Exceptionally Cute Oversized Dresses—and Accessories They’d Look Perfect With

Lounging around all day wearing nothing but an oversized t-shirt is one of the best feelings in the world—and thanks to plus-size oversized dresses, we can all emulate this at-home scenario in our everyday lives. (!!) So whether you’re always on the go running errands, meeting up with your best friends for a coffee catch-up, or just want a simple and cute look for spending the day shopping, you can bring the comfort of sitting in bed watching your favorite show with you. Plus-size oversized dresses outfit ideas combine the ease of an oversized dress with accessories that will make you look (and feel) totally put-together. We’re considering it a major win-win situation.

Though you might already own an oversized dress or two—They’re often harder to find in plus sizes, though, so no worries if you don’t. We’ve got you.—throwing it on with whatever’s already lying on your floor doesn’t make create perfect street style or cool, casual look. Just like how you’d take the time to pick out cute accessories that match other dresses and pieces in your closet, so should you with these. But trust us; figuring out how to wear oversized dresses isn’t a complicated science. All you need are a few good plus-size outfit ideas and you’re set.

To help get you started on this style journey, we’ve concocted several plus-size oversized dresses outfit ideas—or recipes, if you will. No matter what style of oversized dress you love or already have in your closet (t-shirt, babydoll, or any other) there are cute accessories ready to take your look up a notch. Bags, shoes, sunnies—they’re all here to turn your coziest wardrobe pieces into looks that won’t soon be forgotten.

Here at Unruly, we’re committed to featuring plus-size pieces we genuinely love and want to share with you. We’re connected to an affiliate revenue program, which means we might make a small commission when you buy products through our shopping guides. This in no way affects the pieces we choose to feature, and it never will. (Confused? We’d love to answer any questions you have about this. Email us at beunrulyinfo@gmail.com!)

1. The Casual Street Style Look

First up, we have the simplest outfit recipe known to humankind. Simply throw on an oversized t-shirt dress (ASOS is a treasure trove of plus-size options for this!), then add fashion sneakers, an oversized puffy tote, and stand-out sunglasses. If you post a photo in this ‘fit on Instagram and instantly go viral, don’t consider it a coincidence.

A plus-size model wearing a t-shirt dress, black bag, sunglasses, and sneakers.

shop the look

dress — $29 from ASOS
bag — $49.90 from Zara
sunglasses — $99 from Crap Eyewear
shoes — $79.99 from New Balance

2. The Denim Jacket Addition

A denim jacket makes anything look better—including plus-size oversized dresses. Snag an oversized t-shirt dress (Universal Standard is a great option for a super-inclusive size range!!) and toss on your favorite denim jacket on top. Add some chunky booties and statement sunglasses, and you’re good to go.

A plus-size model wearing a t-shirt dress, denim jacket, sunglasses, and black booties.

shop the look

dress — $75 from Universal Standard
jacket — $29.99 from H&M
sunglasses — $229 from Apercu Eyewear
shoes — $178 from Everlane

3. The Sunny Days Ahead Ensemble

For a bright moment—perfect for bringing a little sunshine to a dreary day—try a hot pink oversized dress. Add some animal print western-inspired booties (Just do it!), oversized sunglasses, and a fun sunglasses chain for a look that is ridiculously cute. We’re elated just thinking about it.

A plus-size model wearing an oversized dress, sunglasses, sunglasses chain, booties.

shop the look

dress — $29 from ASOS
sunglasses — $198 from Apercu Eyewear
chain — $25 from Revolve
shoes — $129.95 from Chinese Laundry

4. The Badass Babe Vibe

If you’re into a bit of a sexier, badass look, do yourself a favor and throw on a mini oversized shirtdress with a pair of over-the-knee boots. (Torrid has several pairs made for wide calves, FYI.) Add your most dramatic sunglasses, and voila. You look like the ultimate baddie.

A plus-size model wearing a shirt dress, over-the-knee boots, sunglasses.

shop the look

dress — $33 from Missguided
shoes — $89.50 from Torrid
sunglasses — $65 from Quay Australia

5. The Babydoll, Elevated

We love a good babydoll dress—but it’s even better when elevated with sleek accessories. For this season, try adding a dark orange jacket with a gray oversized babydoll. The colors are a match made in heaven, and paired with chunky loafers and itty bitty sunnies, you can’t lose.

A plus-size model wearing a t-shirt dress, orange jacket, sunglasses, and loafers.

shop the look

dress — $11 from PrettyLittleThing
jacket — $168 from Madewell
sunglasses — $79 from Crap Eyewear
shoes — $140 from Sam Edelman