Gents, it’s September already.

There are only 15 weeks till Christmas!

Fall is sneaking up on you and that means colder temps and your summer clothes won’t cut it anymore.

Today, I have the best men’s Fall fashion guide with 12 Autumn essentials ALL men should own and wear during the Fall.

Click Here To Watch The Video – 10 Fashionable Fall Wardrobe Essentials Every Man Needs

Today’s article is sponsored by Cuts the makers of perfect casual menswear items including t-shirts and now hoodies. All of Cuts products are able to be customized based on collar and cut.

From v-neck t-shirts, to henleys, to crew-neck t-shirts and hoodies, Cuts has everything you would ever want and more. Click here to check out the only shirts worth wearing by Cuts and get a special discount just because you read RMRS!



Table of Contents

Men’s Fall Essentials – Contents

  1. Rubber Soled Boots
  2. High-Quality Leather Jacket
  3. Long Sleeve Henley
  4. Men’s Shawl Collared Cardigan
  5. Grey Flannel Trousers
  6. Quilted Jacket
  7. Herringbone Tweed Sports Jacket
  8. Pullover Hoodies
  9. Flannel Button-Down Shirt
  10. Denim Jacket
  11. Lightweight Down Jacket
  12. Chambray Shirt

Men’s Fall Fashion Guide: Rubber Soled Boots

Guys, I know I have been telling you for years to get shoes with a leather sole. For Fall, I suggest rubber soled boots and that is why it is on my list.

mens fall fashion guide boots

Why? Traction.

Rubber soles give you the ability to traverse the slush and heavy snow that can come in the Fall and winter. The rules for getting a quality rubber soled boot are the same as shoes with a leather sole.

Look for a welt construction of some sort. A Goodyear Welt is a perfect construction to look for. Studded Rubber soles will give you extra traction as well.

Another option is a Blake Stitch. The Blake Stitch is a less option than the Goodyear Welt as it offers less water protection.

mens fall fashion guide

Rubber soled boots are both stylish and ready for any adventure you wear them for.

As far as style goes, you can go for any kind you want. You’ve got Chukkas, Chelseas, Wing-Tips and so many more. You can also get them in a multitude of colors and finishes on the leather and suede.

I would say go suede as it will stand out more than leather and will show you put in just a little more effort than the normal man.

Men’s Fall Fashion Guide: High-Quality Leather Jacket

I mean you knew this was going to be on the list right?

Come on, it doesn’t get more bad ass than a great leather jacket. So how do you get the best leather jacket?

Perfect for a foggy day, a leather jacket is a men’s Fall fashion essential.

Well the most important part is that you have the attitude to pull it off first. A leather jacket has a timeless “tough-guy appeal” making a perfect fit for my men’s Fall fashion guide.

We associate leather jackets with ruggedness. This is because of the protection it can give us. This is also why bikers will wear a leather jacket in case of an accident.

On top of the attitude, a leather jacket is extremely durable and only gets better with age. As you wear your leather jacket more and more, it will form to your body and become more flexible.

The leather will start to distress as well. Many people actually look to buy a vintage leather jacket or a pre-distressed leather jacket to achieve this look.

One of the most common leather jackets is the motorcycle jacket.

Channel your inner bad ass in this classic motorcycle leather jacket.

Sometimes named “moto” for short, this is a tighter fitting jacket. This jacket is best for someone with a slimmer build as it is so form fitting.

Another great option is a bomber jacket in leather. This is a favorite of many and is the most flexible style when it comes to body types.

A classic bomber style jacket will include a soft, turn-down collar with a cloth or fleece lining.

The bottom of the jacket will also have a ribbed bottom with ribbed wrists.

You can go with a soft leather or a suede. Suede is more casual in nature and but is also less durable. It all depends on your preference. Suede is perfect for Fall but soft leather can work in Fall and Winter.

Make sure to invest in a high quality leather jacket as well.

With leather jackets, you pay for what you get and spending a little extra now will lead to you having a much higher quality jacket that will last for a long time.


Men’s Fall Fashion Guide: Long Sleeve Henley

The long sleeve Henley is a versatile shirt for the Fall that has been around since the 19th century.

Click here to check out Cuts’ wide range of extremely comfortable Henleys.

The Henley shirt was first seen in England as undershirts for men. These were the most comfortable shirt at the time.

