Madison LeCroy from Southern Charm and her now-fiance Brett went from being strangers to getting engaged in a matter of months. Before Madison met her future husband, she had quite the rollercoaster of a dating life. Her relationships were at the center of some serious celebrity drama this year. Late December, Madison began dating Jay Cutler, who is a former NFL player. She got involved with him shortly after her ex Austen Kroll was rumored to be romancing Jay’s ex-wife, Kristin Cavallari.
After Jay and Kristin shared a photo that made people assume they were back together, Madison and Jay ended faster than they began. Shortly after they fizzled out, Madison was accused