| The Year in Review | 13 |
| A Month-by-Month Journey Through 1999 | 14 |
| Tributes | 29 |
| Marriages | 52 |
| Partings | 54 |
| Births | 56 |
| Royals | 57 |
| The Once Merry Men and Women of Windsor | 58 |
| Follow the Royal Line | 60 |
| The Vulgar Subject of Money | 62 |
| The Son Also Rises: The Young Windsors | 65 |
| Diana. Remembered? | 67 |
| A Royal Calendar | 72 |
| Cinderella Story | 73 |
| Succession: The Buck House Bullpen | 74 |
| Royal Houses Around the World | 75 |
| Screen | 77 |
| Picks & Pans 1999 | 78 |
| 1999's Top Ten Grossers | 81 |
| 1998's Overseas Moneymakers | 83 |
| Working Titles | 85 |
| The Top 100 Box-Office Films of All Time | 88 |
| The Top 100 Box-Office Films of 1998 | 89 |
| The Top 50 Foreign-Language Films | 90 |
| The American Film Institute's Top 100 | 91 |
| The Top Documentary Films | 92 |
| The Biggest Hits, Year by Year (1939-1998) | 93 |
| The 100 Best Movies of All Time | 97 |
| Top Film Soundtracks | 101 |
| Hollywood's Footprints of Fame | 102 |
| The Brightest Stars, by Year (1933-1998) | 103 |
| Star Light, Star Bright | 106 |
| The Hollywood Blacklist | 107 |
| Superstar Filmographies | 109 |
| The Top Videos, Year by Year (1980-1998) | 117 |
| Extra! Extra! How to Get in the Big Pieture | 120 |
| How the Mighty Have Risen | 120 |
| Talking the Talk | 121 |
| Oscar--Decade by Decade | 122 |
| In the Name of Production | 126 |
| The Academy Awards | 129 |
| Oscar Records | 129 |
| Popular and Praised | 130 |
| Disney's Winning Tunes | 131 |
| Film Awards | 150 |
| Tube | 155 |
| Picks & Pans 1998-1999 | 156 |
| The Top Infomercials | 159 |
| The Cable Directory | 160 |
| Cable's Biggest Networks | 163 |
| What's in a Name? | 164 |
| The Most Popular Shows on TV (1949-1999) | 165 |
| 1998-99 Special Ratings | 173 |
| PBS's Most Popular Programs | 174 |
| Going to the Roadshow | 174 |
| The Top 50 Television Shows | 175 |
| Most-Watched Movies on Television | 175 |
| People's Favorite 50 TV Stars | 176 |
| People's 50 Formative Shows | 178 |
| Some of the Good Die Young | 180 |
| Trivial Triumphs | 181 |
| Nick at Nite's Classic TV Countdown, 1998 | 182 |
| How to Get Tickets to Television Shows | 184 |
| How to Get on Audience-Participation Shows | 187 |
| Stars with Soapy Roots | 188 |
| Prime Time's Top 40 | 190 |
| Yada, Yada, Yada | 191 |
| The Emmy Awards | 192 |
| The Ratings Connection | 194 |
| Winning Teams | 195 |
| Song | 215 |
| Picks & Pans 1999 | 216 |
| Rock and Roll Hall of Fame | 227 |
| Jazz Hall of Fame | 228 |
| Country Music Hall of Fame | 228 |
| Top Concert Appearances | 229 |
| Top Concert Tours | 230 |
| Billboard's Top 10 Singles (1946-1998) | 232 |
| Billboard's Top 10 Albums (1957-1998) | 237 |
| Desert Island Discs | 241 |
| The Bestselling Albums of All Time | 243 |
| Rap Wrapped Up | 243 |
| The Rock of Ages: People's Favorite 50 | 246 |
| The 10 Most Overrated Albums | 247 |
| The Name of This Band Is | 249 |
| Change of Tune | 249 |
| The 50 Best Country Albums | 250 |
| Great Titles to Country Songs | 252 |
| People's 20 Trailblazers of Country Music | 252 |
| Jazz: Essential Listening | 253 |
| Jazz Today | 254 |
| 50 Great Classical Recordings | 255 |
| The 50 Greatest Classical Composers | 257 |
| Musical Periods | 257 |
| Major American Symphony Orchestras | 258 |
| Cliffs' Clues to Opera Plots | 259 |
| The World's Largest Opera Houses | 260 |
| MTV Video Music Awards | 261 |
| The Grammy Awards | 264 |
| Grammy Award Records | 273 |
| Famous Losers | 275 |
| Grammy Champs | 282 |
| The Country Music Association Awards | 289 |
| Queens of Country | 294 |
| Pages | 295 |
| Picks & Pans 1999 | 296 |
| Fiction and Nonfiction Bestsellers (1900-1998) | 310 |
| Most Challenged (Not Banned) Books | 311 |
| The Longest Words | 318 |
| Literature Goes to the Movies | 321 |
| America's Poets Laureate | 324 |
| Try Another Title | 328 |
| Bestselling Children's Books | 329 |
| Literary Listening: Bestselling Books on Tape, 1998 | 329 |
| Bestselling Children's Books of All Time | 330 |
| The People Bookshelf | 331 |
| The People Trash Heap | 333 |
| Bibliographies of Leading Authors | 335 |
| Books of the Century | 339 |
| More Books That Shape Lives | 340 |
| The Modern Library Fiction List | 341 |
| The Modern Library Nonfiction List | 342 |
| Literary Awards | 343 |
| Stage | 353 |
| Broadway Shows of the 1998-1999 Season | 354 |
| That's Show Biz | 354 |
| Longest-Running Shows on Broadway | 355 |
| Broadway's Favorites: Place That Tune | 356 |
| Schools for Stars | 357 |
| Theater's Leading Lights | 358 |
| Musical Theater Hall of Fame | 361 |
| Major Shows That Began in Regional Theaters | 363 |
| Broadway: Pricey, Dicey, but Filling Seats | 363 |
| Major Regional Theaters and Their Directors | 365 |
| The Tony Awards | 366 |
| Timeline | 383 |
| A Pop Culture Timeline of the 20th Century | 384 |
| People Extras | 415 |
| The Most Intriguing People: 1974-Present | 416 |
| People's Cover Champs | 417 |
| People's Best and Worst Dressed | 420 |
| Year-by-Year, the Best- (and Worst-) Selling People Issues | 422 |
| People's Most Beautiful People | 425 |
| The Sexiest Man Alive | 429 |
| Cyberspace's Most Wanted | 435 |
| Cyberworld: 20 Essential Bookmarks | 436 |
| The Most Beautiful People on the Web | 436 |
| Most Popular Web Sites | 438 |
| The People Register | 439 |
| The People 500 | 440 |
| The Register of Thousands | 557 |
| Happy Birthday! The Greats' Natal Dates | 596 |
| 2000's Watershed Birthdays | 607 |
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