Entering your 60s is the perfect time to refine your wardrobe with pieces that celebrate comfort without sacrificing style. I’ve spent decades in the fashion industry watching trends come and go, but these 19 essentials stand the test of time. Consider this your fashion cheat sheet for looking fabulous while embracing this wonderful decade of life!
1. Well-Fitted Jeans
Forget what anyone says about age-appropriate dressing—a fantastic pair of jeans works wonders at any stage of life! The key is finding ones with a bit of stretch that flatter your current shape.
High-waisted styles tend to be most flattering, while straight or slightly bootcut legs create balance. Dark washes are particularly versatile for dressing up or down.
2. Classic White Button-Down
Though seemingly simple, a crisp white button-down shirt performs fashion magic like no other garment in your closet. I’ve styled thousands of women, and this piece consistently creates polish.
Look for one with slight stretch and a relaxed fit through the middle. The versatility is unmatched—wear it with jeans, skirts, or tucked into trousers for instant elegance.
3. Comfortable Blazer
Where would we be without the transformative power of a well-cut blazer? This wardrobe workhorse instantly elevates everything from casual jeans to evening wear.
However, comfort reigns supreme now—opt for knit blazers or those with a bit of stretch. Navy, black, or camel versions offer the most mileage, though I’m partial to a statement burgundy for autumn months.
4. Wrap Dress
If Diane von Furstenberg did one thing right (and she did many), it was creating the wrap dress—a true gift to women everywhere! This magical garment defines the waist while skimming everything else.
The V-neckline elongates the neck, while the adjustable tie ensures a perfect fit regardless of fluctuations. Knee-length versions in solid colors or subtle prints offer maximum versatility for countless occasions.
5. Quality Cardigans
Darlings, let’s talk about the humble cardigan—your secret weapon against unpredictable temperatures and bland outfits! Gone are the days of matronly button-ups; today’s versions come in fabulous silhouettes.
Longer styles that hit mid-thigh create a slimming vertical line. Merino wool or cashmere blends are worth the investment for their drape and longevity. Stock up in neutrals plus one vibrant shade that brings out your eyes.
6. Non-Frumpy Flats
Who says comfortable shoes can’t be stylish? Not this fashion expert! The secret lies in finding flats with modern details like pointed toes, interesting textures, or subtle hardware.
Metallic tones function as neutrals while adding visual interest. Ballet flats, loafers, and driving moccasins deserve prime real estate in your closet. Remember: cushioned insoles are non-negotiable for all-day walking comfort.
7. Statement Jewelry
Though I’m typically a minimalist, I’ll die on this hill: every woman needs at least one conversation-starting pair of earrings! Nothing transforms a simple outfit faster than a gorgeous piece of jewelry.
Whether you prefer chunky beads, artistic pendants, or geometric metals, choose something that feels authentically you. The best part? Statement jewelry distracts from neck concerns while drawing attention to your fabulous face.
8. Silk Scarf Collection
If French women have taught us anything, it’s that scarves possess transformative powers beyond mere neck warming! These versatile fabric squares instantly elevate basics while adding color near your face.
Whereas younger women might reach for chunky knits, silk scarves offer sophisticated panache. Learn three tying methods—the loose loop, the triangle, and the bandana fold—to maximize your collection’s potential. Hermès if you can, vintage finds if you’re savvy!
9. Tailored Trousers
Having dressed countless women, I’ve witnessed the near-miraculous effect of properly fitted trousers. When the waist sits at your natural midpoint and the hem breaks just right, confidence soars!
Straight or slightly wide legs create beautiful proportion. Though black is practical, don’t overlook navy, gray, or camel for versatility. The crucial detail? Finding a trusted tailor who understands how pants should fit mature bodies.
10. Elevated White Sneakers
Hallelujah for fashion’s embrace of comfort! White sneakers have transcended trend status to become wardrobe foundations. Yet not all are created equal—look for sleek silhouettes without excessive bulk.
