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23. Valerie Bertinelli and Tom Vitale
Valerie Bertinelli married financial planner Tom Vitale when she was 50, back in 2011. Though they had dated years before he popped the question, she wasn't entirely sure if she wanted to get married for a second time. Bertinelli's first marriage ended in a hard divorce, and it put her off on the institution. 

"After Ed and I separated, I thought, 'I'll finish raising my son, and I'll go away, have about 40 cats, and just get nice and fat.' I thought I would be alone for the rest of my life, because I didn't want the responsibility. Relationships are too hard," she shared with AARP. But those feelings changed when Vitale came around.