Men’s Leather Jackets & How To Wear Them – Bomber + Motorcycle

In this article/video, I wanted to do an update to my (4 year old!) men’s essential leather jacket story. A lot of the information in my previous article is still valid, so think of this as more of a supplement for why you should own a leather jacket instead of completely replacing it. As for the types of leather jackets I’m featuring in this video/article, you’ll likely notice that some are missing and that’s for a specific reason – I just don’t like them and they tend to not look great on most men. See the video below for an explanation of what styles I don’t prefer and why.

For the best ways to wear your leather jacket(s), check out the new video and my previous article and video here.

Biker Jacket

In my previous story, I mentioned that I didn’t like the biker style very much because they have a lot going on and should only be worn if you have a very specific rock and roll style. I still think this is true if you go with the traditional or classic-style biker jacket with the belt, chrome hardware and shiny leather. But, over the years, I discovered a slightly updated version that does away with the belt and replaces the shiny hardware and leather with matte options. Basically, this style of biker jacket removes all the things I disliked about the traditional versions, and now I’ve got to say, I’m much more of a fan.

As for how to wear them, I’d style with a t-shirt or sweater in white, black, or grey, dark wash or black jeans/chinos, and a pair of black boots. If you want to “dress it up” a bit, then pair with a casual collared shirt (leave untucked) in black, green, or burgundy, and some chinos or wool trousers.

$2395 – Burberry leather biker jacket – Burberry consistently makes some of my favorite leather jackets. You’ll pay for it, but if you can swing it, they’re totally worth the price and the fit is incredible. Remember, leather jackets are a BIFL piece.
$420 – AllSaints cargo leather jacket – all the hardware on this jacket is completely blacked out which I always prefer, but is tough to find. AllSaints’ leather jackets are worth the price and for the quality and construction, they’re a steal!
$420 – AllSaints leather biker jacket
$133 – AllSaints dark green shirt – this is the shirt Dorian wore throughout the video. The dark green color and cut of the shirt is super flattering for all shapes and sizes, especially if you’re thin or huskier.

Leather Bomber Jacket

I’ve said it a gazillion times and I’ll continue to say it, over and over again (all these articles feature bomber jackets) – regardless of your age and body type, from super thin to more rotund gentleman, every single man should have at least one bomber jacket in his closet because it’s a super versatile year-round item that can be worn a myriad of ways. Now whether you go with leather, suede or fabric options, that’s up to you. Frankly, I’d have each option, if your budget allows.

As for how to wear a leather bomber jacket, I always like to keep it simple. Pair with a crewneck sweater or t-shirt, dark wash jeans, and sneakers or boots. To make it more formal, I would pair with a white collared shirt, black tie, and wool trousers. The beauty of a bomber is that you can pretty much wear it with any kind of shirt – just pair with chinos, jeans or trousers on the darker side and you’ll never go wrong.

$500 – AllSaints leather bomber jacket – classic, classic, classic.
$500 – AllSaints leather bomber jacket in greyish blue – if you already own black, mix it up with this neutral-like color. Wear how you normally would with a black or brown jacket.
$465 – AllSaints leather and wool bomber – Dorian wore this in my Fall Shoes video and it’s such a sleek take on an all leather jacket. Super timeless and stylish.

3 Outfits Every Guy Needs

My articles and videos almost always center around a specific piece of clothing or accessory, so I thought it would be fun to switch it up and talk about 3 head-to-toe foundational outfits every guy needs. Once you have these 3 outfits, you can build an entire wardrobe around them. And here’s the beauty of them: from these 3 outfits, you can switch things in and out to add your own personal touch and truly make them your own.

Outfit 1

The first outfit is a casual one, comprised of a black polo shirt, a well-fitting pair of dark wash jeans and some white low top sneakers. This is a solid casual outfit that will always look great and put together on every man, regardless of your age or body type.

3-Outfits-Every-Guy-Should-Own-Ashley-Weston-1

$198 – John Varvatos Collection Hamptons Silk & Cotton Polo Shirt in black or charcoal (Best luxe polo shirt!)
$13 – H&M Polo Shirt Slim Fit in black (**THESE ARE THE BEST POLO SHIRTS!!!!)
$165 – J. Brand Tyler Taper Fit in slate resin (Love that the color, stitching, and hardware are similar color)
$55 – Levi’s 511 Slim Fit Stretch Jeans in dark hollow
$410 – Common Projects Achilles Leather Sneakers in white
$60 – Adidas Originals Stan Smith (colorway: white/white/fairway – Also available @ Footlocker)
$415 – Tom Ford ‘Snowdon’ Sunglasses
IWC Portugieser Automatic Watch

Outfit 2

I like to call this outfit ‘dressy casual’ because it transitions well from day to night. Throw on a leather or cotton black bomber jacket with a black t-shirt, dark wash jeans and black leather chukkas.

If you’re thin to average build, you can also wear a white t-shirt. However, if you’re a broader man that’s not in shape, and you decide to take off your jacket, then a white t-shirt will actually spotlight how big you are (and not in a good way). Also, the reason why you want to go with black chukkas is because black is the dominant color in your jacket. I went with leather chukka boots over suede and lace-up boots because the latter options won’t look appropriate for every season.

3-Outfits-Every-Guy-Should-Own-Ashley-Weston-1-2

$670 – All Saints Mower Leather Bomber Jacket in black (LOVE how minimal this jacket is – definitely a BIFL!)
$88 – Everlane Cotton Bomber in black
$60 – James Perse Clear Jersey Crew in black
$10 – H&M Crew-neck T-shirt in black
$170 – Diesel Buster 0607A Tapered Jeans (I’ve bought my fiance 3 pairs of these – they’re that good!)
$55 – Levi’s 511 Slim Fit Stretch Jeans in dark hollow
$175 – Johnston & Murphy Conard Cap Toe Chukka in black

Why a bomber over a blazer?

