Men

Summer outfits from Old Money: A style guide for men 22 ideas

Let’s dive into the world of old money summer outfits, a style characterized by its understated elegance and timelessness, reminding us of a bygone era where grace and discretion were the hallmarks of the truly affluent.

The Quintessence of Summer Elegance

Upon viewing this picture, one is immediately transported to the sun-drenched terraces of old family estates. Here we have an ensemble that perfectly encapsulates old money summer outfits mens. The crisp, light-blue button-down shirt is effortlessly paired with well-fitted cream trousers. This attire strikes a balance between relaxed sophistication and functional formality, ideal for a summer gathering on a grandiose lawn or a chic daytime event.

Photo credit by: rubén
  • Light-blue Button-down Shirt: A wardrobe staple that screams old money charm.
  • Cream Trousers: Tailored to perfection, providing a subtle nod to traditional menswear.
  • Accessories: The minimalistic use of accessories, including a timeless wristwatch and classic sunglasses, adds a personal touch without overpowering the outfit.

One must resist the temptation to introduce loud patterns or overly casual footwear to this outfit. The key is refinement and restraint, adhering to the old money aesthetic outfits summer mantra of less is more.

A Nod to Nautical Nuances

Stepping onto the scene is a look that’s a modern twist on the old money style summer outfits. The gentleman sports a short-sleeve button-up shirt with a structured collar and a pair of sharp white shorts. The ensemble is perfect for a leisurely stroll along the marina or an informal family brunch at the yacht club.

Photo credit by: guardians-1.blogspot.com
  • Striped Short-sleeve Shirt: Adds a playful yet traditional touch, harking back to the nautical roots of old money attire.
  • White Shorts: Clean, crisp, and above the knee, these shorts lend an air of casual elegance.
  • Sneakers: Classic white sneakers are the footwear du jour, signifying a blend of comfort and class.

When it comes to enhancing this style, consider a leather-banded wristwatch or a discreet ring. However, steer clear of flashy logos or flamboyant colors that would disrupt the old money summer outfits men’s classic feel.

Leisure Luxe by the Marina

What we witness here is a leisurely yet luxurious old money summer outfit men approach. The loose-fitting, lightweight button-up layered over a simple white tee paired with matching shorts is a testament to the relaxed side of the affluent lifestyle. It’s an attire that wouldn’t be out of place at a private beachside soiree or a casual meet-up at an exclusive resort.

Photo credit by: Alesya Sidorchuk
  • White Tee: The simplicity of a white tee under an open shirt embodies laid-back luxury.
  • Lightweight shorts: Its breezy fabric and pale hue maintain the outfit’s cool demeanor.
  • Sandals: A choice that champions comfort and ease, all while keeping the look grounded in affluence.

Add a pair of aviator sunglasses to elevate the look, but avoid anything overly sporty which can detract from the old money summer outfits men vibe.

Urban Sophisticate’s Summer Selection

This photograph captures a dapper summer day outfit that perfectly aligns with the summer old money outfits philosophy. The ensemble consists of a slim-fit T-shirt tucked into tailored khaki trousers, completed with smart casual loafers. It’s a look that says ‘summer in the city’ for the man whose presence is understated yet undeniable.

Photo credit by: Matthew Bodnar
  • Slim-fit T-shirt: Its earthy tone offers a contemporary edge to the classic old money palette.
  • Khaki Trousers: A quintessential item in the old money wardrobe, they are both versatile and stylish.
  • Leather Loafers: The epitome of smart casual, they seal the deal on this sophisticated look.

Here, a leather belt is a welcome addition, but say a firm no to bright, ostentatious sneakers. They would only disrupt the refined old money aesthetic outfits summer theme.

Coastal Chic with a Touch of Tradition

Emanating a summer old money outfit feel, the image shows a combination of classic style with a dash of playfulness, ideal for a beach town escapade or an alfresco lunch at a seaside bistro.

Photo credit by: Matthew Bodnar
  • Polo Shirt: The rich green hue and tailored fit exude a sporty yet sophisticated air.
  • Light Chinos: The light color keeps things cool and classy in the summer heat.
  • Accessorizing: A panama hat and sunglasses are perfect for sun protection, while the red neck scarf adds a pop of color without overwhelming the outfit.

