25 Old Money Outfit Ideas That Will Make You Feel Like Royalty
On the hunt for the best old money outfit ideas to nail the trendy old money style? You’re in the right place! This post is your ultimate guide to old money outfits you can effortlessly recreate and everything you need to know about the old money aesthetic.
The old money aesthetic has taken over in recent years, and it’s about time you dipped your toes into the world of old money style.
This trend draws inspiration from the way people with generational wealth dress, which tends to focus on high-quality, quiet luxury items rather than flashy logos. Gen Z has been obsessing over this style, sparking countless TikTok videos of old money outfit ideas. Pinterest isn’t far behind, overflowing with inspiration for the old money aesthetic, from fashion to home decor and everything in between.
If you’ve been obsessing over this fashion aesthetic as I have and want to embrace it or make it your personal aesthetic, you’re in the right place! In this post, I’ll spill all the tea on how to dress like old money and share outfit ideas that will have you stepping confidently into your IT GIRL era!
And the best part? You don’t need to have old money to dress old money! Today I will be showing you how to achieve the old money style while being a total baddie on a budget!
This post is all about the old money style and old money outfit ideas to get inspired by.
How to Dress to Look Like Old Money?
Dressing like old money is all about keeping it timeless, elegant, and effortlessly chic. Think clean lines, tailored pieces, and good-quality fabrics that scream sophistication without being too flashy. A well-fitted blazer, crisp button-up shirts, and classic silhouettes like A-line dresses or pencil skirts are must-haves.
Keep your accessories simple but classy—pearl earrings, a sleek leather bag, or minimal gold jewelry do the trick. For shoes, go for loafers, ballet flats, or classic pumps that pull your look together. The secret? It’s all about looking polished and put-together, so make sure your clothes are neat, and your vibe is confident yet understated.
What Are Old Money Colors?
When it comes to old money colors, the key is to stick with a neutral, understated palette that exudes sophistication. Think classic shades like navy, beige, cream, black, white, and soft grays. These colors not only look timeless but also make mixing and matching your wardrobe a breeze.
Earthy tones like olive green, camel, and chocolate brown also fit perfectly into this aesthetic. On the flip side, you’ll want to avoid overly bright or neon colors, as they can come across as flashy rather than refined. Bold patterns and loud prints are also a no-go; instead, If you’re a fan of patterned pieces, opt for subtle designs that keep things classy and understated. The goal is to look effortlessly elegant, so keep your color choices muted and chic.
Where to Buy Old Money Clothes
The old money style is less about splurging on expensive items and more about mastering the art of styling. Once you know what to wear—and what to avoid—you’ll find plenty of places to score pieces that fit the old money aesthetic perfectly.
For clothes that fit the old money aesthetic, check places like:
- Old Navy
- Banana Republic
- Thrifting sites like: Poshmark and ThredUp
- Zara
- J.Crew
- Amazon
The truth, though, is that you can still find clothing items that fit the old money aesthetic at any of your favorite shops, as long as you know how to style them. It’s all about choosing timeless pieces and pairing them in a way that exudes elegance and sophistication. With a bit of creativity and an eye for quality, you can easily elevate everyday items to capture that old money vibe, no matter where you shop. Remember, it’s less about the price tag and more about how you put everything together for that effortlessly chic look.
25 Old Money Outfit Ideas
Styling Trouser Shorts
1. Trouser Shorts + Striped Button Up
You can easily pull off an old money look by styling a striped button-up shirt with tailored trouser shorts. Go for a relaxed-fit shirt in classic colors and tuck it into high-waisted shorts in a neutral shade, like cream or gray. Add a simple leather belt, some loafers or sandals, and maybe a few gold accessories to pull it all together. It’s the kind of outfit that looks super polished but still feels effortless and chill.
2. A Cute Top
For a chic and flirty look, style your trouser shorts with a cute, fitted top—think a puff-sleeve top, a satin cami, or even a cropped cardigan. The tailored shorts keep the outfit polished, while the top adds a playful, feminine vibe. Put on your favorite pair of pointy heels to elongate your legs and finish the look with a mini handbag and some dainty jewelry for an outfit that’s perfect for brunch dates, nights out, or wherever you want to look effortlessly stylish.
3. Short Sleeve Button Up + Knit Vest
If you want to add a tinge of the preppy aesthetic to your old money look, pair your trouser shorts with a short-sleeve button-up and layer a knit vest over it for some extra texture. Tuck both pieces neatly into the shorts to keep the look sharp and tailored. Choose a vest in a complementary color or a fun pattern like argyle to add personality. Finish the outfit with a chic shoulder bag for a touch of sophistication and slip on some loafers or ballet flats to tie it all together. It’s the perfect mix of classic and trendy, ideal for casual outings with a polished twist.