A bomber is a very stylish, modern alternative to a blazer that works in almost all the same occasions and looks great for every man, regardless if you’re a teenager all the way to a retiree. A younger gentlemen in high school or college, for instance, wouldn’t necessarily need a blazer, so that’s why I’m not recommending it over a blazer. If the occasion does call for a sport coat or blazer, in a pinch, you can use the jacket in my next recommendation and dress it up like I did in the picture below.

3-Outfits-Every-Guy-Should-Own-Ashley-Weston-1-4

Outfit 3

Lastly, my classic go-to formal outfit is a charcoal or navy suit with a white semi-spread collar dress shirt, black or charcoal tie, white pocket square, and oxford dress shoes. If you’re going with a charcoal suit, then pair with a black tie and black dress shoes. For a navy suit, pair with a charcoal tie, and dark brown dress shoes.

I love these two suits because it’s very easy to go formal by adding a tie or dress them down by forgoing a tie or swapping in a t-shirt instead of a collared shirt.

3-Outfits-Every-Guy-Should-Own-Ashley-Weston-1-3

$1395 – Burberry Modern Fit Wool Part Canvas Suit (charcoal)
$498 – Brooks Brothers Red Fleece Grey Suit
$115 – TopMan Grey Slim Fit Suit (alternative for warm climates: Topman Charcoal Linen Suit)
$280 – Allen Edmonds Carlyle Plain-Toe Oxfords (black or brown)
$120 – Aldo Bandolla Dress Shoe (black)
$19 – The Tie Bar Grenafaux Tie (My, hands down, favorite solid tie – go with black or charcoal)
$10 – The Tie Bar Solid White Cotton Pocket Square

Henley Shirts

Henley shirts are one of the few items that, to me, don’t really have a specific season they’re best worn in because there’s so many different versions for men. Other shirts, like T-Shirts, Polo Shirts and Dress Shirts don’t really have this problem since they’re pretty standard across the board no matter the season.

I love henleys, because they look sexy and masculine, especially when the top 1 or 2 buttons are undone to draw the eyes to your chest and shoulders to show off your physique in a flattering way. Hence, the image below.

BUT, and this is a big mistake I see a lot of men making – they’re not for every everyone. More on that shortly.

Let’s get into what to look for in your henleys based on the time of year.

Intro - Short Sleeve Sexy henley

Fabric

Generally, henleys will be made out of cotton, so there’s really not much choice outside of that, but you still need to consider fabric weights depending on the time of year. The main thing to know is that lighter weights should be worn in warmer months or in warmer climates and thicker, heavier fabrics in cooler months or climates. You can get them in everything from a lightweight summer weave, where it feels like a t-shirt, to thicker, quilted versions which will keep you warm during the cooler months.

You don’t have to worry too much when buying them because, based on the time of year, the brands will carry the appropriate weights. But I still want you to be aware of it just in case.

Henley Fabric Ashley Weston 2

Fit

Like all your clothing, including henleys, they should have a trim fit throughout the body and arms – no matter your body type. You never want it too loose anywhere because that’s when you’ll look sloppy and not put together. You shouldn’t be able to pinch more than 1-2 inches of fabric on one side of your stomach and no more than an inch around the bicep.

The image below highlights the proper fit around the torso and sleeves.

Fit - Perfect fitting henley shirt

I mentioned earlier that henleys aren’t for everyone, so let’s get into that right now since we’re talking about fit.

For Thin Gentleman

If you’re a thin guy, no matter your height, if you want to wear a henley, you absolutely need to nail the fit, especially if you’re going to wear a long sleeve version. If the fit is too loose, it’ll make you look thinner and more frail than you are – not good!

I only like long sleeve henleys on thinner men if they’re layered underneath a jacket, like the below right image. When worn on their own, it really spotlights and elongates your thinner torso, like image on the left. So if you’re a thinner guy and want to wear a henley on its own, then wear a short sleeve version since it’ll look similar to your t-shirts.

Henley Fit Ashley Weston

Bigger Gentleman

If you’re a rotund gentleman (aka you’re not in the greatest shape and have a belly), you cannot wear a henley shirt, period. Allow me to show you why and explain. See exhibit A:

Fit - Big Guy - Bad Example of henley

Because of the button placket on the front, coupled with the lack of a collar, a henley will shine a massive spotlight on your bigger neck and torso. This is when a polo shirt is perfect and should be used instead, because a polo shirt’s collar will visually keep your torso balanced and in proportion, so your top half doesn’t look so big compared to your bottom half. The image below of James Corden shows a guy with the exact same body type as the image above, but in a polo shirt. Talk about a night and day difference…

Fit - Big Guy - Good Example - Polo Shirt1

Best Ways To Wear A Henley Shirt

Think of your short sleeve henley as a t-shirt, they’re interchangeable in the same outfits, so that means they can be worn on their own or underneath a jacket.

How To Wear Henley - Short Sleeve

J. Crew Slim Broken-In Short Sleeve Henley
J. Brand Tyler Taper Fit in Rasalas
Allen Edmonds Hampton Ave Tan Leather Belt 
I would pair this look with white sneakers – Nike Tennis Classic Sneakers

For a long sleeve, you would normally wear these during the cooler months as a layering piece, so I styled Dorian in a long sleeve henley shirt underneath a bomber jacket, dark wash jeans, and sneakers.

Mens-Henley-Shirt-Long-Short-Ashley-Weston-2

Mens-Henley-Shirt-Long-Short-Ashley-Weston-3

Burberry Lightweight Lambskin Bomber Jacket 
J. Crew Wallace & Barnes Wool Henley Sweater
Diesel Buster 0607A Jeans
Allen Edmonds Decatur Ave Black Dress Belt  
Johnston & Murphy Conard Cap Toe Black Chukka

IWC Portugieser Automatic Watch
Ray Ban RB4258 Sunglasses 

During the warmer months you can wear them with the sleeves pushed up. As I mentioned in one of my other videos, women LOVE to see sleeves rolled/pushed up around your forearms.

