Fall is one of the best seasons for men’s fashion. Cooler temperatures mean you can finally layer, wear textures, and pull out boots.
Unfortunately, a lot of guys make simple mistakes that hold their fall outfits back.
The good news? They’re easy to fix. In this guide, we’ll break down the most common men’s fall fashion mistakes—and how to upgrade your look fast.
❌ Mistake #1: Wearing Bulky Layers That Look Sloppy
The Problem:
You throw on a hoodie, then a coat, then a scarf, and end up looking more like a walking pile of laundry than a stylish man.
The Fix:
Master intentional layering. Layer thinner, fitted items first (like a tee or thermal), then add mid-layers (like a flannel or hoodie), and finish with a structured outer layer (jacket, coat, or overshirt). Each layer should add style—not just bulk.
🧥 Try This: White tee + henley + flannel + lightweight puffer = sharp & cozy.
❌ Mistake #2: Sticking to Only Black or Gray
The Problem:
Monochrome is easy—but it can feel lifeless in the fall when rich, earthy tones are in full swing.
The Fix:
Embrace fall color palettes: olive green, camel, rust, burgundy, navy, and even mustard. These colors complement each other and create depth.
🎨 Bonus Tip: Use black as a base, and add warm tones in jackets, scarves, or shoes to elevate the whole look.
❌ Mistake #3: Ignoring Footwear Variety
The Problem:
You’re still wearing beat-up summer sneakers with every outfit.
The Fix:
Invest in fall-appropriate shoes that add maturity and style: think suede chukkas, leather Chelsea boots, or sturdy work boots. Rotate shoes depending on the outfit and weather.
👟 Quick Upgrade: Switch your white sneakers for brown leather boots to instantly elevate a jeans-and-sweater combo.
❌ Mistake #4: Wearing the Wrong Fabric
The Problem:
Summer fabrics like linen or thin cotton look out of place and won’t keep you warm.
The Fix:
Swap in fall textures: flannel, corduroy, wool blends, brushed cotton, denim. These not only feel seasonal, but add visual texture that makes outfits more interesting.
🧶 Good Pairing: A wool peacoat over a soft flannel shirt gives you rugged-meets-refined style.
❌ Mistake #5: Overdoing Flannel Everything
The Problem:
You love flannel, but it’s your shirt, jacket, and even your pajama pants. That’s a lot.
The Fix:
Use flannel in moderation. It’s a strong statement, so keep it to one piece per outfit. Pair with neutral or solid items to balance the look.
✅ Do This: Red flannel shirt + dark denim + black boots
❌ Don’t Do This: Red flannel shirt + flannel-lined jeans + plaid scarf
❌ Mistake #6: Baggy, Poor-Fitting Outerwear
The Problem:
Your coat looks like it was handed down from your uncle in the ’90s. It swallows you whole.
The Fix:
Find a tailored fall jacket that fits your frame. Even casual coats (bombers, parkas, chore coats) should fit at the shoulders and not hang like a tent.
👔 Tip: If you’re layering underneath, size up intentionally, but check the fit in the mirror—especially from the back.
❌ Mistake #7: Not Taking Care of Your Boots
The Problem:
Your boots are dusty, scuffed, or salt-stained—and it ruins your otherwise decent outfit.
The Fix:
Keep a boot care routine: brush off dirt, use conditioner or waterproofing spray, and store them properly. Polish leather boots every few weeks during the season.
🧼 A clean pair of boots can make a $40 outfit look like a $200 one.
❌ Mistake #8: Forgetting About Accessories
The Problem:
Your outfit is good, but it feels plain and unfinished.
The Fix:
Use accessories strategically. A scarf, beanie, leather strap watch, or even a rugged tote can complete your outfit and add personality. Just don’t go overboard—one or two well-chosen extras is enough.
🧣 Fall Favorites: Wool scarf, suede gloves, knit beanie, or even a classic umbrella for rainy days.
❌ Mistake #9: Not Updating Your Wardrobe From Last Year
The Problem:
You’re wearing the exact same thing you wore last fall… and the one before that.
The Fix:
Take inventory. Declutter items that no longer fit, feel dated, or you just never wear. Then add a few key upgrades—maybe a new jacket, updated jeans, or better boots.
📦 Tip: Build a capsule wardrobe with 12–15 fall pieces that mix well together.
❌ Mistake #10: Prioritizing Style Over Comfort (Or Vice Versa)
The Problem:
You either suffer through cold weather in thin layers for the sake of fashion, or you wear only comfort gear and look unkempt.
The Fix:
Find style and comfort together. Today’s brands offer joggers that look sharp, sneakers that support your feet, and coats that actually keep you warm and look great.
✔️ Look for fleece-lined jeans, tech-fabric jackets, and fitted hoodies that are comfy but structured.
💡 Bonus Tips to Nail Men’s Fall Fashion
- Stick to one standout piece per outfit. Let one item shine—like a patterned coat or bold boots.
- Mind proportions. If you wear a bulky jacket, go for slimmer pants to balance.
- Dress for your lifestyle. A college student and a working dad may style differently—both can still look great.
- Try earth-tone sneakers. If boots aren’t your thing, go for tan or olive sneakers with suede or leather accents.
👏 Final Thoughts
Fall style doesn’t have to be complicated—but it should be intentional. The goal is to look put together, comfortable, and seasonally appropriate.
By avoiding these common fall fashion mistakes (and using the easy fixes), you’ll stand out in the best way.
Take a little time to prep your wardrobe, invest in versatile pieces, and build a fall style that feels like you—cool, confident, and ready for anything.
Tasos Moulios is the founder of Beardlong. He loves trying different beard and hair styles and blogs about them. The tips he shares come from his own experience and love for what he does.