Regular readers know I’m a fan of leggings for their comfort and versatility, but they’ll also know that I’m a stickler when it comes to styling them properly so that you look classy and feel confident wearing leggings over 40.
Leggings are lighter and thinner than skinny jeans and pants, so they’re more revealing. Because of this, you need to have some long tops to wear with leggings. By long I mean, long enough to cover your bum and your crotch. This is true at any age and particularly over 40.
If leggings are a staple in your wardrobe, give them an update with these cute tops and on-trend accessories. And if you haven’t tried leggings yet, these lovely long tops to wear with leggings may be just what it takes to get you on the bandwagon.
What to Wear with Leggings
1. A Zippered Tunic
Tunics are popular and pair well with leggings, and anything with a zipper looks very sporty and modern.
2. Asymmetrical Tops
Asymmetrical tunics that are higher in the front than the back or angled in the front and longer on one side are a little edgy and add a touch of drama to leggings or skinny jeans. This striking purple high-low tunic looks classy but edgy with faux leather leggings and these gorgeous black suede booties.
3. Long Shirts and Blouses
For an elegant look, take a long, button-up shirt and wear it untucked over leggings. This chic striped shirt looks sharp with black leggings, a black leather bag, and suede pointy-toe flats.
Style Tip: Here’s an idea for what to wear with leggings. Some of the best long shirts to wear with leggings are shirtdresses. Many times a shirtdress will feel too short to wear alone, so pair it with leggings for a chic look.
4. Long Sweaters
One of the best long tops to wear with leggings is fabulous, oversized statement sweater. This chic black one has a flattering shape and interesting texture that makes you look wider up top and super skinny on the bottom. Leather leggings add an edgy feel, and these cool snakeskin mules work beautifully with this urban gal look.
5. Long Tees
A long tee worn over leggings is cute and casual in summer. Layer it with a jean jacket for a weekend look. In winter, a faux fur vest or a long menswear-style vest can be layered over a long-sleeved tee or sweater + leggings to create texture and interest.
Tops to stay away from when wearing leggings:
Short Tops That End at the Waist
Short tops never work with thin leggings. They can work with thick leggings, but that’s really only on twenty-somethings with rock hard abs, legs, and behinds! Yes, I know you may be in great shape, but a top that covers your bottom is much more elegant and sophisticated over 40. You don’t want to look like you are desperate to be a teenager.
Keep in mind that there is a difference between a full top and a baggy one. If you wear a chunky knit or long shirt with leggings, make sure it is the right size. Your top should sit properly on your shoulders, and the sleeves should not hang way down past your wrists. A little volume can look cool, but baggy is just plain sloppy.
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