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"have a date with Jill" is a another term for male masturbating.

It is mostly used to used to offend somebody.

The name Jill is a metaphor for yor hand.

Your thumb and your index finger form the "J"
Your middlefinger forms the "I"
Your ring finger and pinkie form the "LL"
A: Oh! My first date with her. I´m so exited.
B: Yeah right, I think you have a date with Jill.
by sv3ns0n February 16, 2012
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