Jack stranger

When you masturbate with your numb arm you are giving yourself a "Jack Stranger."

I'm horny and lonely.. I think tonight calls for a Jack Stranger!

by Spankamonkey December 08, 2013

Jack Stranger

When you're jerking off (right before you get a potential cactus jack) a jack stranger is when you sit on your arm and then masturbate so it feels like a stranger is jacking you off.

"Johns wife wasn't putting out so he enjoys giving himself Jack Strangers when she's being frigid."

by CookiesandCream2 October 31, 2013