A small leather pouch or a vintage watch would complement this look, but bulky bags or flashy jewelry should be avoided to maintain the old money summer outfits men’s aesthetic.

Metropolitan Mélange

Encapsulating the old money summer outfits men vibe, the gentleman is the epitome of metropolitan chic. His ensemble, a masterclass in high-contrast dressing, plays with the juxtaposition of a relaxed olive shirt and structured black trousers. Perfect for an urban environment, this look melds professionalism with comfort.

Photo credit by: Style Inspiration for Men
  • Olive Shirt: Casual yet sophisticated, it represents a versatile summer staple.
  • Black Trousers: They anchor the outfit with a touch of formality.
  • Loafers: Black and polished, the loafers round off the attire with elegance.

To this look, one might consider adding a thin leather belt or a subdued pocket square. However, eschewing anything too bright or sporty ensures the old money style summer outfits remain unblemished.

Casual Confidence

Stepping out with an old money aesthetic outfits summer flair, the casual confidence of this man is palpable. His short-sleeved polo and tailored navy trousers are a lesson in refined relaxation, ideal for a coffee run in an upscale neighborhood or an impromptu business casual meeting.

Photo credit by: ISMOIL Iminov
  • Navy Polo: It’s the perfect balance of form-fitting and breathable.
  • Navy Trousers: Echoing the top, they create a monochromatic look that’s both modern and timeless.
  • Leather Loafers: They keep the vibe upscale yet approachable.

What would I add? Perhaps a silver wristwatch or a thin leather bracelet. But definitely not sneakers or a cap, as they would downplay the old money summer outfits mens sophistication.

Urban Summer Sophistication

This look is a harmonious blend of comfort and sophistication, aligning with the old money summer outfits men’s tradition. The creamy, ribbed short-sleeve shirt and crisp white trousers speak volumes about summer in the city — understated, yet unmistakably upscale.

Photo credit by: Trey Bryant
  • Ribbed Short-Sleeve Shirt: Its texture and relaxed fit evoke a sense of leisurely luxury.
  • White Trousers: They add a bright, fresh element, perfect for summer.
  • Accessories: Minimal — a classic watch and sleek sunglasses suffice to elevate the outfit.

To this ensemble, one might add a thin, elegant chain to subtly enhance the look. Overly bold accessories or chunky shoes, however, would be incongruous with the old money aesthetic outfits summer vibe.

Timeless Tranquility

The tranquility of this outfit is palpable, reflecting an old money style summer outfit in full stride. The light-striped shirt pairs with navy trousers, creating a serene and unforced elegance perfect for a quiet afternoon in a quaint town or a relaxed yet upscale social event.

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  • Striped Shirt: Offers a light and airy feel while maintaining an air of classic sophistication.
  • Navy Trousers: Their fluid cut ensures comfort without sacrificing style.
  • Leather Loafers: The ultimate old money staple, they complete the look with finesse.

The addition of a simple, elegant wristwatch would complement this attire well. However, avoiding casual sneakers or vibrant patterns is crucial to maintain the old money summer outfits men essence.

Refined Relaxation

The image reflects a sense of refined relaxation that’s quintessential to the old money summer outfits men aesthetic. The subtle sophistication of a knit polo shirt paired with neutral trousers is the sartorial embodiment of a leisurely summer day spent in old town streets or an elegant garden party.

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  • Knit Polo Shirt: The fine knit provides texture and a snug fit without appearing overly casual.
  • Neutral Trousers: Their relaxed fit complements the top’s texture while adding a smart casual feel.
  • Black Loafers: A classic choice that subtly asserts a refined taste.

An addition? A leather wristband or a vintage timepiece would be befitting. But refrain from anything too flashy or contemporary like sports watches or bracelets, which would disrupt the old money aesthetic outfits summer harmony.

Sun-Kissed Sophistication

As the golden hour hits, this look defines old money summer outfits men with a perfect harmony of casual and tailored elements. The dark button-down shirt marries well with the textured linen trousers, embodying a relaxed yet sophisticated summertime soirée vibe.

