Top definition
The act of stretching ones scrotum over ones head.
Then performing sexual acts such as oral sex and making out.
A Jamestown Boy is only possible with at least one male.
Then performing sexual acts such as oral sex and making out.
A Jamestown Boy is only possible with at least one male.
So How about them Jamestown Boys?
Lets say we go behind those bleachers and try a Jamestown boy?
I tried a Jamestown Boy and now my sack hurts.
Lets say we go behind those bleachers and try a Jamestown boy?
I tried a Jamestown Boy and now my sack hurts.
by Ivan M. May 31, 2007
Jun 21 Word of the Day
A person with an outwardly dominant, masculine, or aggressive personality, but who also enthusiastically takes on the submissive or "bottom" role in the bedroom.
"I'm tough, Mike! I never give an inch! I'm partial to taking a few though..."
"Ah, you're a real pipehitter."
"Ah, you're a real pipehitter."
by Skeletalchemy June 15, 2021