Back To School Style Mistakes Men Make

You’re headed back to campus and we’ve got some style tips to help you look your best this Fall. We see a lot of these common mistakes young guys make by either trying too hard or not trying enough. You want to find a balance between effort and casual dress, all while staying comfortable.

The good news is a little birt of effort in the style department goes a long way, so all of these back to school style mistakes are easily avoidable.

 

Socks and Slides

There’s no excuse ever. Pick up some Vans slip-ons, they’re just as comfortable and low-maintenance, plus they’re much more stylish.

Slip-On Picks:

Vans

SeeVees

Sperry

 

Too many logo tees

Leave that for all the annoying kids who are decked out in their logo tee, pants, and socks. They look ridiculous, don’t join them. Stick with the basics and go with something from H&M and Uniqlo, they make our favorite t-shirts that Ashley uses all the time with clients.

 

Not Putting In Any Effort

Your wardrobe doesn’t have to be fancy but you should care about what you’re wearing.  That’s why we made it easy on you and put together a list of all the essentials you need for a stylish back to school wardrobe.

 

Basketball Shorts All The Time

Why? Unless you’re on the court or on the couch you shouldn’t be wearing basketball shorts.  Grab some dark joggers instead, they’re just as comfortable and look a lot better.

Jogger Picks:

H&M

PacSun

Gap

Mack Weldon

 

Too much hypebeasting

It reeks of trying too hard. If you want to sprinkle it in here and there, totally fine. But don’t jump in with both feet and wear all the trends at once, all the time. Again, we did a back to school essentials article that sprinkles in just the right amount.

 

Not caring about grooming

Look, there might be days you don’t want to style your hair. Fine, no problem, throw on your favorite baseball cap. But, here’s no excuse to have overgrown, unwashed hair or neglected skin. Your overall appearance, especially when it concerns hygiene, will be a huge make it or break it situation when it comes to people wanting to hang out with you. Check out all of our grooming tips in our grooming section. From haircuts to skincare, we’ve got all the tips you need.

 

Wearing only workout gear

Unless your an athlete and it’s absolutely necessary because of your schedule, then there’s no excuse. It’s lazy and looks like you might be hiding a less than desirable physique. You wanna feel just as comfortable? A pair of some Adidas Ultraboosts, black joggers, a tee or a hooded sweatshirt, and a bomber jacket will look 100 times sharper.  All of our picks are right here.

Men’s Back To School Essentials

You’re headed back to campus and we’ve got some picks to help you look your best this Fall. We know that school can be stressful and the last thing you have time for is thinking about what to wear. However, we can all agree that you still want to look your best which is why picking up these pieces will take the guesswork out of what outfit you should wear because they all can go together easily and stylishly.

The key to solid back to school items are ones that are comfortable, stylish, inexpensive, and versatile, and these back to school style essentials will have you covered for the entire year.

 

 

Sneakers

You need a good everyday sneaker that’s comfortable, stylish, and affordable. We’re huge fans of the Vans Old Skool sneakers which come in a bunch of different colors and patterns, though I love the black and white ones the most. If you’re going to get a pair of white sneakers, I’d opt for leather like the Stan Smiths which are easier to keep clean than canvas kicks.

Picks:

Vans

Stan Smiths

More Sneaker Picks

Jason Markk sneaker cleaning wipes

 

Well-Fitting Jeans

Some well-fitting slim jeans in dark indigo, black or dark grey will get you through the entire year and beyond. Remember you only need to wash them every few months if you let them air out every day on the back of your chair or on a hanger.  Want some fit tips? Check out our jeans fit guide.

Picks:

Levis

Uniqlo

J. Crew

 

Pull-Over Hoodie

A pull-over hoodie is super comfortable and versatile. You can wear it on on its own or you can layer underneath your jacket when it gets cold. Definitely skip the logos here, leave that to the kids who look ridiculous in their all logo fits. One note, we’re not fans of the zip-up hoodies because they tend to look sloppy and have this weird bunching in the front when you sit.

