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Pennywise Who? Delve into the Fashionable World of ‘It (2017)’ Characters with This Style Breakdown

Henry Chickens by Henry Chickens
March 13, 2025
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Welcome to my fashion blog, where we delve into the stylish world of the characters from the 2017 hit movie ‘It’. Prepare yourself for a rollercoaster of fashion inspiration as we analyze the iconic looks of Bill Denbrough, Ben Hanscom, Beverly Marsh, Richie Tozier, Mike Hanlon, Eddie Kaspbrak, and Stanley Uris. From their unique personalities to their distinctive outfits, we’ll break down each character’s style and provide you with tips on how to dress like them. So, grab your fashion-forward mindset and let’s jump right in!

Character Analysis and Style Breakdown of Bill Denbrough

Bill Denbrough, portrayed by the talented Jaeden Martell (formerly known as Jaeden Lieberher), is the leader of the Losers’ Club. With his determination and bravery, Bill’s style reflects his strong personality. He is often seen sporting a classic yet casual look, perfect for everyday wear.

Dress like Jaeden Martell as Bill Denbrough

To dress like Bill Denbrough, you’ll need to focus on achieving a laid-back and effortlessly cool aesthetic. Here are the key elements of his outfit and where you can buy them:

  1. Denim Jacket: Bill’s go-to outerwear is a timeless denim jacket. Look for one with a medium wash and distressed details. You can find great options at stores like Levi’s or ASOS.
  2. Graphic Tee: Pair your denim jacket with a graphic tee featuring your favorite band or iconic movie. Express your personal taste through your shirt choice. Check out online retailers like Redbubble for a wide variety of graphic tees.
  3. Slim-Fit Jeans: Opt for a pair of slim-fit jeans in a dark wash. This style adds a touch of sophistication to Bill’s casual look. Brands like Levi’s and H&M offer affordable and stylish options.
  4. Sneakers: Complete the ensemble with a pair of classic sneakers. Bill often rocks a pair of white Converse Chuck Taylors. These versatile shoes can be found at Converse stores or online retailers such as Zappos.

Remember, the key to nailing Bill Denbrough’s style is to keep it simple yet fashionable.

Character Analysis and Style Breakdown of Ben Hanscom

Moving on to the lovable Ben Hanscom, played by the talented Jeremy Ray Taylor. As the kind-hearted and intelligent member of the Losers’ Club, Ben’s style embodies a nerdy chic vibe. Let’s take a closer look at his iconic outfit and how you can recreate it.

Dress like Jeremy Ray Taylor as Ben Hanscom

To channel Ben Hanscom’s style, embrace a preppy and bookish aesthetic. Here are the key elements of his outfit and where you can find them:

  1. Cardigan Sweater: Ben is often seen wearing a cozy cardigan sweater. Look for one in a neutral color like beige or navy blue. Stores like J.Crew and Gap offer a variety of cardigans perfect for achieving Ben’s look.
  2. Button-Up Shirt: Pair your cardigan with a classic button-up shirt. Opt for a plaid or checked pattern to add a touch of quirkiness. Brands like Ralph Lauren and Brooks Brothers have a wide range of button-up shirts to choose from.
  3. Chinos: Complete the ensemble with a pair of tailored chinos. Choose a slim or straight fit in a versatile color like khaki or olive green. You can find stylish chinos at stores like Banana Republic or Uniqlo.
  4. Glasses: Ben’s nerdy charm wouldn’t be complete without a pair of glasses. Look for frames that suit your face shape and add a scholarly touch to your outfit. Visit your local optician for a wide range of stylish glasses frames.

By incorporating these key elements into your wardrobe, you’ll be able to rock Ben Hanscom’s geek-chic style with ease.

Character Analysis and Style Breakdown of Beverly Marsh

Now let’s shift our focus to the strong and independent Beverly Marsh, portrayed by the talented Sophia Lillis. Beverly’s style is feminine yet edgy, reflecting her fearless nature. Let’s break down her iconic outfit and how you can achieve her unique look.

Dress like Sophia Lillis as Beverly Marsh

To emulate Beverly Marsh’s style, you’ll want to combine feminine pieces with a hint of rebellion. Here are the key elements of her outfit and where you can find them:

  1. Leather Jacket: Beverly often rocks a leather jacket to add a rebellious edge to her outfits. Look for a fitted black leather jacket to achieve her signature style. Brands like AllSaints and Zara offer a range of leather jackets to suit different budgets.
  2. Vintage-Inspired Dress: Pair your leather jacket with a vintage-inspired dress. Opt for floral prints, lace details, or a classic wrap silhouette. Online vintage stores like ModCloth or ASOS Marketplace have a wide selection of dresses to choose from.
  3. Combat Boots: Complete the look with a pair of sturdy combat boots. Beverly’s footwear choice adds a touch of toughness to her feminine outfits. Brands like Dr. Martens or Steve Madden offer a variety of combat boots in different styles and colors.
  4. Layered Accessories: Don’t forget to add some layered accessories to complete Beverly’s look. Think layered necklaces, statement rings, or even a choker. Explore local boutiques or online jewelry stores like Etsy for unique and edgy accessories.

