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Style Guide: Designer & High‑Street Picks for Women Over 50

Author: Stylist at TellarDate: 2025

Fashion over 50 is about embracing your confidence, personal taste, and comfort. You’re no longer chasing trends—you’re curating a wardrobe that works beautifully for your lifestyle and celebrates who you are.

 1. Emphasise Fit, Fabric & Function

Building a polished wardrobe starts with three essential elements:

  • Fit: Clothing should skim your body—not cling or swamp. Use Tellar’s free sizing tool to ensure every piece aligns with your unique measurements, reducing guesswork and boosting confidence.

  • Fabric: Choose breathable, natural fibres—wool, silk, cotton blends, linen—that age well, drape beautifully, and feel delightful against the skin

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  • Functionality: Opt for pieces that integrate into your daily routine—as either transitional staples or statement pieces—prioritising ease and wearability over fleeting trends

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2. Foundational Pieces for the Over‑50 Wardrobe

These staples provide a versatile backbone for varied outfits:

  • Tailored Blazer: A neutral-tone blazer (navy or camel) instantly elevates jeans or dresses.

  • White Button‑down Shirt: Classic and endlessly wearable, perfect for layering.

  • Fine Knitwear: Cashmere blends or weighty cottons add both elegance and warmth.

  • Well‑Cut Trousers: Straight or wide-leg styles with structured waistbands create polished ensembles.

  • Jenny‑Length Dresses: A-line, wrap, or midi cuts deliver sophistication and ease.

For tips on dress silhouettes, check What length of dress should I buy for my age?—advocating for comfort over convention

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3. Designer Investments: Quality Meets Elegance

Consider these premium labels for long-lasting pieces that stand out:

  • Max Mara – Impeccable coats and blazers that become signature investment pieces.

  • Vince – High-end knitwear and silk pieces that elevate your everyday.

  • Burberry – A heritage trench coat offers a timeless mix of class and versatility.

  • Eileen Fisher – Focused on comfort and understated minimalism with organic credentials.

These brands hold style, durability, and luxury all in one.


4. High‑Street Brands You’ll Love

Get designer vibes at accessible prices:

  • & Other Stories – Offers contemporary tailoring and elegant dresses.

  • COS – Delivers minimalist designs in high-quality materials.

  • Jigsaw – Soft yet structured pieces with a modern edge.

  • Uniqlo U – Affordable basics crafted with care, perfect for layering.

Pair these with your designer items to create balanced, stylish looks.


5. Style Formula: Mixing Designer and High‑Street

Want that luxe vibe without spending designer-level? Here’s how to mix and match:

  1. Build your base with high-street staples (e.g. Uniqlo U shirts, COS trousers).

  2. Elevate with designer touches (Max Mara coat, Vince cashmere).

  3. Add sophisticated accessories (silk scarf, leather bag) for cohesive polish.

Read Collared Dresses: Where to Buy & How to Style for ideas on smart layering tricks

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6. Flattering Dresses Over 50

Dresses remain wardrobe heroes—choose lengths and styles with intent:

  • Mid‑length and below-the-knee hemlines are both elegant and age-appropriate

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  • Wrap and A-line styles enhance shape without feeling restrictive.

  • For extra flair, try collared or shirtdresses—offer structure without fuss

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Want pockets? See Why Dresses with Pockets Are a Game‑Changer for practical yet chic options

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7. Perfect Shirts & Layering Essentials

Shirts are style chameleons—easy to dress up or down:

  • Oversized shirts: Comfortable and chic—just add a belt for definition

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  • Structured button-downs: Crisp and refined. Pair with tailored trousers for a smarter look

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  • Utility shirts: Ideal transitional pieces with built-in layering appeal

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Layer under blazers or jumpers for refined depth and comfort.


8. Footwear for Style + Support

Choose shoes that speak to both style and comfort:

  • Loafers & Ballet Flats: Classic, supportive, and perfect for everyday wear.

  • Ankle Boots: Block heels provide chic structure without heel fatigue.

  • Smart Minimalist Sneakers: Great for casual chic outfits.

  • Elegant Pumps: Low to mid-heels in neutral tones are ideal for formal settings.


9. Smart Shopping Tips

  1. Buy for versatility: Choose pieces that seamlessly work across seasons and events.

  2. Use Tellar’s sizing tool: With over 1,500 brands supported, accurate measurement saves frustration

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  3. Tailoring matters: A few adjustments can transform an item from "nice" to "flawless."

  4. Quality matters more than trends: Quality fabrics and craftsmanship outperform short-lived style.

  5. Choose sustainable fabrics: Natural textiles help your wardrobe—and the planet—last longer

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10. Bonus: Style Playlists by Age

Just for inspiration, here’s how style evolves:

  • 50s & Beyond: Understated elegance with luxury textures and tailored silhouettes—highlighted nicely in Age‑Appropriate Fashion… by Decade

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  • Patterns & Statements: Try collared dresses or smart layers to refresh your look—see the collared dress guide

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  • Seasonal Pocket Power: Think about functionality with style—pocket dresses ease everyday living with charm

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11. Build a Capsule Over‑50 Outfit Rotation

Mix and match your wardrobe to simplify morning routines:

Core Item

Designer Match

High‑Street Pairing

Style Outcome

White Shirt

Vince Silk Blouse

COS Tailored Shirt

Fresh, clean base for layered looks

Wool Trousers

Max Mara Tailored Pant

Uniqlo U Wide‑Leg Pant

Sharp or relaxed depending on match

Knee‑Length Dress

Burberry Trench

& Other Stories Shirtdress

Elevated everyday or polished daywear

Knit Jumper

Eileen Fisher Cashmere

Uniqlo U Knit Jumper

Cozy comfort meets sophistication

Loafers

Designer Leather

High‑Street Statement

Finishes outfit with ease and grace


12. Stay Stylish, Confident & Connected

Delve deeper into Tellar’s expertly curated articles:


📲 Stay Connected with Tellar

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🧭 In Summary

Fashion over 50 is about balance—choosing smart investments, complementing with smart high-street finds, and tailoring everything to fit and feel right. With Tellar’s sizing guidance and curated advice, every wardrobe decision becomes a confident, stylish statement.

Here’s to a wardrobe that honours where you’ve been, who you are, and where you’re headed.

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