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ClassyTrendy · December 7, 2024

I’m Obsessed With Winter Fashion; These Are The 27 Things I Can’t Stop Obsessing Over

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Fall fashion is a time to embrace cozy layers, rich textures, and deep, earthy hues, and as a real fall fashion enthusiast, I can’t help but obsess over the latest trends and timeless staples that make this season so magical. Here are the 27 items I’m head over heels for this fall.

Table of Contents

  • Oversized Blazer
  • Chunky Knit Sweater
  • Leather Jacket
  • High-Waisted Jeans
  • Turtleneck Top
  • Midi Skirt
  • Ankle Boots
  • Trench Coat
  • Knee-High Boots
  • Cozy Knit Scarf
  • Wide-Leg Trousers
  • Sweater Dress
  • Fedora Hat
  • Lightweight Knit Cardigan
  • Puffer Jacket
  • Denim Jacket
  • Cable Knit Beanie
  • Faux Fur Coat
  • Silk Slip Dress
  • Flannel Shirt
  • Leather Pants
  • Plaid Coat
  • Oversized Scarf
  • Tweed Skirt
  • Wool Coat
  • Long Cardigan
  • Statement Belt

Oversized Blazer

I adore the oversized blazer for its effortless ability to pull an outfit together while maintaining a relaxed vibe. The exaggerated fit adds a modern edge, balancing structure with comfort, its slightly boxy shape creates a sharp, elongated silhouette, and I love how it can make even the simplest ensemble look polished.

Chunky Knit Sweater

I can’t get enough of chunky knit sweaters this season; their thick, textured weave provides unparalleled warmth and adds a visually interesting element to any outfit. The way the oversized fit drapes over the body creates a relaxed yet chic look, making it a perfect companion for cold days.

Leather Jacket

There’s something about a leather jacket that never fails to captivate me. The sleek material and tailored fit add an instant edge to any look, while the durable texture gives it longevity in both style and wear. 

High-Waisted Jeans

High-waisted jeans are a staple I’m constantly gravitating towards this fall. I’m obsessed with how they elongate the legs and cinch the waist, creating a flattering hourglass shape that enhances any figure, and the higher rise offers support and comfort, making them ideal for long days out.

Turtleneck Top

Turtlenecks are no doubt my secret weapon for achieving a sleek, sophisticated look with minimal effort. The way they hug the neck and frame the face adds an air of elegance, while the snug fit provides warmth without bulk. 

Midi Skirt

I find myself constantly drawn to midi skirts for their perfect blend of femininity and practicality. The mid-calf length adds a touch of modesty while still showing off a hint of leg, and the flowy silhouette skims over the hips, enhancing the body’s natural curves.

Ankle Boots

Ankle boots are a fall obsession of mine for their unmatched versatility. They offer the perfect balance between style and function, providing just the right amount of coverage for cooler days while still being easy to slip on and off.

Trench Coat

The trench coat is a piece I’m utterly in love with this fall. Its classic design never goes out of style, the lightweight fabric is perfect for layering, and its versatile nature means it pairs well with almost anything.

Knee-High Boots

Indeed, knee-high boots have a magnetic pull on me this season – their bold height adds a dramatic flair to any outfit, while also offering extra warmth and coverage. I just like how they elongate the legs, making them look slimmer and longer.

Cozy Knit Scarf

I’m smitten with cozy knit scarves for their ability to add a touch of classic charm to any outfit – they can be the focal point, adding depth to the look. The timeless material brings a cozy, nostalgic feel, while the oversized design offers both warmth and style.

Wide-Leg Trousers

Wide-leg trousers have become a fall obsession for me, thanks to their perfect mix of comfort and chic style. The loose fit allows for easy movement while still maintaining a polished appearance, and I love how they effectively elongate the legs.

Sweater Dress

Without question, sweater dresses are my go-to for an easy, stylish outfit that requires minimal effort. I’m obsessed with how they combine the comfort of a cozy knit with the sophistication of a dress, and the way they skim the body creates a pleasing, feminine silhouette.

Fedora Hat

I can’t help but obsess over a fedora hat this fall; it lends a touch of mystery and sophistication to any outfit, instantly elevating the look. I adore how they frame the face and add height, enhancing the overall silhouette. 

