Leelee Sobieski

At WhoWhatWear.com, we pride ourselves on many things--like our ability to sleuth out the best gluten-free baked goods in a 30 mile radius--including the fact that we almost always jump to the right conclusions, quickly. In the case of Leelee Sobieski, all we needed one was truly memorable ensemble and we were completely sold. And what was that outfit, you might ask? The stunning actress--be sure to check her out as a rookie NYPD cop on the new television series The 2-2, produced by Robert De Niro and Jane Rosenthal and debuting this fall--commanded our attention at the CFDA awards back in May when she showed up in a cream suit designed by her husband Adam Kimmel. The entire office fell hard for her menswear-inspired look, and after quickly discovering that wasn't the only notable outfit in her repertoire, we decided her laidback-yet-chic sensibilities were perfect for this month's Style Spotlight.

If there's one thing we've noticed from keeping a close eye on Sobieski's sartorial endeavours as of late, it's that basic wardrobe staples play a major role in both her casual and after-hours ensembles. For example, the actress was snapped in New York last month wearing a simple white t-shirt in a subtly nuanced way. Instead of styling it with cutoffs or casual shorts and flip-flops, she tucked it into a Christina Lehr striped skirt, added a vintage denim vest, and finished the look with Balenciaga laceless brogues (far right). We are particularly fans of her denim vest, which gives the outfit a cool, '90s vibe we adore.

Now, Sobieski doesn't just reserve fuss-free tees for daytime outings only! On a few different occasions, we've come across the actress incorporating these easygoing tops into her evening attire as well. For example, late last year Sobieski attended a dinner hosted by AnOther magazine in New York wearing American Apparel's Poly-Cotton Short Sleeve Crew Neck ($20) in Asphalt with a pair of slim Levi's jeans and strappy Balenciaga heels (bottom row, left). The resulting outfit is understated, yet stylish--thanks, in part, to those gorgeous shoes--and we appreciate the fact that Sobieski didn't feel the need to over-accessorize her outfit. A few months later, at an after-party feting husband Adam Kimmel's F/W 11 collection, she turned up in another basic American Apparel t-shirt, this time a bright red one, which she dressed up with a white vintage skirt and red Emilio Pucci heels for a very stylish result (top row, right). We also approve of the way she constructed a smart transitional outfit to celebrate the Adam Kimmel x Carharrtt collection in New York last month. Sobieski styled a striped, long-sleeve crop t-shirt--Opening Ceremony's Cropped Mock Neck Shirt ($77) to be exact--with a pair of grey THOMSEN shorts and nude Givenchy sandals (top row, left).

Of course t-shirts aren't the only items hanging in our style subject's closet. At a screening of La Dolce Vita in New York earlier this summer, Sobieski opted for a pleated frock by Versus, which she wore with Charlotte Olympia heels and a Gucci long-strap purse (bottom row, left). We like that she went for something a little more playful and girly for the evening, demonstrating she can pull of a range of looks. Plus, we're mad about the bright yellow hue, which is a refreshing and appropriate colour choice for the season.

If you too are impressed with Sobieski's stylish selections, we'd like to help you pick up a few of the essentials. First, you'll want to stock up on a few basic t-shirts, like T by Alexander Wang's Scoopneck Tee ($74), American Apparel's Baby Ribi Basic Short Sleeve T ($15) in Red and Fine Jersey Long Sleeve T ($20) in White, and Loft's Shoulder Button Long Sleeve Pullover ($49.50). If you're looking to execute one of Sobieski's more casual outfits, simply team any of those options with a striped skirt, like Forever 21's Striped Bodycon Skirt ($14) or Chinti and Parker's Striped Organic Cotton Skirt ($140), and J. Crew's Denim Vest ($98) in Workwear Wash. Those who are looking to mimic Sobieski's after-hours ensembles instead should invest in high-waisted shorts, like Rag & Bone's Bart Shorts ($220), or style your t-shirt tucked in to a pair of slim jeans, like J Brand's 10 Skinny Jeans ($169) or Forever 21's Classic Skinny Jeans ($25) in Dark Denim. As for your shoes, we recommend trying Lauren Ralph Lauren's Florissa T-Strap Sandals ($65) or Martinez Valero's Heaven Ankle-Strap Sandals ($139) to give your outfit a chic finish. Finally, if it's Sobieski's sunny frock you're after, we suggest picking up ASOS' Ponti Fit and Flare Dress ($82), which has a similar bright yellow hue and pleated skirt, and then add DV by Dolce Vita's Florence Open-Toe Espadrilles ($45).--Jessica Baker