1. Demi Lovato and Wilmer Valderrama
Demi Lovato and Wilmer Valderrama began dating right after Demi had entered rehab to deal with physical and emotions issues. Rehab is something that tests even the most solid, long-term relationships. With Demi and Wilmer in the beginning stages of their relationship and having to deal with that, the odds were not in their favor. Then there was their 13-year age difference. They began dating when Demi was 18 and Wilmer was 31. However, the couple has defied the odds and they are still going strong. Demi revealed that in the years they have dated each other, they have only broken up when she was about to relapse, but they were able to get through it. There are even frequent rumors about them getting engaged now.
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