Lightweight Knit Cardigan

One of my fall obsessions is none other than the cardigan – I just love it for its unmatched versatility and cozy comfort. They can be layered over almost anything, adding warmth without bulk, the open-front design creates a relaxed, effortless look, and the soft knit adds a touch of texture.

Puffer Jacket

Puffer jackets are my fall obsession for their practicality and style – I like how they offer maximum warmth without sacrificing style, thanks to their sleek, quilted design. The way they cinch at the waist creates a flattering silhouette that’s functional and fashionable. 

Denim Jacket

I’m constantly drawn to denim jackets this fall as their casual, laid-back vibe adds an element of cool to any outfit, while the structured fit enhances the body’s natural shape. The durable material ensures they’ll last season after season, making them a practical and stylish investment.

Cable Knit Beanie

I’m obsessed with cable knit beanies for their cozy warmth and cute style. The thick knit adds texture and interest, while the snug fit keeps me warm on chilly days – they’re a small but impactful addition to my fall wardrobe.

Faux Fur Coat

Faux fur coats are my fall indulgence for their luxurious feel and warmth. They add a touch of glamour to any outfit, making even the simplest ensemble look high-end, and the plush texture is incredibly soft, providing both comfort and style. 

Silk Slip Dress

Without a doubt, silk slip dresses are another fall obsession of mine for their elegant simplicity. The smooth, silky fabric drapes over the body, creating a sleek and flattering frame, and its versatility allows it to be dressed up or down, making it a go-to choice for day and night.

Flannel Shirt

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There’s something about flannel shirts that instantly transports me to a cozy cabin in the woods. The soft, brushed fabric feels like a warm hug on chilly days, and the classic plaid patterns add a rustic charm that I can’t resist. 

Leather Pants

Whenever I slip into a pair of leather pants, I feel an instant boost of confidence – they offer a unique blend of edgy elegance that transforms any outfit into something bold and memorable. The sleek, form-fitting design accentuates the silhouette, while the smooth leather adds a touch of rebellion to the look.

Plaid Coat

When fall arrives, my plaid coat becomes a daily companion. There’s something about the crisp, tailored lines combined with the classic plaid pattern that radiates sophistication – the warmth it provides is just a bonus; what I truly adore is the way it pulls the entire outfit together.

Oversized Scarf

Oversized scarves are my ultimate fall accessory, the perfect blend of function and fashion. I’m drawn to their ability to transform even the simplest outfit into something stylishly cozy, and draping one around my shoulders feels like wrapping myself in a soft, warm cocoon that’s comforting and chic.

Tweed Skirt

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Yes, tweed skirts have a way of making me feel timeless and on-trend. The textured fabric has an old-world charm that’s undeniably feminine, yet the structured silhouette keeps it modern, and I enjoy how it subtly highlights my curves while maintaining a polished appearance. 

Wool Coat

The moment I put on a wool coat, I’m enveloped in a sense of warmth and refinement that’s hard to beat. It’s not just about staying warm – though the dense, insulating fabric certainly does the job – it’s about the way the coat drapes perfectly, creating a clean, sophisticated silhouette. 

Long Cardigan

There’s an ease to long cardigans that I find incredibly appealing – they’re like a cozy blanket you can wear out of the house. I love how they flow over my outfits, adding a relaxed yet polished vibe, and the extra length provides warmth as well as a sense of comfort that makes me feel wrapped up.

Statement Belt

There’s something so satisfying about cinching the waist and seeing how the statement belt instantly enhances my silhouette. It can turn even the most basic outfit into something eye-catching and chic, making me look alluring and put-together.

Posted In: ClassyTrendy

Hello there! My name is Chi Li, 5'2", founder of PETITE DRESSING, the clothing line for women 5'4" & under. Are you petite and have you been frustrated with what to wear?
This is an issue few truly understand and even fewer brands truly address.
Being petite myself, I have been writing about fashion for short women since 2016 and my brand petitedressing.com has touched the lives of millions.
My styling concepts for petite women not only focus on the perfect fit but also on flattering & elongating the petite frame for a lean silhouette, optimizing the proportions.
Shop my clothing line here.

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