items: 212

Sort by:
Best selling
Featured
Most relevant
Best selling
Alphabetically, A-Z
Alphabetically, Z-A
Price, low to high
Price, high to low
Date, old to new
Date, new to old
Men's Activewear Shorts – Lightweight Breathable Jogging Bottoms

Men's Activewear Shorts – Lightweight Breathable Jogging Bottoms

Regular price
£35.99
Sale price
£35.99
Regular price
£44.99
+1
Men's Cargo Shorts – Comfortable Loose Fit with Big Pockets for Outdoor Activities

Men's Cargo Shorts – Comfortable Loose Fit with Big Pockets for Outdoor Activities

Regular price
£39.99
Sale price
£39.99
Regular price
£49.99
Men's Casual Shorts – Stylish Triple Button Design for Comfortable Beach Wear

Men's Casual Shorts – Stylish Triple Button Design for Comfortable Beach Wear

Regular price
£42.99
Sale price
£42.99
Regular price
£53.74
+6
Men's Cargo Shorts – Multi-Pocket Design for Versatile Comfort

Men's Cargo Shorts – Multi-Pocket Design for Versatile Comfort

Regular price
£39.99
Sale price
£39.99
Regular price
£49.99
+1
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
£49.99
+1
Men's Cargo Denim Shorts – Comfortable Multi-Pocket Design for Summer

Men's Cargo Denim Shorts – Comfortable Multi-Pocket Design for Summer

Regular price
£50.99
Sale price
£50.99
Regular price
£63.74
Men's Loafers – Elegant Leather Design for Versatile Wear

Men's Loafers – Elegant Leather Design for Versatile Wear

Regular price
£90.99
Sale price
£90.99
Regular price
£113.74
Leisure Walk Loafers – Lightweight Casual Slip-On Shoes for Everyday Comfort

Leisure Walk Loafers – Lightweight Casual Slip-On Shoes for Everyday Comfort

Regular price
£67.99
Sale price
£67.99
Regular price
£84.99
Men's Vintage Calf Leather Loafers – Breathable Slip-On Design for Casual Elegance

Men's Vintage Calf Leather Loafers – Breathable Slip-On Design for Casual Elegance

Regular price
£193.99
Sale price
£193.99
Regular price
£242.49
Men's Suede Loafers – Sleek Pointed Toe Casual Footwear

Men's Suede Loafers – Sleek Pointed Toe Casual Footwear

Regular price
£84.99
Sale price
£84.99
Regular price
£106.24
Men's Loafers – Stylish Slip-On Design for Office and Formal Events

Men's Loafers – Stylish Slip-On Design for Office and Formal Events

Regular price
£78.99
Sale price
£78.99
Regular price
£98.74
+2
Men's Penny Loafers – Genuine Leather Slip-On Style for Casual and Formal Occasions

Men's Penny Loafers – Genuine Leather Slip-On Style for Casual and Formal Occasions

Regular price
£110.99
Sale price
£110.99
Regular price
£138.74
Men's Luxe Loafers – Durable TPR Outsole for Office and Travel

Men's Luxe Loafers – Durable TPR Outsole for Office and Travel

Regular price
£90.99
Sale price
£90.99
Regular price
£113.74
Men's Loafers – Genuine Leather Summer Driving Shoes

Men's Loafers – Genuine Leather Summer Driving Shoes

Regular price
£87.99
Sale price
£87.99
Regular price
£109.99
Men's Suede Loafers – Stylish Pointed Toe Design for Casual Elegance

Men's Suede Loafers – Stylish Pointed Toe Design for Casual Elegance

Regular price
£87.99
Sale price
£87.99
Regular price
£109.99
+1
Men's Oxford Shoes – Classic Leather Formal Footwear

Men's Oxford Shoes – Classic Leather Formal Footwear

Regular price
£117.99
Sale price
£117.99
Regular price
£147.49
Men's Trainers – Comfortable Genuine Leather Casual Footwear

Men's Trainers – Comfortable Genuine Leather Casual Footwear

Regular price
£94.99
Sale price
£94.99
Regular price
£118.74
Men's Elevate Sneakers – Stylish Height-Increasing Leather Design

Men's Elevate Sneakers – Stylish Height-Increasing Leather Design

Regular price
£94.99
Sale price
£94.99
Regular price
£118.74
Men's Safety Trainers – Breathable Anti-Slip Design for Outdoor Work

Men's Safety Trainers – Breathable Anti-Slip Design for Outdoor Work

Regular price
£58.99
Sale price
£58.99
Regular price
£73.74
Men's Sneakers – Suede Leather Oxford Style Casual Footwear

Men's Sneakers – Suede Leather Oxford Style Casual Footwear

Regular price
£111.99
Sale price
£111.99
Regular price
£139.99
Men's Casual Shoes – Trendy Print Lace-Up trainers for Smart Casual Outings

Men's Casual Shoes – Trendy Print Lace-Up trainers for Smart Casual Outings

Regular price
£94.99
Sale price
£94.99
Regular price
£118.74
Unisex Trainers – Lightweight Non-Slip Casual Footwear

Unisex Trainers – Lightweight Non-Slip Casual Footwear

Regular price
£58.99
Sale price
£58.99
Regular price
£73.74
Knitted Men's Walking Shoes – Lightweight Comfort for Daily Adventures

Knitted Men's Walking Shoes – Lightweight Comfort for Daily Adventures

Regular price
£76.99
Sale price
£76.99
Regular price
£96.24
+1
Active Men's Running Shoes – Breathable Mesh for Comfortable Outdoor Jogging

Active Men's Running Shoes – Breathable Mesh for Comfortable Outdoor Jogging

Regular price
£57.99
Sale price
£57.99
Regular price
£72.49

Showing 96 of 212

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.