Top 3 Men’s Shoes For Summer

Warm weather and summer events make for special shoe demands, so you want to be prepared with the right summer footwear. You want shoes that are going to keep you cool and also look stylish with your summer looks. One caveat before we jump in though: while you may be tempted to wear flip flops all summer, don’t do it! Unless you’re headed to the pool or beach you should be wearing a proper shoe, so keep them in the closet unless there’s water present.

Don’t forget to check out all of our picks below!

 

 

 

Boat Shoes

A summer classic, these are great all around casual shoes. Stick with the classic style in leather and look for colors like brown, tan, navy, or grey. Despite what you may have seen, these aren’t meant to be dressed up though, only wear these with shorts and very casual chino outfits.

Boat Shoe Picks:

Sperry

L.L. Bean

Rancourt & Co.

 

Espadrilles

A stylish warm weather canvas shoe, espadrilles are very lightweight and breathable. These look great with everything from shorts to chinos and you can get them in solid colors or go for a fun pattern.

Espadrille Picks:

Soludos

Diegos

Castaner

 

Suede Driving Mocs

A great casual shoe with a little more polish, you can wear driving mocs with everything from shorts to chinos and a blazer. I recommend these in suede over leather because in the warmer months leather can just look a bit to heavy and formal. Two rules about drivers I always see guys break: never wear them with a suit (too casual), and always wear them without socks or with no-show socks.

Suede Driving Moc Picks:

Tod’s 1

Tod’s 2

M. Gemi

Budget-Friendly

Dorian’s Outfit

Floral Shirt

Style Essentials For Hot Weather

No matter where you live, you’re probably battling some heat right about now. You’re probably also wondering how the hell you’re going to look put-together and stylish in this type of weather.  Don’t worry though, we’re here to help!  We’ve got a batch of easy tips that are not only going to have you looking cool, but staying cool as well.

 

Lightweight Fabrics

Start by opting for breathable, lightweight fabrics like cotton (for chinos, t-shirts, and polos) and linen and linen blends (for suits, shirting, and shorts) for hot weather dressing. One warning though, we don’t usually recommend most linen pants as they’re often too thin and sheer (yikes!).

Keep It Covered

A lightweight straw hat is a great way to keep the sun and heat off and give your head and face some protection. Don’t forget to check out my summer essentials e-book for more on what styles we think are best!

Light Colors

As you can probably imagine, dark colors are going to absorb the heat and sun and make you hot, so we highly recommend going with light colors like tan, white, light grey, and pastels if you’re looking for a pop of color.  For more color tips, check out our color guide for details.

Breathable Footwear

Lightweight, low profile footwear is a stylish way to keep your cool in hot weather. I recommend canvas or fabric slip-ons like Toms or Soludos and loafers like driving mocs or boat shoes as casual and dressier options. Unless you’re at or going to some body of water, you can skip the sandals. Real talk, no one wants to see your toes, pedicure or not.

Lightweight Layers

Believe it or not, the right layers, like a linen shirt or polo w/ a linen or lightweight cotton jacket, will actually keep you cooler. There’s a reason nomadic Bedouins in desert countries wear light colors and layers, it actually traps cool air and lets it flow around you. Stylish Italians are also experts at utilizing this method of layering breathable fabrics to look put-together and stay comfortable.

Shorten Up

As I’ve shown you, there’s a right and wrong way to wear shorts, and as long as they fit properly, letting your legs breath can help keep you cool and have you looking casually stylish. One caveat though, shorts don’t transition well from day to night, so default to a lightweight pair of chinos if you’re needing to wear something for the whole day and on into the evening.

With the right choices, looking stylish and staying cool are both well within your reach this season, now don’t forget some sunscreen!

Here are some of my favorite picks for warm weather style; for more, make sure to check out the video!

