Top Men’s Accessories Under $100

Accessories may seem like a small thing but they’re one of my favorite ways to mix up your look and add some extra personality in a very affordable way. Whether you’re adding a new tie to your rotation, trying out a new watch or piece of jewelry, or bringing in something more utilitarian like a key holder, these extra touches to your personal style will go a long way.

With that in mind, here are my favorite men’s accessories under $100!

Tie Bar – The Tie Bar

A tie bar is great because it’s both utilitarian and stylish. It’s a small touch but you can mix and match with different colors, finishes, and styles to add just a bit of personality to your tie game.

 

Knit Tie – The Tie Bar

Speaking of ties, I love the texture and look of a knit tie because it’s just a bit different from the norm.  Plus, because of look and design, knit ties crossover to more casual looks very easily, so try pairing them with a blazer and denim or an oxford and chinos.

Silver Cuff – Topman

A silver cuff is a great place to start with men’s jewelry because it’s simple and not too over-the-top. Just make sure you keep it low key and only wear one piece of jewelry at a time. 

 

Brown Frame Sunglasses – Warby Parker

I love the colored clear-framed sunglass styles that are happening right now.  They’re definitely different enough to add something new to your look but not so bold as to be distracting. Don’t forget to check out my guide to finding the right frame for your face shape!

 

Blue Frame Sunglasses – Warby Parker

As I mentioned above, clear-framed sunglasses are my favorite type of eyewear right now.  Stick with a classic frame shape and you’ll hit just the right balance of modern and timeless.

 

Key Holder – Bellroy

Since I’m sure some of you have that bulky, disorganized key ring, I recommend this key holder as a simple, smart way to keep your keys organized in a stylish way.

 

Wallet – Bellroy

Just like the key holder above, Bellroy has a knack for making stylish leather goods that are the perfect mix of minimal design and high-quality materials. Their Low Down wallet is a great pared-down choice.

 

Slim Phone Case – Elago

Finding a phone case that’s both classy and protective is tough but Elago really nails it.  They’re remarkably slim and minimal but still offer a great fit and protection, no matter what type of phone you have.

 

Watch – Timex Weekender

Despite its name, the Times Weekender is the perfect budget-friendly watch for any day of the week.  In addition to being both high-quality and very affordable, it’s classic design works well with any wardrobe choice, casual or dressy.

 

Watch Straps – Suede, Perlon, Leather, and NATO-Style

Now that you’ve got a great watch you can further mix up your look by swapping out different watch straps. Add a leather or suede one for a polished look or try nylon and perlon for something more sporty.  Buy a few and switch them up depending on your mood, it’s easy and fun.

Backpack – KNOMO London Holborn Southampton Backpack

Finding a good backpack isn’t easy, and finding an affordable one is even tougher. That’s why I love this one from Knomo so much, it’s versatile and stylish without being too bulky, something that’s really tough to find at such a great price point.

Holiday Gifts Under $50 For Him

This season, I wanted to break up my annual gift guides by price and gender, so in this one, I want to talk about the gifts under $50 for the various men in your life. 

Keyring Multi-Tool

Every man will find this handy, regardless of his age or occupation. I like it because it easily fits on a keyring and is super convenient.

$35 – Leatherman Squirt PS4

Pocket Pen

Well designed, pocketable, and something most men don’t think about it but use more often than they’d think.

$20 – Fisher Space Pen

 

Cigar Pack

A humidity sealed pack with two cigars, a cutter, and matches for the aficionado, or those who’ve yet to be initiated into the cigar world. You can pick these up as either single purchases, or a part of a monthly subscription. Dorian has spoken to the CEO a few times and has sampled a few of their packages and says they’re top-notch.

$30 – Cigar Pack (2 cigars)

 

Leather Keryring

This unique leather keyring will keep up to 7 keys all organized and silent within its cowhide leather sheath in your pocket. Like I mentioned in my Accessory Essentials Series, use quality items and you’ll thank yourself (or the man you give this to will thank you, hopefully).

$45 – Orbitkey Keyring

 

Nose & Ear Hair Trimmer

It’s one of those things that most men don’t think of buying for themselves but will use way more often when they actually have it in their grooming kit. It seems weird, but a lot of clients have commented about it being one of the best sleeper-hit style gifts they’ve ever received.

$20 – Panasonic Trimmer

 

Classic Watch

Beautiful, classic styling and a great price – you can’t go wrong. I’ve covered this and many, many other watches in my best men’s watches guide.