Picks:

Champion

J.Crew

Uniqlo

H&M

 

T-Shirts

Pick up 5 or 6 of these since you’ll pretty much be wearing this every day and stick with basic colors like black, white, navy, and grey. Remember fit is king. Don’t underestimate the power of a well-fitting t-shirt and jeans outfit – it’s unbelievably attractive and that simple knowledge on fit will instantly set you apart from everyone else.

Picks:

Uniqlo

H&M

Amazon Goodthreads

The Best Budget-Friendly T-Shirts

 

A Versatile Jacket

Our favorite being a bomber jacket – whether it’s leather, nylon or cotton. It doesn’t matter what your size or build is, this jacket looks great on every guy and it’s super easy and comfortable.  It’s really easy to add layers, like a hoodie, underneath when it gets cold. Also, it just looks cool-as-hell so wear in and out of school.

Picks:

H&M

Gap

J.Crew

Bonobos

 

A Casual Button-Down Shirt

Versatility is key here and you want one that you can wear untucked or partially tucked in the front. Casual button-downs are shorter in length then dress shirts so they should hit around mid-crotch. Pair this with your jeans and sneakers, maybe throw on your bomber jacket for the ultimate, “Oh this? I just rolled out of bed and threw this on.” It looks cool, stylish, and like you put in zero effort in the best way possible. We recommend solid oxfords and darker, fall plaid casual button-downs.

Picks:

J. Crew

H&M

Uniqlo

5 Shirts Every Man Should Own

 

Crew Neck Sweatshirt

We like sweatshirts because there’s a casualness that compliments your on-campus fits and you can throw them in the wash instead of having to have them dry cleaned.  As with hoodies, skip the logos and keep them clean and simple.

Picks:

Champion

Everlane

Uniqlo

Todd Snyder

 

Backpack

Like everyone, you need something to carry your notebooks, laptop, and gear every day and just like your clothes, it’s important to pick up a backpack that keeps you organized, looks sharp, will last you all year, and won’t break the bank. We’ve discussed the ins and outs of our favorite backpacks before, and the key is finding the right size and style.

Picks:

Incase

Herschel

Aer

Everlane

More Backpack Picks

 

Sunglasses

The right shape can instantly up your style game, but the wrong shape can really work against you. Stick with a classic style that compliments your face shape.  Check out this article for more on how to choose the right sunglasses for your face shape.

Picks:

Ray-Ban

MVMT

Crap

Warby Paker

Additional Picks

 

A Second Pair Of Pants

A man can’t live on denim alone so it’s wise to consider a few more options. We definitely recommend chinos, they’re comfortable, stylish, and affordable. If you go for chinos, go with navy or charcoal grey as that’ll go with everything. If chinos aren’t your style grab some sharp jogger pants for a different option. Go with black or charcoal as they’ll not only look the best but it will keep them from looking too much like your workout gear.

Chinos:

Bonobos

Uniqlo

J.Crew

Gap 

Joggers:

H&M

PacSun

Gap

Mack Weldon

 

12 Men’s Summer Style Essentials

Great summer style doesn’t have to be complicated or fancy, but given the temperatures, sun, and range of occasions, you’re going to need some summer style essentials to have you looking your best. Don’t worry though, we did the heavy lifting for you and put together a list of go-to items that are going to make this summer your most stylish one yet! If you’re looking for some more summer style tips make sure to check out our in-depth Summer Essentials E-Book (free download) and our Summer Style Do’s and Don’ts.

We’ve got a ton of picks below plus some features on key items we’ve covered before so make sure to check out all of our picks!

 

Polo Shirts

Polos shirts are an absolute summer essential because they’re so versatile and great for the hot weather. Wear them with everything from shorts to chinos to swim trunksH&M polos are a longtime favorite of ours, they’re budget-friendly and come in a ton of colors. We also love Uniqlo’s polos as well. Look for the basic colors like white, grey, black, and navy and wear them with everything from shorts to chinos. We’ve got a few tips to consider in terms of choosing the right fabric and style for your body type too.