4. Tailored Vest + Trouser Shorts
For the girlies looking for a sleek and modern outfit that screams old money, this one right here is the one! I’m in love with this trouser shorts and tailored vest combo especially because it has this monochrome vibe to it. Button up the vest or leave it slightly open for a more relaxed vibe, depending on the occasion. Pair it with classic heels to add height and elegance, and grab a structured handbag to keep things polished. Finish the look with some cute sunglasses for an outfit that works for anything from a stylish lunch date to an outdoor event.
5. Trouser Shorts Styled With an Asymmetrical Top
For a trendy yet polished look, style your trouser shorts with an asymmetrical top for a modern twist. Whether it’s one-shoulder, off-the-shoulder, or features an uneven hem, the unique silhouette adds instant flair. Tuck the top neatly into your shorts to emphasize your waist and highlight the clean lines of the outfit. Add a chic belt—think a sleek leather one with a gold or silver buckle—for a touch of sophistication. This fit would look even cuter with some strappy heels or mules, so throw them on and you’ve got yourself the cutest old money outfit ever!
6. Old Money V-Neck Top
For a polished yet easy vibe, pair a collared V-neck top with high-waisted trouser shorts. Trust me, nothing screams old money style more than this kind of top. Tuck it in, add a sleek leather belt, and finish with loafers or sandals. A structured handbag ties it all together for that effortless old-money look.
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Styling Pants for an Old Money Vibe
7. Tailored Trousers + Strapless Top + Sandals
One of my favorite ways to elevate tailored trousers is by pairing them with a strapless top and some chic sandals. This combination channels an understated old money aesthetic with its perfect blend of sophistication and relaxed elegance. Obviously for that old money look, you’ll want to go for neutral tones like ivory, beige, or black for a refined palette, and choose trousers with a high waist and a tailored fit for a polished silhouette. I love how the strapless top adds a touch of modern femininity while the sandals keep the look relaxed. This would be the perfect outfit for a vacation day spent shopping and strolling in style.
8. Old Money Work Outfit Inspo
Tailored trousers with a simple tee, a blazer, and Adidas Sambas are such a cool, effortless combo for work. The trousers keep it polished, while the tee adds a relaxed vibe, and the blazer pulls it all together for that professional-but-not-too-serious look. Throw on a pair of Sambas for a sporty twist that’s super comfy but still stylish enough for the office.
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9. Girly Old Money Outfit Idea
For a girly old money vibe, this outfit is such a dreamy choice! Start with a sleek black tank and a pair of fitted jeans for a simple yet elegant base. Add a touch of sophistication with a white cropped cardigan—it’s the perfect layer for a polished, feminine touch. White Mary Jane heels elevate the look with their classic charm, while a woven tote bag keeps it effortlessly chic and practical. Finish it off with a delicate rose choker to add a hint of romance and timeless glamour. This outfit is perfect for brunch with friends, a casual date, or a day of exploring while looking stylishly refined.
10. Black and White Striped Cardigan
A black and white striped cardigan is a timeless piece that perfectly captures the old money aesthetic with its classic pattern and understated elegance. For a polished look, pair it with tailored pants and loafers, or layer it over a slip dress with pointed-toe flats for a feminine touch. To keep things effortlessly chic, try the cardigan with oversized trousers and ballet flats. I’m in love with how refined yet relaxed this outfit looks.
11. Button Up + Tailored Pants
Another way to style tailored pants is with a tucked-in button-up and a mini belt to keep it sleek and polished. Add a structured mini bag and chic sunglasses for a classy, put-together vibe. Finish with loafers or block heels, and you’re good to go. Like, this is such a simple yet cute outfit idea for work or a casual outing!
12. Black and White Outfit Inspo
White tailored pants paired with a black turtleneck long-sleeve top create a sleek and timeless outfit that’s perfect for an elegant, old money-inspired look. To elevate it further, accessorize with simple yet elegant accessories like leather gloves and sunglasses. Finish the look with classic black ankle boots to tie everything together seamlessly. This outfit is effortless and refined, making it perfect for a crisp day out or a stylish evening event.
13. Elevated Casual Old Money Look
Dark wash jeans and a camel-colored knit sweater are such an easy way to nail that casual old money vibe. The sweater feels cozy yet classy, and the dark jeans keep it simple and polished. Add a mini handbag for a chic, understated touch, and finish with pointy heels to give the outfit a bit of elegance. It’s the perfect mix of comfy and put-together—great for brunch, coffee dates, or just a stylish day out.
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Old Money Outfits With Skirts
14. Striped Cardigan, Tank, and Pleated Skirt
As I’ve said above, a striped cardigan is such a staple for pulling off an old money vibe. I just love how pairing it with a white V-neck tank and a high-waisted pleated skirt makes it even more timeless. The cardigan adds a polished touch, while the skirt keeps it classy and feminine. Slip on some ballet flats for that effortless elegance, and you’re already looking the part.
