In this series, E! lists 101 of the most significant moments in certain aspects of entertainment, from celebrity couplings to major public gaffes. Actors, comedians and "experts" from the field of entertainment provide commentary throughout each countdown. Each countdown takes place over the course of five nights.
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101. George Michael caught in sex act in public bathroom 100. Martha Stewart busted in stock scandal. 99. Michael Jackson dangles baby from fourth-floor balcony. 98. Melissa Etheridge and Julie C…
80. Mariah Carey treated for breakdown 79. Pamela Anderson & Tommy Lee sex tape goes public 78. Robert Downey Jr. drug arrests 77. Meg Ryan has affair with Russell Crowe 76. Frank Gif…
60. Halle Berry involved in hit-and-run 59. Debbie Rowe has Michael Jackson's baby 58. John Hinckley shoots President Reagan in attempt to impress Jodie Foster 57. Cher wins Academy Award …
40. Tom Cruise divorces Nicole Kidman 39. Phil Hartman killed by wife in murder/suicide 38. Roman Polanski rapes 13-year-old girl 37. Paul Reubens arrested at adult theater 36. Freddie Pr…
20. Michael Jackson marries Lisa Marie Presley 19. Whitney Houston says ""Crack is wack!"" in interview with Diane Sawyer 18. Vic Morrow and two children killed in horrific chopper crash on se…
101. Nicolas Cage & Lisa Marie Presley 100. Tom Green & Drew Barrymore 99. Matt Damon & Minnie Driver 98. Brad Pitt & Juliette Lewis 97. Kate Hudson & Chris Robinson 96. Shannen Do…
80. Jack Nicholson & Lara Flynn Boyle 79. Mick Jagger & Jerry Hall 78. Charlie Sheen & Ginger Lynn Allen 77. Lenny Kravitz & Lisa Bonet 76. Heather Locklear & Tommy Lee 75. Melissa Eth…
60. Jennifer Garner & Michael Vartan 59. Sylvester Stallone & Mary Hart 58. Macaulay Culkin & Rachel Miner 57. Warren Beatty & Annette Bening 56. Marilyn Manson & Rose McGowan 55. Mich…
40. Harrison Ford & Calista Flockhart 39. Sarah Jessica Parker & Matthew Broderick 38. Barbra Streisand & Don Johnson 37. Brad Pitt & Gwyneth Paltrow 36. Melissa Gilbert & Rob Lowe 35. …
20. Tom Cruise & Nicole Kidman 19. John Lennon & Yoko Ono 18. Tom Arnold & Roseanne Barr 17. Hugh Grant & Elizabeth Hurley 16. Prince Charles & Lady Diana Spencer 15. Kurt Cobain & Cou…
101. The Fashion Cafe 100. Ben Affleck goes to strip club, August 2003 99. Johnny Depp's ""Forever Winona"" tattoo 98. Diana Ross gropes security guard at London-Heathrow airport 97. B…
80. Breasts popping out on the red carpet 79. Liza Minnelli & David Gest 78. ""Showgirls"" 77. Garth Brooks adopts alter-ego Chris Gaines 76. Overdone lips (Barbara Hershey, Melanie G…
60. Matthew McConaughey busted for playing bongoes naked while stoned 59. Tawny Kitaen beats up husband Chuck Finley 58. Cindy Crawford acts 57. George Clooney stars in ""Batman and Robin…
40. Britney Spears gets involved with Fred Durst 39. Shelley Long leaves Cheers 38. David Letterman hosts the Oscars 37. Kiss gives up their make-up 36. Singing actors: Russell Crowe…
20. Cher does infomercials 19. Arnold Schwarzenegger gropes women 18. Sex tapes: Pamela Anderson & Tommy Lee; Paris Hilton 17. Oprah Winfrey sings her show's theme song 16. Russell C…
