With the awkward transition between seasons comes the conundrum of appropriate dressing. As summer has hit its apex and is heading toward fall, should you be wearing a tee or a sweater? Jeans or shorts? We’ve compiled a list of between-season essentials that will do you proud when the weather is neither here nor there, and make for great layers when things move more decidedly into fall.

Covering a broad range of price points and styles, these items from our shopping channel What Drops Now have been selected for their style, practicality, value or luxury – make sure to check WDN daily for a curated selection of the best menswear, sneakers, accessories and lifestyle products around.

Ball Cap

Great for keeping both the sun off your face and your outfit casual, baseball caps are a more grown up, slimmed down alternative to boxy snapback and fitted versions. Only NY bring some cool but smart graphics to the table, APC offer a minimal faux-suede version while American Apparel have produced a batch of washed denim caps.


Long-sleeve Tee

Ideal for when the temperature cools down, long-sleeved tees are a stylish option for keeping things casual without turning to heavy sweaters. 10 Deep have produced some wild patterned 3/4 raglans, Comme Des Garcons PLAY have taken hints from nautical attire with a horizontal striped long-sleeve, while Cav Empt have dressed theirs in a host of avant-garde graphic prints. Those on a budget can always keep it basic with Uniqlo’s super soft, high quality but extremely affordable basic long-sleeved tees.

Chino Pant

The spring/summer trouser of choice thanks to its easy styling, lightweight twill fabric and broad variety of colors. The chino pant is often lighter and more breathable than a pair of jeans and a broad color palette allows for much greater styling options too. Acne’s Roc twill pant is typically sleek and modern, Carhartt WIP’s Cane Pant comes in a wide range of colors, and ASOS’s in-house label offers a bargain straight fit chino for those on a tight budget.

Slip-on Sneaker

Thanks to their simple styling and similarity to luxurious loafers, slip-ons are a great choice for summertime footwear. Lightweight, low profile and easy to wear sockless, they’re one step up from sandals and ooze laid back chic. Common Projects’ latest collection includes a beautifully crafted, classically styled suede slip on and rock’n’roll fashion house Saint Laurent as ever throw caution to the wind with a leopard print leather sneaker. Meanwhile Vans keeps things simple and affordable with canvas, perforated leather and suede versions of their staple slip on.

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