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Season 2 Episode
- Season 1 Johnny Mathis, Mort Sahl; The Chambers Brothers
- Season 1 Roman Polanski; Sharon Tate; Della Reese; Don Adams
- Season 1 Bill Cosby; Bill Medley; Iron Butterfly; Kaye Stevens
- Season 1 Tony Bennett; Steppenwolf; George Plimpton
- Season 1 Buddy Rich, James Cotton Blues Band, Joe Williams
- Season 1 Otto Preminger; Harry Nilsson; Norm Crosby; Rich Little
- Season 1 Bob Newhart; Bill Cosby; O.C. Smith; Pickle Brothers
- Season 1 Jim Webb; Gloria Loring; the Checkmates
- Season 1 The Byrds; Marvin Gaye; Pat Henry; The Committee
- Season 1 Tommy Smothers; Buffy St. Marie; Louis Nye; John Stewart
- Season 1 Pete Seeger; Bill Cosby; Carmen McRae; Jack E. Leonard
- Season 1 Bill Cosby; Jackie DeShannon; Marty Ingels; Taj Mahal
- Season 1 Rowan & Martin; Stu Gilliam, Paul Hampton; Clara Ward Singers
- Season 1 Don Adams; Deep Purple; Brenton Wood; Lynn Kellogg
- Season 1 Gore Vidal; Three Dog Night; Pat Collins; John Hartford
- Season 1 Joan Baez; Don Adams; Tommy Smothers; Avante-Garde
- Season 1 James Brown; Three Dog Night; Bill Cosby; Soupy Sales
- Season 1 Don Rickles; Bill Cosby, Doug McClure; Kelly Garrett
- Season 1 Lou Rawls; Shelley Berman; David Steinberg; Buddy Miles Express
- Season 1 Nitty Gritty Dirt Band; Lou Rawls; Pat Morita; Frankie Randall
- Season 1 The Grass Roots, Rich Little; Billy Eckstine; Paul Mazursky
- Season 1 Sammy Davis Jr.; Anthony Newley; Jerry Lewis; Bill Cosby; Peter Lawford
- Season 1 The Grateful Dead; Sid Caesar; Noel Harrison; Sidney Omarr
- Season 1 Canned Heat; Shari Lewis; Buddy Greco; Max Lerner; Johnny Janis
- Season 1 Michael Caine; Meredith MacRae; Sir Douglas Quintet; Mort Sahl
- Season 1 Steppenwolf; Joey Bishop; Joe Williams; Joanne Vent; Skiles & Henderson
- Season 1 Jan. 22, 1969
Playboy After Dark - Season 1 Episode 23 The Grateful Dead; Sid Caesar; Noel Harrison; Sidney Omarr
1.00 60 minutes Show #23 (taped 18-Jan-69)Guest:--Sid Caesar--Elias & Shaw--The Grateful Dead - ""St. Stephen,"" ""Mountains of the Moon"" and ""Turn on Your Lovelight""--Brendan Hanlon - ""Hide Your Dreams From Sight"" and ""The Shadow Of Your Smile""--Noel Harrison - ""The Great Electric Experiment Is Over"" and ""The Last You'll See Of Me""--Sidney (Sydney) Omarr Aired 22-Mar-1969 on WOR-9, NYC, Saturday 11:30pmAired 23-May-1969 on KTLA-5, Los Angeles, CA, Friday 9:00pm