Picks:

H&M

Uniqlo

Additional Picks

Chino Pants

A tried and true workhorse for your summer style, chino pants are lightweight and super comfortable. These pants look great with everything and can be dressed up or down for daytime or evening. Our favorites from Uniqlo are stylish, versatile, and budget-friendly. The fit is excellent and they even offer in-store hemming for free. They come in slim and straight fits. For a few other options, check out our Budget-Friendly Chinos rundown.

Picks:

Uniqlo

The Tie Bar

Additional Picks

 

NATO / Perlon Watch Straps

Switching up your watch band is a small, subtle style move that can add a little bit of extra personality. NATO and perlon straps are super affordable, come in a range of colors, and can be worn in and out of the water.

Picks:

Nato Straps

Perlon Straps

 

Stylish Swim Trunks

We recently picked our favorite swim trunks for the summer and the right pair is and an indispensable item for the weekend or any trip. Stick to options that resemble shorts and don’t be afraid to try a fun pattern or bold color.

Our picks for the best swim trunks of 2019

 

Sunglasses

Another must-have item, they’re going to add an extra dose of style while protecting your eyes from the sun’s rays. We’ve talked about finding the right sunglass frame shape for your face in the past, so consider that before making a purchase.

Picks:

Warby Parker

Ray-Ban

Salt

Oliver Peoples

Barton Perreira

Additional Picks

 

Hats

Speaking of sun protection, having a stylish hat is key when you’re spending extra time outdoors or at the beach and pool. We recommend a simple, casual ballcap or something more seasonal like a wide-brimmed Panama-style hat for style and sun protection.

Picks:

Brooks Brothers

Stetson

Scala

J.Crew

Herschel

Espadrilles Or Tennis Shoes

We discussed these shoe styles in our top 3 must-have shoes for the summer in a previous post and for good reason, the right casual shoe option that’s both stylish and affordable is important. Solid colors like white and navy are super versatile but don’t be afraid to mix it up with a fun pattern or some bolder color.

Picks:

Sneakers 1

Sneakers 2

Sneakers 3

Espadrilles 1

Espadrilles 2

 

Long-Sleeve Linen Shirts

One of our favorite summer style essentials, a linen shirt looks as good casually with shorts as it does with something a bit more dressy like chinos or cotton slacks. They’re always a great move during the warm weather and our favorites are very budget-friendly. Stick with the classics like solid white or light blue or try some bolder colors like olive, royal blue, or a fresh striped pattern.

Picks:

Uniqlo

H&M

Brooks Brothers

J.Crew

 

No-Show Socks

A key accessory in the summer, no-show socks can be worn with all types of shoes whether it be casual shoes like sneakers, boat shoes or driving loafers or dressier options like oxfords, monks, or penny loafers.

Picks:

Uniqlo – our favorite!

Bombas

Mack Weldon

H&M

 

Sunscreen

We can’t stress enough the importance of sunscreen, whether you’re at the pool or beach or just out and about. Don’t forget proper lip balm with sunscreen too!

Picks:

Anthelios

Neutrogena

Jack Black

Burt’s Bees

Jack Black

 

Weekender Bag

The importance of the right weekender bag for summer travel (and beyond) can’t be overstated. You want something sharp and durable with the right amount of space for a few days worth of clothing. We recently picked all of our favorite weekender bags for 2019, so check them out!

The Best Weekender Bags of 2019

 

A Good Book

Whether you’re relaxing by the pool or beach or on a flight out of town, a great summer read is definitely essential. We’ve picked our top 5 books every man should read previously, and our friends at GQ put together a pretty great list as well.

Dorian’s Current Pick 1

Dorian’s Current Pick 2

Top 5 Books Every Man Should Read

GQ Recommendations

 

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 

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.

Sunglasses

So we’ve already established (in the series intro video) that the details in your wardrobe & appearance matter, and just like I talked about before, the first thing someone looks at is your face, so the things that sit ON your face, like sunglasses, should add to the overall sharpness of your outfit/appearance, not detract from it.

How many sunglasses should I own?

I’ve been asked this quite a few times and I think you should own 2-3 pairs. This will ensure your sunglasses will look appropriate with whatever outfit you’re wearing – no matter what. While you can use just 1 pair, I would recommend at least two to be safe.

