When you stick your willy in a jar of dill pickles and then you slap someone across the face with it.
The first person who passes out at the party gets a Dilly Willy tonight.
by Maupzor December 30, 2010
When you spit on your dick and stick it into someone's ear.
I can't believe that Dedrick just gave Danielle a dilly willy!
by the most boopinest beat alive August 06, 2014