You know what’s funny? For over a year I resisted buying leopard print booties. Y’all know how much I love leopard print. But I told myself over and over again how impractical they were and how I’d never wear them. So, I just never went through with a purchase. But when I ordered my Madewell block heeled booties on sale recently, I knew they weren’t going back. And guess what? They are my most-worn bootie of fall! So, if you’ve been struggling with the same internal dialogue as I was, let me be the first to tell you: leopard booties rock. And they’re versatile. And they’re fun. YUP, they’re one of my wardrobe favorites. And to prove it to you, I’m sharing six leopard bootie outfits with y’all! 

Six Leopard Bootie Outfits 

Like I mentioned before, my booties are the calf hair block heeled booties from Madewell. They’re a very manageable 2.5 inches high. As a flats-kinda-gal, I give them my stamp of wearability approval. And yes, I’ve even worn them all day with my kids! For the outfits, I focused on casual outfits I could wear everyday. But you’ll also see a couple slightly dressier looks, since they’re also so fun to dress up! 

As always, I will be linking to every single item I’m wearing in the different outfits below each photo. There you will also find my sizing and any recommendations (size up/size down/TTS= true to size) I may have! The booties fit TTS and will loosen and stretch a bit with wear!

Graphic Tee + Denim Jacket Outfit 

I love a good mix of trendy and classic pieces together. They’re a great way to keep a look current while still getting plenty of use out of your timeless pieces. For this outfit, I am wearing my classic black skinny jeans and blue denim jacket. To update the look, I went with a graphic tee. Band tees are on-trend right now, but you could easily swap for a classic solid or striped tee. To make it cooler-weather appropriate, you could also layer with a sweater! A camel or ivory would create a completely different, more classic vibe! 

Tee (large – stay TTS) | Jacket (medium – TTS) | Jeans (28 – TTS) | Booties (TTS) 

Black Denim Shirt Dress Outfit 

A shirt dress is one of my year-round staples, but I love this washed black version for fall and winter. The cut is classic, but the wash makes it a little more modern! A blue chambray would work perfectly here too! 

What’s great about this outfit is that the layering options are endless. My go-to would be a long cardigan sweater or sweater vest! You could also layer with a moto jacket. (I’d go with a brown to pick up the tones in the leopard print!) I’d also wear this with a poncho-style wrap! (You can see what I’m talking about in the look with the corduroy skirt below!) 

Similar Dress (medium – runs large) | Booties (TTS) 

Oversized Sweater + White Jeans Outfit 

Another look with a great mix of classic and trendy! Keeping the palette neutral with cream and white is so chic. But by wearing an oversized sweater, the look is a little more trendy! As always, with larger, oversized sweaters, I recommend front-tucking to not lose the waistline! To make the look more classic, I’d opt for a slimmer cut sweater! You could add some layers with a cargo jacket or moto jacket!

Sweater (medium – TTS) | Jeans (28 – TTS) | Booties (TTS) 

Boyfriend Jeans + a Moto Jacket Outfit 

I don’t like to pick favorites but… this is one of my favorite outfits. ?I absolutely love the combination of feminine and edgier pieces in an outfit. I paired my boyfriend jeans with a wrap bodysuit that shows off the figure and is more feminine. A lace cami or ruffled, feminine top would be another perfect option here! To top off the look, I went with a moto jacket, but I’d also wear these pieces with a long cozy cardigan.

Bodysuit (medium – TTS) | Jacket (medium – TTS) VEGAN OPTION | Jeans (28 – size down) — also available here| | Booties (TTS) 

Corduroy Skirt + Plaid Wrap Outfit 

Who doesn’t love a little bit of fall print mixing?! Plaid and leopard print can definitely work well together! Since the plaid has a nice neutral background with black, it can be paired with so many different prints! The leopard print also has dark browns and blacks that coordinate with the plaid! When print mixing, I pay attention to the colors to make sure there are similar tones. I also try to work with different scales. The plaid is a much larger print and the leopard print is a tighter print! Had they both been tighter, more busier prints, the outfit might have looked more overwhelming!

Turtleneck (medium – TTS) | Skirt (6 – size down) | Similar Wrap | Booties (TTS) 

Tunic Turtleneck + Faux Leather Leggings Outfit 

If all else fails, all black, y’all. There is just something so chic about an all-black monochromatic look. And with a neutral canvas, the leopard booties are really the focal point of the outfit! You could easily use whatever black tops and bottoms you have in your wardrobe, but it’s finally Spanx leather leggings season, and I am pumped for it!

Turtleneck (medium – TTS) | Leggings (large – size up) | Booties (TTS) 

Which of my six leopard bootie outfits was your favorite?!

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