A sexual act that occurs when a guy does a chick on the rag, who then pulls out his penis to wipe it off in her hair, resembling the hair of the famous Raggedy Ann character/doll.
It was her time of the month, so I pulled a Raggedy Ann on her when we finished!
by Dr. Roz November 06, 2013
When getting fellatio from a woman, you grab her by her hair instead of the back of her head, you then pull back and push her head down via her hair, treating her like a ragdoll that gives head.
Hey saw you talking with Jenny at that party last night, you guys left together, how'd that go? Great man, she gave me the best head of my life, she even let me give her the old Raggedy Ann
by Jeff Prubistseachowitz April 24, 2007