Photo credit by: richyskr.de
  • Dark Button-Down Shirt: A structured staple that frames the look.
  • Linen Trousers: Their light fabric and fit breathe comfort and class.
  • Espadrilles: The ideal summer shoe that nods to both comfort and style.

For a figure that’s lean or athletic, this combination works wonders. Adding a leather strapped watch would complement this outfit, whereas a tie or flashy belt would unnecessarily complicate the old money aesthetic outfits summer.

Bold and Refined

Here we see a bold statement within the old money summer outfits men’s category. The rich, pink button-down shirt paired with sophisticated mauve trousers exudes confidence and a penchant for tasteful color play suitable for an art gallery opening or a trendy bistro.

Photo credit by: Micah Castello
  • Pink Button-Down Shirt: Daring yet tasteful, it makes the outfit pop.
  • Mauve Trousers: They offer a soft contrast and enhance the ensemble’s richness.
  • Leather Loafers: A nod to the timeless style inherent in old money style summer outfits.

While this outfit fits most body types, adding a silk pocket square could elevate it further. Steer clear of casual sneakers to maintain the outfit’s polished charm.

Contemporary Classic

The contemporary classic approach to old money summer outfits men is evident here. The floral shirt injects a modern twist into the traditional old money palette, paired with mustard trousers for an ensemble that’s as appropriate for a summer festival as it is for a chic rooftop party.

Photo credit by: Let my people dress up!
  • Floral Shirt: A statement piece that’s in vogue yet timeless.
  • Mustard Trousers: Their color and cut offer a fresh take on the classic trouser.
  • Accessories: Minimal — a sleek watch and classic eyewear complete the look.

Though the outfit caters to the bold at heart, a simple leather sandal could add a subtler dimension. A loud accessory would clash with the old money aesthetic outfits summer.

Stripes and Neutrals

The quintessential summer old money outfits are brought to life in this image, where striped patterns meet neutral tones. It’s an ensemble that speaks to casual business meetings or an upscale lunch date.

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  • Striped Polo: Its retro vibe adds character to the outfit.
  • Cream Trousers: Tailored for elegance, they balance the top’s casual feel.
  • Leather Loafers: They solidify the outfit’s old money status.

While this style suits a variety of body types, one could introduce a braided belt for an extra touch of sophistication. Avoid sports watches to maintain the old money summer outfits men aesthetic.

Monochromatic Elegance

Exuding a summer old money outfit aura, this image captures a monochromatic ensemble that defines understated elegance. The suit is perfect for a summer wedding or an upscale daytime event.

Photo credit by: Laura Burbridge
  • Beige Suit: Immaculately tailored, it radiates an air of nonchalant sophistication.
  • White Tee: Understating the formality, it creates a seamless look.
  • Suede Loafers: They blend comfort with luxury, echoing the suit’s color scheme.

This suit favors most body shapes and a discrete lapel pin would be a fitting addition. However, colorful ties or belts would disrupt the old money summer outfits men’s vibe.

Cityscape Chic

Echoing the clean lines of the urban backdrop, this look is a testament to old money summer outfits men’s fashion. A soft grey polo shirt pairs with crisp white trousers, offering a visual that’s both grounded and airy — ideal for an impromptu business lunch or an upscale casual event.

Photo credit by: Hugo Philip
  • Grey Polo Shirt: Its fitted design and muted tone embody understated class.
  • White Trousers: The tailored cut offers a sharp, summery contrast.
  • Leather Loafers: Polished and dark, they complete the ensemble with sophistication.

This outfit would suit an athletic build beautifully, and a vintage leather satchel could serve as a practical yet stylish addition. However, sports watches or casual sandals would detract from the old money aesthetic outfits summer.

Elegant Urbanity

Standing against the ornate architecture, this ensemble exudes old money summer outfits men elegance. The soft blue polo shirt and white trousers encapsulate a fresh and refined look, perfect for an afternoon exploring the city’s cultural spots.