$35 – Timex Weekender Watch

 

Braided Charging Cables

Charging cables can be a boring necessity, or they can be a classy addition to a man’s Everyday Carry. I’d suggest getting a 10ft cable – the extra length comes in way more handy than you’d think.

$10 to $50 – Native Union

 

High Quality Socks

One might think this is a boring choice, but if you haven’t tried the best men’s socks yourself, you’d be dead wrong. Give the gift of amazing comfort and a lifetime warranty with these awesome socks.

$10 to $40 – Darn Tough Socks

 

Coffee & Espresso Maker

Hailed as one of the best ways to make a single serving coffee, I’ve gifted this to quite a few people who are into coffee and it’s been a success every time.

$25 – Aeropress Coffee & Espresso Maker

Men’s Denim/Jean Jackets & How To Wear Them

After I released my Top 5 Fall Essentials article/video, I received a lot of questions about how to style different washes of denim jackets. I heard you loud and clear, so here’s some of my favorite ways to style them.

Light Wash

To avoid looking like you’re wearing a Canadian tuxedo, wear light wash denim jackets with chinos. You can pretty much get away with any color, but my favorites are navy, green, brown, and burgundy. My classic go-to formula is a t-shirt, chinos, and chukka boots. Crewneck sweaters or oxford button-downs are also good options as well.

$230 – Allsaints denim jacket – One of my favorite denim jackets currently available. I love the lighter wash and distressed touches and the slim fit is incredibly flattering, which is really hard to find in denim jackets. It fits true to size.
$20 – Topman striped t-shirt
$68 – J.Crew slim-fit stretch chino pant in green and brown (click here for their straight leg chinos)
$128 – Brooks Brothers suede belt in brown
$295 – Allen Edmonds plain-toe chukka boots
$318 – John Varvatos sunglasses
$5 – Perlon Watch Strap

Alternate Denim Jacket 

$90 – Levi’s denim jacket (in Queen) – You can never go wrong with this iconic denim jacket. Go with the next size down for this one because it’s not as fitted as the AllSaints one above and you always want a snug fit in the arms and body for all your denim jackets.

Dark Wash

If you only have the budget for one denim jacket, a dark washed one is what I’d choose. I love how dark the wash is because it’s easier to dress it up or down and it also has a slimming effect. I would avoid wearing jeans with a dark wash jacket unless they’re black because I don’t think it looks great and typically most men don’t know how to pair different washes of denim well. You can never go wrong with a pair of chinos and a crewneck t-shirt or sweater. If you want to dress the jacket up more, than pair it with some wool trousers and a collared shirt like I did in my fall accessory essentials article/video.

$118 – J.Crew denim jacket – Definitely go a size down than normal because you want a snug fit. Otherwise, the fit will be boxy which looks unflattering on every man regardless of your body type.
$24 – J.Crew t-shirt
$225 – J.Crew striped sweater
$40 – Uniqlo chinos in navy
$179 – Johnston & Murphy chukka boots
$415 – Tom Ford sunglasses 52mm

Alternate Denim Jacket 

$90 – Levi’s denim jacket (in Rinse) – Go with the next size down because you want a snug fit.

Grey Or Black Wash

Tall, dark, and handsome is how I describe the outfit you’ll be wearing with a grey (or black) denim jacket. Keep it all black – t-shirt, jeans, and boots. You can also go with a white t-shirt but I love how sharp an all black outfit looks with a gray denim jacket adding that perfect pop of monochrome color – it’s especially perfect for a night out.

$285 – AllSaints denim jacket
$75 – AllSaints black t-shirt
$168 – Diesel jeans
$750 – Prada chelsea boots
$415 – Tom Ford sunglasses in black

Alternate Denim Jacket 

$98 – Levis denim jacket

Top 5 Men’s Fall Essentials 2017

Since Fall is upon us, I wanted to do an update and supplement to my Men’s Fall & Winter Essentials series. So don’t think of this as a replacement for the series, think of it as a next-tier type of video and article. Enjoy!
 

1 & 2. Denim Jacket + Chino Pants

My first pick for the season is a denim jacket. It’s perfect for this time of year and works equally well during Springtime, too. Not only does it look good on every body type, but you can layer the heck out of them depending on how cool or warm the weather is. I recommend my go-to styling formula for denim jackets: wear with a t-shirt or crewneck sweater and a pair of chinos and boots.

