The first signs of fall are already appearing in celebrity wardrobes, not through a firm goodbye to summer, but through small introductions of the season ahead. A richer color here, a heavier texture there, or a pair of boots replacing barely-there sandals can instantly change the mood. This roundup of celebrity fall transitional outfits from Cardi B, Rihanna, and others offers loads of inspiration for easing into cooler days while keeping summer style in rotation.
That is the beauty of transitional dressing. There is no need to reach for heavy coats and chunky knits just yet. Instead, one texture, accessory, or silhouette can gently steer a familiar wardrobe toward fall. From velour tracksuits to knee-high boots, these looks show how to make the seasonal transition without losing your personal style.
Here are 7 fall transitional celebrity looks to replicate this weekend…
#1. Cardi B: Psychedelic Chanel Glamour
Cardi B stepped out in a vibrant Chanel Métiers d’Art 2026 skirt set covered in fiery yellow, neon orange, and deep-black psychedelic animal print. The fitted jacket featured sharp lapels trimmed with red piping and a cinched waist, while the matching midi pencil skirt followed the same figure-skimming silhouette. A matching Chanel flap bag extended the print into her accessories, while black sunglasses and delicate strappy heels completed the look.
To recreate it, pair a vivid printed skirt with a fitted jacket or matching separates and let the pattern do most of the talking. A coordinating bag can push the look further into maximalism, while black sunglasses and delicate heels keep the finish polished.
#2. Rihanna: Elevated Velour Tracksuit
Rihanna gave plush textures a glamorous update in a Chloé velour tracksuit in a warm creamsicle-caramel shade. The relaxed zip-up jacket featured a high mock neck, long drawstrings, and ribbed cuffs, while the wide-leg trousers carried contrasting Chloé lettering across the thigh. She dressed up the casual pairing with an ochre-tan Fendi Peekaboo bag, orange-tinted Louis Vuitton sunglasses, and strappy heels.
For a similar take on this celebrity fall transitional outfit, choose a relaxed velour or velvet tracksuit in a warm neutral or burnt orange. A structured top-handle bag and tinted sunglasses make the look more polished, while metallic heels or pointed boots can take the look from late summer into cooler weather.
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#3. Eva Longoria: Electric Blue Leather
Eva Longoria brought saturated color to the season in a two-piece Chavela ensemble crafted from electric-blue leather. The shirt featured padded shoulders, squared utility sleeves, and a sharp collar, while the matching high-waisted pencil midi skirt continued the crinkled texture. Stark white pointed-toe pumps provided a crisp contrast.
The easiest way to recreate the look is to pair a vivid leather shirt with a matching skirt or trousers. Keep the palette monochromatic and let the shiny texture provide the drama, then break up the intensity with white or another light-toned shoe. Cobalt, emerald, and deep burgundy can offer equally striking alternatives for fall.
#4. Angel Reese: Vintage Chanel With a Sporty Edge
Angel Reese paired vintage Chanel with a distinctly modern attitude in a sleeveless cashmere knit mini dress from the brand’s 2021 collection. Its purple-and-blue chevron pattern was punctuated by a bright green CC logo, which she echoed with a Kelly green quilted Chanel flap bag. Black knee-high boots grounded the vibrant palette, while fingerless gloves and dark rectangular sunglasses added a sporty, Matrix-inspired edge.
A colorful knit mini dress works particularly well with tall black boots for a similar look. Repeat one standout color through the handbag, then add narrow sunglasses or black gloves for a sporty finish. The combination brings extra coverage without taking attention away from the dress.
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#5. LaLa Anthony: Olive-Green Utility Glamour
La La Anthony leaned into earthy dressing with an olive-green shirt and warmer khaki cargo trousers. The lightweight button-up was tied at the waist for a cropped silhouette, while relaxed trousers brought in prominent utility pockets. Ruched pointed boots elevated the look, with rimless aviators, stacked gold bangles, and a small shoulder bag adding polish.
Recreate the combination with olive and khaki pieces in slightly different shades to create tonal depth. A tied shirt and heeled boots sharpen the relaxed proportions, while gold jewelry and aviators bring in the glamour. The earthy palette also makes this one of the easiest ways to introduce fall dressing without adding too much weight.
#6. Jennifer Lopez: Romantic Pink and Khaki Layers
Jennifer Lopez brought a romantic note to the transition in an oversized baby-pink cape coat from Chloé’s Summer 2026 collection. Dramatic balloon sleeves and a gathered funnel neckline gave the piece presence, while a white satin camisole kept the base simple. A khaki-brown wrap midi skirt added an earthy contrast, with transparent PVC peep-toe mules keeping the footwear light.
For a similar balance, layer an oversized pastel coat over a simple camisole and earthy midi skirt. The contrast between the dramatic outer layer and minimalist base keeps the outfit interesting without piling on accessories. Swap the transparent heels for slim boots as temperatures drop.
#7. Brandy: Psychedelic Preppy Dressing
Brandy brought vintage energy to the lineup in a silk mini shirt dress covered in Teatro’s colorful psychedelic print. Purple, red, yellow, green, and geometric black-and-white motifs filled the silhouette, which was cinched with a slim black belt. A black jacket draped over her shoulders toned down the busy print, while a matching silk headscarf reinforced the retro mood. Black patent horsebit loafers, slouchy white socks, and a large tote completed the preppy finish.
To recreate it, pair a printed mini dress with black loafers, white socks, and a simple belt. A solid jacket can temper a busy print, while a matching headscarf leans further into the vintage mood. The look is also a reminder that summer dresses can easily become fall outfits with the right layers and accessories.
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Final Thought
Fall dressing does not have to arrive all at once. These looks show how celebrities are easing into the season through richer textures, earthy colors, closed-toe footwear, tailored layers, and carefully chosen accessories. From Rihanna’s velour to Jennifer Lopez’s romantic cape and Angel Reese’s knee-high boots, these celebrity fall transitional outfits prove that a seasonal wardrobe can evolve through small, thoughtful additions rather than an overnight overhaul.
For the weeks ahead, keep summer pieces in rotation while gradually introducing boots, jackets, leather, velour, and deeper shades. That in-between space can be where the most interesting fall outfits begin.
