What is Pillow Boy?
1.
A boy who dry humps and makes out with his pillow, pretending it is a girl
Ricky, you are such a pillow boy.
2.
A young, sexually inexperienced boy who masturbates and fantasizes about girls (or boys) with a pillow. Often lonely, and incapable of getting a girlfriend (or boyfriend), explaining the resort to using a pillow. Acts include
Billy: "I can't get a girlfriend. I have to resort to using pillows... I'm a fuckin' pillow boy!"
See
3.
a pillow boy is a young man who has sex with an old lady because she is rich and take care of him. like a pool boy.
Dave is a damn pool boy for Mrs. Robinson.
Random Words:
1.
The term used on first and/or second dates to make your date feel confused and uncomfortable, (but will make them feel special and jazze..
1.
A) Someone who practices the art of picking up but never actually takes someone home.
B) Someone who engages in sexual activites with a..
