4. Brad Pitt and Gwyneth Paltrow
Gwyneth Paltrow was almost ten years younger than Brad Pitt when they began dating in 1995. They dated for three years when Pitt popped the question, and as in love as Paltrow was with one of Hollywood’s hottest actors, she knew she wasn’t ready for that kind of commitment and was scared of settling down in her early twenties. She only has kind words to say about Pitt these days, and claims that when she looks back now she doesn’t know what she was thinking when she broke up with him; “I didn’t know what I was doing.”
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