Dressing to Feel Youthful and Stylish After 50

Dressing to Feel Youthful and Stylish After 50


My goal is never to look younger than my age, but I often want to feel youthful. Hip. Remember the word hip? When I was younger, hip and cool described feeling up-to-the-minute and current. If you’re from my generation, you know what I mean. I promise not to use the word groovy in this post 🙂

Welcome to this week’s Hit Your Style Sweet Spot, my weekly collaboration with Pamela Lutrell from Over 50 Feeling 40!

Style Sweet Spot

Your Style Sweet Spot is when you know your appearance is sending the message you intend and feel confident you look your best. Last week Pam and I shared how we dressed for summer events. This week we’re dressing to feel youthful. (hip)


I never want to feel like mutton dressed as lamb. In my opinion that just looks sad. What I do like, is looking modern which helps me feel youthful. Here’s my Style Recipe™ for feeling youthful stylish after 50. Hint…it’s not wearing trends head to toe!
This Tahari Knit Jacket is streamlined and looks modern

I was thrilled to find this Striped, Knit Jacket from Tahari ASL. The tailoring is sleek; the thin stripes are fresh looking, and the zippers add detail at my waist. It’s tacked-back lapels add a contemporary feel. I’ve worn and loved Tahari for years. Their quality construction makes Tahari’s clothes, investment pieces to add to your wardrobe.


Clean lines and simple shapes feel youthful over 50


This Trouser Jean from Chico’s feels both retro and new after years of wearing slim legged ones. They’re just as comfortable and flattering as they were when I wore them in my twenties. What’s better than a dressed up jean!

Modern jewelry and clean lines help create a modern look for women over 50

I added the new block heeled shoe which is stable to walk on and very comfortable.

Classic tailoring in Tahari jacket

The waist seaming at the back of this Tahari ASL Jacket is very slimming!


This is how I hit my Style Sweet Spot to feel youthful in my clothes.

Pop over to check out the terrific clothes at Tahari ASL. They have terrific, updated classics that work seamlessly into your wardrobe.

Let’s see how Pam hits her Style Sweet Spot.


Have a great week and thanks for reading!


Tahari ASL Knit Jacket // Chico’s Trouser Jeans // WHBM Tank top // Tarita Cutout Sandal // French Kande Necklace // similar Hat //

xo Jennifer

Thank you to Tahari ASL for partnering on this post!

This post may contain affiliate links which won’t change your price but will share some commission.


  1. June 22, 2016 / 7:39 am

    That’s a great jacket. Such a nice balance between fitted and forgiving.

    Another word that works for this is modern. Modern, oddly, has come to mean up to the minute but not trendy per se!

    • Jennifer
      June 23, 2016 / 10:51 am

      I do love clothes that are forgiving:)

  2. Shelbee on the Edge
    June 21, 2016 / 6:21 pm

    You look super chic, gorgeous, current, hip, and nothing like mutton! I love this outfit with the wide leg denim and the tailored blazer. Just so flattering and gorgeous! I would love it if you linked up with me on Friday at my new On the Edge of the Week Link Up! The more fabulous ladies linked up, the more fabulous inspiration for us all! Well done!


    • Jennifer
      June 21, 2016 / 10:00 pm

      Thanks so much Shelbee! I adore this jacket, especially with a wide legged Jean.

  3. Stephanie Weaver, MPH, CWHC
    June 20, 2016 / 3:41 pm

    Such a great look and excellent tips as always.

    • Jennifer
      June 20, 2016 / 5:22 pm

      Thanks, Stephanie.

  4. Donna
    June 20, 2016 / 10:40 am

    I love the jacket, I feel the same way you look put together but not overdressed. just perfect. I would love to see the shoes because you said you could walk in them? I am having a hard time finding shoes that work, I love shoes…..hate that I am limited

    • Jennifer
      June 20, 2016 / 5:16 pm

      There’s a link at the bottom to the shoes. They have a block heel, that I had my cobbler shorten. Here’s the post on how it works. The heel adds a stability my 59 year old feet need 🙂

  5. June 20, 2016 / 9:27 am

    I love this look, Jennifer! It looks chic…and hip, but definitely not groovy(that’s a good thing) haha!

    • Jennifer
      June 20, 2016 / 5:13 pm

      LOL. I can proudly say I haven’t used the word groovy in longer than I can remember 🙂

  6. June 20, 2016 / 9:11 am

    Fabulous outfit! I love clothes that appear ‘ageless’. You’ve convinced me to give up my skinnies and go back to a more tailored look in jean!

    • Jennifer
      June 20, 2016 / 5:12 pm

      I’m loving the balance these flares give my silhouette! I think you’ll like them too Tamara.

  7. June 20, 2016 / 7:43 am

    You look groovy, no mutton in lamb clothes for you!I like the jacket and so many people are afraid of stripes but they work here beautifully!

    • Jennifer
      June 20, 2016 / 8:57 am

      Ah…a woman of my generation :). Groovy it is then! And the jacket is fabuous!

