Channel your inner Kentuckian with our new custom hat that just launched in TWO colors - black & maroon!
Our Trackside Hat design features an embroidered horse with "Lexington Local" as the main lettering! The Kentucky abbreviation is stitched on the right side of the hat.
Adjustable sizing.
Available in black/khaki and maroon/khaki.
Kiss Me At Midnight Dress
Regular price
$ 44.00
Sale price
$ 30.00
Save $ 14.00
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FINAL SALE
HEADS. WILL. TURN. to see you in our new Kiss Me At Midnight Dress! The perfect touch of subtle sparkle overtop a GORG cheetah maxi! Perfect way to step out for date night, formal, or anytime you're in the mood to slay!
Sparkled cheetah maxi dress with black crossover straps.
Model 1 is 5'4 with a 32C, 28" waist, 38" hips, and is wearing a small.
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.
Warner Cardigan
Regular price
$ 56.00
Save $ -56.00
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The Warner Cadigan has all of our favorite things: stripes, the softest fabric, and is perfect for any occasion!
Model is 5'6" with a 32DD bust, 27" waist, 36" hips, and wearing a medium.
Model usually wears size 6.
This item runs oversized.
Calypso Club Tee
Regular price
$ 32.00
Sale price
$ 16.00
Save $ 16.00
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FINAL SALE
Our IT girl wearing the color of the season, and we all know Calypso is the IT girl store. This custom baby tee with a white screen printed design is the perfect basic with a pop of color!
Style her just like Katie, or with sweatpants for a cute, but casual class fit!
Katie is 5'10" with a 32" bust, 25" waist, 34" hips, and is wearing a small.
Katie typically wears a size 2.
Full Of Faith Necklace
Regular price
$ 18.00
Save $ -18.00
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The most BEAUTIFUL double gold cross! A textured chain with diamonds studded in the cross pendants. The statement necklace of your dreams!!
18k gold plated stainless steel.
Water resistant.
20 inches with 2 inch extender.
Dupree Top
Regular price
$ 38.00
Save $ -38.00
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The most JAW DROPPING corset top just arrived. The peekaboo bra in an ivory satin makes the top look SO chic!
Pair this with a mini skirt or low waisted pants for a night out with the girls!!
Model 1 is 5'4 with a 32C, 28" waist, 38" hips, and is wearing a small.
Model 2 is 5'9 with a 35" bust, 28" waist, 38" hips, and wearing a small.
Model typically wears a size 6.
This item runs true to size.
Avery Dress
Regular price
$ 62.00
Save $ -62.00
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At Calypso polkadots are here to stay! The Avery Dress is the perfect piece to add a pop of color in your fall wardrobe.
Model is 5'4" with a 32 bust, 25" waist, 35" hips, and wearing a small.
Model usually wears a size 2.
This item runs true to size.
Calypso Club Hat
Regular price
$ 18.00
Save $ -18.00
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Our fav girl, color, AND accessory. A match made in Calypso HEAVEN! This red trucker with a cursive design is ready to be your pop of color for any neutral fit this season.
Yardley Sweater
Regular price
$ 50.00
Save $ -50.00
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A simply beautiful, oversized sweater - a staple for the season!
Side cuts on the bottom.
Model in navy, beige, black, ivory, red, & camel is 5'6" with a 32DD bust, 27" waist, 36" hips, and wearing a S/M.
Model usually wears size 2/4.
Model in grey is 5'2" with a 34A bust, 25" waist, 34" hips, and wearing a size S/M.
Model usually wears size 2/4.
This item runs big.
Woodley Coat
Regular price
$ 128.00
Save $ -128.00
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This long suede trench is a fall ESSENTIAL! You need this brown color trench coat with this iconic suede material!
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.
Presley Skirt
Regular price
$ 38.00
Save $ -38.00
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The Presley Skirt is giving cool-girl classic. With a grey and navy plaid and a sleek midi cut, it’s the ultimate low-effort, high-style piece.
