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How I Really Dressed for My Day Lately

June 16, 2023

Happy Friday! At the end of each week I like to share my real life outfits. It keeps me accountable to getting “dressed for my day.” And it provides you a glimpse at how I’m putting my wardrobe to work for me. Usually I share day by day outfits, but this week I have a couple of outfits from before vacation, two from my trip to Maine and others that I wore just this week.

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How This Works

These are my real life outfits from my own closet. Many of these things are available, but some may not be. When I can locate one quickly I’ll share substitutes and/or more economical options. But if I don’t provide one and you’d like for me to, just ask.

I try to focus on how I styled things and why I wore what I wore rather than product details here. But if you need to know more about a piece, just ask in the comments. Let’s run through this week’s spring outfits.

What I Wore a Few Weeks Ago

I got this simple linen skirt in from Eileen Fisher before vacation and decided to give it a whirl. I wore this outfit to a nail appointment and to run a few errands the day before leaving on vacation.

Linen Skirt // White Tank // Cardigan // Similar Sandals // Necklace // Bracelet (gifted) // Earrings (gifted)

I love this soft, monochromatic combination. It just feels and looks so fresh, to me. The skirt, like most Eileen Fisher clothing, runs a little large. I’m wearing a small very comfortably. It has an elasticized waistband and side pockets.

What I Wore to My Styling Appointment

This entry is out of order, but no big deal. You may have seen my recent blog post about my Style by Appointment with Talbots. I showed this outfit there, too. But this is indeed what I really wore that entire day. I love my Talbots travel pants…even when I’m not traveling.

Going into Talbots for my Style by Appointment
Striped Shirt // Black Pants // Hoop Earrings // Black Purse // Sandals

I’ll definitely be wearing those travel pants on my trip to London in mid August.

What I Wore On My First Travel Day to Maine

I’m not sharing everything I wore on my vacation. As I mentioned in yesterday’s blog post ( and you all were so kind in your comments!), I really needed to disconnect from work for those two weeks. So I didn’t have James take outfit photos, other than one day when we both were just feeling fine about it. And I didn’t take “how I really dressed for my day” photos either. Trust me, I had to force myself to not take those!

But I do have this one photo of what I wore for our first day of travel, and it’s definitely worth sharing. I love this little dress for a road trip.

travel dress
Dress // Sandals // Hoop Earrings // Rattan Satchel

I just carried that Rattan Satchel and the straw market tote I showed in yesterday’s post on my trip. And that worked out beautifully for me. It was actually nice having a very limited wardrobe for our vacation. But I came home ready to wear “all the things” again. Ha!

What I Wore on

Just in case you didn’t see yesterday’s blog post, here’s the one outfit we photographed while on our vacation. It had been rainy cold for most of our stay in Maine, so I was so thankful for a sunny, mild day to wear these linen pants, tank and jacket.

Me at Asticou Garden
Linen Wide Leg Pants // Ruffle Square Neck Top // Linen Jacket // Straw Tote // Sneakers // Floppy Hat // Floral Earrings

I actually wore these navy sandals part of the day with this outfit, too. But my white leather sneakers were perfect for exploring the azalea garden, especially since it had been raining a lot.

What I Wore on Tuesday

The linen pants and jacket above were the only linen I took on my coastal vacation. So when I got home I was raring to wear more! In fact, I’d already set aside this outfit to wear on the day after I returned, and sure enough, I was so happy to put it on. I love the way the two shades of blue and cobblestone brown play together in this combo.

Linen Lantern Pant (other colors more available) // Denim Blue Linen Button Up (old, color no longer available) // Similar Sweater Tank // Miller Cloud Sandals // Earrings

I shared about how I care for my linen in this previous blog post. I mainly just worked at home on this day, but we did get out to return our rental car and have lunch.

What I Wore on Wednesday

And Wednesday I was still feeling the linen! I wore my J.Jill cropped linen pants in white and this blue and white striped peasant linen top from Talbots. I love the combination of blue and white for summer.

Talbots Linen Top // Linen White Pants // Sandals // Necklace

By the way, both the top and pants I’m wearing above run large. I sized down to a small in the pants, but I’m wearing a medium in the top because they didn’t have a small in the store that day. But it’s quite roomy.

What I Wore Wednesday Night

Wednesday night I was ready to change into something a little more comfortable for lounging on the sofa with James. So I wore these stone washed cropped joggers and a v-neck tee, both from Athleta.

Athleta Straight Pant // V-Neck Tee // Similar Black Sandals

While I dress fairly comfortably for my work days. I love having soft clothes like these on hand to change into for the evenings. They feel soft and cozy, but still look coordinated. In case you don’t already know this about me, I have a real personal aversion to not matching. Ha!

What I Wore Yesterday

Thursday I got back into the saddle with my Coffee with Kay Instagram Lives. I show up on Instagram live every Thursday at 3 p.m. Eastern time. I shared some simple but impactful summer tops yesterday and you can see it here on Instagram. So I took advantage of the “screen time” to compel me to dress up a little.

