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Weekly Wardrobe Wisdom newsletter cover for September 7, 2025 — featuring Styled for Success: Your Style Simplified, Fall Denim Guide, Wearing vs. Styling, Real Style for Real Life Week 4, Birthday Style Surprise sign-up, and Mix and Match wardrobe tips. Styled by Jenn fashion blog.

Weekly Wardrobe Wisdom September 7

September 23, 20254 min read
Styled by Jenn’s Weekly Wardrobe Wisdom cover, September 7, 2025 — Jenn pictured alongside the newsletter title and headings highlighting style tips and fall wardrobe guidance.

✨ Styled for Success Course

Turn your wardrobe into your confidence toolkit with my step-by-step style system — all at your own pace.


👉 Learn More About the Course

👗 Style Packages

Whether you need a closet edit, a shopping trip, or the full transformation, I’ve got a package to fit your style goals.


👉 Explore Style Packages


👖 Fall Denim Guide: Upgrade Your Look for the Season

This fall, it’s time to swap out your summer whites for richer tones that feel right at home in cooler weather. 🍂 Think dark wash, burgundy, gray, and black — colors that instantly elevate your outfits. And don’t forget about coated denim! It gives you the sleek look of leather with the comfort of your favorite jeans.

👉 Watch the Fall Denim Guide Video below

When you watch, don’t forget to click Like and subscribe so you never miss new style tips from Styled by Jenn! ✨


👗 Wearing vs. Styling: One Base, Endless Possibilities

The same base outfit — a black short-sleeve cardigan (top 3 buttons fastened) with sleek black G Gradual pants — takes on two completely different vibes depending on what you pair underneath.

  • Left: Leopard Print Look
    With a WHBM leopard print top, black Rothy flats, a brown stone necklace, and gold earrings, the outfit feels warm and polished.

  • Right: Black & White Chic
    With a WHBM black-and-white printed V-neck top, a black and clear stone necklace, silver earrings, and black heeled sandals, the look instantly elevates.

✨ Which look is your favorite? Just think of all the combinations you could create with the same base outfit — simply swap out the top underneath for a whole new style!

black short sleeve cardigan with leopard print top and black pants from White House Black Market and Rothy Flats

White House Black Market short sleeve black cardigan with white and black printed top and black pants with heeled sandals

👗 Real Style for Real Life: Week 4

Feeling Stylish Again—At Any Age or Stage

If you’ve ever felt like style is something you “used to have” or “don’t have time for anymore,” let me reassure you: style is never off the table. It evolves with you—and it’s always within reach.

Whether your body has changed, your lifestyle has shifted, or you’ve simply been focused on everything but your wardrobe, you can feel stylish again. It starts with one simple shift:

Give yourself permission to show up as your best self.

You don’t need to lose weight. You don’t need to be younger. You don’t need to wait for the perfect event. You just need a few well-fitting pieces, a little inspiration, and the belief that you deserve to feel amazing in what you wear.

👚 Style isn’t about perfection. It’s about feeling like you—at your best, wherever life takes you.

💛 If you’re ready to rediscover your style and feel confident in your clothes again, I’d love to help.
👉 Explore my style packages here

🧥 This wraps up the 4-week styling series!
From creating outfit formulas to rediscovering your confidence, I hope these weekly tips have inspired you to simplify your style and show up feeling your best—every single day.


🎂 Birthday Style Surprise!

Want a special style treat from me on your birthday? Make sure you’re signed up before your big day 🎉. It takes a few days for the system to process, so don’t wait — sign up today and your birthday surprise will arrive right on time! ✨

👉 Sign up here today!

Birthday Style Surprise blog graphic from Styled by Jenn — sign up to receive a special styling treat on your birthday. 🎂✨ Make sure you’re registered ahead of time so your surprise arrives right on time.

✨ Mix & Match: Making the Most of Your Wardrobe

Building a versatile wardrobe doesn’t mean owning more clothes — it’s about styling the pieces you already have in new ways. These two examples show just how far a single item can go:

  • One Top, Four Outfits
    A sunny yellow tee transforms effortlessly when styled with different bottoms and accessories. From laid-back shorts to polished pants or jeans, each look feels fresh while still grounded in the same foundation.

  • One Pant, Three Outfits
    Navy G Gradual pants pair with a red cardigan, a striped knit, or that same yellow tee for three totally different vibes. Casual, classic, or colorful — all with the same base pant.

👉 The takeaway? With a little creativity, one top or one pant can multiply into a week’s worth of outfits. Mix, match, and let the small details (like accessories and shoes) do the heavy lifting.

Yellow Tommy Hilfiger V-neck tee styled 4 different ways — versatile outfit ideas showing how to mix and match one top for multiple looks. Styled by Jenn fashion blog.

Navy G Gradual pants styled 3 different ways — versatile outfit ideas showing how to dress up or keep it casual with one pair of pants. Styled by Jenn fashion blog.

Styled for Success courseFall denim guide 2025wearing vs styling outfitsreal style for real lifebirthday style suprisemix and match wardrobe tipscloset confidence
blog author image

Jennifer Whitacre

Jennifer Whitacre is the CEO and Personal Stylist at Styled by Jenn, LLC.

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