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Automated train station announcement: Castro street station.
Excited little girl: Yay! Castro!
Bystander: The dictator or the district?
Excited little girl thinks for a second: The rainbows!

Castro Street Station
San Francisco, California

Overheard by: Dawn

Friend #1: God! Old people get so pissy when they don't get their obituaries on time.
Friend #2: Why?
Friend #1: Because they want to know which of their friends has died that week.
Friend #2: Oh, so it's like Facebook for the elderly!

Memorial Hospital
Sudbury
Ontario, Canadia

Overheard by: Dani

Customer to cashier: I love that name, “Sierra.” My parents were going to name me Sierra Dawn if I was a girl, because they really wanted their last child to finally be a girl. But I wasn't. Now I use Sierra as my drag name.

West Hollywood, California

Girl #1: Oh, hey! I'm wearing a purple bra today!
Girl #2: Why is that a surprise? Don't you dress yourself?

Fitting Rooms
Morwell Shopping Centre
Australia

Overheard by: Ann

Man on cell, worried: Oh, no… a highway collision? Who was at fault? (pause, then looks relieved) Oh, good!

Milwaukee, Wisconsin

Overheard by: Akuaku

Guy: Wouldn't it be funny if she was actually selling her baby down in Mexico, and she ended up on 48 Hours Mystery, and we could say we knew her when?
Girl: I don't think you understand comedy.

http://overheardlines.blogspot.com/2008/09/couple-discussing-friends-vacation.html

Overheard by: tim

(two guys peeing next to each other at the urinals)
Pretty boy #1: I think I have sensitive wrists.
Pretty boy #2: You have sensitive nipples!

Bowling Alley Bathroom
Dayton, Ohio

Overheard by: Liz

Teacher to student, referring to someone who dropped the class: I'm sorry. I keep accidentally doing your husband. (slight pause, while she ponders the situation) It's too bad he stopped coming, now I can't do you both at the same time anymore.

Henderson
Henderson, Nevada

We've Found That First-Born Children Are Too Much Of a Hassle.

Conductor over PA: Forge Park, last stop. Please look around you and take all of your belongings. If you leave anything behind… We like tens and twenties.

Commuter Rail
Franklin, Massachusetts

Male student: I like your Skittles.
Female student: Don't look at them!

Eveleth, Minnesota

Overheard by: deathmap