If you’re on the hunt for some major style inspiration, look no further than the ever-chic Ashlee Simpson. Known for her versatile and effortlessly cool fashion sense, Ashlee never fails to turn heads whether she’s rocking a glam gown on the red carpet or keeping it casual on a day out. In this post, we’re diving into some of her most iconic looks, breaking down each outfit with all the details you need to recreate her enviable style. From street style to event-ready glam, we’ve got it all covered.
All Black with a Twist
Ashlee Simpson effortlessly channels rocker chic in this all-black ensemble. She’s wearing a sleek black mini dress paired with a bold oversized leather jacket draped over her shoulders. Her look is accessorized with a studded black handbag and statement rings, adding a touch of edge. The outfit is perfect for a night out or an album launch party, combining sophistication with a hint of rebellion. Don’t forget to recreate her smoky eye makeup and sleek, pulled-back hairstyle for that complete edgy vibe.
Polka Dot Elegance
Stepping out in style, Ashlee Simpson dazzles in a polka dot jumpsuit, paired with a luxurious black fur coat. Her look is completed with delicate hoop earrings and a chic black handbag. This outfit perfectly balances playful patterns with high-end glamour, making it an excellent choice for a night out in the city. Her voluminous waves add a touch of old Hollywood glamour to the ensemble. For those looking for sophisticated birthday outfit ideas, this look is a must-try.
Floral Embroidery and Denim
Ashlee Simpson turns heads in this eye-catching floral embroidered blazer paired with casual blue jeans. The vibrant colors of the flowers pop against the black background of the blazer, creating a perfect blend of casual and chic. This outfit is ideal for a street style look or a casual day out. Her messy bun and round sunglasses add a trendy and effortless vibe. Accessorize with simple jewelry to keep the focus on the statement blazer.
Effortless Casual
In a casual yet stylish ensemble, Ashlee Simpson rocks an oversized teal sweatshirt with black leggings and chunky black sneakers. This look is perfect for busy moms on the go or for running errands. Her white cat-eye sunglasses and a large black tote add a touch of sophistication to the laid-back outfit. This is a great example of how to stay comfortable without sacrificing style.
Monochrome Jumpsuit
Ashlee Simpson stuns in a black jumpsuit, which exudes minimalist elegance. This outfit is perfect for an office event or a formal gathering. Paired with platform heels and a simple black handbag, she keeps the accessories understated to let the jumpsuit shine. Her loose, wavy hair and minimal makeup complement the sleek look. This monochrome ensemble is a timeless choice for those seeking a refined yet trendy outfit.
Gothic Glamour
Ashlee Simpson stuns in this black velvet mini dress with intricate white lace detailing at the MTV EMAs 2018. The structured shoulders and ruffled hem add a dramatic flair, while her sleek high ponytail and hoop earrings give the outfit a modern edge. This look is perfect for those seeking edgy and glamorous outfit ideas for special events. Pair it with strappy black heels and smoky eye makeup to capture Ashlee’s bold style.
Chic in Cream
Ashlee Simpson nails the monochrome trend in this cream ensemble while out in Beverly Hills. She pairs a casual cream jacket with wide-leg trousers, creating a clean and sophisticated look. Her topknot hairstyle and minimal makeup keep the outfit fresh and modern. Perfect for office wear or a day out shopping, this outfit combines comfort and style effortlessly. Add a statement black handbag and some animal print shoes to elevate the look.
Casual Cool
In this casual outfit, Ashlee Simpson combines a graphic tee with brown flared leggings, topped with a long black coat. The baseball cap and furry slippers add a laid-back vibe, making this outfit ideal for casual street style or a busy mom on the go. Her no-makeup look and simple accessories keep the focus on the effortlessly cool ensemble.
Elegant in White
Ashlee Simpson dazzles in a strapless white sequin gown at the Race to Erase MS Gala. The fitted silhouette and minimal accessories let the dress shine. Her sleek, straight hair and subtle makeup complete the look, making it perfect for formal occasions. Add some sparkle with statement jewelry and a chic updo for a glamorous evening look.
Retro Vibes
Ashlee Simpson brings a retro vibe in this casual yet trendy outfit while shopping in Studio City. She pairs a vintage Bob Marley graphic tee with high-waisted blue jeans and white sneakers. Round sunglasses and hoop earrings add a touch of nostalgia, while her sleek ponytail keeps the look modern. This outfit is perfect for everyday wear or a laid-back weekend look.
Effortless Elegance in Cream and Denim
Ashlee Simpson perfects the art of effortless chic with this ensemble. She pairs high-waisted blue jeans with a black tank top, topped with a cream kimono-style cardigan. The wide-legged jeans and flowing cardigan create a relaxed yet stylish silhouette. Her oversized black quilted YSL bag and small rectangular sunglasses add a touch of luxury to the casual look. This outfit is perfect for busy moms and those looking for comfortable yet fashionable street style ideas. Her sleek hair and minimal makeup keep the focus on the effortlessly cool outfit.