  8. June 20, 2016 / 7:12 am

    Thank you so much for bringing style to us. I found you while doing a search for fashion over 50. I’m 56 and have never tried to dress younger than my age. I’m trying to tweak my wardrobe to up my style and add some fresh looks. Thanks again!

    • Jennifer
      June 20, 2016 / 8:56 am

      Welcome Robin, I’m so glad you’re here! Tweaking our looks with fresh style is such a confidence builder!!

  9. June 20, 2016 / 6:45 am

    A great look and very practical pieces that can be used in multiple outfits. Thanks for the ideas.

    • Jennifer
      June 20, 2016 / 8:38 am

      That’s what I love about them too Shari..versatile, classic and practical!

  10. June 20, 2016 / 6:27 am

    Ok Miss NEVER could be mutton dressed as lamb 🙂 I have to chime in that as always he looks done eating and cool – – I’m focused on the cool as I swelter in the Austin heat – – but your offer all five and aura and demeanor is so energetic and youthful. More than anything that’s the first thing what comes to mind when I see a photo or read your name.

    • Jennifer
      June 20, 2016 / 8:37 am

      Thanks Carla! If you find me looking like mutton dressed as lamb, take me home and give me an ice cream cone 🙂

  11. Allison LeBlanc
    June 19, 2016 / 9:11 pm

    Hey, I think you DO look younger than your age! That’s a compliment. I thought you were closer to fifty than sixty! I don’t normally care for blogs that decree how women of any age should dress but you are so sweet and non-dictorial and present your ideas as pleasant suggestions. Your outfits always look timeless and sophisticated not stuffy and boring. Your comment about colouring hair is bang on! At 61 my naturally chocolate brown hair is only 20% gray. I have that 20% coloured about every 6 weeks ( it makes a huge difference when done professionally) At this time of my life I would look awful with gray hair but I have seen many lovely women who have embraced it.

    • Jennifer
      June 20, 2016 / 8:34 am

      Thank you so much, Allison! I turn 60 in August…which still surprises me. How did that happen so fast? 🙂 The gray hair issue is a hot button for many women. I believe we need to support other women’s choices! Thanks for sharing and reading.

  12. June 19, 2016 / 12:26 pm

    A great classic look but still modern. Your tips for achieving a style that suits oneself as well as contemporary are fabulous. I think that it is also important to be mindful of color and fabric.


    • Jennifer
      June 19, 2016 / 12:46 pm

      Thank you, Rena. Color and fabric are very important too, you’re right!

  13. Kristina
    June 19, 2016 / 10:20 am

    Fabulous outfit! You look radiant, comfortable and modern. I love the way you add on your vintage pieces to the newer styles.

    • Jennifer
      June 19, 2016 / 12:45 pm

      Thanks, Kristina!

  14. June 19, 2016 / 6:41 am

    Great look & great tips! I think it’s so important to update your wardrobe with a few key pieces each season. Personally, I think trends head to toe is usually not a good look on any age… 🙂

    Have a wonderful Sunday!

    Andrea’s Wellness Notes

    • Jennifer
      June 19, 2016 / 10:17 am

      I’m with you Andrea! Head to toe trend also gets expensive as the trends change. I like to add a dash of it here and there, but not overdo it.

  15. Carolyn
    June 19, 2016 / 5:43 am

    A few days ago my 14 year old granddaughter and I were talking about fashion and she said I was “trending”. I took it as a compliment.

    • Jennifer
      June 19, 2016 / 10:15 am

      You go Carolyn!! Your granddaughter sounds pretty cool!

  16. Tracey Y
    June 19, 2016 / 4:49 am

    Love the whole look! I think you nailed it! Susan Street turned me on to Chicos and their clothes hit the sweet spot for me consistently.

    • Jennifer
      June 19, 2016 / 10:14 am

      I love that Chico’s consistently carries styles to suit all women’s personal style recipe. You can be as classic, bohemian or romantic looking as you want when you shop at Chico’s!

    • Jennifer
      June 19, 2016 / 10:13 am

      Oh I love that…intelligent!! I always want to look intelligent. Thanks Pam 🙂

  17. Barbara Wilson
    June 19, 2016 / 4:20 am

    Agree with all of this. Flared jeans just look better on me. One thing most of us need to do after a certain age is get rid of the dyed hair. It’s aging and fooling no one. Particularly that chocolate brown……

    • Jennifer
      June 19, 2016 / 10:12 am

      Flared jeans are great in almost every silhouette. They help balance my broad shoulders here. What great about these is how high the rise is! The choice to color or not color your hair is so personal. Some women actually look better with gray hair, some don’t. It got to be about how the woman feels.

  18. Janey Swanson
    June 19, 2016 / 4:07 am

    Love the jacket. Gives you not only a youthful look but makes you look very put together …….without being over dressed.

    • Jennifer
      June 19, 2016 / 10:09 am

      I love that about it too Janey. Modern and polished, but still casual.

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