Vogue's infamous editrix can't seem to kick her Roger Federer habit. The bob has maintained close ties to the tennis star (who won the French Open yesterday) for years, much to the media's delight. Not only has Wintour supposedly had a hand in landing him men's fashion magazine covers, as well as front-row seats to Fashion Week; she rarely misses a major match. Such was the case Saturday when Wintour reportedly left wunderkind fashion designer (and Michelle Obama favorite) Jason Wu's first-ever Resort show four minutes before Wu's models made their way down the catwalk. A Vogue staffer told Fashion Week Daily that, "[Wintour] had a plane to catch. But she saw entire [sic] Jason’s collection earlier and really liked what she was looking at.” Less than 24 hours later, a beaming Wintour was spotted, sunglasses-clad and sitting with boyfriend Shelby Bryan at Federer's title-winning game.

It’s Day 5 of Fashion Week, and so far there’s been no shortage of conversation starters. Alexander Wang fed his backstage guests food from Hooters and congratulated models that didn’t fall on the catwalk with a shot of tequila. Speaking of runway tumbles, three models fell at Hérvé Leger, which designer Max Azria has blamed on the overly slick wood catwalk (their sky-high stilettos probably didn’t help matters either). Kanye keeps surfacing -- he’s hit presentations from Band of Outsiders and Boy to Y-3 and Preen.

Despite countless fashion houses suffering cutbacks across the board, a number of downtown designers are forging ahead, building their brands through accessories launches and additional lines as well as e-commerce expansions. Moguls Ashley and Mary-Kate Olsen are adding menswear to their design repertoire, which already includes The Row (a high-end women’s collection) and Elizabeth and James (a slightly less expensive line of men and women’s clothing that also includes accessories and shoes). Elle UK describes the men’s line, which will fall under the umbrella of The Row, as “chic and classic, the collection heavily focuses on tailoring -- not surprising for a label that takes its name from Saville Row -- and uses only top quality fabrics.” Expect skinny suits and classic silhouettes that look especially appropriate when latched onto the arm of an "it" girl. And while wunderkind (and CFDA favorite) Alexander Wang likewise recently announced his plans to expand into menswear, he’s not stopping at duds for dudes.

With the simple act of donning a floor-length, handmade flower and Swarovski crystal-embellished ivory gown to the Inaugural balls last night, Michelle Obama solidified her status as a fashion icon. (Her appearance on the cover of Vogue come March won't hurt either.) The dress looked exquisite on her (albeit a bit long, especially considering all of the dancing she and her husband had to do last night); more importantly, she looked absolutely at ease in the design from 26-year-old wunderkind Jason Wu (whose floral-embellished dress Mrs. Obama sported just a few weeks earlier for an interview with Barbara Walters). As for Wu, the designer told the Today Show that he was completely unaware Mrs. Obama was wearing his design to one of the most highly anticipated events on the 2009 fashion calendar until the moment it was broadcast live.

It’s a well-known fact that, when it comes to fashion, Michelle Obama prefers American designers. From J.Crew to Tom Binns and Thakoon, the First Lady-Elect has given prominent camera time to stateside-based designers, be their brands seasoned or not-yet-established in the industry. And now she’s at it again.