Bold in Neon
Ashlee Simpson stands out in this bold, neon green cardigan paired with brown wide-leg pants. She adds a casual touch with a white tee and black baseball cap, while her oversized Fendi bag elevates the look with a hint of luxury. The combination of bright and neutral tones creates a balanced and eye-catching outfit. Perfect for running errands or a casual day out, this ensemble showcases how to incorporate bright colors into everyday wear. Her straight hair and minimal accessories keep the look simple yet impactful.
Cozy in the Snow
Ashlee Simpson looks cozy and stylish at the Park City Celebrity Ski & Smile Challenge in Utah. She wears a fluffy black and white faux fur coat over black leggings, perfectly blending comfort and fashion. Her black sunglasses and casual updo add a chic touch to the winter ensemble. This outfit is ideal for snowy days or ski trips, providing warmth without sacrificing style. Pair it with comfortable black sneakers to complete the look.
Floral and Flowy
Ashlee Simpson embraces a bohemian vibe with this floral maxi skirt and white sleeveless top. The light and airy skirt features a vibrant floral print, perfect for a sunny day. She completes the look with a straw hat and round sunglasses, adding a touch of retro charm. This outfit is ideal for casual outings or beach days, providing both comfort and style. Her long, loose waves and minimal makeup enhance the relaxed and boho feel of the ensemble.
Sporty Chic
Ashlee Simpson goes for a sporty chic look in this black athleisure outfit. She pairs a black zip-up hoodie with black capri leggings and maroon sneakers, creating a sleek and comfortable ensemble. Her black studded handbag adds a touch of edge, while round sunglasses keep the look cool and casual. This outfit is perfect for a workout session or a casual day out, combining functionality with style. Her minimal makeup and simple bun complete the sporty yet chic vibe.
Sparkling in Sheer
Ashlee Simpson shines at the Clive Davis Pre-Grammy Gala in a stunning black sheer gown. The dress features delicate sparkles that catch the light beautifully, creating a mesmerizing effect. With a plunging neckline and voluminous ruffled sleeves, this gown exudes both elegance and drama. Ashlee’s high bun and bold eye makeup complement the glamorous look perfectly. This outfit is ideal for anyone looking for birthday or special event outfit ideas that demand attention and ooze sophistication.
Feathered Fantasy
Ashlee Simpson makes a bold statement at the Christian Siriano fashion show in New York with this black feathered coat dress. The intricate detailing and luxurious fabric elevate the look, while the thigh-high slit adds a daring touch. Paired with sheer black tights and gold heels, the outfit balances elegance with edginess. Her sleek, pulled-back hairstyle and statement earrings complete the sophisticated ensemble. Perfect for a night out or a fashion-forward event, this look showcases Ashlee’s fearless style.
Cozy and Chic
Ashlee Simpson embraces cozy elegance at the Operation Smile event, wrapped in a grey fringed poncho. The oversized poncho is both stylish and comfortable, making it an excellent choice for colder days. She pairs it with black leggings and knee-high boots, creating a streamlined silhouette. Her high ponytail and subtle makeup keep the look polished and refined. This outfit is perfect for those looking for chic yet comfortable outfit ideas for casual outings or charity events.
Rocker Chic Vibes
Ashlee Simpson embraces a rocker chic style while visiting Nine Zero One Salon in LA. She pairs a classic black leather biker jacket with loose, textured black trousers, giving off a laid-back yet edgy vibe. Her round sunglasses and black handbag add to the cool, effortless look. To complete the ensemble, she opts for white sneakers, perfect for a casual day out. This outfit is ideal for those looking for stylish yet comfortable street style ideas. Her loose, wavy hair and minimal accessories keep the focus on the statement jacket.
Casual Elegance
Ashlee Simpson looks effortlessly chic while shopping in Hollywood. She wears a long floral kimono over a simple black top and dark skinny jeans, creating a perfect blend of casual and elegant. The kimono’s soft colors and floral pattern add a touch of femininity to the otherwise monochrome outfit. Her braided hairstyle and minimal makeup keep the look natural and fresh. This outfit is perfect for a casual day out or shopping trip, combining comfort with style.
Ashlee Simpson’s style is a masterclass in blending comfort with chic, edgy with elegant. Whether you’re planning your next big event or looking for everyday outfit ideas, Ashlee’s looks offer endless inspiration. Remember, the key to nailing her style is confidence and a few statement pieces that elevate your wardrobe. So go ahead, mix and match, and make these styles your own. Stay stylish, and happy shopping!
