Top Definition
When the Captain, your boss, is screwing the secretary and she's on the rag; he pulls out, and gives her a mushroom stamp on either cheek, hence; a Craiggedy-Ann, and then she laughs hysterically like the laugh whore she is!

Person 1: Now what is the secretary laughing at?

Person 2: The Captain just gave her a Craiggedy-Ann, she is such a freakin laugh whore!
#raggedy-ann #rag #on the rag #clown face #screw #boink
by r-dog October 19, 2006
6 Words related to Craiggedy-Ann
Free Daily Email

Type your email address below to get our free Urban Word of the Day every morning!

Emails are sent from We'll never spam you.