Layering with a Shirt Dress + Charming Charlie Giveaway

October 10, 2017

GAP Denim girlfriend shirtdress

Here we go again: I was all excited about donning my fall gear, but the weather is being weird. Luckily as a self-professed the master of transitional dressing, I’m all about wearing a piece of clothing different ways, and sometimes even in ways that’s not its intended use. When I got the denim shirt dress, I was expecting to wear it paired with tights, boots and maybe even a cute over-sized cropped sweater layered on top. I will eventually do this later, but it is not yet cold enough for that. So for now I’m wearing the shirt dress as a sort of light jacket, layered on top of crop tops and a breezy pleated skirt. In the event that the temperature dips enough for me to feel a bit chilly, I can always button up. Gosh I just love the versatility of an over-sized shirt dress.

Read on to see more of this outfit and my top favorite over-sized shirt dress picks. Oh and spoiler alert: there’s also a Charming Charlie giveaway at the end of this blog!

GAP Denim girlfriend shirtdress

GAP Denim girlfriend shirtdress

GAP Denim girlfriend shirtdress

GAP Denim girlfriend shirtdress

GAP Denim girlfriend shirtdress

Outfit combo: denim girlfriend shirtdress from Gap, ribbed cropped vest top from Topshop, pleated mid skirt from Gap, sandals, faux-leather drawstring bag from Old Navy, faux-leather slide sandals for women from Old Navy, austin earrings from Charming Charlie.

Here are some my other picks of over-sized shirt dresses that may also strike your fancy:

Now time for the best part of this blog post: the giveaway! One lucky winner will get themselves a $50 gift card to buy whatever their heart pleases, including the super gorgeous Austin earrings that’s featured on this blog.
All task entry below is optional; do as many as you like. The more entry you complete, the higher your chances are to win.

a Rafflecopter giveaway

Not so little fine prints:

  • No purchase necessary. A purchase does not improve your chance of winning. Void where prohibited.
  • Entrant must be 18 years old as of sweepstakes start date and a legal resident of the 50 United States and the District of Columbia as of start date.
  • Sweepstakes begins Friday, June 2, 2017, at 12:00 a.m. EST, and closes on Saturday, June 17, 2017, at 12:00 a.m. EST.
  • Each entrant selected as a potential winner must comply with all terms and conditions set forth in these Official Rules, and winning is contingent upon fulfilling all such requirements. Winners will be selected by random drawing. If a potential winner cannot be contacted within fourteen (14) days after the first attempt to contact such potential winner, an alternate entrant will be selected in his or her place from all entries received.

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  • Liv October 10, 2017 at 4:39 pm

    Love how you styled this dress. Totally going to copy you ;)


  • Stephanie October 10, 2017 at 4:42 pm

    I’m really into this look, girlfriend! The oversized chambray button-up over your crop and skirt is such a genius layering technique! I’ll have to try it out sometime!

  • Rosie October 10, 2017 at 5:01 pm

    I so love looking around Charming Charlie! I’d love to have the WINTER PLAID WEEKENDER TOTE!!!

  • Rosie Areola (Heather) October 10, 2017 at 6:42 pm

    I like the Mari Saddle Handle Crossbody bag.

  • Zoe October 10, 2017 at 8:56 pm

    I love this outfit!!! I’m a little self conscious with crop tops but pairing it with a skirt like this is SO cute!

  • Ashley Perez October 10, 2017 at 9:33 pm

    I would buy a few scarves! I love their scarves! Soooo stylish :)

  • Kim Pincombe-Cole October 10, 2017 at 10:07 pm

    Charming Charlie has some great new fall arrivals. I love the ‘SEINE CHOKER COLLAR SWEATER’ and the ‘FRINGE TASSEL HOOP EARRINGS’ !

  • KV October 10, 2017 at 11:35 pm

    I like the rose glitter satin heels.

  • Kimmy Ripley October 11, 2017 at 9:42 am

    Omg omg I love Charming Charlie! It is one of my favorite stores to shop at. I am in love with the CARRI RIBBED TOP. I would also get the BELLE & BUMBLE MERMAID & UNICORN TEE. Thanks so much for the chance to win a gift card for this store. It’s so much fun!

