25+ Elegant Male Fall Old Money Outfits for the Office

Fall is the perfect season to embrace the timeless elegance of old money style at the office. Classic layers, rich fabrics, and refined details bring sophistication to everyday workwear. With the right colors and textures, you can achieve a polished look that feels both modern and effortlessly traditional.

25+ Male Fall Old Money Outfits for the Office

1.

male fall old money outfits
by ID

This look combines a sleek black coat with a casual gray sweatshirt tied around the shoulders, adding a relaxed vibe. The black cap and sunglasses give it a modern edge, while the white sneakers keep it fresh and comfortable. I love how it balances sophistication and street style effortlessly.

2.

male fall old money outfits
by Mah

The combination of a sleek gray overcoat with a cozy cream turtleneck creates a perfect balance of sophistication and warmth. I love how the light-colored pants add a fresh touch, while the black boots ground the look with a bit of edge. This outfit effortlessly blends classic and modern elements, making it a standout choice for any professional setting.

3.

male fall old money outfits
by Mah

The tailored coat in a neutral tone adds a sophisticated touch, perfect for transitioning from the office to a casual evening out. Pairing it with relaxed-fit trousers and classic white sneakers creates a balanced look that’s both professional and effortlessly cool. I love how the subtle crossbody bag adds a modern twist, making the outfit practical yet stylish.

4.

male fall old money outfits
by Mango

The combination of a sleek brown overcoat with a matching turtleneck creates a sophisticated and polished look. Paired with light beige trousers, it adds a touch of contrast that keeps the outfit fresh and modern. I love how the dark brown boots tie everything together, making it perfect for a stylish day at the office.

5.

male fall old money outfits
by Joana Buss

The combination of a beige jacket over a black turtleneck creates a sleek, modern look that’s perfect for a casual day out. I love how the black cap and sunglasses add a touch of mystery and style. Holding a coffee and leather gloves, this outfit effortlessly blends practicality with a cool, urban vibe.

6.

male fall old money outfits
by Amy Blahnik

The long black trench coat paired with sleek black pants creates a sophisticated yet relaxed vibe. I love how the casual white sneakers add a modern twist, making it perfect for a busy day in the city. The addition of sunglasses and a watch gives it that polished, professional edge.

7.

male fall old money outfits
by 𝐀𝐋𝐄𝐗𝐀.

The beige jacket paired with a crisp white tee creates a clean, effortless vibe that’s perfect for casual Fridays. I love how the dark jeans add a touch of sophistication while keeping it relaxed. This outfit strikes a great balance between comfort and style, making it ideal for a laid-back day at the office.

8.

male fall old money outfits
by Mr DeVille

The beige jacket paired with a crisp white tee creates a clean, effortless vibe that’s perfect for casual Fridays. I love how the dark jeans add a touch of sophistication while keeping it relaxed. This outfit strikes a great balance between comfort and style, making it ideal for a laid-back day at the office.

9.

male fall old money outfits
by Mark Hernandez-Nat

The combination of a suede jacket with a cream turtleneck creates a sophisticated yet relaxed vibe. I love how the neutral tones blend seamlessly, making it perfect for a professional setting. The addition of a brown belt ties the look together, adding a touch of classic elegance.

10.

male fall old money outfits
by Yeshua is Full Happy

The combination of the cream overcoat with the cable-knit turtleneck creates a sophisticated and timeless look. I love how the neutral tones blend seamlessly, giving off an effortlessly polished vibe. The addition of the brown belt adds a subtle contrast, tying the whole outfit together perfectly.

11.

male fall old money outfits
by eve

The combination of a navy pullover with a crisp white shirt underneath creates a relaxed yet polished look. I love how the beige chinos add a touch of sophistication while keeping things casual. This outfit perfectly balances comfort and style, making it ideal for a laid-back day at the office or a casual meeting.

12.

male fall old money outfits
by eve

Effortlessly blending casual and chic, the gray blazer paired with light-wash jeans creates a relaxed yet polished look. Draping a navy sweater over the shoulders adds a touch of sophistication and warmth. I love how the sunglasses and coffee cup complete this laid-back, stylish vibe perfect for a stroll around the city.

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13.

male fall old money outfits
by Verdicto

The cream shawl-collar cardigan paired with a crisp white shirt creates a relaxed yet polished vibe. I love how the light khaki trousers add a touch of sophistication without being too formal. Those brown leather shoes tie everything together, making it perfect for a smart-casual office look.

14.

male fall old money outfits
by Tomasz Sznura

The combination of a classic beige V-neck sweater over a crisp white shirt creates a sophisticated yet relaxed vibe. Paired with tailored white trousers, it’s perfect for a smart-casual office setting or a weekend brunch. I love how the neutral tones give off an effortlessly polished look.

