Fashion should feel good at any age, especially when you’re seeking both comfort and style. As someone who’s dressed countless women over 60, I know the power of loose-fitting clothes that don’t sacrifice elegance for ease.
Let me share my favorite outfit combinations that will have you looking fabulous while feeling completely comfortable in your skin.
1. Flowy Palazzo Pants with Tunic Top
Darlings, nothing makes me happier than seeing a woman twirl in palazzo pants! The wide-legged freedom paired with a longline tunic creates magical proportions.
I’ve dressed countless clients in this combo, watching their faces light up when they realize comfort can look this sophisticated.
2. Layered Linen Ensemble
Where elegance meets breezy comfort, linen truly shines! A lightweight linen shirt thrown over matching wide-leg pants creates texture without bulk.
Though wrinkles are inevitable with this fabric, they’re part of its charm – like laugh lines, they tell a story of a life well-lived.
3. Oversized Boyfriend Cardigan with Slim Pants
Whoever invented the boyfriend cardigan deserves a medal! This deliciously oversized piece balances beautifully against slimmer (but never tight) pants.
I often recommend cashmere blends for my clients – yes, they’re worth the investment when you consider the comfort-per-wear ratio.
4. Bohemian Maxi Dress with Statement Necklace
If you haven’t embraced the one-and-done wonder of a maxi dress, honey, you’re missing out! These floor-sweeping beauties eliminate coordination stress while maximizing comfort.
Add a chunky necklace to draw the eye upward, creating a focal point that frames your beautiful face.
5. Japanese-Inspired Kimono Jacket Ensemble
While visiting Kyoto years ago, I fell madly in love with kimono-inspired silhouettes. Their structured draping creates an architectural elegance that’s simply unmatched.
Worn over simple basics, these statement pieces do all the heavy lifting in your outfit while keeping everything wonderfully loose.
6. Dramatic Caftan for Special Occasions
Whenever a client asks for something spectacular yet comfortable for a formal event, my answer is always: caftan!
These glamorous tent-like garments have graced everyone from Elizabeth Taylor to Oprah, proving that loose can indeed be luxurious. The key? Fabulous fabric and brilliant accessories.
7. Relaxed Denim Jumpsuit
Forget what you’ve heard about jumpsuits being tricky – the right cut is a game-changer! A relaxed denim version with strategic elastic creates shape without restriction.
Though bathroom breaks require a bit more effort, I promise the compliments you’ll receive make it worthwhile. Accessorize with colorful scarves for endless variations.
8. Asymmetrical Hemline Tunic with Leggings
Asymmetry creates visual interest while cleverly disguising any areas you’d rather not emphasize! My clients adore how these artistic hemlines swish and move.
Pair with high-quality thick leggings (never the see-through kind!) and suddenly you’ve got an outfit that works for gallery openings or grandchildren visits.
9. Oversized Artist Smock with Wide-Leg Crops
Hence my obsession with artist-inspired tops began after dressing a painter in her sixties. The roomy pockets and forgiving silhouette created instant creative energy!
Pairing these structured-yet-loose tops with cropped wide-legs creates proportion while keeping everything comfortable. Add funky glasses to complete this artistic vision.
10. Classic White Button-Down with Flowing Skirt
Though seemingly simple, this combination never fails to deliver elegance! The structured top balances the movement of a midi or maxi skirt perfectly.
I always suggest sizing up in the button-down for that effortlessly chic look. Roll those sleeves, add a statement bracelet, and you’re ready for anything.
11. Loose Linen Overalls with Striped Tee
Whoever claimed overalls were just for farmers or toddlers clearly hadn’t seen my clients rock them after sixty! Linen versions with roomy cuts offer playfulness without sacrificing sophistication.
Layer with striped tees for French-inspired charm. However, choose darker linens – light colors show every coffee spill!
12. Floaty Gauze Separates
If angels wore fabrics, they’d surely choose cotton gauze! This magical material creates volume without weight, moving like air around the body.
Monochromatic gauze separates create a cohesive look while the textural interest prevents boredom. Though wrinkle-prone, these pieces travel beautifully and feel heavenly against summer skin.
13. Dramatic Cocoon Coat Over Basics
Where would my style arsenal be without the cocoon coat? This architectural wonder creates instant drama while floating away from the body.
Thrown over simple column dressing (matching top and bottom), it transforms the ordinary into extraordinary. If you buy just one statement piece this year, make it this!
14. Elevated Sweatsuit in Matching Set
How times have changed! What was once relegated to home-only wear has evolved into legitimate fashion. Today’s luxe sweatsuits in matching sets create a pulled-together look without a hint of restriction.
Choose unusual colors like saffron or teal to avoid looking like you’re headed to the gym.
15. Loose-Fitting Silk Set
Though seemingly extravagant, silk pajama-inspired sets have become my secret weapon for clients needing comfortable elegance! The lustrous fabric elevates the loose silhouette instantly.
Washable silk options have revolutionized this look, making it practical for everyday. Pair with minimal jewelry to let the gorgeous fabric take center stage.
16. Trapeze Dress with Statement Earrings
If fashion freedom had a poster child, it would be the trapeze dress! Starting fitted at the shoulders then flaring dramatically, these dresses create magnificent movement with every step.
However, balance is key – pair with sleek accessories to avoid looking overwhelmed. Bold earrings draw attention upward, creating perfect proportion.
17. Loose Chambray Shirt with Flowing Culottes
Whereas denim can sometimes feel restrictive, chambray offers its lighter, airier cousin! This fabric maintains structure while allowing movement, making it perfect for button-downs.
Paired with flowing culottes, you create a casual yet put-together look that works for museum visits or lunch dates. Add a colorful scarf for personality.
18. Relaxed Tailoring in Matching Set
Though structured tailoring might seem contradictory to loose-fitting style, modern relaxed suiting proves otherwise! Oversized blazers with matching wide-leg trousers create powerful elegance without constriction.
I’ve dressed countless women for board meetings and special events in this combination, receiving grateful calls about comfort lasting all day.
19. Draped Jersey Dress with Scarf
If fabrics could speak, jersey would whisper, “I’ve got you covered!” This magical knit skims rather than clings, creating a flattering silhouette without restriction.
Dresses with strategic draping create visual interest while cleverly disguising any areas you’d rather downplay. Throw on a beautiful scarf, and you’re instantly event-ready.