52 Old Money Outfits That Will Make You Look Old Money

In this blog article, we’re going to show you the best 52 old money outfits that will make you look expensive.

These are the exact outfits the rich swear by and that will make you look so too.

Table of Contents

52 Old Money Outfits That Will Make You Look Expensive

1. Button-Down Shirt + Pullover Over Shoulders

2. Tweed Jacket + Black Tights

3. Old Money Aesthetic Outfits: Tennis Skirt + Polo Shirt

4. Wool Coat + Knee-High Boots

5. Old Money Aesthetic Outfits: Cream Jeans + Basic Top

6. Tweed Jumpsuit + Pink Coat

7. Knitted Turtleneck Pullover + White Suit Pants

8. Jeans + Blouse

9. Black Blazer + Knee-High Boots

10. Tweed Dress + Black Tights

11. Blazer + Skirt

12. Knitted Top + Black Mini Skirt

13. Oversized Knitted Sweater

14. Oversized Sweater + Silk Dress

15. Black Shorts + White Knitted Sweater

16. Tennis Skirt + Sweater Vest

17. Tulle Dress

18. Oversized Button-Down Shirt

19. Knitted Suit

20. White Poplin Dress

21. Pastel Yellow Dress

22. Jogging Suit

23. Tennis Skirt + Button Down Shirt

24. Pink Plaid Tweed Blazer + White Dress

25. White Shorts + White Knee-High Boots

26. Tweed Dress Suit

27. Cropped Blazer + Black Shorts

29. Knitted Dress

30. Knitted Button-Down Sweater-Dress

31. Blouse + Leather Skirt

32. Silk Dress

33. Black Tennis Skirt + Button-Down Top

34. Plaid Dress

35. White Dress + Sweater Vest

36. Oversized Black Blazer + Knitted Sweater over Shoulders

37. Silk Dress

39. Oversized Black Blazer + Black Tennis Skirt

40. Black Mini Dress

41. Knitted Top + Black Skirt + Mary Jane Pumps

42. Knitted Top + Cream Jeans

43. Plaid Sweater + Black Shorts

44. Pastel Yellow Dress + White Gloves

45. Black Midi Dress

46. Black Dress + White Button-Down Shirt Underneath

47. Black Tennis Skirt + Knitted Pullover

49. White Tweed Suit

50. Faux Fur Cream Top + Straight Leg Creme Jeans

51. Cropped Oversized Blazer + Yellow Denim Skirt

52. Black Mini Dress + Hat

The Old Money Aesthetic refers to the nobility, the aristocracy, or the rich upper class in general. These are people who haven’t earned their wealth themselves but have inherited it.

A motif of this aesthetic that can hardly be overlooked is the sports of golf and tennis, which in most countries tend to be associated with the upper class. Polo or other equestrian sports are also seen time and again.

By stamping these motifs, you can see that it’s a timeless, very classically chic style that exudes pure elegance and therefore enjoys great admiration in society.

And contrary to what you may think, the enthusiasm for this aesthetic can be observed in all generations and even in the youngest fashion fans.

Because in truth, the hashtag #oldmoneyaesthetic has more than 90 million views on TikTok worldwide, while #oldmoney already counts 322 million.

So the trend is clear: fashion-wise, we’re moving – finally – back towards timeless fashion. Fashion houses like Chanel and co. will surely be happy about that!

How to Dress Like Old Money?

52 Old Money Outfits That Will Make You Look Old Money

To recreate the old money style, it is first important to understand the basic rules of this aesthetic, so that you can do it with ease.

These are the main tips you need to follow to look old-money:

1. Light Colors

Especially in summer, a simple and super helpful tip is to go for lighter colors like white, light blue, pink, yellow, or other light pastel shades.

This is because the rich know that light colors not only protect them from excessive sunlight, but these colors also make them look much neater, friendlier, and most importantly, chicer.

Dark clothing quickly looks dull and can leave a rude, distant impression, which is to be avoided at all costs, especially for rich people.

After all, just because these families are already wealthy doesn’t mean they don’t want to expand their wealth. And for that, good contacts and long business relationships are essential – so their overly bright clothing sets a foundation stone for friendly, open conversations here.

So if you’re also interested in networking with successful, interesting personalities, you should heed this simple but effective tip.

2. High-Quality Fabrics

Bad materials can ruin your outfit within seconds. Because even if you think that most people don’t see the fabric composition of your look: They do, unfortunately.

Maybe not necessarily the direct fabric mix, but still, you see – and worst case you smell – the bad production and manufacturing of these items.

