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£50 at Carhartt WIP
£40 at John Lewis
4 New balls, please
Tennis is becoming more menswear-adjacent every year. From the top players signing deals with big brands – see Jack Draper and Burberry, Jannik Sinner and Gucci, and Carlos Alcaraz and Louis Vuitton – to high-street labels offering collections inspired by the sport, it’s turning into a firm fashion favourite.
It’s also the perfect blend of two of this year’s biggest trends, preppy and sporty. You want to look as though you’ve played tennis in the morning, then thrown on some casual wear to go for lunch. Avoid any actual sportswear and instead go for sporty-inspired classics, such as a V-neck sweater over a polo or shorts with a collegiate sweater.
For inspiration, take a look at Mango’s Tennis Club range: it’s full of well-priced and wearable tennis-inspired pieces.
Polo shirt
£49.99 at Mango
5 Retro sports shorts
And tennis isn’t the only sport making its way into this season’s collections. From tracksuits to football jerseys paired with tailoring, sport references are everywhere. One easy way to add sporty energy is with retro shorts. My favourites are from vintage stores, but it does take some digging. If you want a quick fix, Urban Outfitters has a good few options to choose from. Pair them with a louche shirt for a Call Me By Your Name-coded look.
Umbro football shorts
£36 at Urban Outfitters
£36 at Umbro
6 Opt for a crew neck cardi
The crew neck cardi has been a womenswear staple for a while, and it’s now made its way to the men’s knitwear section, worn by everyone from Paul Mescal to Troye Sivan. The silhouette is a touch classier than your standard low-V button-up, and since most of us wear a round neck most often (myself included), a crew neck feels much more wearable. Those that look most luxurious have a loose hem, superior softness and a slightly cropped fit for an easy, relaxed finish.
Knitted crew neck cardigan
£36 at Asos
7 Spread some butter yellow love
View image in fullscreen Timothée Chalamet in butter yellow at the 2025 Oscars in Hollywood. Photograph: JC Olivera/WWD/Getty Images
Butter yellow is the shade of the season, and you’ll find it everywhere from Zara to Asos to Massimo Dutti. It works well with most classic shades, such as black, blue denim and dark brown, so it’s easier to wear than you might think, and will brighten up your colour palette this summer.
Striped textured shirt
£45.99 at Zara
8 Printed T-shirts
Ever since Loewe recreated JFK Jr’s “I Told Ya” T-shirt for Luca Guadagnino’s movie Challengers, printed designs have been rising in popularity. Couverture & The Garbstore always has a good selection from independent brands, and Uniqlo regularly collaborates with the estates of big artists such as Henri Matisse, Pablo Picasso and Jean-Michel Basquiat to produce painterly T-shirts that hit way above their accessible price point.
TDR Rat T-shirt
£50 at Couverture & The Garbstore
Henri Matisse UT graphic T-shirt
£19.90 at Uniqlo
9 Not a patch on applique
Applique has always been a great way to personalise your clothes, and it’s trending this season (seen at Kenzo and KidSuper), so it’s a great opportunity to get crafty. Vintage patches are the best way to go – anything too new can look a little tacky – and it’s always best to have a vision before you start. If you need some inspo, take a look at Bode’s Scouts-inspired jackets as a starting point.
Miscellaneous vintage patches
£23.30 for 10 at Etsy
10 Freshen up your sock drawer
View image in fullscreen Alexander Skarsgård kicks off shorts-and-calf-length-socks season on Lorraine in May. Photograph: Ken McKay/ITV/Shutterstock
It’s official: Alexander Skarsgård’s recent appearance on Lorraine has launched the start of shorts-and-calf-length-socks season. His socks were by young London designer SSDaley, who’s also a favourite of Harry Styles, but you can get a pretty good match at Moss, the star of smart casual menswear on the high street, and responsibly minded brand Asket. Always go for plain colours and novelty is to be avoided, no matter how funny the joke.
Merino socks
£40 for three pairs at Asket
Off-white fine ribbed socks
£8.95 a pair at Moss
11 Boxer shorts as actual shorts
View image in fullscreen Paul Mescal appears to wear underwear as outerwear. Photograph: Daniele Venturelli/Getty Images for Gucci
As anyone who keeps a close eye on Paul Mescal will know, shorts are getting even shorter – he actually wore what looked like oversized cotton boxer shorts to attend Gucci’s spring/summer 2025 show. Ever since, brands including American Vintage and Axel Arigato have jumped on the underwear-as-outerwear look.
Rather than buying the designer versions, though, you could buy a multipack from a high-street store known for good basics (such as the John Lewis ones here, or Gap, Uniqlo or Marks & Spencer), and you’ll essentially get three pairs for the price of one. I’d suggest sizing up for a roomier fit – and don’t forget to wear your underwear beneath to avoid any embarrassing mishaps.
Seersucker stripe boxers
£28 for three at John Lewis
12 The perfect white T-shirt
Everyone should own a well-fitting crisp white T-shirt, particularly when the warmer months hit. While it’s impossible for the same style to work for everyone, there are a few brands known for having the best to offer – namely Merz b Schwanen, the creator of Jeremy Allen White’s T-shirt in The Bear; Sunspel, the heritage label known for luxury basics; and Uniqlo for great affordable alternatives.
2M15 vintage machine jersey T-shirt
€64.80 (about £55) at Merz b Schwanen
Riviera midweight T-shirt