The Tonight Show Guest Outfits That Broke the Internet

The Tonight Show Starring Jimmy Fallon has become more than a late-night talk show. It’s a place where celebrity fashion moments turn into instant trends. From bold blazers and leather jackets to relaxed hoodies and standout streetwear, guests often bring outfits that spark conversation long after the episode airs. These looks are not just for the spotlight. They feel wearable, expressive, and easy to style in real life. This collection highlights 20 unforgettable jackets, blazers, hoodies, and sets worn by celebrities on the show, breaking down when they were worn, how they looked on screen, and why each piece continues to grab attention.

1. The Tonight Show Starring Jimmy Fallon Rob Gronkowski Blazer

Rob Gronkowski wore his iconic green blazer on The Tonight Show Starring Jimmy Fallon on March 15, 2023, when promoting his latest sports ventures. The rich emerald-green color highlights his energetic personality and draws attention under the studio lights. Crafted from high-quality fabric with a soft viscose lining, the blazer provides a structured fit while remaining comfortable. It features a classic notch lapel collar, button-front closure, long sleeves with buttoned cuffs, and two functional waist pockets. This blazer’s tailored silhouette allows it to transition seamlessly from formal interviews to casual social events. Its vibrant green hue and sleek design make it a standout piece for fans looking to emulate Gronkowski’s bold style.

2. The Tonight Show Starring Jimmy Fallon Kevin James Blazer

Kevin James appeared in his striking red floral jacquard blazer on The Tonight Show Starring Jimmy Fallon on October 22, 2022, during a live interview segment. The bright red color, paired with intricate floral jacquard patterns, showcases his cheerful, approachable personality. Made from premium fabric and lined with viscose for comfort, the blazer features a shawl lapel collar, button closure, and one chest pocket with two waist pockets. Long sleeves and open hem cuffs provide ease of movement, while the floral jacquard pattern adds texture and visual appeal. This statement blazer balances bold fashion with practicality, making it a perfect piece for anyone looking to capture Kevin James’s charismatic style.

3. Don Toliver Starring Jimmy Fallon S13 Jacket

Don Toliver wore his white techwear jacket on The Tonight Show Starring Jimmy Fallon on June 5, 2023, to promote his latest music releases. The crisp white color adds a modern, streetwear-inspired edge to his outfit. Constructed from polyester with a viscose lining, the jacket is lightweight yet comfortable for long studio appearances. Its hooded collar, asymmetrical utility pockets, multiple front pockets, and strap cuffs give it a functional, techwear aesthetic. The zipper closure adds an extra layer of utility and style. This jacket combines practicality with contemporary fashion, making it perfect for fans who want a bold, versatile look inspired by Don Toliver’s street style.

4. Louis Tomlinson Black Leather Biker Jacket

Louis Tomlinson showcased his black leather biker jacket on The Tonight Show Starring Jimmy Fallon on September 18, 2022, while discussing his upcoming music projects. The deep black leather delivers a classic, edgy rocker aesthetic, ideal for concerts or casual outings. Crafted from genuine leather with a soft viscose lining, it features a silver grommet buckle collar, long sleeves with zippered cuffs, and two waist pockets for practicality. The tailored biker silhouette allows ease of movement without compromising style. The combination of polished hardware and refined leather makes this jacket a versatile piece that reflects Louis Tomlinson’s confident, stylish persona.

5. Charlie Heaton Black Leather Blazer

Charlie Heaton wore his black leather blazer on The Tonight Show Starring Jimmy Fallon on December 10, 2022, promoting his latest film. The deep black shade creates a sleek, sophisticated look while maintaining a subtle rocker edge. Made from genuine leather with a viscose lining, it features a structured notch lapel collar and button closure for a polished silhouette. Two waist pockets add practicality, and open hem cuffs allow comfort during long studio segments. This leather blazer blends elegance with casual style, offering fans a versatile piece inspired by Charlie Heaton’s understated fashion sense.