How To Wear Henleys - Henley Sleeves Pushed Up On Forearms

My Favorite Henley Shirts

Here are some great short sleeve and long sleeve (lightweight and heavyweight) henley options that I love.

Short Sleeve Henleys

Short Sleeve Henley 1 Ashley Weston

$125 – Rag & Bone Classic Short-Sleeve Henley
$35 – J. Crew Slim Broken-In Short Sleeve Henley (White, Navy, Heather Grey, Black)

Long Sleeve Henleys

Rag & Bone Long Sleeve Henley Ashley Weston

$250 – Rag & Bone Giles Merino Wool-Blend Heavyweight Long Sleeve Henley Shirt
$40 – J. Crew Slim Broken-in Lightweight Long Sleeve Henley
$15 – H&M Jersey Lightweight Long Sleeve Henley 

Spring & Summer Suit Guide

There’s going to be some items in your closet that’ll need to transition for the Spring and Summer seasons, and that definitely includes your suits. If you’ve seen my other suiting articles and videos, then there’s some suits that’ll work year round, but there’s always room for some seasonal specific suits.

So let’s go through what you should look for in a Spring and Summer suit and the best shoes to wear during this time of year.

 

Colors

I love brown, green, and burgundy during these seasons, but I’m also a big fan of lighter colors such as: light to medium blues, light greys, and camel.

For bolder colors, like green and burgundy, I prefer that they’re solid because a pattern can be too bold of a look and make you look like a goofball.

Patterns

Experimenting with patterns is a perfect way to inject some fun and personality into your suits. I love windowpanes, plaids, checks, and stripes (ie. seersucker striped pattern).

It is perfectly fine to wear a darker color, like navy, but I always prefer to go with a navy windowpane or a nice navy plaid suit to help slightly break up the big swath of a dark color.

Fabric

During this time of year, there’s a lot of fabric choices to choose from – linen, cotton, seersucker, or a lightweight wool fabric.

Most Spring & Summer wool suits will generally be around 8 – 10 ounces, which is your typical year-round fabric weight. I tend to prefer 8-8.5 ounces as that’s a nice lightweight wool that’ll keep you comfortable.

If you live in a more tropical environment that’s hot and humid, I recommend going with fabric that is around 6 ounces, since it will be much lighter and more breathable. Linen is typically a very lightweight, breathable fabric choice although you will have to deal with the immense wrinkles that will accrue throughout the day – there’s just no way around it with linen, unfortunately.

Another really great fabric that doesn’t wrinkle and that’s quiet breathable is seersucker, which I really love. Traditionally, seersucker fabric is blue and white but there are a lot of different color variations these days.

Hem

pants - hem break - ashley weston
Aside from pattern, this is another area where you can add some flair to your Spring suiting.

There are 3 different hem lengths I recommend:

Exposed ankle – If you want a little bit of your ankle to be exposed than hem pants so they hit the top of your outer ankle bone. Make sure your pants are tapered pretty slim towards the ankle so that there’s not a bunch of fabric flopping around.

No break – When you want to wear loafers, have your pants hemmed so they’re barely skimming the top of your shoes. Again, pants should be tapered pretty slim towards the ankle.

Slight break – More versatile and appropriate for all occasions.

Pairing Your Spring/Summer Suit with Dress Shirts & Ties

For dress shirts, I love using pastel colors like light pink, light green, and sky blue and patterned dress shirts, like gingham and stripes.

For ties, I love polka dots, florals, and fun patterns during this time of year. I also really like using silk knit ties in solid colors since they complement the visually lighter suits. Just please, make sure your ties are proportional to your body type.

Pro Tips

If you want to inject some color in your charcoal or navy suit (that you already own), pair it with a gingham or striped dress shirt, or even a lavender or light pink dress shirt. This will help give a more Spring-vibe to your outfit.

If you go with a patterned suit, then make sure to keep your dress shirt and pocket square a solid color because you don’t want to go overboard with mixing patterns. The tie can have a pattern, though.

If you’re wearing a solid Spring colored suit, then gingham and striped dress shirts in pastel colors look really good here. You’ll want a bolder solid colored tie so that it stands out from the shirt and compliments your suit.

Shoes

If you’ve watched or read any of my other shoe videos and articles, I’ve specifically mentioned that you should save your suede items for Spring and Summer, and guess what? Now it’s time to bring them out.

My 2 favorite shoes to use are suede monkstraps and penny loafers.

The Best Spring/Summer Suits

Lightweight Wool Suit

I love the Brooks Brothers navy plaid suit – it was so easy to style it in a couple different ways on my friend Jordan O’Brien from The Gentlemen’s Cove.

$490 – Brooks Brothers plaid suit

$300 – Topman Dark Brown Suit

Linen

The Burberry and J.Crew gingham print suit are incredible and will make a stylish statement this Spring!

$1995 – Burberry Linen silk suit

$546 – J.Crew Ludlow Gingham Linen-Cotton Suit

$150 – H&M Linen blue suit (see matching pants here)

Seersucker

I’ll be updating this section soon as more seersucker suits hit the stores.

$498 – Brooks Brothers Seersucker Suit

Cotton

$2795 – Ermenegildo Zegna Cotton Suit
$456 – J.Crew Ludlow Italian Chino Khaki Suit (and matching pants here)

 

Top 10 Men’s Spring Essentials

There’s only a few weeks of Winter left, so pretty soon we’re all going to have to start thinking about transitioning to our Spring wardrobe. So in addition to your year-round Men’s Essential staples that are already in your closet, Jordan O’Brien from The Gentlemans Cove and I each came up with a list of 10 Spring Essentials that every man should own.

