Your fav elevated comfy short is HERE! These Royal track shorts with light blue stripes on the sides are the perfect addition to your gameday wardrobe!
Model is 5'6" with a 32DD bust, 27" waist, 36" hips, and wearing a large.
Model usually wears size 4.
This item runs small!
Tampa Skirt
Regular price
$ 46.00
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The sweetest set for all your vacation needs. This cream maxi with ruching around the waistband and a leg slit would be perfect to pair with the matching top or an oversized tee!
Model is 5'6" with a 32DD bust, 27" waist, 36" hips, and wearing a medium.
Model usually wears size 4.
This item runs true to size.
Flower Child Skirt
Regular price
$ 46.00
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Keeneland is calling your NAME with this skirt! The pink base with a rose pattern and lace trimming around the bottom and slit would be perfect to pair with any basic!
Model is 5'6" with a 32DD bust, 27" waist, 36" hips, and wearing a medium.
Model usually wears size 4.
This item runs true to size.
Private Landing Short
Regular price
$ 48.00
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These chic denim shorts give a vintage-inspired wash, frayed edges, and a unique angled hem for a playful, yet edgy touch!
Model is 5'8 with a 33" bust, 27" waist, 33" hips, and wearing a small.
Model typically wears a size 0/2.
This item runs true to size!
Minimalist Skort
Regular price
$ 48.00
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The basic that EVERYONE needs! This mini denim skort is the perfect bottom for going out, a chic running errands outfit, or for brunch!
Model is 5'6" with a 32DD bust, 27" waist, 36" hips, and wearing a medium.
Model usually wears size 4.
This item runs true to size.
Olivia Jean
Regular price
$ 62.00
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Everyone needs the PERFECT pair of jeans. A mid rise moment with a straight leg design, these are a MUST for your capsule wardrobe.
Model is 5'6" with a 32DD bust, 27" waist, 36" hips, and wearing a 27.
Model usually wears size 4.
This item runs true to size.
Headed Out Skirt
Regular price
$ 38.00
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Midi skirts are IN and they're not going anywhere! Our newest black lace set will be a timeless staple in your closet! Cutest fit for a darling date night or GNO!!
Model is 5'8 with a 33" bust, 27" waist, 33" hips, and wearing a small.
Model typically wears a size 0/2.
This item runs true to size!
Sports Car Short
Regular price
$ 42.00
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White denim shorts are a staple this spring season! The "Sports Car Short" has a distressed, cut-off seam that can be paired with any going out top or a hoodie for a chilly beach day!
Model is 5'8 with a 33" bust, 27" waist, 33" hips, and wearing a small.
Model typically wears a size 0/2.
This item runs true to size!
Nostalgia Pant
Regular price
$ 78.00
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The PERFECT denim set is here! This dark wash, barrel leg jean is exactly what you need in your closet!
Pair with matching top for a chic look or even a white baby tee and sneakers for an everyday look!
Model is 5'6" with a 32DD bust, 27" waist, 36" hips, and wearing a medium.
Model usually wears size 4.
This item runs true to size.
Leisure Skirt
Regular price
$ 38.00
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Our new ivory tiered skirt is the perfect mix of sexy and sweet! Such a unique piece unlike anything else you have!
Model is 5'6" with a 32DD bust, 27" waist, 36" hips, and wearing a Medium.
Model usually wears size 4.
This item runs true to size.
Almost Famous Skirt
Regular price
$ 38.00
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A black maxi skirt is a closet ESSENTIAL... she has a buttery soft material and is perfect to pair with the matching top or a graphic tee.
Top and skirt sold separately.
Model is 5'6" with a 32DD bust, 27" waist, 36" hips, and wearing a medium.
Model usually wears size 4.
This item runs true to size.
True Paradise Pant
Regular price
$ 38.00
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Pants that can transition from winter to spring are what we NEEDED! These off white linen pants with a black contrast stitch along the side are the perfect mix of casual and chic!
Pants and top sold separately.
Model 1 is 5'6" with a 32DD bust, 27" waist, 36" hips, and wearing a medium.
Model 1 usually wears size 4.
Model 2 is 5'8 with a 33" bust, 27" waist, 33" hips, and wearing a medium.
Model 2 typically wears a size 0/2.
This item runs true to size!
Basic Boxer Short
Regular price
$ 36.00
Save $ -36.00
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One thing you NEED in your capsule closet....boxer shorts! These ADORABLE bottoms with a blue and white striped design are perfect to pair with a sweatshirt or a baby tee!
Small white button detailing and our fav part.... a small Calypso patch in the front.
Model 1 is 5'4 with a 32C, 28" waist, 38" hips, and is wearing a small.
Model 2 is 5'8 with a 33" bust, 27" waist, 33" hips, and wearing a small.
Model 2 typically wears a size 0/2.
This item runs true to size!
Carry On Short
Regular price
$ 48.00
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These distressed denim shorts feature a mid-rise fit, frayed hems, and subtle distressed details for the perfect laid-back summer look!
Model is 5'8 with a 33" bust, 27" waist, 33" hips, and wearing a small.
Model typically wears a size 0/2.
This item runs true to size!
Layover Pant
Regular price
$ 42.00
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Who doesn't LOVE a linen set? These white pants with an elastic waistband are both comfortable AND chic! With the light weight material, they'd make the perfect swim suit cover-up.
Button-up and pants sold separately.
Model is 5'8 with a 33" bust, 27" waist, 33" hips, and wearing a small.