Do I need to match sunglasses to my outfit?

You don’t technically need to match them to your outfit, but there’s an argument to be made for it, which I’ll get into in the next section.

What color sunglasses should I have?

In order to cover you for all outfits and seasons, you should own a black pair and tortoise shell pair. If you want crazier colors then you should definitely get them, but only AFTER you’ve got the basics covered.

Black

You want a black pair because they go very well with more formal outfits and/or they match with your black accessories – i.e. your shoes or watch strap. To me, it’s not ideal if you’re wearing brown accessories – shoes, watch strap, etc, and then throw on a pair of black sunglasses, but it is still perfectly acceptable because it’s far enough away from these other accessories that it won’t ruin the cohesion of the look. If you only have 1 pair of sunglasses, you should go with black because it goes with any outfit you could be wearing.

Brown/Tortoise shell

This color goes very well with casual outfits, but also looks fantastic with a navy suit and brown accessories. Again, you can get away with black sunglasses with a navy suit, but it’s not ideal.

Any Other Color

If you want to have a crazy fun pair, then go nuts here, but just don’t wear it with anything but casual outfits, otherwise you could start look like Bruce Vilanch. Again, a well-dressed man shouldn’t have anything standing out in an outfit, he needs everything to work in perfect harmony to create an amazing whole. This absolutely applies to sunglasses.

Aviators – The Exception

If your face shape allows you to wear Aviators and you want to wear those, always go with a silver/charcoal metal frame and black/grey/green lenses as the default or “black” option, like I talked about above. For your “brown” pair of sunglasses, go with a gold metal frame and brown lenses. You don’t want a black or brown frame because it looks cheesy and deviates too far away the timeless look of Aviators.


What Color Lenses should I have?

This one is simple and the default lenses are usually great, but here’s my preferences:

  1. Gradient – They look amazing and just give the sunglasses a nice, little extra touch of class.
    TomFordSnowdonSunglassesGradientLensesAshleyWeston
  2. Standard shaded/polarized – Most glasses will come with this type of lens that will probably match the color of the frame (black = black lenses, brown = brown lenses, etc.) and it’s perfectly acceptable, but if given the choice, I’d go with a gradient lens every time.
    Warby Parker Madison in Whiskey

Anything outside of these lens colors and types, included mirrored lenses, are a no go. They’ll detract from the polished look of your outfit and this is to be avoided because your accessories should never overshadow anything else you’re wearing.

Don't be like this guy.

Don’t be this guy.

The best sunglasses for your face shape

The type of sunglasses you should own is dependent on you face shape. You generally want the shape of your sunglasses to be the opposite of your face shape, so they’ll help provide balance to your facial features.

A quick note about the below chart, including other resources out there – most of them will be talking about as many as 10 different face shapes and trust me, it’s a waste of time. There’s really only 3 face shapes that every man falls into:

  1. Round
  2. Oval
  3. Square

Everything else is just nit-picking to fill up space on a website or magazine. The one that drives me the craziest is heart-shaped – that’s just an oval face with a wider forehead. If you’re considered heart-shaped according to the charts below, then just go with my oval suggestions.

You’ll notice that, outside of Aviators, I’m not recommending any frame-less style sunglasses and that’s because I think they just don’t look that great and never put my clients in them.

As for how to determine your face shape, the best resources I’ve found are from good ol’ LensCrafters and FramesDirect:

How To Find Your Face Shape Sunglasses Glasses Men Man Ashley Weston

How To Find Your Face Shape Sunglasses Glasses Men Man Ashley Weston1


How To Find Your Face Shape Sunglasses Glasses Men Man Ashley Weston2

Round Face

Roundfaceshape

If you have a round shaped face, you want to avoid round frames and go for more square/rectangular frames (i.e. Wayfarer style) or teardrop frames like Aviators. These styles will help give your face some dimension and break up the roundness, which is a good thing!

A quick note about why I don’t recommend Ray-Ban’s classic Wayfarers: I hate the angle of the lenses on them. Yes, they’re classic, but that still doesn’t mean they’re good. Notice how the frames are resting on the cheeks in the below picture? It’s annoying as hell and just looks bad on everyone.