15. V-Neck Polo Top + High-Waisted Mini Skirt
A V-neck polo top paired with a high-waisted mini skirt is the perfect mix of sporty and chic, giving off an effortlessly polished vibe. The structured look of the polo adds a touch of preppy sophistication, while the mini skirt keeps it playful and fresh. This combo works beautifully with loafers or ballet flats for a classic feel, or you can go bold with chunky sneakers for a modern twist.
16. Front Slit Midi Skirt, Halter Top, and Pointy Heels
A front slit midi skirt paired with a halter top and pointy heels is a stunning combo that’s equal parts chic and sophisticated. The front slit adds just the right amount of edge and movement to the outfit, while the halter top brings a sleek, feminine touch. Pointy heels instantly elevate the look, making it perfect for a dinner date, cocktail hour, or a stylish evening out. Keep the accessories minimal—think a clutch bag, some delicate jewelry, and maybe a bold lip to complete the vibe.
17. Cropped Vest, Mini Skirt, and Mary Jane Heels
A cropped vest paired with a mini skirt and Mary Jane heels is such a cute, girly outfit that still feels stylish and polished. The cropped vest adds a bit of structure and sophistication, while the mini skirt keeps it playful and flirty. Mary Jane heels tie it all together with a retro, feminine touch that feels timeless.
18. Two Piece Skirt Sets
Two-piece skirt sets are a perfect way to channel an old money look with ease and sophistication. The beauty of these sets lies in their timeless, coordinated elegance—think high-waisted skirts paired with tailored blazers or classic button-up tops in neutral tones like beige, navy, or soft pastels. The matching pieces create a seamless, put-together outfit that feels effortlessly luxurious.
19. Maxi Skirt Old Money Outfit Inspo
Want to know how to nail the old money look with a maxi skirt? Go for a high-waisted, maxi in neutral tones like ivory, navy, or soft pastels for a timeless feel. Pair it with a simple, fitted top—maybe a matching cardigan or a turtleneck—for a classic, refined silhouette. This is the kind of fit that looks cuter with heels or flats, which is perfect because you could alternate between the two throughout the day and the fit will still give major classy vibes.
20. Denim Skirt Outfit Inspo
For a chic yet casual look, style your knit short sleeve top with a white denim skirt. The contrast between the soft texture of the knit and the crispness of the white denim creates a stylish, laid-back vibe. Tuck the knit top into the skirt to define your waist, and opt for ballet flats to keep the look comfortable and feminine. A simple shoulder bag adds practicality and elegance, completing the outfit with a touch of sophistication.
21. A-Line Skirt With a Slit
An A-line skirt with a front slit is a perfect piece for achieving an old money style with an elegant yet subtle edge. The A-line silhouette offers a flattering, timeless shape that emphasizes sophistication, while the front slit adds just the right amount of drama without being too bold. I just love this look with that cardigan, heeled sandals, and shoulder bag. It’s so feminine and simple but stunning!
22. Turtleneck Sweater + Mini Skirt
I’m absolutely obsessed with the idea of styling a turtleneck sweater tucked into a mini skirt for that perfect old money vibe. It’s such a chic, flattering combo—like the epitome of understated elegance. The turtleneck adds this sophisticated, cozy vibe, and when you tuck it into a mini skirt, it creates the most polished, feminine silhouette.
Other Old Money Outfit Ideas
23. Old Money Maxi Dress
A maxi dress is such a dreamy piece to style for an old money look—effortlessly elegant and timeless. Choose a dress in a soft, neutral tone like ivory, navy, or black for that quiet luxury vibe. Look for one with a simple, classic cut—think a flattering A-line or a flowy silhouette that grazes the floor without being too revealing. Pair it with pointed-toe flats or low heels to keep it sophisticated and understated.
24. Casual Old Money Set
How cute is this two piece set? This outfit just proves that you don’t have to overthink it when it comes to achieving the old money style. A comfy set like this works perfectly with some simple sandals, oversized sunglasses, and a woven tote bag for that relaxed yet stylish vacation look.
25. Simple Sundress Look
A simple white sundress is such a quintessential piece for an old money look, offering effortless elegance with minimal effort. The crisp white hue feels fresh and timeless, perfect for warm weather. Pair it with a woven shoulder bag—something understated and chic—for a touch of natural texture that complements the simplicity of the dress. Add heeled sandals to elevate the look just enough without taking away from the dress’s clean, classic feel. Keep the accessories subtle but refined, like a delicate bracelet or simple pearl earrings, to enhance the overall sophistication.
This post was all about old money outfit ideas.
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