Tie Bar Domino Paisley Pocket Square

via TheTieBar.com

via TheTieBar.com

We know its easy to want to build a huge catalogue of pocket squares. They add an element of "I know what I'm doing" to your outfit, along with some color and potential (like in the case with this specific pocket square) patterning. However, adding a pocket square with two sides, gives you a two for one. This pocket square from The Tie Bar has a navy side with white polkadots and a gray side with white and navy paisley, meaning you can decide how outgoing you want to get with via your pattern choice.

Available on theitebar.com for $95 or $175 for prescription lenses.

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Benny Gold Oatmeal Baseball Tee

via BennyGold.com

via BennyGold.com

For those who don't know about Benny Gold, pull up a chair. Benny is half skateboarder, half designer, half coffee enthusiast, half parent. That's a lot of halves, but we never said we were good at math. Benny Gold has a unique style that has been apparent over the years in his various logos and designs, none more famous than his signature paper plane. While we aren't close enough to go to his coffee shop-retail store, if you are in the San Francisco area, it is definitely worth at least a coffee stop. As for our pick, we really like this oatmeal-charcoal striped tee because it is an off-beat color, perfect for fall, goes beyond your normal tee with the paper plane logo and the sleeve stripes and is 100% cotton meaning it will breath well and feel good against your skin. We suggest you wear this vintage-esque tee with blue jeans and some P.F. Flyers, because, why not?

Available on BennyGold.com for $36

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Full Disclaimer: Clicking "Buy" and purchasing an item from this retailer, will not give us any commission, we just like this brand and wanted to give you a little taste.

Onyx and Oxford Mid-Calf Classic Socks

via OnyxandOxford.com

via OnyxandOxford.com

Listen up gents. Socks aren't just for sock puppets. I know its surprising, I was also shocked when I found out they also go on your feet. But fear not! Apparently wearing fashionable socks makes you look like you have your sh*t together and for that reason they are worth the buy. These socks are 100% cotton, and charcoal meaning they can go with black and blue, so feel free to rock the brown, black or cordovan shoes. As far as the brand, Onyx and Oxford is a new company that has a man's closet essentials on lockdown, providing USA made, ethically sourced, basics including you guessed it, oxfords. SO check em out, and start with the socks.

Available on Onyxandoxford.com for $18

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Full Disclaimer: By clicking "Buy" and purchasing an item from this retailer, will not give us any commission, we just like this brand and wanted to giver you a little taster.

Warby Parker Topper Sunglasses

via WarbyParker.com

via WarbyParker.com

They aren't referred to stunna' shades for no reason! (#doubenegative) Picking out sunglasses is an art, an art that rests on your face. Sunglasses are one of the most functional accessories you'll have in your arsenal. A good pair of shades can hide your identity like a good fake mustache, or make you stand out in a crowd like a bright bro tank. These specs are more of the latter, but with much less bro-ness. The Topper sunglasses from Warby Parker would make a great addition to any guy's accessory collection. The rounded top and flatter bottom of the lenses give these a unique shape that fit most medium-sized faces, and the keyhole notching gives them some added character. We like the faded frames because it makes them even more unique, and gives them a softer appearance against your cheek bones. In this case, subtlety=refinement.

Available on WarbyParker.com for $95 or $175 for prescription lenses.

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Full Disclaimer: By clicking "Buy" and purchasing an item from this retailer, we here at What is A Gentleman get a commission that helps keep us up and running.

Fossil Estate EW Messenger Bag

via Fossil.com

via Fossil.com

While you may not be delivering messages with this bag, it will deliver your laptop, iPad, headphones, and whatever else you need to your office, coffee shop, or airport of choice in style. We like the darker version of this Estate Messenger from Fossil because it has the black and brown blend of colors meaning you can sling it over a blue button-down or a black v-neck and it will match just as well with each. In terms of toting capacity, this bag will fit a 14" laptop, so if you carry the big boys, this isn't for you, but it can fit a laptop, and iPad, 3 pens, a couple of notebooks and a small umbrella. As a side note, this bag comes with a limited warranty good for a year, so feel free to toss it around. Oh and did we mention it's on sale right now?

