Backdoor

Long-nosed cute blond girl: So you're basically offering to fuck me in the arse?
Drunk guy: Not in the arse per se, but I can't guarantee that I won't get the wrong hole and just go for it.
Long-nosed cute blond girl: You do know we just met five minutes ago?
Drunk guy: What can I say? I work fast.

Leamington Spa
England

Overheard by: Bleep

Girl: I honestly think anal sex is just as bad as fucking a guy with a girlfriend.

http://overheardinlakecounty.blogspot.com/2006/07/is-anal-sex-with-guy-who-has.html

Girl #1: Are you fucking me up the asshole without any K-Y?
Girl #2: Yes. Yes, I am.

Wellington, New Zealand

Overheard by: Ouch!

Middle schooler to friend: So, have you ever had anal sex with your mom?

Brighton, Massachusetts

Overheard by: Holly

Redhead punk: Oh, God, the first guy I ever had sex with did that to me… Well, actually, that’s not true. He took my technical virginity. I actually lost my anal virginity first to another guy.
Blonde hipster friend: [Silence.]Redhead punk: Yeah. So anyway, what happened was–
Blonde hipster friend, suddenly eating vigorously: –Mmm, French toast!

Denny’s
Lansing, Michigan

Overheard by: lost my appetite

Queer: No amount of chocolate or Fosse will bring back my ass virginity.

Indiana University
Bloomington, Indiana

Overheard by: spunky

Chick: … And he was so dorky that he, like, mistook my ass for my vagina and he started fingering it, and I was like, ‘Oh, he’s a pro,’ but then I realized and was like, ‘… Oh…’

http://overheardatyale.blogspot.com/

Overheard by: overheardatyale

Girl #1: I fucked in the ass last night for the first time.
Girl #2: Did it hurt?
Girl #1: Nope! But this morning when I shit it did! I think my hole got bigger!
Girl #2: That is sick!
Girl #1: You’re just jealous!
Girl #2: Maybe a little.

Augusta, Georgia

Female Mets fan: I’d let the whole infield fuck me in the ass with no lube if it meant they would win the World Series.
Friend: Classy, Michelle, real classy.

Braves-Mets Game
Queens, New York

Overheard by: aaron

Bar-hopping frat boy: She was begging me for a cab, not to put it in her poop chute.

http://overheardinpdx.blogspot.com/2008/08/old-town-new-men.html

Overheard by: clinton