Clothing

Young Hispanic mother, on Disney princess dresses: So, sweetie, which one do you like the best?
Three-year-old girl: I like Jasmine's.
Young Hispanic mother: Oh yeah, that one's sexy.
Three-year-old girl: Seeeeeeexy.

–Prospect Park

Overheard by: Marina

Woman on cell, wearing fuchsia catsuit and clutching stuffed parrot: I’m on the corner of Broadway and 69th in a ridiculous outfit.

–69th & Broadway

Buff guy: You know what they used to call me in jail? “Harry the Robe,” because I wore this beautiful white robe after I took showers.

–Madison Ave

Overheard by: gina

Girl on cell: I swear, if I have my underwear on inside out today I am just going to snap.

–Madison Square Park

Overheard by: Amused listener

Preppy guy: Is there a philosopher named Kenneth Cole? Because there is this huge billboard with his quote on it.

–Sugar Sweet Sunshine, Rivington between Norfolk & Essex

Guy in black cape and Batman-type mask: No one ever fucks with me when I go out at night rocking this outfit.

–Franklin & Greenpoint, Brooklyn

Overheard by: lil pirate

Girl: Do they even have Prada in Boston? They just have baked beans and Benjamin Franklin, and he’s dead.

–Stanton & Orchard

Girl, walking behind another girl who’s wearing a pink tutu, white stockings, and a tiara: Let her walk alone wearing this on her birthday.

–Penn Station

Overheard by: Not Wearing a Tutu

Girl #1: Ooh, look at that cool Jesus jacket.
Girl #2: That’s not Jesus, that’s Rick James.

–Broadway & Spring

Overheard by: margie

Teen girl: She said money don’t grow on trees but yeah it do. Money made of paper, paper made from trees.
20-something-guy: Actually, US currency is printed on cotton.
Teen boy: Cotton?
20-something-guy: Yeah, they use denim, like jeans.
Teen girl: My jeans don’t be rippin like money, they using some low grade shit.

–Staten Island Mall Bus Stop

Overheard by: ryn

Hobo: Hey, where you from, man?
Tourist #1 (wearing fingerless gloves): England.
Hobo: I knew you ain't from round here, cos I ain't never seen gloves like that before
(hobo walks away)
Tourist #2: You should have told him they're really popular with tramps in England.

–105th & Broadway

20-something girl #1, pointing out red dress: What about this? This is cute.
20-something girl #2, after quick look: Ugh! No! I don't like red!
20-something girl #1: Ummm… You bought something red earlier today.
20-something girl #2: Yeah, and?

–Bloomingdale's, 59th St

Overheard by: Rachel

New School girl #1: Hey! I love your dress.
New School girl #2: Thanks! I just got it.
Friendly professor: My wife has a dress just like that. When my mother saw her, she thought she was pregnant.

–New School

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

Professor: They make disposable everything these days. Disposable diapers, disposable razors. They even make edible underwear, don't they? (class is silent) Yes! They do! (pause) Maybe I'm telling you more about myself than I should be…

–Wagner College

Girl: Wait, my panties!

–Franklin St

Guy on phone: I told you to take your thong off!

–60th & Columbus

Man: I do not want to know your bra size! Ever!

–Hunter College

Overheard by: Christina M.

Guy on cell: He wore boxers and it was like, "okay, so you hang to the left…"

–W 46th St

Older gentleman to lady friend: If this keeps up, I'm going to have to start wearing underwear.

–14th St & 1st Ave

Overheard by: Kat

Girl #1: You won't believe this. He was in the shower.
Girl #2: So?
Girl #1: He wasn't wearing a hat.
Girl #2: Oh my god!

–High School, Queens

Overheard by: Sunny