Couple Up: Miley Cyrus and Nick Jonas

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How psyched was Disney about these two holding hands, do you think? But when they broke up—well, Miley says that’s what sparked her teenage rebellion (which led straight into her early 20s rebellion, obvs). Get into their adolescent power couple look below—and here, too. —erica

Miley Cyrus: A beaded Shashi bracelet, a striped tee from NSF, and washed-out Siwy cut-offs.

Nick Jonas: A blue Brooklyn Tailors suit, a Stock Manufacturing Co. oxford, and a tie by John Varvatos.

Get all the “Couple Up” you can handle.

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Of a Kind

A patterned chambray Kiriko tie? LOVE. I’m sure you’re shocked. —erica

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Of a Kind

A Hitsman tie worthy of a superhero, if you ask me. —erica

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Couple Up: Jack Nicholson and Anjelica Huston

On-again, off-again for nearly all of the seventies and eighties—so much dramz with these two. And so much good style. Can we get a primetime cable-TV movie about them? Please? —erica

Jack Nicholson: A Rag & Bone knit tie, a cotton-and-linen Billy Reid blazer, and Raen sunglasses.

Anjelica Huston: An easy-breezy Cook & Gates tote, a button-front Shaina Mote dress, and a simple K/LLER necklace.

Get into the “Couple Up” zone over here.

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Couple Up: Paul Rudd and Jennifer Aniston

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Paul Rudd and Jennifer Aniston have been a couple in two movies, The Object of My Affection and Wanderlust. But, turns they did stint together in real life, too, waaay back in 1998—and I’m pretty into the idea of them as a twosome. Maybe they broke up because of the soul patch he had for part of their relationship? —erica

Paul Rudd: A Pierrepont Hicks tie, a brown Everlane shirt, and a corduroy jacket from Billy Reid.

Jennifer Aniston: A Carven shrug (yes, shrug), a strapless column dress from Cedric Charlier, and a sparkly necklace by Tom Binns.

Get all the “Couple Up” you can handle if you head this way.

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In Character: Gina Linetti

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You know what sent me into a rage cage over the last few weeks? The fact that there’s not new T.V. to watch (if you lost access to your friend’s HBO GO account, at least). So I decided to fall down the Brooklyn Nine-Nine rabbit hole where I encountered the hilarious and truly bizarre Chelsea Peretti as Gina Linetti. I was gonna say that she’d love for you to give her a shot, too, but honestly, I’m pretty sure she doesn’t give a rat’s ass. —erica

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A horsey shirt from Equipment that makes her seem far sweeter and cheerier than she is.

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Because when Holt says to wear a tie, you wear a (Hill-Side) tie.

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Prismsport leggings ready for a real serious Floorgasm routine.

Can you take more “In Character?” This is the place.

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Of a Kind

Blue Ping Pong Tie by Pierrepont Hicks for Of a Kind

BUY / 20 of a kind / $91

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Couple Up: Lyle Lovett and Julia Roberts

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Of Julia Roberts’s wedding to Lyle Lovett in 1993, People mag said—in a story titled “Lovett First Sight,” mind you—”It was the biggest thing to happen in Marion. Ind., since the high school basketball team won back-to-back state championships in the mid-’70s.” Well, the marriage only lasted 21 months, but their couple’s style survives. —erica

Lyle Lovett: A gingham tie from Alexander Olch, a Seize Sur Vingt suit that feels right for a long, tall Texan, and Nocona cowboy boots.

Julia Roberts: A double-breasted Societe Anonyme blazer, a pleated mini skirt by Christopher Kane, and black Jeffrey Campbell wedges.

More of this! Here!

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In Character: Charles Montgomery Burns

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This guy puts the power in power plant. See what the richest man in Springfield wears to exude an “I’m in charge of everything” vibe. —erica

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A Brooklyn Tailors suit—green like money.

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A Coyuchi robe, for spending a cozy night in with Smithers.

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A Bonobos tie that is, in a word, EXCELLENT.

More (fictional) icons right this way…

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Couple Up: Ryan and Rachel

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Are Ryan Gosling and Rachel McAdams getting back together?! THE INTERNET WANTS TO KNOW. But, in the meantime, here’s your chance to get a little R&R, via the couple’s most iconic look. (Yes, our survey says that the red carpet/pink hair scene at the SAG Awards in 2007 is even more memorable than this). —erica

Ryan Gosling: The perfect black tie from Rag & Bone, a Steven Alan tux jacket, and not-to-shiny patent lace-ups from Mr. Hare.

Rachel McAdams: A sparkly silver Edie Parker clutch, a halter trapeze dress by Ali Ro, and slick white Sophia Webster pumps.

Like what you see? More twosomes here…

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