True to his word, Designer Tom Ford gets Winona a shot at her beloved Hoover Pressley Museum. To help her gain a seat on the board, the WINONA, INC. staff launches a campaign, bringing in Twitter and Instagram love from celebrity pals, great PR for the museum, and even an old flame reappears to up the drama to boiling point level. But in the end hard choices must be made. Can Winona live with her final decision?


Tom Ford comes through! He gets me an interview with the board of the Hoover Pressley Museum. Pulling out the arsenal, I send invitations to five key members for a Sunday brunch at my home. This killer view overlooking Central Park should count for something, right? I hire SWEET BASIL to cater and spend several nights soaking up the museum’s history online. Desi is on various boards around town and he gives me an idea of what to expect. “You know they’re choking on your past, darling. So be honest about it. The drugs. The booze. The scandals. I mean, every nasty little thing you did for twenty years was splashed across the front page of gossip rags all over the world. Own it.”

Winona is wearing Oscar de la Renta


Brunch is served! Slices of brioche french toast, with glazed apples, are an inch thick. The poached salmon is moist and juicy. Everything is presented with great panache and every dish is to die. While the bellinis flow, to loosen things up, I work in a few shady celebrity stories, just to wet their panties a little. On my left, Mazie Porter giggles, shoves a forkful of pork tenderloin into her face and finally asks, “What can you bring to our board, Winona?” I go Humble Hannah on them. Oh so grateful for the opportunity to travel the world and make such rich and valuable connections. But Desi said not to so I don’t gloss over the hard times I faced back then. Not only from the haters but those that I created myself. Each trip to rehab made the cover of the National Enquirer. Not cute. Dr. Ing and Atty. Livingston are nodding. They get it.


My formal interview with the entire board takes place at the museum. It’s a tough crowd of twelve. But I feel good and when it’s all over, I walk out of their finely paneled conference room confident of my acceptance. I think they’re ready for me. The very next day my staff, Marc, Terri and Curtiss, launch a “Let’s Get Winona Warner on the Board!” social media campaign. They upload several model shots of me from back in the day and within hours the campaign grows legs. Phones are ringing. Calls are coming in from HUFFPOST, PAGE SIX, ESSENCE, FORBES. They all want a statement.

Winona is wearing Ralph Lauren


I contact my girl MICHAELA ANGELA DAVIS to handle the news media. She can go places where my staff just can’t. “Forget about a press release,” she says. “Let’s do an interview!” They don’t call her an image activist for nothing. We shape my statement and agree that taking a full-out knee might not be necessary but how lame would it be NOT to mention my unique spot as potentially the first African-American on the museum board? When the interview hits a few days later, because Michaela is a force, it’s all anyone’s talking about. Marc, in the meantime, is very strategic with his online photo selections. Mick, Ralph, Andre Leon, Anna. But the shot of me sharing ciggies with Hollywood legend Bette Davis is his favorite. “Those dusty old board queens will collapse when they see this,” he says.


Friends like Tracee, Will, Naomi and SJP come through with hearts, likes and kudos on Twitter and IG. The museum is getting loads of pub, too. It’s wild! Marc comes into my office. He’s got something to show me. My ex, Riccardo Sims has posted a shot of us on Instagram from the MET GALA years ago. He’s tagged both the agency and the museum board. “You’ll never find a brighter gem for your crown,” he writes. Wow. How sweet is that? But look at him. Smooth as silk. Naturally swaggy. And we were so gorgeous together. I really liked him. Scratching my head, I can’t remember what went wrong between us. What happened? How did we go off the rails?

Winona’s gown inspired by Vera Wang                                   Riccardo’s tuxedo is by Armani


My curiosity won’t let me rest. I call Riccardo. And just his hello gives me feels. I thank him for the post on Instagram and ask what he’s been up to. No longer at ATLANTIC RECORDS, he writes fiction now, under a pseudonym. Fiction? I roll my eyes. But swearing me to secrecy, he confesses. “I’m Roman Carlucci.” I gasp and choke on cookie crumbs. He’s laughing. “Are you okay??” But I don’t—I can’t—believe my ears! How does a gracious man like Riccardo Sims conger up such a foul and nasty tale? A pop singer with secrets. Real vicious stuff. But his novel SHOOTING STAR was one of last years’ most popular reads. It stayed on the TIMES best-seller list for twelve whole weeks! “Have dinner with me tomorrow night”, he asks. I have plans…but they are so cancelled.


