As I approach my late 20s, I’ve found myself in the midst of a full-blown quarter-life fashion crisis nearly every time I attempt to piece together an outfit. If I were to open up my closet (don’t worry, I won’t), you’d be greeted by a chaotic mix of pants that no longer fit or have fallen out of style, Goodwill blouses that I optimistically thought I could “make work” (spoiler: I couldn’t), and a variety of dresses that range from too sheer to too matronly—perfect for a themed slumber party, but not much else.
Finding the balance between staying stylish and avoiding overly trendy pieces has been trickier than expected as I step into this next chapter of adulthood. I’ve realized I need quality pieces that not only fit and wear well but will also outlast the ever-changing micro-trends I tend to get swept up in. After countless hours of searching for investment-worthy staples, I’ve found myself returning to Ralph Lauren time after time. Below are the pieces I’m eyeing for this fall—all of which will stand the test of time. And yes, our fashion editor approved.
Oversize End-on-End Shirt
This oversized cotton shirt is perfect for those days when you want to look put together without actually having to be put together. The relaxed fit gives it a borrowed-from-the-boys feel without being slouchy or sloppy. It’s the kind of shirt you’ll end up throwing over (or under!) just about everything.
Cable-Knit Cashmere Sweater
If I had to live in one sweater this season, it would be this cashmere cable-knit. It’s soft, cozy, and has that perfect, slightly oversized fit that you can dress up or down. Style it with tailored trousers for work or layer it under a blazer with denim for a casual, effortlessly cool look.
10+ colors available
Cashmere Mockneck Sweater
I’m all about pieces that are equal parts comfy and chic, and this cashmere mockneck sweater checks allll the boxes. The mockneck gives it a sleek, modern feel, while the cashmere fabric makes it cozy enough for chilly fall days.
2 colors available
Straight Leg Trousers
These straight-leg trousers are the perfect example of classic tailoring with a modern silhouette. With a flattering high waist and timeless pleat detailing, they’re versatile enough to take you from the office to happy hour. Pair them with a crisp blouse for work or dress them down with a sweater and loafers for a chic weekend look.
3 colors available
Satin Midi Skirt
This satin skirt is a staple piece that I know I’ll get endless use of year-round. I’d style it with a chunky knit sweater and knee-high boots for an effortless day look, or dress it up with a matching silky cami and heels for a night out.
2 colors available
Crinkled Satin Gown
For those moments when you need a standout piece, this crinkled satin gown is a showstopper. The rich dark brown color is perfect for fall weddings and holiday parties, and the unique crinkled texture gives it a cool-girl edge. It’s elegant and interesting without feeling too trendy, making it your new go-to event dress.
2 colors available
Croc-Embossed Leather Belt
If I’ve learned one style tip in my 20s (from our fashion editor, Maddie), it’s that a good belt can totally transform an outfit. And this croc-embossed leather belt does just that. It’s the perfect accessory to cinch a flowy dress, or you can wear it with jeans and a tucked-in blouse for a more polished look.
Twill Trench Coat
Every girl needs a good trench, and this double-breasted version is the one. It’s the perfect option for those in-between fall days when you need something light, impact-making. Whether pairing it with crisp denim and loafers or sweatpants and a hoodie, it just takes every outfit to the next level.
Cropped Utility Jacket
This cropped brown utility jacket is Ralph Lauren’s take on the classic chore jacket, and it’s about to become my whole personality. Made from a sturdy cotton-blend twill, it’s structured but still lightweight enough to throw over everything from a fitted turtleneck to an oversized button-up.
Leather Bomber Jacket
This burnished leather bomber is a must if you’re looking to add a little edge to your fall wardrobe. Made from 100 percent lambskin leather, it has that perfect worn-in look that just gets better with age. Whether you’re pairing it with a feminine dress or slouchy jeans and sneakers, this jacket will have you feeling like a total badass.
Herringbone Coat
This herringbone coat gives off “I’ve got my life together” vibes in a cool, dark academia way. I’m obsessed with how Ralph Lauren has styled it with a Canadian tuxedo and loafers, but you can also throw it over a slip dress for date night or a blouse and trousers for work. The best part? It’s one of those sturdy pieces that’ll only get better with age.
Suede Slingback Heels
These suede slingbacks are such a vibe. The sleek pointed toe and soft suede material give them that ‘I’m too cool to try’ energy. Wear them with distressed jeans and a chunky knit sweater or take it up a notch with a leather mini skirt and an oversized blazer for a night out. They’re the perfect mix of effortless and elevated—without feeling like you’re trying too hard.
Crocodile-Embossed Leather Loafer
Loafers have never not been in, but I’m currently swapping my go-to chunky, platform pair for these sleek crocodile-embossed ones. They’re the perfect mix of classic and cool, making them ideal for both the office and model-off-duty looks. Made with high-quality leather and a wearable almond-toe shape, I know I’ll be slipping these on for years to come.
2 colors available
Large Suede Shoulder Bag
I’m a sucker for a good suede bag, and this one made me swoon. It’s roomy enough for all your daily essentials but still looks sleek and fashionable. Whether you’re running errands in loungewear or heading to dinner, this bag pulls it all together. Plus, suede always adds a luxurious touch to any outfit.
2 colors available
Large Leather Tote
If you’re on the hunt for a bag that can carry everything (and I mean everything), this leather tote is it. It’s large, structured, and perfect for both work and play. I love how it’s big enough to be your personal item while traveling but stylish enough to wear to dinner once you arrive. This is the kind of bag that will take you from point A to B—without ever feeling out of place.
3 colors available
ABOUT THE AUTHOR
Paige Cushman, Branded Content Editor
From small community newspapers to country music marketing, Paige has found the most fulfillment in finding and sharing the uniquely human stories that compel an audience. As a Branded Content Editor at The Everygirl, she is able to combine her excitement about women’s issues and pop culture with her editorial skills to create quality content for our brand partners.
This post is sponsored by Ralph Lauren, but all of the opinions within are those of The Everygirl editorial board.