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Henley Shirts for Short Men

Published on December 5, 2023 by Ryan Hallstrom · Clothing and Style

Well-fitting henleys can be difficult to find short guys. Here are some options!

Table of Contents

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  • The Henley Shirt: A Timeless Classic
  • Finding the Perfect Fit for Henleys
  • Building a Versatile Wardrobe
  • Maintaining Your Henley Shirts
  • Where to Buy Henleys for Short Guys
  • FAQ
  • Conclusion: Consider Swapping Tees for Henleys

In this article, we will delve into the world of Henley shirts for short men.

First, we’ll define what a henley is. Next, we’ll explore what makes them special, how to choose the right fit, and why they should be a staple in the shorter man’s wardrobe.

The Henley Shirt: A Timeless Classic

Before we dive into the specifics of Henley shirts for shorter men, let’s first understand what makes the Henley shirt a classic

History of The Henley

The Henley shirt is a versatile piece of clothing that sits somewhere between a traditional t-shirt and a button-down shirt. Its origins can be traced back to the 19th century when it was originally designed as an undergarment for rowers in the English town of Henley-on-Thames. 

Over time, it has evolved into a wardrobe staple that can be worn in various settings, such as in casual and smart casual situations.

For more info on the henley’s history, check out our dedicated article on the topic.

Henley Features

One key feature that makes Henley shirts unique is their buttoned placket, which typically extends a few inches below the neckline. This buttoned placket adds a touch of sophistication to the shirt, making it suitable for more than just lounging around the house.

The three most common variations of Henley shirts are the short-sleeve, long-sleeve, and thermal styles, each with its own distinct charm and application.

Henley shirts are known for their simplicity, comfort, and versatility. They can be worn as standalone pieces or layered under jackets, cardigans, or even casual sports coats. 

Shorter men can benefit from a well-fitting Henley shirt’s ability to broaden the chest visually with the ‘y’-shaped neck opening.

The Henley Advantage for Shorter Men

Shorter men often face unique challenges when it comes to finding well-fitting clothing. Standard sizes may not cater to their proportions, leaving them drowning in fabric or with too-long sleeves. 

This is where Henley shirts come to the rescue. Let’s explore why Henleys can be a game-changer for those on the shorter side.

Length Matters

One of the most significant advantages of Henley shirts for shorter men is the length. Henleys are often designed with a slightly shorter length compared to regular t-shirts or button-down shirts. 

Ryan Wearing Henley with jeans

This shorter length ensures that the shirt doesn’t extend too far below the waist, preventing the wearer from looking overwhelmed by excess fabric. Because this shirt is often used in layering or combination with other articles of clothing, the shorter hem also allows for a clean and proportional look, which is crucial for shorter guys.

Advantages of a Buttoned Placket

The buttoned placket on Henley shirts is a subtle yet powerful feature for shorter men. When left unbuttoned, it draws the viewer’s eye upward, creating a masculine v-shape that gives subtly gives the illusion of added height. 

This effect is most apparent on guys with a bit of muscle — henleys can be hit or miss for skinny guys.

Photo by xcai / Depositphotos.com

The key is to find a henley that fits well, especially in the chest. You want the ‘y’ placket to form, well, a ‘y’.  

The buttoned neckline also provides an opportunity to adjust the shirt’s opening to your preference, allowing you to showcase more or less chest depending on your style and comfort. 

Of course, the occasion will more than likely dictate how you style the shirt. I personally think it’s always best to leave the top button undone. 

Versatility in Styling

Henley shirts are incredibly versatile in terms of styling. They can be dressed up or down, making them suitable for various casual occasions. 

Shorter men can easily pair a Henley with jeans, chinos, or even dressier trousers, depending on the event. 

The ability to layer Henleys under different types of outerwear, such as sports coats or leather jackets, further enhances their adaptability.

Comfort should never be compromised for style, and Henley shirts excel in providing both. Made from a variety of fabrics, including cotton, jersey, and thermal knits, Henleys offer a comfortable fit that doesn’t sacrifice style.

Photo by xcai / Depositphotos.com

A henley feels like a regular long-sleeve tee but is more stylish. 

Finding the Perfect Fit for Henleys

Now that we’ve established why Henley shirts are a fantastic choice for shorter men, let’s delve into the nitty-gritty of finding the perfect fit. 

Remember, a well-fitting shirt can make all the difference in your overall appearance and confidence.

Know Your Sizes and Measurements

Before you start shopping for Henley shirts, it’s essential to know your measurements. Pay attention to your chest size, shoulder width, sleeve length, and overall height. These measurements will serve as a guide when selecting the right size and fit, especially when you’re shopping online. 

