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| The Year in Review | 13 | |
| A Month-by-Month Journey Through 2000 | 14 | |
| Tributes | 29 | |
| Marriages | 49 | |
| Partings | 51 | |
| Births | 52 | |
| Royals | 55 | |
| The Once Merry Men and Women of Windsor | 56 | |
| Follow the Royal Line | 58 | |
| The Vulgar Subject of Money | 60 | |
| The Son Also Rises: The Young Windsors | 63 | |
| A Royal Calendar | 68 | |
| Succession: The Buck House Bullpen | 70 | |
| Royal Houses Around the World | 71 | |
| Screen | 73 | |
| Picks & Pans 2000 | 74 | |
| 2000's Top Ten Grossers | 77 | |
| 1999's Overseas Moneymakers | 79 | |
| Working Titles | 82 | |
| The Top 100 Box-Office Films of All Time | 84 | |
| The Top 100 Box-Office Films of 1999 | 85 | |
| The American Film Institute's Top 100 | 86 | |
| The American Film Institute's Top 100 Comedies | 87 | |
| Hollywood's Footprints of Fame | 88 | |
| The Biggest Hits, Year by Year (1939-1998) | 89 | |
| The 100 Best Movies of All Time | 93 | |
| Top Film Soundtracks | 97 | |
| The Brightest Stars, by Year (1933-1999) | 98 | |
| The All-Time Leading Men and Women | 101 | |
| Superstar Filmographies | 102 | |
| The Top Videos, Year by Year (1980-1999) | 110 | |
| Oscar--Decade by Decade | 113 | |
| In the Name of Production | 118 | |
| Film Awards | 120 | |
| The Academy Awards | 125 | |
| Oscar Records | 125 | |
| Popular and Praised | 126 | |
| Disney's Winning Tunes | 127 | |
| Tube | 147 | |
| Picks & Pans 1999-2000 | 148 | |
| The Most Popular Shows on TV (1949-2000) | 152 | |
| 1999-2000 Special Ratings | 161 | |
| The Top 50 Television Shows | 162 | |
| Most-Watched Movies on Television | 162 | |
| PEOPLE's Favorite 50 TV Stars | 163 | |
| PEOPLE's 50 Formative Shows | 165 | |
| Some of the Good Die Young | 167 | |
| Trivial Triumphs | 168 | |
| How to Get Tickets to Television Shows | 169 | |
| How to Get on Audience-Participation Shows | 172 | |
| Hi, Mom! | 172 | |
| Stars with Soapy Roots | 174 | |
| The Emmy Awards | 176 | |
| The Ratings Connection | 178 | |
| Winning Teams | 179 | |
| Song | 201 | |
| Picks & Pans 2000 | 202 | |
| Rock and Roll Hall of Fame | 213 | |
| Jazz Hall of Fame | 214 | |
| Country Music Hall of Fame | 214 | |
| Top Concert Appearances | 215 | |
| Top Concert Tours | 216 | |
| Billboard's Top 10 Singles (1946-1999) | 218 | |
| Billboard's Top 10 Albums (1957-1999) | 223 | |
| The Bestselling Albums of All Time | 227 | |
| The Rock of Ages: PEOPLE's Favorite 50 | 230 | |
| The 10 Most Overrated Albums | 231 | |
| Hip-Hop Rules | 232 | |
| Rap: Essential Listening | 233 | |
| The 50 Best Country Albums | 234 | |
| Jazz: Essential Listening | 236 | |
| Jazz Today | 237 | |
| 50 Great Classical Recordings | 238 | |
| Cliffs' Clues to Opera Plots | 240 | |
| The World's Largest Opera Houses | 241 | |
| The Grammy Awards | 242 | |
| Grammy Award Records | 251 | |
| Famous Losers | 253 | |
| Grammy Champs | 260 | |
| All the Rest | 267 | |
| MTV Video Music Awards | 268 | |
| The Country Music Association Awards | 271 | |
| Pages | 277 | |
| Picks & Pans 2000 | 278 | |
| Fiction and Nonfiction Bestsellers (1900-1999) | 290 | |
| Most Challenged (Not Banned) Books | 291 | |
| The Longest Words | 298 | |
| Literature Goes to the Movies | 301 | |
| America's Poets Laureate | 304 | |
| The PEOPLE Bookshelf | 309 | |
| Books of the Century | 311 | |
| More Books That Shape Lives | 312 | |
| The Modern Library Fiction List | 313 | |
| The Modern Library Nonfiction List | 314 | |
| Literary Awards | 315 | |
| Stage | 325 | |
| Broadway Shows of the 1999-2000 Season | 326 | |
| That's Show Biz | 326 | |
| Longest-Running Shows on Broadway | 327 | |
| Broadway's Favorites: Place That Tune | 328 | |
| Schools for Stars | 329 | |
| Major Shows That Began in Regional Theaters | 330 | |
| Broadway: Pricey, Dicey, But Filling Seats | 330 | |
| The Tony Awards | 332 | |
| Timeline | 349 | |
| A Pop Culture Timeline of the 20th Century | 350 | |
| People Extras | 381 | |
| The Most Intriguing People: 1974-Present | 382 | |
| PEOPLE's Cover Champs | 383 | |
| PEOPLE's Most Beautiful People | 385 | |
| PEOPLE's Best and Worst Dressed | 388 | |
| Year-by-Year, the Best- (and Worst-) Selling PEOPLE Issues | 391 | |
| Mind Your E-Manners | 394 | |
| The Most Beautiful People on the Web | 394 | |
| The Sexiest Man Alive | 395 | |
| Cyberworld: 20 Essential Bookmarks | 396 | |
| 2000 Webby Award Winners | 396 | |
| Most Popular Web Sites | 398 | |
| Cyberspace's Most Wanted | 399 | |
| Fashion Awards | 400 | |
| The People Register | 403 | |
| The PEOPLE 600 | 404 | |
| The Register of Thousands | 551 | |
| Happy Birthday! The Greats' Natal Dates | 596 | |
| 2000's Watershed Birthdays | 607 |
Overview