  • sandra October 11, 2017 at 3:53 pm

    I will probably buy some necklaces with the gift card. My kids yank on my necklaces or pull on them and I have hardly anything left to wear!

  • Molly October 12, 2017 at 8:14 am

    What a fab idea! I love these layers. I seriously need to get some new fall accessories!

  • Maggie October 12, 2017 at 8:18 am

    Definitely love how you layered this! The dress over the skirt is so chic!

  • Dominique October 12, 2017 at 8:49 am

    You look adorable! Love how you styled this! It has been a weird fall, hasn’t it!

  • Laura || Walking in Memphis in High Heels October 12, 2017 at 10:16 am

    I really love this outfit! It’s so cute, and love how you styled it!

  • Laura Leigh October 12, 2017 at 6:22 pm

    Girl I am obsessed with this look! I LOVE how you styled that shirt dress.

    xo Laura Leigh

  • Krista October 12, 2017 at 7:28 pm

    I’d get my sister the weekender tote bag for her birthday

  • Ashley October 12, 2017 at 9:36 pm

    So gorgeous!! I love that pleated skirt!

  • Megan October 12, 2017 at 11:55 pm

    Absolutely love this look on you!! That skirt is gorg!

    xo megan

  • Elle October 13, 2017 at 2:30 am

    I like the coffee a latte hoodie.

  • Nataly October 13, 2017 at 8:15 am

    I love this outfit babe! That skirt is so pretty!

  • Margret October 13, 2017 at 8:57 am

    Love how you styled this denim dress!!

  • LuxMommy October 13, 2017 at 9:09 am

    Love this look!

  • Taylor Mobley October 13, 2017 at 12:06 pm

    This outfit is absolutely adorable. I would have never paired the skirt with that denim button up but it looked amazing!!

  • Alina October 14, 2017 at 2:24 pm

    I’d love to get the HARLYN STATEMENT NECKLACE SET.

  • Carolsue October 15, 2017 at 1:57 am

    I think I would get the Geometric Cutout Booties

  • Sean October 15, 2017 at 10:37 am


  • Stafford October 15, 2017 at 11:49 am

    I’d love to get the GIRL POWER top and ELLSEY CLUSTER DROP EARRINGS.

  • Marilyn Nawara October 15, 2017 at 1:36 pm

    I would get the MAJA BRAID KNIT CARDIGAN – super cute!

  • Azanique October 15, 2017 at 7:59 pm

    I love this outfit babe! Your skirt is so gorgeous.

    -xo, Azanique |

  • Sarah K Tripp October 15, 2017 at 10:12 pm

    I love how you styled this! So chic and creative

  • Thomas Falkenstedt October 16, 2017 at 6:02 pm

    Hah, I feel you there as our weather has been really bipolar all year long really. All of a sudden we’re having July temperatures and we’re in mid-October, so I don’t know what to think (or wear) really… As for your giveaway I’m sure there’s going to be one really happy winner! :)
    Thomas xx

  • Life of a Sister October 16, 2017 at 6:58 pm

    I have never thought of this…but I love it!

  • Steph October 16, 2017 at 11:17 pm

    I am in love with the way you’ve layered this! It looks amazing.

    @trendyinindy ||

  • Michelle J. October 20, 2017 at 1:07 am

    I would choose the Love Heathered Sleep Dress!

  • Cheryl B October 20, 2017 at 6:37 am


  • Susan Christy October 22, 2017 at 1:46 pm

    I would get the VIKTORIA BOW TOTE

  • meredith October 22, 2017 at 7:45 pm

    They have cute handbags and so I would likely get one!

  • Caroline B October 22, 2017 at 9:26 pm

    I love the Corsa Floral Knit Dress!

  • Chrissy October 24, 2017 at 7:23 pm

    I would love to get the Maree T-Back Dress!

  • Natalie October 25, 2017 at 4:14 pm

    I would use the gift card to buy a choker and earrings! I just got a new cartilage piercing in my ear.

  • Bea Alexandra October 27, 2017 at 10:59 pm

    I would love to get a couple necklaces.