Okay, so autumn outfits men, huh? Let me tell you, getting dressed in the fall used to be a real headache for me. I’d stare into my closet, a mix of summer tees and bulky winter coats staring back, and just feel totally lost. But I’ve been experimenting, figuring things out, and I think I’ve finally got a handle on this whole autumn style thing. Here’s what I’ve learned, step-by-step.

First, I started with the basics. I mean, seriously basic. Think about it: what are the core pieces you can build on? For me, it’s a good pair of dark wash jeans. Not too skinny, not too baggy, just a solid, straight-leg fit. Grabbed those at Old Navy, nothing fancy. Then, I snagged a couple of neutral-colored chinos – khaki and maybe a dark olive green. These are your workhorses, you know?
Next, layering is key. This is where the magic happens, honestly. Early on, I messed this up big time, just throwing on a hoodie over a t-shirt. Looked sloppy. So, I started investing in some decent shirts. A few long-sleeve Henley shirts are a must. They look good on their own when it’s still a bit warm, and they’re perfect under a jacket or sweater when the temperature drops. I also got a couple of flannel shirts – not the super-thick lumberjack kind, but thinner, softer flannels. Unbuttoned over a tee, they add a nice casual vibe.
Now, let’s talk jackets. This is where you can really show some personality. A lightweight bomber jacket is always a good choice. I picked up a navy blue one from H&M a couple years back and still rocking it. It’s versatile, goes with almost anything. Then I splurged (for me, anyway) on a waxed canvas jacket. Found a decent one on sale at LL Bean. It’s a bit more rugged, but it looks awesome with jeans and boots. And, of course, a denim jacket is a classic. I got a dark wash one that I can dress up or down.
For shoes, keep it simple and practical. I’m a big fan of boots in the fall. Leather boots or work boots, depending on what I’m doing. I got a pair of Blundstones last year, and they’re my go-to for everyday wear. Super comfortable and they look good with almost anything. I also have a pair of chukka boots that I wear when I want to dress things up a bit. And, of course, a pair of sneakers for casual days.
Accessories! Don’t skip these! They’re the little things that can make a big difference. A good scarf is a must, especially when it gets colder. I have a wool scarf in a dark gray color that I wear all the time. I also have a beanie hat for those really chilly days. And a decent leather belt is essential. Oh, and don’t forget a watch. A simple, classic watch can really elevate your look.

Okay, so let’s put it all together. Here’s an example outfit: Dark wash jeans, a navy blue Henley shirt, a khaki bomber jacket, and brown leather boots. Simple, but it works. Another one: Khaki chinos, a gray t-shirt, a dark olive green flannel shirt (unbuttoned), and white sneakers. Casual and comfortable. And for a slightly dressier look: Dark wash jeans, a button-down shirt, a waxed canvas jacket, and chukka boots.
The biggest lesson I learned is to experiment and find what works for you. Don’t be afraid to try new things. Look at what other guys are wearing, but don’t just copy them. Find your own style. And most importantly, wear clothes that you feel comfortable and confident in. That’s what really matters.
I’m still learning, still tweaking my style, but I’m finally feeling confident about my autumn wardrobe. Hope this helps some of you guys out there who are struggling with the same thing. Good luck!