WayfarersSunglassesAngleAshleyWeston

Designer Options

Oliver Peoples Brodsky in Sandalwood + G-15 Polar Glass
Barton Perreira Hopper in Black 
Saint Laurent Aviators in Gold

Budget-Friendly Options

Warby Parker Winston in Jet Black
I love the classic, square shape of these sunglasses. For the price point, they don’t feel cheap or heavy.
J. Crew Irving in Soft Tortoise
J. Crew Jack in Gold

Oval Face

Ovalfaceshape

For this face shape, you’re lucky, because you have the most choices for sunglasses. You can wear round, square/rectangular, or rounded square-shaped sunglasses. The one thing you want to do is make sure the frames are as wide as your face – this is very important! Otherwise, it’ll look like you’re wearing kid sunglasses. Also, don’t you ever wear teardrop frames, like what most aviators have, because it’ll also make your face appear long or droopy.

Designer Options

Tom Ford Snowdon in Shiny Black
Fun Fact: Daniel Craig wore these in Spectre. If you have a round or oval face, these Tom Ford sunglasses are one of my all-time favorites! Everything about these square frames – the color, timeless design, and overall weight – couldn’t be better. Also, they’re the perfect width for oval faces which is very important because they’ll look disproportionate if they’re not as wide as your face.
Tom Ford Snowdon Sunglasses in Havana
Oliver Peoples Masek Sunglasses in Matte Black + Grey Mineral Glass
Oliver Peoples Masek Sunglasses in Cocobolo + Cosmik Tone Glass
Think of these Oliver Peoples sunglasses as the rounder version of the Tom Ford frames.
John Varvatos Grand in Black 
John Varvatos Grand in Tortoise

Budget-Friendly Options

Topman Matte Black Sunglasses 
Warby Parker Downing in Jet Black 
Warby Parker Downing in Walnut Tortoise
The thinness of these plastic frames compliment its round shape and are great for men with oval or square faces. I also like that they kept the arms thin because some designers would go with wider arms which would make these frames look unbalanced. These aren’t as wide as the Tom Ford and Oliver Peoples frames that I recommend above, so if you do decide to try these out, then make sure they’re the proper width for your face.

Square Face

Squarefaceshape

For this face shape, you should look for round or teardrop frames. This will soften and balance your angular features. Avoid square or rectangle sunglasses because they’ll literally make you look like a block head

MinecraftBlockhead

Designer Options

Persol Sunglasses Suprema PO3007S in Black
Persol Sunglasses Suprema PO3007S In Tortoise
I love how sleek these frames are! The shiny finish and metal detailing on the arms adds to its sharp design. These are the perfect pair of sunglasses for men with square or oval faces.
Oliver Peoples Finley Esq. Sun in SMBK Moss Tortoise + Graphite
Oliver Peoples Finley Esq. Sun in Hickory Tortoise + Cosmik Tone Mineral Glass
Similar looking to the Persol sunglasses, the finish on both colors is matte and they’re slightly smaller in design.
Tom Ford Erin Aviator-Style Leather-Trimmed Gold-Tone Mirrored Sunglasses
Prada Aviator-Style Metal and Acetate Sunglasses

Budget-Friendly Options

Warby Parker Percey in Charcoal Fade
I LOVE the black to grey coloring of these frames. They look so expensive for what you’re paying for and I appreciate the simple, thin design which softens (in a good way!) the sharper features of a square-faced man. And they’re incredibly lightweight.
Warby Parker Madison in Whiskey
Ray-Ban Aviator at Collection in Gunmetal
Ray-Ban Aviator at Collection in Gold
Ray-Ban aviators are a timeless, iconic design that’s perfect for this face shape because it helps break up your angular features with the teardrop design.

Sunglasses Outfit Inspiration

(LOTS of inspiration images are also in my Summer Essentials Ebook)

Top 10 Men’s Summer Essentials – Bean Boozled Edition With Andrew Snavely from Primer Magazine

Andrew Snavely from PrimerMagazine.com joined me to compare our lists of the Top 10 Men’s Summer Essentials – with a disgusting twist.

