Season 1

01 Oprahization Episode 116th June 1999 Jimmy and Adam strike back against the Oprahization of America, special appearance by Cindy Crawford 02 They Don't Want Sex As Much As We Do Episode 223rd June 1999 "Household hints from adult filmstars", plus "films men don't want to see" 03 Bad Old Days Episode 330th June 1999 Jimmy introduces Baby Barry, a new arrival to the Kimmel clan. Adam tries his luck with kids in "Kids Tell Jokes". 04 Appearances Episode 430th June 1999 Jimmy and Adam present Mannovations: innovative ideas to make a man's life better. Ask Mr. Hardware. 05 Bets/Zembic Episode 57th July 1999 Jimmy and Adam investigate high stakes betting and interview a man who got breast implants to win a $100,000 bet. 06 Bathroom Episode 614th July 1999 Show opens with women protesting against the Man Show, only to end up mud wrestling. Adam and Jimmy give their opinions on the bathroom, 3 segments of Jimmy conducting Bathroom Interviews, 'If Adam Was King,' and 'The Legend of The Fox.' 07 Drinking Episode 721st July 1999 The first inductee into The Man Show Hall of Fame is honored, and Adam enjoys a night of romance with his mother. 08 Wedding Episode 828th July 1999 A special episode with helpful tips, interviews and inventions to make your wedding more "Man" friendly. 09 Sports Episode 94th August 1999 Jimmy and Adam share their views on Farting, The Rest Assured Disposal System, Movies Men Don't Want To See, Great Moments in Cinema (Raging Bull), Jimmy and Adam's parody 'Raging Ass,' Great Moments in Sports, How To Watch Baseball, Father & Son with Jimmy and Kevin Kimmel, Book of the month club. 10 Compilation (Puerto Vallarta) Episode 1011th August 1999 Jimmy and Adam travel to Mexico to remember their favorite Man Show moments. 11 Jobs Episode 113rd November 1999 Adam and Jimmy share a list of jobs that attract women and jobs no one should have, Great Moments in Sports, Man-o-vations, Adam has a day out with the day laborers, Household Tips From Adult Film Stars 12 Mysteries of Women Episode 1210th November 1999 Adam and Jimmy pick apart the mysteries of women, Adam goes to the mall and asks the question 'What Are You Broads Thinking?' Jimmy views his hidden camera footage of his wife at home, The Fox is challenged to a drinking contest by an audience member, 'Instructional Video: This Is How To Fish,' Great Moments in Sports, & Father & Son with Jimmy and Kevin Kimmel. 13 Underwear Episode 1317th November 1999 Adam and Jimmy discuss their views on underwear. 6 simple rules for renting porn. Adam goes back to High School to be a shop teacher for the day. 14 Thanks Man Show Episode 1424th November 1999 In our Thanksgiving Show, the guys list what they're thankful for and offer tips on "How to Eat at the Buffet". What if Adam were king? 15 The Woman Show Episode 151st December 1999 The Man Show becomes The Woman Show as the guys parody daytime shows for women. 16 Veal Episode 168th December 1999 The Man Show Hall of Fame inducts Andre the Giant and Adam visits a veal ranch. 17 Practical Jokes Episode 1715th December 1999 The Man Show becomes The Woman Show as the guys parody daytime shows for women. 18 Holiday Show Episode 1822nd December 1999 The guys pay tribute to practical jokes, Jimmy asks the eternal question "Does size really matter?", Manovations. 19 Millennium Episode 1929th December 1999 Our holiday show. Jimmy and Adam go "Christmas Shopping with the Juggies". What if Adam were Santa? 20 New Year's Resolution Show Episode 2019th January 2000 The Millennium Show! The guys review highlights of the past Millennium and look ahead with new man-friendly inventions with "Millenn-o-vations". 21 Compilation 2 (Jimmy's House) Episode 2126th January 2000 Highlights from the second half of the season including "Wife School", "Household Hints of Adult Film Stars" and "The Day Laborers' Makeover". 22 Super Bowl Show Episode 222nd February 2000 The Super Bowl Show! The guys pay tribute to the most important day of the year, Super Bowl Sunday. "How to Throw a Super Bowl Party" and "Tailgate-o-vations".