Night Court Wiki
"Best of Friends"
Season 3, Episode 6
#41 in series (193 episodes)
Series: Night Court
Network/Country: NBC-TV / United States
Air date November 7, 1985
Production code 185716
Written by: Howard Ostroff
Directed by: Reinhold Weege
Guest stars: Jim Bailey
John Braden
William Utay
Kenneth J. Scherr
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Best of Friends was the sixth episode of Season 3 of Night Court, also the 41st overall series episode. Written by Howard Ostroff, and directed by Reinhold Weege, the episode, which aired on NBC-TV, first aired on November 7, 1985. 

"Best of Friends"
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Dan has a real problem when his high school buddy comes to visit as a decidedly "changed man", loosely speaking, as in a sex change!


Dan looks forward to a reunion with his old college buddy, but is shocked to find that he has undergone a transsexual operation.

Plot Summary

Macho man Dan (John Larroquette) looks forward to a reunion with his old college buddy Chip--and especially to the prospect of joining Chip in an old-fashioned "girl hunt." Though the original TV Guide listing for this episode did not indicate the reason that Dan was sorely disappointed when Chip arrived, the fact that the character was played by famed female impersonator (Jim Bailey) rather gave the game away. And in case any further hints are needed, be it noted that Chip now prefers to be called Charlene.

Cast (in credits order)


Guest stars/Recurring characters/cast

  • Jim Bailey as Chip/Charlene
  •  John Braden as Larry
  • William Utay as Phil Sanders
  • Kenneth J. Scherr as Mr. MacIntire (as Kenneth Scherr)