Best Personality 

1. In beauty pageants, the award given to the pathetic and disgusting one to make her feel better about herself.

2. Unfuckable.

Richard: Who's that ugly-ass woman, and why is she wearing a short skirt?

John: That's Agnes. Ever since she won best personality she's been showing off her "stuff".

Best Personality by Keds Man January 31, 2010

Best Personality 

Something that the most attractive person may not necessarily have.

1. Britney Spears, Madonna, Lady Gaga, Hillary Duff and the Spice Girls will never win the 'Best Personality' prize because they're not very talented music wise, they're known more for their videogenic sex appeal than their music and the media highlights all the time how vapid and stupid they are.
2. Cliff: You still dating Rachael?

Norm: Yeah.

Cliff: OK, so she's pretty. She's got red hair and blue eyes but SHE HAS FLAT TITS!

Norm: Of all the woman I've dated, she's got the Best Personality. what else matters?

3. Meranda is very attractive but she will never win in the 'Best Personality' because she's a self-centered BITCH.

Best Personality by I Saw U2 Live Twice September 21, 2020