Linen Shirts:

Uniqlo

H&M 

Brooks Brothers Shirts

Brooks Brothers Dress Shirts

Polo Shirts:

Uniqlo

H&M

Banana Republic

Brooks Brothers

Linen and Cotton Suits/Blazers:

H&M Linen Suit Jacket/Blazer

H&M Linen Suit Pants

Banana Republic Linen Suits/Blazers

Brooks Brothers Cotton Blazers

Linen and Cotton Blend Pants:

H&M Pants

Uniqlo Chinos

Bonobos Cotton and Linen Pants

Hats:

Brooks Brothers Fedora

Stetson Straw Hat

Brooks Brothers Straw Hat

Slip-On Shoes:

Soludos Shoes

Tod’s Suede Loafers

Budget-Friendly Loafer Options

Vans Canvas Shoes

Budget-Friendly Shorts:

Uniqlo Shorts

H&M Chino Shorts

H&M Cotton Shorts

Gap Linen Shorts

Gap Embroidered Shorts

Banana Republic Stretch Shorts

Banana Republic Printed Shorts

Surf-Inspired Shorts:

Billabong, Hurley, Quiksilver Shorts

More Shorts:

Bonobos Shorts

Bonobos Printed Shorts

Vince Shorts

Brooks Brothers Shorts

Brooks Brothers Linen/Cotton Shorts

Brooks Brothers Seersucker Shorts

Vineyard Vines Shorts

Top 3 Outfits For Spring & Summer

The warm weather will be here before you know it so it’s time to start thinking about your Spring and Summer wardrobe options. With that in mind, here are my Top 3 Favorite Outfits for Spring & Summer 2018. All of these looks are super versatile and are going to have you looking stylish no matter what’s on your calendar. Don’t forget to check out all the info below for each outfit’s details.

 

 

Outfit #1

For this first outfit, I started with a lightweight blue suit that’s great for summer and paired it with a fun Hawaiian print shirt to add some extra personality. You could also try a floral or botanical print shirt, and it’s a great way to give your suit a whole new vibe. I then added a tipped pocket square that picks up some of the colors in the shirt and finished the look with penny loafers and a cool pair of blue framed sunglasses. For a relaxed suiting look like this, I also like having a slightly shorter hem on the pants to show a bit of ankle.

Outfit Details

Designer Suit: Brooks Brothers Suit

Budget-Friendly Suit: H&M Linen Suit Jacket and Linen Suit Pants

Floral Shirt: J. Crew Shirt 

Shirt Alternative: Topman Shirt

Pocket Square: The Tie Bar Pocket Square 

Designer Loafers: Prada Loafers

Budget-Friendly Loafers: Johnston & Murphy Loafers

Sunglasses: Warby Parker Sunglasses 

 

Outfit #2

For the second look, I went with an everyday monochromatic look that’s relaxed but still well put-together. This light blue shirt in linen very lightweight and breathable and I paired it with another summer staple, a crisp pair of chinos. I finished the look with grey suede driving loafers to bring it all together.

Outfit Details

Shirt: Uniqlo Linen Shirt

Chinos: J.Crew Chinos

Alternative: Uniqlo Chinos

Belt: Brooks Brothers Leather Belt

Shoes: Tod’s Suede Tie Driving Moc Loafers 

Loafer Alternative in Brown: Tod’s Suede Driving Moc Loafers

Budget-Friendly Loafer Options: Zappos

Sunglasses: Warby Parker Sunglasses

 

Outfit #3

For the third and final look, I went with another “elevated casual’ outfit that’s great for both the week or weekend. I started with a lightweight, unlined blazer and paired it with a relaxed mandarin collar button up and some green chinos for a splash of color. As I mentioned in my color matching article, I love pairing blues and greens together and the crisp white shirt is the perfect complement. I finish it with some fresh white sneakers to add a relaxed vibe.

Outfit Details

Blazer: Brooks Brothers Blazer

Budget-Friendly Blazer: H&M Blazer

Button Up Shirt: Topman Shirt

Chinos: J.Crew Chinos

Chinos Alternative: Uniqlo Chinos

Sneakers: P.F. Flyers Sneakers

Sunglasses: Tom Ford Sunglasses

2 Budget-Friendly Men’s Summer Essentials

Linen shirts and chino pants are 2 Men’s Summer Essentials that are also great if you live in a tropical, warm climate year-round. I more-than-briefly discussed them in my Summer Essentials Ebook, but since I’m about to leave on a tropical getaway (follow me on Instagram for all the fun), Dorian and I stopped by one of my favorite budget-friendly stores to show you what to get and why.

