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Styled by Jenn Weekly Wardrobe Wisdom newsletter cover for October 5, 2025, featuring fall layering tips, five ways to wear leopard print jeans, Nashville outfit ideas, and Amazon fall sweaters and boots.

Be Fall Ready: Layering Tips, Leopard Jeans & Nashville Style Inspiration | Styled by Jenn

October 20, 20255 min read
Weekly Wardrobe Wisdom October 5 newsletter cover by Styled by Jenn featuring effortless fall layering, five ways to style leopard print jeans, Nashville outfit ideas, and cozy Amazon fall fashion finds.

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🐆 One Pair, Five Ways: The Leopard Print Jeans You’ll Actually Wear

Ever see leopard print jeans and think, “I love them, but I could never pull those off”?
That’s exactly why I created this video — to show you how one bold piece can actually be incredibly versatile.

In my latest styling session, I took one pair of Loft leopard print jeans and styled them five different ways:
✨ With a black cardigan for timeless polish
✨ With a white long-sleeve tee for a clean, classic look
✨ Layered with a black coated denim jacket for an edgy twist
✨ With a burgundy long-sleeve top for a pop of rich color
✨ And the burgundy top + coated jacket combo for a sleek, layered finish

Each outfit is styled with sandal heels and gold jewelry, proving that confidence really is the best accessory.

💡 Style tip: Bold prints don’t have to be intimidating — pair them with neutral basics and let your confidence do the talking.

🎥 Watch the Full Video Here Black Cardigan Video

🎥 Watch the Full Video White Long Sleeve Top

🎥 Watch the Full Video Here Burgundy Long Sleeve Top

Styled by Jenn outfit featuring a Loft white long-sleeve tee paired with leopard print jeans, gold accessories, and black heeled sandals — chic fall outfit inspiration for women.

Styled by Jenn outfit featuring a burgundy long-sleeve tee paired with leopard print jeans, gold accessories, and black heeled sandals — bold and stylish fall outfit inspiration for women.

Styled by Jenn outfit featuring a black coated denim jacket layered over a burgundy long-sleeve tee, paired with leopard print jeans, gold accessories, and black heeled sandals — chic fall layering inspiration for women.

🎸 Style on the Road: Nashville Edition!

I just got back from Nashville after attending the Tilt-Up Concrete Convention, and what a great trip it was! Between the sessions, dinners, and a night out on Broadway Street, I loved seeing how everyone brought their own sense of style to Music City. Of course, I couldn’t resist planning a few standout looks myself!

Here’s a peek at what I wore for the three-day event — from conference days to nights out on the town:

👚 Daytime Conference Style
During the day, comfort and confidence were key. I opted for easy, polished outfits that still looked put-together — a gray logo tee with red jeans, leopard print belt and white sneakers one day, and a gray logo tee with black G Gradual pants and black heeled sandals on another. Both were comfortable choices for walking between sessions and still stylish enough for networking and photos.

👢 Wednesday Night – “Dress in Your Nashville Best”
I kicked things off with a little sparkle in a bright blue shiny dolman top from WHBM, paired with blue jeans featuring rhinestone-embellished cuffs. A silver necklace and earrings added shine, and gray open-toe booties finished the look. It was the perfect blend of country glam and modern confidence.

🍽️ Thursday Night – Dinner Out with Friends
For dinner, I went with a mix of classic and trendy — a black Loft cardigan layered over a cream WHBM Formé cami and Loft leopard print jeans. I accessorized with gold jewelry and black heeled sandals, creating a polished but relaxed look that was effortless for an evening out.

🎶 Friday Night – Broadway Street Style
For a fun night out on Broadway, I brought the color with a burgundy ruffle-sleeve top (with front ruching), black coated denim jeans from WHBM, and silver accessories. I slipped into black heeled sandals to finish the outfit — stylish yet comfortable for walking, dancing, and soaking up the Nashville energy.

Style Takeaway: Whether you’re headed to a professional event or exploring a new city, pack outfits that make you feel confident, comfortable, and ready for anything. Style isn’t just about what you wear — it’s how you show up!

Styled by Jenn outfit featuring a WHBM blue top paired with WHBM embellished-cuff jeans and gray open-toe booties — polished casual look and spring-to-fall outfit inspiration for women.

Styled by Jenn outfit featuring a Loft black long-sleeve cardigan layered over a WHBM Forme top in cream, styled with gold necklace and earrings, Loft leopard print jeans, and black heeled sandals — elegant neutral fall outfit inspiration for women.

Styled by Jenn outfit featuring a WHBM satiny burgundy ruffle-sleeve top paired with WHBM black coated-denim jeans and black heeled sandals — sophisticated fall outfit inspiration for women.

🧦 Fashion Find of the Week: The Secret Sock Solution!

Let’s be honest — I’m not someone who loves wearing shoes without socks. But when I wore my open-toe booties Wednesday night in Nashville, I wanted something thicker than hose that wouldn’t show or slip.

Enter my new favorite Amazon find: open-toe socks!
They were soft, stayed perfectly in place all night, and worked beautifully with my open-toe booties.

It’s one of those small but game-changing fashion hacks — the kind that makes you think, “Why didn’t I get these sooner?” 👢✨

👉 Find them here: Freetoes Toeless Socks

📌 Disclosure: As an Amazon Associate, I earn from qualifying purchases — at no extra cost to you.

Styled by Jenn product feature showcasing Freetoes toeless socks from Amazon — comfortable open-toe socks perfect for pedicures, sandals, and cozy fall fashion styling.

🍁 Be Fall Ready with Boots & Sweaters

Fall is in the air — and it’s the perfect time to refresh your wardrobe with cozy sweaters and stylish boots! 🍂 From classic Uggs to sleek waterproof Chelsea boots, and soft knit sweaters to chic cardigans, these are the effortless staples that make any outfit feel put-together.

✨ I just ordered the Trendy Queen cardigan shown in the collage and can’t wait to try it on — I’ll be sharing my review soon!

✨ Whether you’re layering for a crisp morning or heading out for weekend errands, you’ll find all my favorite fall picks right on Amazon.

🛍️ Amazon Prime Big Deal Days are coming October 7–8, so it’s the perfect time to browse now and grab your favorites before the sale starts!

👉 Shop my Amazon Storefront here

👉 Shop these items shown below at Be Fall Ready

📌 As an Amazon Associate, I earn from qualifying purchases — at no extra cost to you.

Styled by Jenn Amazon fashion collage titled “Be Fall Ready,” featuring cozy fall sweaters, ankle boots, cardigans, and seasonal outfit essentials — affordable fall fashion inspiration for women.

fall layering tipsfall outfit ideasleopard print jeans outfitsNashville Outfit inspirationAmazon Fall Fashion FindsFall fashion for women
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Jennifer Whitacre

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

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