Here is my list of 5 celebrities who almost always look hot, but who had momentary lapses of judgment in the fashion department.  Lets hope it doesn’t continue on to 2009.

5. Angelina Jolie

Angelina Jolie spent the first half of 2008 pregnant with twins Knox and Vivienne and for the most part her maternity outfits made her one of the most beautifully dressed celebs of all time.  However, I think her pregnancy hormones had to be messing with her fashion sense & caused her to try something new.  Good thing she only did it once.

Angelina’s best                                                   Angelina’s worst

4. Madonna

Madonna has always been known for her fashion.  She is the exception to every rule and isn’t afraid to take chances.  Most of the time it works for her, but sometimes you find yourself wondering who would even design an outfit that hideous?

Madonna’s best                                            Madonna’s worst

3. Paris Hilton

Paris Hilton can be just as clueless with her fashion as she is with everything else in her life.  Her fashion sense was so bad in 2008 that I was surprised I was able to find a best outfit.

Paris Hilton’s best                                  Paris Hilton’s worst

2. Katie Holmes

2007 was a great year of fashion for Katie Holmes, but, I don’t think she even knew what happened in 2008.  Her bad outfits were, well…BAD!  And her best wasn’t that great.  Maybe she should consider hiring a stylist for 2009.

Katie’s best                                                        Katie’s worst

1. Brad Pitt

It is so so sad to see a fine looking man such as Brad Pitt dress like an old grandpa.  I will admit that he did have some good days, but overall 2008 was not a good year for Brad Pitt’s fashion.

Brad’s best                                               Brad’s worst

Okay, so I have to admit that the best picture of Brad Pitt is actually from 2007 not 2008, but I couldn’t resist…It is one of his hottest pics ever.  When a man looks that hot it should be required that he leave his shirt open at all times.  What do you think?