5 Timeless Investment Pieces That Will Last Years (And Possibly Decades)
Styles come in and out of fashion quickly. So it seems more sensible to invest in classic pieces that you can wear for years to come and that will always remain stylish. Such pieces are also major confidence boosters. We are looking at 5 timeless menswear items that, if you invest in quality and take proper care of them, can easily last years and even decades.
Leather Jacket
A good quality leather jacket is the kind of wardrobe staple that you’ll have for a lifetime. The best thing about this investment piece is that the older and more worn the leather jacket gets, the better it looks. There are a lot of different styles but we suggest going for a neat, classic biker jacket, the kind that will always be in.
Team a black leather biker jacket with black jeans for both on-trend and easy-to-create outfit.
SchottPerfecto Leather Moto Jacket$690
SchottX Uo Pebbled Leather Perfecto Jacket$699
SchottBiker Jacket In Leather With Belt$628
This outfit with a black leather biker jacket and black jeans isn't super hard to score and is open to more experimentation.
SchottX Uo Beatdown Perfecto Leather Jacket$699
Lucky BrandSchott X Lb Crosby Jacket$835
SAPIOBlack Vitellino Leather Jacket$2,575Free US Shipping!
A dark brown leather bomber jacket and black chinos? It's an easy-to-wear ensemble that any man could rock on a daily basis.
BelstaffBuckled Collar Jacket$1,575
SchottLeather Jacket With Collar$458
Schott NYCCafe Racer Waxy Cowhide Leather Jacket$700
This pairing of a brown leather bomber jacket and khaki jeans is simple, stylish and super easy to copy.
Schott NYCCafe Racer Oil Tanned Cowhide Leather Moto Jacket$830
Schott NYCCafe Racer Hand Vintaged Cowhide Leather Jacket$780
Schott NYCSunset Leather Jacket$875
For an off-duty outfit with a modern take, you can easily dress in a brown leather bomber jacket and black jeans.
Schott NYCCafe Racer Hand Vintaged Cowhide Leather Jacket$780
BelstaffRyde Jacket Oak Brown$1,995
ForzieriLight Brown Leather Motorcycle Jacket$1,300
Wool or Cashmere Overcoat
The classic styling of an overcoat allows it to be one of the most versatile investment pieces in your wardrobe. A good overcoat can cost a good amount of money, but it’s a long-term investment. And that’s why it is recommended to choose a classic single breasted overcoat over trendy designs that will go out of fashion in a couple of years.
For an outfit that brings function and fashion, pair a camel overcoat with navy skinny jeans. Play down the casualness of your look by wearing black leather derby shoes.
J.CrewLudlow Peak Lapel Topcoat In Wool Cashmere With Thinsulate$470
J.CrewLudlow Peak Lapel Topcoat In Wool Cashmere$450
Saks Fifth Avenu...Wool Cashmere Coattrim Fit$450
This ensemble suggests it pays to invest in such elegant menswear items as a charcoal overcoat and charcoal dress pants. Brown leather derby shoes are guaranteed to add an element of stylish effortlessness to this outfit.
Brooks BrothersChesterfield Overcoat$1,500
J.CrewLudlow Topcoat In Cashmere$1,450
Ted Baker LondonBonsall Wool Overcoat$595
This combination of a camel overcoat and charcoal chinos is a real life saver when you need to look dapper in a flash.
J.CrewLudlow Peak Lapel Topcoat In Wool Cashmere$450
BonobosThe Mainline Topcoat$498
Brooks BrothersGolden Fleece Single Breasted Polo Coat$1,698
Nail the casually smart ensemble by opting for a grey overcoat and navy jeans. Choose a pair of dark brown suede casual boots and you're all done and looking awesome.
EleventyWoven Overcoat$764
Paul SmithPs Single Breasted Overcoat$875
Lauren Ralph LaurenChesterfield With Black Contrast Collar Classic Fit Overcoat$450
Reach for a navy overcoat and navy dress pants to look like a refined gent. Complete your outfit with a pair of brown leather oxford shoes et voila, the look is complete.
J.CrewLudlow Topcoat In Wool Cashmere$450
NordstromSydney Wool Cashmere Topcoat$495
J.CrewLudlow Topcoat In Wool Cashmere With Thinsulate$470
Quality Jeans
Jeans are an everyday staple that probably gets worn more than anything else in your wardrobe. So it makes sense to invest to try and get good denim that, if properly cared for, can easily last a decade and will most certainly look better on you than cheap, disposable pairs.
If the setting calls for an effortlessly classic outfit, dress in a charcoal wool blazer and navy jeans. Finishing off with brown leather derby shoes is an effective way to bring a bit of zing to this outfit.
Levi's501 Ct Jeans 501 Ct Slim Fit Jeans$80
Levi's501 Ct Jeans 501 Ct Slim Fit Jeans$80
Levi'sVintage Clothing 1954 501 Selvage Slim Fit Jeans$385
A grey long sleeve shirt and navy jeans paired together are a match made in heaven. For extra style points, complete your ensemble with a pair of dark brown leather desert boots.
