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The Tailored and Classic Look is Having a Moment

You won’t want to miss it

12 minutes

There’s something undeniably appealing about timeless, elegant styles that never go out of fashion. In a world of fleeting trends, the tailored and classic look stands the test of time, exuding sophistication, grace, and confidence.

“Under-the-radar, classic style staples are having a moment,” writes Alexis Bennett Parker for Vogue. “We’re calling it the non-trend trends—pieces that can’t be dated to a particular season, don’t scream a particular designer’s name, and, most importantly, have everlasting appeal.”

There’s a certain je ne sais quoi about classic fashion that draws us in. It’s about more than just clothing; it’s a lifestyle. It’s about embracing timeless elegance and feeling like a star from a bygone era. 

Why do we love the tailored and classic look so much?

Let me count the ways:

  1. Timeless Appeal: Classic pieces never go out of style. Whether it’s a little black dress, a well-tailored blazer, or a crisp white button-down shirt, these staples can be dressed up or down for any occasion.
  2. Quality Over Quantity: Investing in high-quality classic pieces may seem pricier initially, but it’s a wise long-term investment. They withstand the test of time, unlike fast fashion items that wear out quickly. Of course, I advocate for renting—get the look without the investment. At Armoire, we have a deep inventory of quality, timeless pieces. 
  3. Confidence Boost: Classic styles exude confidence and grace. When you feel good in what you’re wearing, it shows, and that boost of self-assuredness is priceless.
  4. Sustainability: Classic fashion is inherently sustainable. By choosing well-made, timeless pieces, you reduce the need for frequent shopping and contribute to a greener world. This is near and dear to our hearts here at Armoire.

The Fab Four

Incorporating timeless pieces into your wardrobe is like building a fashion foundation. A few key garments will go a long way towards nailing the tailored and classic look. Read on for our top four recommendations and some bonus honorable mentions. Any of these pieces will unlock your inner icon. 

1. Beloved Blazers

A well-cut blazer adds instant polish to any outfit. It’s perfect for office meetings and dinner dates alike. Whether you’re drawn to the classic elegance of double-breasted blazers, the versatility of single-breasted blazers, or the bold statement of oversized blazers, these wardrobe staples can transform your outfit into a timeless and classic masterpiece. 

There is no easier way to effortlessly achieve a look that exudes elegance and sophistication than by throwing on a blazer. Try out a blazer or two and watch how they transform your outfit, making you the epitome of tailored, timeless style.

The tailored and classic look blazers

How We Style Blazers

Transitioning from Office to Evening: To create a professional look, pair a double-breasted blazer with tailored trousers and a crisp blouse. Once the workday is done, swap the blouse for a slinky camisole, add some statement jewelry, and you’re ready for a night out on the town.

Casual Chic: Whether you’re heading to a casual brunch with friends or a business meeting, the single-breasted blazer can be dressed up or down with ease. Pair them with jeans and a tee for a casual look, or with a tailored skirt for a more polished appearance.

All Business: Classic colors such as black, navy, and gray are ideal for achieving a classic professional look. Adding a belt over your blazer can help accentuate your waist and create a more defined silhouette. A structured tote or a classic leather handbag can complete your ensemble with timeless grace. 

Wow Factor: Don’t be afraid to experiment with different textures, such as wool, tweed, or even velvet. These add depth and interest to your outfit, making it stand out while still maintaining that classic vibe. Try out vibrant and eye-catching shades like mustard or emerald green. You can also dive into various patterns like plaids, houndstooth, or pinstripes this season.

Casual Vibes, Elevated Style: Throw an oversized blazer over almost any outfit to instantly elevate your style. Whether it’s a pair of jeans and a tee, a dress, or even shorts and a tank top, an oversized blazer can effortlessly take your look from everyday to extraordinary. A chunky necklace can add a pop of personality and sophistication to your outfit.

Sleek & Stylish: Think skinny jeans, leggings, or bodycon skirt to create a sleek and stylish silhouette. With this long-over-lean proportion, the oversized blazer can make your legs appear longer and slimmer. Heels or ankle boots can instantly elevate your look, making it more elegant and polished.

