In Character: Van Wilder

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Ok, no, this is not a GOOD movie—and not just because Tara Reid is the most serious thing going here. But if you’re looking for a rainy-day excuse to spend a few hours with your couch and Ryan Reynolds? Well, it’s as good as anything going. Also: College-boy dressing in 2002—something to behold. —erica

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A Zanerobe shirt that eventually gets him lei’d.

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An Alexander McQueen chain wallet that makes the frat brothers of DIK especially nervous.

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A Saturdays hat, worn backwards to convince Taj to go for Naomi (“That’s ‘I moan’ backwards.”). 

More, more, more “In Character!”

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In Character: Sloane Peterson

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Epitome of cool girlfriend, this one. And you know what else? She was working a man repeller look long before we even had a name for that—like, a whole 25 years before. Here’s a Sloane get-up appropriate for a day skippin’ school with Ferris and Cameron. —erica 

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Classic-as-they-come Alexander Wang x Linda Farrow sunglasses that look best in a 1961 Ferrari convertible.

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A white leather jacket by Acne that looks just right exploring the Art Institute.

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Long, loose 3.1 Phillip Lim shorts that would fly with Mr. Rooney’s dress-code policy, no prob.

Get more of this action right over here.

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In Character: Puss in Boots

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Personalities deserving of their spinoffs: Lauren Conrad, Wolverine, Flavor Flav, and Puss in Boots. I mean, that cool cat obviously knows how to accessorize. —erica

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A Janessa Leone hat that can be clutched to sell that whole I’m-just-a-sweet-kitty act.

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An Isabel Marant belt, ready to hold a sword that’s almost as big as he is.

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Over-the-knee boots from Alexander Wang that Donkey’s likely jealous of.

More of this! Here!

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In Character: Taylor Vaughan

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No offense to Regina George, but I’m pretty sure that Taylor Vaughan was the best high-school movie villainess there ever was. (I mean, let that GIF up there remind you of her greatness.) Here, a tribute to the finger-wagging HBIC who was out to prove Rachel Leigh Cook Laney Boggs was not, in fact, all that. —erica

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A Tibi top to show off her spring-break-in-Florida tan.

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A skimpy pink bikini, by Minimale Animale, that caught the attention of Brock Hudson.

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A Milly gown ready to make a scene at prom (and to dance to Fatboy Slim, duh).

All the “In Character” you can take!

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In Character: Billy Madison

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Graduation season is upon us. And if this was 1995, we’d all be patting Billy Madison on the back for passing 12th grade (well, all the grades, really). Below, how to cop his back-to-school look. And if this isn’t enough for you, check out this tribute from Four Pins—it’s for real. —erica

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A Marweather hat that rules. Just like O’Doyle.

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A preppy-as-they-come Band of Outsiders sweater—with the sleeves ripped off, for better golf-carting.

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A baseball jersey, from Opening Ceremony, that the hot third-grade teachers gotta respect.

Whoa, so many more “In Characters.” Have at ‘em.

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In Character: Mrs. Euphengenia Doubtfire

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Mrs. Doubtfire is a hilarious and wonderful movie—and not just when you watch it (over and over on VHS) as a 10 year old. Here, how to follow Kim K.’s lead and mimic the namesake character’s look. —erica

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A shirt, by MSGM, that might catch fire when she leans over the stove.

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A Sophie Hulme bag that is decidedly grown-up and dependable—just like this dad in drag.

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Suno's loud floral blazer, worn with a matching dress, that looks even kookier next to Pierce Brosnan in his swim trunks.

It’s “In Character” madness over here!

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In Character: Jessica Rabbit

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Jessica Rabbit = one of the most confusing characters you encounter as a child of the eighties. So vampy! So sensual! And married to a kind-of-doofy rabbit who wears frumpy overalls and a huge bow tie? There’s really no explaining love. —erica

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A very va-va-voom dress from Mason by Michelle Mason.

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Satin gloves, by Agent Provocateur, for playing patty-cake with Marvin Acme.

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Shashi earrings—pretty fancy for a toon.

Welcome to “In Character” heaven.

