10 Ways You’re Killing Your Style | Men’s Style Mistakes

Once you’ve got the basics of style down, it’s important to focus on those little things that can make or break your personal style and everyday look. Something as simple as a little mistake can totally throw off your look or ruin otherwise good style choices. Oftentimes its something as simple as how you present a particular choice. No matter what it is, focusing on the proper details and nailing those can save you from potential disaster.  Some of these mistakes might be obvious but some you may not even know you are doing!

So, here are 10 ways you may be killing your style!

 

Being Overly Self-Conscious

Trying too hard can be as bad as not trying at all. Wearing trendy items that aren’t you or not wearing things that make you feel comfortable and confident are quick ways to ruin your overall style. People notice how you feel and if you’re feeling good about what you’re wearing and looking good, it will stand out.

 

Wearing Clothing That Doesn’t Work for your body type

Working with your body type is a huge part of getting well-fitting clothing. Choosing items that will flatter and fit well is crucial. Some easy items to avoid are henley shirts if you’re not fit or muscular, Chelsea boots if you’re a bigger guy, and classic straight-legged jeans if you’re a thinner guy. Check out all of our Fit Guides for tips about different body types and how things should fit.

 

Over-accessorizing

Yikes, this can go wrong so easily, over-accessorizing can be a huge problem. Johnny Depp, you are not. Go easy on rings, bracelets, and other flashy items and go for more subtle, refined accessories to show some personality or flair. Stick with 1 or 2 items max, like a pocket square and a watch.

 

Wearing too much cologne

A little goes a long way, and there’s nothing worse than smelling someone from 5 feet away. Nobody (especially women) wants that. If you can smell yourself, it’s too much.

 

Not paying attention to the details

Again, the little things matter, so take care to focus on them. Things like not lint rolling your clothing (especially dark shirts, suits, and jackets), wearing wrinkled clothing (just get our recommended steamer), and not tucking in your shoelaces really matter with your overall look.

Speaking of tucking in shoelaces (something Ashley is always super focused on as a stylist), our friends at Straight Laces have an ingenious shoelace set up that creates a clean, tucked look and basically turns all your shoes into slip on’s.  It’s such a smart, useful product and we’re using them on all our shoes personally and with Ashley’s clients. Seriously, they’re that good. Just for our readers and viewers, we’ve got a deal for 40% off 3 or more laces! Shop here and use code AshWeston40.

 

Not dressing your age

We’ve discussed how to dress well in your 40’s before and a big part of it is embracing your age and wearing items that are classy and age-appropriate.

 

Wearing dirty, old shoes

Hopefully, this goes without saying, but a bad pair of shoes can absolutely ruin your entire look. Keep them in good condition and shined up.

 

Not Grooming Regularly

Overgrown hair, beards, and fingernails are no bueno. Make sure you’re taking proper care of your grooming and putting your best foot forward.  Especially important in professional environments. We’ve got a ton of tips in all of our grooming guides.

 

Not taking care of your skin

Just like your grooming, proper skin care is an important part of your overall routine. It doesn’t have to be fancy or complicated but you should find a morning routine and an evening routine that works for you. Focus on moisturizing, good shaving techniques, and using the right products.

 

Wearing faded, ripped or pilled items

When items are faded (especially shirts, pants and sweaters), it’s time to send them off to the donation bin and get some replacements. If your sweaters are pilled, you just need to get a sweater shaver (we like this one best) to remove the little balls and get it back in good shape.

6 Ways You’re Wearing Your Jeans Wrong

Jeans are a staple in your wardrobe, and despite being a casual item, they’re probably the most important pair of pants in your closet, outside of chinos. So obviously it’s critical that you’re wearing them the right way and giving them the consideration they deserve. Because they’re so important, if you’re wearing them incorrectly you can be doing yourself a huge disservice, especially in the eyes of the opposite sex. After you read this and check out the video, make sure you take a look at our Jeans Fit Guide and our Dark Wash Jeans primer for how to do it right!

\We see all kinds of bad jeans-wearing these days and the worst part is these mistakes are easy to fix! So, here are 6 ways you’re wearing your jeans wrong!