15.

male fall old money outfits
by Tomasz Sznura

The gray cable-knit sweater layered over a crisp white shirt creates a classic yet modern vibe. I love how the brown belt and watch add a touch of sophistication, perfectly complementing the tailored trousers. Those sunglasses give the whole look an effortlessly cool edge.

16.

male fall old money outfits
by Benlé

The combination of a classic plaid coat with tailored gray trousers creates a sophisticated yet relaxed vibe. I love how the dark sweater adds a touch of elegance, perfectly complemented by the subtle belt detail. Holding a bouquet, it adds a charming, personal touch to the overall look.

17.

male fall old money outfits
by phrasepassion

The combination of a sleek charcoal turtleneck with a rich brown overshirt creates a sophisticated yet relaxed vibe. I love how the light gray trousers add a touch of elegance, making it perfect for a smart-casual office setting. The overall look is effortlessly cool, blending classic and modern elements seamlessly.

18.

male fall old money outfits
by Dealmoon.com

The combination of the olive bomber jacket with the textured brown sweater creates a relaxed yet polished vibe. I love how the beige pants add a touch of sophistication, making it perfect for a casual office day. The leather bag ties everything together, adding a hint of elegance to the ensemble.

19.

male fall old money outfits
by Energy in Human

I love how the beige overcoat adds a touch of sophistication while keeping things cozy with the layered knit underneath. The light wash jeans bring a casual vibe, making it perfect for a relaxed office day. Those white sneakers tie everything together, giving the outfit a fresh, modern edge.

20.

male fall old money outfits
by Streetstylis

The combination of a classic houndstooth jacket with a cozy cable-knit turtleneck creates a perfect blend of sophistication and comfort. I love how the earthy tones work together, making it ideal for a stylish office look. This outfit effortlessly balances professional and relaxed vibes, which I find really appealing.

21.

male fall old money outfits
by Verdicto

The combination of a camel coat with a textured sweater creates a sophisticated yet relaxed vibe. I love how the cream trousers and white sneakers add a fresh, modern touch. This outfit perfectly balances classic and contemporary elements, making it effortlessly stylish for any professional setting.

22.

male fall old money outfits
by fashion

I’m really into the way this dark green turtleneck pairs with the casual vibe of the cargo pants. The combination of earthy tones feels effortlessly stylish and perfect for a relaxed day out. Plus, the simplicity of the look makes it versatile and easy to pull off.

23.

male fall old money outfits
by Julia R🌿

This brown ensemble combines a ribbed turtleneck with high-waisted, pleated corduroy trousers, creating a sleek and sophisticated look. The texture of the corduroy adds depth and warmth, perfect for a stylish office setting. I love how the monochromatic palette exudes confidence and elegance.

24.

male fall old money outfits
by Benlé

I love how the beige overcoat adds a sophisticated touch while keeping things casual with the light blue jeans. The layered look with the brown sweater and white tee underneath is effortlessly stylish. Pairing it with white sneakers gives the whole outfit a fresh, modern vibe.

25.

male fall old money outfits
by Стилист

The camel coat paired with a matching sweater creates a sophisticated and timeless look. I love how the black trousers and shoes add a sharp contrast, making the outfit perfect for a professional setting. The overall vibe is effortlessly chic, ideal for making a statement in the office.

26.

male fall old money outfits
by Streetstylis

The dark green sweater paired with tailored brown trousers creates a sophisticated yet relaxed vibe. I appreciate how the simple watch adds a touch of elegance without being overpowering. This outfit strikes the perfect balance between casual and professional, making it ideal for a day at the office or a casual meeting.

27.

male fall old money outfits
by Benlé

The combination of a classic white shirt with a chunky cable-knit vest creates a cozy yet polished look. I love how the neutral tones of the vest and pants blend seamlessly, offering a relaxed vibe that’s still office-appropriate. This outfit strikes the perfect balance between comfort and style, making it effortlessly cool for any casual day at work.

FAQ – Male Fall Old Money Outfits for the Office

Which fabrics work best for fall old money office outfits?

Wool, cashmere, tweed, and cotton are ideal for fall old money office outfits. These timeless fabrics add warmth, texture, and refinement while maintaining a polished, professional look. Stick to high-quality, classic weaves for effortless elegance.

Which colors work best for fall old money office looks?

Rich neutrals like navy, charcoal, camel, beige, and deep burgundy work best for fall old money office looks. These shades feel timeless, refined, and versatile, creating a polished appearance that fits both professional and classic autumn style.

Are sweaters and vests appropriate for an old money office style?

Yes, sweaters and vests are perfect for an old money office style in fall. Opt for fine knits, cashmere, or wool in neutral tones. Layer them over crisp shirts or under blazers to add warmth and timeless sophistication without losing professionalism.

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Let me know which is your favorite male fall old money outfit for the office!

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Damon Hanisch
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