In need of some business casual work outfits that are cute yet comfy at the same time? Check out this post of stylish work outfit ideas for some inspiration!

Stylish Work Outfits That Are Still Comfy

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Good morning!

It was requested of me to talk about business casual outfits that are still comfortable so here I am with my first try-on giving you some ideas on stylish work outfits that are still comfy!

Though I work from home now, I remember the first office type job I got. I was so excited to put my uniforms behind me and embrace the world of FASHUN!

Sayonara aprons!

Adiós clunky and ugly work shoes!

Peace out bow ties!

All of those describe the same job uniform haha, but it was tragic, in terms of fashion of course.

When you think of business looks, teetering stilettos and stuffy structured blazers may come to mind, but that doesn’t always have to be the case! Here’s my take on comfy and stylish work outfits!


Stylish Work Outfits That Are Still Comfy

I popped into Old Navy for this try-on, because they have a great professional clothing selection at a really good price. Not sponsored, it’s just where I originally went when I needed to start my business casual wardrobe!

1. Sheath Dress + Low Block Heels

We all know that sheath dresses are a classic, but I love that the ruffles give this one a flirty and updated approach!

This dress is ponte knit (meaning it’s soft like jersey, but has more shape), so it’s insanely comfortable!

I paired it with a low block heel to keep that flirty, yet professional vibe. Plus lower heel= more comfortable to walk in! Unless you’re blessed like Heidi Klum and can walk in 6-inch heels.

Not me.

Broken legs all over the place.

In need of some business casual work outfits that are cute yet comfy at the same time? Check out this post of stylish work outfit ideas for some inspiration!
also love this dress and this dress!

2. Pixie Ankle Pants + White Button Down + Slingback Flats

Seeing this look now I realize it gives off strong mailman vibes haha, but I’m digging it.

Mailman jokes aside, I love the Pixie pants. They’re stretchy and comfortable, yet still look professional.

This top is more relaxed than stiff, which is always nice. Though a bit see-through, so you’ll have to wear something underneath it.

Slingback flats in a red patent give it that stylish touch!

In need of some business casual work outfits that are cute yet comfy at the same time? Check out this post of stylish work outfit ideas for some inspiration!
also love these pants and these pants!

3. Straight Jeans + Chambray Shirt + Black Blazer + Low Block Heels

If you’re allowed to wear jeans at work, straight jeans are also a safe bet because they’re classic and grown up. Not only that, but they have a little extra breathing room. Avoid anything that has rips or is super skinny!

Jeans get elevated when you add in a denim button-down, blazer, and block heels!

Related: 15 Ways to Wear a Black Blazer

In need of some business casual work outfits that are cute yet comfy at the same time? Check out this post of stylish work outfit ideas for some inspiration!

4. White Button Down + Stevie Pants + Slingback Flats

These pants feel like leggings but are more structured. They do run on the tight side FYI, but a button-down brings that profesh touch!

In need of some business casual work outfits that are cute yet comfy at the same time? Check out this post of stylish work outfit ideas for some inspiration!

5. Chambray Shirt Dress + Sweater Cardigan + Low Block Heels

A chambray shirt dress is versatile and easy to dress up or down. It makes this outfit so cozy when you pair it with a soft cardigan!

In need of some business casual work outfits that are cute yet comfy at the same time? Check out this post of stylish work outfit ideas for some inspiration!

I think it comes down to soft fabrics (like a cozy cardigan), dresses with a little wiggle room, and pants with a little stretch to make for comfy outfits. Yet it still looks work appropriate when you pair those items with classic pieces, like a button-down or a blazer.

Let me know if you want to (or don’t want to) see more of these try-ons in the future! Send me an email or comment below!

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In need of some business casual work outfits that are cute yet comfy at the same time? Check out this post of stylish work outfit ideas for some inspiration!

Carolyn Arentson
Carolyn is the founder and creator behind My Chic Obsession. When she's not dreaming up new content, you can find her watching a funny tv show with her husband, raising her two boys, or planning her next trip to Paris.