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Tailored Dress Shirts

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  • The Stain Resistant Performance Shirt
  • The Performance Shirt
  • Non Iron & Easy Care Shirts
  • Casual Shirts
  • Performance Flannel Shirts
  • Flannel Shirts
  • The Stain Resistant Performance Shirt

    Next Gen
    Next Gen Stretch
    Non Iron
    Non Iron
    Stain Repelling
    Stain Repelling
    Moisture Wicking
    Moisture Wicking
    Everything you love about our performance shirts with an added stain resistant finish. Look great, beyond the 9-5.
    Custom made to your sizes and design.
    Perfect Fit Guaranteed
    Learn more

    The Stain Repelling Performance Shirt by Woodies from Woodies Clothing on Vimeo.

  • White Stain Repelling Shirt on Figure
    White Stain Resistant Performance Shirt $125
  • Light Blue Stain Resistant Shirt
    Light Blue Stain Resistant Performance Shirt $125
  • Grey Stain Resistant Performance Shirt
    Grey Stain Resistant Performance Shirt $125
  • Blue Houndstooth Performance Shirt
    Blue Houndstooth Stain Resistant Performance Shirt $125
  • Light Blue Houndstooth Stain Resistant Performance Shirt
    Light Blue Houndstooth Stain Resistant Performance Shirt $125
  • Navy gingham Stain Resistant Shirt
    Navy Gingham Stain Resistant Performance Shirt $125
  • Heathered Grey Gingham Stain Resistant Performance Shirt
    Heathered Grey Gingham Stain Resistant Performance Shirt $125
  • THE PERFORMANCE SHIRT

    Next Gen Stretch
    Next Gen Stretch
    Non Iron
    Non Iron
    Moisture Wicking
    Moisture Wicking
    With maximum stretch, built in moisture wicking and an iron free finish you’ll look great beyond the 9-5.
    Custom made to your sizes and design.
    Perfect Fit Guaranteed
    Learn more
  • White Next Generation Performance Shirt
    White Performance Shirt $115
  • Light Blue Blue Performance Shirt $115
  • Heathered Chambray Performance Shirt
    Heathered Chambray Performance Shirt $115
  • Nordic Blue Gingham Performance Shirt
    Nordic Blue Gingham Performance Shirt $115
  • Balsam Green Gingham Performance Shirt
    Balsam Green Gingham Performance Shirt $115
  • Coastal Blue Plaid Performance Shirt
    Coastal Blue Plaid Performance Shirt $115
  • Sunset Bay Plaid Performance Shirt
    Sunset Bay Plaid Performance Shirt $115
  • Dark Navy Windowpane Performance Shirt
    Dark Navy Windowpane Performance Shirt $115
  • Light Blue Windowpane Performance Shirt
    Light Blue Windowpane Performance Shirt $115
  • Heathered Gingham Next Generation Performance Shirt
    Heathered Gingham Performance Shirt $115
  • Heathered Purple Small Gingham Performance Shirt
    Heathered Purple Small Gingham Performance Shirt $115
  • Heathered Navy Plaid Performance Shirt
    Heathered Navy Plaid Performance Shirt $115
  • Heathered Blue Small Gingham Performance Shirt
    Heathered Blue Small Gingham Performance Shirt $115
  • Heathered Medium Gingham Performance Shirt
    Heathered Medium Gingham Performance Shirt $115
  • White Performance Dress Shirt
    White Performance Tuxedo Shirt $125
  • Non-Iron &
    Easy Care Shirts

    A collection of shirts that keeps you looking fresh without the effort.
    Custom made to your size and design.
  • White Non Iron Dress Shirt
    White Non-Iron Royal Oxford Shirt $100
  • Blue Non Iron Shirt
    Light Blue Non-Iron Royal Oxford Shirt $100
  • White Non Iron Tuxedo Shirt
    White Non-Iron Royal Oxford Tuxedo Shirt $110
  • White Medium Herringbone Shirt
    White Medium Herringbone Easy Care Shirt $100
  • Light Blue Houndstooth Shirt
    Mini Light Blue Houndstooth Non-Iron Shirt $100
  • Casual
    Shirts