 

Too Baggy

Obviously, it goes without saying that baggy jeans look awful. They aren’t flattering and just look sloppy. Baggy jeans only make slim guys look more skinny and bigger guys look more chubby. The right fit will be comfortable, so don’t think that you can get away with it because of comfort. Getting the right size and fit is a huge key, so make sure you’ve checked out our Jeans Fit Guide.

 

Too tight

The right taper is important but overly tight is definitely really bad. It can be super unflattering especially if you don’t have a butt which most men don’t have. It also makes you look very juvenile if your jeans are way too tight and it’s definitely not professional, regardless of how casual your work environment may be.

 

Bad washes

Washes that are too light (very light blue or grey/white) or acid-washes are neither timeless nor versatile. They just make you look like you’re trying too hard to be trendy. We recommend keeping your jeans in a clean, dark wash or check out a few of our other recommendations for jean colors.

 

Distressed or Ripped Jeans

It’s a fine line between good and bad but for 95% of men over the age of 25, this just isn’t a good look. Like some of the lighter washes, it makes you look like a teenager/fuccboi who is trying hard to be trendy. Sometimes a little bit of distressing is fine, but again only if you’re under the age of 25. 

 

Too Long

Such a bad look and such an easy fit. Find the right length or got to a tailor, it’s a simple $5-10 fix. It just looks sloppy and can ruin an otherwise good fit. Also, it can make you look really short; not flattering at all.

 

Saggy Butt

Yikes, this is super unattractive. Find the right fit in the seat – proper rise (the length from the bottom of the crotch to the top of the waistband) is crucial. Here’s a handy reference image for what the “rise” is. The key is to not have a ton of excess fabric in the booty area. You want a trim fit but not overly tight.

What NOT To Wear If You’re Over 40 | Style Tips For Older Men

As we discussed in our previous video about Dressing Well When You’re Over 40, style and confidence as you age is all about embracing what you have and presenting a classy, refined look. Now, it’s worth mentioning that nearly all of our style advice, from Essential Wardrobe items to Fit Guides, applies to all age ranges. But, dressing well later on in life is just as much about what NOT to wear as it is the exact items you are wearing.

So, we thought we’d answer a few of the most commonly asked questions about what not wear if you’re over 40.

 

Q: Can an older man wear white sneakers?

A: Absolutely they can.  In fact, we did a whole video about it.  White sneakers like Adidas Stan Smiths and are a classic casual item for any man, regardless of age. That said, if you’re not comfortable wearing white sneakers or you feel like they’re a bit too young, we recommend going with a nice, clean leather sneaker in any color of grey or navy blue. Suede versions are excellent too as the added texture is a nice look.

Picks:

Common Projects

Koio

Beckett Simonon

 

Q: Is it really important to wear fitted clothing?

A: Yes, it’s critical to wear well-fitting clothing, no matter how casual or dressy. That said, this doesn’t mean tight! There is a HUGE difference between slim, well-fitting, clothing that’s proportional to your body type and something that’s overly tight. A lot of older men end up skewing overly large or baggy due to comfort or fears that they aren’t dressing their age but having a wardrobe that fits you well is something every man should have, regardless of age. For mode insight, make sure to check out all of our fit guides for in-depth info on all types of clothing items.

 

Q: What can I do to give my wardrobe some personality?

A: The most simple and cost-effective way is the right choice of accessories. So watch bands, ties and pocket squares, a ring, or a fun patterned sock are all great ways to add a bit of personality in an age-appropriate way. Being age-appropriate is the key thing, and over-accessorizing is a quick way to kill your style by making it look like you are trying too hard.

 

Q: What items should I avoid if I’m over 40?

As we mentioned in a previous video, leather jackets are a big one for men over 40 to avoid, with one exception. We do like leather or suede bomber-style jackets for men in this age range, but other types like moto and biker-style jackets just make you look like you’re having a midlife crisis. T-shirts with logos are another huge no-no, they just make you look juvenile. Additional types of t-shirts to avoid include henleys and deep v-neck t-shirts. They just aren’t the right look for an older guy. Stick to polos and well-fitting crewneck t-shirts. On the denim side of things, jeans that are light-wash, or ripped and distressed fall into the same category, they just look too young. Keep your jeans well-fitting and in a dark wash.

