(UPDATED For 2024!) 6 Easy Ways To Style One Amazing Pair Of Wide Leg High Waisted Jeans
Updated December 2023
Back in my day, they called them “hip-huggers”, but I digress! They’re back and trending for Fall, so I’m sharing five perfect, easy-to-put-together outfits featuring your new fave: wide leg high waisted jeans. If you don’t own a pair yet, don’t worry! I’ve also included the best options (curve-friendly!) for your style and budget.
If you’re worried about going full 90s throwback, I totally get it. But, this season’s iteration of wide leg jeans come in a tapered, figure-flattering fit and tons of different washes and colors (no acid wash, so far!). They definitely don’t “hang” off of you like their predecessors and they pair just as well with a fun tee as they do with a sexy bodysuit and heels.
DISCLOSURE: I only recommend products I would use myself and all opinions expressed here are our own. This post contains affiliate links from which I earn a commission, at no extra cost to you, when you make a purchase. Read more about it HERE.
Looking for even more style ideas? Check out my breakdown of Fall/ Winter 2023 trends and how to incorporate them into your existing wardrobe!
The Best Wide Leg High Waisted Jeans
The pair I’m wearing is from Femi Boutique, a Black-owned boutique I recently discovered online, and they’re sooo soft! No gaps around my waist and they’re *just* long enough to wear with booties or heels (I’m 5’4 & a size 14 for reference). They’re sold out in a few sizes, so if your size is gone, check out the list below to find your fave.
These Swank A Posh finds are a medium wash with just a hint of stretch to hug you in all the right places. Available in 1-13 for $70
These wide-leg trousers are smart classic that will work on casual outings with the fam or at work paired with a smart blazer. Available in 00-30
This luxe pair is an investment for sure, but the dark wash and very slight, natural distressing ensures they’ll fit comfortably into your wardrobe for years to come without looking dated or trendy. Available in 23-30
This curve-flattering pair comes in three different washes and three different lengths. Grab a pair to wear with your comfiest flats AND a pair to rock with sexiest heels! Available in 24-34
Plus babes, tap in! This budget-friendly find features 360 sculpting technology to hold in the tummy, lift the booty, and slim the thighs.
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The Trick To Buying Jeans Online
I usually prefer to buy my denim in person so I can feel it out, try it on, etc. But we don’t have a ton of shopping options that are close to us, so I have also purchased my fair share of jeans online. Here are my tried and true tricks for buying denim online.
- TAKE YOUR MEASUREMENTS: Make sure to take waist & hip measurements so you have something to compare to the chart online. It’s a pain, but so helpful in the long run!
- KNOW YOUR RISE: If you can, head to the store to try on a few different rise levels and figure out what suits you best. I can typically go with a mid-rise or normal high-rise. I never do the popular “super high waist” styles because they tend to sit right under my boobs, since I’m only 5’4. Not very flattering!
- WHAT’S THE FABRIC CONTENT: Check out the Elastane or Spandex content (both materials will add stretch). Do you like a tighter, more uniform fit? Go with low to no spandex.
- CHECK OUT THE MODEL: Old Navy & Madewell have really stepped it up lately in this department. You can select the size that matches yours and their sites will show you what the jeans look like on that body type. Super helpful when you can’t try it on yourself.
- READ THOSE REVIEWS: Nowadays, most stores will let you attach a pic to your review which is incredibly helpful and can give you a better idea of how a pair of jeans will match up to your body type.
How To Wear Wide Leg Jeans
As you’ll see in a second, you can style wide leg high waisted jeans just you like you would any other kind of jean. A few things to keep in mind: go easy on the oversized tops and sweaters. The wide legs already add a fair amount of volume and pairing with an oversized top may be too much.
Don’t be afraid to play with hemlines! Mine have a raw edge which I thought was fun. There are also wide leg jeans that are cropped and provide the perfect opportunity to show off a those new booties. Considering rocking this trend to the office? Consider these Wide Leg Tailored Pants. They’re on-trend and perfectly office-appropriate.
By the way, if you enjoyed this post, you may want to check out my list of over 120 Black-Owned Online Boutiques. With styles from boho to classic to trendy and a full range of sizes, there’s something for everyone on this list!
6 Wide Leg High Waisted Jean Outfits For Every Occasion
Brunch With The Girls
This look is super versatile; you could do brunch or date night with your partner depending on the shoes!
SHOP THE LOOK
Similar Bodysuits HERE
Similar Belts HERE
Layering Necklaces: Similar Pendant HERE, Similar Cross Pendant HERE
Movie Date
This shacket is fairly lightweight, but layered over a chunky sweater, definitely provides warmth!
SHOP THE LOOK
Sweater HERE (nursing friendly!)
Boots HERE
If you’re not quite sold on this particular 2021 fashion trend, head over to my recent post on Fall/Winter 2021 fashion trends. I shared 11 of the season’s most popular trends and how to work them into your everyday wardrobe!
Boho Vibes
I feel like Boho was really big in home decor last year and, this season, it’s sort of spilled over into our clothing choices. Whether you add little bohemian touches, like this long-line cardi, or go full out Boho Goddess, it’s definitely a trend to try out! This amazing cardigan from Modern Gypsy is all sold out, but I linked similar options below!
SHOP THE LOOK
Similar Cardigan HERE
Similar Bodysuits HERE
Similar Monsterra Earrings HERE
Similar Cross Pendant HERE
Similar Boots HERE
Denim On Denim
One of my fave ways to wear these jeans. Avoid the “denim tuxedo” look by switching up the wash. Here, I went for the darker wash on top.
SHOP THE LOOK
Similar Denim Tops HERE, $25 (up to 2X)
Similar Boots HERE, (up to size 11) $100
Layering Necklaces: Similar Pendant HERE, $32 Similar Cross Pendant HERE, $43
Gold Hoops, $8
Pumpkin Patch Ready
I mean, the Pumpkin Patch is a double-whammy: great photo-ops and the kids always have a blast! These insane earrings from TelJae are sold out, but I included similar (and also handcrafted) options below.
SHOP THE LOOK
Similar Sweater HERE*, $58 (*goes to 14)
Similar Earrings HERE, $8+
Similar Boots HERE, (up to size 11) $100
Running Errands
They’re a necessity, so you might as well look cute while running them! HINT: If your pants, like mine, are a tad too long to wear with sneakers, cuff them to the desired length, spray the bottom with a bit of spray starch and iron them. That should hold your hemline throughout the day(:
SHOP THE LOOK
Similar Sweatshirt HERE*, $40 (up to Large)
Gold Hoops HERE, $8
Sneakers HERE, $45 (these sneakers feel like you’re walking on clouds! So comfy!)
How are you wearing your favorite wide leg high waisted jeans this season? Share pics below or tag me on Instagram!
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