By incorporating these elements into your wardrobe, you’ll be able to capture Beverly Marsh’s fearless and fashionable vibe.

Character Analysis and Style Breakdown of Richie Tozier

Next up, we have the hilarious Richie Tozier, played by the talented Finn Wolfhard. Richie’s style is all about embracing a laid-back and playful aesthetic. Let’s dive into his iconic outfit and how you can dress like him.

Dress like Finn Wolfhard as Richie Tozier

To channel Richie Tozier’s style, embrace a casual and carefree vibe. Here are the key elements of his outfit and where you can find them:

  1. Graphic Hoodie: Richie is often seen sporting a graphic hoodie, adding a touch of humor to his outfits. Look for hoodies featuring quirky designs or references to your favorite movies or TV shows. Urban Outfitters and Hot Topic have a wide selection of graphic hoodies.
  2. Distressed Jeans: Pair your hoodie with a pair of distressed jeans for that effortlessly cool look. Opt for a slim or straight fit in a medium wash. Brands like Topman or American Eagle offer a range of distressed jeans to suit different body types.
  3. Statement Sneakers: Complete the ensemble with a pair of statement sneakers. Richie loves to wear vibrant and eye-catching footwear. Look for sneakers with bold colors or unique patterns. Nike, Adidas, and Vans often release limited-edition sneakers that fit Richie’s style perfectly.
  4. Snapback Hat: Don’t forget to top off your outfit with a snapback hat. Richie is often seen wearing one to add an extra element of coolness to his look. Explore streetwear brands like Obey or Supreme for a wide range of snapback hats.

By incorporating these key elements into your wardrobe, you’ll be able to capture Richie Tozier’s playful and laid-back style.

Character Analysis and Style Breakdown of Mike Hanlon

Now it’s time to focus on the resourceful and loyal Mike Hanlon, played by the talented Chosen Jacobs. Mike’s style is practical and versatile, reflecting his down-to-earth personality. Let’s dissect his iconic outfit and how you can recreate it.

Dress like Chosen Jacobs as Mike Hanlon

To dress like Mike Hanlon, opt for a casual and functional wardrobe. Here are the key elements of his outfit and where you can find them:

  1. Utility Jacket: Mike often wears a utility jacket, perfect for practical yet stylish outerwear. Look for a jacket in a neutral color like olive green or navy blue. Brands like Carhartt or The North Face offer durable and fashionable utility jackets.
  2. Plaid Shirt: Pair your utility jacket with a classic plaid shirt. Opt for earthy tones like brown, green, or red. Brands like L.L.Bean or Eddie Bauer have a wide range of plaid shirts to choose from.
  3. Cargo Pants: Complete the ensemble with a pair of cargo pants. Mike’s style is all about functionality, and cargo pants provide ample pocket space. Look for pants in a relaxed fit and neutral colors like khaki or gray. Stores like Dickies or Columbia offer a variety of cargo pants.
  4. Hiking Boots: Don’t forget to lace up a pair of sturdy hiking boots. Mike’s footwear choice reflects his adventurous spirit. Look for boots that are waterproof and provide good ankle support. Brands like Timberland or Merrell offer a range of hiking boots suitable for different terrains.

By incorporating these key elements into your wardrobe, you’ll be able to embrace Mike Hanlon’s practical and versatile style.

Character Analysis and Style Breakdown of Eddie Kaspbrak

Let’s now shift our attention to the cautious and hypochondriac Eddie Kaspbrak, played by the talented Jack Dylan Grazer. Eddie’s style is all about clean lines and a polished appearance. Let’s explore his iconic outfit and how you can achieve his look.

Dress like Jack Dylan Grazer as Eddie Kaspbrak

To channel Eddie Kaspbrak’s style, opt for a preppy and put-together aesthetic. Here are the key elements of his outfit and where you can find them:

  1. Button-Up Shirt: Eddie is often seen in a crisp button-up shirt, exuding a polished vibe. Look for shirts in solid colors like white, blue, or pastels. Brands like Brooks Brothers or J.Crew offer a range of high-quality button-up shirts.
  2. Sweater Vest: Layer your button-up shirt with a sweater vest for that classic Eddie Kaspbrak look. Choose a vest in a complementary color to your shirt. Stores like Gap or Ralph Lauren offer a variety of sweater vests.
  3. Slim-Fit Trousers: Complete the ensemble with a pair of slim-fit trousers. Eddie’s style is all about clean lines and a tailored fit. Opt for pants in neutral colors like navy blue or gray. Brands like Banana Republic or H&M offer affordable and stylish options.
  4. Loafers: Don’t forget to slip into a pair of classic loafers. Eddie’s footwear choice adds a touch of sophistication to his outfits. Look for loafers in brown or black leather. Brands like Cole Haan or Allen Edmonds offer a range of loafers suitable for different budgets.

