My Looks

The Shirt(Dress)

Lately, Kendrick has been picking up items of my clothing, holding them out in front of himself, and asking me why I am putting something on my body that was clearly created for a person who is approximately three feet tall and four feet wide.

I don’t really have a good explanation for this. …They’re comfortable? …I enjoy the pillowcase look, generally?

Take this dress, for example. Sure, it looks a little like it was custom-made for The Phantom Tollbooth’s Officer Shrift (very wide, very short), but oooh is it ever cozy. And sure, the length requires you to be constantly vigilant about things like gusts of winds and occasions requiring you to lift your arms above your head, but hey: I like living a little dangerously. (Also, let me acknowledge the fact that it appears that I am wearing a shirt without pants here – because I am aware that it does – by letting you know that it states on the website where said shirt is being sold that it is an actual dress. See? Right here, in the super-tiny, super-pale print wayyyy down there on the page under “Features.”)

(I know, I think it’s kind of a stretch, too. And possibly a typo. But let’s move on.)

Now, let’s quickly talk how to wear an item like the one pictured here. Typically shirtdresses have a more tailored feel to them – buttons, slim cut, maybe a nice little belt, et cetera – but when you’re wearing one that’s all plaid and billowy, the vibe is way more casual. Sort of like when you wear pajama-type pieces out and about, this article of clothing benefits from being balanced out by the addition of some tailored pieces (like the cutout oxfords and structured Panama hat I’m wearing here).

And maybe pants. But that’s a personal choice.

black and white checkered shirtdresscheckered shirtdressplaid shirtdressplaid shirtdressplaid shirt dress

Dress c/o | Hat | Earrings | Oxfords | Sunglasses

 Below, 13 super cute plaid shirtdresses for your consideration (most under $100):

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