Welcome to the series What to Buy at—your shortcut to the best picks from brands you already love. This time, it’s all about Ann Taylor. Whether you’re heading back to the office, fine-tuning your off-duty look, or just craving fresh classics, Ann Taylor pulls through with timeless polish and style that always feels current. While office-friendly blazers and crisp pants anchor their reputation, I keep coming back for those boutique-inspired finds—a poplin shirt with a twist, an unexpected textured skirt, or knits that feel just a bit more special than basics.
Right now, the Mother’s Day Event means $50 off every $100 (tempting, isn’t it?), plus the usual seasonal 30%–40% off deals. So if your closet’s calling for easy linen, clean lines, or soft suiting—now’s the time.
For this edit, I stuck with reader-favorite features: natural fibers, fluid fits, and plenty of mix-and-match options you’ll reach for on busy mornings. If you want refined separates, crisp shirts, or day-to-night dresses, Ann Taylor has chic answers that promise heavy rotation. Here’s what’s worth adding to cart now.
Ann Taylor The Skinny Trouser Pant in Bi-Stretch in Black Sizes: 00 – 18 Buy Now
Ann Taylor’s The Skinny Trouser Pant in Bi-Stretch is the answer for days when you want long, lean lines without losing comfort. The high-rise cut sits just below the waist and highlights your shape in the best way—think instant confidence boost. Four-way stretch keeps the fabric smooth and never baggy, even after nonstop wear. The subtle flare at the leg creates that “legs for miles” look every wardrobe dreams about. Slash pockets at the front. Streamlined back besom pockets. The tailored front zip and hook-and-bar closure refine the silhouette, making these pants as polished at 8 a.m. as they are after dinner. Black, crisp, and always ready for a repeat performance. Wear them with sneakers or a sharp heel—either way, you’ll stand tall.
Ann Taylor The Sculpting Flare Jean in Classic Rinse Wash Sizes: 00 – 18 Buy Now
Ann Taylor nails effortless style with The Sculpting Flare Jean in Classic Rinse Wash—a standout for anyone chasing both comfort and shape. High-rise, full-length, and finished with a clean flare from the knee, these jeans frame your figure without squeezing the life out of you. The secret’s in the pockets. Smoothing, shaping, and seriously flattering, they don’t just hold your phone—they lift everything. The performance stretch denim hugs and supports, letting you move (and lounge, and run) all day. This classic, deep blue pairs perfectly with a crisp white blouse or your softest tee. Sizes run from 00 through 18, so everyone gets in on the action.
Ann Taylor V-Neck Jumpsuit in Night Sky Sizes: 00 – 18 Buy Now
Step into the Ann Taylor V-Neck Jumpsuit and the mood changes—effortless polish, start to finish. Night Sky reads like midnight with attitude; the kind of deep blue that flatters soft neutrals yet punches up brights. The crisp V-neck and tab collar pull focus. Wide legs mean movement—think street style with sneakers or uptown with heels. Patch pockets? Sizes run from 00 to 18, and the fit? Oh, it’s kind. The kind of piece you’ll reach for in a pinch but also plan entire looks around.
Ann Taylor Tropical Pleated Skirt in Bright Cherry Sizes: XS – XXL Buy Now
The Ann Taylor Tropical Pleated Skirt in Bright Cherry is pure eye candy. Lively, swishing pleats bring a flash of movement, while the color is bold—almost juicy. The elastic waist means comfort reigns, even after hours at your desk or brunch table. Sizes run from XS to XXL, so it’s a fit for most closets. Styled with a crisp tee or a smart blouse, this skirt makes Monday meetings or Saturday strolls feel a little more fun. With 40% off, it’s the steal of the season. Don’t miss your chance to brighten your lineup—once it’s gone, it’s gone.
Ann Taylor Tie Waist Wrap Sheath Dress in Perfect Camel Sizes: 0 – 18 Buy Now
The Ann Taylor Tie Waist Wrap Sheath Dress in Perfect Camel lands right at the sweet spot between tailored polish and effortless style. The seasonless stretch fabric keeps the fit sharp—never stuffy—with smooth lines that skim the body without clinging. Double-breasted buttons lend a nod to classic suiting, while the self-tie belt shapes the waist in all the right ways. A crossover V-neck flatters the neckline, and those flap patch pockets add both attitude and utility. Fully lined for comfort, sleeveless for layering or solo wear—this is the kind of piece that doesn’t sit idle in your closet. Sizes range from 0 to 18, so it’s easy to claim the confidence you deserve. Top it off with 30% off, and you’ve got a reason to refresh your work-to-weekend mix.
Ann Taylor The Fitted Double Breasted Blazer in Bi-Stretch in 2 colors and sizes: 00 – 18 Buy Now
Ann Taylor’s Fitted Double Breasted Blazer feels like the answer to every “what do I wear?” moment. Clean lines, sharp tailoring, and a fit that means business—this blazer is the wardrobe multitasker you didn’t know you needed. The Bi-Stretch fabric holds its shape, yet never feels stiff, moving with you through long workdays and late dinners alike. Slip your hands into the front flap besom pockets for that nonchalant flair, or leave the notched lapel open over denim for effortless cool. Black is classic; Pebble Grey Melange feels fresh for spring. Both colors run in sizes 00 to 18, making it accessible to many body types. The real score? Sale prices—snag it for as low as $95.99 depending on color, down from $198. If you don’t have a go-to black blazer yet, this one raises the bar.
Ann Taylor Oversized Shirt in White Sizes: 2XS – 2XL Buy Now
Ann Taylor’s Oversized Shirt in crisp white lands right in that sweet spot between relaxed and refined—a modern answer to everyday dressing. The silhouette is roomy without feeling sloppy, thanks to sharp tailoring and clever details: a neat point collar, dropped shoulders for that lived-in ease, and a curved shirttail hem that lengthens your frame. Hidden buttons add a clean finish, while a box pleat at the back gives subtle structure. Available from 2XS up to 2XL, the fit is generous yet intentional—an ideal canvas for layering or standing alone. With its rolled cuffs and classic appeal, this is the piece you’ll reach for whether the day calls for denim or you’re dressing things up with sleek trousers. Ann Taylor Weekend captures that effortless polish—no fuss, all style.
Ann Taylor Floral Mixed Media Top in Winter White Sizes: 2XS – XL Buy Now
The Ann Taylor Floral Mixed Media Top in Winter White checks every box for that crisp yet feminine winter update. Its fluid woven front drapes with a single, swooping pleat—subtle but striking—while a soft knit back gives extra comfort and movement (no more stiff, shapeless blouses). The V-neck flatters without revealing too much, a detail echoed in those long blouson sleeves with delicate button cuffs—just the right touch of drama for layering under blazers or wearing solo. A shirttail hem lets you tuck or wear loose over jeans or tailored trousers. And with sizes from 2XS to XL now marked down 40%, this is your go-ahead to add a signature piece before it sells out.
Hey there! I’m Danille from Beautiful Over 40ish, and I’m so glad you’re here! Got a moment? Let’s jump into some styling magic. Forget the skim and stay for the sparkle. If you’re all about classy and timeless looks, you’re in for a treat. Love what you see? We’ve got loads more where that came from. Visit our site to refresh your look with tips that keep you polished and chic. It’s a treasure trove you’ll want to explore! https://beautifulover40ish.com
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