Tailored Men's Shirts

Tailored men's shirts offer the perfect blend of style and comfort, making them an essential addition to any wardrobe. With their precise cuts and attention to detail, these shirts provide a polished look for both casual outings and formal events. Whether you're dressing up for a special occasion or looking for a versatile piece to elevate your everyday attire, tailored men's shirts deliver timeless appeal and lasting quality. Explore our collection to find the ideal shirt that complements your personal style and fits seamlessly into your lifestyle.

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298 Items

Men's Wrinkle-Free Kennebunk Sport Shirt, Traditional Fit Check
Men's Wrinkle-Free Classic Oxford Cloth Shirt, Traditional Fit
Men's Wrinkle-Free Kennebunk Sport Shirt, Traditional Fit Short-Sleeve Check
Men's Wrinkle-Free Pinpoint Oxford Cloth Shirt, Traditional Fit
Men's Wrinkle-Free Classic Oxford Cloth Shirt, Traditional Fit University Stripe
Men's Wrinkle-Free Pinpoint Oxford Cloth Shirt, Traditional Fit Tattersall
Men's Wrinkle-Free Kennebunk Sport Shirt, Slightly Fitted Check
Price was from: $64.95 now: $54.99
Men's Wrinkle-Free Ultrasoft Brushed Cotton Shirt, Long-Sleeve, Slightly Fitted Untucked Fit
Price was from: $69.95 now: $54.99
Men's Comfort Stretch® Oxford Shirt, Slightly Fitted Untucked Fit, Plaid
Price was from: $69.95 now: $54.99
Men's Comfort Stretch® Oxford Shirt, Slightly Fitted Untucked Fit
Men's Signature Microwale Corduroy Shirt
Price was from: $89 now: $64.99
Men's Signature Premium Pima Cotton Oxford Shirt, Long-Sleeve
Price was from: $89 now: $74.99
Men's Signature Stretch Poplin Shirt, Long-Sleeve, Slim Fit
Price was from: $79 now: $39.99
Men's Signature Vacationland Shirt, Short-Sleeve, Slim Fit
Price was from: $69.95 now: $49.99
Men's Signature Donegal Woven Shirt, Long-Sleeve
Men's Scotch Plaid Flannel Shirt, Slightly Fitted
Men's Sunwashed Canvas Shirt, Traditional Fit
Men's Wicked Good Flannel Shirt, Slightly Fitted, Houndstooth
Men's Scotch Plaid Flannel Shirt, Slim Fit
Price was from: $49.95 now: $39.99
Men's Sunwashed Canvas Shirt, Traditional Fit Short-Sleeve
Men's Signature 1933 Chamois Cloth Shirt, Slim Fit, Pattern
Price was from: $89 now: $69.99
Men's Comfort Stretch® Oxford Shirt, Traditional Untucked Fit, Plaid
Men's BeanFlex® Twill Shirt, Traditional Untucked Fit, Long-Sleeve
Price was from: $64.95 now: $54.99
Men's Signature 1933 Chamois Cloth Shirt, Slim Fit
Price was from: $79 now: $64.99

Tailored Men's Shirts

In the realm of men's attire, the tailored shirt stands as a cornerstone of a well-curated wardrobe. Whether for daily office wear, special occasions, or casual meet-ups, a perfectly fitted shirt sets the tone for a polished look. Tailored men's shirts, known for their precise fit and impeccable style, cater to a variety of body types and personal tastes, making each piece a testament to individual style and comfort. As we navigate the cooler months of January, the choice of a shirt not only pertains to style but also comfort and functionality. Fabrics like brushed cotton and flannel become preferred choices, offering warmth without sacrificing style. The versatility of a tailored shirt also makes it an excellent gift for men who appreciate a sharp and refined look in their professional and personal lives.

For those looking to elevate their style, understanding the nuances of a tailored shirt is key. The fabric, collar style, cuff type, and button detailing are not just elements but reflections of personal style and functionality. For instance, a spread collar might suit a business meeting, while a button-down collar could better suit a more casual outing. Moreover, the transition from workwear to casual wear is seamless with a tailored shirt; it can be dressed down with jeans or layered under a sweater for those chilly evenings out. For men who value a timeless yet practical wardrobe, tailored shirts provide both ease and elegance. They are not just pieces of clothing but investments in one’s appearance and confidence.

As we consider the purchase of tailored shirts, it’s important to focus on quality and durability. L.L.Bean’s commitment to offering well-crafted and enduring products ensures that each shirt remains a reliable part of your wardrobe for years to come. Whether you’re refreshing your wardrobe or shopping for a thoughtful gift, consider exploring our wide range of Men's Button Down Dress Shirts. These shirts are designed to meet the needs of every occasion, blending classic style with modern comfort and durability. Remember, a well-chosen shirt not only enhances your outfit but also elevates your entire outdoor experience, making every moment outside as enjoyable and stylish as possible.