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Men's Wide Leg Pleated Trousers – High Waisted Relaxed Fit Tailored Smart Casual Pants

Men's Wide Leg Pleated Trousers – High Waisted Relaxed Fit Tailored Smart Casual Pants

Regular price
£41.99
Sale price
£41.99
Regular price
£64.99
+1
Men's Retro Corduroy Shorts – Vintage High-Waist Knee-Length Summer Style

Men's Retro Corduroy Shorts – Vintage High-Waist Knee-Length Summer Style

Regular price
£39.99
Sale price
£39.99
Regular price
£61.99
+7
Luxe Linen Men's Pants – Breathable Casual Summer Style

Luxe Linen Men's Pants – Breathable Casual Summer Style

Regular price
£42.99
Sale price
£42.99
Regular price
£71.99
+4
Men's Cargo Shorts – Comfortable Multi-Pocket Design for Active Lifestyle

Men's Cargo Shorts – Comfortable Multi-Pocket Design for Active Lifestyle

Regular price
£39.99
Sale price
£39.99
Regular price
£61.99
+1
Men's Harem Pants – Cozy Loose Fit Cotton-Linen Trousers

Men's Harem Pants – Cozy Loose Fit Cotton-Linen Trousers

Regular price
£46.99
Sale price
£46.99
Regular price
£78.99
Men's Harem Pants – Comfortable Cotton Linen Joggers for Casual Outings

Men's Harem Pants – Comfortable Cotton Linen Joggers for Casual Outings

Regular price
£46.99
Sale price
£46.99
Regular price
£78.99
Men's Casual Linen Pants – Breathable Wide-Leg Design for Comfort

Men's Casual Linen Pants – Breathable Wide-Leg Design for Comfort

Regular price
£39.99
Sale price
£39.99
Regular price
£66.99
+2
Men's Urban Joggers – Breathable Loose Fit Summer Trousers

Men's Urban Joggers – Breathable Loose Fit Summer Trousers

Regular price
£39.99
Sale price
£39.99
Regular price
£66.99
+4
Men's Heavyweight Wide Leg Sweatpants - Baggy Loopback Cotton Joggers

Men's Heavyweight Wide Leg Sweatpants - Baggy Loopback Cotton Joggers

Regular price
£29.99
Sale price
£29.99
Regular price
£46.99
Men's Linen Shorts – Lightweight Casual Beachwear

Men's Linen Shorts – Lightweight Casual Beachwear

Regular price
£35.99
Sale price
£35.99
Regular price
£55.99
+4
Men's Casual Denim Shorts – Relaxed Fit with Vintage Charm

Men's Casual Denim Shorts – Relaxed Fit with Vintage Charm

Regular price
£82.99
Sale price
£82.99
Regular price
£127.99
Men's Cotton Cargo Shorts – Relaxed Fit with Practical Pockets for Casual Summer Adventures

Men's Cotton Cargo Shorts – Relaxed Fit with Practical Pockets for Casual Summer Adventures

Regular price
£58.99
Sale price
£58.99
Regular price
£90.99
+6
Urban Explorer Men's Casual Trousers – Breathable Cotton-Linen Blend for Outdoor Comfort

Urban Explorer Men's Casual Trousers – Breathable Cotton-Linen Blend for Outdoor Comfort

Regular price
£39.99
Sale price
£39.99
Regular price
£66.99
+4
Men's Casual Linen Pants – Lightweight Summer Comfort

Men's Casual Linen Pants – Lightweight Summer Comfort

Regular price
£35.99
Sale price
£35.99
Regular price
£59.99
Men's Casual Linen Pants – Breathable Summer Comfort

Men's Casual Linen Pants – Breathable Summer Comfort

Regular price
£39.99
Sale price
£39.99
Regular price
£66.99
Men's Classic Chinos – High Waist Comfortable Trousers for Versatile Style

Men's Classic Chinos – High Waist Comfortable Trousers for Versatile Style

Regular price
£35.99
Sale price
£35.99
Regular price
£59.99
+3
Active Slim Fit Chino Pants – Comfortable Stretch for Casual Outings

Active Slim Fit Chino Pants – Comfortable Stretch for Casual Outings

Regular price
£58.99
Sale price
£58.99
Regular price
£98.99
+3
Men's Straight Leg Jeans - Washed Grey Denim - Classic Five-Pocket Style

Men's Straight Leg Jeans - Washed Grey Denim - Classic Five-Pocket Style

Regular price
£41.99
Sale price
£41.99
Regular price
£64.99
Men's Cotton-Linen Shorts – Breathable Casual Beachwear

Men's Cotton-Linen Shorts – Breathable Casual Beachwear

Regular price
£39.99
Sale price
£39.99
Regular price
£61.99
+3
Men's Casual Shorts – Comfortable Cotton Summer Fitness Wear

Men's Casual Shorts – Comfortable Cotton Summer Fitness Wear

Regular price
£46.99
Sale price
£46.99
Regular price
£72.99
+1
Men's Casual Shorts – Breathable Quick-Dry Design for Outdoor Comfort

Men's Casual Shorts – Breathable Quick-Dry Design for Outdoor Comfort

Regular price
£42.99
Sale price
£42.99
Regular price
£66.99
+2
Men's Retro Gym Shorts – Lightweight Mid Waist Summer Activewear

Men's Retro Gym Shorts – Lightweight Mid Waist Summer Activewear

Regular price
£46.99
Sale price
£46.99
Regular price
£72.99
+4
Men's Casual Linen Shorts – Breathable Loose Fit for Summer Outings

Men's Casual Linen Shorts – Breathable Loose Fit for Summer Outings

Regular price
£46.99
Sale price
£46.99
Regular price
£72.99
+6
Men's Cargo Denim Shorts – Comfortable Stretch Fit for Casual Summer Outings

Men's Cargo Denim Shorts – Comfortable Stretch Fit for Casual Summer Outings

Regular price
£58.99
Sale price
£58.99
Regular price
£90.99

Showing 24 of 62

Curated for you

Designer fashion, redefined

At FiftyFiveStyles we believe style should not be a luxury. Every piece is curated — from tailoring to everyday essentials — and priced so you can actually wear it. The SS26 sale runs up to 45% off across the range.

Fabrics you can trust

We work with linen, organic cotton, silk and merino — natural fabrics that breathe, drape and last. Every piece is hand-checked before it ships.

Easy to shop, easy to return

Free shipping. 30 days to return — no questions asked. Secure encrypted payments worldwide. Your wardrobe, on your own time.