6. Your Old Droog The Tonight Show Starring Jimmy Fallon S13 Hoodie

Your Old Droog wore the green pullover hoodie during his guest appearance on The Tonight Show Starring Jimmy Fallon on April 12, 2023, while discussing his recent music projects and performing for the audience. The hoodie immediately stood out for its deep green shade, giving his streetwear outfit a relaxed yet designer-inspired feel. Crafted from premium fleece fabric with a smooth viscose lining, the hoodie offers warmth and softness, ideal for studio environments and everyday wear. The design features a classic hooded collar that adds a laid-back touch, while ribbed cuffs ensure a snug, comfortable fit. The standout element is the LOEWE logo across the front, which enhances its high-end streetwear appeal. Long sleeves complete the cozy construction, making it perfect for casual outings, travel, or relaxed social gatherings. The hoodie blends comfort with signature streetwear influence, reflecting Your Old Droog’s effortless style.

7. Josh Hart Black Varsity Bomber Jacket

Josh Hart showcased his black varsity bomber jacket during his appearance on The Tonight Show Starring Jimmy Fallon on January 20, 2023, when discussing his basketball season and personal life. The jacket features a bold black base color that highlights its sporty and timeless varsity design. Made from high-quality wool with a comfortable inner lining, the bomber jacket offers durability and warmth. It features a ribbed collar, a button-front closure, and ribbed cuffs, maintaining its classic varsity structure while ensuring comfort. Two waist pockets add practicality for everyday use. One of the most distinctive design features is the white western-style shoulder panels, which create a stylish contrast against the black body of the jacket. The bomber silhouette allows easy movement, making it suitable for casual gatherings, sporting events, or weekend outings. This jacket reflects Josh Hart’s athletic and relaxed fashion sense while maintaining a polished streetwear look.

8. Ontonio Kareem Cognac Leather Short on The Tonight Show Starring Jimmy Fallon

Ontonio Kareem wore hiscognac-brownn leather short-sleeve jacket on The Tonight Show Starring Jimmy Fallon on May 9, 2023, during a special entertainment segment. The warm cognac brown color adds richness and sophistication, making the jacket stand out without appearing overly bold. Crafted from genuine pebbled leather with a soft viscose lining, the jacket ensures durability while remaining comfortable in warmer temperatures. The short-sleeve design offers breathability and gives it a modern twist compared to traditional leather jackets. It features a fold-over collar that adds structure and a zipper closure that enhances its sleek appearance. A single chest pocket adds a subtle functional detail while maintaining a clean silhouette. This jacket is perfect for transitional weather and casual streetwear, showcasing Ontonio Kareem’s confident, fashion-forward personality.

9. A$AP Rocky Black Pinstripe Blazer on The Tonight Show Starring Jimmy Fallon

A$AP Rocky appeared wearing his black pinstripe blazer on The Tonight Show Starring Jimmy Fallon on August 3, 2022, while promoting his creative collaborations and upcoming projects. The blazer features a sleek black base enhanced by subtle pinstripe detailing that adds depth and sophistication to the overall look. Made from premium suiting fabric with a viscose lining, it offers a comfortable and structured fit suitable for studio interviews and formal events.

The design features classic notch lapels, a button closure, long sleeves, and two waist pockets, all of which maintain traditional tailoring elements. The pinstripe pattern provides a refined yet modern appearance, allowing the blazer to transition easily between formal occasions, fashion events, and stylish evening gatherings. This blazer perfectly captures A$AP Rocky’s polished yet contemporary fashion aesthetic.

10. Marcello Hernández The Tonight Show Starring Jimmy Fallon S13 Sweatshirt

Marcello Hernández wore his powder blue sweatshirt during his appearance on The Tonight Show Starring Jimmy Fallon on November 18, 2023, while performing and interacting with the show’s host during a comedy segment. The sweatshirt’s soft, powder-blue shade creates a calm, stylish appearance that complements casual outfits. Made from fleece fabric with a viscose lining, it provides warmth while remaining lightweight and breathable.

The design includes a V-neckline that adds a subtle variation to traditional sweatshirt styles. The pullover closure ensures easy wear, while long sleeves and ribbed cuffs enhance comfort and flexibility. The minimalist design pairs effortlessly with jeans, joggers, or casual trousers, making it a versatile wardrobe option. The sweatshirt reflects Marcello Hernández’s relaxed, approachable fashion sense while maintaining a modern, casual appeal.

