Petite Challenges

Happy Tuesday, ladies. I am back today with another collaborative post with a few blogger friends. We decided it would be fun to challenge ourselves to style something we each thought we would never, ever wear.

Last month, Cindy Hattersley and I styled eyelet here …which was a first and last for me. As cute as some of the looks were, the eyelet is just not my style. I don’t feel confident wearing it, and that’s an important criteria for me.

This month, Cindy from Cindy Hattersley Design and I are joined by my friend Susan, who writes une femme d”uncertain age. I’m sure most of you follow Susan, but if you don’t, you are in for a treat. It was surprisingly easy for us to agree on which garment to style. We are all petite, and none of us wear caftans. I’ve long admired the look of caftans on other women, so game on!

jennifer connolly wearing emerson fry caftan

Caftans make great bathing suit coverups, but I seldom go to the beach or pool, so I bought mine to stay cool in the beastly heat we get during the summer. This one is from Emerson Fry who uses organic, hand-loomed fabrics focused around heirloom handprint and dye techniques that are part of India’s beautiful textile heritage.over 50 fashion blogger wearing enerson fry caftan

The challenge with a caftan is not having it make you look much larger than you really are. All three of us are petite so that posed an issue too. Most caftans are also made with printed fabric, which I seldom wear.

petite over 50 blogger jennifer connolly wearing blue caftan

When the temperatures go crazy here, nothing but loose cotton or linen will do. Even when I hide in the AC, I need loose, loose, and looser and took a chance on this one because I adored the color.

My husband is not used to seeing me in this shape so he kept saying, “couldn’t you belt it or something?”. I think that would defeat the whole airy and cool purpose so I just let it flow.Jennifer Connolly of A Well Styled Life wearing emerson fry caftan

Most caftans are made from very sheer or semi-sheer fabrics so you need a slip. I knew a polyester slip would defeat the whole purpose of wearing something cool so I ordered this cotton one. beautiful blue caftan on midlife blogger Jennifer Connolly

Was I able to prevent this caftan from making me look larger than I am? In a word, no. But when our temperatures are muggy and sweltering, there is nothing comfier than a light cotton caftan.

No one in my family thought this caftan was flattering on me, including me. But here’s the thing… I feel confident wearing it and it has a distinctive purpose so I will happily wear it all summer.
jennifer Connolly wearing emerson fry caftan

Now, let’s go over and see what Susan wears her caftan. I have a feeling she will knock it out of the park. Then come back so you go over to see how Cindy styles hers.

Do you love caftans? Do they evoke and stylish age when women dressed to impress and drama was the name of the game?

Be well, be kind, and wear what makes you feel confident.


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  1. Jena
    June 17, 2020 / 10:11 am

    I love this caftan, and the colors are very becoming on you. I am also a petite, and my suggestion is to hem this about 3 or 4 inches to slightly above or at the knee. Remember, this cut was likely designed for a women 3 or 4 inches taller than you are. I think your family would like it better on you if it was a little shorter. Otherwise I think the cut is really nice on you.

  2. Penny L. Luckenbaugh
    June 16, 2020 / 3:27 pm

    I love this- color(my favorite) , vertical stripe lines and v neck- perfect. I am going straight to the website.
    That shade of blue is flattering to all skin tones, I would guess.

  3. Juliet
    June 16, 2020 / 3:09 pm

    Love your Emerson Frye caftan … I’d wear it! Being 5’4 I too am hesitant to go the caftan route. I love the look and appreciate its forgiving nature … especially after three months in quarantine (ahem … baking, cooking, eating). Bring on the caftans! xo

  4. Deborah
    June 16, 2020 / 2:39 pm

    The color and print of this caftan are very nice on you, but what I’m really drawn to is that necklace! Can you please tell us where you got it?

    • Jennifer
      June 16, 2020 / 3:43 pm

      My necklace is from Julie Miles Love. I hope to have a post up soon.

      • Deborah
        June 17, 2020 / 2:29 am


  5. Linda Root
    June 16, 2020 / 2:35 pm

    Caftans REALLY make sense in the heat. You look nice in the blue caftan! I have found nothing cooler or more comfortable. I wear mine at home, it is a nice change from pants. They are a nice vacay addition for beach, lounging or as a robe substitute.

    • Jennifer
      June 16, 2020 / 3:37 pm

      I love how they feel so will be on the lookout for other ones. They really are perfect for at home.

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