12 Clueless Outfits That Are Still Relevant

Despite having turned her closet inside out looking for her most professional ensemble ("Where's my white collarless shirt from Fred Segal! It's my most capable looking outfit!"), Cher failed her road test, got into a fight with Tai, and promptly went shopping in search for solace.

Shop It: Topshop Gingham Mini Skirt, $60; nordstrom.com. Everlane The Italian Go Weave Blazer, $135; everlane.com. American Eagle Lace Button Down Shirt, $33; ae.com. Hue Soft Opaque Sock 3-Pack, $18; zappos.com. Prada Pointed-Toe Mary Jane, $690; nordstrom.com.

With her beret, pinstriped jacket and crisp button-down, Cher looks like a pro while playing match-maker to her two teachers: Mr. Hall and Miss Geist.

Shop It: Deewang Beret, $10; amazon.com. Everlane Relaxed Poplin Shirt, $55; everlane.com. Theory Pinstripe Jacket, $155; bergdorfgoodman.com.

With the help of her technologically advanced closet, Cher was always matched to perfection. Case in point: Her yellow plaid separates.

Shop It: ASOS Design Check Mini Skirt, $15; asos.com. Guess + Plaid Trucker Jacket, $98; urbanoutfitters.com. ASOS Design Check Blazer, $63; asos.com.

Cher wears red while playing cupid to Mr. Hall and Miss Geist. Her ploy: Her dad's Italian roast coffee. Mr. Hall: "Are you sure you don't want it?" Cher: "Duh, it might stunt my growth. I wanna be 5'10" like Cindy Crawford. But I thought maybe you and Miss Geist might like it?"

Shop It: Rails Sydney Button Down, $158; revolve.com. Boohoo Woven Tartan Check Wrap Mini Skirt, $15; boohoo.com. Floria Vest, $18; amazon.com.

The outfit to win over your father's heart: A white scrunchie and an ivory cardigan with a matching top tucked into black shorts. "Well, some teachers are trying to low-ball me, Daddy. And I know how you say, 'Never accept a first offer,' so I figure these grades are just a jumping off point to start negotiations."

Shop It: White Velvet Hair Scrunchie, $10; amazon.com. Brooks Brothers Women's Lightweight Supima Cardigan, $49; brooksbrothers.com. Forever 21 High-Waist Mini Skirt, $15; forever21.com.

A foolproof look: A sheer black top over a white tank, a cross necklace, and black jeans, complete with a vampy lip.

Shop It: Commando Chic Mesh Long Sleeve Top, $78; shopbop.com. Maison Jules Adjustable Camisole, $8; macys.com. Nadri Cross Necklace, $55; bloomingdales.com. Rag & Bone Raw Hem Ankle Skinny Jeans, $130; nordstrom.com. Charlotte Tilbury Matte Revolution Lipstick, $34; nordstrom.com.

For her first date with the new guy from school, Cher selected a second-skin white mini dress, which elicited the question from her dad: "What the hell is that?" Cher: "A dress." Dad: "Says who?" Cher: "Calvin Klein."

Shop It: French Connection Whisper Light Sheath Mini Dress, $148; nordstrom.com.

Cher proudly debuts a new Tai, fresh from her makeover. Cher herself is styled to a T, layering a sweater vest over an Oxford with a button-front mini and over-the-knee socks.

Shop It: Gap New Fitted Boyfriend Oxford, $30; gap.com. Blue Ocean Argyle Sweater Vest, $28; amazon.com. Forever 21 Ribbed Over-the-Knee Socks, $7; forever21.com. New Look Cord Skirt, $20; asos.com.

Her fashion advice when it comes to boys: "Sometimes you have to show a little skin. This reminds boys of being naked, and then they think of sex."

Shop It: Makayla Star Mini Dress, $66; revolve.com.

Cher wears one of her signature looks during P.E: A tank layered over a tee. "I would just like to say that physical education in this school is a disgrace," she states. "I mean, standing in line for forty minutes is hardly aerobically effective. I doubt I've worked off the calories in a stick of care-free gum."

Shop It:  Splits 59 Seamless Cami, $48; shopbop.com. Hanes Nano T-Shirt, $4; amazon.com.

Cher sports a checkered one-piece as she and Tai work out to a "Buns of Steel" video.

Shop It: ASOS Design Cross Back Unitard, $26; asos.com.

Cher sweetens up for Mr. Hall and Miss Geist's wedding in a pale pink ensemble — so on-trend!

Shop It: Lulus Blush Pink Dress, $50; lulus.com. Sam Edelman Charley Ankle Strap Pumps, $35; saks.com.