By incorporating these key elements into your wardrobe, you’ll be able to embrace Eddie Kaspbrak’s polished and preppy style.

Character Analysis and Style Breakdown of Stanley Uris

Last but not least, let’s explore the cautious and pragmatic Stanley Uris, portrayed by the talented Wyatt Oleff. Stanley’s style is all about simplicity and minimalism. Let’s analyze his iconic outfit and how you can achieve his look.

Dress like Wyatt Oleff as Stanley Uris

To emulate Stanley Uris’s style, opt for a clean and understated aesthetic. Here are the key elements of his outfit and where you can find them:

  1. Crew Neck Sweater: Stanley often wears a simple crew neck sweater, exuding an effortlessly stylish vibe. Look for sweaters in neutral colors like gray, navy blue, or black. Brands like Everlane or Uniqlo offer high-quality and affordable options.
  2. Straight-Leg Pants: Pair your crew neck sweater with a pair of straight-leg pants for a clean and streamlined look. Opt for pants in versatile colors like black, beige, or olive green. Brands like Zara or COS offer a range of straight-leg pants.
  3. Minimalist Watch: Complete the ensemble with a minimalist watch. Stanley’s accessories are understated and timeless. Look for watches with clean dials and leather straps. Brands like Daniel Wellington or MVMT offer a variety of minimalist watches.

By incorporating these key elements into your wardrobe, you’ll be able to capture Stanley Uris’s minimalist and refined style.

Styling Tips to Incorporate Elements from ‘It (2017)’ into Your Daily Outfits

Now that we’ve dissected the fashion choices of the ‘It (2017)’ characters, let’s look at how you can incorporate elements from their styles into your own daily outfits. Here are some styling tips to help you embrace the ‘It’ aesthetic:

  1. Mix and Match: Don’t be afraid to mix and match different elements from the characters’ outfits. Take inspiration from Bill Denbrough’s denim jacket, Ben Hanscom’s cardigan, or Richie Tozier’s graphic hoodie. Find your own unique combination that reflects your personal style.
  2. Add a Pop of Color: Experiment with colors to add a touch of vibrancy to your outfits, just like Beverly Marsh’s bold choices. Incorporate colorful accessories, statement shoes, or even a vibrant jacket to make a fashion statement.
  3. Embrace Vintage Vibes: Take a cue from Ben Hanscom’s vintage-inspired look and explore thrift stores or online vintage shops for unique pieces. Incorporating vintage clothing into your outfits adds a sense of nostalgia and individuality.
  4. Layer Wisely: Learn from the Losers’ Club and embrace layering to add dimension and interest to your outfits. Pair a cardigan over a button-up shirt or layer a leather jacket over a dress. Experiment with different textures and lengths to create visually appealing looks.
  5. Be Confident: Ultimately, the key to pulling off any style is confidence. Embrace your inner Loser and rock your outfits with pride. Remember, fashion is all about expressing yourself and having fun.

Conclusion

As we bid farewell to the fashionable world of the ‘It (2017)’ characters, we hope you’ve gained inspiration and insight into their unique styles. Whether you resonate with Bill Denbrough’s casual coolness, Ben Hanscom’s preppy charm, Beverly Marsh’s edgy femininity, Richie Tozier’s laid-back playfulness, Mike Hanlon’s practicality, Eddie Kaspbrak’s polished elegance, or Stanley Uris’s minimalism, there’s a fashion icon waiting to be unleashed within you.

Tags: Ben HanscomBeverly MarshBill Denbrough (as Jaeden Lieberher)Bill SkarsgårdChosen Jacobscosplaydress likeEddie Kaspbrakfashion tipsFinn WolfhardHorrorJack Dylan GrazerJaeden MartellJeremy Ray TaylorMike HanlonMoviePennywiseRichie TozierSophia LillisStanley UrisWyatt Oleff
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Henry Chickens

Henry Chickens

Imagine me at the center of a creative vortex: I am the creator of "WFTS - Waiting for the Sequel," a revolutionary idea in the world of books and digital publishing, where I have made my mark over the past two decades. My passion doesn't stop with books; I am an ardent admirer of movies and TV series, an insatiable reader and a relentless critic. My vision? To create a unique space where one can explore the fascination of cinema, discover the intimate connections between films and the books from which they draw inspiration, travel through the breathtaking locations where they are filmed, and even trace the connections to the world of fashion. Too ambitious? I think not. This is my universe, a place where every cinematic detail meets its literary history, a crossroads where visual and written culture intertwine in fascinating ways.

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