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Timeless Meets Trendy: How to Style a Classic Blazer with Cuffed Jeans

When it comes to crafting an outfit that exudes both elegance and modern flair, few pairings rival the timeless classic blazer with trendy cuffed jeans. This duo perfectly blends sophistication with a touch of casual cool, making it an ideal choice for women of any age who want to look effortlessly stylish. Today, weโ€™re breaking down how to style this combination and create looks that are as versatile as they are chic.

The Power of a Classic Blazer

A well-tailored blazer is a wardrobe essential that has stood the test of time. Whether itโ€™s a structured black blazer, a neutral beige, or a playful plaid, this piece instantly elevates any outfit. The key to making it work with cuffed jeans is balance. Look for a blazer that fits well in the shoulders and nips in slightly at the waist for a flattering silhouette. For a modern twist, try an oversized blazer that offers a relaxed yet polished vibe.

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Veronica Beard Dickey Blazer | Navy Silk Blouse (old, similar herehere, and here) | White Straight Leg Denim | Brown Belt

Why Cuff Jeans Work

Cuffed jeans bring a contemporary, laid-back touch to your look. Whether you opt for a slim fit, straight leg, or a slightly relaxed boyfriend style, cuffing the hem adds visual interest and draws attention to your footwear. Light and medium washes are perfect for casual daytime looks, while dark-wash or black jeans can transition seamlessly into evening wear.

Plaid Blazer | Double Breasted Plaid Blazer | Cashmere Turtleneck | Cuffed Jeans | Suede Block Heels

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How to Style the Pair

Here are three outfit ideas to inspire your next look:

Lady Jacket | Cashmere Tee | Boyfriend Jeans | Ballet Flats

Blazer: Black tailored blazer

Jeans: Dark-wash cuffed jeans

Top: Crisp white button-down shirt tucked in

Shoes: Classic pointed-toe pumps

Accessories: Structured tote bag and delicate gold jewelry

This look is perfect for casual office settings, lunch meetings, or even a day of errands where you want to feel put-together.

Black Tweed Lady Jacket | Cuffed Straight Leg Jeans | White Button Up Shirt | Ballet Flats | Leather Tote | Chain Necklace

Similar Oversized Plaid Blazer | Similar Silk Blouse | Cuffed Jeans | Ankle Boots

Blazer: Oversized plaid blazer

Jeans: Medium-wash cuffed straight-leg jeans

Top: Fitted turtleneck in a neutral tone

Shoes: White sneakers or ankle boots

Accessories: Crossbody bag and oversized sunglasses

This outfit strikes the perfect balance between comfort and style, making it ideal for brunch dates or a day of shopping.

Velveteen Blazer | Silk Blouse | Black Denim | Similar Black Pointy Toe Boots | Pearl Necklace

Blazer: Velvet or satin blazer in a jewel tone

Jeans: Black cuffed boyfriend jeans

Top: Lace camisole or silk blouse

Shoes: Strappy heels

Accessories: Statement earrings and a clutch

The luxurious fabric of the blazer paired with the edginess of cuffed jeans creates a look thatโ€™s equal parts romantic and cool.

Footwear Matters

Suede Block Heels

One of the best things about this pairing is the opportunity to showcase your shoes. Cuffed jeans naturally draw attention to your footwear, so choose wisely! For a polished look, opt for pointed-toe flats or heels. If youโ€™re going for a more casual vibe, ankle boots, loafers, or even trendy sneakers will do the trick.

Accessorizing the Look

Keep your accessories simple and intentional. A sleek leather belt can add definition to your waist, while a scarf or statement necklace can bring a pop of color to your outfit. Donโ€™t forget a structured bag or clutch to complete the look.

Why This Combo Works at Any Age

Pairing a classic blazer with trendy cuffed jeans is a testament to the idea that great style knows no age. The blazer adds timeless sophistication, while the jeans keep the look youthful and fresh. Together, they create a balanced outfit that works for everything from running errands to enjoying a night out.

Closing Thoughts

So, the next time youโ€™re reaching for your trusty blazer, consider swapping out your tailored trousers or pencil skirt for a pair of cuffed jeans. Youโ€™ll be amazed at how effortlessly chic youโ€™ll feel. Which combination will you try first? Let me know in the comments below!

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  1. Grandma judy

    I like all of your outfits but my favorite is with the lady jacket. At 79 and 4ft 10 in I don’t think the wide cuff would work real well for me but I might try putting a little wider cuff on my boyfriend jeans and add one of my blazers. Thanks for the ideas!

    1. Sounds like a plan!

  2. Carolina Girl

    Great post ๐Ÿ™‚ I really like the “elbow patches” on your first plaid blazer. Is there a link to that? Also, the Talbots velvet blue blazer is beautiful.

    1. This blazer is from Ann Taylor late fall 2024.
      Hope this helps!

  3. Nancy B.

    Back in the fall before it got too cold I wore a blazer with straight leg cuffed jeans and cap toe ballet flats. The wide leg cuffed jean look isnโ€™t for me.

    1. If you exchanged the ballet flats for a block heel you might change your mind. Footwear makes all the difference.

  4. Jan Canapp

    I donโ€™t mind the small cuffed jeans, but the wide legged jeans with the wide cuffs look ridiculous on me. Not a good look with a longish blazer on us shorter gals.

    1. I would consider wearing a cropped jacket instead. It’s always about proportions.

  5. MaryLynne

    Cuffing jeans is an easy solution to shortening them. At 4’11” even petites are too long on me. What do you think about cuffing corduroy or velvet jeans? Every year I have to shorten my pants AGAIN! Its a pain!

Navy Coat winter outfit

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