Sexuality

Brooklyn grandmother to another: My grandson is so different now that he's become a woman.

–4 Train

Middle aged man in binoculars on cell: Yeah! And just like that she threw me out! She kicked me out on my ass! She walked in and I was in her bra… and that was it!

–87th & Columbus Ave

Overheard by: GoneWithThe

Small black guy: Of course I'm a transvestite! Why else do you think it took you three guys to beat me up?

–W 36th St

Overheard by: Ellen

Twink to others: Sometimes you think a little boy is a child and then he turns out to be a much older woman.

–Chelsea

Overheard by: Urch

Attractive blonde: And then the… transvestite beauty queen thing happened. You know?

–Middagh & Henry

Overheard by: Matty

Hipster: I’ve been meaning to talk to you about your new look. It’s rather… um… guido.
Guido: Yeah, I know. But the pussy, dude — the pussy, you wouldn’t believe.
Hipster: It better be good, because your eyebrows are waxed. And you’re a man.

–Washington Square Park

Overheard by: guido hater

Suit, after Yankees game: If Manny Ramirez took fertility drugs, wouldn't he be nanny Ramirez by now?
Female suit: God, you're good.

–Yankee Stadium

Chick #1: You were way too hard on my dad back there.
Chick #2: I know, I’m sorry… I just get so heated.
Chick #1: Still, “homophobic asshole” is a little harsh, don’t you think?

–Park Row

Suit on cell: And three girls we know will be there. They're all hideous. But at least they're girls.

–28th & 5th

Overheard by: Heinz

Man in suit: The building is surrounded by outside. Right before you go in and when you come out, you are outside!

–Downtown A Train

Overheard by: The Green Cat

Suit whining on cell: Aw, come on! I wanna be on top this time!

–Flushing

Overheard by: Zee

Suit: The only time I wore socks last year was during my swearing in.

–Maiden & William

Suit: You know, we should probably just send a company-wide email in the morning: "hey guys, we're fucked."

–Wall St

Overheard by: Tamcakes

Queer: It was, like, 8:30 in the morning and my colon called and said it needed a filling.

–Christopher Street Pier

Overheard by: Fourth Axiom

Guy to two chicks holding hands: Hey, are you, like, lesbians or something?
Chick #1: No.
Guy, after disembarking and then seeing them kiss: So they were lesbians! Right? Right?!

–N train

Overheard by: mcr lover

Female umbrella buyer: Why you callin' me “ma'am”?
Male umbrella seller: “Ma'am” means “a female.” You're a female, right?
Female umbrella buyer: You're a female too!

–Outside Penn Station

Overheard by: Morgan

Dude: When I was a little girl…
Chick: What?!
Dude: What? I’m comfortable with my sexuality.
Chick: Which is what?!

–23rd & 6th

Overheard by: Sarah

(two guys bike past blowing a whistle and yelling, imitating a siren)
Old woman: Well, that about sums it up.

–Broadway & 19th

Overheard by: sweetchuck

Grandpa on cell: Okay, well, don't bump and grind with any boys!

–34th & 6th

Overheard by: Yours Truly

Older lady: I'm anti-tchotchke!

–Hudson & Bleecker

Overheard by: Rose Fox

Older woman gazing out at the pond: Well this is it! Scumbag park!

–Turtle Pond, Central Park

Overheard by: Confused

Old guy sitting on bench, to other: I'm gonna send your picture to Bellevue, so they can get the food ready for ya.

–Central Park

Overheard by: Lola

Old lady: The sex shops came in after the gays moved up from The Village in the 80s. But that's okay…

–8th Ave & 20th St

Elderly well-dressed lady to other (in front of bong shop): This place looks good.

–St. Mark's Place

Overheard by: Philouza