If you don’t know the Bean Boozled Challenge, it’s a game where you have a 50/50 chance of getting a delicious jelly bean or one that’s flavored something like vomit, skunk, rotten eggs and a whole host of really vile flavors.

If our items didn’t match up, we had to spin the wheel of doom and see what flavors we got. I wish I could say this is the first time I’ve played this game, but unfortunately, I’ve had the pleasure of playing it before.

 

Straw Panama Hat

Nick Fouquet Straw Hat

Borsalino Straw Hat

J. Crew Paulmann Panama Hat with Indigo

Rag & Bone Sewn Straw Fedora

Rag & Bone Panama Hat

Zara Straw Hat

Brixton Pacific Fedora

Tortoise Shell Sunglasses

Tom Ford Snowdown

Tom Ford Frank

Ray Ban Clubmast Flash Lenses

Ray Ban Clubround

Persol Classic

John Varvatos Prince

John Varvatos Bond

Warby Parker Ames

Tote Bag

Frank Clegg Tall Tote

Jack Spade Canvas Tote 

Jack Spade Dipped Coal Bag

Saturdays NYC Reece Tote

Stanley & Sons Leather Tote

Herschel Tote Bag

Uri Minkoff Tote

Boat Shoes

Bottega Veneta Intrecciato Leather Boat Shoes

Sperry Top Sider Authentic 2 Eye

John Varvatos Schooner Boat Shoe

John Varvatos Star Boater Clip

Polo Shirt

Designer Options

John Varvatos Black Silk Cotton Hampton Polo

Sunspel Charcoal Jersey Polo Shirt

Tom Ford Navy Polo Shirt

Burberry Navy Silk Cotton Polo

Theory Black Boyd Polo

Budget-Friendly Options

H&M White Cotton Polo Shirt 

H&M Black Cotton Polo

Uniqlo Navy Dry Pique Short Sleeve Polo Shirt

J.Crew Black Pique Cotton Polo

Unlined Sport Coat

Brooks Brothers Seersucker Sport Coat

Brooks Brothers Herringbone Irish Linen Sport Coat

Givenchy Slim-fit Cotton-Blend Seersucker Blazer

J. Crew Ludlow Blazer in Italian Linen

J. Crew Ludlow Blazer in Italian Cotton

Loro Piana Ecru Woven Wool Silk & Linen Blend Blazer

Loro Piana Blue Toledo Slim-Fit Stretch-Cotton Blazer

Oliver Spencer Blue Theobald Slim-fit Linen & Cotton-blend Jacket

Saturdays x Mr. Porter Lumax Blazer

Theory Blue Rodolf Slim-fit Stretch-cotton Blazer 

Zara Linen Blazer

Swim Trunks

Everest Isles Daupner Short

Everest Isles Jacktar Trunk

Everest Isles Mayol Trunk

H&M Solid-Color Swim Short

Joe Fresh Men’s Board Short

Joe Fresh Men’s Board Short

Saturdays NYC Colin Boardshort

Saturdays NYC Danny Boardshort

Saturdays NYC Grant Offset Stripe Boardshort

Zara Basic Classic Swimsuit

Zara Basic Fashion Swimsuit

Chino Pants

Designer Options

Rag & Bone ‘Fit 2’ Slim Fit Khaki Chino

RRL Slim Fit Sand Chino

Tomas Maier Slim Fit Sand Chino

Brooks Brothers Red Fleece Navy Slim Fit Chino

Burberry Slim Fit Stretch Navy Chino

Rag & Bone ‘Fit 2’ Slim Fit Army Green Chino

Burberry Straight Fit Taupe Chino

Todd Snyder Navy Straight Fit Chino

Z Zegna Straight Fit Beige Chino

Budget-Friendly Options

Uniqlo Navy Men Slim Fit Chino

H&M Beige Chino Slim fit

JCrew Straight Fit ‘1040’ Navy Chino

James Bond Casual Style

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 James Bond outfits to emulate, I really love the casual outfits Daniel Craig wears, so I wanted to recreate this one from Quantum of Solace, because it’s clean, simple and looks amazing on every guy, regardless of his age or body type.

