Guest Stars Retta as Donna Meagle Jim O'Heir as Jerry Gergich Ben Schwartz as Jean-Ralphio Saperstein Andy Milder as Fred Maribeth Monroe as Elise Yarktin Ian Roberts as Ian Winston Co Starring Andrew Burlinson as Burly Cecelia Specht as Award Woman Sara Sanderson as Cindi Andrea Hutchman as Lisa Steve Zissis as Gray Susan Isaacs as Broker Serena Westphal as Soccer Player #2 William Pawlak as Soccer Player #1 Rebecca Benson as Gogo Dancer #2