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31 Old Money Outfit Ideas to Help You Look Expensive and Classy!

  • November 3, 2024
  • Angela Vaz
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In a world where fashion trends come and go at lightning speed, one aesthetic remains timeless: the elegance of old-money style.

I don’t know what makes it so attractive—I think the fact that it’s not clunky or draws unnecessary attention is what makes it so desirable.

I also love that it’s so comfortable.

And now that I’m in my 30s, I seem to love this understated luxury. It’s sophisticated and refined.

So, whether you’re looking to channel that aristocracy or just elevete your wardrobe with a few pieces that exude class and grace – these old money outfit ideas will help you!

Here are a few ideas to help you turn heads!

1. Tweed Jacket with Jeans

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    This look features a classy beige tweed jacket over a plain white top, paired with light blue jeans.

    The two-tone flats and brown handbag add a touch of simple elegance.

    This is perfect for a casual yet stylish day out.

    2. Leather Jacket and Midi Skirt

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    Heloise Guillet is a fashion guru when it comes to Old Money Outfits.

    In this photo, she’s thrown on a black leather jacket with a brown top and matching skirt and this creates a strong, confident outfit.

    It’s perfect for a walk in the city or a night out, blending classic style with a modern edge.

    3. White Sundress and Sandals

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    A white dress with a fun, flowy skirt paired with white strappy sandals creates a fresh and light look.

    If you’re looking for something more feminine – this is it!

    A matching clutch and sunglasses complete this outfit, ideal for warm, sunny days.

    4. Striped Blazer with Sneakers

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    This outfit mixes a gray striped blazer with a black tank top and cool green sneakers.

    It’s a fun blend of classy and relaxed, perfect for a stylish, laid-back day.

    It’s so fast to put together as well – so you can do this when you’re in a rush!

    5. Vest and Tailored Shorts

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    A white vest top with tailored black shorts makes for a simple yet chic outfit.

    Paired with black sandals and a structured handbag, it’s great for a casual day out or lunch with friends.

    6. Button-Up with High-Waisted Pants

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    A loose blue button-up shirt tucked into beige high-waisted pants creates a relaxed yet stylish look.

    It’s a modern take on classic fashion that’s both comfortable and elegant.

    I’ve repeated this look with multiple colored shirts and it’s always a winner!

    7. Off-shoulder top with Satin Pants

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    All gray – I love it!

    An off-the-shoulder gray top with matching satin pants gives off a sleek, dressy vibe.

    A silver belt and matching clutch add a touch of shine, perfect for a night out.

    8. Coat Over Black Jumpsuit

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    A warm beige coat over a fitted black jumpsuit, cinched with a belt, creates an outfit that’s both comfy and stylish.

    A small brown handbag finishes off this elegant daytime look.

    9. Oversized Shirt with Belted Pants

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    This is one of my favorite looks because I love oversized shirts.

    An oversized black shirt with tailored gray pants and a bold belt makes for a powerful, minimalist outfit.

    It’s perfect for when you want to look confident and put together.

    10. All-White Ensemble with Sweater

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    This is the perfect example of wearing the same color but tweaking the shade and texture.

    A crisp white shirt tucked into white, wide-leg pants with a tan belt and brown tote creates a fresh and timeless look.

    The sweater is a nice touch as well!

    11. Beige Coat with Black Dress

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    Diva much?

    This look features a long, elegant beige coat layered over a classic black dress. Paired with gloves and a statement red clutch, it’s perfect for a refined and confident style.

    12. Off-shoulder knit with Trousers

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    If you’re looking for an all-black outfit, this is it.

    An all-black outfit with an off-shoulder knit top and high-waisted trousers accessorized with sunglasses and a black bag for a sleek, city-ready look.

    13. Black Top and Cream Pants

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    I love this outfit because as a pear-shaped woman – this looks so beautiful on me and doesn’t draw attention to my hips.

    A fitted black top paired with high-waisted cream pants, finished with a statement belt and a classic designer handbag. This look balances simplicity with luxury.

