Guest Stars Mimi Lieber as ASA Thelma Ryan Susan Ruttan as Lyla Myles Adam Brody as Barry 'Romeo' Gilmore David Spielberg as Howard Erskine Stephanie Nash as Mrs. Gilmore Jill Holden as Ann McNaughton Ken Abraham as Cop Gerald S. O'Loughlin as Mr. Sadler Mary Pat Dowhy as Marnie Stadler Katherine Brunk as Jenny Payne Amy Van Horne as Ms. Delillo Alan Gelfant as Art Vandalay Kyle Chambers as Brent Sadler