2. Wide-Leg Pants that Wow

Wide leg pants have a unique charm that combines vintage vibes with modern style. A true embodiment of classic fashion, there’s a reason why they’ve been a fashion favorite for decades. Their dramatic shape turns any drab outfit into a bold statement. When it comes to styling, they stand on their own, making them perfect for a minimalist vibe.

the wide-leg pant

How We Style Wide-Leg Pants

Sophisticated Office Chic: Pair a well-fitting pair of wide leg trousers with a fitted top or a silk camisole. Add a statement belt and some sleek pumps for a power-packed office look.

Casual Comfort: Create a relaxed yet stylish ensemble by teaming wide leg pants with a tucked-in graphic tee or a cozy sweater. Finish the look with some white sneakers or ankle boots. It’s perfect for a weekend brunch or a shopping spree with friends.

Evening Elegance: For a formal evening out, wide leg pants are an excellent choice. Opt for a high-waisted, flowy pair and wear them with a silk shirt or a fitted top. Add some statement jewelry, and you’ll be the epitome of grace and style.

Retro Revival: Embrace a vintage-inspired look by choosing wide leg pants in bold colors or prints. Match them with a tucked-in turtleneck and some round-toed pumps for a ’70s throwback that’s making a comeback.

Beachy Boho: Heading to a beach vacation? Wide leg pants can double up as a chic cover-up over your swimsuit. Choose a lightweight, breathable fabric and let them flow as you stroll along the shore.

3. Crisp Button-Up Shirts 

If there’s one piece of clothing that truly stands the test of time, it’s the classic and elegant button-up shirt. They’re the epitome of classic style and tailored elegance with a unique charm that transcends generations. 

Button-up shirts have been a fashion favorite for decades, and their appeal remains unwavering. They effortlessly transition from one era to the next, making them a must-have in every woman’s wardrobe. They can be dressed up or down for any occasion, from work meetings to weekend brunches. The possibilities are endless.

the crisp button-up for women

How We Style the Button-up

Boardroom Boss: Pair your button-up shirt with tailored slacks or a pencil skirt for a professional look. Perhaps tuck it in and add a sleek belt to define your waist. Keep the color palette classic with neutral tones like white, black, or soft pastels. Layering a blazer or cardigan over your button-up shirt can add warmth and style to your ensemble. Finish the look with closed-toe heels for a polished touch.

Happy Hour: Untuck the shirt and leave the top buttons open for a more relaxed and alluring vibe. Swap out your office bottoms for a pair of well-fitting jeans or a stylish leather skirt. Add statement jewelry or a silk scarf for a touch of elegance. Opt for open-toe heels or ankle boots to give your outfit a more playful edge.

Weekend Warrior: Choose a slightly oversized button-up shirt for a laid-back, comfortable feel and roll up the sleeves for a relaxed look. Pair it with high-waisted shorts or skinny jeans. A woven belt will add a touch of boho charm. Slip into comfortable sneakers or flat sandals to complete the look.

Everyday Errands: For a quick and comfortable outfit, layer your button-up shirt over a basic tee. Leave the shirt untucked for an effortless appearance. Combine it with your favorite leggings or boyfriend jeans. Accessorize with sunglasses and a crossbody bag for a practical yet stylish ensemble. Finish with comfy sneakers or slip-on shoes.

Elevated Evening: Choose a button-up shirt with a luxurious fabric like silk or satin for a touch of opulence. Opt for bold or deep colors like deep burgundy, emerald green, or rich navy. Tuck it into a high-waisted skirt or tailored trousers. Add statement earrings, a clutch, and your favorite heels to complete the look.

4. The LBD

The little black dress, lovingly referred to as the “LBD,” is more than just a piece of clothing; it’s a symbol of versatility, sophistication, and effortless style. It’s been in vogue for decades and continues to reign as a fashion icon. It seamlessly adapts to the trends of the moment while retaining its classic charm.

