Top Picks
New Balance Basketball Woven Court Shorts
CONNOR’S PICK VIADUCT CLOTHINGNew Balance Basketball Woven Court Shorts
£24.99 VIADUCT CLOTHING
LEVI'S Mens Denim Blue Casual Shorts XL W40 Classic Cotton Blend Relaxed Fit
RYAN’S PICK CERQULARLEVI'S Mens Denim Blue Casual Shorts XL W40 Classic Cotton Blend Relaxed Fit
£22.09 CERQULAR
​​Men's Distressed Denim Shorts – Vintage High-Street Style (Relaxed Fit, Washed Blue, Ripped Details, Streetwear Essential, Spring Trend)​​
LIAM’S PICK VOGHION​​Men's Distressed Denim Shorts – Vintage High-Street Style (Relaxed Fit, Washed Blue, Ripped Details, Streetwear Essential, Spring Trend)​​
£19.61 VOGHION
Jogger Shorts Tarun Graphic Motif Brushback Fleece Jogger Shorts in Cool Grey
MARCUS’ PICK TOKYO LAUNDRYJogger Shorts Tarun Graphic Motif Brushback Fleece Jogger Shorts in Cool Grey
£12.99 TOKYO LAUNDRY
Jogger Shorts Tarot Motif Brushback Fleece Jogger Shorts in Seagrass
ARJUN’S PICK TOKYO LAUNDRYJogger Shorts Tarot Motif Brushback Fleece Jogger Shorts in Seagrass
£14.99 TOKYO LAUNDRY
How we pick

Quick word on how this list was made. Connor, Ryan, Liam, Marcus and Arjun picked their favourites from the vintage relaxed shorts we found across loads of shops. No sponsored spots, no brand deals, just what they'd buy with their own money. We keep a mix of prices so there's something whether you're treating yourself or being sensible this month, and we limit how many come from one retailer. Stock and prices update regularly from each shop, so if something's gone, it's sold out rather than hidden.

We may earn a small commission if you buy through links on this page. It costs you nothing extra and helps keep the site running. How we make money

WRANGLER Mens Denim Blue Casual Shorts M W32 Carpenter Workwear Fit
CERQULAR

WRANGLER Mens Denim Blue Casual Shorts M W32 Carpenter Workwear Fit

£22.09 CERQULAR
WRANGLER Mens Blue Denim Casual Shorts 3XL W38 Cowboy Cut Collection
CERQULAR

WRANGLER Mens Blue Denim Casual Shorts 3XL W38 Cowboy Cut Collection

£25.99 CERQULAR
Want even more options?560vintage relaxed shorts from 8 shops in the Fashion FinderSee them all →
LEVI'S Mens Black Denim Classic Fit Shorts XL W32 Casual Cotton
CERQULAR

LEVI'S Mens Black Denim Classic Fit Shorts XL W32 Casual Cotton

£23.39 CERQULAR
ARIZONA JEAN COMPANY Mens Denim Blue Shorts Relaxed Fit M W34 Casual Cotton
CERQULAR

ARIZONA JEAN COMPANY Mens Denim Blue Shorts Relaxed Fit M W34 Casual Cotton

£22.09 CERQULAR
Jogger Shorts Refract Motif Brushback Fleece Jogger Shorts in Orange
TOKYO LAUNDRY

Jogger Shorts Refract Motif Brushback Fleece Jogger Shorts in Orange

£12.99 TOKYO LAUNDRY
Men's Vintage Washed Denim Shorts With Embroidery & Distressed Details, Relaxed Fit 5-Inch Summer Casual Shorts
VOGHION

Men's Vintage Washed Denim Shorts With Embroidery & Distressed Details, Relaxed Fit 5-Inch Summer Casual Shorts

£17.03 VOGHION
Men's Vintage Camo Shorts - Heavyweight Relaxed Fit Casual Cargo Shorts For Summer, Streetwear & Outdoor​
VOGHION

Men's Vintage Camo Shorts - Heavyweight Relaxed Fit Casual Cargo Shorts For Summer, Streetwear & Outdoor​

£16.27 VOGHION
Vintage Distressed Denim Shorts For Men - Relaxed Fit American Casual Style, Ripped Knee Design With Frayed Hem, Streetwear Five-Pocket Shorts
VOGHION

Vintage Distressed Denim Shorts For Men - Relaxed Fit American Casual Style, Ripped Knee Design With Frayed Hem, Streetwear Five-Pocket Shorts