My second choice are olive, tan and burgandy chino pants. Some of my favorite colors for the season are olive green, brown, and burgundy, which you can easily wear with your other casual jackets and sportcoats.

Outfit Details & Notes

$230 – Allsaints denim jacket – One of my favorite denim jackets currently available. I love the lighter wash and distressed touches and the slim fit is incredibly flattering, which is really hard to find in denim jackets.
$20 – Topman striped t-shirt
$68 – J.Crew slim-fit stretch chino pant in green and brown (click here for their straight leg chinos) – I’m shocked at how spot on the fits and material are. The color choices and friendly price have me stocking up on a handful of these for Dorian this Fall (Seriously, I’ve already added the green and brown ones to his closet!).
$128 – Brooks Brothers suede belt in brown
$295 – Allen Edmonds plain-toe chukka boots
$318 – John Varvatos sunglasses
$5 – Perlon Watch Strap

Alternate Denim Jacket & Chinos

$70 – Levi’s trucker jacket – You can never go wrong with the brand’s iconic denim jacket.
$225 – Rag & Bone slim fit chinos – I’m a huge fan of their chinos because they use a stiffer fabric that’s lays really nicely along the ankles and is super flattering on all shapes and sizes, especially if you’re a hefty fella.

3 & 4. Patterned Sweater & Boots

My third Fall Essential is a patterned sweater. Hopefully, you’ve already got the basic, plain sweaters, so now it’s time to add one that has a subtle pattern because it’s an easy way to add a visually interesting element to your outfits. Also, a pattern helps draw attention away from the torso which is especially beneficial if you’re a slim or husky guy.

My fourth Fall Essential is a pair of boots. You can go with leather or suede, dress or casual boots, but for me, I’m all about the taupe suede boots featured below. These are my hands-down favorite for the season because the color is the perfect dark brownish-grey so they can be used in place of brown or black boots.

Outfit Details & Notes

$100 – Topman acid wash bomber jacket
$148 – Brooks Brothers cotton cashmere birds-eye sweater – The softness, color and subtle pattern instantly caught my eye. No matter your shape or size, this sweater is flattering on everyone. They run slightly larger, so you should size down for the best fit possible.
$10 – Topman slim fit t-shirt in white
$118 – Banana Republic slim fit jeans
$350 – Allen Edmonds suede boots in dark taupe
$98 – Brooks Brothers silver buckle leather belt in brown 
$125 – Ray-Ban black sunglasses
$25 – Brown Leather Watch Strap

Alternate Patterned Sweater & Boots

$89 – Banana Republic wool birdseye sweater – I’m so impressed with not only the fit, but by the superior wool you can get for under $100. The brand sourced the wool from Zegna’s factory, which is always high quality and can easily set you back $600+.
$178 – Banana Republic suede work boot

5. Chambray Shirt

My final pick for the season is a chambray shirt. It looks great on its own or layered underneath a cardigan or jacket. I recommend wearing yours with chinos or wool trousers.

Outfit Details & Notes

$55 – Topman chambray shirt – I’m a huge fan of the lighter wash, but it’s worth mentioning that this shirt runs pretty slim, so if you’re a bigger guy, see my alternate choice below.
$68 – J.Crew slim-fit stretch chino pants in green and brown (click here for straight leg chino)
$98 – Brooks Brothers silver buckle leather belt in brown
$179 – Johnston & Murphy chukka boots in mahogany 
$625 – This Is Ground briefcase
$318 – John Varvatos sunglasses
$25 – Brown Leather Watch Strap

Alternate Chambray Shirt

$55 – The Tie Bar chambray shirt – If you don’t want a super slim fit and/or you’re a larger man, then get this shirt instead.

 

Thanks for reading!

EDC #3 – A Prime Example

In this episode of the Everyday Carry series, I invited Andrew Snavely, the founder of Primer Magazine.com, to join me in studio to discuss his EDC and how he goes about his workday creating all those awesome articles for his site. Hope you enjoy!

Have questions or comments?

Join us in the comments section of the video above.

Featured Items

Knomo bag (his is discontinued, but this is a close one)
Sennheiser headphones
Olympus em10 mark II camera
Notebook
Pen
Pocket Knife
Sunglasses
keychain
Apple iPhone 7 Plus
iPhone Case
Apple Magic Mouse 2
Magic Wallet
210 East Oak watch

Apps

EDC# 2 – The Effortless Gent

In this episode of the Everyday Carry series, I met up with Barron Cuadro, the founder of EffortlessGent.com, at the Todd Snyder store in New York to talk all about his EDC. Sorry for the audio quality – we put this together pretty quickly and hadn’t been to Todd’s new store yet, so we just had to roll with it. Hope you enjoy!

