Leighton Meester has got casually chic dressing down. She was on set in NYC looking stylish in Derek Lam heels, which she paired with skinny cargos and a silk button-front shirt. Dark sunglasses and a quilted bag provided added sophistication.

Kate Bosworth went with a monochromatic red ensemble (all Vanessa Bruno) for the Vanessa Bruno party in LA. Although an all red outfit has the potential to be a bit much, the drapey silhouettes made for a chic, stylish look.

Kylie Minogue looked hot in a little black cutout number at Channel 9 Studios in Melbourne. Although her dress was quite sexy, opaque tights and booties provided a nice contrast for a just-provocative-enough ensemble.

Rachel Bilson’s bright pink Lanvin pompom sandals added the perfect splash of color to her shorts and tee ensemble. Although the rest of her look was relatively basic, the ruffle detail of her cardigan, Chanel bag, and favorite Ray Bans made for a look to remember.

Michelle Trachtenberg’s Bop Basics floral dress is one of those classic pieces that could easily be worn day or night. She wore hers to the Target Opening in East Harlem, dressing it up with Giuseppe Zanotti studded heels and a sleek bun.

We love the denim-on-denim look, and Katie Holmes did it right. A chambray shirt tucked into bell-bottom jeans looked chic and stylish, while her Lanvin bag and platform heels only added to the appeal.

Ashlee Simpson’s bright yellow dress screamed Summer. She wore it simply and well, adding only an orange toned bag, embellished headband, and casual flip-flops. A great day-time look.

Naomi Watts looked so cute in her gray American Apparel jumpsuit while en route to the airport in NYC. She added a fedora, brown sandals, and a great black bag for a complete look. A jumpsuit like this one would be perfect for a day on the town, or even a trip to the beach.