Justin Timberlake was the portrait of preppiness while out golfing with his mom the other day, but last night he sported a different look, and the result wasn't pretty. We're not exactly sure what JT was going for here, but he looks like a mess, from his greasy hair right down to those baggy jeans tucked into boots. We can't imagine Jessica Biel will be swooning all over him when she sees these photos over in England, but at least she can rest assured that he probably won't be getting much attention from the ladies as long as he's wearing that getup.

















Robert Clergerie
Cartier
Roberto Cavalli
Wow, what the hell?
He needs to SHAVE, or at least trim his beard. It's getting a bit unruly.
1What would you call that look? Greaser combat punk?
Yuck!
2cant stand this prick
3I guess he is trying something new.
4Ewwww.
5I actually like it.
6Oh honey, those boots have GOT to go! I'll help you to see that this is NOT a good luck on anyone... you come to see me... we'll talk about your choices. In clothes and women...
7The clothes don't bother me as much as his need for a shower does.
8i think ladies will swoon over Justin regardless of his fashion faux pas.
9Good LOOK! Dang it! I hate it when I type one word but another one comes out...
10I actually got a pair of boots like that and I tried to do the whole tuck in thing, but I couldn't do it- and I actually had jeans that fit me a lot better than those! He definitely needs to shave...I'd still lick his face though ;P
11"JT Tries to Make as Many Fashion Faux Pas as Possible" - and he succeeds.
12maybe no attention was the goal?
13yikes.....
14The necklace is really not working with the get-up. I think that is what is throwing me off the most.
15I like the boots and jacket but that necklace and facial hair on his neck has to go
16WHY OH WHY!!??
17He has always looked like a gross little dweeb to me so this is very just par for the course as far as I'm concerned.
18i don't care. i still love him. and i dig that jacket he's wearing!
19
Pop!
20Icky Justin.
oh well - pop's golden child has run amok!
21He needs Diaz back in his life....she kept him looking good.
22shoot, i don't care WHAT he wears. He'll always be hot.
23Yuck.
24ohsnap!
25those boots are ick
I don't like him - let's say, I don't like the public side of his personality; maybe he's a nice guy in private - but I can live with the trousers-in-boots and the pseudo-beard in his face. What's disturbing me the most is still that stuff on his head. It's looks like pubic hair *shivers*
Yeah, I know, that's not his fault but mother nature's, still it's weird.
26oh Pop wasn't that a little mean?
27Oh dear...
28Major FUG!
29Oh Lord! Couldn't agree more with JennyfromthePark.
30Um, NO. He did this SO wrong.
31yuck his greasy hair! ewwwwwwwwww!
32now his looks match his personality
33
at the jeans in boots!
34He needs to get himself a pair of skinny jeans !
35I'd be seen in public with him in that outfit if he untucked the jeans! That's really the only thing I see wrong. I like his necklace.
36Wow. not looking too hot here.
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