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.

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.

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.

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.

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.

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