11. Jason Momoa The Tonight Show Starring Jimmy Fallon S13 Hawaiian Set

Jason Momoa wore the blue Hawaiian shirt and shorts set on The Tonight Show Starring Jimmy Fallon on July 27, 2023, during a relaxed interview that highlighted his laid-back personality. The set features a rich blue base decorated with marigold orange hibiscus prints, giving it a bold island-inspired look that stood out on camera. Made from soft cotton fabric, both the shirt and shorts feel breathable and light, making them ideal for warm weather.

The short-sleeve shirt includes a classic camp collar and front button closure, keeping the look casual and open. The matching shorts feature an elastic waistband that allows for easy movement while maintaining a clean shape. This coordinated Hawaiian set reflects Jason Momoa’s carefree fashion sense and works well for beach outings, vacations, or casual daytime wear.

12. Linus Sebastian The Tonight Show Starring Jimmy Fallon S13 Hoodie

Linus Sebastian appeared on The Tonight Show Starring Jimmy Fallon on February 14, 2023, wearing his black full-zip hoodie while discussing his work in tech media and content creation. The hoodie comes in solid black, giving it a clean, understated appearance. Crafted from fleece fabric with a smooth viscose lining, it provides warmth without feeling heavy. The design features a hooded collar for coverage, along with a full zipper closure for flexible styling. Ribbed cuffs help maintain shape, while two waist pockets add everyday practicality. The hoodie is well-suited for travel, studio settings, or casual layering, reflecting Linus Sebastian’s straightforward, functional approach to fashion.

13. Jason Momoa The Tonight Show Starring Jimmy Fallon S13 Sweatshirt

Jason Momoa wore a purple crewneck sweatshirt during another appearance on The Tonight Show Starring Jimmy Fallon on November 2, 2023, to promote his latest film project. The sweatshirt features a rich royal purple shade that brings a bold pop of color to a relaxed outfit. Made from a wool-fleece fabric with viscose lining, it feels soft against the skin while offering warmth.

The pullover features a classic crew neckline, long sleeves, and ribbed cuffs for a comfortable fit. The clean, logo-free front keeps the look simple and easy to pair with casual bottoms. This sweatshirt reflects Jason Momoa’s relaxed off-duty fashion while remaining suitable for both indoor lounging and casual outdoor wear.

14. Rose Byrne Burgundy Velvet Blazer on The Tonight Show Starring Jimmy Fallon

Rose Byrne wore her burgundy velvet blazer on The Tonight Show Starring Jimmy Fallon on October 6, 2022, while attending an evening interview segment. The deep burgundy color gives the blazer a rich and refined appearance that stands out under studio lighting. Made from plush velvet fabric with a soft viscose lining, the blazer feels smooth while maintaining structure.

It features notch lapels, a front button closure, and long sleeves finished with open hem cuffs. Two waist pockets add function without disrupting the sleek shape. The tailored cut creates a slim, flattering silhouette, making this blazer suitable for evening dinners, formal gatherings, or polished office wear, inspired by Rose Byrne’s graceful fashion sense.

15. Maya Hawke The Tonight Show Starring Jimmy Fallon S13 Blazer

Maya Hawke appeared in her black blazer on The Tonight Show Starring Jimmy Fallon on September 12, 2023, during a promotional interview for her latest acting project. The blazer comes in a classic black, keeping the look clean and refined. Constructed from suiting fabric with a viscose lining, it offers a comfortable yet structured feel.

Design details include notch lapels, a button-front closure, long sleeves, and open-hem cuffs that allow for ease of movement. Two waist pockets add subtle functionality while keeping the overall look neat. This blazer reflects Maya Hawke’s understated fashion taste and works well with both tailored trousers and casual denim for different occasions.

16. Mariah the Scientist The Tonight Show Starring Jimmy Fallon S12 Jacket

Mariah the Scientist wore her green military field jacket on The Tonight Show Starring Jimmy Fallon during her February 8, 2022, appearance, while promoting her music and creative work. The jacket’s deep green shade gives it a strong military-inspired look that fits seamlessly into modern streetwear. Crafted from PU leather with a smooth viscose lining, the jacket balances durability with comfort for studio wear.

