Kristin Cavallari
“The Hills” reality star Kristin Cavallari married Jay Cutler in 2013. But it was Cutler who pursued her. He spoke with her publicist to ask her out on a date. “I said no because I didn’t want a boyfriend,” she told People. But a year later, she met him at a Bears game and they got engaged eight months later when she clearly changed her mind for good.