 

3 Men’s Boots You Need Right Now | Best Men’s Boots

It’s boot season! As we talked about in our Fall Shoes video, boots take an important place in your wardrobe and the right ones can have you looking stylish and protected from the elements all the way to Spring! If you’re in a part of the country that deals with a lot of rain, snow, or other inclement weather make sure you take the extra steps to protect your boots with proper weather-proofing and care. Great boots are all about versatility and all of these picks can be worn with multiple types of outfits from casual to dressy.  Here are the 3 men’s boots you need right now!

Click here to Get 20% off you ENTIRE Beckett Simonon purchase with code: AW. Thanks to our friends at Beckett Simonon for sponsoring this video!

 

The Dress Boot

Obviously this one goes best with your smart-casual outfits and Fall/Winter suits. If you don’t really wear many suits and wool trousers, then the next type of boot we’ll talk about is definitely more for you. As for these, there’s need to mess with a classic – it’s sleek and sophisticated, like the Porsche of dress boots. A captoe boot will add a bit of polish to everything and we love how the boot silhouette just adds a different vibe to your outfit. If you want something with a little extra flair, you can go with their version featuring broguing details.

Picks:

Captoe Dress Boot

Brogue Dress Boot

Wingtip Brogue Boot

Outfit Details:

Captoe Dress Boot

Jacket (similar)

Sunglasses

Sweater

T-Shirt

Pants

Watch

 

The Casual Boot

If you’re a man, and you don’t live in a tropical climate, you absolutely need a casual boot. There are many different options but like the dress boot, a super-versatile captoe style is sharp enough to dress up or down. You can also go with a plain-toe version too, but we prefer a captoe as our pick as it adds a more interesting touch. As far as broguing, we can go either way but overall we tend to like a cleaner design for this type of boot. This style of boot is outstanding because it is so versatile, wear it with casual denim looks or dress it up a bit with chinos or wool trousers. The sturdy, casual sole is polished but not too dressy.

Picks:

Black Casual Boot

Dark Brown Casual Boot

Wingtip Brogue Casual Boot

Captoe Brogue Casual Boot

Outfit Details:

Boots

Jacket (similar)

Sunglasses

Sweater

T-Shirt

Pants

Boots

Watch Strap

 

The Chelsea Boot

Super-sleek and stylish, the Chelsea boot should be treated as a dressier shoe. We like pairing black leather or dark brown suede Chelsea boots with slim, tapered black jeans or suiting and wool trousers. Protip: the key is to make sure your pants are tapered so they ever so lightly hug the top your boot. Black and dark brown are the key colors here and we like a suede version to mix up the texture a bit.

 

Picks:

Black Leather Chelsea

Dark Brown Suede Chelsea

Outfit Details:

Boots

Jacket (similar)

Sunglasses

Sweater

T-Shirt

Pants

Best Men’s Fall Jackets For 2019 | Best Men’s Outerwear

The right versatile jackets can take your style a long way during Fall and you’re definitely going to need a few options for your Essential Fall Wardrobe. It’s important to have picks that are both dressy and casual but also versatile enough for a variety of situations and light enough to allow for layering.

Before we jump in, there’s one thing you won’t notice on this list, and for good reason, that’s puffer vests. We’re not fans of puffer vests because their usage is pretty limited and they’re just not that stylish. These are the cliche items for the tech bros the past few years – wearing these over their gingham shirts and baggy chinos is…meh. You can do better!

Here are all of our tips and picks for the Best Men’s Fall Jackets for 2019!

 

The Denim Jacket

Timeless and great on a variety of body types, this go-to is perfect with casual looks. Important note: nail the fit. A lot of denim jackets are boxy which you want to avoid. A trim fit will look sharp and compliment your frame, you want them to be fitted throughout the torso (like the pic above), especially if you’re a bigger guy. Specifically, you want to barely be able to button it across your chest. For more, we’ve got a full fit breakdown right here. Wear them with everything from a t-shirt, sweatshirt, to an oxford/flannel and pair it with either denim or chinosIn terms of washes: medium blue, black or light grey as they can easily be worn your existing pants. Avoid matching the wash of your jacket with your jeans, the Canadian Tuxedo isn’t a good look. Protip for the older gentlemen out there: upgrade to a version in suede for a great look. 

