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3 Ways to Style a Shirtdress

A shirtdress is a closet staple, in my opinion. They are comfortable, can be dressed up or down, and be worn in a variety of ways. I have several in my closet but I just picked up this green striped shirtdress from H&M. I love it because it’s sooo affordable (under $35 and comes in multiple colors!). I styled it three different ways below but you could honestly style it many more ways!

Three Ways to Style a Shirtdress

Option 1: Casual with Flats or Sneakers

Los Angeles Blogger wearing H&M striped shirtdress, Vasic NY Bucket bag and Targetstyle shoesH&M green striped shirtdress on LA Fashion BloggerWho What Wear Collection Croc Embossed Mules From TargetThree Ways to Style A Shirtdress

I tend to just throw on my shirtdresses with a pair of flats for everyday wear. I do have a 19 month old to chase around still! It’s easy and comfortable and I don’t have to think that much about it. This dress comes with a tie belt but it could be removed if you want to wear it loose.

I’m wearing it with a pair of croc mules but this dress would totally work with a pair of sneakers. The trend right now is those ugly, dad sneakers and while I don’t really like the trend I would consider styling this dress with these chunky sneakers. For some reason, I don’t mind the chunky sneakers with a shirtdress. If you aren’t into big, chunky sneakers my go-to casual sneaker is a pair of converse.

Outfit Details:
H&M Shirtdress
Vasic Bucket Bag
Who What Wear Collection Mules (size up)
Ray-ban Sunglasses
Mejuri Necklace (get 10% off your first order through this link!)

Option 2: Unbuttoned with JeansShirtdress with denim jeans and heelsDifferent Ways to Wear a ShirtdressStriped Shirtdress with White Jeans, Nude Heels, and Bucket Bag

One of the reasons I love shirtdresses is because they can be buttoned and unbuttoned multiple ways. For this look I chose to unbutton the dress up to my waist so I could wear a pair of jeans underneath. You could also unbutton the dress all the way and wear it as a kimono over a tee and jeans.

I added the heels for a dressier take. Since my jeans are more relaxed I didn’t want to appear “frumpy” with all the loose fabric from the dress and  jeans. The nude heels help to elongate my legs and elevate the overall look.

I kept all the same accessories but you could switch out the bucket bag for a clutch to take this look into the evening!

Outfit Detials:
H&M Shirtdress
Frank + Oak Denim
James Chan Heels

Option 3: Business Casual Mixed PrintsHow to Wear Mixed Prints to the OfficeHow to Style a Shirtdress 3 WaysStriped Shirtdress with Plaid Blazer

If you like to dress a little outside the box then I always suggest mixed prints! My mom would probably tell me that this doesn’t match but I like the combination! The reason why I think these two prints work is because they are different sizes. The plaid print on the blazer is small and the color is a neutral grey/black which compliments the larger print black/white/green stripes on the shirtdress. My tip is to pair small prints with larger prints and try to stick with a complimentary color scheme when trying to print mix.

I don’t work in an office so I’m not too familiar with dress codes but I feel like this look would work in a casual office setting. Switch out the mules for a pair of pumps and it’s definitely work appropriate!

Outfit Details:
H&M Shirtdress
Frank + Oak Blazer
Who What Wear Collection Mules

Shop Shirtdress Styles

Above photos by Lydia!

Which outfit is your favorite?

Now onto Flashback Fashion Fridays! Here’s a look from last March (whaaa…it’s March already?!). It looks like it was a little chilly last year around this time too because I was able to do some layering! Woohoo! I love this Sezane knit (here’s a similar one that I’m LOVING).

NYC Sezane Crossbody bag

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  1. I love the shirt dresses and am definitely going to have to get one. My favorite look is the one with it unbuttoned and worn over jeans. I’ve been seeing that look a lot and it’s very similar to wearing a kimono or a duster. Definitely have to get one this year. Great pictures and you photograph so well!


  2. Love love that striped green shirtdress so much. And it is so affordable. I might have to add it to my closet since I love shirtdresses. All 3 ways you styled it are amazing but man it looks so beautiful, crisp, fresh and modern with the white jeans underneath it. Love that fancy bucket bag too. And I am considering buying those Who What Wear mules, are they comfortable?!

    BTW Jessica I loved this trio of outfits so much, that as a matter of fact I featured this beautiful look on Thursday Moda today. I had a mishap posting the new post today but it is finally up. Check it out… and you are welcome! =)


    1. Hi Ada! Thanks so much! 🙂 The mules are pretty comfortable for short periods of time. Not sure if they are great for doing a lot of walking. Since they aren’t real leather I feel like the ‘V’ can rub into your skin. But I really love the style and do wear them a lot! And thanks so much for the feature!! I hope you are having a great week!

  3. ☕My name is Audrey Stewart. I shelter elderly rescue cats. I have 12 at the moment. I also feed some feral cat colonies. I am a subscriber to your blog. (jozywails@gmail.com)

  4. Hi! I love that shirtdress worn over jeans. It looks super chic on you! I’m a subscriber on several platforms. Is it okay to leave my twitter account name instead of my email? @velvetwhip

    1. I am a subscriber but I don’t feel comfortable posting my email as I get spammed endlessly as is. I also follow on Twitter @tatzgrrly

  5. I agree! A shirt dress is a wardrobe staple and love the versatility of this piece. These are all nice styling ideas and what a steal for only $35?! Thank you so much for the feature Jessica. It was a nice surprise! And I just want you to know it totally made my day. Sending lots of hugs! Happy Friday and wishing you a wonderful weekend ahead!

    Maureen | http://www.littlemisscasual.com

  6. All these looks are very chic, I’d wear them all! Thanks for sharing and hosting. Jacqui Mummabstylish
    I’d love you to join my #chicandstylish #linkup over on the blog!

  7. Just yesterday I went to H&M and saw a shirt dress (not sure if it’s the one you’re wearing but in a different colour) and I thought “Should I?” because I see shirt dresses everywhere nowadays and I really want to get on the trend before everybody else haha I ended up not getting it because I was in a rush and was looking for a specific piece but your post got me really thinking about it.

    Marta – http://www.aroundcolours.com

    1. Cool! 🙂 H&M has a ton of shirtdress options (the one I’m wearing comes in more colors/patterns). I really love this one because it’s so comfy! I don’t think shirtdresses will ever go out of style! Thanks for stopping by and have a great weekend!