Unlike the other video, where I switched out some items for more practical options, this one is already very practical, aside from the shoes. But we’ll get into that in a moment.

Here’s the full outfit I’m going to recreate. Apologies for the blurriness, but they don’t show this outfit for very long and the full-length shot is focused on a woman in a bikini to the right of Bond.

JamesBondQuantomOfSolaceChinosCardiganOutfitAshleyWeston

The Cardigan & Shirt

JamesBondQuantomOfSolaceChinosCardiganOutfitAshleyWeston1

Daniel Craig is wearing a black shawl collar cardigan which is so warm and comfy. I certainly wouldn’t advise wearing this during summer time, but for any other time of year, there’s nothing better than a shawl collar cardigan. I put my model in one from Todd Snyder, but check the outfit details at the bottom of this page, because Todd Snyder no longer makes that cardigan, but I included a very worthy substitute.

Now, with the shirt, you can either go with an Oxford button down, like I have my model wearing below or you can go with a semi-spread collar dress shirt.  if you wanted to dress it down a bit more, you can go with a white v-neck t-shirt, like Daniel Craig also wore in Casino Royale.

JamesBondCasinoRoyalCardiganSweaterVNeckTShirtAshleyWeston

Pants, Shoes & Sunglasses

As for the pants, tan or sand colored chinos are perfect here. Just please make sure that they fit properly, otherwise it won’t look so great.

In the full length image at the top of the page, you’ll see bond is wearing brown suede chukka boots, which as I mentioned in the companion video to this one on Antonio’s Real Men Real Style channel, I’m not the biggest fan because they get gross and dirty quite quickly. So instead, I’d go for something like brown oxford dress shoes. That way, you’ll keep the same general profile as the original outfit and you hopefully already have these in your closet, so it’s a perfect way to incorporate them into a more casual outfit. I find a lot of men have a problem with mixing their dress shoes into more casual outfits and this is a perfect example of when it’s appropriate to add them in.

The final piece of the puzzle is the sunglasses. Daniel Craig is wearing aviators by Tom Ford in the film, but whether you should be wearing those or another style is dependent on your face shape. Since my model has a more oval face shape, I went with squared Tom Ford wayfarer-style sunglasses instead.

My Version of this outfit

I also wanted to mix a more budget-friendly piece, like the chino pants, with less budget-friendly items, because for some reason, a lot of men think that if they’re wearing an expensive item, everything else has to be equally expensive or it just won’t look right. Well, hopefully you see that this couldn’t be further from the truth.

James-Bond-Cardigan-Quantum-of-Solace-Ashley-Weston

Rag & Bone Avery Shawl Cardigan
Brooks Brothers Red Fleece White Solid Oxford Sport Shirt
Uniqlo Mens Flat Front Slim-Fit Chino Pants
Tom Ford Black Snowdon Sunglasses
Salvatore Ferragamo Remigio Cap Toe

Designer Options

 

Brooks Brothers Shawl Collar Cardigan
Dolce & Gabbana Shawl-Collar Virgin Wool Cardigan
Brunello Cucinelli Slim-Fit Button-Down Collar Cotton Oxford Shirt
Burberry Check Detail Cotton Oxford Shirt
J Brand Brooks Slim Trouser
Burberry Slim Fit Cotton Chino
Allen Edmonds Park Ave Cap-Toe Oxfords
Christian Louboutin Greggo Balmorals
Tom Ford William Silver sunglasses

Budget Friendly options

 

Club Monaco Shawl-Collar Elbow Patch Merino Sweater
J. Crew Cotton Cardigan Sweater
Topman White Oxford Long Sleeve
J. Crew Slim Thomas Mason for J. Crew
Uniqlo Mens Flat Front Slim-Fit Chino Pants
J. Crew Broken-in Chino 770 Fit
Johnston & Murphy Melton Cap Toe
Aldo Anniex Cap Toes
Ray Ban Aviator Classic

Outfit Inspiration For Cardigans & Chinos