Model typically wears a size 0/2.
This item runs true to size!
Calypso Equine Short
Regular price
$ 25.00
Save $ -25.00
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No one does basics like Calypso. These heather grey sweat shorts are a closet staple and perfect to pair with the matching crew or with our "Calypso Club Baby Tee".
Katie is our style icon and this fit is perfect to pair with a trench and gold accessories.
Katie is 5'10" with a 32" bust, 25" waist, 34" hips, and is wearing a medium.
Katie typically wears a size 2.
Laudy Short
Regular price
$ 42.00
Save $ -42.00
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These pink boxer shorts are the perfect blend of comfy and cute! With a relaxed fit and soft fabric, they’re ideal for lounging in style or adding a playful touch to your loungewear. Not to mention the lace hem for added detailing!
Model is 5'8 with a 33" bust, 27" waist, 33" hips, and wearing a small.
Model typically wears a size 0/2.
This item runs true to size!
Time Off Short
Regular price
$ 32.00
Save $ -32.00
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We are beach READY with this adorable set! Blue stripped boxer shorts are an essential and perfect for a cover up for the beach OR for a brunch date!
Top and bottom sold separately.
Model is 5'6" with a 32DD bust, 27" waist, 36" hips, and wearing a medium.
Model usually wears size 4.
This item runs true to size.
Girlfriend Sweats
Regular price
$ 38.00
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What everyone needs in their closet.... the perfect pair of sweats. Flare bottoms with an elastic waistband for the comfiest fit!
Pair with our "Calypso Equine Crew" to make the CUTEST set!
Model is 5'8 with a 33" bust, 27" waist, 33" hips, and wearing a small.
Model typically wears a size 0/2.
This item runs true to size!
Boyfriend Jogger
Regular price
$ 38.00
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The perfect basic to add to your collection, these classic joggers have a buttery soft material with an elastic waistband for the comfiest possible fit!
Model 1 is 5'8 with a 32B, 24" waist, 36" hips, and is wearing a small.
Model 2 and in studio is 5'8 with a 33" bust, 27" waist, 33" hips, and wearing a small.
Model typically wears a size 0/2.
This item runs true to size!
One Kiss Skort
Regular price
$ 42.00
Save $ -42.00
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You can NEVER go wrong with a leather skort…
This high waisted faux leather skort has built in shorts and a slut detail on the side!
Model in black is 5'4 with a 32C, 28" waist, 38" hips, and is wearing a small.
Model in black, navy, russet, and white is 5'6" with a 32DD bust, 27" waist, 36" hips, and wearing a small.
Model typically wears a 2/4.
Model in wine is 5'5" with a 32" bust, 24" waist, 25" hips, and wearing an XS.
Model usually wears size 00/0.
Model in red is 5'9 with a 35" bust, 28" waist, 38" hips, and wearing a medium.
Model typically wears a size 6.
This item runs true to size.
Beachside Babe Short
Regular price
$ 36.00
Save $ -36.00
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Boxer shorts never go out of season at Calypso.... these stripped blue and white boxers are the perfect lounge wear piece to elevate your every day looks!
Model is 5'6" with a 32DD bust, 27" waist, 36" hips, and wearing a small.
Model usually wears size 4.
This item runs true to size.
Nyah Skirt
Regular price
$ 48.00
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Who doesn't need a mini denim skirt? She's ready for all your nights out this year.
Light denim with small pockets on both sides. Jacket and skirt sold separately.
Model is 5'6" with a 32DD bust, 27" waist, 36" hips, and wearing a small.
Model usually wears size 4.
This item runs true to size.
Aiden Skirt
Regular price
$ 58.00
Save $ -58.00
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Leather skirts are the cutest way to elevate a 'fit through these winter months. Our new "Aiden Skirt" is the perfect shade of vintage leather that can be paired with any color in your closet! Add some knee high boots while you're at it and you're set for any Friday night plan!
Model is 5'6" with a 32DD bust, 27" waist, 36" hips, and wearing a medium.
Model usually wears size 4.
This item runs true to size.
Blitz Sweatpant
Regular price
$ 98.00
Save $ -98.00
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UK athletics are SO back and to celebrate, you NEED these cargo sweatpants in your cart! Small screen printed UK emblem on the front with cargo pockets on both pant legs and in the back.
Model 1 is 5'4 with a 34" bust, 27" waist, 34" hips, and wearing a small.
Model 1 typically wears a size 6.
Model 2 is 5'6" with a 32DD bust, 27" waist, 36" hips, and wearing a medium.
Model 2 usually wears size 4.
This item runs true to size.
First Down Short
Regular price
$ 48.00
Save $ -48.00
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A Kentucky lounge short?! *Adds to cart immediately*
Heather grey with royal blue embroidery of "University of Kentucky" on the bottom of the short.
Wear these timeless shorts to lounge around in or head to class!
Comes in UK & UT.
Model 1 is 5'4 with a 34" bust, 27" waist, 34" hips, and wearing a small.
Model 1 typically wears a size 6.
Model 2 is 5'0" with a 32B bust, 29" waist, 32" hips, and wearing a small.
Model 2 usually wears size 4/6.
This item runstrue to size!
Penelope Skort
Regular price
$ 44.00
Save $ -44.00
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A dark denim skort is THE piece for the winter. Perfect to pair with the matching top or any oversized sweater!
Model is 5'6" with a 32DD bust, 27" waist, 36" hips, and wearing a medium.