In the years between his split from Nicole Kidman and his marriage to Katie Holmes, Tom Cruise dated another Hollywood A-lister who could have ended up with a ring on a certain finger: Penelope Cruz. While Tom didn’t jump on any couches to profess his adoration for Penelope, their time together meant a lot to both and the breakup left him devastated.

0:00 Romance under the Vanilla Sky
2:00 “I’ve never fallen in love on a movie set” 
3:52 Tom loved to pamper Penelope 
4:50 Speculation over their break
6:59 Did religion play a part in their breakup?

How Penélope Cruz Broke Tom Cruise's Heart | Rumour Juice

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