Clothing

Manager: Pants off is the new black.

http://overheardinpdx.blogspot.com/2008/05/new-black.html

Overheard by: fool

Overbearing mother: Let her see you in the bra! She will make sure it fits correctly!
13-year-old girl, buying first bra: Mother, I'm not for sale!

Victoria's Secret
Long Island, New York

Drunk teacher: Those aren't coasters, they're pasties. (holds them up to her breasts)

San Diego, California

Overheard by: Heather

Middle-aged rich bitch on cell: I'll pay up to $300 for a hat I can't live without, you know?

Washington, DC

Guy: Are they gay?
Friend: Yes, they're holding hands and wearing the same clothing.
(15 seconds later)
Guy: Are they gay?
Girl: That's a family.

Hillcrest, California

Woman #1, watching hobo in a dress: You know, I finally feel like I'm a metropolitan woman.
Woman #2: Why? Gotten used to the traffic, crowds, pollution and public transportation?
Woman #1: Well, yeah, but that's not why. See that guy in that dress over there? When I first came to the city, I would have been amused or shocked to see something like that. Now, my first reaction is: “Those shoes and socks don't go with that dress–and Macy's isn't that far away. Dude, go get some pumps!” I mean, how often do you think I would have thought to say “dude, go get some pumps” when I was still living in Ohio? I'm living the dream!

Financial District
San Francisco, California

Overheard by: And the jacket didn't match either

Conductor: Do not buy anything from the man in the yellow shirt and white tennis shoes. He will be arrested.

Subway
Los Angeles, California

Guy to friend: So he asked “How's the leather work going?” So we went out and got some skins and string and made some loincloths.

Pierce County Annex
Tacoma, Washington

Guy to woman sitting down: The really great thing is that you'll never have to wear pants again!

Portland, Oregon

Dispatcher on police scanner: A subject was just robbed at gunpoint by a black male wearing no clothing.
Cop #1: Can we get a clothing description?
Cop #2, after silence: Just look for a naked man with a gun.

News Station
Jackson, Mississippi