The name of “Henley” comes from the town Henley which was the home of the Royal Regatta. The Royal Regatta was one of the largest rowing races in England at the time. The rowers enjoyed the ventilation of the Henley and it quickly became the standard rowing uniform.

The Henley shirt’s popularity peaked during the Industrial Revolution as the shirt was easily mass-produced for everyone to wear.

As you can see, a Henley is characterized by the round neckline and placket of about 3 to 5 inches. In a lot of ways, the Henley is a polo shirt with no collar.

You can get a henley in short-sleeves or long-sleeves and can be in a multitude of different colors and materials.

Cuts also allows you to customize your cut including: elongated, split-hem and the classic curve-hem (shown above). Click here to check them out and receive a special discount for being an RMRS reader!

The biggest advantage of the Henley is that the v-cut in the front can send a signal of masculine sexuality – of course you need to have other things in check (a decent build being the big one) to pull off this look.


Men’s Fall Fashion Guide: Shawl Collared Cardigan

Now, I know what you’re thinking — “I’ll look like a grandpa if I wear one of those.” You won’t. Cardigans are a classic and should be a core item in your wardrobe.

mens fall fashion guide cardigan

If you’re a man who’s never worn a cardigan, you’re cheating yourself out of a useful addition to the wardrobe.

The cardigan was named after James Brudenell. A British Army Major General and the 7th Earl of Cardigan, Brudenell led the Charge of the Light Brigade at the Battle of Balaclava during the Crimean War.

During the Crimean War, British officers wore a knitted wool waistcoat as part of their uniform. These were only a knitted sleeveless vest, but later sleeves were added.

This garment hit its peak popularity in the 1930s but also experienced come backs in the 50s, 70s 90s and right now.

The comeback is due in larger part to James Bond rocking in cardigan in both Casino Royale and Quantum of Solace.

james bond cardigan

James Bond in a cardigan. It doesn’t get any cooler than this…

This sent ripples through the style world and men have been embracing this sweater ever since.

The best option is to go for a thicker or chunkier cardigan with a shawl lapel and buttons. If you go with a smaller option, you run the risk of looking feminine. Also go for a dark color: black, charcoal gray, or navy blue.

This sweater can work as a jacket or also a layering piece in the winter under a heavier coat.


Men’s Fall Fashion Guide: Gray Flannel Trousers

A pair of gray flannel trousers are can become your go-to pair of pants for the Fall.

grey flannel trouser

Two pairs of grey flannel trouser with cuffs at the bottom of the pant legs.

To start, it’s important to understand what flannel is exactly. Flannel is a soft woven fabric that has its roots in 17th century Wales in England. It was originally made from carded wool or worsted yarn but today is made from wool, cotton or synthetic fibers.

Flannel trousers became part of one of the most iconic menswear outfits during the mid 20th century. The combination of light colored flannel trousers worn with a contrasting sports jacket were the most popular menswear outfit for 30 years.

Grey is the best color to choose for flannel trousers as it is a neutral color that can match with anything other than gray itself.

Grey flannel trousers can replace jeans in a casual outfit or in a more formal outfit with a contrasting sports jacket.


Men’s Fall Fashion Guide: Quilted Jacket

A quilted jacket is a great sport option for a light jacket in general and also another part of my men’s Fall fashion guide.

black quilted jacket

An uncommon jacket in the US, the quilted jacket is extremely popular in European and is a great outdoor jacket.

Created in the 1960s, the quilted jacket was invented for shooting. The creator, Steve Guylas, made a quilted vest which was kept the rifleman’s chest warm but still allow mobility of their arms.

The jacket became a mainstream item once the royal family was seen wearing it. The Queen would often sport a brown corduroy collar jacket when she was riding and the rest of the royal family followed suit.

The quilted jacket is a great option to wear when you are going to be outside a lot and there is the possibility of rain. These jackets are typically weatherproofed and can keep you warm during the coldest Fall nights.

mens fall fashion guide quilted jacket

Quilted jackets are built to protect you from the elements.

There are many different styles and colors of quilted jackets and any will work. A classic style would be one without a collar and in an earth tone. Earth tones would include black, gray, olive green, navy blue — basically your neutral tones.

