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

5 Men’s Shoe Styles Women Love

By now you know how important a strong shoe rotation is to your overall wardrobe.  As we talked about in our previous video, Shoes Women Hate, your footwear is a big part of what women notice about your right off the bat. Outside of choosing the right style, it’s important to keep in mind that you also need to wear the right shoe for the right occasion, too formal or too casual a shoe with the wrong outfit can throw off your entire look.

In this video, we’re going to flip the coin and run down the key styles that women will really notice.  From sneakers to dress shoes, here are 5 shoe styles women love.

5 Shoe Styles Women Love

1. Casual Leather Sneakers – Classic and versatile, they go with almost every casual outfit. Just make sure to keep them clean! White, Gray, Tan, Black.

  1. Penny Loafers – Another classic, they elevate every casual outfit with a little bit of polish. Wear them with denim, chinos, and even dressier business casual outfits.

  2. Chelsea Boots – These boots are super sleek and sexy, a perfect fashion-forward item to give your wardrobe a little bit of edge. Leather or suede works.

  3. Classic Lace Up Dress Shoes – When you’re dressed to the nines the wrong shoe can absolutely ruin how awesome your suit looks. Stick to a clean, classic oxford in dark brown, it looks powerful and professional. Don’t forget to keep them shined.

  4. Lace Up Boots – A nice boot looks amazing with denim or chinos and is a great way to add a bit of ruggedness to your wardrobe.

5 Men’s Shoe Styles Women Hate

It’s a fact that one of the first things a woman notices about you is your shoes.  So obviously it’s important to make sure your shoe game is on point. We always talk about how important it is to regularly clear out old and out of style items, and shoes are no different.  Shoes are a key part of your overall look, and a few wrong choices or out of date items can easily ruin an otherwise great look. 

Here are Ashley’s picks for 5 Men’s Shoe Styles That Women Hate!

5 Shoe Styles Women Hate

  1. Square toed dress shoes
    Out of date and out of style, get rid of them right now. Get yourself a proper pair of dress shoes instead.

4. White loafers or loafers with contrasting stitching
Your loafers should always have same-color stitching and white loafers are another out of date style nobody should wear. Try our Loafer Guide for better options.

3. Chunky basketball/gym sneakers
The gym or basketball court is fine but outside of that, these shouldn’t be worn with casual clothing. White sneakers or dress sneakers are a much better look.

2. Rubber flip flops
Unless you’re at the beach or pool these aren’t a good look.

1.Slides
Keep them to the bathroom or inside the house, nobody should see these!

3 Loafers Every Man Should Own

When you’re talking about versatile, stylish footwear, there are few styles I like better than loafers. I love that they can be dressed up or dressed down, and work for pretty much every season. There are many varieties out there these days, from simple to complicated, but I’d like to focus on three primary types that deserve a place in your closet, plus a few that maybe don’t.  Get ready, it’s loafer season for a reason.

 

Penny Loafers

A classic style that has stood the test of time, penny loafers are perhaps my favorite out of all the loafers. I love how versatile penny loafers are, they can be dressed up with a suit or dressed down with everything from jeans and a buttondown to chinos and a polo shirt. Brown and black are the two ideal colors here. For a secondary choice, a classic burgundy or oxblood color is an excellent option.

My Picks

Designer:

Prada

Ferragamo

Budget -Friendly:

Johnston & Murphy

Bass Weejun

Driving Moccasins

Originally designed for, you guessed it, driving, I love this style because they’re super comfortable and work well in a variety of casual situations.  They come in a few variations but I prefer the versions with a nubbed rubber sole or a full rubber sole for the look and comfort. For colors, the basics like brown and tan are great of course, but I also recommend versions in grey or navy for a pop of color.

My Picks

Designer:

Tods

Budget-Friendly:

Zappos

Boat Shoes

Another shoe that evolved from function – the no-slip rubber sole and lightweight design worked well on boats – boat shoes have become a classic warm-weather staple. I like them best with chinos and shorts for a relaxed alternative to sneakers. On the color front, go with blue, brown and grey for maximum wearability.

