These Iconic '90s Couples Will Have You Whispering, "Winona Forever"

Jennifer's Friends costar Courteney Cox also had a high-profile relationship. She and Michael Keaton met in 1989 and dated for six years before they called things off in 1995. They were intensely private about their romance, but shortly after their split, Courteney told People, "It's the most important relationship I've ever had, and I think he's the most wonderful person I've ever met."