So, we are already cringing at thoughts of Vogue editor and fashion royal Anna Wintour addressing the masses at Macy’s in the New York borough of Queens, of all places. The collision of these two worlds is guaranteed to be the stuff good reality shows are made of. (Too bad they’re no longer filming the soon-to-be released documentary “The September Issue.”) Wintour will be joined by designer and “Project Runway” host Michael Kors on September 10 at the department store, where the duo will be on hand to showcase fall trends and sign t-shirts for the first 50 folks in line. The appearance kicks off the city-wide launch of Fashion’s Night Out, a multi-day “shopping” event meant to jump-start fall retail sales across the country. [Racked]

Question is, will Wintour pull a Cintra Wilson and write about how disturbingly “middle-class” Macy’s is in her next editor’s letter? Only time will tell.

“My mom started asking when I was 12, ‘Is there anything you want to tell me?’ I then told her I was bisexual. And she said, ‘You’re so trendy, but you are not bisexual, you are gay.’ She cut to the chase. What can I say?

—Michael Kors, “Project Runway” judge and fashion designer. [Vanity Fair]

“Project Runway” buddies Heidi Klum and Michael Kors held hands while walking last night’s red carpet for the CFDA Fashion Awards. [NYC, 6/15/09]

A lot of strange hats are being show at New York Fashion Week, including this orange trapper from Michael Kors. Would you wear it (during the dead of winter, of course)?

Across the country today, a lot people called out of work, not because they’re sick, but because they’re queer.  It’s A Day Without A Gay! This boycott hopes to show the gay community’s strength in the face of Prop 8 and other anti-gay marriage bills that passed back in November. It’s days like these that truly remind us how much we idolize our gay friends, relatives, and heroes. It got us thinking…what would happen if they called out of work every day? After the jump, 12 things we would have missed out on if gay men and women weren’t a part of our society.

Three of the biggest designers in, like, the entire universe showed at fashion week yesterday. Did they deliver and give those skinny fashion hags what they wanted? Find out, after the jump…

Last night, Project Runway judge, current Elle editor-at-large, and soon-to-be Marie Claire fashion director Nina Garcia had a “discussion and book signing” at the Tribeca Barnes & Noble in New York. The audience was a mixed bag: at least 15 men, a few tween PR fans, a couple fashion risk-takers (the girl to my right had on a very Carrie Bradshaw pink tulle flower headband), and a number of middle-aged ladies who wore their un-highlighted hair pulled back in ponytails. Nina was wearing a black dress designed by none other than friend and fellow PR judge Michael Kors.

Now, Nina seems to have been a writing machine over last couple years, because her first book, The Little Black Book of Style came out just over a year ago, in September. Her new one, The One Hundred, includes illustrations by Ruben Toledo, though, so there’s not that much text, at least from what I could tell when I sneaked peeks at my fellow audience members’ copies.

“Woman who love to play with fantasy are naturally disposed to a hat,” explains Alison Waters, a hat-wearer who lives in Melbourne, Australia. “A hat makes you feel marvelous and lifts your mood instantly. It’s an accessory that completes everything, not just the face.” In fact, Alison never leaves the house without one of her 160 hats atop her head. This Sunday is Easter (if you celebrate), and the only day that might be more associated with hats might be the Kentucky Derby. While wearing a hat is no longer a requirement in society—the only time I wear a hat is when I go to a baseball game or when it’s chilly outside—designers are still putting hats on the runway, season after season. If you’re planning on sporting a bonnet this Sunday, check out some options after the jump, and let us know whether you’d wear them in the comments.