Gwyenth Paltrowand Madonna are two of the biggest stars of the 90s.
Madonna began the decade with her iconic single “Vogue,” which topped the elusiveBillboardHot 100 charts.
While these two women were busy trailblazing Hollywood, they happened to cross paths and strike up a friendship.

The pair reportedly bonded over their shared love for music and British men (viaThe Things).
They were very close and were often spotted together at industry events.
However, the famous friends had an unfortunate falling out in the 2000s.

That same year, Paltrow told Vogue that she was in the midst of a friendship break-up.
The actress didn’t specifically name who she was upset with or why.
She said, “Yeah, it’s good that [Tracy] doesn’t train Madonna anymore.
It was too much.
She keeps people waiting it takes up your whole day.”