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  • Blue Polo Shirt: Breathable and classy, it’s a nod to both comfort and style.
  • White Trousers: They maintain the look’s crispness and inject an element of sharpness.
  • Brown Leather Shoes: Their richness adds depth to the otherwise light palette.

This getup flatters a variety of figures, especially with the vertical silhouette it creates. A sleek wristwatch would be the only necessary complement here; flashy belts or accessories would be overkill.

Relaxed Refinement

This image captures the essence of relaxed refinement, aligning with old money summer outfits men’s style. The open shirt with rolled-up sleeves and tailored trousers present a nonchalant flair that’s as suitable for a creative workspace as it is for a relaxed evening gathering.

Photo credit by: Franco Buccarey C.
  • Open Shirt: Its neutral tone and relaxed fit spell easy elegance.
  • Tailored Trousers: Keeping the look streamlined, they offer a casual yet put-together vibe.
  • Loafers: The footwear choice strikes a balance between laid-back and luxe.

Adding a patterned silk scarf could serve as a focal point, but the look should stay clear of bright sneakers or casual hats to preserve the old money style summer outfits.

Sartorial Streetwear

Here we have a playful twist on the old money summer outfits men trend. The juxtaposition of the fitted vintage tee with a sophisticated scarf and pinstriped trousers presents an ensemble ripe for a casual day in the city or a stylish brunch.

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  • Fitted Vintage Tee: Adds a touch of nostalgia and personality.
  • Pinstriped Trousers: Their classic pattern brings an element of old-world charm.
  • Suspenders and Scarf: These accessories lend a unique, dandy-esque twist to the outfit.

Ideal for the fashion-forward individual, this outfit could be accentuated with a leather watch. Heavy jewelry, however, would misalign with the old money summer outfits men’s aesthetic.

Tailored Tradition

Stepping out in a full monochromatic ensemble, this outfit screams old money summer outfit. The coordinated shirt and trousers in earthy tones reflect a mature, timeless style that’s perfect for a day at the races or an elegant outdoor event.

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  • Monochromatic Shirt and Trousers: They create a seamless and statuesque look.
  • Leather Accessories: A sleek belt and matching loafers add a touch of traditional luxury.
  • Sunglasses: Their classic design provides a modern touch to the traditional attire.

This style could benefit most physiques, especially with its vertical emphasis. A minimalist leather briefcase could enhance the look, but sporty elements should be avoided to maintain the old money summer outfits men narrative.

Effortless Elegance

This image embodies old money summer outfits men through a display of effortless elegance. The light green henley shirt is loosely buttoned, hinting at a relaxed demeanor, while the striped trousers provide a striking visual contrast, perfect for a casual stroll in a historic town or a weekend retreat.

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  • Light Green Henley Shirt: Offers a comfortable fit with a touch of refined casualness.
  • Striped Trousers: The vertical stripes elongate the figure, enhancing the relaxed sophistication.
  • Desert Boots: Their light color and classic design are in sync with the outfit’s laid-back vibe.

This attire would flatter a slim to athletic physique best. A pair of vintage sunglasses could serve as a stylish yet functional accessory. To preserve the old money aesthetic outfits summer, avoid heavy boots or flashy watches.

Timeless Streetwear

Here’s a nod to the old money summer outfits men’s style, blending timeless essentials with a hint of contemporary streetwear. A classic white tee is paired with olive green trousers, while suspenders add an element of traditional chic suitable for an outdoor arts event or a relaxed urban gathering.

Photo credit by: ArMdare DeeDoo
  • White T-Shirt: It’s the quintessential staple that exudes a clean and classic vibe.
  • Olive Green Trousers: Their loose cut and earthy tone channel a vintage, military-inspired look.
  • Suspenders: They introduce a classic, almost nostalgic accent to the ensemble.

With an appeal that suits various body types, this look could be complemented with a simple leather strap watch. However, modern sporty sneakers would detract from the old money style summer outfits authenticity.

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Anastasia Zewex

Anastasia, the creative force behind "womans-dreams.com," is a passionate writer dedicated to empowering women. Her words inspire and uplift, offering valuable insights for women on their journey to fulfillment.

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