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 act of ditching your friends to have sex with your mom, or because you are afraid of being prison raped like your dad was.
"Ca..
1.
someone who is even more of a douche than a douche
That guy I met at the bar last night wasn't just a douche. What was he then? He..