$20 – Uniqlo Premium Linen Shirt – white, light blue, light grey, and navy
$40 – Uniqlo Slim Fit Flat Front Chino Pants – navy, khaki, and white

Why I love them

  • Their linen shirts are super breathable, well-constructed, have a good, slim fit without being too slim, and they’re budget-friendly. What’s not to love? Be sure they fit according to these fit rules, though.
  • You can pair the shirts with chinos or shorts, either tucked or untucked and throw on some white sneakers, penny loafers, suede driving mocs with a casual belt and you’re good to go for casual or more dressy casual outfits.
  • The chinos have a fantastic slim fit (one of the best I’ve seen, actually) and I love that Uniqlo will hem them for free right after purchasing them in-store. There’s no other budget-friendly brand, that I know of, who does this. Be sure your chino pants are fitting properly before buying, though!

POTW: 2 Summer Items

This week, since I’m in New York, I wanted to feature a few summer items from a friend and one of my favorite New York-based designers. On top of that, I’ve been meaning to hang out with Barron from EffortlessGent.com, so what better way to kill a few birds with one stone?

$148 – Todd Snyder Short Sleeve Navy Floral Collared Shirt
$150 – Todd Snyder x PF Flyers Suede Rambler Lo Sneaker in Beige

Budget Friendly Options

$55 – Topman Navy Floral Print Short Sleeve Shirt
$100 – Adidas Originals Court Vantage Sneakers In Brown BB0128

Here’s why I love them:

  • The 100% high quality linen coupled with the navy and white color palette of the shirt will keep you cool all Summer long for years to come.
  • The champagne suede sneakers are a great way to add a stylish, yet neutral color to your summer wardrobe. Wear with the floral shirt and some white or light blue denim, navy or charcoal chinos or shorts.
  • You get what you pay for. High quality materials and construction coupled with well thought out, sharp designs are hard to come by. Trust me.
  • Did I mention these are neutral items that are easy to incorporate into your existing wardrobe?!

Best Ways To Wear

$125 – J.Crew 484 Slim Stretch Jeans in Whitford Wash
$40 – Uniqlo Slim Fit Flat Front Stretch Chinos in White
$25 – H&M Chino Shorts in Navy

AskAW 29: Summer-Related Everything!

New Live AskAW episodes every Sunday at 4pm PST! Have questions you’d like me to answer?

In order to be more organized and community-driven, please post your question in the comments of my latest #AskAW video and upvote the questions you’d like to see answered in the next video.
Link to the latest video here.

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 

Lightweight Wool Spring and Summer Jacket

POW: Lightweight Wool and Cotton Jacket

Last Sunday I was getting a client ready for the Oscars, and a friend of his was wearing this incredible lightweight wool jacket that I knew I had to share with you. It’s been quite awhile since a jacket got me this excited.

There’s several reasons why I love this jacket for Spring and Summer, or year-round if you live in a warmer climate: lightweight wool and cotton fabric, incredible construction, texture and color, and its so damn stylish. Normally, I’m not a fan of pockets on the front of a jacket for all body types, as they can add bulk and throw off your proportions if you’re a thinner guy, but, as you’ll see in the video above, these pockets blended in so seamlessly that it isn’t an issue at all.

Wear it with a t-shirt, jeans, and sneakers or dress it up with a collared shirt, wool trousers, and dress shoes – it will go with most casual and dressy casual outfits. Yep, this jacket is that good.

Apolis Indigo Wool Chore Jacket

Jacket

I went into the store and had my friend Michael, who’s average height but a broad build, and Dorian, who’s 6’3″ and slim, try the jacket on and they both looked great in it. See the video above to see what I’m talking about. Also, Dorian ended up picking up the blazer version of the Chore jacket for himself.

$278 – Apolis Indigo Wool Chore Jacket

How To Wear It

Crewneck Sweater

$158 – J.Crew Lightweight Italian Cashmere Crewneck Sweater  (in Heather Dove)
$122 – Life After Denim Lacrosse Crew
$40 – TopMan Grey Ripple Textured Raglan Slim Fit Sweater

White T-Shirt

$60 – James Perse Short Sleeve Crewneck
$10 – TopMan White Slim Fit T-Shirt

Jeans

$228 – JBrand Tyler Taper Fit in Rasalas
$70 – Levi’s 511 Slim Fit Stretch Jeans (Blue Flame or Dark Hollow)

Sneakers

$509 – Common Projects Achilles Low Premium 
$65 – Converse Jack Purcell Classic Low Top (in White or Black)