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Finding the Right Trousers for Workwear, Smart Casual, Evening Wear and Casual Wear

Author: Stylist and brand team at Tellar

Date: 2025

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Trousers are more than just a wardrobe staple — they’re the foundation of your outfit. But with styles, materials, and cuts varying wildly across brands, shopping for trousers can be a frustrating experience. Whether you’re looking to dress sharp for work, refine your smart casual wardrobe, or build a stylish yet comfortable look for evenings and weekends, the challenge often lies in fit.

That’s where Tellar.co.uk comes in — UK's Leading Free Sizing Tool. Tellar helps you find your perfect trouser size across 1,500+ brands in seconds. Whether you’re a fan of Reiss tailoring or COS minimalism, Tellar ensures the size you choose actually fits — no more guesswork.

In this guide, we’ll break down what trousers to wear for:

  • Professional Workwear

  • Smart Casual Settings

  • Evening Wear

  • Everyday Casual Outfits

And we’ll give you practical brand suggestions, styling tips, and links to Tellar.co.uk to get your perfect size in each.


1. Workwear Trousers: Polished, Professional and Comfortable

Workwear trousers need to balance structure with all-day comfort. Whether you’re back in the office full-time or navigating hybrid meetings, structured trousers signal professionalism without sacrificing movement.

Recommended Styles

  • Tailored cigarette trousers (ankle-length, slim fit)

  • High-waisted wide-leg trousers

  • Straight-leg crepe trousers

What to Look For

  • Fabric: Opt for breathable blends like viscose, wool-mix or stretch crepe.

  • Fit: A mid-to-high waist flatters most shapes, especially with a slight taper.

  • Length: Slightly cropped trousers work well with heels or loafers, elongating the leg.

Tellar Tip

Use Tellar.co.uk’s profile tool to store your waist and hip measurements — you’ll get instant size recommendations for brands like ME+EM, Jigsaw, and Theory.

Best Workwear Brands

  • ME+EM – Tailored trousers with stretch, perfect for desk-to-dinner.

  • Arket – Minimalist trousers with Scandinavian structure.

  • Boden – Inclusive sizing and tailored options with subtle detailing.

  • Reiss – Sleek, city-ready trousers that transition to after-hours.

Avoid: overly tight trousers that crease easily or low-rise fits that ride down when sitting.


2. Smart Casual Trousers: Effortlessly Polished

Smart casual trousers are the backbone of versatile dressing. Ideal for work-from-home days, dinners, or drinks, they allow room for creativity without compromising neatness.

Recommended Styles

  • Tapered joggers with zip detailing

  • Slim-fit chinos or tailored cargo trousers

  • Soft twill or ponte trousers with elasticated waists

What to Look For

  • Fit: Tapered fits that are looser at the thigh and narrower at the ankle.

  • Fabric: Ponte, brushed cotton, or stretch twill for day-to-night comfort.

  • Details: Subtle pleats, stitched seams or side stripes add elevation.

Best Smart Casual Brands

  • COS – Known for structured silhouettes and deep colour palettes.

  • Whistles – A go-to for ponte trousers with polished stretch.

  • Massimo Dutti – Refined with a European feel, perfect for off-duty polish.

  • M&S Autograph – Great for affordable quality and inclusive sizing.

Use the Tellar.co.uk store size lookup before you order — you'll see exactly what size to pick based on your largest measurement.


3. Evening Trousers: Elegant and Elevated

For dinners, drinks, or evening events, trousers can create a more unexpected and sophisticated look than dresses. The key is balancing elegance with edge.

Recommended Styles

  • Satin or silk wide-leg trousers

  • High-waisted tailored trousers in bold colours

  • Slim-leg tuxedo trousers with contrast side stripes

What to Look For

  • Drape: Luxe fabrics like silk, satin, or crepe enhance movement.

  • Waistline: High-rise styles paired with cropped tops or tucked-in blouses define your silhouette.

  • Details: Side splits, metallics, or embellishments elevate the look.

Best Eveningwear Brands

  • Zara – Affordable on-trend options for evening events.

  • Karen Millen – Luxe-feel trousers in shimmering or structured fabrics.

  • The Fold – Investment pieces for sharp tailoring and fluid lines.

  • Phase Eight – Sophisticated evening silhouettes that suit a range of sizes.

With Tellar.co.uk, you can compare evening trouser sizes across high street and premium brands instantly — no more second-guessing.

Tip: Evening trousers often fit differently due to fabric (e.g. satin is less forgiving). Always check the hip measurement — Tellar.co.uk automatically factors this in.


4. Casual Trousers: Style Meets Comfort

Casual trousers shouldn’t mean compromise. With the right pair, you can look put-together even in your off-duty looks.

Recommended Styles

  • Loose-fit linen trousers

  • Pull-on jersey or ribbed knit trousers

  • Cargo or utility styles

  • Denim alternatives in soft cotton

What to Look For

  • Waistbands: Elasticated or drawstring waists for flexibility.

  • Shape: Wide-leg or relaxed straight-leg fits are universally flattering.

  • Materials: Jersey, linen, soft cotton, and corduroy are all breathable.

Best Casualwear Brands

  • H&M Conscious – Budget-friendly and sustainable basics.

  • Uniqlo – Great linen and jersey trousers in clean cuts.

  • White Stuff – Relaxed-fit trousers with comfort waistbands.

  • Sezane – Parisian flair for effortless casual tailoring.

Use Tellar.co.uk to ensure your relaxed trousers fit well through the waist and hips — especially when shopping brands that size small.

Avoid: Overly slouchy or oversized trousers that drown your shape — use Tellar’s profile system to get recommendations based on your personal measurements.


Why Fit Matters More Than Style

The best-looking trousers fall flat if they don’t fit correctly. Across all categories — from formal tailoring to joggers — brands use wildly different size charts. That’s where Tellar.co.uk stands out.

With Tellar.co.uk You Can:

✅ Enter your chest, waist, and hip measurements once

✅ Get instant size recommendations across 1,500+ brands

✅ Switch between inches and centimetres

✅ Store your profile for quick use every time you shop

✅ Access your best sizes via web or mobile (app coming soon)


How to Measure Yourself for the Perfect Fit

Before shopping trousers, take 2 minutes to measure yourself correctly:

  • Waist: Measure around the narrowest part of your torso, usually just above the belly button.

  • Hips: Measure the fullest part of your hips and bum, feet together.

  • Inseam: Measure from crotch to ankle for ideal length (especially useful for wide-leg or formal trousers).

Want a visual guide? Visit our blog: How to Measure Yourself for Trousers — complete with visuals, tips, and sizing tricks.


Common Mistakes to Avoid When Buying Trousers

❌ Ignoring brand-specific sizing (a Zara size 12 is very different from a ME+EM 12)

❌ Only checking waist size — hips often determine fit

❌ Assuming “medium” means the same across all brands

❌ Forgetting that trouser length and rise impact appearance and comfort

Let Tellar.co.uk do the work for you — we standardise sizes so you don’t have to.


Find Your Perfect Trousers Today

Whether you’re dressing for the boardroom, brunch, or a black-tie dinner, trousers can be your best asset — if they fit properly. Use Tellar.co.uk to take the guesswork out of sizing and feel confident in every pair you buy.

🟢 Create your free profile today: https://www.tellar.co.uk/create-profile/

🟢 Explore over 1,500 brands: https://www.tellar.co.uk/store-size-lookup/

🟢 Read more size guides: https://www.tellar.co.uk/blog


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Finding the Right Trousers for Workwear, Smart Casual, Evening Wear and Casual Wear