Perfect for a campfire or outdoor activity, the quilted jacket is an essential piece of men’s clothing for Fall.



Men’s Fall Fashion Guide: Herringbone Tweed Sports Jacket

For a great sports coat in the fall, there is no better choice than a Herringbone Tweed sports jacket.

herringbone tweed sports coat

A herringbone tweed jacket over a chambray dress shirt with a black knitted tie.

Tweed is a woolen fabric.  Woolen yarns are made from carded wool, which is thick and full of un-straightened fibers.

It is warm and flexible but not as smooth or uniform as worsted yarns, where the wool is combed so that all the fibers lie in one direction.

It takes its name from the River Tweed, which flows through traditional cloth-producing country in Scotland. The fabric we call tweed today was originally known in Scotland as “tweel,” a local spelling of “twill” (the pattern it was commonly woven in), but a London buyer in the 1830s misread an agent’s handwriting and assumed the cloth was “tweed,” named after the river.

The tweed sports jacket became very common in upper-class leisurewear in the 1920s and hit the height of its popularity in the 1960s as a hallmark of academic students and the “mod” counterculture movement.

Tweed is woven in a twill weave. Twill has diagonal ribs crossing the fabric, like the pattern on your blue jeans.  While tweed yarns could technically be used in a plain weave (without the diagonal ribs), it is uncommon.

Many tweed garments have an additional pattern in the weave, either herringbone or houndstooth.  These give the characteristically rough look associated with tweed.

Steve McQueen wore a brown herringbone tweed sports jacket in the movie Bullitt. McQueen’s outfit has often been called the “greatest outfit in film history.”

steve mcqueen in bullitt

The herringbone tweed sports jacket worn by Steve McQueen in the classic and iconic film Bullitt.

Under the sports jacket, he wore a french navy blue rollback sweater and charcoal gray flannel trousers.

This is a great look to emulate in the Fall. A brown herringbone sports jacket fits very nicely in the Fall aesthetic and can help you stand out.

Men’s Fall Fashion Guide: Pullover Hoodies

Shifting gears to more casual attire, the pullover hoodie is the next part of my men’s Fall fashion guide.

cuts sweatshirt

Cuts brand new lightweight hoodie features a trim athletic fit, stretch, low profile pockets and a double-walled hood.

The first hoodies were created in the 1930s in the United States for workers in New York warehouses. The workers had been complaining about the freezing temperatures in the warehouses.

Champion produced the first modern hoodies. It wasn’t until the 1970s that hoodies first took off in popularity. This was due in part to the development of the Hip-Hop culture in New York City and designers embracing this new clothing.

Rocky Balboa was one of the first pop culture icons to wear a hoodie causing the popularity to increase tenfold.

In order to pull off a hoodie, you have to nail the fit. If the hoodie is too loose, you will look unkempt and out of place. You want to have a fitted look but not so tight that you can’t breathe. A slim fit is the best option.

cuts sweatshirt

The hoodies from Cuts also feature a hyperloop fabric which is a french terry which is moisture-wicking and climate controlling.

Hoodies give off a very relaxed feeling to others. Another advantage of the hoodie is that your significance other will want to borrow it often.

In fact, it’s been proven by Dr Yvonne Fulbright that the exchange of wearable possessions is a sign of affection and has been a part of courting and dating rituals for a long time.

A hoodie is perfect to take keep you warm on the cooler nights of Fall without making you hot or sweat.

You can even layer a hoodie under a leather jacket which will give off a very “bad boy” vibe. This is a go-to outfit for many men and is a great outfit for Fall.


Men’s Fall Fashion Guide: Flannel Button-Down Shirt

As stated before, flannel is a perfect material for Fall. The flannel button-down shirt is another part of my men’s Fall fashion guide.

mens fall fashion guide flannel shirt

A great example of a flannel shirt with a plaid pattern on it.

First of all, it is important to never double up on flannel. So this shirt will NOT work with a pair of flannel trousers. However, with any other pant type, it will work great!

The first flannel shirts were worn by farmers in 17th century Wales. They were used to protect them from the elements. This garment became a staple for blue-collar workers.

It is important to understand that flannel shirt does not have to be plaid. A flannel shirt can be in a solid color or in a plaid pattern.