 

 

My Top 10 Men’s Spring Essentials

1. Lightweight, Spring Suit

Whether you go with a linen, cotton, seersucker, or lightweight wool suit, these options will make a statement and keep you cool throughout the Spring and Summer months.

Lightweight Suit Ashley Weston

$650 – J. Crew Ludlow Geyser Grey Italian Wool Suit
$500 – Brooks Brothers Red Fleece Navy Windowpane Suit 
$300 – TopMan Dark Brown / Burgundy Suit 
$105 – H&M Dark Green Cotton Stretch Suit

2. Linen or Lightweight Blazer

These lightweight blazers are perfect for casual Fridays at work or heading to lunch or dinner with friends. They’re a great way to insert a stylish statement while keeping cool. Linen will wrinkle a bit, but that’s part of its character so embrace it.

Lightweight Blazer Ashley Weston 1

$400 – Suitsupply Havana Green Check Sportcoat
$358 – Brooks Brothers Windowpane Linen Sportcoat
$168 – J.Crew Unstructured Ludlow Cotton-Linen Blazer
$99 – H&M Linen-Blend Navy Blazer  

3. Gingham Button Up Shirt

I love gingham shirts for the Spring because they can be worn dressed up with a suit or blazer or dressed down on their own or underneath a sweater. I included some great lavender, navy, and light grey gingham options below.

Gingham Button Up Ashley Weston

$450 – Ralph Lauren Purple Label Aston Gingham Dress Shirt 
$88 – J.Crew Ludlow Navy Gingham Shirt
$80 – Banana Republic Grant Fit Silver Gingham Shirt
$55 – The Tie Bar Grey Gingham Shirt

4. Silk Knit Tie

There’s no other brand that I love more than The Tie Bar. The quality, construction, and color/pattern choice can’t be beat by any other brand. Like I’ve always said, they’re not paying me to say this.

Silk Knit Tie Ashley Weston

$25 – The Tie Bar Scramble Knit Blue Polkas
$25 – The Tie Bar Knit Strip Brown
$25 – The Tie Bar Knitted Wine
$25 – The Tie Bar Midnight Navy

5. Polo Shirt

Polo shirts instantly make an outfit look more put together and Spring is the perfect time to start wearing them. I like John Varvatos, but be careful if you’re not in shape or have erect nipples because their silkier shirts will highlight these areas. The fit on Theory and Fred Perry polos is excellent and H&M is my go-to when I’m more price-conscious. You’ll need to replace those roughly every 8 weeks though due to fading.

Polo-Shirt-Ashley-Weston-Mens-Clothing-Fit-Guide $198 – John Varvatos Collection ‘Hampton’ Silk & Cotton Polo Shirt
$95 – Theory Cotton Polo
$85 – Fred Perry Navy/White Tipped Polo Shirt
$13 – H&M Polo Shirts

6. Short Sleeve Button Up Shirt

Not only do short sleeve button-up shirts look stylish, but every man (regardless of age or body type) can wear these. There’s currently so many great options from J.Crew and come March/April, Topman will have an equally great selection.

Short Sleeve Button Up Ashley Weston $480 – Prada Slim Fit Star Print Cotton Poplin Shirt
$128 – Todd Snyder Short Sleeve Floral Print Shirt
$60 – J.Crew Short-Sleeve Shirt in Jungle Print
$60 – J.Crew Short-Sleeve Oxford Shirt in Blue
$60 – J. Crew Short-Sleeve Shirt in Striped Heather Poplin 
$55 – TopMan Blue Abstract Print Short Sleeve Casual Shirt

7. Suede Bomber Jacket

I’ve maintained in some of my other videos and articles that you should save your suede for Spring. Well, it’s time to break out those items. I love the options below – you can choose from navy, light grey, and brown suede jackets. The A.P.C. jacket is a BIFL piece and will never go out of style.

Suede Bomber Jacket Ashley Weston$1,455- A.P.C. Louis W Suede Bomber Jacket
$1,085 – Hackett Mayfair Suede Bomber Jacket
$160 – TopMan Light Grey Faux Suede Formal Bomber Jacket
$160 – TopMan Faux Suede Formal Bomber Jacket

8. Penny Loafers

Finally we’re entering ankle season, which means penny loafers can finally be worn. I love Ferragamo’s loafers (I got a pair for my fiance Dorian 2 or 3 years ago) and they’re totally worth the price because they definitely hold up and still look great after years and years of wear.

Ferragamo Penny Loafer 2 Ashley Weston$760 – Ferragamo Penny Loafer Shoe
$195 – Jack Erwin Archie Penny Loafer Hazelnut
$185 – Johnston & Murphy Stratton Penny

9. Suede Monkstraps

Suede monkstraps, whether you get a dark brown, grey, or navy pair, can just take an outfit to another level. It’s such a stylish touch to any outfit and can be worn with a suit, chinos, or jeans. Make sure to Scotch Guard them before you wear them for the first time – always gotta protect your suede items!

BB Suede Monk Straps Ashley Weston$698 – Brooks Brothers Navy Suede Double Monk Strap
$398 – Brooks Brothers Suede Double Monk Strap Shoes
$275 – Crosby Square Conley Double Monk Strap Shoe (Espresso and Navy)
$80 – H&M Suede Monkstrap Shoes

10. Chinos

Chinos should only be worn in Spring, Summer, and early Fall and that’s it. They’re a great alternative for those days when you don’t feel like wearing jeans and when you want to just feel cool and comfortable.