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The Insider: Ben Nabors

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Ben Nabors is somebody you should know about, and we’re not the only ones who think so: Dude has nabbed big-deal prizes for his thoughtful, hyper-captivating film projects at both Sundance and SXSW. Dive into some of the amazingness his production company {group theory} puts out, and get to know Ben (and what else he has cooking) below. —monica derevjanik

Q: Tell us about your neighborhood!
A: My company is in Brooklyn, I live in Cambridge, Massachusetts, and I sleep in the Chelsea/Union Square area in between, so I don’t exactly have a neighborhood. When I’m in the Boston area, I’ll make meals at home and invite people over, so I actually don’t know much about the city at all other than the Isabella Stewart Gardner Museum. They have a really great John Singer Sargent collection that I was really excited to see.

Q: Wow! That’s a lot of traveling. So how do you pass the time while you’re commuting?
A: Mostly with the New York Times and email, but I’m not the kind of person who combs the internet for ideas. It’s frankly my preference to start my day not consuming anything and to work on an idea. But I do listen to public radio and routinely read a few magazines—The New Yorker, Cabinet Magazine, and a few film journals. And I guess I have a regular relationship with the folks at WNYC’s On the Media.

Q: When you’re at your studio in Williamsburg, where do you eat?
A: I have breakfast meetings at Jimmy’s Diner. It’s quiet, the menu is interesting, and the coffee is excellent and bottomless.  I love getting the lunch special at Caracas. It doesn’t matter what the soup is—it’s always good. M Shanghai is across the street on Grand is great because noodles are so good when it’s cold, and I go to Stan’s Cafecito on Havermeyer because Stan is a solid guy and his burritos are amazing. I eat dinner at the ramen joint on North 6th and Berry without the ATM—it’s called Yebisu. You can eat alone there without it being strange and sit at the bar to watch the cooks through the glass.

Q: Which startups do you think are doing really amazing things right now?
A: One of our clients that we make films for hired us to make a series of documentary profiles on social innovators, and they introduced us to Brooklyn Grange. They run the largest soil-based rooftop farm in the world out of the Navy Yard, and they’re pretty amazing risk-takers. [Ed: Watch the video here!]

Q: If you could collaborate with any Of a Kind Insider, who would you pick?
A: For a meeting—or for somebody who’s perspective I’m really in to—it would have to be the team at Sight Unseen. Or that Amanda Dobbins over at New York Magazine.

Q: What’s the last thing you Googled?
A: “How many cups are in a gallon?” I purchased a cookbook called The Family Meal, and I cook out of it all of the time—so I sometimes need help with conversions. What’s unique is that every step has these wonderful pictures associated with it, and it uses a timeline and organizes your steps relative to when you intend to be serving the meal. The book is by Ferran Adrià, who used to run elBulli, so it’s pretty amazing.

Q: What’s one movie that you think everyone should watch, like, now?
A: Stories We Tell. Then write a letter to Sarah Polley and her family to thank them. I’m in awe of what she succeeded in presenting. 

Come on—meet some more awesome people!

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In Character: Harriet the Spy

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Before Veronica Mars, there was Harriet M. Welsch, mystery-solving girl wonder. Here’s how to celebrate her look (and her 50th anniversary!), with the help of a very young Michelle Trachtenberg and a 1996 movie. Oh, and PSA: If you’re looking for a deeper read re: Harriet, dive into this goodness. —erica

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A double-breasted jacket from Tibi—worn at least two sizes too big for her 11-year-old frame.

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A Monserat de Luca binocular necklace, so she can always be sleuthing. STAY AWAY, Spy-Catcher Club.

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Mismatched Sleepy Jones PJs that her nanny Golly (Rosie O’Donnell!) absolutely approves of.

Get all the “In Character” you can handle right here!

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In Character: Kathryn Merteuil

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Confession: I saw Cruel Intentions for the first time just recently. I know, I know. In case you’re wondering, it doesn’t really hold up, but I can imagine just how scandalized I would have been had I watched it at a slumber party when it came out. And Kathryn Merteuil, evil stepsister and prep-school princess who makes Blair Waldorf look like a real sweetheart, is at the heart of that. (Side note: I did still appreciate this monologue about slut-shaming, in case you’re wondering.) —erica

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A Eugenia Kim sun hat, for teaching her young apprentice rival how to kiss.

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A Vanessa Mooney cross necklace ready for some real bad-girl behavior.

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A crimson silk robe from Zinke—for seducing Sebastian, Ronald, or anyone, really. 

It’s “In Character” heaven around here.

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