101. The Macarena 100. Macaulay Culkin 99. Dionne Warwick's Psychic Friends Network 98. Marky Mark 97. Studs 96. Baby doll dresses/Doc Martens 95. The Bridges of Madison County…
80. American Gladiators 79. ""The Sixth Sense"" 78. Ricky Martin 77. Melrose Place 76. CDs 75. Kerri Strug 74. ""Thelma and Louise"" 73. The Mickey Mouse Club 72. ""Ma…
60. The Wonderbra 59. The X-Files 58. Y2K scare 57. ""Clueless"" 56. Hanson 55. Who Wants to Be a Millionaire 54. The WB 53. ""Swingers"" 52. Men Are From Mars, Women …
40. Susan Powter 39. Starbucks 38. Ben Affleck & Matt Damon 37. ""Jurassic Park"" 36. Garth Brooks 35. Hip-hop fashion 34. Absolutely Fabulous 33. ""Baby Got Back"" by Sir…
20. NYPD Blue 19. Princess Diana 18. ""Reality Bites"" 17. Brad Pitt 16. O.J. Simpson Ford Bronco chase 15. No Paris Hilton! 14. Tom Cruise & Nicole Kidman 13. The Real Worl…
101. Tori Spelling gets nose job after parrot bites her 100. Lara Flynn Boyle's lips get bigger 99. Al Roker has stomach reduction surgery 98. Tiffany appears in Playboy 97. Sharon Sto…
80. Mary-Kate & Ashley Olsen: from baby stars to teen moguls and sex symbols 79. Wayne Knight loses a lot of weight through diet and exercise 78. Pink: from teen pop star to tattooed bad gir…
60. Christina Aguilera begins dressing provocatively, then dyes her hair black 59. Jan-Michael Vincent damages his face in alcohol-related accident 58. Kathy Griffin has plastic surgery 57…
40. Jennifer Lopez gets in better shape, changes her hair and becomes a diva 39. Farrah Fawcett ages 38. Enrique Iglesias has his mole removed 37. Priscilla Presley changes her hair and m…
20. Pamela Anderson has breast implants removed, later gets new ones 19. Queen Latifah: from tomboy to glamorous, rapper to Oscar nominee; gets breast reduction 18. Kirstie Alley gains weigh…
101. Mel Gibson and Nicole Kidman weren't born in Australia 100. Janet Jackson was briefly blind in 1998 99. Designers give stars gifts to get them to wear their clothes 98. Many reality s…
80. Brad Pitt dated Robin Givens 79. Elizabeth Hurley initially refused to give the identity of her baby's father 78. Glenn Close's voice was dubbed over Andie MacDowell's in ""Greystoke: The L…
60. Couples keep their romances secret: Jennifer Garner & Michael Vartan, Meg Ryan & Russell Crowe, Beyoncé Knowles & Jay-Z 59. Tim Allen served time for dealing drugs 58. Nicole Kidman made …
40. Secrets from The Apprentice: the elevator ride to Donald Trump's boardroom is just for show; it's a set, not Trump's actual boardroom; Omarosa Manigault-Stallworth was fired by the Clinton admin…
20. Farrah Fawcett was arrested for shoplifting 19. Winona Ryder is a natural blonde 18. John F. Kennedy Jr. may have had a tumultuous marriage 17. Berry Gordy is the father of Diana Ross's …
101. Eddie Murphy as Gumby 100. Phil Hartman as Bill Clinton 99. Chris Farley on ice skates 98. Unfrozen Caveman Lawyer 97. The Killer Bees 96. Mike Myers and Mick Jagger as Mick J…
80. The Spartan Cheerleaders 79. Dana Carvey as George Bush 78. The Gap Girls 77. The Sweeney Sisters 76. Woodrow, the homeless guy 75. The Superfans 74. The Land Shark 73. …
60. Fernando's Hideaway 59. Toonces the Driving Cat 58. Eddie Murphy as Rev. Jesse Jackson 57. Arnold Schwarzengegger visits Hanz and Franz 56. Andy Kaufman does theme from Mighty Mou…