My Picks

Sperry Top-Sider

Alternative Loafer Styles

There are a few other loafer styles out there but I don’t generally recommend them because they can lean too specific in their look and style.

Tassel Loafers

This dandy look is popular with a lot of style bloggers out there, and while I don’t hate them, I just don’t think they’re ideal for most men from a style standpoint. Just like your clothes, your shoes should be streamlined, and while the tassels can give them somewhat of a “distinguished” look, I find them to be distracting, like an untucked pair of shoelaces.

Horsebit Loafers

Another type with a dandyish vibe that has become popular again (you may know them as Gucci’s iconic loafer), I am not a fan of them at all. They immediately age you up (and not in a good way), and I always expect a lawyer or Wall Street guy who is trying way, way too hard to wear these.

Venetian Loafers or Smoking Loafers

Both of these have a similar, streamlined shape and a formal look. Venetian loafers are unadorned and usually in leather while smoking loafers are typically velvet and have embroidery or embellishments on top of the shoe. I always view these as super formal, and that’s why I really only recommend wearing the patent leather or velvet versions with a tuxedo if you want to add some flair. I don’t recommend more casual versions in regular leather because it’s a style that’s quite outdated and doesn’t have the versatility I like. 

My Picks

Christian Louboutin

Vince Camuto

So no matter what you’re wearing, casual or formal, get out there and wear some loafers this season, your feet (and style) will thank you.

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

Top 4 Shoes For Spring Men

Top 4 Men’s Shoes for Spring

These are the top 4 men’s shoes for Spring that I really love. You’re probably not going to wear these with your Fall and Winter wardrobe, so it’s time to pull these shoes out of your closet and let them shine! Footwear is a great way to inject new life in your existing wardrobe, and these 4 shoes will make a stylish statement during Spring and Summer. 

Here are my top 4 favorite shoes for Spring:

4. Suede Double Monk Straps

I included these in my Top 10 Essential Items for Spring as well. 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!

 

$685 – Crockett & Jones Lowndes Espresso Calf Suede
$398 – Brooks Brothers Suede Double Monk Strap
$275 – Crosby Square Conley Double Monk Strap (Espresso and Navy)
$80 – H&M Suede Monkstrap Shoes

3. Penny Loafers

I absolutely love penny loafers. They look so good when worn with no-show socks and a little bit of ankle exposed. Whether you cuff your jeans or chinos, or hem your pants so there’s no break or a little ankle showing. A leather loafer looks so chic and luxurious. I love Ferragamo’s loafers (I got a pair for my fiancé 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.

Penny Loafers

$760 – Ferragamo Penny Loafer Shoe
$185 – Johnston & Murphy Stratton Penny

2. Suede Driving Shoes

Think of them as the middle ground between sneakers and penny loafers. They’re just as comfortable as sneakers, yet dressier like a penny loafer. I also included these in my Men’s Summer Essentials ebook because they work during the warmer months in general.

My hands down, favorite suede driving shoe is from Tod’s. Everything about that shoe – construction, design, and color choice – is so damn sexy and incredible. It’s worth every penny, and there is no close second for me.

 

$475 – Tod’s Gommino Driving Shoe (in brown, navy, and grey)
$115 – Jack Erwin Parker Driving Loafer (in navy, chocolate, caramel)

1. Navy or Grey Sneakers (Canvas or Leather)

Outside of your white sneakers, I love a great navy or grey low top sneaker. They’re neutral colors so you can wear them with everything you have and they definitely won’t get dirty quickly.

If you want to splurge, Common Projects makes my favorite sneakers and a close second are by Lanvin.

 

$570 – Lanvin Shiny Cap Toe Sneaker (in navy or grey)
$509 – Common Projects Achilles Low Premium in Grey (or navy suede)
$75 – Converse JP Jack Sneaker (leather)
$65 – Converse Jack Purcell Ox Sneaker (canvas)

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.