Available on sale at Fossil.com for $200 ($100 off)

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Full Disclaimer: By clicking "Buy" and purchasing an item from this retailer, we here at What is A Gentleman get a commission that helps keep us up and running.

DSTLD Skinny-Slim Indigo Grey Denim Jeans

via dstld.com

via dstld.com

A staple in any man's closet is a pair of dark-washed jeans. They can be the daily wear, and be dressed up when the occasion calls for it. These dark indigo grey jeans from DSTLD are awesomely dark, raw denim that will wear nicely over the 5+ years you'll have them and won't be going out of style any time soon. These LA-made jeans are cut in a way to reduce the bagginess around the thigh and the ankle without being so tight that motion is reduced to a robot walk so don't be scared off by the skinny label. They go great with just about anything and are dark enough to be included in the smart casual dress code category so pop on that sport coat and start networking. One note: These are Raw Denim, meaning if you wash them, wash them in cold water only, and never throw them in the dryer if you want them to remain the same size. To get rid of any smells, we suggest you put them in the freezer, yes the freezer, for about a day.

Available on dstld.com for $75

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All Saints Icarus Hi-Tops

via allsaints.com

via allsaints.com

He was a sk8r boi (this is where you say) "she said see ya l8r boi". And while he may not have been good enough for her, these shoes are the grown-up version of your vans that are definitely good enough for us. Inspired by the hi-top Vans of yesteryear, these laced up and velcro-covered leather Icarus shoes from All Saints are the dress-up, dress-down, 'keep 'em clean' sneaks that you can wear with  chinos, jeans, joggers or a less formal suit. The best part is they are now over 50% off. The worst part is there is only a few sizes left in stock, so grab them soon.

Available on allsaints.com for $111

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Everlane Heavyweight Tee

via everlane.com

via everlane.com

It's natural to get a little chunky as the weather begins to cool down. Your drive to go outside lessens, those cookies in the cookie jar start calling your name a little louder, and all of the delicious Fall beers begin to accumulate around the mid section. It happens to almost all of us. The good news is we aren't the only thing getting a little thicker. Everlane has just put out the Heavyweight Tee, a heavier cotton version of their classic t-shirts. These tees are super soft and are perfect for Fall. They have a little bit more body to them, just like us come December, keeping you and the pouch where you keep your extra cookies a bit warmer. We suggest pairing this with a solid pair of dark wash jeans or cords. It will also serve as a great base layer for when the highs are only hitting the lower 60s.

Available on everlane.com for $28

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Club Monaco Vintage Floral Button Down

via clubmonaco.com

via clubmonaco.com

A lightly-colored floral shirt for Fall? Seriously? Yes, seriously. Rules are made to be broken, and while the official timeframe to wear white has passed, we say, if you are confident enough to do away with the rules, you are confident enough to rock this floral button down from Club Monaco. It's 100% cotton with buttoned collars (always a plus for us) and has a breast pocket, just in case. This casual yet flashy top will go great under a muted colored cardigan or bomber, and a nice pair of corduroys or maroon chinos.

Available on clubmonaco.com for $80

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Full Disclaimer: We don't make money off of this item, but we think it will serve you well.

Fossil Aiden Belt

via Fossil.com

via Fossil.com

Whats the big deal about belts? I mean you only really see them if you're tucking your shirt in right? WRONG. Belts are important, not only do they help keep your pants above your would-be plumber's crack, they help complete an outfit. Women look for belts, it shows that you are deeper than just what's on the surface and while they add an extra step in at foreplay, it can show that you know what you are doing, giving your lady-friend confidence in her decision to go below the belt, so to speak. This Fossil belt is a solid, standard brown leather belt, it's not too pricey and is minimalistic in its design, meaning it can be dressed up or down based on your need. So if you want a belt that will last, but not cost you a fortune, this would be a good one to start with.

