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20 Fall Outfits That Look Especially Chic After 50


20 Fall Outfits That Look Especially Chic After 50


Fall Is Made for Great Outfits

Summer is officially over, which means it's time to ditch your shorts and light linens for boots, elegant wool coats, and darker trousers. Fall dressing gets especially good when you know what works for you and you're no longer interested in chasing every trend that comes along. Rich textures, beautiful coats, and polished basics can make a simple outfit feel intentional and classy. Here are 20 fall outfits that look even better after 50.

1790090478256a30d912aef784c896380a51abb26f7cd4249d.jpgЮрий Баринов on Unsplash

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1. Straight-Leg Jeans With a Camel Coat

A camel coat instantly makes a pair of everyday jeans look more polished. Choose straight-leg denim in a medium or dark wash, then add a simple sweater or fitted long-sleeve top underneath. Loafers, ankle boots, or sleek sneakers can take the outfit in slightly different directions without changing its easy feel.

1790089674725a1e8350cfdb638a2ffa9e1c0d8ac307aef52b.jpgHardeep Singh on Unsplash

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2. Wide-Leg Trousers With a Fitted Knit

Wide-leg pants look especially sophisticated when they're balanced with something more streamlined on top. A fine-knit crewneck or mock neck keeps the proportions clean while still feeling comfortable. Finish with a belt and pointed flats or loafers for an outfit that works just as well for lunch as it does for the office.

17900897230afa10e367760c3fd68214bb9b79af3c66811892.jpgKorie Cull on Unsplash

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3. A Midi Skirt With Knee-High Boots

Midi skirts and tall boots are practically made for cooler weather. Try a softly pleated, A-line, or straight skirt with a tucked-in sweater to give the outfit some shape. Knee-high leather boots eliminate the awkward gap at the ankle and make the whole combination feel more pulled together.

179008983205ee0e0d5dbfc42c5b444aa88b26056fae9c62f1.jpgPolina Khaiko on Unsplash

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4. Dark Jeans With a Tweed Jacket

Tweed doesn't have to mean dressing like you're heading somewhere formal. Wear a cropped or hip-length tweed jacket with dark denim and a plain T-shirt or lightweight knit underneath. Keeping the rest of the outfit simple lets the texture of the jacket do most of the work.

179008986681347478ef2c2a611e257ec670bdc0e1e3124e1d.jpgKonrad Nowacki on Unsplash

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5. A Knit Dress With Leather Boots

One-piece dressing becomes even more appealing once fall arrives. A midi-length knit dress follows the body without needing to be tight, while leather boots give it enough structure to feel finished. Add a long pendant, scarf, or simple earrings if you want a little more detail.

1790089902d6d3926fc371b57803264f52bda6f10c62247893.jpgali golzari on Unsplash

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6. Black Trousers With a Crisp White Shirt

There's a reason black pants and a white button-down never disappear from stylish wardrobes. Look for trousers with a flattering rise and enough drape to avoid feeling stiff, then wear the shirt tucked, half-tucked, or slightly open over a tank. A pair of loafers and a structured handbag keep things sharp without making the outfit feel overly corporate.

1790089923544026f749ac62f07495bbc6ad199972d1160c88.jpgLida R on Unsplash

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7. Corduroy Pants With a Cashmere Sweater

Nothing screams fall quite like corduroy. Choose a straight or gently flared pair in brown, olive, navy, or burgundy and add a soft cashmere sweater. The mix of fall textures makes the combination feel seasonal without relying on obvious autumn prints.

1790089969bb8d8ab0ea6df2228ed5c46838f838b98632dba2.jpegcottonbro studio on Pexels

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8. An Oversized Blazer With Slimmer Jeans

An oversized blazer can look incredibly chic when there's some contrast in the rest of the silhouette. Pair one with straight or slim jeans rather than equally voluminous bottoms, then add a simple tank or knit underneath. Rolling or pushing up the sleeves slightly can also stop the jacket from overwhelming your frame.

179008999959d78f1e67d9a4532b2469ccf5694d7fde5881dc.jpgLaura Chouette on Unsplash

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9. A Denim Shirt With Tailored Pants

Denim doesn't always have to be on the bottom half. A soft chambray or denim shirt looks unexpectedly polished tucked into tailored trousers, especially in cream, camel, gray, or black. Add a leather belt and loafers, and you've got an outfit that's relaxed without looking thrown together.

