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What’s New At Eileen Fisher This Summer (And What’s Worth It)
For this Eileen Fisher summer 2026 try-on, I got to the store twice and loved almost everything. Nearly everything new ended up on my body, a few pieces ended up in my bag, and all of it is here so…
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Monday Musings: What Are You Talking Yourself Out Of
At this age, I don’t want getting dressed to become a long list of things I’ve ruled out. I want what I know to support me, not narrow me.
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Weekend Reading 06.06.26
Weekend reading is here with what readers loved most this week, highlights from some fun weekend sales, and what you may have missed.
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Cruise Wear for Women Over 50: What to Pack
I know many AWSL readers share my love for cruising because I am often asked to share what to pack for a cruise. I’ve learned a few new packing tricks since I have a few new cruises under my belt, so I’m
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How to Dress Confidently Over 60: A Guide to Modern, Ageless Style
True style confidence after 60 isn’t about size, age, or whatever trend is currently punishing us. It starts with understanding your current body, choosing clothes that work for your life, and making peace with the fact that your old jeans may have been living in the past.
discover the latest trends & more:
Spring Fashion

Hi there!
I’m JENNIFER
Welcome to A Well Styled Life. I’m Jennifer Connolly, a certified image consultant and personal style expert who has been helping women dress with confidence for over 25 years. Read more…

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behind the blog
Hi, I’m Jennifer
It should be a joy to get dressed but after 50, too many women find it a challenge. Modern fashion seems aimed at the young and it can be hard to find what works for your body and lifestyle.
I started this blog to help women navigate the current fashion and understand how to make it work for them. What worked in our 30’s just doesn’t cut it over 50. I provide actionable tips and style advice so you can embrace midlife knowing you look your best.
I’m a wife, mom, and grandmother who likes nothing more than to share ideas about fashion, beauty, and all things that can make life enjoyable at this age.



