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.
When you shave a spot on a girls head and bust a nut on the spot. Works most effectively when engaged in doggy style fucking..
She hear..
1.
The female main character in the wonderful movie Pirates of the Caribbean. She always seems to be in a love triangle (Will, Norrington. ..
