Guys

Dude: Hey, good to see you, what’s new?
Goth tranny: Oh, not much. In a new band, we’re looking for a bassist, we have a show on Saturday, my apartment sucks, Joe quit, been trying to lose weight, I need a haircut, it’s my birthday next week, and I’ve been playing World of Warcraft. What about you?

–Halloween Adventure, 11th & 4th Ave

Overheard by: Kate Melvin

Lady looking at another woman's Roman sandals: I don't like those Jesus-lookin' sandals!

–The Village

Girl: Do flats make your butt look big?

–9th St & 3rd Ave

Overheard by: Matt Morgan

Guy with faux-hawk: You know in Pee-wee's Big Adventure, after he loses his bike and everyone around him is riding bicycles? I feel that way with high-tops right now.

–14th & 1st

Overheard by: Heather

(trendy, skinny, Upper West Side woman on sidewalk is staring down at her feet and looking concerned)
Preppy 30-something boyfriend: I think your toes look better in those sandals.

–86th & Broadway

Overheard by: Sushene

Girl: My uncle is gay, like, flying-out-of-his-loafers gay.

–W 67th & Broadway

Overheard by: magical-newyork.blogspot.com

Female cop to two male cops: So he's standing there, really well dressed, nice shoes, and all of a sudden he pulls out this big, big (voice drops) boner, and says "Give me the shoes!"

–Continental Ave Station, Forest Hills

Guy to girlfriend and friend: Goddammit, neither one of you is a gay man trapped in a woman's body.

–8th & 9th

Overheard by: cracking up

Girl on cell: Are all she-males gay? Cause if they're into women, sign me up.

–Astor Place

Teen on cell: Dudes have, like, purses here…

–110th & Broadway

Overheard by: Al-master

Guy to friend: She's not a tranny, but she's, y'know: tran-y.

–Grand St & Bedford Ave

Overheard by: KateM

Man on cell: You and I are both complex women. It's more complicated than that.

–21st St & 8th Ave

Overheard by: Ben

Older brother: I just took the biggest shit in the bathroom I have seen in months. It started overflowing and I ran out.
Younger brother: Wow, I bet that thing put up a fight coming outta you, huh?

–Madison Square Garden

Overheard by: Cody Smith

Crazy old lady: You're gonna have a bad year.
Guy: Thank you.
Crazy old lady: You're gonna have very bad luck… you could be in the next 9/11.

–7th Ave & 36th St

Drunk guy #1: Yeah, everyone says that if Obama gets elected, he'll get assassinated. But I don't know, man.
Drunk guy #2: Fuck it, I'm voting for John McClane.

–F Train

Dude #1: So my roommate keeps jerkin off at my computer.
Dude #2: That's fucked.
Dude #1: It didn't bother me at all till I smelled my chair. So I confronted him.
Dude #2: What happened?
Dude #1: He said he'd put something on the chair next time. I guess I'm supposed to be okay with him poppin one off at my desk, I guess.

–Bellhouse Bar

Overheard by: billy

30-something guy to group: So yeah, I mean my ex-wife found out I bought a new car, a Benz, and that my new girlfriend was driving around in it. So she got all pissy and told me to buy her a car. So I bought her the shittiest Toyota I could find at the used car lot. No joke, this thing is a death trap. I hope she burns alive in it.
Friend: Um, don’t you have kids?
30-something guy: Yeah, so?
Friend: Doesn’t your ex-wife drive the kids?
30-something guy: Oh fuck me, now I have to tell her that I tried to kill her.

–Metro North Train

Overheard by: Just Trying to Sleep…

Woman to another: Eat the penis, Danielle, eat the penis.

–New Jersey Transit train out of Penn Station

Overheard by: Tootles McGee

Black guy: Yo! Where my penis at?

–Bergenline Bus

Overheard by: Don’t know how he lost it to begin with

Guy with big dog to girlfriend: Is my cock straight?

–12th & 7th Ave

Overheard by: Amanda

Five-year-old son to father helping him ride a bicycle, seeing wooden posts out of the water: Daddy, is that a huge penis?

–South Seaport

Female suit: Their penises don’t care!

–Times Square

Hobo: I’m the unluckiest son of a bitch I know! If it were raining vaginas, I’d get hit in the head with a penis.

–5th Ave

Girl on cell: That’s good… Did you like the peen? The peen? Did you like the penis, mother? The penis? Oh good, I though you would.

–9th & Prospect Park

Overheard by: Other Side of the Fence

Guy with lisp to friend: When I have outbreaks, they never have it, so I asked the guy at the gas station and he just bought a pack for me.
(friend mumbles something)
Guy with lisp: I have to walk miles to the gas station to get my herpes medication. My mom doesn't even know I have herpes, or that I used to have syphilis! Imagine having poison ivy on your knee, and it bursts, and there's pus. That's what it's like. Do you have herpes?
Friend, stupidly: Ha-huh. I don't know.
Guy with lisp: Did you fuck that chick Rachel?
Friend: Ha-huh. Yeah.
Guy with lisp: Did you ride her rough?
Friend: Ha-huh. Yeah.
Guy with lisp, shamelessly: You probably have herpes. I gave it to her about a month ago. We should talk more about who I've fucked and who I've given herpes to.

–Metro-North Rail

Overheard by: Fresca P.