Ralph Lauren White Button Down & Nike Crewneck Sweatshirt (similar here) –  similar layered button down and crewneck here (it’s on sale too!) / eShakti Grey Floral Skirt c/o (30% off until 10/16) / COACH Cross Body Purse / Target Oversized Watch / Bauble Bar Pearl Drop Earrings / Gold Frame Aviators (similar here) / Steve Madden Quilted Faux Leather Sneakers (on sale!)

Pencil skirts always intimidated me as something you could only wear to work – never on an easy day off. And the longing to create a look that could encompass both simplicity and comfort with a pencil skirt brings me here! I’ve been loving the look of “Peter Pan” collars for years, the femininity yet boy-meets-girl appeal when paired with a looser blouse or sweatshirt over the top is a combination that can’t be beaten in my book. I tried to keep this look on the more put together side of things for brunching and what not, but you could easily make this look even more wearable by switching the top out for a chunky sweater, the sneakers for your favorite gym kicks, and a baseball cap for that laid-back “cool girl” look. It’s crazy to think that a year ago all I thought you could could wear with a pencil skirt was a blazer, boy have I learned!


  1. Michelle October 14, 2014

    I love how you thought to layer an old sweatshirt with a fitted shirt like that. Soo cute!

  2. Sharon Pate October 14, 2014

    The skirt is pretty. I like that print a lot. Adding the sweatshirt really gives this look such a sporty feel.


    • Shelby Adelman October 15, 2014

      I have to admit, it’s the only way I wear sweatshirts now! I’m a sucker for the Peter Pan style collar!

  3. Sarah October 15, 2014

    I’m so glad you like pencil skirts now 🙂 Love your outfit!

    – Sarah 🙂

  4. Jocelin Leige October 15, 2014

    That’s a really great look. I would have never thought to pair this outfit the way you did. I love it!!

  5. Nicole Aguinaldo October 15, 2014

    What a gorgeous outfit! I love your bag and skirt especially 🙂 l

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