20 Men’s Old Money Winter Outfit Ideas

A list of 20 old money winter outfits for men, with a proper styling guide to make new outfits more often.

Winter is here, and dressing as OLD MONEY makes you stylish. If you wanna dress classy or need some outfit inspiration for any formal events

I got you.

This article covers what you are looking for. A good guide that teaches you how to dress old money in winter.

Now, you have to understand that there are some outfit pieces that gonna use in making multiple outfits, let’s see them.

All the image are collected from Pinterest

Overcoat Outfits

Overcoats are considered a very classy item which used on multiple occasions, such as formal events or late-night dinners. Also, some of them use it as street style by pairing it with a hoodie.

But when your goal is to make an old-money outfit, then it’s better to stick with formal outfits.

Make sure you are pairing the right accessories with this outfit (important), like your belt and watch strap must match (if wearing a leather strap).

Sweater Outfit

A sweater is another winter essential that every man should own. A sweater is so versatile that make an outfit for almost any occasion.

  • Buy the Right Colors: Color is super important if you really wanna look classy and maintain an old money vibe. Colors like Beige, Gray, Black, and Brown are enough.
  • Minimalist: Solid Colors and avoid loud patterns or color design.

Just simple, remember, the outfit you are making should also have a neutral tone, for example, in the images below.

Turtleneck Outfits

Another great piece, which I’ve already talked about a lot of times.

If you wanna achieve the old money vibe, the only rule you have to remember, keep the good FIT.

Maybe some of you love wearing oversized turtlenecks, which is fine. But when it comes to making an outfit that looks classy, FIT becomes important.

All other stuff, like colors are basic rule in OLD-MONEY. You can buy any fabric if you find it comfortable for you.

Blazer Outfit in Winter

YES! A lot of people love wearing blazers in winter.

To be honest, making some good outfits with a blazer is very simple. You just need anything to layer, like a sweater, a turtleneck, or even a sweatshirt.

But the key is FIT. A blazer doesn’t look good when it is oversized. (I am talking about old money outfits)

Here are some inspirations.

Trucker Jacket

How can we forget about classy jackets.

Trucker jacket looks good when it is in brown color. If you don’t have any, I would recommend buy the brown color first.

This is so versatile to match with almost anything, JUST pick neutral colors.

Final Thoughts

That was a simple guide to make new outfit in this winter.

As we saw, how much colors are important in this trend. the more you wear neutral or warm colors, your outfit gets better day-by-day.

You can find out our more content about styling.

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