    Versatile, everyday button down shirts. They go well with your favorite jeans, but look just as good with a suit.
    Custom made to your sizes and design.
  • Navy Polka Dot Shirt
    Navy Polka Dot Shirt $95
  • White Polka Dot Shirt
    White Polka Dot Shirt $95
  • Blue Oxford Shirt On Figure
    Blue Oxford Shirt $95
  • White Oxford Shirt
    White Oxford Shirt $95
  • Light Blue Oxford Stripe
    Light Blue Oxford Stripe $95
  • Light Blue Micro Floral Print Shirt
    Light Blue Micro Floral Print Shirt $95
  • Light Blue Micro Floral Dot Print Shirt
    Light Blue Micro Floral Dot Print Shirt $95
  • Navy Plain Micro Floral Print Shirt
    Navy Plain Micro Floral Print Shirt $95
  • Diamond Print Oxford Shirt
    Diamond Print Oxford Shirt $95
  • Retro Circle Print Shirt on figure
    Retro Circle Print Shirt $95
  • Lightweight Cartoon Palms Printed Light Blue Shirt
    Lightweight Cartoon Palms Printed Light Blue Shirt $95
  • Navy Palm Leaf Print Shirt
    Navy Palm Leaf Print Shirt $95
  • Lightweight Cartoon Palms Printed Shirt
    Lightweight Cartoon Palms Printed Shirt $95
  • Japanese Light Blue Floral Printed Shirt
    Japanese Light Blue Floral Printed Shirt $95
  • Japanese Detailed Floral Printed Shirt
    Japanese Detailed Floral Printed Shirt $95
  • Multi Blue Horizontal Stripe Oxford Shirt
    Multi Blue Horizontal Stripe Oxford Shirt $90
  • Blue & Red Horizontal Stripe Oxford Shirt
    Blue & Red Horizontal Stripe Oxford Shirt $90
  • Heathered Black & Grey Plaid Shirt
    Heathered Black & Grey Plaid Shirt $95
  • Heathered Multi Blue Gingham Shirt Fabric on Figure
    Heathered Multi Blue Gingham Shirt $95
  • Heathered Black & Grey Gingham Shirt
    Heathered Black & Grey Gingham Shirt $95
  • Light Blue Striped Seersucker Shirt
    Light Blue Striped Seersucker Shirt $95
  • Pastel Blue Seersucker Shirt
    Pastel Blue Seersucker Gingham Shirt $95
  • Pastel Green Seersucker Shirt
    Pastel Green Gingham Seersucker Shirt $95
  • Red Check Seersucker Shirt
    Red Check Seersucker Shirt $95
  • White Striped Short Sleeve Camp Shirt
    White Striped Linen Short Sleeve Camp Shirt $95
  • Blue Seersucker Short Sleeve Camp Shirt
    Blue Seersucker Short Sleeve Camp Shirt $95
  • Light Blue Linen Shirt
    Light Blue Linen Shirt $95
  • White Seersucker Stretch Shirt
    White Seersucker Stretch Shirt $95
  • Navy Plaid Seersucker Stretch Shirt
    Navy Plaid Seersucker Stretch Shirt $95
  • Green Tartan Seersucker Stretch Shirt $95
  • Red Tartan Seersucker Stretch Shirt
    Red Tartan Seersucker Stretch Shirt $95
  • Dark Navy Corduroy Work Shirt
    Dark Navy Corduroy Work Shirt $105
  • Light Brown Corduroy Work Shirt
    Light Brown Corduroy Work Shirt $105
  • Dark Green Gingham Shirt
    Dark Green Gingham Shirt $95
  • The Performance Flannel Shirt

    Next Gen Stretch
    Next Gen Stretch
    Non Iron
    Non Iron
    Moisture Wicking
    Moisture Wicking
    With game changing stretch, built in moisture wicking and an iron free finish you`ll look great in the office or on the trails.
    Custom made to your sizes and design.
    Perfect Fit Guaranteed
    Learn more
  • Black Plaid Performance Flannel
    Black Plaid Performance Flannel $115
  • Admiral Plaid Performance Flannel
    Admiral Plaid Performance Flannel Collection $115
  • Sage Plaid Performance Flannel
    Sage Plaid Performance Flannel $115
  • Tonal Blue Plaid Performance Flannel
    Tonal Blue Plaid Performance Flannel $115
  • Teal & Blue Performance Flannel Shirt on fig
    Teal & Blue Performance Flannel $115
  • Multi Blue Plaid Performance Flannel
    Multi Blue Plaid Performance Flannel $115
  • Brown & Teal Plaid Performance Flannel on fig
    Brown & Teal Plaid Performance Flannel $115
  • The Blue Plaid Performance Flannel
    The Blue Plaid Performance Flannel $115
  • Canyon Plaid Performance Flannel
    Canyon Plaid Performance Flannel $115
  • The Grey Plaid Performance Flannel
    The Grey Plaid Performance Flannel $115
  • Classic Plaid Performance Flannel
    Classic Plaid Performance Flannel $115
  • Flannel
    Shirts

    Iron Free
    Warm & Cozy
    Easy Care
    Buttery
    Soft
    Custom made to your sizes and design.
    Perfect Fit Guaranteed

    The Ultimate Performance Dress Shirt by Woodies from Woodies Clothing on Vimeo.

