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 Vanessa (at) awellstyledlife.com

You can learn more about what I offer and how we can work together here.






  1. Diane
    November 29, 2020 / 9:04 am

    Ms. Connelly,
    I am 61, 5’3 a d have lost 110 lbs with 8-21 lbs to go (depending on the ht/at chart the dr uses). I have to attend a funeral later this week and need new clothes. Would you have any suggestions? Shopping/dressing rooms are not my favorite thing but I am willing to try.
    Thank you.

    • Jennifer
      November 29, 2020 / 9:49 am

      Hi Diane. Congratulations on your weight loss! I’m sorry you need a funeral outfit.
      Since you’d still like to lose a few more, I would suggest an a-line shaped sweater dress. J Crew loft makes some very reasonably priced ones. Talbots has some lovely ones also and they’re on sale. Dark tights and dark sweater dress will make for a very versatile outfit. It needn’t be black, just dark. Deep brown, navy or charcoal grey are all perfectly acceptable at funerals these days.
      Buy to fit your shoulders and you can belt it in later.
      The other alternative is a skirt which is more flexible than pants.

  2. Jan
    November 17, 2020 / 7:49 am

    Can’t wait to start learning new tricks. I am 80 years young. I like new tricks. I model on the side and get many idea from that. Thanks

    • Jennifer
      November 17, 2020 / 7:23 pm

      That’s very exciting. Welcome, Jan

  3. Noela Dickinson
    November 15, 2020 / 10:51 pm

    I too have baby fine, poker straight hair and at 73 it’s thinned quite a bit. After years of having a Bob I opted for a shag. And it works. I live in Southern California’s high desert where it’s super casual. I only dress up for church. It would be nice to add that missing something to my everyday clothes.
    Looking forward to learning from you.

    • Jennifer
      November 16, 2020 / 4:31 pm

      Welcome, Noela. Shags work surprisingly well with fine hair.

  4. LaJuanda Williams
    October 7, 2020 / 6:09 am

    I am glad I found you this morning ,love what I see !

  5. Barbara
    August 30, 2020 / 10:36 am

    May I subscribe to your blog? Thank you.

    • Jennifer
      August 30, 2020 / 11:28 am

      Hi Barbara,
      We’d love to have you join us. The link is at the bottom of the post.

  6. Ellie
    July 8, 2020 / 5:37 am

    Can I subscribe to your blog?

  7. Marcia Buczek
    July 2, 2020 / 1:01 pm

    I love your posts… I will be turning 70 in October, YIKES I have a hard time saying that age…..anyway I am hoping that most of your ideas will still be good for a lady of my age!

    • Jennifer
      July 3, 2020 / 1:10 pm

      Of course they are! Many of us are there or older:) Welcome!

  8. Bonnie Boyer
    June 10, 2020 / 7:35 am

    I love your very positive postings which help us over 70 also. Thanks for all your great tips which I enjoy so much.

    • Jennifer
      June 10, 2020 / 3:26 pm

      Thanks for joining us here, Bonnie!

  9. Marilyn Z
    March 2, 2020 / 1:03 pm

    Would like to sign up for your blog


  10. Dee
    January 31, 2020 / 6:56 am

    I’m 66 years old and have just bought my first pair of denim jeans! I know, I know, a little strange. Always worn smart clothes for the office etc. but am hopeless with the more casual look. So looking for inspiration

    • Jennifer
      January 31, 2020 / 12:29 pm

      My life is pretty casual so I hope I can inspire.

  11. Nancy
    July 7, 2019 / 7:52 am

    I would like to find places to shop that carry more unique styles than one would find in department stores. I’m five hours from any large cities, but would gladly fly to an area that had some interesting shops. I’m over 80 and wear size 16 pants if that info helps.

    • July 7, 2019 / 8:33 am

      What country are you in Nancy? Are you looking for creative clothes that may have a slight boho vibe? I can direct you to some fun online boutiques.

  12. Patsy
    September 13, 2018 / 5:09 pm

    I can’t tell you how much I appreciate the style advice you provide on your blog. I have been looking for a fashion magazine that provides real style for mature women with out paying couture prices without success. I never thought to look for a blog. Two years ago I wore a two piece bathing suit on a Mediterranean cruise because all the European women were wearing bikinis and I wanted to fit in. FYI, I thought everyone my age looked pretty bad. This year I wanted to know what would actually look GOOD and fit in with the European beach set. I Googled “flattering swimsuits to wear in the Mediterranean for women over 60” and your blog popped up. I’m letting the right color blocking, spandex, and an underwire do all the work. Thank you for this service.

