Tichina Arnold/Christian Dior: Flirty and feminine is always a good choice for day or evening. Opt for an easy yet girly shape, because a more sculpted version, while great for a ballerina, makes one more ready for a costume ball than red carpet.
Carrie-Anne Moss/Alexander Wang: There is nothing wrong with the easy dress-over-pants look. But casual fabrics and a shapeless silhouette brings more to mind a soccer mom, while finer materials and a belted waist lends instant chic.
Lindsay Lohan/Josh Goot: Color blocking, boy meets girl, geometric cuts? There’s too much going on. When trying a graphic look, stick to one item.
Kate Winslet/Calvin Klein Collection: Age yourself instantly with uniform-style clothing and clunky shoes. Try a modern version and more delicate shoes.
Peaches Geldof/Erin Wasson x Rvca: For the casual tattered military look, try universally loved symbolism, and stay away from symbols associated with hate.
Rosario Dawson/Marchesa: Starlet or Disney princess fantasy? Dreamy feminine glamour is better than over-the-top girly embellishment that’s more appropriate for Halloween.
Taylor Momsen/Dolce & Gabbana: There’s a fine line between vampy and trashy. Feminine touches and shorter heels temper saucier items.
Fivel Stewart/Oscar de la Renta: Lost in layers of puffy tulle is best left for quinceañeras; This Oscar A line tulle is the chic, sophisticated alternative she should have gone for.
Jennie Garth/Fendi: Everyone loves an lbd but adding batwings and woven shimmer may not be so flattering. Instead an equally saucy, but much more chic version will more than do the trick.
Kate Linder/Bottega Veneta: Instead of dating yourself back a few decades, opt for a modern twist with the same materials.
Christina Bennett Lind/Nina Ricci: Christina’s look is not too bad. But different textures and layers is simply the better way to wear the “legging as hosiery” look.
Rozanda “Chilli” Thomas/Gucci: Jumpsuits are definitely a good way to get both the style and the comfort, but thin fabric can be unforgiving to even the most toned bodies.
Brittany Daniel/Michael Kors: Bondage can look chic, but those who attempt it need to tread very lightly. Pairing it with too much skin can take it quickly from red carpet to street corner.