Illinois

Nerd: I don't know about you, but I have trouble being romantic when I'm sweating to death.

Community College
Illinois

Overheard by: adderall driven

Bag lady: Change? Spare any change?
Guy walking towards a church: Sorry.
Bag lady: Wanna fuck?
Guy: Um, no, thanks.

Chicago, Illinois

Overheard by: So who would be paying whom?

Guy #1: Dude… that joke went to far.
Guy #2: You know what was going too far, David*? Breaking into my house.

Bolingbrook High School
Bolingbrook, Illinois

Little boy: My teacher doesn't wear a bra!
Mother: Did she tell you that or did you just notice?

Chicago, Illinois

Overheard by: Claire

Proud girl: Ever since I gave up drinking, I have been drinking so much wine.

Chicago, Illinois

India-Indian conductor: We will need to stand by in just a few minutes for some maintenance work. We’re having some problems with the brakes, and they will need to be checked… Actually, they’re really not working… At all. [Everyone exchanges looks when doors instantly close and train pulls out of station, rounding the next corner at high speed.]

Chicago El, Brown Line
Chicago, Illinois

Overheard by: Comforting words

Psychology instructor: If you look at the castle in The Little Mermaid, you'll see there are some phallic subliminal messages…
Student in the back row: It's a giant penis castle!

Psychology Class, Northwestern University
Illinois

Professor: What do you think my fantasy is?
Student: Armpit sex… in a park. No, wait. Menage a trois. All-male in a… ballroom?

Godfrey, Illinois

Loudmouthed breakfast patron: I’m not trying to be rude or anything, but what if you keep kosher and someone, like, brings a pig to your house? Like, what do you do with their pet pig?

Toast Two
Chicago, Illinois

Overheard by: Paul

Guy #1: I once tried to hit on a chick while I was drunk and throwing up, but now that's just a fun story I tell and nobody lost their respect for me.
Guy #2: Except for the girl you were hitting on.
Guy #1: Well, I don't know. Her nickname was “dicktooth.”

Chicago, Illinois

Overheard by: Claire