<Li> Karen Austin as Lana Wagner (Season 1). The original romantic interest for Harry Stone . Although Austin left the show after ten episodes, she was seen in the opening credits of all 13 first - season episodes . </Li> <Li> Charles Robinson as Macintosh "Mac" Robinson (Seasons 2--9), a Vietnam War veteran . Easy - going and pragmatic, he was probably the most "normal" character . He had a good sense of humor, frequently having the last laugh at Dan, and was a loyal friend to his coworkers . He always wore a cardigan, plaid shirt, and knit tie . By the end of the series, he left his job to pursue his dream of going to film school and becoming a director . </Li> <Ul> <Li> Mike Finneran as Art Fensterman, a bumbling "fix - it man" attached to the courthouse . His attempts to fix the courthouse often disrupted Harry's proceedings in the courtroom . Seen in 37 episodes across all 9 seasons . </Li> <Li> Martin Garner as Bernie (Seasons 1--3), the operator of the concession stand in the cafeteria, who had a crush on Selma and was often seen trying to persuade her to stop smoking . After Selma died, he tried to court Flo . (When Bernie was not at the stand various extras could be seen running it, including Al Rosen, best known as "Al" on Cheers .) </Li> <Li> Terry Kiser as Al Craven (Seasons 1 and 2), an obnoxious, pushy tabloid reporter who sometimes hung around the courtroom in hopes of discovering a scandalous story . </Li> <Li> Jason Bernard as Judge Willard (Seasons 1 and 2), an arrogant, humorless Judge who didn't approve of Harry's antics and tried to have him removed from the bench . </Li> <Li> Rita Taggart as Carla Bouvier (Seasons 1 and 2), more commonly known as "Carla B," a prostitute who frequently appeared as a defendant and who had a crush on Harry . </Li> <Li> Ron Ross as Dirk, a wimpy bailiff . </Li> <Li> Denice Kumagai as Quon Le Duc Robinson (Seasons 2--9), Mac's wife, a refugee from Vietnam, where she met Mac during his service in the Vietnam War when her family let Mac stay at their home while injured . Quon Le was naive about America and its customs, but was loving and devoted to Mac . Mac originally married her to keep her in the country, claiming he was not in love with her, but that quickly changed . She didn't understand the concept of' buy now, pay later', very well, but became more financially responsible after opening a restaurant in Season 3 . In Season 4, moments after being sworn in as an American citizen, Quon Le gave birth to her and Mac's daughter, Renee Flicka Robinson . </Li> <Li> John Astin as Buddy Ryan (Seasons 3--9), Harry's eccentric stepfather and a former patient in a psychiatric hospital . His catchphrase was the capper to stories involving his hospital stay or past strange behavior: "...but I'm feeling much better now," accompanied by a huge leering grin . He was later revealed to be Harry's biological father, admitting he'd kept it a secret for fear that the truth would bring Harry's judicial ability into question . </Li> <Li> Mel Tormé as himself . In the first episode, Harry Stone was revealed as an almost fanatical admirer of Tormé . The two crossed paths, but Tormé grew to dislike the judge because Harry almost always ended up somehow causing misfortune or problems for his idol . Tormé once played Harry's guardian angel in an episode modeled after the film "It's A Wonderful Life", where the angel shows Harry how his colleagues could have ended up had he never become a judge . </Li> <Li> William Utay as Phil Sanders, Dan's homeless lackey . Later in the series, Phil was killed in an accident involving a large musical instrument . (Due to his fear of musical instruments, he had a special clause in his substantial life insurance policy providing additional benefit in the event of accidental death caused by a musical instrument .) Just before his death, it was revealed that Phil was actually extremely wealthy but chose to live among the poor (a former stockbroker suffering from Howard Hughes syndrome)--in fact, the show cleverly suggested the New York Harmonic Orchestra was known as the "PHILharmonic Orchestra" because Phil was one of its greatest patrons . Utay later played Phil's evil twin brother Will, who befriended Dan in order to steal all of the Phil Foundation's money . Will later returned what he'd stolen along with a lot of additional cash from successful investing and devoted the rest of his life to doing good deeds on Dan's behalf . </Li> <Li> Brent Spiner and Annie O'Donnell as Bob and June Wheeler, down - on - their - luck stereotypical Appalachian yokels, who later reveal they are Yugoslavian, although they continue to speak the same way . Bob was a frequent defendant in Harry's courtroom, usually as the result of a series of freak disasters befalling his family . At one point they ran a concession stand in the courthouse, for which they spent the entire inheritance ($250,000), which "Granny" (oft - mentioned but never seen) had left them, forcing them to charge astronomical prices . </Li> <Li> Leslie Bevis as Sheila, an exotic nymphomaniac who often appeared to entice Dan into a sexual liaison during or after court to his detriment, causing him to suffer a coma in one episode . In her final appearance Sheila rejected Dan for a man who talked very, very slowly . She tells Dan she needs someone who "knows how to take his time ." In total Sheila appeared in four episodes . </Li> <Li> Yakov Smirnoff as Russian immigrant Yakov Korolenko, another frequent visitor to the courtroom . In the first season Harry saved a distraught Yakov from a suicide attempt, and they became good friends ever after . Yakov eventually tried to bring his brother to America, succeeded in getting his wife Sonja and kids out of the Soviet Union, and got his father to immigrate after the Cold War's end . A running joke on the series was when Judge Stone would mention jail, which had a completely different import to the Soviet immigrant, who would respond with obvious fear: "Jay - ul? Oh, noooo! No jay - ul!" </Li> <Li> Eugene Roche as Jack Sullivan, Christine's overbearing, blue - collar father . He referred to Harry as "that nut". </Li> <Li> Daniel Frishman played Dan's boss, District Attorney Vincent Daniels, in several episodes . Though initially underestimated because he was a little person, he had an extremely tough personality and often had it in for Dan . </Li> <Li> Bumper Robinson as Leon, an orphan who becomes close to Harry . </Li> <Li> Ray Abruzzo as Tony Giuliano, a police detective and Christine's ex-husband . </Li> <Li> Mary Cadorette as Margaret Turner, Harry's girlfriend / fiance during season 8 . </Li> <Li> S. Marc Jordan as Jack Griffin (Seasons 8 and 9), the blind operator of the concession stand in the cafeteria . </Li> <Li> Joleen Lutz as Lisette Hocheiser (Seasons 8 and 9), the ditzy court stenographer . </Li> <Li> Gilbert Gottfried as Oscar Brown (Season 9), an attorney who filled in for Dan when he was missing . </Li> <Li> Florence Stanley as Judge Margaret Wilbur who occasionally filled in for Harry; she did not tolerate the staff's usual eccentricities . (Wilbur was a cross-over character from the NBC situation comedy, My Two Dads, where Bull Shannon had made guest appearances in two episodes .) </Li> </Ul> <Li> Mike Finneran as Art Fensterman, a bumbling "fix - it man" attached to the courthouse . His attempts to fix the courthouse often disrupted Harry's proceedings in the courtroom . Seen in 37 episodes across all 9 seasons . </Li>

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