A saying used to describe when a women "tickles" a man's penis.
Dude, do you think Jessica would tickle my pickle?!
by Evbrez January 20, 2007
to give a handjob think about it
erin tickled my pickle for a nickel
by bud March 30, 2005
Metaphor for cheering someone up.
Hey, can you tickle my pickle? I'm feeling down today
by iEx Shinzai November 30, 2014