Have questions or comments?

Join us in the comments section of the video above.

Featured Items

Filson Twill Original Briefcase in brown

Apple Macbook Air 13.3”

Transcend 2TB Thunderbolt USB 3.0 External Hard Drive

This Is Ground Leather Cord Taco: Cord Organizer in brown

Anker PowerCore 20100 Portable Charger in white

The Subtle Art of Not Giving a F*ck: A Counterintuitive Approach to Living a Good Life by Mark Manson

Moleskin Large Hardcover Notebook with plain pages or grid pages

Pilot G2 Retractable Premium Gel Ink Roller Ball Pen

Mehr 3x Chrome Key Chain Rings

Col. Littleton Front Pocket Wallet in brown

Linjer The Classic Watch in gunmetal/tan

Ray-Ban New Wayfarer Sunglasses in brown/brown

Apple Leather Phone Case (for iPhone 7 Plus)

 

Best Men’s Watches

Watches are one of the few pieces of jewelry that any man can wear that is universally acceptable. Other jewelry like rings, earrings, necklaces and bracelets will have their detractors (myself included).

So for that reason alone, a watch is an accessory that every man should have. From a practical perspective, they are also nice for telling the date and time. But obviously not as required now that we’re carrying smartphones around with us all day long.

Just like I discussed in the series intro, there’s something amazing about owning a finely crafted piece of history and engineering perfection.

Whether you’re a watch guy or not, I think any self-respecting man should own a watch or two.

Before I get into the exact watches you should own, let me first answer the most common questions I get from clients, readers and viewers about watches:

What type of watch to wear with what outfits?

Suit = Dress Watch – you should never, ever wear a diving/chronograph/sport watch or anything but a leather or other hide strap with a suit. It drives me crazy when I see metal bracelets or nato straps with suits because they’re so casual in nature and they take away from the formality of a suit. It’s a SUPER amateur move.

Business Casual or casual outfits – Dress watch or Sport watch with a metal bracelet, leather/nato/rubber band. You can also wear a dress watch with them, but it depends on how “polished” your casual outfit is. If you’re in shorts and flip flops, that might not look right with a dress watch.

How to Match a Watch To Your Outfit

It’s pretty simple. If you’re wearing:

  • A suit with black dress shoes and belt.
    You should be wearing a dress watch with a black leather strap.
  • A Suit with Brown dress shoes and belt.
    You should be wearing a dress watch with a brown leather strap.
  • Anything outside of a suit, even if you’re wearing dress shoes, you can wear any type of watch you’d like – that includes dress watches as well as any sport, chrono, diver, pilot, etc. type of watches.

What size should your watch be?

If you have a smaller wrist, around 6″, then go with a 40mm or smaller.

If you have average to a wider wrist, around 7″ or bigger, then go with a 40 to 44mm sized watch.

Most older watches, including Rolex’s diving watches, were 38mm or less, but they’ve since shifted to 40mm to follow the trend of larger watches now.

Traditionally, dress watches were made to be smaller and fit under your shirt cuffs, while diving or chronograph watches are bigger so they’re easer to read while doing the activities they were designed for.

It’s really up to your personal preference. I’m a little new school in that I think dress watches don’t need to be tiny – my favorite IWC dress watch (below) is very large for a dress watch, but I still love it. Unless your wrists are extremely small, then any size between 36 and 44mm will be fine. Which is fortunate because almost all watches fall within these sizes anyways. It’s when you get into vintage watches that the sizes tend to be smaller. So if you prefer a smaller watch, then vintage may be right for you.

How Many Watches Should You Own?

To cover all your bases, you should own 2 to 3 watches. You can absolutely get away with owning only one (which I’ll discuss shortly), but 2 or 3 different types of watches will cover you for all the outfits and scenarios you’ll encounter. A lot of my clients who are into watches own usually double or triple that amount, but we’re talking about the barest of essentials right now and anything else would be a speciality or just not used as much.

What Watches Should You Own?