For the Fall, I would suggest a darker color flannel shirt and in long sleeves. Style this with a pair of jeans of chinos and roll up your sleeves and you will have an amazing outfit to wear during all of the Fall and Winter.


Men’s Fall Fashion Guide: Denim Jacket

The jean trucker jacket or denim jacket is another staple of menswear for the Fall and is one of the most iconic jackets to have ever been created.

mens fall fashion guide denim on motorcycle

The denim jacket just oozes with cool and masculinity.

This jacket was originally created by the Levi Strauss in 1880 and was intended for use by cowboys, miners and railroad workers. Denim jackets are built for extreme wear and tear.

There is not a more iconic a more innately American jacket than the denim jacket. The appeal of the denim jacket is really due to the longevity of the jacket and the style of the jacket.

The jean jacket can be worn during Fall, Winter and Spring. The denim jacket has been become a layer piece of the winter by many.

mens fall fashion guide denim jacket

A great example of double denim done correctly.

A jean jacket can also take a lot of punishment and wear and tear. Much like a leather jacket, the longer you wear a denim jacket, it will break-in and become a custom fit just for you.

Styling a denim jacket isn’t as hard as you may think it is; it just takes a little bit of skill.

The biggest rule to not break is matching your jeans to a denim jacket. You can wear jeans with a denim jacket but it is important that the wash of the jacket and jeans is very different so that there is a clear contrast between them.

You can also wear a denim jacket with chinos. A dark washed denim jacket with tan chinos is a style many men utilize because of the contrast between the two garments.


Men’s Fall Fashion Guide: Lightweight Down Jacket

Also refereed to as the puffer jacket, the down jacket is an essential for men in both Fall and Winter.

mens fall fashion guide down jacker

The lightweight down jacket is perfect for cooler Fall nights.

The first down jacket was designed by George Finch in 1922. They were originally named the “eiderdown coat” and were designed for a 1922 Everest expedition.

Due to being bright green, Finch’s jacket was mocked by other members of the expedition. The jacket proved to be very effective in the mountain environment and other wanted their own.

Decades later, the puffer jacket became a staple of athlete-leisure and of big-name rappers and youths of the time.

Today, the down jacket is a staple of Fall and Winter wear.

It is important to get a slim style down jacket and to stay away from shinny versions of the jacket. If you don’t go with a slim style of the jacket, you will look more like the Michelin Man instead of the stylish gentleman you are.

As stated before, stay away from shiny versions and bright colors and large prints. Use dark colors as this jacket will be more slimming on you rather than making you look larger than you actually are.

This jacket is perfect for the latter half of fall and all winter and a nice staple to add to your wardrobe especially if you live where winters are very harsh.


Men’s Fall Fashion Guide: Chambray Shirt

Another shirt essential Fall shirt style is the chambray shirt.

chambray shirt man

A chambray shirt similar to the style worn by the US Navy during WWII.

Chambray’s history begins in the 1500s with roots in cambric fabric. Cambric fabric was a lightweight weave fabric that was made with linen. The cloth was made in Cambrai, in northern France.

Chambray stemmed off of cambric as an English spelling of the word and the term became widely known and used in the 1800s. By 1901, the fabric had spread to the United States.

The United States Navy wore chambray shirts and denim trousers through all of World War II. This spread to the working class in the United States after the war.

The structure of chambray is a very interesting one. It has a signature pattern that gives an almost weathered appearance. This comes from the combination of a colored fabric and white fabric in a 1×1 plain weave.

The Chambray shirt is a rugged shirt that is mostly casual in nature. You could dress it up under a navy blazer or tucked into a pair of light trouser if you wanted.



Men’s Fall Fashion Guide – Contents

There is my men’s Fall fashion guide with 12 essentials that all men should have in their wardrobe.

All of these are very versatile and will never go out of style.

Now that you know the essentials of men’s fall fashion why don’t you learn 10 more practical fall style ideas?

Click here to check out my guide to the 10 Practical but stylish Fall items that most men don’t own or check out more related posts below!

The post Men’s Fall Fashion Guide | 12 Fall Wardrobe Essentials Every Man Needs appeared first on Real Men Real Style.

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By: Antonio
Title: Men’s Fall Fashion Guide | 12 Fall Wardrobe Essentials Every Man Needs
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Published Date: Thu, 10 Sep 2020 11:55:02 +0000

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