Additionally, don’t hesitate to try on different sizes and styles to see what suits you best, as sizing can vary between brands, or even within brands from season to season. 

I’ve experienced henley sizing frustrations firsthand. 

When I was in college, I stopped by an Eddie Bauer shop to replace my favorite henley which had become completely threadbare. I was sad to discover that none of the henleys fit. They were all too long and super baggy (even though my old henley was from Eddie Bauer).

I asked a salesperson if they carried extra small sizes. She said they didn’t. I asked if they had a kid’s section. She said “No.” 

Another clerk chimed in, “Have you tried pasta?”

“Huh? What do you mean?” 

“Pasta! You know — to get bigger!” 

Guys, finding clothes that fit can be hard! Sometimes you’ll need to try a few stores to find henleys that work for your height and build. 

Pay Attention to Sleeve Length

Shorter men often struggle with shirts that have sleeves that are too long. 

To avoid this issue, look for Henleys with shorter sleeve lengths or consider getting them tailored to your specifications. 

Henleys are meant to be worn untucked. Therefore, the hem should reach to about mid-fly. 

Consider Slim-Fit Options

Slim-fit Henley shirts can work wonders for small, shorter men. These shirts are designed with a narrower cut through the chest and waist, providing a more tailored look that complements your body shape. 

However, be cautious not to go too slim, as this can make the shirt too tight and uncomfortable.

Try Out Custom Tailoring (Even for Henleys)

For those who struggle to find the perfect fit off the rack, custom tailoring is a viable option. You can find a few online MTM brands that offer made-to-measure Henley shirts. You can select the fabric, style, and fit that suits your preferences. 

While this option may be a bit pricier, it ensures that your Henleys fit you like a glove.

I got a custom henley from Son of a Tailor, I really like it. The sleeves, in particular, fit better than any other henley I’ve owned.  

Experiment with Different Styles

Henley shirts come in various styles, including short-sleeve, long-sleeve, and thermal options. 

Experiment with these styles to find which one best suits your body type and personal style. For example, short-sleeve Henleys can be a great choice for warmer weather, while long-sleeve ones are better for layering.

I really like waffle-knitted thermal henleys. I find them to be a fantastic mid-layer shirt. 

Building a Versatile Wardrobe

Now that we’ve explored the art of finding the perfect Henley shirt for your shorter frame, it’s time to explore how to incorporate them into your wardrobe. 

For a laid-back and comfortable look, pair your Henley shirt with your favorite jeans or chinos. Opt for sneakers or casual boots to complete the outfit. This combination is perfect for weekend outings, casual gatherings, or just lounging around.

Photo by Sherman Yang / Unsplash.com

To dress up your Henley shirt, choose a slim-fit pair of trousers or dress pants. Add a sports coat for a touch of sophistication. Ensure that your Henley is well-fitted to maintain a polished appearance. 

Finish the look with leather chukka boots, minimalist sneakers, or loafers. This ensemble is suitable for smart casual days.

Henley shirts are excellent for layering. Combine a long-sleeve Henley with a cardigan or lightweight sweater for added warmth and style. 

Accessories can elevate your Henley outfit. Consider adding a stylish belt, a wristwatch, or a pocket square to complete your look. Remember not to wear too many accessories, though! 

Maintaining Your Henley Shirts

To ensure your Henley shirts remain in great condition, it’s essential to care for them properly. 

Always check the care label on your Henley shirt for specific washing and care instructions. 

Different fabrics may require different care methods, so it’s crucial to follow the manufacturer’s recommendations.

Wash Similar Colors Together

To prevent color bleeding and maintain the vibrancy of your Henley shirts, wash them with similar colors. Avoid washing dark-colored Henleys with lighter ones to prevent color transfer.

Use a Mild Detergent

Opt for a mild detergent when washing your Henleys. Harsh detergents can damage the fabric and cause colors to fade over time.

Avoid High Heat

When drying your Henley shirts, use low heat settings to prevent shrinkage and fabric damage. I prefer to air-dry my MTM henley just to be safe that it maintains its shape and fit.

Store Properly

You can fold or hang your henleys. Hanging prevent wrinkles and helps the shirts to maintain their shape. 

Avoid overcrowding your closet to ensure that the shirts have enough space to breathe. 

Also, opt for wooden hangers over wire monstrosities. Wires hangers can actually damage the shoulderline of shirts over time. 

Where to Buy Henleys for Short Guys

Henleys can sometimes be difficult to find in short sizes. Here are a few good options: 

Under 510

Under 510 is a clothing brand for, well, men under 510. We’ve covered them before on the site. They earned a thumbs-up in the review. 

