Casual And Easy From Talbots

Happy Friday ladies. My love affair with summer skirts and dresses continues… I have a very casual look today that is really versatile. Each piece is interchangeable which gives you lots of options.

This post is sponsored by Talbots and ShopStyle.

Casual outfit with denim jacket and cotton skirt from Talbots on Jennifer Connolly

This Cotton Canvas A-line Skirt from Talbots has a classic navy and white geometric print that looks fresh for summer. I love that it’s lined because as I shared here, it’s my preferred way to go in the heat. I love that Talbots lining stretches with the skirt. Some brands use non-stretch lining with a stretch garment which defeats the whole purpose of a stretchy skirt!

I am wearing an 8 petite which fits perfectly so as usual for Talbots, it runs true to size. If I wanted a bit more length I could easily wear the regular, and I would size down to the 6. I can also see this skirt dressed up with my white linen blazer and a pair of closed espadrilles for anything other than running around the suburbs.

More cotton skirts

whote tee and cotton skirt from Talbots on Jennifer Connolly of A Well Styled Life

I’m wearing it with this summer’s go-to white tee shirt which you’ve seen me wear a lot. I’m not a fan of sheer white tees, so I love that this one is opaque yet thin enough to keep me cool.denim jacket and blue cotton skirt on Jennifer Connolly


I topped this with a denim jacket that’s a year-round staple in mine and many women’s wardrobes. This one has a totally classic shape and is in Talbots’ newest Vintage wash. I’m seeing a lot of lighter washes this summer which feels fresh and modern to me after so many years of dark wash.

I’m wearing a medium jacket in the regular. I considered the petite large, but I have long arms so even though I seldom wear them down, I like the extra bit of sleeve length it gives me.

More denim jackets

over 50 blogger wearing Talbots denim jacket and geo print skirt

Round handbags are such a fun look but they seldom hold much. This Circle Straw Crossbody Bag is fairly deep so it will hold all my stuff…including my sunglass case! The removable shoulder strap is a white and ink colored that coordinates with my skirt.

Jennifer Connolly styling casual outfit with denim jacket from Talbots

These sandals come in white or this Havana Tan. My matchy-matchy self would have ordinarily chosen the white, but I decided to branch out and I quite like the look. They look great with lots of my neutrals and have a more sophisticated feel to me than white.

Jennifer Connolly wearign Talbots cotton skirt and denim jacket


white tee and cotton skirt on Jennifer Connolly

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Are you a fan of mixing and matching?

Thanks for reading and remember to wear what makes you feel confident.

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


  1. Francesca B.
    July 17, 2020 / 9:46 am

    Love this outfit on you Jennifer! I have just bought some great deals from Talbots lately and I did not see this skirt so I will have to go back! Its just a great easy summer look and thanks for the sizing advice as I did not know that about getting a longer lenght choosing a medium as mostly I am a 8P. That’s the only thing that would make me pause is the length. Happy weekend 🙂

  2. Diane Mandt
    July 17, 2020 / 9:36 am

    Wonderful, “put together” look. Easy to accomplish, even for those of us in remedial fashion sense. Enjoy the week-end and cherish the time!

  3. Julie Traxler
    July 17, 2020 / 9:32 am

    You look great in this outfit ! I would love to try the skirt on in long (not sure if Talbots has longs or talls). I have long legs, and often shorts or skirts can be too short for me. I love everything you have on. It is appropriately young.

  4. Cindy
    July 17, 2020 / 9:03 am

    Love the entire outfit…..you look great!! It’s young, fresh and age appropriate all at the same time. Thanks for the great post.

  5. Linda Henderson
    July 17, 2020 / 8:47 am

    You are looking good! Like the Talbots choices.

  6. Deb
    July 17, 2020 / 8:33 am

    I agree with all the comments – the skirt is very flattering. As a big Talbots fan, I’m eagerly awaiting new arrivals but suspect it will be awhile. Retailers don’t seem to be offering new selections as frequently these days.

