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September 4, 2025 • 19 mins

Hey Fashion Besties! 🎉 This week Holly is giving us the ultimate pep talk (and style guide!) about dressing with confidence after 40. And we mean, waaaaayyy over 40!

If you've ever stood in your closet and wondered if what you're wearing makes you look chic—or just old—then this episode is for you. For real. 

Holly breaks down the silhouettes, outfit formulas, and style myths that every woman over 40 needs to toss aside once and for all. #1 style hack that is never out of style? Confidence. 

The truth? It's not about age—it's about how you want to feel. And this episode is here to take away any "frumptastic" feelings you may have. 

 

What You'll Learn in This Episode:

 

✔️ The Most Flattering Denim Ever

Della Denim Trouser – Available now at www.wearthisnotthat.shop

This jean is a game-changer: a slight flare at the hem for length, a subtle built-in control panel at the waist, and back welt pockets that lift and flatter your shape.

These jeans fit clients from size 0 to 16, and they look amazing on everyone, believe it or not. The 28" inseam works for petites and the 33" inseam is perfect for the taller beauties.

✔️ High-Waisted Jeans Pep Talk

If you're straight up-and-down or "square" in the middle, high-rise denim creates curves where there are none and defines your waistline. #YYYAAASSS

Don't fear the waist—embrace it! Just when you think you don't need to accentuate your waist, you do. 

 

✔️ Dresses That Save the Day


A-line and midi dresses that skim, not cling, are your secret weapon. And guess what? A new Denim Midi Dress is coming soon to wearthisnothat.shop—perfect with cowboy boots or sneakers for fall! Loving this journey for you.

 

✔️ Stop Hiding Those Arms!

Skip the sleeves and try a sleeveless blouse or tank that hits right at the shoulder line. It draws the eye up to give you a longer, leaner look. No more arm-shaming...it's so freeing to unchain yourself from thinking you cannot show your arms. Yes. You. Can.

 

✔️ Embrace Color & Prints

Prints can balance proportions: tops with patterns minimize a fuller bust; patterned skirts can create curves. Back awwwaayy from the black.—step out with confidence in color. Color and pattern are unexpected and breathe life into any look. 

 

Shop the Episode – Featured WTNT Pieces

✨ Della Denim Trouser – Flattering for everybody, so easy to dress up or down.

✨ Della Denim Blazer – Bracelet-length sleeves, structured shoulders, and a tailored waist that makes it the most comfortable blazer you'll ever own. Pair with the denim trousers, a maxi skirt, bremuda shorts, or over a dress.

✨ Art Ibiza Blouse – A V-neck blouse with subtle draping and a chic silhouette that's effortless with the mallorca wide-leg silky pants or jeans.

✨ Off-the-Shoulder Drape Neck Top – Elegant and confidence-boosting, perfect for showing off shoulders and collarbones.

✨ Liquid Leather Moto Jacket (now in brown!) – Chic and edgy layering piece that instantly adds polish and structure to any outfit. Great for those who run hot who just need a thinner jacket.

✨ Denim Midi Dress (coming soon!) – Wear it with cowboy boots, cage flats, or sneakers—versatile and flattering for every age.

 

Holly's No-Age-Limits Fashion Pep Talk

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