6 Celebrity Engagements That Came To A Crashing Halt (3 of 4)

Lance Armstrong and Sheryl Crow

Soon after Lance filed for divorce from his first wife in 2003, he began dating the legendary singer. After celebrating their 2-year anniversary as a couple, they announced their engagement. However, a few short months later, they parted ways. As the cyclist would explain in his 2009 biography, Crow wanted children whereas he had just had 3, and she wanted to get married when he had just gotten out of one. 

Gwyneth Paltrow and Brad Pitt

These Hollywood A-listers first met in 1995 on the set of Seven, and soon romance was in the air. When they got engaged, they marked the occasion with a huge party at Paltrow’s parents house. Their wedding date was set for the summer of 1997 but, alas, it wasn’t meant to be. Pitt had expressed excitement about the prospect of marriage in an interview with Rolling Stone, but at 25 years old, Gwyneth decided she was not yet ready to settle down.