Coffee Date Outfit for Women over 50

Coffee Date Outfit for Women over 50

I’ve got long distance girlfriends I wish I could meet for coffee. We talk on the phone, email, and text but it’s never as fun as meeting at a local coffee shop for laughs, catching up and people watching. What many people wear to the coffee shop is fun to see.

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 affordable fashion and this week we’re meeting a girlfriend for coffee.

A fashion and lifestyle blog for women over 50.


I’m in black and white again. A simple, chic, breezy casual look.

I picked up this long sleeveless vest at White House Black Market last week. It was marked way down. It doesn’t offer warmth but is that magical 3rd piece that slims my look and helps my outfit feel pulled together.


A fashion and lifestyle blog for women over 50

I chose my white NYDJ jeans and sheer Cynthia Ashby layering top from Artful Home. I wear a simple black tank under it for coverage. I love that it’s 3/4 sleeves help me look taller and show off my bracelets!

Fashion and lifestyle blog for women over 50

I found these wedges last week when I was shopping with my daughter. Yes, we shop a lot when she comes to visit. She’s the only woman I shop with! We always have a blast.

I love their neutral color for a change from my usual black, and they’re comfy for days when I’m not standing or running around.

A fashion and lifestyle blog for women over 50

A fun purse to sit on the table, cute shoes and simple jewelry. Not dressed up, but attention to detail that makes me feel polished. Here’s how I hit my Style Sweet Spot when I meet a girlfriend for coffee.


Now let’s go over and see how Pam hits her Style Sweet Spot.


The Mr. and I have packed our little camper and are leaving for Canada tomorrow. I’m excited to see my daughter and visit my brothers.


WHBM sleeveless striped duster //  Dolce Vita Lindsey wedge shoe //  NYDJ Clarisa jeans // Cynthia Ashby mesh layering T //



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


  1. Kelli Parisian
    July 21, 2016 / 5:47 pm

    Did I miss where you got the fabulous round purse? Love it!

    • Jennifer
      July 21, 2016 / 9:40 pm

      No, you didn’t miss the handbag details, Kelli. I bought it 25 years ago. It’s from Kate Spade and a keeper 🙂

  2. July 18, 2016 / 3:51 pm

    Great outfit, my friend. Naturally, the first thing I thought of while reading this was how much fun it would be to have coffee together. I think you and I fall into that category of phone chats and e-mails, and even a collaboration on a blog series I still get positive feedback on, but we’ve never had the pleasure of a real face-to-face tête à tête.

    Wouldn’t that be lovely? Perhaps, some day. How about aiming that camper in the direction of the east coast???

    Cheers, my friend,

    The French Touch

    • Jennifer
      July 18, 2016 / 4:07 pm

      Oh it would be so fun to meet!! Maybe one day soon!!
      Let’s catch up soon.

  3. July 18, 2016 / 2:13 pm

    You look great! Love the outfit!

  4. July 18, 2016 / 1:09 pm

    That is a great outfit Jennifer but only lacking that fab fedora you upstaged the Grand Canyon in.

    • Jennifer
      July 18, 2016 / 4:06 pm

      Thanks, GSL! I’ve just got an amazing new fedora that’ll be showing up here soon!

  5. July 18, 2016 / 7:05 am

    You look fabulous Jennifer. I long the long vest. So versatile!

    • Jennifer
      July 18, 2016 / 4:04 pm

      Thanks, Nancy!

  6. July 18, 2016 / 6:19 am

    I love the duster. It seems counterintuitive for we short girls to wear a long accent piece but it really works as you show!

