Bragging

Bus driver: I can’t let you off here. You’ll get killed.
Thug: It’s cool, man. I got insurance!

http://overheardinphilly.blogspot.com/2007/03/and-duck-says.html

Overheard by: anonymous

Male bartender: So, let’s all take off our shirts and then you can take pictures of us.
Waitress: Oh, we already did that!

http://www.overheardinminneapolis.com/2007/05/whatever_gets_you_bigger_tips.html

Overheard by: the next table over

Man jumping out of port-a-potty like a gymnast: … And he sticks the landing!

Campground
Connecticut

Overheard by: only at DRAM

Confused girl to another: You’re a man-whore? I’m a man-whore, too!

http://overheardatcornell.blogspot.com/2006/12/big-honking-update.html

Overheard by: anonymous

Girl yelling out window to friend: Bitch! I am the motherfuckin’ bishop Don Juan of proving points!

Colfax bus
Denver, Colorado

Overheard by: lauren

Butcher in bloodstained apron: My soul is pure and untainted.

Supermarket
Portland, Maine

Boyfriend to gas station attendant: She slept with the entire football team in high school.
Girlfriend: Maybe, but I still wouldn’t have slept with you.
Boyfriend: Yeah? Really? How’s your butt feel? Ha! I haven’t even told my friends about that yet!

Richmond, Virginia

Skinny guy with pink hair: I don't think I could be any more bad-ass.

Ottawa
Canadia

Freshman ho #1: But… Are you, like, good at drunk driving?
Freshman ho #2: Oh, yeah… I’m, like, sooo good! I’ve been drunk driving, like, since I got my license.

http://overheardatcornell.blogspot.com/2007/04/april-is-cruelest-month.html

Overheard by: newm

Bearded college guy: I almost saw a high school girl's vagina today!

http://feeds.feedburner.com/~r/overheardinminneapolis/~3/414278090/thanks-for-bailing-me-out-by-the-way.html

Overheard by: a. lil