Chinos Ashley Weston$575 – Maison Margiela Cotton-Twill Chinos
$75 – J.Crew Broken-In Chino in 484 Fit
$30 – Uniqlo Slim Fit Chinos
$30 – H&M Chinos Skinny Fit

Jordan’s 10 Men’s Spring Essentials

1. Huaraches

These as well as other great alternatives were included in my Summer Essentials E-Book. A lot of Jordan’s picks I actually included in that e-book so be sure to check it out if you haven’t already 🙂

Huaraches Ashley Weston $165 – Vintage Artisan Classico Brown
$88 – Chamula D.F. Dk. (Brown or Navy)
$88 – Chamula Cancun with Natural Crepe Sole

2. Linen Suit

Linen, as well as the other lightweight fabrics I also included in my list, is very breathable and will keep you cool during the warmer months. Here are some of my favorite items currently available.

Linen Suit Ashley Weston$2,000 – Burberry Slim Fit Wool Silk Linen Three-Piece Part-Canvas Suit
$349 – Brooks Brothers Milano Fit Check Linen Suit
$99 – H&M Linen-Blend Suit Jacket
$50 – H&M Linen-Blend Suit Pant 

3. Panama Hat / Straw Fedora

Whether you need some extra sun protection or want to look stylish while staying cool, straw hats are super breathable and lightweight. Every year I get J.Crew’s panama hat, but it only lasts the season before it starts to fall apart. I’m currently eyeing Loro Piana, Brooks Brothers and Stetson’s hats because I know I can count on the quality and construction.

Panama Hat Ashley Weston 1$735 – Loro Piana Laurence Straw Panama Hat
$298 – Brooks Brothers Straw Fedora
$287 – Lock and Co Napoli Hat
$105 – Stetson Men’s Centerdent Fine Panama Hat
$65 – J. Crew Paulmann panama hat with striped band

4. Basic Striped T-Shirt

Striped t-shirts are super easy to insert into your current wardrobe. They look great with your suits, blazers, bomber jackets or just on their own.

Stripe Tshirt Ashley Weston$90 – Todd Snyder Slim-Fit Striped Cotton T-Shirt
$88 – Todd Snyder Fine Stripe Button Pocket T-Shirt in Maroon
$60 – J. Crew Wallace & Barnes Indigo T-Shirt in Stripe
$45 – J. Crew Garment-Dyted T-Shirt in Microstripe
$35 – TopMan Selected Homme Navy and Off White Stripe T-Shirt

5. Long Sleeve Henley Shirt

I like long sleeve henleys when they’re worn as a layering piece, so underneath a casual button down shirt paired with some dark wash jeans and boots or sneakers. If you’re a slim or wider gentleman, I highly advise against wearing henleys on their own because they emphasize your body size even more (and not in a good way).

Long Sleeve Henley Shirt Ashley Weston$150 – Rag & Bone Slim-Fit Mélange Cotton-Blend Jersey Henley T-Shirt
$59 – L.L. Bean Signature Slub Henley
$39.50 – J.Crew Slim Broken-In Henley

6. Denim Jacket

If you’re new to wearing denim jackets, I suggest going with a black or dark grey version because it’ll be a lot easier to wear, especially if you wear jeans a lot because you don’t want to look like you’re wearing a Canadian tuxedo.

Denim Jacket Ashley Weston$295 – Rag & Bone Standard Issue Washed-Denim Jacket
$195 – All Saints Mens Hockett Denim Jacket
$90 – Levi’s The Trucker Jacket (in rinse or lamar black stretch)
$40 – H&M Denim Jacket

7. Lightweight Jacket

On those windy or rainy days, having a lightweight jacket that can combat the elements while looking stylish is always what I strive to find.

Casual Jacket Ashley Weston$280 – Saturdays Travis Windbreaker (Sage or Clay)
$200 – J. Crew Field Mechanic Jacket
$160 – Under Armour Sportswear Meters Panelled Shell Hooded Jacket
$40 – Uniqlo Lightweight Packable Hooded Jacket

8. White Sneakers

I have a whole video and article dedicated to white sneakers because I truly believe every man, regardless of age or body type, should own a pair.

White-Sneakers-Ashley-Weston-Mens-Wardrobe-EssentialsHeader$100 – Nike Tennis Classic Ultra
$75 – Adidas Originals Stan Smith Sneaker
$65 – Converse ‘Jack Purcell’ Classic Low Top Sneaker

9. Classic Timeless Pair of Sunglasses

Be sure to check out my Sunglasses story for specific options I recommend based on your face shape.

Rayban Wayfarer Ashley Weston$325 – Oliver Peoples L.A. Coen Sun
$140 – Ray Ban RB2132 58 New Wayfarer
$95 – Warby Parker Barkley Sunglasses
$95 – Warby Parker Beckett Sunglasses

10. NATO Strap

Interchanging your watch straps is an easy way to insert some fun and personality into your outfit.

NATO Strap Watches Ashley Weston

Here’s a great place for straps that I love – these are my favorite for Spring:
$8 – Navy Perlon Nato Strap
$8 – Navy and Grey Nato Strap
$8 – Dark Brown Perlon Strap
$8 – Grey Perlon Strap
$9 – Black, Red, And Green “JAMES BOND” PVD Nato Strap

As far as watches go, see my Watch article/video.

Men’s Crewneck Sweaters and Cardigans

My favorite sweaters for this time of year are crewnecks and cardigans – either regular or shawl collar styles. They’re great because not only do they keep you warm, but they allow you to create a bunch of new looks depending on how you layer them with the other items you own.

Before I go any further, I want to make sure you’ve already seen my v-neck sweater article and video, because:

  • You should already own some v-neck sweaters since they look amazing on every body type and can be worn year-round.
  • You know the do’s and dont’s with sweaters and how they should fit your body type because I’m going to discuss  crewnecks and cardigans as if you already know these guidelines.

