Dennis Quaid and Meg Ryan
There is no denying that the 90s were the quintessential time for Hollywood “it” couples. Is it just us, or does it feel like the most original “it” couples all started in the 90s? It was the period of time when all of the world’s most famous celebrities were all at their peak, which inevitably had everyone very interested in their personal lives.

Household Hollywood names Meg Ryan and Dennis Quaid were the ultimate “cool” couple. When anyone hears their names, it is like hearing the words “Hollywood.” The couple married in 1991 and have a child together, Jack. But when they announced their split in 2000, the world was officially heartbroken.