Picks:

AllSaints

Everlane

Levis

Todd Snyder

Suede 1: Todd Snyder

Suede 2: John Varvatos

Outfit Details:

Jacket (similar)

Sunglasses

Sweater

T-Shirt

Pants

Boots

Watch Strap

 

The Wool Sport Coat

The perfect way to dress up everything from denim to wool trousers, a great sport coat is super versatile. Look for versions in tweed, herringbone or other weaves and patterns, and we recommend wool or wool blends with some texture and thickness, they’re great for the Fall season. Look for dark fall colors like charcoal, navy, dark green and brown. Solids or patterns like herringbone, houndstooth, or windowpane are perfect!

Picks:

J.Crew

Brooks Brothers 1 

Brooks Brothers 2 

H&M

Outfit Details:

Jacket (similar)

Sunglasses

Sweater

T-Shirt

Pants

Boots

 

Wool or Suede Bomber Jacket

Another way to add some weight and texture to your casual jacket rotation that’s perfect for this year is with a bomber in suede or wool.  By now you know how much I love bombers (perfect for every body type and age range) and a wool/suede version is the perfect casual fall jacket. The fabric can easily take you from day to night and be dressed up or down. Navy, black, brown and grey will pair easily with your existing wardrobe.

Picks:

ASOS

APC

All Saints

Calibrate

Hugo Boss

Outfit Details:

Jacket

Sunglasses

Sweater

T-Shirt

Pants

Belt (similar)

Sneakers

Watch Strap

How To Dress Well When You’re Over 40

Just because you’re over 40 doesn’t mean you shouldn’t be giving some consideration to how you dress. While the majority of our style tips are applicable no matter what your age is, for you older guys out there there are a few extra things to keep in mind. Above all else, it’s about both embracing your age and confidence, and crafting a style and wardrobe that enhances everything you’ve got going for you.

Here’s how to dress well when you’re over 40!

 

 

Dress Your Age

The older you get, the more important it is to dress your age. There’s nothing sadder than an older guy trying too hard to look young. Embrace your age and all the great things that come along with it. We’ll discuss further in a minute but this doesn’t just go for the items you choose, it has to do with the fit and how you wear your clothes as well. It’s important to always strive for a tailored fit. In terms of specific items we recommend,  suede bomber or collared jackets, wool or cashmere blend sportcoats paired with chinos, dark wash jeans, or wool trousers are all excellent places to start. You can easily dress these items up with a collared shirt and dress shoes or dress them down with a sweater or t-shirt and sneakers.

 

Stick To The Classics

Just like dressing your age, as you get older it becomes even more important to stick to classic, timeless items. Leave the trends to the younger guys and embrace the distinguished style that you can pull off. For example, some classic items that should be the foundation of your wardrobe are: suits/blazers, oxfords, dress boots, chinos, Harrington, bomber or standing collared jackets, and polo shirts.

 

Class It Up

Many men mistake getting older and trying too hard with dressing too casually. Yes, there’s always a place in your wardrobe for well-fitting basics, but take your casual wear up a notch. A polo shirt instead of a t-shirt works well, leather loafers or driving mocs instead of sneakers instantly adds class to a casual outfit. And if you want to add personality to your outfits more, that’s always done through accessories – not the main items in your wardrobe. Understated, distinguished and in-control is what we love to see older men doing. Screaming “Look at me!” with crazy outfits or “funny” t-shirts is just immature.

 

Nail the fit

We talk about it all the time and have an entire series dedicated to its importance, because, above all else, this is key. Many older men tend to wear clothing that’s one or two sizes too big to hide problem spots on their bodies or for pure comfort. Big mistake – it actually starts bringing attention to you hiding something and being insecure about it. Wearing-tailored clothing will always allow you to present your best self as opposed to wearing too tight or too baggy of clothing, which is just unflattering.

Best Men’s Denim | Jeans Under $100

Denim is the absolute foundation of your pants rotation and the importance of stylish, well-fitting denim can’t be overstated.  It’s so important, in fact, that we’ve covered it multiple times before, in our Dark Wash Jeans Essentials piece and in our Jeans Fit Guide.  So, before you go any further, make sure you check those out, the basics we cover in those articles are critical in knowing what to look for in your denim.

These days jeans come in a huge range of price points and while many people can get snobby about their jeans, we believe that great denim doesn’t have to be expensive.  The picks we have below offer you everything you need at an affordable price. One thing to remember, when it comes to denim colors focus on dark washes first, so dark indigo and black, and then grey and medium blue.

