Forgotten how to dress outside of shorts and T-shirts? We feel you. Getting reacquainted with proper clothes can feel odd when you've spent months dressing to survive the heat, but sometimes all you need is a friendly nudge to get you back on track. Below are five go-to fall outfits even the most sartorially inept of men will struggle to get wrong. Use them as a starting point and begin to rekindle your love of layering, texture and full-length trousers.
Blazer and jeans
Coming in strong with one of menswear’s most controversial pairings, a blazer with jeans is a reliable fall go-to for when you want to look sharp but not overdressed… as long as you approach it the right way. Choose a textured, unstructured blazer in an earthy or autumnal shade (brands such as Wax London and Velasca have some solid options) and pair it with a classic straight-leg pair of blue denim jeans. Go light or mid-wash for a more relaxed look, or raw for something slightly smarter. Underneath, layer a lightweight crewneck sweater or fine-knit jumper for added warmth. Finish off the look with suede loafers or leather derbies, depending on the formality of the occasion.
Leather jacket and roll neck
When the temperature drops (but not to the absolute extremes), a leather jacket becomes an essential outerwear piece. Pair a rugged black or brown leather jacket with a fitted roll neck sweater in a contrasting neutral tone like light grey or cream for a cosy, stylish autumnal combo. For the legwear, fatigue pants or dark jeans work perfectly to balance the bulkier upper half. Complete the look with sturdy boots – think retro hikers or classic lace-up work boots. Check out labels like Luca Faloni, Velasca and Myrqvist to nail the look.
Long coat and chunky knitwear
A long coat, particularly one in a textured wool fabric with an unstructured silhouette like those from Wax London, is a timeless fall outerwear option that adds elegance to any look. It can be dressed down with sporty pieces, or you can pair it with a chunky knitwear sweater for a sleek and sophisticated look. Opt for a coat in a nice neutral colour and a sweater in a dark, earthy shade like brown or dark green. Wool trousers add to the polished aesthetic, while leather loafers or derbies keep things refined. This outfit is perfect for smart-casual occasions or city outings when you want to stay warm without sacrificing comfort or style.
Chore jacket and flannel shirt
The chore jacket is a reliable workwear-inspired piece for fall that really comes into its own when layered over a flannel shirt. Choose a twill chore jacket in brown, black or navy (ASKET's are hard to beat) and pair it with a classic plaid flannel in a colour like red or green check. Blue jeans complete the outfit, adding texture and contrast, and for footwear, go for a solid pair of lace-up boots. It’s a reliable look for weekends spent outdoors and casual settings, offering warmth and style without trying too hard.
Overshirt and hoodie
For an easy go-to outfit that’ll see you through relaxed weekends and get you out and about on milder autumnal days, look no further. There’s a reason a lot of guys end up practically living in their overshirts – they’re versatile, comfortable and about as close as it gets to timeless. The same could be said of a classic pullover hoodie too, and when you combine the two, it’s a simple fall look that’s hard to top. Opt for jeans or straight-leg chinos on the bottom half, and finish it off with canvas sneakers or a pair of lugged deck shoes for added traction on slippy fallen leaves. For overshirts, take a look at Wax London and ASKET. And for a proper high-quality hoodie, check out LESTRANGE.
For more inspiration, why not check out our complete guide to fall fashion?
