Feeling like your wardrobe isn’t quite hitting the mark lately? You’re not alone. For many of us, midlife brings changes—not just in our bodies but in our priorities and, often, our sense of style. It’s all too easy to feel stuck or unsure how to evolve our look in a way that still feels authentic.
But here’s the truth—we can absolutely step into this new chapter looking and feeling fabulous. In our book, The Selfish Season, we explore how revisiting and refining your wardrobe can help you present the best version of yourself. It’s not about keeping up with trends but about creating a style that feels confident, intentional, and uniquely you. To get you started, we’ve put together 11 ways to upgrade your style and take your look from “frumpty” to fabulous.
1. Clean Out Your Closet
First things first—time for a closet detox. If something no longer fits, isn’t all that flattering, or hasn’t been worn in years, it’s time to part ways with it. We always say, “Make room for what serves the person you are today.” A curated wardrobe beats an overstuffed one every time—it makes getting dressed stress-free and ensures that every option makes you feel amazing.
When we declutter, these are the three questions we keep in mind:
Does this fit my current body?
Does this reflect the person I want to be right now?
Would I buy this again today?
If the answer to any of those is no, it’s time to say goodbye. Detoxing your wardrobe is a fresh start—and one you deserve.
2. Invest in Quality over Quantity
Fast fashion might feel tempting, but there’s something empowering about investing in yourself. Instead of filling your closet with quick buys, we recommend focusing on quality pieces that will last for years. Think versatile staples like a tailored blazer, premium denim, and timeless accessories. These essentials not only elevate your look but also speak to the thoughtfulness and intention you bring to this chapter of your life.
3. Discover Your Best Colors
Have you thought about how certain colors completely transform your look—and your mood? Finding your ideal color palette is a game-changer. Whether you’re drawn to earthy tones or jewel shades, sticking to colors that make you glow can simplify styling and make every outfit look intentional. Jen loves wearing mostly black with accents of ballet pink. Babe tends to wear head to toe off-white (or cream or winter white or barley.) Find a colour scheme you love!
We always recommend starting with neutral basics, then layering in pops of your favorite accent hues. And don’t stress about getting it “perfect.” Experimenting with shades can be fun! Over time, you’ll notice which ones bring out your best.
4. Tailor What You Love
Nothing elevates an outfit more than the perfect fit. Even the most stunning piece can lack impact if it doesn’t fit your body well. That’s why we’re always saying, “Find a good tailor and don’t look back.” A few small adjustments—a hem here, a nip there—can completely transform your wardrobe. If you’ve got a blazer with sleeves that are a little too long or a dress that feels a bit boxy, tailoring can make all the difference.
5. Use Accessories Wisely
Accessories are your secret weapons. They turn a solid “okay” outfit into something amazing with minimal effort. A statement bag, a pair of gold hoops, or a killer belt? They pack way more punch than you’d expect. For us, accessories are where we love to play—because they’re often the easiest (and most affordable) way to breathe new life into your look.
6. Choose Shoes That Feel as Good as They Look
Gone are the days of suffering through uncomfortable shoes just for the sake of fashion. We believe style and comfort should always go hand-in-hand—and luckily, there are plenty of chic options to make that happen. Good sneakers (White leather always works), ballet flats, and boots are some of our go-to choices. They’re stylish, practical, and still so on point.
7. Rethink Your Beauty Routine
While you’re upgrading your wardrobe, why not take a fresh look at your beauty routine too? Midlife often comes with skin changes, and evolving your approach to skincare and makeup can make a big difference. We’re big advocates of light, flattering makeup—a bold lip or well-groomed brows can work wonders. And as for skincare? Tools like ZIIP or Omnilux, as well as collagen-boosting treatments, are some of our personal favorites for maintaining a healthy glow.
8. Simplify Your Morning Routine
Creating a streamlined style ritual in the morning can set the tone for your entire day. We know how easy it is to get overwhelmed with choices. That’s why having a small collection of go-to wardrobe staples is so empowering. They take the guesswork out of getting dressed. Pair that with a short journaling or meditation session, and you’re stepping into the day feeling centered and stylish.
9. Don’t Underestimate Tailored Pieces
Tailored pieces like blazers, pencil skirts, or trousers are classics for a reason—they’re universally flattering, and they exude confidence. If you’re hesitant about going too “formal,” try incorporating tailored pieces in small ways. Pair an elegant blazer with jeans or loafers for a balanced, modern look. It’s all about mixing structure with ease to find a style that feels effortless and comfortable.
10. Curate Your Inspiration
Social media can be a fantastic tool for style inspiration—if we use it wisely. Instead of following influencers that leave you feeling “not enough,” curate a feed that truly inspires and uplifts you. Follow people who reflect your values, lifestyle, and stage in life. And don’t overlook Pinterest! It’s one of our favorite platforms for mapping out a vision for your personal style.
11. Confidence is Everything
This might be the most important tip of all. You can have the most fabulous outfit, but it won’t shine unless you match it with confidence. Confidence is what carries a look—it’s what makes people stop and say, “Wow.” Hold your head high, stand tall, and step into every room like you belong there (because you absolutely do). Confidence is magnetic, and it transforms not just how others see you, but how you feel about yourself.
Start Loving the Reflection in the Mirror
One thing we stress in The Selfish Season is that how you show up for yourself matters. Your midlife style isn’t about keeping up or blending in—it’s about choosing to step into your most fabulous self.
If you’re not sure where to start, that’s okay. Clean out your closet, find one great piece in a color you love, or splurge on a new accessory. Small, intentional changes can spark something big. We’re cheering you on every step of the way, and if you’re looking for more guidance and support, you can always turn to our online community. Here’s to a confident, stylish, and empowered you!
We are introducing a fun new feature on Fridays where we show you peeks from our wardrobe. Jen has just gone through a major closet downsizing but Babe has closets to pour through and would love your help in choosing what’s in and what’s out so jump on over to Instagram to help get style inspiration and tell us what you love us to wear!
For style support and community, hop on over to our Selfish Sorority, a free community for midlife women.