Sweater Tank // Floral Skirt // Miller Cloud Sandals // Earrings // Bag // Bracelet

I also wore this sweater tank and skirt combo to the mall for a couple of hours beforehand. So comfy, but also very pretty!

So that’s a wrap! If you’d like to follow my lead and keep yourself accountable to getting “dressed for you day,” I suggest you join my private Facebook Group. It’s such a fun group filled with wonderful women, mostly over 50, who want to look their best every day. I drop in occasionally, but mostly the posts are from women like you who have taken mirror selfies of their everyday outfits. Everyone is very supportive and gracious. And we carefully vet the group. In fact, you MUST answer the entry questions to be permitted into the group. Join us!

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Blessed for My Day

Were you taught that you should never call anyone a fool? Well, it certainly isn’t gracious or smart to call someone a fool to their face. And we may need to refrain from referring to someone as a fool when speaking of him or her, too. But the Bible actually teaches us the definition of a fool so that we can identify foolish people and interact with them accordingly. 

A thorough reading of the book of Proverbs will help you to understand the character of a fool. Among other things, a fool doesn’t acknowledge God and despises wisdom and instruction. If you know that you have a fool in your life, the book of Proverbs will also teach you how to respond to them. Bottom line? Don’t argue with a fool. You’ll never get anywhere. Instead, draw firm boundaries and keep your heart safe from the fool’s words and actions.

Do not speak to be heard by a fool,
For he will despise the wisdom of your words. ~ Proverbs 23:9

xoxo, Kay
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11 thoughts on “How I Really Dressed for My Day Lately

  1. I was raised by my grandparents, and my stay-at-home grandmother got dressed every day, even if it was just in a housecoat – she still managed to look put together. And she always got dressed and looked nice, and got us dressed nice, when we left the house, even if it was just to go to the grocery store. What fascinated me about your blog when I first came upon it was your simple idea of encouraging women to get dressed each day. I came upon it during Covid, when getting dressed each day seemed pointless, when in fact, it was as important as ever! And now I stay for all the good input you offer on style and other related things. That summer dress and the satchel are really cute! I get so much style inspiration from you. You truly help me be inspired to get dressed for my day! 🙂

    1. Thanks so much for sharing the lovely memory about your grandmother. And thank you for those kind words. I’m so glad that you find value here. That means a lot to me. I truly value my readers and viewers, and you all are so kind and encouraging.

  2. Everything looks very nice, but that first outfit with the Eileen Fisher skirt and then that lavender sweater are knockouts!

    I didn’t respond yesterday because I didn’t want to say the wrong thing (a talent of mine), but I’ve thought a lot about what you shared.

    When we worked from home during COVID, I realized many things about my approach to my job, the stress of it, and my coworker relationships. I made interior changes and drew some new boundaries. I’m much happier now and enjoy my job so much more in my 19th year. I hope you can experience the same happy effects of making some changes. There are many of us who truly value you.

    1. Thank you so much. I pretty much know the boundaries I need to have – more to do with my getting on my work apps and such during “off hours” than anything else – but I admit that I struggle keeping them. So I’m really working on that. And I’ve put into place some new habits that I’ve done very well with this week. Im exercising FIRST thing in the mornings now, and that’s helping a lot. And I’m taking more breaks during the day – stepping away from work completely. I do think working from home, running my own business and doing something that I really love all contribute to making it hard to have that desirable work/life balance. But im working on it! 🥰

  3. Good morning Kay! I really enjoy your blog. This post was really up my alley for comfort. I have a concern that I haven’t done much of, but since I’m retired I go with my church group on little excursions. I am a member of a quilting group and we are going to the mountains in Virginia on a fabric shopping trip. What in the world would you wear? The weather will be in the 70’s and low 80’s. If it were just me and my husband, I would wear shorts. (I am 73 and most of the women in my church wear long dresses and skirts to church. I do wear dresses and skirts but you can see my legs. Which they look pretty good for an old lady. I was very athletic in school and my younger years. I am only 5′). Anyway, there will be a lot of walking. What do you think?
    Thank you, Linda🌹

    1. How fun! I would probably just wear some simple skirts, dresses and/or cropped length cotton or linen pants. You can wear good walking sandals or even sneakers like I did in yesterdays blog post. A lightweight linen jacket would be great to take along for air conditioned spaces and cool mornings or evenings. Have a blast!

  4. Happy Friday Kay, you look beautiful as ever . I love your Style and your Inspirational posts and videos . I look forward to receiving your emails in my inbox . ❤️

  5. Loved all of your outfits!
    However, when I click on that beautiful floral skirt (i will definitely buy it if I can find in my size) the high neck sleeveless sweater comes up. No matter what I do I cannot get to the skirt! Is anyone else having that problem? And Kay, can you possibly fix that? Thanks so much! Blessings!