Leather versions offer sophistication that canvas lacks. Pair with everything from casual dresses to cropped trousers. My styling secret? Keep them pristine with regular cleaning—nothing ages faster than dingy white shoes!
11. Midi Skirts
Having witnessed countless hemline trends, I can confidently declare the midi skirt the most universally flattering length ever invented. Hitting mid-calf, it elegantly showcases the slimmest part of your leg.
A-line cuts provide ease without excess volume. While pleated styles offer movement and joy, don’t overlook streamlined pencil versions in stretchy fabrics. The sweet spot? Dark solids for slimming effects with interesting textural details for visual interest.
12. Structured Handbag
Though I adore trendy accessories, experience has taught me that one quality handbag trumps five mediocre ones. Structured styles in medium sizes offer the perfect balance of function and refinement.
Top-handle versions with optional crossbody straps provide versatility. While black is failsafe, consider navy or burgundy as sophisticated alternatives. Authentic leather improves with age, unlike its synthetic counterparts—making the investment worthwhile.
13. Cashmere Sweater
If happiness could be woven into fabric, it would surely be cashmere! Nothing feels more luxurious against mature skin than this buttery-soft material. The initial investment pays dividends in longevity and comfort.
V-necks and crew styles offer the most versatility. Avoid oversized cuts which can overwhelm smaller frames—aim for skimming rather than swimming. Hand wash with gentle shampoo to extend the life of these precious wardrobe workhorses.
14. Dark Wash Denim Jacket
Whoever claimed denim jackets have age limits clearly lacked style imagination! The trick lies in choosing sophisticated versions—dark washes without distressing read more refined than their casual counterparts.
Slightly fitted styles that hit at the hip create the most flattering silhouette. Layer over dresses to prevent looking too precious, or pair with non-denim bottoms to avoid the dreaded “Canadian tuxedo” effect.
15. Ponte Knit Pants
Between leggings and structured trousers exists the miracle fabric known as ponte—the unsung hero of comfortable-yet-polished dressing! This substantial double-knit moves with you while maintaining shape.
Straight-leg styles with elastic waistbands offer maximum comfort without looking sloppy. The substantial weight smooths lumps and bumps. While black reigns supreme for versatility, consider navy or charcoal for sophisticated alternatives to basic black.
16. Lightweight Layering Tops
While flashy statement pieces get all the attention, it’s the humble layering tops that truly build a functional wardrobe. These unsung heroes provide the foundation for countless outfits.
Scoop or V-necklines elongate the neck area. Seek out fabrics with slight stretch and good recovery—nothing looks worse than saggy tees! Three-quarter sleeves offer universally flattering coverage while showcasing wrists, often a woman’s slimmest point.
17. Ankle Boots
Having tested countless footwear options through decades in fashion, I can confidently crown ankle boots the most versatile shoes ever created! The right pair works year-round with everything from dresses to jeans.
Almond toes offer comfort without looking orthopedic. Seek stacked heels of 1-2 inches for stability without sacrificing height. Black leather remains the workhorse, though suede versions in navy or burgundy add sophisticated dimension to neutral wardrobes.
18. Classic Trench Coat
If Audrey Hepburn taught us anything, it’s that some styles truly transcend time—the trench coat being exhibit A! This iconic silhouette somehow manages to look simultaneously classic and current decade after decade.
Modern iterations feature water-resistant fabrics and thoughtful details like removable liners. The belt creates or emphasizes a waistline, while the structured shoulders add polish. Khaki remains timeless, though navy or black offer sophisticated alternatives.
19. Sophisticated Loungewear
Gone are the days when loungewear meant ratty college sweatshirts and baggy pants! Modern options prove comfort and style aren’t mutually exclusive—thank goodness, as we’ve earned our relaxation time!
Matching sets in elevated fabrics like French terry or fine-gauge knits offer put-together ease. Avoid juvenile prints in favor of solid neutrals with interesting textural elements. The goal? Feeling presentable enough for unexpected visitors without sacrificing an ounce of comfort.