Michelle Pfeiffer, 55, took her menswear look to the extreme at the premiere of her new movie, The Family. She may play a mobster's wife in the flick, but she looked more like a '70s pimp at this appearance—all she's missing is a cane. Honestly, I wouldn't be surprised to find out Steven Tyler is her stylist.
44-year-old actress Jennifer Aniston is constantly falling victim to pregnancy rumors. Her rep is denying it once again, and you almost have to feel bad for Jen: Can't the woman have a big lunch or wear some stragetic draping without the status of her uterus coming into question? The dress is unflattering, but I'm going to cut Jen some slack on this one.
Actress, author, and singer Gwyneth Paltrow, 40, is one of the most flawless women in Hollywood, but even she makes fashion mistakes. Gwyn looks stunning in white, but the cut on this frock is definitely off. A shorter hem would have done this look wonders.