The traffic on 5th and 31st is at a standstill. I’m twenty minutes late. I abandon the towncar finally and walk the last block and a half to the restaurant HENRY, where Riccardo is waiting. My heart is jumping around in my chest as the maître d’ leads the way to his table. Riccardo stands. Still rocking a suit better than any man I know, his head is bald and his beard is big and bushy. And silvery white. I hardly recognize him. He kisses my cheek. My knees go weak, just like the night we first met at that dumpy club downtown. The tip of his nose brushes along my jaw and earlobe. I feel him inhale, breathing me in.

Riccardo is wearing Cifonelli


We chatter all through dinner. There’s so much to talk about. Afterwards, hopping into a taxi, we head uptown. Sitting close in the back seat, he takes my hand and presses it to his chest. “I’m so glad you called me,” he says. “I think about you often.” We pull up to the COVE LOUNGE on Lenox Avenue in Harlem and take an empty table towards the rear, away from the small pockets of latenighters scattered around. When Riccardo leans in to kiss me, his lips are warm and his beard soft. Oh yes. This is going to happen. He drops two twenties on the table, we leave the club and with our arms wrapped around each other, we walk the few blocks to his brownstone on 128th Street.


One month after the brunch, a letter from the museum arrives. Federal Express. This is it. In the study I pour a victory goblet of wine, open the envelope, unfold the page and — wait. What’s this? I’ve been rejected?? They’re turning me down! Angry tears are this close to spilling over. How. Dare. They? Fat manila folders on my desk are stuffed with arrest reports, mug shots,  affidavits. My detective friend, the one I keep on retainer, collected the goods on several of their upstanding board members. Domestic abuse, prescription drugs, insider trading, statutory rape. And everything kept on the hush-hush with payoffs and bribes. But they’re rejecting me? Oh! Just think what I could do to them. One by one. But…

Winona is wearing Rachel Gilbert                           Winona’s study is designed by Alesya Semiletova


There’s Riccardo. Lying in my arms just last night, he reminded me of what derailed us the first time. How did I forget? He traveled a lot for the record company back then and only knew Central Park West Winona. It was a while before he got a good whiff of South Bronx Winona and when he finally did, it flattened him. “I’m not lining up with a bunch of other suckers for you to grind into the dust,” he said. “If you’re still out here collecting scalps, tell me now.” With a sigh, I slide everything back into the folders and file them deep inside the desk drawer. A man like Riccardo you don’t throw away twice. Yep. I’ve decided to ride the monogamy train for awhile. Just me and him. Let’s see where it goes. But I promise you. If things get derailed again, for any reason, those muthafuckas on the museum board will be the FIRST to know! Do you feel me?



Winona is to FASHION WEEK what fireworks are to the 4th of July. The show might go on but without her it sure won’t be the same. Back in the day she was in such high demand on the catwalk that designers were known to adjust their show dates to work around her schedule. And now, as the agency owner with six of the fashion industry’s top models on her roster, they still do! Ah…it’s nice to be on top. But hard as hell to stay there.

She shows up on everyone’s web page and blog site during FASHION WEEK. Covering her fashion choices for the next seven days is just as important as anything happening on the runways so stay tuned. WHAT SHE WORE DURING FASHION WEEK starts now

What She Wore During Fashion Week – The Finale


MICHAEL KORS 10AM show at Pier 17 was a snoozefest. Lots of play-play and very little working woman daywear. That’s always been his deal and you come to expect certain things from certain people, you know? Like back in the day, the ultimate reward for keeping your bod on point was rocking a genuine HERVE LEGER bandage dress that spared no mercy. Their new creative director, CHRISTIAN JUUL NIELSEN, has rebooted and brought it back! His presentation at the NOMAD HOTEL gave me new life! Which I needed later on after the one and a half hour wait for MARC JACOB’s show to start. Because they went with RIHANNA this year to close out NYFW, that bitch stalled his show on purpose. Don’t try and tell me different. And his collection? Childish and way off the beam. Mid-life crisis anyone? RIHANNA hauled us out to the BROOKLYN NAVY YARD for her SAVAGE X FENTY lingerie show. SLICK WOODS, very pregnant in pasties and a harness, was in labor supposedly and while she was tight and still looking pretty fab, some thighs we just didn’t need to see. Are we celebrating cellulite now? Really?? Girlfriend Riri was chilled and beyond during her final stroll. Tight, luscious and altogether yummy, I saw no sign of cheese in the extra LBs she’s carrying.

So there it is, doll. Another NEW YORK FASHION WEEK is done. The London shows start on Friday but without me. I’m staying put. SMOOCHES!

