The Hills Kristin Cavallari: Jay Cutler proposed by text message and mailed me my engagement ring 02/07/2013 Kristin Cavallari apparently didn't have the romantic proposal people might assume when she became engaged to fiance Jay Cutler the second time around. Read More RELATED NEWS Kristin Cavallari debuts new 24-year-old boyfriend Mark EstesBrody Jenner and Tia Blanco welcome their first child'The Hills' alum Brody Jenner engaged to pregnant girlfriend Tiarah "Tia" Blanco TAGS: Dancing with the Stars Kristin Cavallari Jay Cutler