    • Jennifer
      July 18, 2016 / 4:04 pm

      It does seem counterintuitive but I love dusters 🙂

  7. Margaret Powling
    July 18, 2016 / 2:05 am

    Love the outfit – but I’m not over 50 but over 70 … however, I’d wear this, it’s timeless and could be worn by a woman of any age. Love the wedge sandals, but I’m afraid I can no longer wear anything as high as that. I have to smile at magazines and blogs who recommend things for the “over 50s” as if that is old, har, har! Just wait until you’re over 70 and still want to look stylish but not like mutton dressed as lamb. I love the striped duster – I had my first duster in the late 1950s! It was was a loose swing coat in scarlet sailcloth, I just loved it, and I was only a teenager … but in the 1950s there weren’t ‘teenage’ fashions, one just stopped shopping in the children’s dept of a store and gravitated to the women’s dept! This is why young girls from, say, 15 or 16 onwards, in the 1950s tended to dress like their mothers!

  8. Linda L
    July 17, 2016 / 8:27 pm

    Cute outfit! That straw purse is perfect! Enjoy your trip!!

    • Jennifer
      July 17, 2016 / 9:15 pm

      The purse is an oldie, and a favorite,Linda. I do believe in holding on to fun accessories!

    • Jennifer
      July 17, 2016 / 9:14 pm

      Thanks! I’m looking forward to being back.

  9. Sue
    July 17, 2016 / 3:24 pm

    Love your blog. You always look great!! You were talking about your hair the other day, but in this post it looks pretty thick. Have you found a new product?

    • Jennifer
      July 17, 2016 / 5:34 pm

      Thanks Sue! Same products I wrote about before. The magic, I believe, is the Rogaine. I’m blessed that it’s working and I have 1″ hairs all over my head. Which adds tons of body.

  10. July 17, 2016 / 1:28 pm

    You are a cool, trendy woman on the go! Love the look and NYDJ are great! Perfect for coffee time!

    • Jennifer
      July 17, 2016 / 5:17 pm

      I hope to meet you for coffee soon, my friend!!

  11. July 17, 2016 / 12:34 pm

    Love this look, I’m always casual so a look like this is still polished but casual enough for running around. I think I need those shoes!!

    • Jennifer
      July 17, 2016 / 5:16 pm

      They’re really great shoes, Rosemond. A perfect color for you too!

  12. Suz
    July 17, 2016 / 9:38 am

    You look great, ready for coffee or anything a visit with girlfriends might bring. Have a lovely trip. Thank you another wonderful post!
    I still smile about “reading about knitting”. Today I may read about weeding….hehehehe.
    Suz from Vancouver

    • Jennifer
      July 17, 2016 / 11:21 am

      That works for me:). Thanks Suz! I’ll read about house cleaning next!

  13. July 17, 2016 / 9:15 am

    Love your clothes and easy tips every time

    • Jennifer
      July 17, 2016 / 11:19 am

      Thanks Brenda!

  14. Jayne
    July 17, 2016 / 6:14 am

    Do you feel the mesh top runs true to size or would you size up? You look great! Enjoy your trip to Canada.

    • Jennifer
      July 17, 2016 / 6:32 am

      Thanks! We hit the road in an hour! I’d size up Jayne. It’s a snug fit 🙂

  15. carolyn lassonde
    July 17, 2016 / 5:30 am

    I love your blog! I was wondering if you could include your daughter in your photos when you go shopping. I would like to see what she picks for her work outfits. It would be interesting to see both generations picking what works for them. I’m 60, so it’s not as if I want to wear what she’s wearing. I just think it would be interesting to see if she picks clothes that are similar to yours. Anyway, love your blog! Hope you keep it up!

    • Jennifer
      July 17, 2016 / 6:35 am

      Thanks for your kind words, Carolyn. I’ll ask my daughter. I did have some pictures of her from this last Dressing Room Diaries but didn’t think to include them.

  16. Creal
    July 17, 2016 / 4:51 am

    The wedges and pocketbook are fabulous! Where did you find them? People watching at the coffee shop is great fun. You look lovely and pulled together per usual!

    • Jennifer
      July 17, 2016 / 6:50 am

      The wedges are from Nordstrom, Creal, and there’s a link to them at the bottom of the post. I bought the handbag 25 years ago, so it’s not available.

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