
Struggling with fall fashion over 50? Then this post is for you! I’m sharing five surprising pieces I’m leaving behind and the chic alternatives I’m wearing instead, from updated jackets and flattering tops to sleek sneakers and modern denim. You don’t need a whole new wardrobe to give your outfits a more current feel; a few thoughtful changes can make the pieces you already own feel new again.
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SHOP LOOK 1:
Puff-Sleeve Jackets: Try a Bomber Instead
Puff-sleeve jackets can make a fall outfit feel dated, so I’m reaching for a bomber jacket instead. I love the teal color of this Loft one, and its slightly oversized shape feels relaxed without overwhelming the outfit. The smooth satin skirt and fitted bodysuit balance the jacket beautifully, and I love that I can wear this look to brunch, church, or dinner. I’m wearing an XS in the jacket, bodysuit, and skirt.

BOMBER JACKET (XS) // BODYSUIT (XS) // JEANS (24) // SIM HEELS // SIM HANDBAG
SHOP LOOK 2:
Micro Mini Bags: Choose a Small or Medium Bag
Micro mini handbags can look dated and often don’t fit the essentials I want with me. I’m carrying a small zebra-print bag that fits my phone, wallet, keys, and lipstick. I love the bold print and how it adds personality to this burgundy-and-denim outfit. I’m wearing an XS in the jacket and bodysuit and a size 00 in the jeans.

HALTER TOP (XS) // FADED BLACK JEANS (24) // HEELS // SIM HANDBAG // BELT
SHOP LOOK 3:
Cold-Shoulder Tops: Wear a Halter Instead
Cold-shoulder tops feel dated to me, so I’m choosing a halter neckline for a fresh, tastefully sexy look. I love the soft gray color and the ruching on this top. Paired with dark bootcut jeans, it’s an easy outfit for date night or a girls’ night out. I’m wearing an XS in the top and a size 24 in the jeans.

BOMBER JACKET (XS) // TOP (XS) // JEANS (24) // SNEAKERS // HANDBAG
SHOP LOOK 4:
Chunky Dad Sneakers: Try a Slim Retro Sneaker
Chunky dad sneakers can make a casual outfit feel less current, so I’m wearing a slimmer retro sneaker instead. I love the chocolate brown suede trim and how easy these are to style. They look so chic with wide-leg jeans, a simple ivory top, and a brown faux-leather bomber—an easy casual outfit I’d wear for errands or lunch. I’m wearing an XS in the jacket and top and a size 24 regular in the jeans.
LEATHER BLAZER (XS) // TOP (XS) // JEANS (24) // SIM HEELS // HANDBAG
SHOP LOOK 5:
Distressed Jeans: Reach for a Dark Wash
I’m leaving overly distressed, ripped jeans behind because they can make an outfit feel dated. Dark-wash denim feels more current for fall fashion over 50 and is easy to dress up or down. I love the rich color of these $50 Quince jeans with a brown leather blazer, boat-neck top, and studded belt. I’m wearing a size 24 regular in the jeans and an XS in the blazer and top.
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My mission is to empower women to look and feel confident. I hope through the different looks I create that I am able to inspire YOU to express yourself in a way that makes YOU feel good – on the inside and on the out. If you wear what you love and what you feel your best in your confidence will shine through and that is the best accessory a woman can wear! Every woman deserves to look and feel like the best versions of themselves, no matter what their age!
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