What You’ll Need
Black Bowler Hat
Black Wig
Red Eyeshadow
Black Nail Polish
Black Spiked Choker
Black Cord Neklace
Gold Chain Necklace
Black Tank Top
Black Overalls
Black and Red Graphic T-Shirt
Black Zip Up Hoodie
Black Wrist Cuff
Black Bracelet
Black Skinny Jeans
Stewart’s wardrobe anchors the aesthetic of Letterkenny’s Skid faction, colliding turn-of-the-century vaudeville eccentricity with early-2000s cyber-goth rave culture. The silhouette relies heavily on sharp contrasts: dark, slim base garments paired with oversized hardware, distressed fabrics, and an incongruous black bowler hat perched over stringy black hair.
Assembling this outfit is largely an exercise in sourcing everyday dark streetwear and styling it with an unbothered, weathered grime. Rather than crisp, tailored goth fashion, Stewart looks as though he has spent three consecutive days dancing in agricultural dust outside a convenience store.
The Bowler and Hair
Stewart’s headwear defines him immediately. A standard stiff black wool or felt bowler hat sits flat or slightly tilted back on the crown of the head. It shouldn’t look pristine or formal; light surface lint and slight wear actually help sell the outfit’s lived-in quality.
Beneath the brim, his hair falls in limp, razor-cut black strands that frequently drape across his forehead and eyes. If you are styling a synthetic black wig, use thinning shears around the front and sides to break up uniform density, then work a small amount of matte pomade through the tips to get that separated, unwashed texture without turning the synthetic fibers into a solid clump.
Core Layers and Silhouette Options
Stewart alternates between two main base setups throughout the show. The most distinct version pairs black denim overalls with a dark top underneath. You can wear both straps fastened, but dropping one strap off the shoulder exposes whatever graphic you have underneath and gives the upper body an asymmetrical, disorganized drape. If you prefer separates, snug black skinny jeans paired with a fitted black tank top or a distressed black and red graphic t-shirt achieve the same lean profile.
Over the base layer comes an oversized black zip-up hoodie. Stewart rarely zips his hoodie fully closed; he wears it unzipped and pushed back off the shoulders, or layered loosely under the overall bib. A mid-weight cotton fleece hoodie works best because it drapes limply against the torso rather than holding a boxy, stiff structure.
Layered Hardware and Jewelry
Stewart piles on mismatched neckwear that looks gathered over years of thrift shopping and mall-goth browsing. Start at the base of the throat with a black spiked choker, then layer a thin black cord necklace beneath it. Over those dark pieces, drop a medium-width gold curb chain. The clash between cheap industrial spikes and flashy yellow metal is deliberate and highlights Stewart’s erratic personal taste.
On the arms, balance the jewelry with heavy black wrist cuffs and studded leather bracelets. Because Stewart spends so much screen time gesturing wildly while delivering rapid-fire monologues, wrist hardware draws immediate visual focus. Distribute the leather bands and metal studs across both wrists rather than clustering everything on one arm.
Grooming and Makeup
The makeup is minimal but essential. Stewart’s signature facial feature is a hazy wash of matte red eyeshadow blended around the entire eye socket, extending beneath the lower lash line. Avoid metallic shimmer or sharp cat-eye wings; the red pigment should be smudged outward with a finger or fluffy brush to mimic sleepless irritation and raw theatrical drama.
Coat your fingernails in glossy black polish, then intentionally chip the edges once dried, or scrape a few nails against rough cardboard to break up the clean lacquer lines. Paired with pale skin and heavy posture, these rough edges complete Stewart’s unhinged rave-leader presence without requiring complex prosthetics or specialty garments.