1. Silver Dress Watch with a Black Leather Strap

Here’s the basics of what this watch should be. If you own one watch, this should be it. That way it’ll cover you for the most scenarios. You’ll also need a brown leather band to swap out as your outfit accessories dictate according to the matching rules I discussed earlier. So scroll to the bottom to check out my favorite band/strap site to get your extra straps.

Your black leather strapped watch should have the following features:

Silver Case

You want a silver case because, just like with the hardware on your belts, it’ll match with everything. If you were to get a watch with a gold or black case and black leather band, it won’t match as well or be too sporty to complement the rest of your essential wardrobe items.

As for the size of the case, that’ll depend on your preference and what looks best on you, but a classic dress watch is supposed to be very thin and small (sub 40MM, usually), but I’m a little new school in this regard and don’t mind a taller or larger case, something like the 44mm IWC cases is fine, but right on the edge, for me. Honestly, go smaller if you have a small wrist, and bigger, if you have a wider wrist.

White Dial

The dial of your watch should be white because it’ll match perfectly with everything you could possibly throw at it. Black, blue, skeleton or other dials won’t match as well or will come off as too sporty or gaudy. I just think of all the sleezy salesman guys wearing their Movado watches at the bar after work – bleh.

Black Leather Strap

You can also use a leather alternative or other hide – kangaroo, ostrich, alligator, etc. The one thing you should never do is wear a nato or rubber strap with a suit. If I can be blunt – it looks like shit and is an amateur move. The quickest way to look like a teenager or style blogger is to wear a nato or rubber strap with every outfit. Those should be reserved for casual outfits only.

In regard to the stitching on the strap, I’ll forever dislike contrasting stitching, just like I do on wallets, so ideally, the stitching should match the color of the strap.

Subdials or complications

I’m a little new school in that I don’t believe a dress watch needs to have the cleanest dial possible. I don’t mind a few subdials or complications like a power reserve, subdial seconds, moon phase or month/day date. Just don’t go crazy and use a chronograph with a leather strap as a dress watch, please.

2. Silver or Gold Dress watch with a brown leather strap

The requirements for your brown leather-strapped dress watch are nearly identical to the black leather strapped dress watch above – with one major exception:

This is the one time when a gold case is acceptable because the dominant color of the accessories you’d be matching with would be brown, regardless of the hardware color of your belt. I’d still prefer a silver case if given the choice, but a gold case would work just as well.

If you have the budget for only one watch, or only want to own one dress watch, then make sure to get a brown band to swap out with your silver cased watch as your outfit accessories dictate. It’s a little bit of a pain, but not so much that this isn’t an option. Changing watch straps is quite easy and I have a great place to get really nice straps for cheap.

The Best Dress Watches

IWC Portugieser and Patek Philippe

$12,000 – IWC Portugieser Automatic
$20,000 – Patek Philippe Calatrava White Dial

 

A lot of these watches come with black or brown straps.

$65.00 – Stuhrling Original Ascot II
$90.00 – Bulova Classic Dress Watch
$200 – Bulova Dress Watch
$220 – Tissot T-Classic Tradition
$230 – Mondaine Swiss Railways Evo 
$260 – Graf Zeppelin Hindenburg
$300 – Orient 2nd Generation Bambino
$520 – Junkers Bauhaus
$530 – Hamilton Intra-Matic Silver Dial
$650 – Tissot Heritage Visodate Automatic
$650 – Frederique Constant Classics Index Automatic
$1,100 – Junghans Max Bill Chronoschope
$1,600 – Tag Heuer Carrera Calibre 5 Automatic
$1,800 – Junghans Max Bill Automatic
$2,500 – Cartier Tank Solo  
$2,500 – Montblanc Heritage Chronométrie Automatic
$2,780 – Nomos Tangente 38 Datum
$3,600 – Omega De Ville Prestige Co-Axial 39.5 MM
$3,700 – Nomos Minimatik
$6,000 – Cartier Ballon Bleu de Cartier
$7,600 – IWC Portugieser Chronograph
$12,200 – Jaeger Le-Coultre Reverso Classic Large Duo Face
$15,000 – Omega De Ville Trésor Omega Master Co-Axial 40 MM

3. A Chronograph or Diving Watch

These watches are often called Sport watches, as well. You want this type of watch to round out your collection because it goes with any outfit from business casual on down. Unless you’re wearing a very sharp casual outfit, you shouldn’t be wearing a dress watch. That’s when a sport watch comes in to play. And please, for the love of all that is holy, please don’t wear your sport watch with a suit. I immediately know a guy doesn’t know much about looking good when I see a sport watch with a suit.

