Style doesn’t have an expiration date, especially when it comes to embracing comfort without sacrificing elegance. As we mature, our fashion preferences often shift toward looser silhouettes that flatter our changing bodies. I’ve curated these outfit ideas specifically for women over 60 who want to look fabulous while feeling completely at ease in their clothes.
1. Flowing Maxi Dresses with Empire Waists
Nothing says ‘effortless elegance’ quite like a maxi dress with an empire waistline! The raised waist creates visual length while the flowing skirt skims over the body without clinging.
I’ve worn these to everything from garden parties to casual lunches, and always receive compliments. Trust me, they’re magical for all body types!
2. Layered Tunic and Leggings Combo
Though some might consider leggings controversial, pairing them with a generously cut tunic creates a balanced silhouette that’s both modern and modest.
Where fashion meets function, this outfit shines! Add a statement necklace, and you’ve transformed a casual look into something worthy of lunch with the ladies.
3. Boxy Linen Shirt with Wide-Leg Pants
If you haven’t discovered the joy of wide-leg pants yet, honey, your wardrobe is missing a star player! When paired with a crisp, boxy linen shirt, they create a sophisticated silhouette.
Hence my addiction to this combination for gallery openings and upscale casual events. The vertical lines elongate while providing maximum comfort.
4. Kimono-Style Cardigan Over Simple Basics
How did we ever survive without kimono-style cardigans? These magical pieces transform the simplest outfit into something special while providing coverage for arms.
Where would I be without my collection? Layer one over a basic tee and slim pants for instant drama without any fuss. The flowing silhouette creates movement that’s utterly flattering.
5. Trapeze Dresses with Pockets
Whoever invented trapeze dresses deserves a medal! These A-line wonders swing gracefully from the shoulders, creating a breezy silhouette that never clings.
Meanwhile, those magical pockets (yes, pockets!) give you somewhere to stash essentials without ruining your lines. I’ve worn mine to everything from art shows to grocery shopping.
6. Oversized Button-Down with Slim Ankle Pants
Contrary to what some fashion rules dictate, mixing volumes creates balance! An oversized button-down paired with slim (not tight!) ankle pants creates a playful proportion play.
However, keep the shirt untucked and roll those sleeves for a relaxed vibe. I’ve worn this look to lunch dates and received more compliments than I can count!
7. Palazzo Pants with Fitted Tank and Lightweight Jacket
Since discovering palazzo pants, my wardrobe hasn’t been the same! These wide-legged wonders provide movement and drama while the fitted tank keeps proportions in check.
While some might shy away from this bold silhouette, adding a hip-length jacket creates structure. I’ve traveled internationally in this outfit—comfortable enough for planes yet elegant enough for dinner.
8. Tiered Midi Skirt with Simple Knit Top
Whenever I want to feel feminine without sacrificing comfort, I reach for my tiered midi skirt! The horizontal tiers create visual interest while the fullness ensures nothing clings.
Although some fear this style might overwhelm, pairing it with a simple fitted (not tight) knit top creates perfect balance. Add a denim jacket for cooler days!
9. Drawstring Linen Pants with Oversized Poet Blouse
Despite what fashion magazines might tell you, comfort and style can coexist beautifully! Case in point: drawstring linen pants paired with a voluminous poet blouse.
Though some might call this look bohemian, I prefer ‘artistic sophisticate.’ The natural fabrics breathe while the relaxed fit flatters without revealing. My go-to for museum visits!
10. Wrap Dress with Three-Quarter Sleeves
Forget what you’ve heard about wrap dresses being clingy! The right one creates a defined waistline while skimming everything else.
Yet what makes this style truly magical is its adjustability. Having a bloated day? Loosen the wrap slightly. The three-quarter sleeves provide arm coverage without overwhelming your frame. Absolute genius!
11. Oversized Sweater with Straight-Leg Jeans
While skinny jeans had their moment, straight-leg denim offers more comfort without sacrificing style. Paired with an oversized sweater, you’ll achieve that elusive balance of put-together yet relaxed.
Whereas tight clothing can highlight what we’d rather not, this combination creates a modern silhouette that works for casual outings. My weekend uniform, honestly!
12. Asymmetrical Tunic with Slim Cropped Pants
Never underestimate the power of asymmetry to create visual interest! An asymmetrical hemline draws the eye diagonally across the body, creating a slimming effect.
Somehow, this architectural detail makes even the simplest outfit look designer-inspired. I pair mine with slim cropped pants for a modern look that works for everything from gallery openings to lunch dates.
13. Loose Shirtdress with Statement Belt
Perhaps the most versatile piece in my wardrobe is the loose shirtdress—it’s practically a blank canvas! Add a statement belt positioned at your natural waist or slightly below.
Though the dress itself is roomy, the belt creates definition without discomfort. When temperatures drop, I layer mine over slim pants for a modern take on proportions.
14. Layered Linen Pieces in Coordinating Colors
Whoever said monochromatic dressing is boring clearly hasn’t tried it with linen! Layering pieces in the same color family creates a column of color that elongates the silhouette.
Hence my love affair with this technique. The textural quality of linen adds interest while the loose fits ensure comfort. I’ve built entire travel wardrobes around this concept!
15. Caftan-Inspired Maxi with Metallic Accessories
If comfort had a royal title, the caftan would wear the crown! These flowing garments originated in hot climates for good reason—they’re cooling, elegant, and utterly forgiving.
Though some might dismiss them as beachwear, pairing a well-cut caftan with metallic accessories elevates it to dinner-worthy status. My secret weapon for summer evening events!
16. Relaxed Blazer Over Flowy Top and Pants
Despite its structured reputation, a slightly oversized blazer creates a marvelous framework for looser pieces underneath. The contrast between tailored and flowing creates visual harmony.
Whereas matching sets can look dated, this mixed approach feels thoroughly modern. I’ve worn this formula to everything from business meetings to theater outings with consistent success.
17. Draped Jersey Dress with Asymmetrical Hem
Before you dismiss jersey as too clingy, consider the magic of strategic draping! A well-designed jersey dress with diagonal draping creates visual interest while camouflaging middle areas.
Though some fabrics reveal every lump, quality jersey with proper lining flows beautifully. The asymmetrical hem adds a modern touch that keeps this classic material feeling fresh.