Mo'Nique & Mark Jackson 
 separated on this day in 1999

Holly Marie Combs & David Donoho 
started dating on this day in 1999

Denise Boutte & Kevin Boutte 
started dating on this day in 1999

Drew Barrymore & Tom Green 
started dating on this day in 1999

Sarah Connor & Martin Scholz 
started dating on this day in 1999

Tyra Banks & Mark Messier 
started dating on this day in 1999

Reagan Gomez-Preston & DeWayne Turrentine 
were married on this day in 1999

Flavio Briatore & Emma Heming Willis 
started dating on this day in 1999

Carmen Electra & Dave Navarro 
started dating on this day in 1999

Jennifer Love Hewitt & Diego Serrano 
started dating on this day in 1999

Sarah Harding & John Arne Riise 
started dating on this day in 1998

James McAvoy & Emma Neilson 
started dating on this day in 1998