  7. Dawn
    July 17, 2020 / 8:31 am

    Fabulous Jennifer!

  8. Elizabeth
    July 17, 2020 / 8:26 am

    I love this outfit and jean jackets can be worn over anything and they never seem to go out of style..Looks great on you and that crossbody is to die for..

  9. Sandy
    July 17, 2020 / 7:37 am

    I love everything about this outfit.

  10. Barb from Canada
    July 17, 2020 / 7:32 am

    Looks fantastic on you, Jennifer. Exactly what I do wear on a fairly regular basis. Thanks for the inspiration and what is perfect the skirt can be dressed up easily.

    • Jennifer
      July 17, 2020 / 7:36 am

      I love it with my white linen blazer too. Now if I only had an event to wear it to 😮

  11. Joanna
    July 17, 2020 / 7:23 am

    Love it! It’s cute! It’s fresh! That little skirt could easily be dressed up for the office or even a dinner date. Just add a silk blouse, heels and a clutch. A very versatile little skirt, indeed.

    • Jennifer
      July 17, 2020 / 7:36 am

      I agree. It so wearable. One if those staples you could pull out again and again.

  12. LindaR
    July 17, 2020 / 7:19 am

    This is a timeless and ageless look that women of any size could wear. Blessings to you and your family, Jennifer.

  13. Gloria
    July 17, 2020 / 7:11 am

    The skirt and denim jacket outfit look stunning on you! Perfect proportions, I think. Outfit makes you look 10 years younger – in a good way! A winner!

    • Valorie
      July 17, 2020 / 9:45 am


  14. Judy miller
    July 17, 2020 / 7:01 am

    You hit it out of the ballpark on this one!

  15. Rose
    July 17, 2020 / 6:48 am

    Love this outfit! The skirt looks great on you. I feel the same way about white tees, really hard to find the perfect one. I’m trying not to be so matchy matchy also.

    • Jennifer
      July 17, 2020 / 7:38 am

      Matchy matchy is so easy for me to do but it feels more modern when I break things up.

  16. jmp
    July 17, 2020 / 6:09 am

    Such a cute outfit! Just love the skirt! As per your suggestion earlier, I purchased the white v-neck tee from Talbots. I love it! It’s my go to and I just purchased another one in turquoise. I am a big fan of mix and match. Before I retired from teaching, I mixed and matched everyday. Your ideas are the best! Thanks

  17. Darla G.
    July 17, 2020 / 5:48 am

    Love the entire outfit! Your haircut and color looks beautiful!❤💐

    • Jennifer
      July 17, 2020 / 7:39 am

      Thank you so much Darla!

  18. beth byrd
    July 17, 2020 / 5:45 am

    This is one of your best looks! It’s both casual and stylish!

    Thanks for the info on the white t-shirt. It’s difficult to find one that isn’t sheer.

    • Jennifer
      July 17, 2020 / 7:42 am

      Thank you so much. I looked and tried many before I found this tee. It’s great!!

  19. Jan
    July 17, 2020 / 5:22 am

    A big “yes” to mixing and matching and also to keeping the total look simple. By that I mean, you did not over accessorize. YOU shine in all these photo shots! I must say that despite all the physical and emotional stress you have been living through, you look amazing!
    I love all the pieces you put together today and “wow”, what an affordable price on that skirt!
    I think the key to your successful look today is to “not try too hard”.
    How cute is your hair! Love the length and movement, all adds to a more natural look.
    We are in the heat, big time! Stay cool and have a great weekend!

    • Jennifer
      July 17, 2020 / 7:45 am

      Thank you so much Jan. It does feel like life has been throwing hard balls at my family and I lately.
      Staying hopeful isn’t easy but I find dressing everyday and taking the time to do my hair and makeup gives me a boost of confidence to face the day.