Jean ShopSelvedge Raw Denim Jeans$195
Maison MargielaSlim Fit Raw Denim Jeans$470
No BrandThe Unbranded Brand Ub101 Skinny Fit Raw Selvedge Jeans$88
If you're after a casual but also dapper look, make a light blue v-neck sweater and navy jeans your outfit choice. Step up your look with a pair of brown leather derby shoes.
rag & boneFit 2 Slim Fit Raw Selvedge Denim Jeans$178Free US Shipping!
J.Crew484 Slim Fit Raw Denim Jeans$125
McQAlexander Ueen Blue Raw Denim Skinny Jeans$265
Such pieces as a navy blazer and navy jeans are an easy way to introduce extra polish into your day-to-day arsenal. And if you want to easily step up this ensemble with one piece, add a pair of brown suede brogue boots to this look.
Raleigh DenimMartin Skinny Fit Selvedge Jeans Raw 32$285
J.CrewWallace Barnes Raw Unsanforized Denim Jean$278
No BrandNn07 Three Slim Fit Raw Denim Jeans$175
Reach for a beige trenchcoat and navy jeans and you'll be the embodiement of masculine sophistication. Burgundy leather brogues are an effective way to upgrade your look.
BurberrySlim Fit Saturated Selvedge Jeans$395
SoullandErik In Raw Denim$180
PaigeFederal Webber Selvedge$239
Winter Boots
A pair of good leather winter boots is an investment. It may cost between $250 and $1000 but if you take care of it - clean and wipe it after you come in from the winter - this pair can last up to several decades.
This ensemble with navy jeans isn't super hard to pull off and is easy to adapt throughout the day. You can take a classic approach with shoes and introduce a pair of brown leather casual boots to the mix.
MarsèllLace Up Boots$734
FryeTyler Casual Leather Lace Up Boots$318
No BrandWashed Leather Lace Up Boots$300
To assemble a casual ensemble with a twist, you can easily wear navy jeans. Why not enter a pair of black leather dress boots into the equation for a dash of class?
No BrandTawny Goods Black Leather Toecap Boot$238
The KooplesSmooth Leather Zip Boot$495
To BootNew York Stallworth Shoes$450
Perfect the casually dapper look in black jeans. Hesitant about how to finish your look? Rock a pair of brown leather casual boots to amp up the fashion factor.
Doucal'sLace Up Boots$384
Barneys New YorkWashed Leather Boots$365
Officine CreativeAnatomia Boots$532
If you wish take your off-duty look to a new level, wear navy jeans. A pair of black leather casual boots will give an elegant twist to your look.
Dolce & GabbanaDistressed Lace Up Boots$1,375
Paul SmithBlack Leather Kelly Boots$775
H By HudsonBlack Leather Swathmore Boots$265
Good Watch
“A quality watch isn’t just a tool that shows time. A man’s watch is a sign of taste and where you are in life,” says Antonio Centeno, founder of Real Men Real Style. Take your time choosing a watch to buy because this is a wristwear item that will constantly be on display and that you should enjoy wearing. A quality watch can be worn for decades and even become an heirloom.
This sophisticated combo of a navy check double breasted blazer and a white and blue vertical striped dress shirt is a popular choice among the sartorially superior gents.
No BrandTag Heuer Swiss Aquaracer 18k Gold Plated And Stainless Steel Bracelet Watch 41mm Way1151bd0912$4,200
HamiltonAmerican Classic Spirit Of Liberty Bicolor Stainless Steel Watch$1,095
OmegaConstellation Two Tone Watch 34mm$5,300
A beige linen blazer and a light blue chambray long sleeve shirt combined together are a sartorial dream for those who prefer sophisticated looks.
HamiltonSpirit Of Liberty Watch 42mm$995
HamiltonSpirit Of Liberty Automatic Chronograph 42mm$1,845
HamiltonKhaki Aviation X Wind Chronograph Gmt Leather Watch$1,045Free US shipping AND returns!
This sophisticated pairing of a grey plaid blazer and a white dress shirt is a popular choice among the sartorially superior chaps.
BulovaChronograph Brown Leather Strap Watch 40mm 98a151$250
HamiltonTimeless Classic Spirit Of Liberty Auto Rose Goldtone Stainless Steel Leather Strap Watch$1,145
HamiltonJazzmaster Thinline Quartz Watch 42mm$445
Master the cool and relaxed look in a navy polka dot long sleeve shirt and navy jeans.
Daniel WellingtonDapper St Mawes Leather Strap Watch 38mm Brown Rose Gold$299
Daniel WellingtonSt Andrews 40mm Leather Strap Watch$290
Daniel WellingtonClassy St Mawes Leather Strap Watch$229
Try pairing a grey double breasted blazer with a white dress shirt if you're going for a clean, stylish outfit.
HamiltonKhaki King Automatic Watch 40mm$595
Raymond WeilWatch Swiss Chronograph Tradition Stainless Steel Bracelet 39mm 4476 St 00200$1,195
Raymond WeilSwiss Toccata Stainless Steel Bracelet Watch 42mm 5588 St 60001$895
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