Its design includes oversized utility pockets that enhance functionality while adding a bold visual element. Silver harness buckles and hardware bring an edgy contrast against the green base, while the pointed collar and button-front closure maintain a structured silhouette. Long sleeves complete the look, making this jacket ideal for layered outfits and streetwear inspired by Mariah the Scientist’s confident presence.

17. Darlene Love The Tonight Show Starring Jimmy Fallon S13 Blazer

Darlene Love appeared in her white sequined blazer on The Tonight Show Starring Jimmy Fallon on December 16, 2023, during a festive musical performance. The bright white base, covered in shimmering sequins, immediately caught the light, creating a glamorous, stage-ready effect. Made from sequin fabric with a soft viscose lining, the blazer offers comfort while maintaining its structured shape.

It features classic notch lapels and crystal button closures, enhancing its elegant look. Long sleeves are finished with luxurious ostrich feather cuffs, adding texture and drama. Two waist pockets complete the design without distracting from its bold finish. This blazer is a true statement piece, perfect for performances, holiday events, or evening celebrations inspired by Darlene Love’s legendary style.

18. Jamie Campbell The Tonight Show Starring Jimmy Fallon S13 Leather Jacket

Jamie Campbell wore his black biker leather jacket on The Tonight Show Starring Jimmy Fallon on May 11, 2023, while discussing his latest acting projects. The jacket’s black leather base gives it a classic biker edge, while white racing panels introduce a sporty contrast. Crafted from genuine leather with a viscose lining, it delivers both durability and comfort. The design includes an erect collar, zipper-front closure, and long sleeves finished with zipper cuffs. Two waist pockets add everyday practicality without interrupting the streamlined shape. The racing-inspired details and fitted silhouette make this jacket ideal for edgy streetwear and casual night outings, reflecting Jamie Campbell’s modern, bold fashion sense.

19. Eric Church The Tonight Show Starring Jimmy Fallon S12 Leather Jacket

Eric Church wore his brown cafe racer leather jacket on The Tonight Show Starring Jimmy Fallon on January 19, 2022, during a performance and interview segment. The jacket features a rich brown leather tone that brings a rugged, vintage-inspired feel to the look. Made from genuine leather with a viscose lining, it offers comfort while keeping a firm structure.

The design features a pointed collar, a front zipper closure, and long sleeves with zipper cuffs, for a traditional cafe racer profile. Two waist pockets add functionality while preserving the jacket’s clean lines. This piece is well-suited for casual outings and classic fashion looks, capturing Eric Church’s authentic and timeless style.

20. The Tonight Show Starring Jimmy Fallon Timothée Chalamet Blue Jacket

Timothée Chalamet wore his light blue hooded jacket on The Tonight Show Starring Jimmy Fallon on October 25, 2023, while promoting his latest film project. The jacket’s light blue color gives it a fresh and playful appearance, enhanced by bold design details. Made from polyester with a viscose lining, it feels lightweight and comfortable for studio settings. The hooded collar and zipper closure keep the look casual, while elastic cuffs ensure a secure fit.

Two waist pockets add everyday practicality. Arched white piping runs across the jacket, drawing attention to the vibrant “MARTY SUPREME” orange star graphics, which give it a fun streetwear identity. This jacket reflects Timothée Chalamet’s experimental fashion sense and is perfect for relaxed, fashion-forward outfits.

Style Celebrity-Inspired Jackets for Everyday Wear

Celebrity-inspired jackets look best when you keep the rest of your outfit simple and balanced. Pair bold blazers or sequined styles with neutral shirts and clean trousers to avoid an overdone look. Leather biker jackets work well with basic tees, denim, and minimal sneakers for casual outings. Hoodies and sweatshirts can be layered under lightweight jackets or worn with slim-fit jeans for relaxed streetwear. Focus on fit, color balance, and comfort so these standout pieces feel natural in everyday wear, not costume-like.

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