Pieces from predominantly synthetic fabrics should be taboo from now on! They only make you sweat excessively anyway, always look cheap, and make you look anything but elegant.

I, therefore, recommend, especially if you’re on a budget, that you create capsule wardrobes with 20-30 elegant, timeless pieces for each season, which you can then combine in the most diverse chic ways. This will not only save you a lot of time and stress, but also a lot of money.

So invest rather in a few, high-quality materials, for example, linen, cotton, wool, silk, or cashmere instead of unnecessarily many pieces in poor quality at the worst of almost fashion stores to own.

3. Tie a Sweater Over Your Shoulders

Who doesn’t know this preppy, adorable look?

I actually put together a few outfits in this style myself yesterday and even though I already loved tying sweaters over my shoulders before, yesterday I realized even more how much it makes the outfit more elegant.

And I highly recommend this to you too: tying a sweater over your shoulders has such a great, casually elegant vibe that puts you right into that “right off the tennis court” flair.

It’s basically such a simple trick, but it really works wonders and is practical too. When it gets a little chilly in the evening, you’ll have something you can throw on right away and you won’t have to lug a jacket around.

4. No Flashy Designer Brands

Something that wealthy, “old money” people probably hate the most are flashy logos that literally scream “I want to look rich.

Since these people 1. don’t need it and 2. don’t find it elegant, you won’t see anyone with old money walking around like this.

And that’s a good thing – it gives us the advantage of not having to wear designer pieces to recreate this aesthetic.

With high-quality materials and a good fit, everything is already done – it shouldn’t even be recognizable from the outside, from which brand an item is. And if you can see a logo it should be a small, minimalist logo such as on Ralph Lauren* or Lacoste Polos*.

5. Tennis Clothes like Tennis Skirts or Polo Shirts

An important motif of the aesthetic is the sporty chic side of golfing, playing tennis, or polo.

That is why many wear the elegant style as in these sports.

The obligatory “hanging sweaters over shoulders” actually comes from golfers, who would otherwise be too cold. This style always has something very elegant, and casual.

The good thing about it: To look old-money, you can also be sporty and elegant on the road. The best way to do this is with an elegant tennis skirt or a polo shirt. But never forget the sweater over your shoulders 😉

How Do You Dress Old Money on a Budget?

If you aspire to look like a member of the old money crowd, dressing on a budget may be a challenge. Cashmere sweaters, tailored suits, and other high-end clothes aren’t cheap. If you don’t have a lot of money to spend, don’t despair! We’ve got some tips for how you can dress like old money even if you’re on a budget.

How Do I Get An Old Money Aesthetic?

Since there is more to the “old money aesthetic” than just dressing accordingly, I recommend you to become more and more the best version of yourself on your journey to be able to live this lifestyle in the long run.

This means, for example, visiting places where old money people hang out to get inspired by them or maybe even connect with them. These can be fancy restaurantsgolf courses, or even tennis courts. You might even attend a polo match near you. The main thing is that you’re surrounded by people who inspire you in this regard.

In addition, you won’t get distracted so quickly and you’ll be able to integrate more and more of the other themes that old money people deal with as well, to integrate these aesthetics not only into your clothing style but also into your lifestyle.

As I mentioned earlier, so-called “old money” is money that has been passed down and inherited over several generations.

Moreover, families with old money don’t come from middle-class or working-class families, but from businesses or fortunes from several generations ago.

The so-called “new money,” on the other hand, was earned recently. The new rich are first-generation millionaires and billionaires.

Accordingly, the “Old Money Aesthetic” originally came from families with aristocratic titles (titles of nobility) in Europe or also from the WASP culture (White Anglo-Saxon Protestant) in the United States, who can afford, for example, the sports of polo, golf or tennis.

In series like “Bridgerton” or “The Crown,” we see again and again such families, who with their elegant, chic style contribute to this style (again) gaining popularity.

What Are the Characteristics of the Old Money Style?

  • Bright colors like white, light blue, or rose
  • High-quality fabrics like linen, cotton, silk, wool
  • The stereotypical tying of the sweater around the shoulders
  • Tennis clothes like tennis skirts or polo shirts
  • No flashy designer logos
  • Hats, silk scarves, and gloves are often-used elegant accessories

*Disclosure about the article: “How to Dress Like Old Money Woman“: We only recommend products we would use ourselves and all opinions expressed here are our own. This post may contain affiliate links that we may earn a small commission at no additional cost to you.


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Elisa
Elisa

Founder & CEO of Streetstylis

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