1790090025db2620346b7f5c88817d7bdd89d8d8133ecb36ec.jpegDarkshade Photos on Pexels

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10. A Monochromatic Cream Outfit

Wearing several shades of cream, ivory, oatmeal, and beige can make basic pieces look considerably more luxurious. Try cream trousers with an ivory sweater and a slightly darker neutral coat or jacket. You don't need every shade to match perfectly, since subtle differences actually give the outfit more depth.

17900900651373ab801e7d9391076e91376f08bc4649d41811.jpegKristina Kozlova on Pexels

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11. Leather Pants With a Soft Sweater

Leather pants aren't reserved for your 20s, and they don't need to look edgy either. A straight-leg pair worn with a relaxed knit sweater creates a nice contrast between sleek and soft textures. Stick with loafers, low boots, or simple flats if you want the outfit to feel understated rather than dramatic.

1790090087451c7791e04d9d222e6c1ea652f11a3565b73533.jpgAndrea BA on Unsplash

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12. A Trench Coat With Jeans & Loafers

A trench coat is useful during that stretch of fall when it's cool but not quite cold enough for heavy outerwear. Wear yours over jeans, a striped top, and loafers for an outfit that requires very little planning. Choosing a trench with a clean shoulder line and a length that suits your height makes a noticeable difference.

1790090108609046dc5e10810906649fb388c2413f27f28c96.jpg150 Billi on Unsplash

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13. A Sweater Vest Over a Button-Down

Sweater vests have returned, but you don't have to style them like a school uniform. Layer a neutral or subtly patterned vest over a crisp shirt, then add trousers or dark jeans underneath. Leaving the collar and cuffs visible gives the outfit dimension while keeping everything neat.

1790090128bf0fca6e0625eb6a86c09dac09a2a46aaa4ba398.jpgGift Kasweka on Unsplash

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14. A Suede Jacket With Dark Denim

Suede brings warmth and richness to fall outfits without the heaviness of a winter coat. A brown, tan, or deep burgundy jacket works beautifully over dark jeans and a simple knit. Since suede already has plenty of texture, uncomplicated accessories usually look best alongside it.

1790090183514216a692f2a81704132e2678a9e79c921bb3e9.jpgNice M Nshuti on Unsplash

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15. A Long Cardigan With a Belt

Long cardigans are comfortable, but they can sometimes lose their shape when worn completely loose. Adding a leather belt over the waist creates definition and turns the sweater into the main feature of the outfit. Pair it with straight trousers or jeans underneath so the overall look stays streamlined.

1790090211efc505fdce19b929e01262041c448e309317f0bd.jpgTamara Bellis on Unsplash

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16. Plaid Trousers With a Solid Sweater

Fall is one of the easiest seasons for introducing prints through your pants. Plaid trousers in muted shades of gray, brown, navy, or green add interest while still being surprisingly easy to style. Pick one color from the pattern for your sweater, and the outfit immediately feels coordinated.

17900902285f730dad06590eccae07d695a7bda75756c95902.jpgMichael Starkie on Unsplash

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17. A Utility Jacket With White Jeans

Don't pack away your white jeans just because summer is over. They look fresh in fall when paired with deeper colors and heavier textures, such as an olive utility jacket and a brown knit. Brown loafers or ankle boots help shift the denim firmly into cooler-weather territory.

1790090249d2ae9fc9487fefaf72701513541322bac546038d.jpgIlia Mohammadshahi on Unsplash

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18. A Turtleneck With a Statement Coat

A great coat can carry an entire outfit, so there's no need to make everything underneath equally complicated. Wear a patterned, brightly colored, or beautifully textured coat over a simple turtleneck and dark pants. Keeping the base understated gives you room to choose outerwear with a little more personality. 

179009027134f635fe89aa21807efaccffcb5932396ffaf519.jpgValerie Elash on Unsplash

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19. A Satin Midi Skirt With a Chunky Knit

A satin skirt doesn't need to wait for a dinner reservation. Pairing one with a chunky sweater makes the fabric feel much more casual and suitable for daytime. Boots or loafers add enough weight to the bottom of the outfit to make it work particularly well during fall.

1790090290a7a2bcd07c72f45246edf712ebdc0afec418a8b2.jpgMANITO SILK on Unsplash

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20. A Matching Knit Set With a Structured Coat

Matching knit separates offer comfort without drifting into lounge clothes. Look for a sweater and coordinating pants or skirt with clean lines, then layer a structured wool coat over the top. It's an easy combination for days when you want to feel put together without spending much time figuring out what goes together.

1790090328cb5a01a249e8411e4b6313643e6b4b143e3ff752.jpgThe AW Creative Digital Marketing on Unsplash

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