Guest Stars Marisa Coughlan as Melissa Hughes Don McManus as Assistant D.A. John Lennox Parker Posey as Marlene "The Squid" Stanger Freddie Prinze, Jr. as Donny Crane Jenny O'Hara as Judge Kimberly Ohlund Ray Proscia as Paul Schwimmer Jennifer Costa as Nancy Moran Purva Bedi as Translator Christopher Moynihan as Derek Roth Amrapali Ambegaokar as Kavita Pokharel Harsh Nayyar as Dr. Barati Waibi