Wardrobe Essentials That Are Always In Style

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Let’s talk about timeless wardrobe essentials that allow you to own less and never struggle to pull an outfit together. These are the staples to have in your closet that you’ll reach for year after year because they’re always in style and the beauty is, they can be found at all price points,


fashion blogger jennifer connolly wearing blazer over turtleneck sweater

A classic neutral-colored or tweed jacket will serve you for years to come. Lapels may shift subtly, and lengths will go up and down, but a simply tailored blazer with clean lines will always be in style and add polish to every outfit.

woman wearing timeless wardrobe essential blazer

I added this cotton-blend  “Chanel type” blazer to my wardrobe this spring and love how it goes with everything. Mine is a pale gray and it’s also available in a pale pink here.

Buying tip– choose a jacket that fits through the back and shoulders. It can be very expensive to alter a set-in sleeve, but it’s fairly easy to move a button or adjust sleeve lengths.

White Tee Shirt

You can spend a small fortune on a white t-shirt, but I never do because they seldom last more than a season or two. A crisp white tee is a versatile workhorse for your wardrobe and looks as chic with jeans as it does with nice trousers or skirt and a blazer.

Buying tip- look for tees with straight seams (no puckering) or loose threads. Choose ones that are opaque and have a neckline that flatters your face shape and shoulder line. Natural fibers like Tencel, linen, and cotton are cool on hot days but blends with a touch of lycra can add to their comfort.

Related- The Most Flattering Neckline For Your Face and Body

White Button Down

woman wearing white shirt timeless wardrobe essentials

It’s hard to go wrong with a crisp white shirt. They’re great to layer under a sweater, worn tucked or tied at the waist over a dress, and work as a bathing suit coverup in a pinch. If these aren’t in your style recipe, substitute another versatile neutral or switch it to a blouse.

Buying tip– the new no-iron fabrics save you time and the good ones need no touching up out of the dryer. Whites vary, so choose one with an undertone to match your skin. Warmer skin tones look best in ivory or cream that has a yellow base, and cooler complexions look best in pure or soft white with a blue base.

Classic Jeans


Here’s where you want to insist on a style that fits your body shape perfectly because the key to a great pair of jeans is the fit. Gaps at the back waist, a wedgie, or a muffin top mean they don’t fit your shape. These are not the distressed jeans that are on-trend or the overly faded black jeans that now look gray. Classic, always-in-style jeans in mid to deep wash blue are timeless. These are the jeans you know look amazing on you no matter what you wear them with.

Buying tip– straight leg jeans are in style these days, but if skinny jeans look fabulous on you, own them in a blue wash that you can dress up and down.

Trench Coat

j crew trench coat

A great trench coat works year in and year out for almost all seasons. A classic Burberry may have too many details for you, but simpler options exist. The trench works over everything and has a timeless appeal in black, navy, or tan. I just ordered this one because the details are minimal.

Buying tip–  double-breasted styles add bulk upfront, so well-endowed women look best in single-breasted styles. Epaulets and gun flaps draw attention to your shoulders which make them look broader so avoid them if you have wide shoulders.

White Sneaker

white sneaker

A classic white sneaker goes with everything these days and looks as stylish with jeans as they do with a cotton sundress. Leather seems more modern than canvas these days and easier to keep clean with these magic erasers.

Buying tip– Go for comfort first and then style and know that athletic shoes that are meant for the gym don’t fall into this category.

Related – Comfiest Shoes Your Over-50 Feet Will Love

Ballet Flat


The quintessential ballet flat goes with everything. They give a minimalistic look with maximum style and are totally classic. They go with everything from pants to skirts and dresses at all price points. This Margaux Demi is a favorite of mine because it comes in tons of colors in narrow, medium, and wide widths, size 3-14!

Buying tip– look for ballet flats that have enough vamp on top to stay securely on your foot. Choose ones that are lined in leather so they mold to your feet. Going up one size gives you space to add an extra insole if you need it for additional cushioning.

Denim Jacket

blond woman wearing denim jacket timeless wardrobe essentials

These change subtly over time, but the basic shape remains timeless and is always in style. They look great over a sundress, with a tee and shorts or slacks and a blouse.


Buying tip– look for denim jackets with lycra so they stretch. Angled princess seams keep them from being overly boxy. Colors abound, but a classic mid-wash blue will be the most versatile.

What can you add to this list?

Thanks for reading ladies and remember to wear what makes you feel confident.

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