There’s an LBD to flatter every body type, making every woman feel beautiful and confident when wearing it. Whether you’re an oval, a triangle, a rectangle, or an hourglass, the little black dress has your back. It’s like a blank canvas waiting for your personal touch. It’s incredibly adaptable and can be styled in countless ways, making it an essential item in any wardrobe and a must-have for the tailored and classic look.

the little black dress

How We Style the Little Black Dress

Everyday Wear: Your little black dress doesn’t have to be reserved for special occasions. With the right styling, it can be a comfortable and chic choice for everyday wear. Choose a simple, knee-length or midi little black dress for a casual look. Layer a cozy cardigan or denim jacket over the dress and accessorize with a statement belt to cinch your waist for a more tailored appearance. Slip into white sneakers or ankle boots for a relaxed vibe. Add sunglasses and a crossbody bag for a chic finish.

On the Town: Swap your daytime accessories for something more glamorous, like statement earrings or a delicate necklace. Ditch the cardigan or jacket to showcase your LBD. Upgrade your footwear to heeled ankle boots or elegant flats. Consider a clutch or a small handbag for a touch of sophistication.

Business Casual: Opt for a knee-length or below-the-knee dress with a tailored silhouette. Layer a well-fitted blazer over your dress to add structure and professionalism. Keep accessories minimal and elegant – think pearl studs or a classic watch. Slip into comfortable yet stylish heels or loafers. Finish with a structured tote bag for a polished touch.

Power Professional: Choose a slightly more structured LBD that exudes confidence. Add a statement belt to define your waist and create an hourglass shape. Accessorize with a chic scarf or a silk tie for a sophisticated touch. Opt for sleek, closed-toe pumps or brogues. Carry a professional leather briefcase or a sleek handbag.

Glamour Glow Up: When it’s time to make an entrance at a more formal event, your little black dress can be the star of the show. Opt for a shorter little black dress, such as a mini or a bodycon style. Choose eye-catching accessories like statement earrings or a bold clutch. Slip into high heels or stilettos to add some height and glamour. Go for a bold red lip and dramatic eye makeup for extra wow factor.

Black Tie: Select a floor-length or a midi LBD with elegant details like lace or sequins. Accessorize with fine jewelry, such as a string of pearls or diamond studs. Opt for sophisticated, strappy heels or elegant pumps. Complete the look with a sleek updo and a classic clutch.

Tailored and Classic Look Honorable Mentions

Ready to go all in on the tailored and classic look? Here are three more elevated pieces to add to the mix:

  • Pencil Skirt: This classic piece accentuates your curves and can be paired with blouses or tucked-in tees.
  • Quality Denim: Experiment with brands and styles until you find a pair of high-quality jeans that fit you like a glove. Dark wash jeans go best with a tailored and classic look.
  • Timeless Trench Coat: With a great trench coat in your closet, you’ll be praying for rain. It will add a touch of elegance to your look on the gloomiest of days.
tailored and classic looks including the pencil skirt

Caring for Your Tailored and Classic Pieces

Taking care of classic fashion staples is essential to ensure they stand the test of time. If you’re an Armoire member, you can stop right here—laundering and dry cleaning are included in your membership and handled by our team. All you need to do is look fabulous. For everyone else, read on and be sure to:

  • Follow Care Labels. Always check the care labels on your garments and follow the instructions. Different fabrics require different care.
  • Store properly. Hang your clothes on padded hangers to maintain their shape. Avoid overstuffing your closet, as it can cause wrinkles and misshaping.
  • Inspect regularly. Periodically check for loose buttons, loose threads, or minor tears and address them promptly.
  • Dry cleaning. Some classic pieces, like blazers and delicate dresses, should be dry cleaned to maintain their quality.
  • Rotate and rest. Don’t wear the same classic piece too frequently. Rotate them with other items in your wardrobe to prevent excessive wear and tear. Wait, did somebody say rotate your wardrobe?

The tailored and classic look is all about embracing timeless elegance, quality, and sophistication. It’s about wearing pieces that make you feel confident and stylish every day. The versatility and timeless appeal of classic fashion make it a must-have for every woman. Whether you’re heading to the office, a casual weekend outing, or a glamorous evening event, you’ll always find a classic piece that’s perfect for the occasion.

Remember, fashion is not just about following trends; it’s about expressing your unique style and personality. Create a wardrobe filled with classic pieces that reflect the elegant, confident woman you are meant to be.

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