  • Heather Grey and White Gingham Flannel
    Heather Grey and White Gingham Flannel $100
  • Black Gingham Flannel
    Black & Grey Gingham Flannel $100
  • Buckeye Check Flannel
    Maroon Gingham Flannel $100
  • Oxblood Check Flannel
    Oxblood Gingham Flannel $100
  • Navy Check Flannel
    Navy Gingham Flannel $100
  • Maroon and Grey Houndstooth Flannel On Figure
    Maroon Houndstooth Flannel $100
  • Black Houndstooth Flannel
    Black & Grey Houndstooth Flannel $100
  • Classic Red Tartan Plaid Flannel
    Classic Red Tartan Plaid Flannel $100
  • Classic Green Tartan Plaid Flannel $100
  • Grey Windowpane Heavyweight Flannel
    Grey Windowpane Heavyweight Flannel $100
  • Blue Windowpane Heavyweight Flannel
    Blue Windowpane Heavyweight Flannel $100
  • Light Brown Windowpane Heavyweight Flannel
    Light Brown Windowpane Heavyweight Flannel $100
  • Blue Traditional Plaid Flannel
    Blue Traditional Plaid Flannel $100
  • Red Dust Traditional Plaid Flannel
    Red Dust Traditional Plaid Flannel $100
  • Taupe Traditional Plaid Flannel
    Taupe Traditional Plaid Flannel $100
  • Classic Burgundy Tartan Heavyweight Flannel
    Classic Burgundy Tartan Heavyweight Flannel $100
  • Black and Grey Glenn Plaid Flannel
    Black and Grey Glenn Plaid Flannel $100
  • Black Bordered Check Flannel
    Black Bordered Check Flannel $100
  • Navy Bordered Check Flannel
    Navy Bordered Check Flannel $100
  • Maroon Bordered Check Flannel
    Maroon Bordered Check Flannel $100

Tailored Dress Shirts for the Perfect Fit

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At Woodies Clothing, we believe every man deserves a shirt that feels like it was made just for him—because it should be. Our tailored dress shirts combine timeless style, modern comfort, and unmatched precision, ensuring you always look and feel your best. Whether you’re dressing for a formal occasion, a business meeting, or a night out, our custom-made shirts deliver a perfect fit every time.

Why Choose Tailored Dress Shirts from Woodies?

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Tailored dress shirts are designed to fit your body’s unique shape, highlighting your best features while offering unparalleled comfort. Unlike off-the-rack options, tailored shirts provide a polished, professional look without sacrificing style. Here’s what sets them apart:

  • Precision Fit: Tailor-made shirts have seams, sleeves, and collars that complement your body type. This results in a sleek silhouette that flatters your torso.
  • Exceptional Comfort: Our shirts balance form and function, offering a comfortable fit for unrestricted movement while maintaining a sharp appearance.
  • Personalized Details: From collar styles and cuff designs to monograms and patterns, our tailored shirts are as unique as you are.
  • Premium Materials: Our shirts are crafted from high-quality fabrics like cotton and linen. They are breathable, durable, and perfect for any occasion.

Features of Our Tailored Shirts

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Our men’s tailored shirts are crafted meticulously to ensure they meet the highest standards. Here are some key features:

  • Waist: Tapered to align with the natural curve of your torso.
  • Shoulders: Seams sit perfectly at the edge of your shoulder line for a tailored look. Learn how to measure your shoulder width.
  • Chest: It is designed to lie flat against your body without strain or billowing. Use our guide to measure your chest for the perfect fit.
  • Sleeves: Cut to the proper length, ending at your wrist bone, with a slim yet comfortable fit. Unsure of your size? Check out our tips on measuring shirt sleeve length.
  • Collar: Snug and precise, with enough room to slide two fingers comfortably.

Our process ensures that your tailored shirt provides a flawless fit that feels just as good as it looks.

The Woodies Difference

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At Woodies Clothing, we’ve redefined how tailored shirts for men are made. We’ve combined craftsmanship with cutting-edge technology to deliver shirts that fit like they’ve been custom-made by a professional tailor.

Advanced Sizing Technology

Using innovative sizing algorithms and computer-aided design (CAD), we craft shirts that mimic the experience of having a shirt made specifically for you. Simply provide your measurements, which can be easily taken with our step-by-step guide, and we’ll handle the rest.

Premium Fabric Selection

Our fabrics, from breathable cotton to elegant linen, are handpicked for comfort, durability, and style. Choose from various patterns, colors, and textures to create a shirt that suits your style.

