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Overalls aren’t just for construction sites or farm life anymore—they’ve become a trendy, functional, and unexpectedly stylish piece in men’s fashion. If you’ve ever wondered how to style mens overalls, the options are endless.

From workwear roots to streetwear staples, men’s overalls have made a major comeback. Whether denim, corduroy, or even lightweight cotton, overalls can be styled in a variety of creative and polished ways.

This guide will show you how to style men’s overalls for casual days, fashion-forward fits, or even semi-dressy occasions. We’ll break down color matching, layering techniques, seasonal tips, and the best footwear to make your overalls look intentional—not accidental.

Why Overalls Are Making a Comeback

How to Style Mens Overalls: Why Overalls Are Making a Comeback

Men’s fashion is embracing versatility and self-expression more than ever before. Overalls offer just that: comfort, character, and utility. You can wear them to stay cozy or stand out, and they work across seasons with different styling elements.

Overalls also suit a wide range of body types and personal styles. From slim and tailored to baggy and relaxed, they allow room for personality while still offering structure.

How to Style Mens Overalls: Types of Overalls to Know

  • Denim Overalls: The classic style, great for casual and urban looks
  • Corduroy Overalls: Add warmth and texture, ideal for fall or winter
  • Short Overalls: Perfect for summer, offering a playful and relaxed vibe
  • Workwear-Inspired Overalls: Feature pockets and durable fabric, great for rugged streetwear

Styling Overalls for Casual Looks

The most common way to wear overalls is casually, and it’s also the easiest. You can throw them over a simple shirt and head out the door looking cool and laid-back.

With a T-Shirt

A classic white or black tee under denim overalls is timeless. For a more relaxed look, let one strap hang loose. Graphic tees also add a pop of personality without trying too hard.

How to Style Mens Overalls: With a Hoodie

Layer a hoodie under overalls for an effortless, cozy look that’s ideal for cooler months. Choose a hoodie in a neutral or bold color to match your overall shade. This combo works especially well with loose-fit overalls and sneakers.

With a Flannel or Casual Shirt

Unbutton a flannel and wear it open under your overalls for a 90s grunge look. Or tuck in a casual short-sleeve button-up for a slightly more styled effect.

Streetwear Styling with Overalls

Fashion-forward and bold, streetwear styles are a great way to elevate your overalls game. This involves mixing textures, layers, and eye-catching accessories.

With a Fitted Turtleneck

This combo instantly makes your outfit feel intentional and stylish. Black turtlenecks work best with dark-wash overalls, while gray or cream ones complement lighter shades.

How to Style Mens Overalls: With Oversized Outerwear

Layer overalls with a bomber jacket, trench coat, or oversized windbreaker. This creates depth in your outfit and can give off a high-fashion vibe if styled right.

Add Bold Accessories

Streetwear is all about the details. Add chunky sneakers, beanies, rings, or crossbody bags. Use color contrasts or match accessories to your top for balance.

Smart Casual Overalls Styling

Yes, you can even dress up your overalls. The key is choosing a tailored pair in a solid, muted color (like black or dark olive) and pairing them with sharp, clean pieces.

How to Style Mens Overalls: With a Button-Down Shirt

Wearing a crisp white or light blue shirt under structured overalls balances rugged and refined. Add loafers or clean sneakers to complete the outfit. Roll the hem of the pants for a neat touch.

With a Lightweight Sweater

Layer a slim-fit sweater beneath your overalls for a polished look. Stick to neutral or solid colors. This outfit works great for lunch meetings, date nights, or gallery visits.

Choosing the Right Footwear for Overalls

The shoes you wear can completely change the tone of your overall outfit. Here’s how to choose based on the look you’re going for:

Casual Footwear Options

  • Sneakers: White low-tops or retro styles keep it relaxed
  • Canvas Shoes: Offer a laid-back, skater vibe
  • Slip-ons: Great for warm weather and short overalls

How to Style Mens Overalls: Elevated Footwear Options

  • Chelsea Boots: Add sleekness for dressier outfits
  • Loafers: Work well with slim overalls and collared shirts
  • High-top Sneakers: Trendy and bold for streetwear styling

Match your footwear material with the rest of the outfit (e.g., suede shoes with corduroy overalls).

Best Color Combos with Overalls

Color pairing plays a big role in making your overall outfit pop. Here’s how to balance shades and textures:

Light Denim Overalls

Pair with pastel tees, white sneakers, or striped shirts. Works best in spring and summer.

How to Style Mens Overalls: Dark Wash or Black Overalls

Great with white shirts, gray hoodies, or bold prints. These create high contrast and suit colder months.

Earth-Tone Overalls (Olive, Brown, Tan)

Match with cream, beige, rust, or navy. These tones are warm and perfect for fall styling.

How to Style Mens Overalls: Seasonal Tips for Styling Overalls

Overalls are more flexible than you might think. With the right layering and fabric choices, you can wear them year-round.

Spring/Summer Styling

Opt for lightweight fabrics like cotton or linen blends. Pair short overalls with tank tops or printed shirts. Keep accessories light—think canvas hats and sunglasses.

Fall/Winter Styling

Choose thicker fabrics like denim or corduroy. Layer with thermals, sweaters, and coats. Add a beanie and leather boots for warmth and style.

Overalls keep you both stylish and comfortable in any weather.

Tips for Wearing Overalls With Confidence

Rocking overalls requires a bit of self-assurance and creativity. Here are a few simple tips to make your outfit stand out without trying too hard:

Start Simple

If you’re new to overalls, begin with denim and pair them with basic neutral tops. It’s easier to build your confidence with familiar pieces.

How to Style Mens Overalls: Focus on Fit

Avoid overly baggy or too-tight fits unless it’s part of your intentional aesthetic. A slightly relaxed fit flatters most body types.

Roll the Cuffs

Rolling the cuffs adds a casual detail that shows off your footwear and makes the outfit look finished.

Wear One Strap Down (If It Fits the Vibe)

It adds a cool, effortless touch, especially in casual or streetwear looks. Just be sure your overalls stay up comfortably.

Final Thoughts

Men’s overalls are bold, functional, and packed with style potential. Whether you’re aiming for casual comfort, creative streetwear, or something unexpectedly dressy, overalls can work their way into any wardrobe when styled with intention.

From choosing the right fit and fabrics to matching footwear and layering for the seasons, every detail counts. The best way to style men’s overalls is to wear them with confidence—and maybe a little creativity. Explore, experiment, and make the look your own.

(FAQs) How to Style Mens Overalls

Can men wear overalls casually?
Absolutely! Pair with a basic tee or hoodie and casual shoes for an easy everyday outfit.

Are overalls trendy or outdated?
They’re definitely back in style, especially when styled with modern pieces like turtlenecks or sneakers.

Can you wear overalls in hot weather?
Yes. Opt for short overalls or lightweight fabrics like cotton for summer comfort.

What shirts look best under overalls?
T-shirts, hoodies, polos, or button-downs, depending on your desired look.

Should I wear overalls with both straps on?
It depends on the style you’re going for. One strap down adds edge, while both straps up is more structured.

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