Headscratch 

When something unexpectedly good but bizzare happens to you. E.g. a stranger calling you to give you a compliment.

- "Hey, how did it go at Darth Vader's house last night?"
- "It was weird, he didn't alter any deals. A real headscratch..."

Headscratch by Headscratch September 26, 2014

head scratcher

1. Noun. Any particularily puzzling event or object which prompts a puzzled scratch of the head.

2. Head scratch. Verb. Most common reaction when one spots a set of man boobs - especially when the man who is sporting the boobs is not exactly large or fat, and the occurance of the man boobs is puzzlesome, prompting the observer to scratch their head in curiosity

(Jeny scratches her head, looking puzzled)
"Jeny, why are you scratching your head?" asks Michelle.

"Well, look." (points toward a young man.) "He has man boobs... but he isnt fat." Jeny replies.

"Hmmm," ponders Michelle. "Thats a real Head Scratcher."

head scratcher by mac n fode August 10, 2006

Head Scratcher

Used to define your one friend who never gets any puss even though he's not a loser.

Why can't Jake get any action? He's a pretty nice dude and seems to do everything right but the guy can't get laid for shit. It's a real head scratcher...

Head Scratcher by Mr.nj April 16, 2017