Personalization Options

Make your shirt truly yours with customizable details like:

  • Collar styles (spread, button-down, or mandarin)
  • Cuff designs (French cuffs, barrel cuffs, etc.)
  • Monograms for an added touch of sophistication

Satisfaction Guaranteed

Our perfect fit guarantee ensures you’ll love how your shirt looks and feels. If it’s not perfect, we’ll remake it—free of charge. We are committed to ensuring that every customer is completely satisfied with their Woodies experience.

Tailored Dress Shirts vs. Slim Fit Shirts

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It’s essential to understand the difference between tailored-fit and slim-fit shirts. While slim-fit shirts are mass-produced and designed to appeal to a general audience, tailored-fit shirts are cut precisely to your measurements, ensuring a more refined silhouette and superior comfort. A tailored fit is ideal if you’ve struggled with shirts that feel too tight or loose.

Who Should Wear Tailored Shirts?

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Men’s dress shirts with a tailored fit are perfect for:

  • Professionals who want a polished look for work or meetings
  • Individuals seeking stylish and comfortable attire for formal occasions
  • Men with athletic or average builds who want a shirt that enhances their physique
  • Anyone tired of the compromises of standard sizing

Pair your tailored shirt with a suit for a formal event, or dress it down with chinos for a bright, casual look. For a versatile and stylish pairing, consider our performance chinos.

Explore Our Collection of Tailored Dress Shirts for Men

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At Woodies, we offer a wide range of tailored shirts for men designed to suit every style and preference. From classic dress shirts for men to casual options like polo shirts and linen shirts, our collection has something for everyone. Browse our shirts category and discover the difference between custom-made dress shirts.

Benefits of Choosing Woodies Tailored Shirts

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  • Sustainability: Each shirt is made to order, reducing waste and promoting eco-friendly practices.
  • Durability: High-performance fabrics ensure your shirt lasts through countless wears and washes, providing you with a long-lasting and reliable garment.
  • Versatility: Our shirts are perfect for the office, weddings, or casual outings. They are designed to be a versatile and practical addition to your wardrobe.
  • Timeless Style: Our designs are modern yet classic, ensuring they never go out of fashion.

How to Get your Tailored Dress Shirt from Woodies

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Ready to experience the ultimate in style and comfort? Getting your perfect shirt from Woodies is simple:

  1. Visit our online store and select your desired style.
  2. Provide your measurements using our easy-to-follow guide.
  3. Customize your shirt by choosing your preferred fabric, collar style, cuff design, and other details.
  4. Place your order, and let us handle the rest. Your custom shirt will be delivered straight to your door.

Experience the Perfect Fit Today

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Say goodbye to ill-fitting, mass-produced shirts and hello to a wardrobe that truly fits your life. With Woodies tailored dress shirts, you’re not just buying a shirt but investing in confidence, comfort, and personal style. Shop now and discover why we’re the leading name in performance clothing for men.

Perfect Fit

Made For You

Quality First

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Say hello to the perfect fit.

We use advanced sizing AI to calculate your sizing in seconds, no tape measure required.
Answer a few simple questions, and we`ll take care of the rest.

How tall are you?
What is your weight (lbs)?
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What size T-shirt do your wear?
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What is your collar size?
?

Find your best fitting dress shirt in your closet. Take a look in the label — most likely there is a size like “16x34.”

That first number is your neck size. Neck sizes usually range from 13.5 - 15.5 on the small and anywhere from 17.5-19 on the larger side.

The average guy is about 16-16.75 in the neck.

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What is your sleeve length?
?

Find your best fitting dress shirt in your closet. Take a look in the label — most likely there is a size like “16x34.”

That second number is your sleeve length. Sleeve Length ranges from 32 - 33 on the small and anywhere from 35.5-37 on the larger side.

The average guy is about 34-35 in the sleeves.

Go back (previous question)
Torso & posture (optional)
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What is your pants waist size?
?

Find your best fitting pants in your closet. Take a look in the lab — most likely there is a size like “32x30.”

That first number is your waist size. Waist sizes ranges from 29 - 30 on the small and anywhere from 37+ on the larger side.

The average guy is about 32-36 in the waist.

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What is your pants inseam length?
?

Find your best fitting pants in your closet. Take a look in the lab — most likely there is a size like “32x30.”

That second number is your inseam. Inseams range from 28 -29 on the small and anywhere from 35-37 on the larger side.

The average guy is about 30-34 in the inseam.

Go back (previous question)
Which fit do you prefer?
?

Your clothes (tops and bottoms) are totally custom and are based solely on your sizing.

The fit you choose determines how close to your body, your clothes will fit.

Extra Slim is the tightest and Regular being the least form fitting to your body.

We recommend slim for most guys - it’s a handsome fit that isn’t too snug, but still flattering.

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