Available on fossil.com for $35

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Full Disclaimer: We don't make money off of this item, but we think it will serve you well.

Cole Haan GrandExplore Waterproof Moc Toe Boots

Colehaan waterproof Grand OS boots.jpg

There's something about sporting a flannel that puts one in the mood for a hike or a campfire, perhaps even both. So in support of the new-found outdoorsy interest thanks to the changing of the leaves and the presence of bearable hiking temperatures, we wanted to give you the boots to support such activities. These GrandExplore boots from Cole Haan are super lightweight and waterproof and have the millennial lumberjack aesthetic that we yearn for this time of year. So go on and explore the near by state park, street-side woods, or backyard plot in these bad boys, they can take it.

Available on colehaan.com for $250

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Grayers Wool-Linen Scarf

Grayers Wool-Linen Scarf.jpeg

Well look what season decided to show up along the northern half of the U.S.! Fall decided to bust into the party fashionably late and with a little bite in its bark. To fight against the turning temperatures we present you with this ultra soft, not unbearably hot, wool-linen scarf from Grayers. This medium-weight scarf is 70% wool and 30% linen, making it soft, warm, and breathable as to not cause an abundance of sweat around your neck but shelter you from the chilling breezes to come as Autumn settles itself in.

Available on Grayers.com for $75

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Full Disclosure: We don't make any money off of this soft neck warmer, we just like and think you will too.

J.Crew V-Neck Cashmere Sweater

Jcrew Hearth Grey vneck cashmere sweater.jpeg

You're going out on a group outing to a rooftop bar in October, it's 78 degrees during the day but will likely dip into the 60's after the sun goes down. You have to go to work before heading to the bar and the office is a balmy 76 degrees thanks to Charlie and Jane, the two perennially cold people who are friends with the office manager. How does one prep for this? Easy- pack this J.Crew cashmere sweater in your bag and be prepared for it all. Its super soft, and goes with almost any shirt you need to layer, collared or not. The only rub with this is that it's dry-clean only, so keep that in mind the next time you go to the cleaners. Plus a cashmere sweater for under $100 is a pretty decent find, so snag this while you can, and be prepared for your happy hour chill out.

Available on jcrew.com for $98

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DSTLD V-Neck T-Shirt

via dstld.com

via dstld.com

Everyone can use a new v-neck t-shirt, especially in this color. It can be paired with pretty much any pant you have in your closet, like jeans (dark or light), or chinos (in white, gray, khaki, navy, maroon, we can go on), or Corduroys in pretty much any earth tone. This is also a great layer for the Fall weather, if it ever shows up, with either of the flannels we've posted in the past couple of days or a great base layer for a bomber jacket, again, if the mercury ever decides to retreat. This DSTLD v-neck is made of 100% cotton, produced in LA, and has gotten a lot of attention from publications across the web and men's mags.

Available on DSTLD.com for $27  

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Bonobos Navy Summer Weight Stretch Chinos

Via bonobos.com

Via bonobos.com

Normally we'd be giving you plenty of thicker-lined pants options for October, but the heat has stuck around for most of the continental US, so why not give you some lightweight chinos you can rock for another 6 weeks. These chinos are durable, stretchy, and super comfortable. The ones we have in our closets are easily daily wearers and with a quick iron they look just as good as any semi-formal pant in your closet; perfect for work, running errands, and play. We suggest you get the tailored fit if you are looking for a skinnier profile, though if you are thick in the trunks the slim cut should do the trick. Right now, these bad boys are on final sale, so snag a pair before they are gone!