    • September 14, 2018 / 8:37 am

      Welcome Patsy, I’m so happy you’re here. It is a shame that fashion magazines have abandoned our demographic! I have long lamented the demise of fashion magazines for mature women but find most info available online.

  13. September 5, 2018 / 11:24 am

    Jennifer I have following your blog for a couple years of more. I have followed many of your tips & also purchased items you showed on your Dressing Rood Dairies (which I love). However the BEST tip from you is your recommendation to read The Address, The Masterpiece, etc.. I have read 2 of the three and LOVE them. The stories are interesting, vivid in the descriptions of early New York & styles of the era. Thank you Thank you.

    • September 5, 2018 / 11:26 am

      My pleasure! I can’t wait until she writes another one.

  14. Karen
    August 24, 2018 / 9:53 am

    Regarding your criteria list for where to retire, our active adult community in Mesquite NV (Sun City Mesquite) meets most of them. Yes, it gets hot in July-August, but that’s 2 months of adverse weather rather than 6! And, luck you, your travel trailer can furnish the relief from desert heat for those few weeks you need it. San Diego is 5 hours away (barring traffic slowdowns.) There are multitudes of active things to do nearby, indoors and outside. Cultural opportunities abound. The local hospital is small, but proximity to St. George UT and the Intermountain network works well. Many medical specialties have office hours in Mesquite clinics. The ED is staffed by the same contracted Emergency Medicine specialists as Las Vegas’s and St. George’s facilities. As an RN, I knew what to look for in emergency triage policies for the conditions more commonly affecting our age group, such as heart attacks and strokes.
    Lower crime rates go along with the small-town life such as ours.
    Having done hospital discharge planning professionally, I’ve recognized that many retired folks find they have to relocate again, closer to family, once they have greater need for family support and can’t take advantage of the active amenities anymore. It may be unavoidable, so I figure meantime it’s ok to land in a community that has more of what you’re looking for, apart from closeness to caregivers, for whatever are your active years.

  15. Caroline McGrath
    November 17, 2017 / 7:44 am

    Hello Jennifer,

    Do you provide personal styling services to individuals?

  16. Susan Bartlett
    January 4, 2017 / 11:05 am

    Hi Jennifer! I’ve been reading and loving your blog for several months and look forward to your daily advice and inspiration.
    Looking back at one of your blogs, I see you were just about 50 miles south of where I live in Astoria on the Oregon coast! I love the weather here, but as you know, it’s no where near tropical. Which brings me to the question I hope you can help with.
    My niece is getting married in April in the Virgin Islands on the beach. I have no idea about what to wear, (other than a huge hat) much less where to shop for anything. I’m 66, 5’8″ and have all the usual extra pounds and jiggly bits of middle age that I need to hide. I have a few maxi dresses, but need to wear a cami underneath as they’re cut so low. This makes them way to hot and my arms are still exposed to all that hot sun.
    Do you have any advice on what fabrics and styles to wear that are chic, fashionable and cool and where to buy them? I have long legs and usually buy tall sizes, when I can find them. Maybe a flowy top and capris would be better than a dress? Help! I need to find my style sweet spot!
    Thanks so much for considering my question. I love that you are such a chic and fashionable granny and such a fashion role model for the rest of us!
    Susan ????

    • Jennifer
      January 4, 2017 / 12:30 pm

      Hi Susan,
      It will be hot and humid. The wedding sounds casual so I would look for a cotton maxi or 3/4 length dress with a higher neckline that has 3/4 sleeves. Cami’s can be sticky hot. If you can only find sleeveless, then I would get a lightweight (cotton) wrap or sweater for your shoulders and arms. The trick is to wear natural fibers that don’t cling and allow air flow. A flowy top and capri’s could be cute and you could wear flat sandals. I find dresses coolest in humid weather. Linen, cotton, bamboo thin silk are all great choices. I hope this helps. Good luck!

  17. Jennifer
    April 28, 2016 / 7:58 am

    This sounds fun! I’m not sure we will get all the way to Seattle but I’ll have a look for future trips. I love discovering new blogs!

  18. Sue Kekwick
    November 12, 2015 / 12:22 pm

    Can I please subscribe to your blog?

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