Under510 Athletic Blend Henley

They offer a few different short-sleeved henley options including shirts in a Pima cotton, in a performance pique fabric, and in an athletic blend. 

Peter Manning

Peter Manning is another popular clothing brand that caters to short dudes. 

Peter Manning Henley Shirt Long Sleeve

PM has a bunch of henley options. Personally, I’d opt for the long sleeve white one. 

Check out our review for more.

Ash & Erie

Ash & Erie is yet another short guy-specific clothing company. 

Their short-length henleys have a 3-button placket specially designed for men of modest height. 

Ash & Erie Heather Charcoal Short Sleeve Henley

They have Pima and regular cotton versions and short and long-sleeve varieties.

Jimmy Au’s

Alan Au, of Jimmy Au’s for Men 5’8″ and Under reports that he offers “a long sleeve Henley with hemmed cuffs and bottom, made in a Pima stretch cotton (5% Spandex).”

For more info about this awesome store that only stocks clothing for shorter men, read this article. 

Son of a Tailor

My custom made-to-measure henley was from Son of a Tailor. 

Son of a tailor henley
Source: Son of a tailor

However, I don’t see henleys as an option on their site currently. I’m not sure if their MTM henleys have been discontinued or if they only appear seasonally. 

Blank Label

Blank Label is another option for MTM henleys that positively still offers the option. Here’s their selection. 

Blank Label Classic Navy Henley

While I don’t have a personal experience with Blank Label, I think that they’d be a solid option. 

For a bit more info about the brand, click here. 

FAQ

Here are answers to some common questions about henleys: 

Where can I buy Henley shirts?

Henley shirts can be found nearly anywhere, from online retailers to department stores. If you are seeking specialty variants, such as thermals, try sporting goods or other outdoor recreation stores. 

Are Henley shirts good for work?

Since Henley shirts can be dressed up or down, while being extremely comfortable and durable in either case, the short answer is “maybe.” If people in your workplace are wearing t-shirts, then henleys are definitely an option.

Birddogs Uncle Bucks khaki shorts

However, if people typically wear collared shirts, it’s best to wear a collared shirt. 

Conclusion: Consider Swapping Tees for Henleys

Henley shirts have emerged as a wardrobe essential for shorter men, offering the perfect combination of style, comfort, and versatility. With their unique buttoned placket and shorter length, Henleys can help you look and feel confident in any setting.

When shopping for Henley shirts, it’s crucial to know your sizes and measurements and choose the right fit that complements your body type. Don’t be afraid to experiment with different styles, whether it’s short-sleeve, long-sleeve, or thermal Henleys, to find what suits you best.

By incorporating Henley shirts into your wardrobe and learning how to style them for various occasions, you’ll be well-prepared to embrace the timeless appeal and versatility of this classic piece of clothing. 

Leave your questions or comments below!

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About Ryan Hallstrom

TMM's Senior Editor, Ryan Hallstrom is from Horseheads, NY, the only town in America named in honor of military packhorses. When he’s not writing about menswear, Ryan enjoys reading, whittling, running, and perfecting his penmanship.

Background: In 2021, Ryan graduated from Brigham Young University where he majored in American Studies and Russian. Before completing his schooling, he had a wide range of job titles including finish carpenter, usher, elevator operator (yes, that’s a real job), landscaper, tour guide, and more.

In January 2022, Ryan began working full-time as The Modest Man’s Senior Editor. In this role, he not only edits all articles prior to publication but also is a frequent contributor to the blog. He enjoys crafting in-depth product reviews (often testing items in extreme environments), helpful self-improvement articles, and detailed clothing guides.

His interest in men’s style stems from the examples of men in his family:

“Growing up, a lot of the men I looked up to dressed well. My dad is always clean-shaven and makes sure that he looks presentable before heading out the door, and my grandfather, who owned and operated a dairy farm, usually wore work pants with a sharp crease and a button-up work shirt.”

However, it wasn’t until the end of high school that Ryan began to care about how he looked. Gradually, over the next few years, he started to dress better and learn about style. “Finding clothes that fit helped me to become more confident. I find that when I try to dress well, I feel better.”

Expertise: Ryan has loved writing since an early age, and in college began contributing to and editing for university publications. After college, he began freelance writing and editing. He’s written from blogs and magazines such as Real Men Real Style, Life in the Finger Lakes, and Gentleman Within.

An avid traveler who spends plenty of time outdoors, Ryan appreciates clothes, footwear and accessories that can take a beating. His reviews often include long-term, thorough testing in extreme weather conditions.

Ryan has also spent more time in a suit and tie than most guys, so he's well qualified to write about classic menswear, business casual and formalwear.

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