DSTLD – $80-$85

DSTLD offers great fit and quality for the money. They have great black and grey options and we also love their dark indigo wash, it’s a nice rich color and the subtle grey stitching blends in.

DSTLD Skinny Slim Fit

DSTLD Straight Fit

 

Banana Republic – $98

Banana Republic offers a range of fits and styles but we really their basic version the most.  At just under $100 the quality is great and there are fits for every body type.  Just a solid, all-around classic pair of denim.

Banana Republic Slim Fit

 

Uniqlo – $49.90

We’ve always been big fans of Uniqlo’s budget-friendly style.  They always do clean and versatile very well and like their awesome chinos, their jeans are no exception.  They’ve got two great fits, and we love the black jeans they have in stores and online right now.

Uniqlo Slim Fit

Uniqlo Straight Fit

 

Levis $50-$60

You can’ talk great denim without talking about Levis, they still make awesome jeans. We recommend the 511 Slim Fit and the 514 Straight Fit as the two to look for. (The 513 slim straight is also a nice in-between option too.) Stick to the dark and medium wash indigo or their black and grey options. At around $50-$60 these are classic and affordable, you can’t go wrong.

Levis 511 Slim Fit

Levis 511 Grey

Levis 514 Straight Fit

Levis 514 Grey

513 Slim Straight Fit

Men’s Fall Style Essentials For 2019

Fall and cooler weather will be here before you know it and it’s time to start thinking about transitioning your wardrobe.
A key thing to think about with your fall wardrobe is changing temperatures, you want items that layer easily or can be versatile enough for varying temps. Like with the rest of the items in your Essential Wardrobe you want pieces that will have you looking sharp no matter your height, body shape, or age.

One quick note, while I love them, you’re not going to see henleys on this list because there are only a select few men that actually look good in them. We did an in-depth article on henleys previously and you can check out why I feel so strongly that only certain men can wear them.

Now, onto our picks for the Men’s Fall Style Essentials you need right now!

 

Denim Jacket

Classic, stylish and easy to layer, a denim jacket is a great pick for fall. Make sure the fit isn’t boxy – you want a slim fit. Also, we recommend a medium to light wash as they pair easily w your dark wash denim and with other go-to fall pants like chinos and corduroys.

Picks:

Uniqlo

AllSaints

Levis

Everlane

 

Crewneck sweater or sweatshirt

I love these because of their casual vibe and versatility, they can function as an outerwear piece over a tee or be layered underneath something else (like that denim jacket we just mentioned) when it gets colder. Stick with solid colors like light grey, charcoal, black, dark green, and burgundy.  You can go with cotton options or look for lightweight merino wool versions.

Picks:

H&M

J.Crew

Brooks Brothers

Todd Snyder

 

Suede or wool bomber jacket

Yes, our love of bomber jackets is well documented, and for good reason, they look great on everyone. The softer, more textured material or wool or suede complements the Fall season.

Picks:

Officine Generale

APC

H&M

Brooks Brothers

 

Casual Collared Shirt

We love a solid flannel or a check pattern and you definitely should have one or two of these in your closet to mix in with your wardrobe. These are great on their own or layered underneath a sweater or jacket or both if it’s chilly. Don’t forget: the length of the shirt should hit around mid-crotch/mid zipper. This allows you to wear untucked for a casual look or tucked in for a more polished look.

Some of our absolute favorite collared shirts come from The Tie Bar and they just launched a new line of fall casual shirts and, just like all their other shirts – they’re fantastic! They fit true to size, come in various sizes for all body types and are very high-quality relative to the price. Dorian has, over the last year or so, completely replaced his collared shirts with ones by the Tie Bar.

Picks:

The Tie Bar Casual Shirts

 

Chinos or corduroy pants

Both are classic go-tos for the Fall season. The darker autumn colors: dark green, darker brown, burgundy are perfect for this time of year and the thicker material makes them extra warm.

Picks:

Uniqlo

J.Crew

Rag & Bone

Our Favorite Budget-Friendly Chinos

 

Suede or leather Boots

Fall is the perfect time for suede footwear and to break out your boots. Chukka, desert, or work boots in light or dark brown suede are super versatile with denim or chinos.

Picks:

AllSaints

Allen Edmonds #1

Allen Edmonds #2

Johnston Murphy