Upper East Side

A boss approaches his employee, holding up two pieces of lead for a retractable pencil.

Boss: I don’t ask you to do much, but can you tell me which one of these is bigger?

–UES

Overheard by: Mindi Laine

Young Woman #1: I have to go to this “dungeon” for my Sexual Psychology class. Do you want to come?
Young Woman #2 in her mid-twenties: Is it like an S&M thing?
Young Woman #1: I don’t know. It’s like they act out different sexual
fantasies with whips and stuff.
Young Woman #2: OK, that sounds cool.

— Upper East Side

Piano Player: This song from 1980 by Christopher Cross is my favorite song in the whole world.

–Piano Bar, UES

Little Girl: Mommy, why do people in New York always wear black?
Mommy: I don’t know. Maybe they just don’t like looking pretty.

–Upper East Side

Where: E. 86th St.

Mother to kindergartener: “You do too know who Derek Jeter is! He da one with da nice butt–BOOM!!”

Woman: Having sex with him was the same as eating a slice of plain Wonder bread while looking in the window of a Crate and Barrel.

–York & 70th

Into an unplugged phone, a hobo yells: Honey, honey, I told you not to call me in the office!

–LES

Hipster chick: Ugh, dolls. Dolls are so creepy. I’m never letting my kid have a doll. Drugs, yes. Dolls, no.

–UES

Dude #1: I’m gonna stand up as I turn. I’d like you to kick me in the nuts. The idea is to black out, end up in the hospital, and push this off on someone else. Ready?
Dude #2: I was born ready.

–59th & Park

Woman #1: I’m ready for ugly, if it keeps me warm in bed.
Woman #2: I don’t know about that.

–UES

Overheard by: Todd Seavey