Carly Waddell is shedding insight into her dating life after ending her engagement to lawyer Todd Allen Tressler. "OK, I need you guys real fast to go on a journey with me about how I'm just like not good at this dating thing that we're supposed to be doing in life and how I tried the other day and it just like really backfired," Waddell, 40, said in a Saturday, November 29, Instagram video. Waddell explained that while she was out with her brother, sister-in-law and friend, the group saw a "cute guy" who she thought she had a connection with. "I feel like we were kind of locking eyes.