Here’s the details of what I look for in a good sport watch.

Black or Blue Dial

If I had my choice, I would choose a black or blue dial, with a slight edge to blue, as long as it’s more navy like Omega’s Speedmaster in Titanium (below) and not a royal blue like the Rolex Submariner in 16k white gold. The latter is just way too loud.

Silver Metal Bracelet

There’s nothing better for casual outfits than a diving or chronograph watch with a metal bracelet – in either titanium or stainless steel. Just like in the dress watches above, I prefer these materials and colors over a black or gold bracelet because it goes with everything and all the hardware on your belts, tie bars, etc. I also really love to see the metal bracelets swapped out for leather, rubber, perlon or nato straps, as well, but metal bracelets are a necessity for any sport watch – so you want to make sure it comes with that, first. For different watch straps, scroll down to the bottom of this article for my favorite place to get additional straps.

The Best Sport Watches

omega-rolex-ashley-weston

$11,000 – Omega Speedmaster – Moonwatch Omega Co-Axial Chronograph 44.25 MM
A quick note about the Speedster – the blue is much, much darker in person. The official images do it no justice.
$8,000 – Rolex Oyster Perpetual Submariner Date

$75.00 – Casio Super Illuminator Diver
$80.00 – Stuhlring Aquadiver
$100 – Parnis p101506 Mechanical
$125 – Fanmis Submariner
$150 – $200 – Seiko 5 Sports Automatic (also in a dark blue version)
$400 – Orient Mako USA II (has blue & black options)
$500 – Steinhart Ocean 1 Black
$450 – Tissot V8 Quartz Chronograph
$450 – Borealis Bull Shark
$550 – Seiko Prospex Kinetic Dive Watch
$660 – Certina C024.447.11.081.00
$700 – Hamilton Seaview Day Date Quartz Blue Dial (Also make blue dial & automatic versions)
$700 – Victorinix Maverick Stainless Steel Bracelet Watch
$800 – Longines Hydro Conquest
$2,000 – Tag Heuer Aquaracer Calibre 5
$4,000 – Tudor Pelagos
$6,000 – Omega Seamaster 300 Omega Master Co-Axial 
$6,000 – Omega Speedmaster Moonwatch Omega Co-Axial Chronography
$7,850 – IWC Aquatimer Chronograph
$15,000 – Rolex Daytona

The Best Watch Straps and Bands

First and foremost, there’s no substitute for OEM straps or bands. But a really close second is my favorite aftermarket strap/band site – CheapestNatoStraps.com. Don’t let the name fool you, they’re neither cheap, in terms of quality, and they make a lot more than nato straps.  I’ve been swapping out watch straps and bands for clients for a long time now and this is the only place I go for aftermarket straps.

I talked to the owner, Sofie, and she was kind enough to offer you an additional 10% off your purchase if you use offer code: AshleyWeston

Special Thanks

A big thanks to reader/viewer Travis and the team over at www.Horobox.com for letting me bounce thoughts and ideas off them and providing their expertise and insight for this story. Definitely check them out!

THE #ASKAW SHOW: EPISODE 09 W/ Andrew Snavely FROM PrimerMagazine.com

In this episode, my special guest – Andrew Snavely from PrimerMagazine.com answer some of the most scintillating questions for the readers/viewers.

Have a question you’d like me to answer? Ask in the comments of the above youtube video or send me an email.

In this episode, we answer:

Q: I’ve lost a significant amount of weight and now all of my clothes are clownishly large on me. Can a tailor make my clothes fit again or should I just buy all new ones?

A: See the video above for the answer and my men’s clothing fit guide for how your clothes should fit.

Q: I watched your T-Shirt video and if I have a nice looking tee with a pretty minimalist design, does that hinder a look the same way a straight up graphic tee would?

A: Short answer – sort of. See the video for the longer answer.

Q: As a shorter man (5’6″), I find it difficult to find stuff that fits me and looks good. I was hoping you can provide some general style tips for shorter men.

A: See TheModestMan.com for a great site for shorter men style. But in our experience, as long as your clothing fits properly, there’s not much else to worry about.

Q: I recently picked up a Briefcase in a navy/ tan leather color way, would I match my wallet/watch/belt/etc. To the bag? What would you do in my situation?

A: Don’t think about it too much. Andrew is less of a stickler here, but I am more of a stickler. See video for details.