Ugliest Outfit Party

Last night we had an "ugliest outfit" party at our place. Not really sure how it came about, but it did. So, we all dug through our closets for the ugliest outfits we could find, and here's what everyone came up with:

Ryan pulled his look together with multiple collars, a Burberry scarf, sweat shorts, mismatching socks, and a jock strap. Very nice Ryan.


I went with more of a Jamie Kennedy look with the upside down visor, a Randy Moss jersey under a gray cutoff, tucked into shorts, with dress shoes ad a tie. Had to class it up a little.


Hayley and Amanda really turned up the heat with these sexy ensembles. Hayley offered... well, let's just say scarves and belts.


Amanda couldn't decide whether she was going to the mountain or going out to the club. I call it: "layers". Couldn't have been pulled off any sharper, well done.


Jake brought hockey to the party along with his finest pair of flannel pants, the classic orange shorts, and his high school football helmet. Jake, where's your other sock? Oh, right, worst dressed.


Bryan, complete with Lee Trevino era Gatorade hat and rust colored shorts he just bought (and will soon be returning, because that's NOT what they looked like online), joined the party with a nice shiny purple shirt buttoned at the top. Nice.


Jill showed up, dug through Amanda's closet for a while, and came out with this gem of an outfit. Well played, ma'am.


A while later, Bridget came over and wowed us all with the best shirt we'd ever seen. That shirt in combination with the zebra print, perfection.


So we all voted for who we thought was the worst dressed, and not surprisingly, Bridget went #1, and Amanda and Ryan tied for #2. I give it to Ryan for that incredible pose he has in that picture. Congrats to them. What do you guys think?