  20. Karen
    July 17, 2020 / 5:06 am

    You look amazing here! The skirt is a great length, your glasses and hairstyle are really nice, and the color of the sandals lends a great feel vs a dressier white sandal. You look ageless…..meaning anyone of any age could wear this outfit. Is it comfy for you? I’d love to see you in more of these styles.

    • Jennifer
      July 17, 2020 / 7:48 am

      It is very, very comfy! I’m tempted to get a few of their other patterns. It’s funny, but I seldom wear patterns yet I am finding some geometric ones are fun for me. Never say never:) xx

  21. Gloria
    July 17, 2020 / 4:57 am

    Love, love, love this outfit! This is me to a t! Love mix and matching separates. I am tall so it works best for me. Also you can do so much with it!
    Also very youthful without trying too hard. You look great!

    • Jennifer
      July 17, 2020 / 7:49 am

      Thank you so much Gloria

  22. Deb
    July 17, 2020 / 4:56 am

    Love this outfit! Agree with swapping navy shirt & white jacket for another look. I’m all about trying to get 3 looks from each piece I purchase . This makes putting together a travel wardrobe much easier!

    • Jennifer
      July 17, 2020 / 7:50 am

      So true! It’s a great way to think of each piece.

  23. Yvonne
    July 17, 2020 / 4:49 am

    That is such an adorable outfit!
    I’m predominantly match-matchy unless I’m adding my handbag as an accent colour – red or royal blue usually. And I love the round handbags – I have one in black straw one that I use all summer. I did have to get a smaller wallet to fit inside though and switch my sunglasses to ones that fit in a cloth case, but that’s a small price to pay for feeling stylish LOL.
    Have a great weekend Jennifer.

    • Jennifer
      July 17, 2020 / 7:51 am

      I hope you have a great weekend too Yvonne!

  24. Paulette Levy
    July 17, 2020 / 4:47 am

    A great look for summer and into fall as weather permits! Love it! It’s so versatile. Could wear with the navy V neck tee and white Jean jacket too! Or yellow!
    Very cute!

    • Jennifer
      July 17, 2020 / 7:52 am

      Yes! Yellow or red would be awesome with this. Thanks Paulette

  25. Bea
    July 17, 2020 / 4:45 am

    This outfit is a winner on you, Jennifer! It’s youthful but polished & interesting too. I need to buy a jeans jacket! Can’t believe the sales at Talbots right now.

    • Jennifer
      July 17, 2020 / 7:54 am

      I now have 3 denim jackets from Talbots and love each one. It’s a great staple to toss over many things. I love it over a cotton maxi dress too. I agree the prices are insanely good right now!

  26. Cynthia Brown
    July 17, 2020 / 4:34 am

    You crushed it with this outfit, Jennifer. Just looks so good on you! I get great ideas from you that I can shop from my closet. Of course I also get get ideas that I just shop for 😉

  27. MaryK
    July 17, 2020 / 4:33 am

    I was eyeing that skirt yesterday. I just might buy it now. It looks so nice on you. The combination of jean jacket, tshirt and skirt was my office preCovid summer uniform. Hopefully, we get back to it next Summer…

    • Jennifer
      July 17, 2020 / 8:04 am

      It’s such an amazing price too. Here’s hoping life returns to our new normal pretty soon.

  28. Linda R Gaertner
    July 17, 2020 / 4:24 am

    I think this is a perfect summer outfit. Casual but classy at the same time.

  29. Leslie
    July 17, 2020 / 4:16 am

    I really love this outfit on you Jennifer!! It’s so easy breezy summer. I think the darker sandal really elongates your legs and brings this look together. I have all these items in my closest except for the skirt and think it will be a new purchase😉

    • Jennifer
      July 17, 2020 / 8:06 am

      It does, much more than white sandals.

  30. Beverly
    July 17, 2020 / 4:11 am

    In love with this outfit! Looks so fun to wear.

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