● Raymond ''Red'' Reddington, The Blacklist Red (James Spader) rises to the top of this list for making basics pop. Like a murderous, modern-day Don Draper, he brings authority to a three-piece suit and sports a delightfully throwback fedora. ● Elsa, Once Upon a Time Wearing gorgeous gossamer clothing in Frozen conditions is bold. For that, Elsa (Georgina Haig), I salute you. Also, nice hair! ● Olivia Pope, Scandal Going into her fourth season as the Beltway's preeminent stylista, Olivia (Kerry Washington) would sic her assassin lover Jake (Scott Foley)—or at least her formidable army of Gladiators—on me if I didn't include her on this list I'm sure! ● Oswald Cobblepot, Gotham When fashion meets function. Cobblepot's (Robin Lord Taylor) umbrella proves useful in Gotham's dreary cityscape—but also fatally effective as he ascends to infamy as The Penguin. ● Mindy Lahiri, The Mindy Project For someone who spends most of her life in scrubs, the good doctor (Mindy Kaling) sure knows how to cultivate a sense of personal style. The TV trendsetter even wore one L.K. Bennett dress before Kate Middleton debuted it publicly—a major fashion coup. ● Pharrell Williams, The Voice The ''Happy'' hitmaker is a real fashion N.E.R.D. Fellow incoming coach Gwen Stefani may have her own line, but Williams gets the edge for making the Arby's hat the biggest style statement of 2014. ● Annalise Keating, How to Get Away With Murder Has any law professor ever looked this sleek? Between this stylish but unquestionably all-business sheath and the edginess of the burgundy leather jacket she sports in promos for Shonda Rhimes' latest production, Keating (Viola Davis) is the definition of 360-degree style. ● Nucky Thompson, Boardwalk Empire Nucky (Steve Buscemi) eye catching updated style is thanks to a stint in Miami. Now that he's back in his hometown, let's hope he'll bring some of his fun new togs back with him. ● Eliza Dooley, Selfie Critics may be having a field day with the My Fair Lady-inspired sitcom, but one thing Insta-obsessed Eliza (Karen Gillan) has going for her is impeccable taste in clothing. Though her rebranding guru Henry (John Cho) is trying to convince her to be less superficial, I respectfully beg to differ. Make the most of your natural skills, Eliza. ● Dean Levine-Wilkins, The Good Wife The former Lockhart/Gardner NYC bigwig (Taye Diggs) is bringing his business-eclectic aesthetic to Chicago for a season 6 arc. It takes a confident man to mix patterns and textures, and—with the craziness surrounding L/G and Florrick/Agos—he's going to need every drop of confidence at his (chic) disposal.