Prison Blues

Karen visits Stanley in prison
Karen visits Stanley in prison
Title “Prison Blues”
Episode # 4.04 (71)
Season # 4
Original Airdate 18-Oct-2001
Writers Alex Herschlag
Producers David Kohan & Max Mutchnick and James Burrows
Director James Burrows

Plot Synopsis

After Stan is arrested for tax evasion, Grace and Karen timidly visit him in prison, but Grace is so moved to help her worried friend that she moves right into Karen's deluxe apartment in the sky — where she becomes a demanding guest who's soon hooked on servants, bubble baths and an extravagant lifestyle. Meanwhile, as Stan's attorney, Will struggles with stagefright when he babbles on during a TV news interview, so Jack convinces him to polish his communication skills by attending an acting class ruled by an imperious teacher.


  • Eric McCormack (Will Truman)
  • Debra Messing (Grace Adler)
  • Sean Hayes (Jack McFarland)
  • Megan Mullally (Karen Walker)
  • Shelley Morrison (Rosario Salazar)

Guest Cast

  • Eileen Brennan (Zandra)
  • James Black (Anthony Dukane)
  • Margaret Scarborough (Summers)
  • Brent Sexton (Guard)


  • From the exterior shots of the prison, Stanley is being held at The Brooklyn House of Detention for Men.




Viewer Rating


Airdates & Ratings

10/18/20019:00 PM10.5/16%#14
12/27/20019:00 PM07.4/12%#10
08/01/20029:00 PM06.1/11%#16