£17.02 VOGHION
Jogger Shorts Tarot Motif Brushback Fleece Jogger Shorts in Seagrass
TOKYO LAUNDRY

Jogger Shorts Tarot Motif Brushback Fleece Jogger Shorts in Seagrass

£14.99 TOKYO LAUNDRY
Jogger Shorts Tarun Graphic Motif Brushback Fleece Jogger Shorts in Cool Grey
TOKYO LAUNDRY

Jogger Shorts Tarun Graphic Motif Brushback Fleece Jogger Shorts in Cool Grey

£12.99 TOKYO LAUNDRY
Shorts Vernel Stretch Cotton Slim Fit Denim Shorts in Black
TOKYO LAUNDRY

Shorts Vernel Stretch Cotton Slim Fit Denim Shorts in Black

£14.99 TOKYO LAUNDRY
Jogger Shorts Redact Graphic Motif Brushback Fleece Jogger Shorts in Summer Sand
TOKYO LAUNDRY

Jogger Shorts Redact Graphic Motif Brushback Fleece Jogger Shorts in Summer Sand

£12.99 TOKYO LAUNDRY
​​Men's Distressed Denim Shorts – Vintage High-Street Style (Relaxed Fit, Washed Blue, Ripped Details, Streetwear Essential, Spring Trend)​​
VOGHION

​​Men's Distressed Denim Shorts – Vintage High-Street Style (Relaxed Fit, Washed Blue, Ripped Details, Streetwear Essential, Spring Trend)​​

£19.61 VOGHION
Men's Vintage Washed Denim Shorts - Relaxed Fit Straight Leg Summer Casual Shorts With Star Print​
VOGHION

Men's Vintage Washed Denim Shorts - Relaxed Fit Straight Leg Summer Casual Shorts With Star Print​

£22.01 VOGHION
New Balance Basketball Woven Court Shorts
VIADUCT CLOTHING

New Balance Basketball Woven Court Shorts

£24.99 VIADUCT CLOTHING
WRANGLER Mens Denim Blue Casual Shorts L W34 Cotton Comfortable Fit
CERQULAR

WRANGLER Mens Denim Blue Casual Shorts L W34 Cotton Comfortable Fit

£22.09 CERQULAR
LEVI'S Mens Denim Blue Casual Cut-Off Shorts L W30 Classic Fit
CERQULAR

LEVI'S Mens Denim Blue Casual Cut-Off Shorts L W30 Classic Fit

£25.99 CERQULAR
KK BRAND Mens Denim Light Blue Casual Shorts XL W38 Cotton Blend Regular Fit
CERQULAR

KK BRAND Mens Denim Light Blue Casual Shorts XL W38 Cotton Blend Regular Fit

£12.99 CERQULAR
WRANGLER Mens Grey Casual Cotton Blend L W36 Relaxed Fit Shorts
CERQULAR

WRANGLER Mens Grey Casual Cotton Blend L W36 Relaxed Fit Shorts

£22.09 CERQULAR
CARHARTT Mens Shorts Grey Casual L W36 Rugged Outdoor Workwear
CERQULAR

CARHARTT Mens Shorts Grey Casual L W36 Rugged Outdoor Workwear

£36.39 CERQULAR
LEE Mens Denim Blue Casual Shorts L W38 Cotton Blend Comfortable Fit
CERQULAR

LEE Mens Denim Blue Casual Shorts L W38 Cotton Blend Comfortable Fit

£22.09 CERQULAR
LEVI'S Mens Denim Blue Casual Shorts XL W40 Classic Cotton Blend Relaxed Fit
CERQULAR

LEVI'S Mens Denim Blue Casual Shorts XL W40 Classic Cotton Blend Relaxed Fit

£22.09 CERQULAR
LEVI'S Mens Denim Blue Casual Shorts L W36 Classic Fit Cotton Blend Button
CERQULAR

LEVI'S Mens Denim Blue Casual Shorts L W36 Classic Fit Cotton Blend Button

£18.19 CERQULAR
SOUTHPOLE Mens Shorts Blue Denim Casual XL W38 Graphic Pocket Detail
CERQULAR

SOUTHPOLE Mens Shorts Blue Denim Casual XL W38 Graphic Pocket Detail

£64.99 CERQULAR
WRANGLER Mens Denim Blue Cotton Blend Casual Shorts M W33 Authentic Label
CERQULAR

WRANGLER Mens Denim Blue Cotton Blend Casual Shorts M W33 Authentic Label

£18.19 CERQULAR