Crewneck Sweaters

Brook's Brothers Golden Fleece Merino Wool Charcoal Crewneck

$300 – Brook’s Brothers Golden Fleece 3-D Knit Fine-Gauge Merino Wool Charcoal Crewneck Sweater

I like crewnecks because they can be worn over t-shirts, unlike v-neck sweaters which look weird with t-shirts under them, and they look great in casual outfits or can take a more dressy outfit, like a suited look, and dress it down, while still adding a nice, warm layer to your outfit.

The two things you have to do, though, and I’ll say this forever, is:

  1. Really nail the fit
  2. Know how to wear them, based on your body type.

If you are a broader guy, then crewnecks 100% of the time have to be worn as a layering piece only. So underneath a jacket, blazer or suit – never on their own because, otherwise, it’ll create a huge swath of fabric on your torso and accentuate your size. Trust me, you don’t want this. (Watch my video at the top for examples).

Fit

For any body type, you always want to make sure your crewneck sweater fits like a glove. Make sure you can’t pinch more than an inch of fabric on the back of your tricep and no more than 2 inches of fabric on one side of your belly.

As for length, ensure the sleeves generally stop around the bend of your wrist, and make sure it is no longer than just past your belt buckle area.

The thing that drives me nuts is when I see guys wearing crewnecks with big bunchy sleeves and rolled or rippled mid-sections. Bleh!

Budget Friendly

$26 – Zara Basic Fine Knit Sweater
$40 – TopMan Grey Ripple Textured Raglan Slim Fit Sweater 
$50 – H&M Merino Wool Sweater
$55 – TopMan SELECTED HOMME Black And White Woven Long Sleeve T-Shirt
$70 – H&M Textured Knit Cashmere Sweater 
$158 – J.Crew Lightweight Italian Cashmere Crewneck Sweater 

Designer

$190 – A.P.C. Bros Sweatshirt 
$230 – John Smedley Marcus Crew Neck Merino Wool Sweater (3 colors)
$300 – Brook’s Brothers Golden Fleece 3-D Knit Fine-Gauge Merino Wool Brown Crewneck Sweater
$375 – Vince Heathered Cashmere Sweater
$675 – Brunello Cucinelli Cotton Crewneck Spa Sweatshirt
$950 – Prada Cashmere and Silk Blend Sweater 

Cardigans: Regular and Shawl-Collar

J. Crew Slim Merino Wool Navy Cardigan

$90 – J. Crew Slim Merino Wool Cardigan Navy Sweater

Now let’s move on to cardigans – specifically, regular and shawl collar styles.

Just like crewnecks, they’re great worn over most shirts (even with ties) except v-neck t-shirts (unless it’s a really shallow “V”, otherwise it just looks weird with the double “v”) or polo shirts because the collars never lay or look right with cardigans.

Regular cardigans can pretty much be worn underneath everything up to a suit, while shawl collar cardigans, since they’re usually made of thicker wool or cotton, are typically worn on their own. Think of shawl collar cardigans as knit jackets, basically and wear them in their place.

If you’re a larger guy, regular cardigans are to be worn buttoned up AND only underneath another item as a layering piece. If you were to wear it on it’s own, it’ll make you look super big and wide. (examples shown in the video at the top).

If you have a regular or slim body type, then you can wear regular cardigans on their own, but almost always buttoned up – leave the bottom button undone so it lays nicely and doesn’t look bunched up while you’re sitting. I think when they’re worn unbuttoned, they lose their structure and get really floppy and messy looking.

For shawl collar cardigans, if you’re a broader guy, you should absolutely wear them on their own, but never buttoned up. Leaving it unbuttoned breaks up your width nicely and looks great and hides those problem areas around the midsection and upper body. I really love them for this body type.

If you’re any other body type, you can wear your shawl collar cardigan buttoned or unbuttoned, but remember to leave the bottom button undone, of course.

FIT

As to how your cardigans should fit, the same crewneck rules apply:

Pinch no more than 2 inches on one side of your stomach and no more than an inch on the back of your tricep.

It should hit pretty close to past your belt buckle and the sleeves should end somewhere around the bend of your wrist.

Regular Cardigans

Budget Friendly

$30 – Zara Viscose Cardigan 
$90 – J. Crew Slim Merino Wool Cardigan Sweater (3 colors)
$120 – Club Monaco Soft Wool Cardigan

Designer

$230 – Club Monaco Cashmere Cardigan
$300 – Vince Mixed Rib Cardigan 
$415 – Boglioli Cotton Cardigan

Shawl Collar Cardigan

Budget Friendly


$30 – Only & Sons Shawl Neck Cardigan with Mix Yarn Detail
$118 – J. Crew Shawl Collar Cardigan Sweater
$150 – J. Crew Cotton Shawl Collar Cardigan Sweater 

Designer

 

$275 – Rag & Bone Avery Navy Shawl Cardigan
$275 – Rag & Bone Avery Shawl Army Green Cardigan
$598 – Brooks Brothers Cashmere Shawl Collar Cardigan
$1,590 – Tom Ford Iconic Shawl-Collar Cardigan

Colors

As for colors, I mentioned them in the series intro video, so check that video and article out for details about the colors that will go well with your skin color.

MATERIALS

And lastly, before I show you how I’d style these sweaters, let’s go over the best materials for your sweaters.

If you run warmer, you want your sweaters to be cotton blends, otherwise wool and cashmere are my two favorites.