    14. Cropped Blazer with White Trousers

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    This outfit idea is perfect for pear-shaped women.

    A navy cropped blazer over a white turtleneck, paired with white trousers and pointed black boots.

    15. Plaid Blazer and Turtleneck

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    This is perfect if you’re going looking to wear cream and brown.

    This outfit pairs a brown plaid blazer with a cozy cream turtleneck and cream pants, finished with a brown crossbody bag for a timeless, autumn look.

    16. Layered Vest and White Shirt

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    Notice how most of these looks involve neutral colors? It’s good because you just need a few pieces to throw these outfits together.

    In this photo, she’s worn white shirt styled under a dark vest, combined with black trousers for a polished, preppy look.

    17. Black Tweed Jacket with Denim

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    This is classic black tweed jacket over a white top, paired with light-wash jeans for a mix of elegance and casual charm, perfect for a walk in the city.

    18. Mint Trench Coat with White Pants

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    If you love green but don’t want it to be too overpowering – this is an excellent idea.

    A light mint trench coat over a white crop top and high-waisted white pants creates a fresh, airy look, enhanced with sunglasses and a brown bag for added flair.

    Also, green and brown complement each other well!

    19. Cream Jacket and Tan Trousers

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    Looking for a brunch outfit? Here you go!

    A cream jacket over a fitted white top, matched with tan trousers and a brown handbag.

    It’s a chic and sophisticated look for a casual outing.

    20. Crisp White Shirt and Tan Trousers

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    This is such a simple outfit to put together but it looks so classy!

    A timeless white shirt tucked into tan trousers accessorized with a slim black belt and a small black bag for effortless elegance.

    Just by adding sunglasses – you can glam up this outfit.

    21. Wool Coat with Grey Sweater and Black Jeans

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    This is the perfect fall/winter outfit.

    I have a whole other post on a few Parisian Basics you need to elevate your Winter Outfits.

    A chic outfit with a long dark coat, grey knitted sweater, black jeans, and ankle boots.

    22. Red Zip-Up Sweater with Grey Trousers

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    If it’s slightly cold outside or you just want to add some red to your outfit – this will be perfect!

    A cozy red zip-up sweater paired with grey trousers and casual sneakers.

    23. Grey Knitted Top with Matching Trousers

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    Very mindful, very demure.

    This is the definition of classy and sophisticated.

    An elegant grey knit top combined with tailored grey pants and burgundy heels.

    24. White Cardigan with Wide-Leg Pants

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    This is the perfect example of mixing textures to create a unique look.

    A sophisticated white cardigan set with matching white wide-leg pants and neutral heels.

    25. Black Long Coat with Knee-High Socks

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    I don’t think it’s an easy look to pull off – socks and heels, but she’s making it work!

    26. Cream Turtleneck with Satin Trousers

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    A cream turtleneck paired with flowing satin trousers is so easy if you nail your size.

    27. White Tank Top with Tan Trousers

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    This is another outfit that’s so easy to put together. A fresh white tank top worn with light tan high-waisted trousers and a matching belt.

    28. Black Sleeveless Blouse with Beige Pants

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    A black sleeveless top with light beige trousers, gives off a relaxed yet put-together vibe.

    29. Leather Jacket with Black Mini Skirt

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    I like this – it’s cool and edgy.

    A striking combination of a short leather jacket, black mini skirt, and tall black boots is all you need.

    30. Black Spaghetti Strap Top with Cream Pants

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    A minimalistic black spaghetti strap top paired with flowing cream-colored trousers.

    31. Oversized Blazer with Mini Skirt and Boots

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    This look features a structured beige oversized blazer layered over a light blue button-up shirt, paired with a black mini skirt.

    And throw in some knee-high black leather boots and a sleek black handbag and it will complete this bold and sophisticated street style!

    If you loved this post, check out these Parisian Basics to add to your Winter/Fall Outfits as well!

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    Hi! I’m Ang
    I discovered that beauty lies in the simple moments of everyday life. This blog is all about living an intentional life that's simple, yet whimsical.
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