The old money aesthetic is everywhere right now — from TikTok to street style. And honestly, it’s easy to see why. It’s all about that quiet luxury vibe that says, “I just have good taste.
If you want to nail that refined, inherited-wealth vibe without actually having a trust fund, these old money aesthetic outfits will show you exactly how to do it.
Keep scrolling for 31 incredible outfit ideas that’ll make you look like you summer in Martha’s Vineyard.
1. Cream Oversized Blazer and Wide-Leg Trousers
Start with a cream oversized blazer and pair it with white wide-leg trousers. This monochromatic look instantly makes you look taller and more polished.
Make sure the blazer hits at mid-thigh and let those trousers pool slightly at the floor for that effortless vibe.
2. Cream Cardigan and White Relaxed Trousers
For a more casual old money look, wear a cream button-up cardigan with white relaxed-fit trousers. Add white sneakers to complete the outfit.
This is perfect for weekend brunches or casual Fridays at the office.
3. Cream Sleeveless Shift Dress
A knee-length cream shift dress is such a classic piece. It’s simple, elegant, and works for so many occasions.
Wear it with nude pumps and minimal jewelry for that understated wealthy look.
4. Ivory Blazer and Pleated Midi Skirt
Put on an ivory oversized blazer with double-breasted buttons and style it with a pleated midi skirt. The double buttons add such a nice detail and the pleats give the outfit movement. This combo looks amazing for work or dinner dates.
5. Navy Shirt and Cream Wide-Leg Pants
Wear a navy oversized shirt and tuck it into cream wide-leg pants. Add a brown leather belt to pull everything together. This gives major nautical vibes without being too obvious about it.
6. Black Shirt and White Pleated Skirt
For a preppy vibe, try a black oversized shirt with a white pleated skirt. Finish the look with black knee-high boots. The contrast between the casual shirt and dressy skirt makes this outfit so interesting.
7. White Cardigan, Beige Vest, and Black Satin Skirt
Layer a white ribbed cardigan over a beige vest and wear it with a black satin maxi skirt. Add black ankle boots to ground the look. Mixing different textures like this automatically makes any outfit look more expensive.
8. Navy Sleeveless Top and Embroidered Trousers
A navy oversized sleeveless top looks gorgeous with cream embroidered wide-leg trousers. The high-waisted cut of the trousers creates such a flattering silhouette. The embroidered details add interest without being too flashy.
9. Black Tank and White Straight-Leg Jeans
Sometimes simple is best. Wear a black oversized tank top with white denim straight-leg jeans. The key here is making sure the jeans are crisp and structured, not distressed or worn-looking.
10. Camel Trench, Black Turtleneck, and Cream Pants
Layer a camel trench coat over a black turtleneck and cream wide-leg pants. Add a brown leather belt for definition. This outfit screams expensive taste and works perfectly for those in-between weather days.
11. Polka Dot Maxi Dress
A white polka dot maxi dress with black cap-toe heels is such a fun take on old money style. The polka dots add personality but still feel classic. Those cap-toe heels are a nice nod to vintage Chanel.
12. Strapless Bodysuit and Bermuda Shorts
Pair a black strapless bodysuit with denim Bermuda shorts. Add a patterned head scarf for that vintage Hollywood glamour. This outfit is perfect for summer vacations or yacht parties.
13. Tube Top and High-Waisted Trousers
Wear a black strapless tube top with white high-waisted trousers. The belted waist creates such a nice hourglass shape. Keep accessories minimal to let the clean lines shine.
14. Black Turtleneck and White Trousers
A black turtleneck sweater with white tailored trousers never fails. Add black pointed-toe pumps and you’re done. This is minimalism at its finest and always looks expensive.
15. Double-Breasted Coat and Straight-Leg Pants
For colder days, wear a beige double-breasted coat over a brown turtleneck. Pair it with black straight-leg pants and black ankle boots. The neutral layers look so sophisticated together.
16. Burgundy Blazer and Pencil Skirt
Go for a matching burgundy blazer and midi pencil skirt. Add black pointed-toe pumps to finish. This rich color looks so luxe and the matching set shows you put thought into your outfit.
17. Striped Shirt and Tailored Shorts
Tuck a blue striped button-down into beige tailored shorts. Add a brown leather belt to complete the preppy look. This screams country club in the best way possible.
18. Beige Blazer and Pussy-Bow Blouse
Layer a beige tailored blazer over a white pussy-bow blouse. Wear it with cream wide-leg trousers for a feminine yet professional look. The pussy-bow detail adds such a nice vintage touch.
19. Lightweight Cardigan and Wide-Leg Pants
A beige lightweight cardigan with cream wide-leg pants creates beautiful tonal dressing. Add a brown leather belt to break up the neutrals slightly. Sometimes the quietest outfits make the biggest statement.
20. Gray Cardigan and Dark Jeans
Button up a gray cardigan and wear it with dark-wash wide-leg jeans. Finish with beige boots. The wide-leg cut makes the jeans feel more elevated than your typical denim.
21. Black Blazer and Mini Skirt
Match a black blazer with a black mini skirt. Layer sheer black tights underneath and add black knee-high boots. This all-black look is sleek and modern while still feeling classic.
22. Black Blouse and Cream Trousers
Tuck a black long-sleeve blouse into cream wide-leg trousers. Add a brown leather belt for that equestrian touch. This combination works for literally any occasion.
23. Tweed Jacket and Mini Skirt
A cream textured tweed jacket instantly elevates any outfit. Wear it with a black mini skirt and black knee-high boots. The tweed texture screams expensive even if it isn’t.
24. Navy Tee and Palazzo Pants
Prove that old money style can be casual with a navy blue t-shirt and white palazzo pants. Add beige loafers to keep it relaxed but refined. The palazzo pants add drama to an otherwise simple outfit.
25. White Shirt and Flared Jeans
Tuck a white button-up into blue flared jeans. Add a brown leather belt and brown loafers for a seventies-meets-prep look. The flares add personality while keeping it sophisticated.
26. White Strapless Midi Dress
A white strapless midi dress with a full gathered skirt looks so elegant. Pair it with white pointed heels for a monochromatic moment. The gathered skirt adds volume and makes the dress feel special.
27. Structured Vest and A-Line Skirt
Wear a black structured vest with a white A-line midi skirt. Red kitten heels add an unexpected pop of color. The vest brings structure while the skirt keeps things feminine.
28. Blue Shirt with Lace Detail
Layer a light blue button-up with a black lace bralette visible underneath. Pair with beige wide-leg trousers for a subtly sexy take on preppy style. This adds edge while staying classy.
29. Navy Top and High-Waisted Trousers
A navy fitted top with cream high-waisted trousers works even with sneakers. Add a brown leather belt to tie it together. This proves old money style doesn’t always mean formal shoes.
30. Basic Tee and Silk Skirt
Wear a white basic tee with a black silk long skirt. Drape a black-and-white striped cardigan over your shoulders and add black Converse. The draped cardigan is such a prep school move but the Converse keep it modern.
31. Oversized Tee and Denim Maxi
Tuck an oversized white t-shirt into a black denim maxi skirt. White sneakers complete this casual but expensive-looking outfit.
This shows that old money style works even with the most basic pieces when proportions are right.