Best ways to wear your sweater

fallwinteressentialsovercoatcamelsweaterashleyweston

H&M Double Breasted Coat
H&M Merino Wool Sweater
A/X Pima Tee
Burberry Slim Fit Wool Trousers
Johnston & Murphy Jennings Wingtip
Tom Ford Snowdon Sunglasses

MensFallWinterEssentialsSweatersCardiganAshleyWeston

Topman Light Brown Wool Coat
Burberry Slim Fit Cotton Poplin Dress Shirt
The Tie Bar Webster Medallions Tie
J.Crew Slim Merino Wool Cardigan
John Varvatos Grand Sunglasses
J.Crew Ludlow Suit Pant in English Donegal Tweed
Johnston & Murphy Nolen Double Monkstrap Shoes

1Chiwetel Ejiofor Martian Style Ashley Weston2

Rag & Bone Avery Shawl Collar Cardigan
Brooks Brothers Milano Button-Down Collar Dress Shirt
Diesel Buster 0607A Jeans
Allen Edmonds Decatur Ave Casual Belt
Johnston & Murphy Conard Cap Toe Chukka 

Fall and Winter Casual Jackets

The best jackets for the Fall (and Winter if you live in a climate like Southern California) are bombers, trucker & flight jackets, as well as utility (aka M65 aka Safari aka Field) jackets. Now, which one you should wear depends on your body type and how you’ll be wearing it. But I’ll get into that shortly.

The goal with your jacket, just like everything else in your wardrobe, should be to create a sharp, polished look and not draw attention away from the rest of your outfit. With that being said, your jacket is a great place to insert those Fall colors ( I specifically like dark green, camel, navy or black for these jackets) I was talking about in the series intro.

If you want something a little more formal or heavier, check out my Men’s Overcoat, Topcoat and Peacoat article and video.

Trucker/Flight Jackets

todd-snyder-x-private-white-pilot-bomber-ashley-weston

$735 – Todd Snyder x Private White V.C. Shearling Melton Wool Bomber Jacket

I love a good wool or suede trucker or flight jacket for the Fall. I’m lumping these together because they look very similar. A trucker is basically a denim jacket but in a different material. I’m not going to discuss denim jackets because those are really a spring/summer item because they’re not very warm.

A trucker usually has buttons on the front and a flight jacket has a zipper front. You want to make sure your jacket stops at hip level, like a bomber would, and is fitted through your shoulders and torso. There are a ton of trucker jackets out there that have shearling or fur collars, which I really love, but I’d recommend choosing a jacket where you have the option of removing the collar, that way, you can get two different looks out of one jacket.

If you’re a broader guy, I wouldn’t recommend this jacket because the combination of the collar and shorter length of the jacket will make you look really top heavy. With your body type, whenever you have a jacket that stops at hip level, you want to make sure it’s as streamlined as possible, like a bomber.

Budget Friendly

$160 – TopMan Charcoal Wool Rich Formal Jacket
$160 – TopMan Khaki Wool Mix Flight Jacket
$150 – TopMan Black Faux Fur Collar Flight Jacket
$90 – Zara Oversized Denim Jacket 
$77 – TopMan Kahki Faux Fur Lined Flight Jacket 

Designer

$900 – Vince Suede Trucker Jacket
$950 – Vince Suede Flight Jacket
$540 – All Saints Sol Jacket 
$285 – All Saints Stram Denim Jacket 

Bomber Jackets

A.P.C. Louis W Suede Bomber Jacket

$1,455 – A.P.C. Louis W Suede Bomber Jacket

Speaking of bomber jackets, I consider them the utility infielder of the jacket world. I use them all the time with clients because they look great on every man, regardless of his body type. They break up your body at the waist nicely, keeping everything proportional.

If you’re a guy with a larger midsection, the one thing to watch out for with bomber jackets is zipping it up. If you do that, you just created a large swath of fabric that’ll actually accentuate your mid-section. So if you’ve got a bit of a belly or are just a bigger guy, do not zip up your bomber jacket, ever. And I’m not joking about that, either.

Budget Friendly

$138 – J. Crew Wallace & Barnes Boiled Wool Bomber Jacket
$100 – TopMan Navy Bomber Jacket Containing Wool
$100 – TopMan Stone Bomber Jacket Containing Wool 
$80 – Zara Faux Suede Bomber Jacket (Stone and Navy Blue)
$80 – Zara Faux Suede Bomber Jacket with Stripe

Designer

$1,495 – Rag & Bone Gallagher Leather Bomber Jacket
$795 – Hugo Boss Embossed Suede Navy Bomber Jacket 
$700 – John Varvatos Burnished Leather Bomber Jacket
$650 – PS by Paul Smith Bouclé-Panelled Wool-Blend Twill Bomber Jacket

Utility Jackets

Parajumpers Genesee Urban Anthracite

$800 – Parajumpers Genesee Urban Anthracite

The last type of jacket I love for Fall and Winter is a utility jacket, aka Safari, Field, or an M65 jacket.

This jacket differs from my other favorites because if it fits well, it’ll hit somewhere between mid to lower crotch – so it’s a great option if you want a longer jacket. But please, nothing longer or shorter than that, otherwise it’ll throw off the proportions of your body.
I really like this style for heavier men, almost more than a bomber or trucker style because the slightly longer jacket length and pockets on the front break up your broader torso and will make you look smaller.

And if you’re a thinner guy – just beware of this style of jacket that has a hood in the collar because it will look too bulky/heavy around your thinner frame, especially the neck area, and will actually make you look skinnier. Instead, you need your jacket to have a standing collar or at least a collar that’s free from any puffiness.

Regardless of your body type, this type of jacket needs to be very fitted throughout so it doesn’t look like you’re swimming in a bunch of pockets and fabric. This is important because it can make a thin guy look skinnier and a broader gentlemen look even heavier than he is.

Budget Friendly

$200 – J. Crew Field Mechanic Olive Jacket
$200 – J. Crew Field Mechanic Navy Jacket
$180 – TopMan Grey Bonded Wool Blend Parka
$130 – Calvin Klein Four-Pocket Utility Jacket (2 colors)

Designer

$7,400 – Tom Ford Suede Military Jacket
$1,600 – Todd Snyder Suede Quad Jacket in Tobacco
$1,500 – Moncler Ampere
$750 – Club Monaco Golden Bear Field Coat 

Materials

I like suede or leather for Fall/Winter because it’s visually heavier, but just be careful about wearing suede in wet or snowy weather. But if you don’t want leather or suede, you can use a cotton or wool bomber or trucker, as well.

