How to Wear a Shirtdress in the Fall

How to wear a shirtdress in the Fall, styling tips featured by top US fashion blog, Running in Heels

There are some pieces that never go out of style. A shirtdress is one of those classics that you’ll want to keep in your closet all year round. I also recommend investing in a good quality shirtdress since you’re sure to wear it a ton! I love shirtdresses all year long, so a simple style is best, but once you have the basics, you can definitely branch out and add to your collection! This fall, I wanted to share just how versatile shirtdresses are by sharing 11 different ways to wear them, below!

How to Wear a Shirtdress: 11 Cute Ways

Below, I styled two different shirtdresses 11 different ways. These styles are mostly interchangeable with any shirtdress, except the duster looks which wouldn’t be possible with the dress that doesn’t button all the way down.

Casual Look

Casual is definitely my most-worn style in general, so I love that you can dress down this piece to allow for everyday wear. It would be great on vacation when you want to look cute but still be comfortable!

Dressed Up Look

This was the last look I styled in the collection of shirtdress styles, and I have to say, though it was unexpected, I really ended up loving it! I wouldn’t normally pair black booties with a white dress because of the stark difference, but being that it is fall, and

Business Look

Shirtdresses were basically made for workwear. They are the women’s equivalent to a suit without actually wearing a suit. This white dress is perfect for dressing up for the office. It’s a great length, modest, and perfect to wear under a blazer.

Under a Pullover Sweater Look

When it finally gets cold in Dallas, we still wear dresses. I love that it doesn’t get too cold to wear dresses, so I pair my favorites with sweaters and head out the door! I love this combo, and styled the white dress with another sweater in the video above!

Styled with a Cardigan Sweater

The simplest way to change up your shirtdress is to put a coat or sweater over top! I loved this neutral look with my cream sweater paired with my white shirtdress! In the video above, I belted it around the sweater with a snakeskin print belt which was the perfect way to break up this solid look.

Duster Over Casual Look

Instead of a jacket, try wearing your shirtdress open over top of a simple outfit! I paired my open shirtdress with a white cami, blue jeans, and booties for a fun weekend look.

Under a Skirt Look

This was my favorites style for fashion week a couple of years ago, and I’m bringing it back in this post! I love the skirt-over-dress look and think it gives both pieces a new life. For this look, I chose a mini-skirt so the dress peeks out on the bottom as well as the top, but you can also go for a longer skirt and wear the shirtdress just as the top! Another option is to choose a tulle or sheer skirt to wear over the shirtdress for a whimsical twist!

Detail Layer

Need a little extra detail in your fall fashion? This is the most subtle way to wear a shirtdress. I tied my chambray shirt overtop of my shirtdress, rolled the sleeves together, and layered the collars. Then I pulled on my suede skirt to match the top and let my shirtdress peek out from underneath.

Makeshift Skirt Look

Following the last two styles, I bet you knew this was coming! Tying up a button-up shirt overtop of your dress is such a great way to show off a different style with your favorite shirtdress. I rolled the sleeves together and popped the collar for additional detail to show!

Belt your Shirtdress With a Vest

Sometimes I forget the simplest details to my outfits like adding a belt to cinch the waist of a dress, so for this look, I added my vest on top, but also belted the dress underneath with a belt in the same shade as my shoes and the piping on my vest.

This particular vest is old, but I’ve linked similar styles!

Wear your Shirtdress as a Duster Over your Dress

Here is another duster style with this button-up shirtdress. I wore this style open overtop of a fitted dress underneath. This outfit is a little more dressed up than the casual duster look, but based on the print and material of my shirtdress, it will always be on the more casual side.

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