Winona’s handbag is by FENDI                                                            Back to the beginning…   

What She Wore During Fashion Week – Day Five


The weather on Monday was just plain shitty so I blew off the OLSEN twins at 9 AM. They were presenting in their showroom waaaaay downtown but CAROLINA HERRERA’s 10 AM show at the HISTORICAL SOCIETY was just down the street from the condo. No-brainer. The new head designer for the House of Herrera, WES GORDON, is all over the place. Kinda Carolina but then, so NOT. She was in the front row with the fam. Can’t imagine what she was thinking. PHILLIP LIM’s show at ESSEX STREET ACADEMY on the Lower East Side was pretty wet, but lots of young blood was present on that rooftop. Cameras were poppin’. The PROENZA SCHOULER show, just a few minutes away on Wall Street, was denim-heavy and kinda meh. Not a great comeback to New York Fashion Week for the boys. But ANNA SUI at SPRING STUDIOS gave us beautiful patterns and fabrics, funky turbans and the cutest little crochet shorts. I even liked the kitten heels with socks! Before turning it in, I dashed through the little soiree MILES RITCHIE hosted at the PUBLIC last night. He’s so cute but all of those tatts! I couldn’t work with that. He’s better off signing with WILHELMINA. The Finale

Winona is wearing DELPOZO                                         Handbag by ALEXANDER WANG

What She Wore During Fashion Week – Day Four


It was rainy and cool on Sunday but MANSUR GAVRIEL at SPRING STUDIOS gave us clean lines, a neutral palette and yummy Parisian sweets. The goodies were for buyers only but I grabbed a few. Try and stop me, Boo. We stood in the rain for TELFAR’s show on the helipad at BLADE. No kidding. It was kind of a pain and the all-in-one sagging pants and drawers combo made me want to slap somebody, but with the live music and vibe of the crowd, there was no denying the cool factor present. Back at SPRING STUDIOS—PRABAL GURUNG. Thumbs way down on this collection. Using diversity to cover up mediocrity? Sorry Prabal. I see you. Some designers I root for every season. LAQUAN SMITH is one of them. This season’s offering, at PIER 59, was less slutty than previous years but there was still plenty of slut-appeal. It’s his style. I’ve accepted that. And after a quick change at the agency, I made it to The BUSINESS OF FASHION 500 Gala at the 1HOTEL BROOKLYN BRIDGE. I did the rounds and dragged my tired ass out of there by midnight. Another day done. DAY FIVE

What She Wore During Fashion Week – Day Three


On the third day…JONATHAN SIMKHAI. His presentation gave me the heebie jeebies. Seriously. I don’t mind a little lace and frill but why the mad overload?? I had two sweet-faced girls in the show, though, and they were perfect. So it’s all good. BRANDON MAXWELL at the CLASSIC CAR CLUB has kicked New York City sleek to the curb with a big, red cowboy boot. Using pick-up trucks and coolers for seats, it’s clear with this collection that the Texas boy has returned home. And b-t-w? TIFFANY HADDISH is gorge. BADGLEY MISCHKA at SPRING STUDIOS did what they do best. Pretty dresses for ladies who like being ladies. The little kids in the show gave Ralph’s kids the night before some Fashion Week competition. Cuteness level on high. ADEAM’s show in Chelsea presented super-fussy fashion. That’s their M.O., I know, but they took it to the extreme this season. It was fun to be in TUNNEL again, though. Wild times in that joint back in the day. The JIMMY CHOO party in Chinatown caught me draggin’ ass. After hugging Tiffany again, I called it a night. DAY FOUR

Winona is wearing BALMAIN                                                                Handbag by DELVAUX

What She Wore During Fashion Week – Day Two

RL Panel

Day Two. It started out so sweetly. First, a beautiful show for KATE SPADE at the Library. There was glitter, little notes left on our chairs, everything was so pretty, I hope she was pleased. And then, onto CUSHNIE’s first solo show. Some were worried, but not me. I know what she can do. More pretty was on hand but with a Caribbean vibe. Details to drool over. Very SADE-ish, during her Babyfather days. On 37th Street, MONSE brought us genderless deconstruction. Loose, flowy, I still don’t get the NICKI MINAJ connect but WHOOPI? Oh yeah. I get that. Last night, RALPH LAUREN’s 50th anniversary gala in CENTRAL PARK called for a big, ball skirt. I mean errrrrr’body was there, from OPRAH to HILLARY to KANYE, who just had to show out. Girlfriend’s question was off the wall, though. But what ever happened to ignoring a bitch?? I skipped, hiking my skirt like Cinderella and hauling ass over to the PLAZA for the HARPER’S BAZAAR party. Got there just in time to see Nicki Minaj and CARDI B go at it. Lucky me. Shoes came off, Cardi’s gown got trashed, her whole ass was hanging out, and somehow baby girl got a huge knot on her head! PR stunt gone awry? That’s my guess. You can’t play those games with everybody. Oh well. Day Two—over and out! DAY THREE

Winona’s skirt is RALPH LAUREN