend: I hadn't. It doesn't count if it goes all the way in.
Girlfriend: It totally counts. I don't even want to think of it going all the way in.
Boyfriend: I didn't even feel it!
Girlfriend: I still feel it!

–Astor Place

Film student: There's subtext to butt-sex?

–School of Visual Arts

Girl, to guy: Was your dick *in* my ass? Did we just do anal?

–Lower East Side

College girl: And my butthole is probably a lot tighter than hers.

–LIRR

Middle aged suit: I think I'd really enjoy anal because I always take such big craps.

–Union Square

Overheard by: alib

Woman to friend: Did you know the latest teenage fad is butt sex?

–177th St & Broadway

Doofy man: My stripper friend has a tattoo on her back.
Woman: Oh, really..?
Doofy man: Yeah, and she said you can only understand it if you do me from the back. (laughs)

–Inwood Dog Park

Overheard by: infinite

Funny-looking guy with crazy goatee & glasses to the sales assistant by the table full of butt plugs: I'm friendly with this woman… She likes things in her ass.

–Babeland, Lower East Side

Overheard by: Lara

Girl: It felt so good. He then stuck his finger up my ass. Just as I was about to say "No! No!" I came. Ugh, I swear my life is a joke… A joke!

–Murray St & Greenwich

Overheard by: James

Guy talking way too loudly on cell: Man, I just lay her down and say, "baby, you put yo' tongue in daddy's ass!

–W 3rd & MacDougal

Overheard by: Mathieu

Guy on cell: Cus he'd already been to the emergency room, 'cus he stuck a shampoo bottle up his ass.

–L Train

Thug to girl in catsuit costume walking by: Man, I'd eat yesterday's breakfast out of that ass!

–42nd & 7th

Overheard by: Ed

Slutty gay kid: My ass is not a storage shed for your dick.

–6th Ave & W 11th St

Overheard by: Matthew

Man on cell on bench at midnight: It's like this: you either take it in the ass or suck dick.

–Battery Park

Overheard by: DAISYMAE

Guy holding KY lube containers to passer-by: Hey, you want some for your girlfriend? You can put it on her asshole.

–St. Mark's

Overheard by: Kon

Girl on cell: Maybe if you change your relationship status on Facebook to "in a relationship", I'll let you have buttsex with me.

–SoHo

Overheard by: seal

Blond suit screaming into BlackBerry: I said I don't want buttsex for Valentine's Day!

–38th St & Broadway

Overheard by: Kat