Back of Jessica Heads on Tour With Her Trusty Travel Companion 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. View 5 Photos › Photo 1 Photo 2 Photo 3 Photo 4 Photo 5 Bauer-Griffin Online Comments finn33 8 years Too funny, trippa. I imagine Tony's poor boyfriend begging him to get a better beard now that she's gone. Like one who doesn't wear hats that accentuate her prominent, bumpy nose. Or a beard who doesn't bring pictures of fish to the doctor and ask him to make her mouth look just like a trout's. Just any beard as long as it's not this annoying dim wit. outofhere 8 years Poor doggie, bet she gets sick of being hauled around in a purse. :oy: jaan_black 8 years lmao, what songs is she singing on this "tour" romes 8 years These are old pictures from a couple days ago. trippa 8 years Ratnest hair, ugly stumpy legs, dead eyes man face, the look of desperation! I'm sure Tony's happy she's gone so he can spend some time with his real boyfriend. ilanac13 8 years well - i guess it's always nice to hear about the rumors between jessica and tony. i don't know - i think that it's just tired news - kind of like with giselle and tom.