Play to her ego

"Come on, Jessie, you just need a little something to give you some confidence."

We did a shot.

"Listen, its not like any of these guys has a shot with you. You are so far out of their league that they probably won't even try."

Buttering her up seemed to be working. The shot didn't hurt, either.

"And besides, you know how to take care of yourself. I'd love to see you kick one of these scumbags to the curb. To curbs!"

We did another shot.

"Fine, I'll do it" she said. "I do enjoy giving the boys blue balls. Watch and learn from the master."

"To blue balls!"

We did another shot, and with that Jessie strode confidently into the fray.