5. Nikki

Actress: Dylan Tays

Episode: The Calzone

Jerry is convinced that Elaine’s new “boyfriend,” Todd, is conceiving of ways to take her out without actually asking her out. One of these ways is to try and sell Jerry cigars so that he can go out with Elaine again to deliver the goods.

Meanwhile, Jerry is dating a beautiful woman named Nikki who can seemingly get whatever she wants solely with her looks. Jerry tries to have Nikki get Todd to give him the cigars for free, but it backfires when Todd somehow finagles a dinner with Nikki.