Jessica Simpson and Daisy departed from Burbank on Friday to kick off her tour this weekend. The singer headed to Missouri and Indiana for shows with Rascal Flatts. While Jess' work life is busy, her personal life continues to make headlines. Rumors about Jessica and Tony Romo are heating up and this weekend US Weekly reported "an engagement is on the way" for the couple. Seems like something might be in the air for NFL stars and their girlfriends in 2009.