40. Dana Carvey sings about broccoli 39. Zagat Guide to Restaurants sketch 38. The Czech Brothers (""Wild and Crazy Guys"") 37. Richard Pryor and Chevy Chase racial word association 36…
20. Matt Foley, Motivational Speaker 19. Amy Fisher sketches 18. The Boston Teens 17. The Sinatra Report 16. Stand-Up Situations 15. Hanukkah Harry 14. Eddie Murphy messes up 13. …
101. Samantha kisses Jake in ""Sixteen Candles"" 100. Mr. Big's name revealed on Sex and the City 99. Marcia hit in face with football on The Brady Bunch 98. Ving Rhames gives Golden Globe…
80. Sam and Diane kiss on Cheers 79. Kelly Clarkson wins American Idol 78. ""The Matrix"" special effects 77. Hugh Grant makes romantic speech in ""Four Weddings and a Funeral"" 76. Dir…
60. Indiana Jones eludes boulder in ""Raiders of the Lost Ark"" 59. Bill Clinton plays sax on The Arsenio Hall Show 58. Homer Simpson says, ""D'oh"" on The Simpsons 57. Al Pacino says, ""…
40. Cuba Gooding Jr. yells, ""Show me the money!"" in ""Jerry Maguire"" 39. Elvis Presley's ""Aloha in Hawaii"" special 38. Luke and Laura wed on General Hospital 37. Incest revealed in "…
20. Halle Berry and Denzel Washington win Oscars 19. First season of Survivor 18. Beyoncé and Prince duet at 2004 Grammys 17. Saturday Night Live debuts 16. Bette Midler serenades Jo…
101. Britney Spears: orange and pink jacket with hot pants, hat with feather, gum 100. Kate Hudson: vintage dress at 2000 Oscars, ringlets in hair 99. Fergie (of Black Eyed Peas): white fra…
80. Jennifer Garner: white lace dress 79. Paula Abdul: tiara 78. Sandra Bullock: floral ruffled dress 77. Scarlett Johansson: two-piece mini-dress with yellow tank top 76. Cher: f…
60. Debra Messing: white dress that doesn't suit her body 59. Christina Aguilera: pink feathered dress 58. Mischa Barton: gold flapper dress at 2004 Emmys 57. Daryl Hannah: pink dress…
40. Jennifer Lopez: thigh-high boots and floppy hat 39. Lil' Kim: purple pasty 38. Pink: taped-together white top 37. Lenny Kravitz: skin-tight gold jumpsuit 36. Paris Hilton: pi…
20. Celine Dion: giant headdress at wedding 19. Diane Keaton: continues ""Annie Hall"" look, with men's suit, tie, bowler hat and gloves 18. Kim Basinger: one-shouldered hoop-skirted dress…
101. Desperate Housewives catfight at Vanity Fair photo shoot 100. Madonna and Guy Ritchie dress as nun and Pope at party 99. Chris Rock says that no straight man watches the Oscars 98. Rob…
80. Cameron Diaz takes camera from paparazzo 79. Ashton Kutcher's Kaballah bracelet digitally removed from ""Guess Who"" 78. Rosie O'Donnell spends $10 million to bring Taboo to Broadway 7…
60. Sarah Jessica Parker does Gap ads 59. Russell Crowe throws phone, hitting concierge 58. Oft-jailed Michael Lohan tries to pitch reality show about family 57. Keanu Reeves in ""Constan…
40. Liza Minnelli falls out of bed 39. Brendan Fraser jokes about teaching sons to prick a condom 38. Some Oscars not given out onstage in 2005 ceremony 37. Tony Danza crashes Go Kart on …
20. Paula Abdul has alleged affair with Corey Clark 19. Elton John insults Madonna while receiving award 18. Tara Reid's breast pops out on red carpet 17. Remake of ""The Stepford Wives""…

Andy Milder
Self