No matter what your age, there are some outfits that will simply never go out of style. And we’ve narrowed down the ones to invest in. Whether it’s a preppy blazer, an edgy leather jacket, ballet flats, or pointed-toe pumps, we’re looking toward the staples of our mother’s and grandmother’s style as we seek pieces to add to our own daily rotation. What’s more is that a classic outfit is one you can wear pretty much anywhere—a go-to that will always have you looking chic, no matter the dress code.
With a collection of little black dresses, silk blouses, and slim blue jeans at your disposal, anything is possible. We’re mixing in low-top sneakers and denim jackets on low-key mornings and everything from flat mules to structured handbags to make even the most casual looks seem elegant. With the help of the stylish girls below, we’re setting out to prove that classic is far from boring. And hey, if it worked for fashion icons like Coco Chanel, Audrey Hepburn, and Jackie Kennedy, it will surely work for us.
From off-duty wears to work-appropriate looks, find the ultimate in classic outfit inspiration below—and then shop our go-to wardrobe essentials to help you make these lust-worthy looks a reality.
The Slip Dress
A black slip dress will always be a go-to, no matter what you pair it with. This summer, try an edgy leather jacket on top, though preppier blazers look just as killer.
Available in UK sizes 6 to 14.
The Bright Pants
A blazer, trousers, and thin turtleneck will forever be in style. Try switching it up with bright colors and piped accents.
Available in sizes XS to XL.
The Printed Button-Down
White jeans are a year-round essential, as is a button-down. Mix and match patterns and hues as your heart desires.
Available in sizes 1X to 3X.
While jumpsuits come and go, the utility style will forever be a staple. Try pairing it with classic loafers for an effortlessly chic look.
Available in sizes XS to L.
The Tuxedo Jacket
Suiting is always a classic. Try for a look that’s a little more dressed-up in appeal, like a black tuxedo style.
Available in French sizes 36 to 44.
The Printed Midi Dress
A printed dress, longline blazer, and heeled sandals are true wardrobe staples that can be mixed and matched with a number of other pieces in rotation. Or, of course, they look stellar when all worn together.
Available in sizes XS to L.
A trench is an easy addition when you’re looking for effortless elegance.
Available in UK sizes 4 to 18.
To make your go-to little black dress slightly less of an after-hours staple, consider topping it with an oversize blazer.
Available in sizes 0 to 10.
The Straight-Leg Jeans
Having a pair of straight-leg jeans on hand is always a good idea. Opt for a pair that’s slouchy but not too oversize in order to master that easy vibe that’s still elegant.
Available in sizes 23 to 32.
The Leather Jacket
Jeans, a leather jacket, and sneakers: Need we say more?
Available in sizes 1 to 3.
With the above 10 stylish items, your classic wardrobe can take you anywhere.