Best of 2014

The Best Dressed List

See the 11 stars who made this year's roundup – then pick up this week's issue of PEOPLE for more looks we love, plus inside scoop from the celebs and their stylists

RIHANNA

Of all the women on this list, Rihanna is the biggest risk-taker when it comes to her outfits. This is the woman, after all, who wore a completely sheer Adam Selman gown to accept her CFDA Fashion Icon award. We never know what to expect from the singer and that's what makes her such a joy to follow on the red carpet. And yes, she often wears very figure-flaunting ensembles (like this Alexandre Vauthier Couture dress at a pre-Grammys event), but her stylist Mel Ottenberg explains, "Being sexy is totally a part of it. It’s also about having fun, though, and just experimenting with fashion."