Meet Jennifer Connolly

Welcome to A Well Styled Life. I’m so happy you’re here.

meet fashion blogger Jennifer Connolly of A Well Styled Life

I’m Jennifer Connolly, a retired personal stylist and image consultant who has a passion to help women dress with confidence.

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.


Join Me

I’m proud of the community of women we’ve created here who come to learn, share ideas,  and support each other. I hope you’ll subscribe to my newsletter (it’s free) and join us here on a regular basis.



For media and partnership inquiries, please email Jennifer (at) awellstyledlife.com






  1. jan st amant
    August 30, 2021 / 7:39 am


    • Jennifer
      August 30, 2021 / 8:01 am

      Congratulations, Jan!! That’s fabulous

  2. Louise Donevan
    August 17, 2021 / 6:34 pm

    Hi Jennifer,

    I have just found your blog on leggings, jeggings and tunic tops, and think you look great! I am 67 years old, 5′ 5″ tall, and 160 lbs. I am struggling with my wardrobe, as I now look pregnant ( perhaps due to my recent diagnosis of diverticulosis, and/or a gluten sensitivity ). Your blog has given me good ideas already. Thank you!


    • Jennifer
      August 17, 2021 / 9:48 pm

      I’m sorry you’re struggling with that. I suspect you may benefit by wearing a column of color with a longer outer piece to elongate your look. A dark under color and lighter over color offers lots of fleibility.

  3. Elizabeth Smith
    August 15, 2021 / 12:01 pm

    Jennifer, I’ve followed your blog for quite awhile and have gotten so many ideas on fashion, skin care, and color selections. You have an amazing eye for choosing stylish clothing. I watched or should I say, tried to watch your live discussion with 2 other bloggers regarding what makes us look older. I hope this isn’t out of line, but one speaker totally dominated the discussion and interrupted constantly. I realize you had a bad WiFi connection but I felt you were being ignored and treated rudely.
    I needed to say this and didn’t know where to post it so hope you will see it and know how much your opinion counts!

  4. Sarah
    August 14, 2021 / 10:33 am

    Hi, What would you wear to your 50 HS reunion in late Sept, in PA. Size 16. Thanks.

    • Jennifer
      August 16, 2021 / 8:38 pm

      It would depend on the venue, but I would be sure to dress one step up nicer than I thought everyone else would wear. Choose a flattering color near your face, be sure to wear accessories, and make sure to have a layer to remove or add depending on humidity and temperature fluctuations. If it was me, I would opt for simple dark pants, a crisp white shirt, scarf, and nice jewelry then have a cardigan or blazer

  5. Karol Partridge
    July 25, 2021 / 2:12 pm

    Please tell me where you found the open front pale blue cardigan featured in this posting. It is right on the money for my wardrobe and lifestyle. Great stuff! Keep it up Jennifer. KKP

    • Jennifer
      July 26, 2021 / 8:52 am

      This is a linen dress from last year, sorry it’s sold out.

  6. Diane
    June 3, 2021 / 8:54 am

    Hello Jennifer, I have been following your blog for a few years and I have learned so much from you. I am seeking your advise in helping me pick out an outfit for a portrait with my family. It’s my 70th birthday this month and the portrait will be of my two children, five grandchildren (toddlers), and my husband. I live in the Palm Springs area and our picture will be up in Lake Arrowhead where we are all staying for three days. I cannot figure out what to wear. It’s driving me crazy….Do you do personal work? I am petite, 5’1″ weight 140 and wear cool colors. Would love your help if you do that .

  7. Ellen
    May 28, 2021 / 1:45 pm

    Hi Jennifer,
    I love your blog, thank you for all you do!
    I was here today searching for a jacket that you posted perhaps in early spring? It was hip length, casual, maybe mushroom or dark taupe color, fabric appeared soft possibly faux suede, perhaps gathered back and cutaway in front, sleeves worn pushed up to elbow. Seems it might have been from Nordstrom.
    Sound familiar? Is there any way you recall and can perhaps provide a link?
    Thanks for any help!

  8. Linda White
    May 23, 2021 / 2:55 pm

    Hi Jennifer! I just ran across you talking about leggings for women over 50. I am way over 50 but like to dress more like a 50 year old than someone in my 70s. I agree with you on what to wear and what not to wear with leggings. I’ve signed up with you and will be looking forward to your ideas on style for us youngish ladies.

    • Jennifer
      May 24, 2021 / 11:51 am


      • Meisie
        May 24, 2021 / 7:56 pm

        Hi Jennifer I am a 57 year old who love fashion and dressing up. You are really an inspiration. Thank you so much. MM

  9. Monika Boch
    May 11, 2021 / 1:18 pm

    Hi Jennifer

    I am always interested in what styles to wear for older women in there 60’s. I love fashion, but sometimes I am not sure if it will look good, as your body changes over the years. Looking for tips on if you have tummy issues, how to dress and other body shapes if you are a Pear, Apple, Straight, Spoon, Hourglass, rectangle, inverted triangle.
    Maybe do a segment on the different body shapes and ideas on what to wear.

    Looking forward to your site and ideas.


    • Jennifer
      May 11, 2021 / 4:19 pm

      Welcome, Monika.

  10. Allou
    May 2, 2021 / 9:43 am

    I followed your online color analysis, but was unable to search or find your post on conclusions about the experience. I would love to read it as I’m very interested in what you have to say about it.

    Thank You,


  11. Lori
    April 30, 2021 / 6:22 pm

    I stumbled upon your site and I love it!! I live fashion and am 48. I try to have fun and am always looking for ideas!

    Thank you!


    • Jennifer
      April 30, 2021 / 9:19 pm

      Welcome, Lori

  12. Rebecca
    April 28, 2021 / 11:37 am

    I would like to join your group. Where do I sign up?

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