Available on sale at bonobos.com for $68 (on sale from $98)

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United By Blue Pinnacle Plaid Flannel Button Down

Via Unitedbyblue.com

Via Unitedbyblue.com

I know, I know, we just posted a flannel a couple of days ago! But, we had to show you this one. It's a bit more expensive than the one we posted from Uniqlo, but the feel and fit of this button-down made this a must-share. The shoulders have just the right amount room for someone with a decent build and the silhouette cuts in at the hips just the right amount without causing a billowing pocket of fabric in the back. The collar has buttons, a must for us when looking for a soft-cotton shirt. The double breast pocket design adds utility while the box pleat in the back gives you some added room to move, meaning it will be perfect for a weekend trek or a weekday happy hour if you have any bars with a rooftop still open. We suggest you wear this with dark wash blue jeans or darker tan chinos or layer it with a simple-colored pocket T. As a reminder, with every purchase from United by Blue they will remove 1 pound of trash form a US park or waterway which just makes you feel good!

Available on Unitedbyblue.com for $78

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Full disclosure: By making a purchase after clicking "buy" we don't get a thing, you just get a new piece for your closet

Scotch & Soda Mott Stretch Super Slim Chinos

Scotch and Soda Mott Chinos stretch Comb B.jpg

Feel like making a statement but don't have the right piece to do it? Consider your problem solved. These Mott Chinos scream "I'm edgy and it's fall!" which is perfect for the guy looking to make an impression when you enter the local Biergarten or adult bowling alley. These super slim chinos are 98% cotton and 2% elastane meaning they will breathe a bit and stretch where you need it so the slim cut doesn't impede movement. The dark brown, intricate diamond pattern is sure to be unique in almost any room you enter, making you even more so. These pants will be fairly tight and come in longer leg sizes, so those with larger thighs or shorter legs will experience an interesting fit. As a side note, the belt comes with it! We suggest you wear these with a solid dark green t-shirt or a white t-shirt with a dark blue bomber jacket.

Available on scotchandsoda.com for $125

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Full disclosure: We don't make any money off of this pick, be we like it, and think you will too!

Uniqlo Checkered Flannel

via Uniqlo.com

via Uniqlo.com

The temperatures are lowering, meaning it's time to start adding the warm layers back into the daily rotation. While there are many takes on the fall classic, this cheaper, yet just-as-soft option from Uniqlo is a bit of a steal compared to the price points of many other brands that are just as soft. This specific flannel has a button down collar helping it maintain its shape, which tends to be an issue for the shirts made of a softer cotton material. We suggest you layer this with a plain white T and a pair of jeans, and hey there Delilah you got yourself a classic American outfit good for a trek to the coffee shop or the casual house party.

Available on Uniqlo.com for $30

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Jack Wills No-show Socks

via Jackwills.com

via Jackwills.com

If you are the proud owner of vans low tops, loafers, or drivers and you don't have at least a few pairs of no-show socks, we need to have a talk. No-shows are the silent, unseen heroes of low cut shoes. While you may feel these types of shoes are meant to be worn raw, adding a thin layer of cotton can really make a difference in comfort and smell. No-shows are the best way to keep your shoes from stinking, and your feet from getting some bacteria-based issues like athletes foot. These no-shows from Jack Wills are 100% cotton and that's about all you need. You could opt for ones with some fancy designs, but the whole point is that they aren't seen so... Anyway, now that they are on sale, it's hard to find a good reason not to grab a pack of three.

Available on Jackwills.com for $9 (on sale from $19)

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Buck Mason Slub Tee

via buckmason.com

via buckmason.com

Buck Mason is a newer American brand literally started by two guys in a garage in 2013. Since their founding, they have made some of the best men's closet essentials to come out of U.S. since Levi's did it back in the day. A great example of these essentials is their 100% slub cotton crew-neck t-shirt. As we have mentioned before, slub cotton is material that will have some texture to it, giving the shirt a better feel and more casual look. It is breathable, and it comes in this awesome forest green, or what they call "resin" that is the perfect transition t-shirt from summer to fall. Check these guys out, and try out a t-shirt for yourself. We recommend you wear this with dark wash jeans and some brown chukkas for a casual, yet classic look you can't go wrong with.

Available at buckmason.com for $28

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Full disclosure: By making a purchase after clicking "buy" we may receive a commission that helps this site grow.