
Anyone interested in fashion knows North America's editorial Queen Bee, Anna Wintour so we won't quiz you on who she is but guessing her age might be a different story. With her perfect blonde bob, major sunglasses and smooth skin, it's hard to tell whether Wintour is over the hill. What year do you think Anna was born?
Take the quiz and keep reading to see Anna on Letterman last night.
Take the quiz

These design legends and friends were seen together at the premiere of Vogue magazine documentary The September Issue. (Current object of romance gossip, Renee Zellweger wore a dress by the designer on the left to the event.) Do you know who these designers are?
Take the quiz and keep reading for more on the premiere and the movie itself.
Take the quiz

This Russian-born model, seen here with Christian Lacroix, has closed the designer's show four consecutive times. She has appeared in ads for DKNY, Lagerfeld and Dolce & Gabbana and is known for being backstage buddies with fellow Russian supe Sasha Pivovarova. Who is she?
Take the quiz and keep reading to see this model's off-duty style.
Take the quiz

This designer and longtime friend of Agyness Deyn recently finished a collaboration with Pretty Polly tights. The colour-blocked, house silhouette and alphabet-emblazoned tights will be on sale in Selfridges this fall. Who's the designer?
Take the quiz to see the tights and read the designer's official blog.
Take the quiz

Star of The City, Diane von Furstenberg public relations rep and fashion designer Whitney Port has lipstick couturier to her resumé. Whit's new hot pink shade, called Eve Pinky is part of an eco-friendly line that's 100 per cent natural with a biodegradable tube. Do you know who she designed it for?
Answer the quiz and keep reading for more.
Take the quiz

Always a fashion-statement-maker, Diane Kruger wore this shaggy-looking number to yet another premiere of Inglorious Basterds to very mixed reviews. She made Vogue.com's best dressed list and kind of confused the ladies at Go Fug Yourself. Who designed Kruger's heavily beaded cocktail dress?
Take a guess and read on to see the back of this beguiling beauty. Plus, see the last Inglorious Basterds dress that put Diane on the best and worst-dressed lists.
Take the quiz

This designer and socialite, known for ballet flats and bags adorned with her gold nameplate plaque, will be making an appearance on the new season of Gossip Girl. Who is she?
Take the quiz to get the full story and find out which other designer will be joining the GG drama.
Take the quiz

These designer sisters whose collection is coveted by some of Hollywood's most stylish, will be the next GO International designers at Target. Do you know which label Laura and Kate Mulleavy design?
Take the quiz and keep reading for the inside scoop on their wallet-friendly collection.
Take the quiz

These gravity-defying boots stalked the fall/winter '09 runway in Paris on the feet of already-tall supermodels (none of whom fell, surprisingly enough). Do you know who designed them?
Take a guess and watch as real women take these and other runway stilts to the road after the jump.
Photo: from The Cut
Take the quiz

The Teen Choice Awards were awash with young ladies in short, tight dresses and just like any other red (or green grass) carpet event, a popular option was the bandage dress by Hervé Leger. While all wearing different takes on the body-con look, one of these girls is not wearing a Leger like the others.
Guess which one isn't wearing Hervé Leger and keep reading for more green carpet photos from the Teen Choice Awards.
Take the quiz