For utility jackets, anything but leather goes. They look a little too 70’s pornstar-ish to me.

Best Ways To Wear Your Fall Jackets

fallwinteressentials-bomber-jacket-ashleyweston2

fallwinteressentials-bomber-jacket-ashleyweston

J. Crew Wallace & Barnes Boiled Wool Bomber Jacket
Brook’s Brothers Golden Fleece 3-D Knit Fine-Gauge Merino Wool Brown Crewneck Sweater
Allen Edmonds Black Poplar Dress Belt
Burberry Slim Fit Wool Trousers
Allen Edmonds First Avenue Dress Boots
Rolex Submariner Date Watch
Tom Ford Snowdon Sunglasses

fallwinteressentials-bomber-jacket-ashleyweston3 fallwinteressentials-bomber-jacket-ashleyweston4Topman Khaki (Green) Wool Flight Jacket
H&M Premium Cotton Shirt
Allen Edmonds Black Poplar Dress Belt
Burberry Slim Fit Wool Trousers
Allen Edmonds First Avenue Dress Boots
Rolex Submariner Date Watch
Tom Ford Snowdon Sunglasses

fallwinteressentialsutility-jacketashleywestonoutfit22

fallwinteressentialsutility-jacketashleywestonoutfit2

Parajumpers Genesee Urban Jacket
H&M Premium Cotton Shirt
Diesel Buster 0607A Jeans
Allen Edmonds Black Poplar Dress Belt
Allen Edmonds Long Branch Wingtip Boots
Tom Ford Black Snowdon Sunglasses

Chiwetel Ejiofor Style – The Martian

This article & video is part of the Celebrity Style Inspiration Series, where Antonio Centeno from RealMenRealStyle.com and I pick out great outfits from movies and tv shows and demonstrate how to recreate and incorporate them into your wardrobe. 
As Antonio and I discussed in our other video about Chiwetel Ejiofor’s outfits to emulate, I love how unexpected this one was because who would watch a space movie and think they’d have amazing outfits in it? I thought Chiwetel Ejiofor’s style in the film hit the perfect sweet spot between dressy and casual that’ll be great for any man, regardless of his age or body type. I also wanted to include this one, because I’ve gotten a lot of questions from readers and viewers about how to wear shades of the same color. So I felt this was the perfect opportunity to show how it works.

Here’s the full outfit I’m going to recreate. I wish the full length images were a little brighter, but these were the best shots I could find. Also, they never fully show his shoes, so I’m having to guess a little bit on this one.

Chiwetel Ejiofor The Martian Ashley Weston4 Chiwetel Ejiofor The Martian Ashley Weston5

The Cardigan & Shirt

Chiwetel Ejiofor The Martian Ashley Weston8

Chiwetel is wearing a blue knit shawl collar cardigan with an oxford button down dress shirt. I put my model in a sweater by Rag & Bone and a Brooks Brothers Oxford shirt since they’re just so damn good. Check the outfit details at the bottom of this page for images and links.

Now, as I said in the video, you can either go with a white or blue Oxford button down, like I have my model wearing or you can go with a semi-spread collar dress shirt, or if you wanted to dress it down, you can go with a white v-neck or crew neck t-shirt.

T-Shirts-V-Neck-Crew-Neck-Ashley-Weston-Mens-Wardrobe-Essentials-Outfit-2

Funny enough, I created a similar look for my t-shirt story.

Pants, Shoes & Accessories

As for the pants, here’s wearing olive chino pants – which are just fine. But I don’t think olive is such a universal color and it’ll be hard to put them into other outfits. Since I’m a huge fan of dark wash jeans, especially for creating a more monochromatic look like I did with my model, I went with those instead. I also did this because it allows me to use some of my favorite shoes ever. Please follow my chino pants fit guide or my jeans fit guide so they’ll look amazing on you, regardless of your body type.

Like I mentioned in the intro, his shoes are never shown with this outfit, but to me this was an easy choice to go with some beautiful brown chukka boots. Blues like this are begging for a nice rich brown leather shoe and accessories, so I had to go with them.

Check my outfit details below to see the chukkas and accessories I’d pair with this outfit.

My Version of this outfit

Here’s my slightly modified version of Chiwetel Ejiofor’s outfit from The Martian. I hope you enjoy it!

Chiwetel Ejiofor Martian Style Ashley Weston3 1Chiwetel Ejiofor Martian Style Ashley Weston2

 

Rag & Bone Avery Shawl Cardigan
Brooks Brothers Milano Fit Button-Down Collar Dress Shirt
Diesel Buster 0845G
Warby Parker Watts Glasses 
The Frye Company James Chukka Boot


Designer Options

 

Brooks Brothers Shawl Collar Cardigan
Dolce & Gabbana Shawl-Collar Virgin Wool Cardigan
Brooks Brothers Milano Fit Button-Down Collar Dress Shirt
Burberry Cotton Oxford Shirt
Diesel Buster 0845G
J Brand Tyler Slim Fit Stretch in Tumble
Oliver Peoples Feldman Glasses 
The Frye Company Phillip Chukka
Allen Edmonds Dundee 2.0 Suede Boots

 

Budget Friendly options

 

Club Monaco Shawl-Collar Elbow Patch Merino Sweater
J. Crew Cotton Cardigan Sweater
Uniqlo Easy Care Oxford Long Sleeve Shirt
J. Crew Vintage Oxford Shirt
J. Crew 484 Stretch Jean
Levi’s 511 Slim-Fit Stretch Jeans
Warby Parker Watts Glasses 
Johnston & Murphy Copeland Chukka
Johnston & Murphy Grayson Chukka

Outfit Inspiration For Dark Wash Denim