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.
Amber Dress
Regular price
$ 72.00
Save $ -72.00
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This GORGEOUS soft ruffle skirt and flutter sleeve micro polka dot black dress would look so cute paired with black boots for a GNO!
Model is 5'8" with a 32D bust, 27" waist, 36" hips, and wearing a small.
Model usually wears size 4.
This item runs true to size.
Sweet Emotion Dress
Regular price
$ 48.00
Save $ -48.00
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A FALL STAPLE for you! This beautiful knit black dress with a white curled hemline and sleeve would be the perfect look for Thanksgiving!
Model 1 is 5'4" with a 32 bust, 25” waist, 35" hips, and wearing a XS.
Model usually wears size 2.
This item runs true to size.
Model 2 is 5'6" with a 34DD bust, 26” waist, 37” hips, and wearing a SMALL.
Model is usually a size 6.
France Necklace
Regular price
$ 18.00
Save $ -18.00
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Calypso Custom ALERT! This gold chain with a thick cross pendant is the PERFECT everyday necklace!
14.5 inch chain with 4 inch extender
Water resistant.
Noah Dress
Regular price
$ 68.00
Save $ -68.00
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Here at Calypso we love a throwback. This backless turtleneck is sure to give you a timeless look perfect for any occasion.
Model is 5'4" with a 32 bust, 25" waist, 35" hips, and wearing a small.
Model usually wears a size 2.
This item runs true to size.
Trackside Dress
Regular price
$ 62.00
Save $ -62.00
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Fall Keeneland season is here and this gorgeous maxi dress is just what you need. This sweater dress is the perfect addition to every fall closet!
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.
Workwear Jacket
Regular price
$ 58.00
Save $ -58.00
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The perfect layering piece is finally here AND as a custom!! This tan workwear jacket with a brown collar is the perfect piece to go from winter to spring, plus the small Calypso patch adds the PERFECT detail!
Model 1 is 5'6" with a 32DD bust, 27" waist, 36" hips, and wearing a large .
Model 1 usually wears size 4.
Model 2 is 5'8 with a 32B, 24" waist, 36" hips, and is wearing a medium.
Model 3 in studio is 5'8 with a 33" bust, 27" waist, 33" hips, and wearing a medium.
Model 3 in studio typically wears a size 0/2.
This item runs big!
Daisy Jones Cardigan
Regular price
$ 56.00
Save $ -56.00
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FALL is in the AIR and this sweater is exactly what you need!
This CHIC leopard cardigan with black buttons up the front is the perfect layering piece with a white boxy tee and black jeans!
Model 1 is 5'6" with a 32DD bust, 27" waist, 36" hips, and wearing a medium.
Model usually wears size 6.
Model 2 is 5'4" with a 32 bust, 25" waist, 35" hips, and wearing asmall.
Model usually wears size 2.
This item runs oversized.
Top Tier Dress
Regular price
$ 68.00
Save $ -68.00
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Who doesn't love a RED maxi dress?! Get ready to turn head in the Top Tier Dress with white micro polka dots and a tie open back!
Model is 5'8" with a 32D bust, 27" waist, 36" hips, and wearing a small.
Model usually wears size 4.
This item runs true to size.
No Other Feeling Dress
Regular price
$ 64.00
Save $ -64.00
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Who is looking for the most FLATTERING mini dress with BUILT IN SHORTS?! This sexy, yet chic mini dress with fake pockets is to DIE for!
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.
Stella Dress
Regular price
$ 64.00
Save $ -64.00
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This chocolate brown maxi dress is giving pure ELEGANCE! Our Stella Dress offers a high neckline with a fitted waist and side slit!
Model is 5'4" with a 32 bust, 25” waist, 35" hips, and wearing a small.
Model usually wears size 2.
This item runs true to size.
Lainey Dress
Regular price
$ 56.00
Save $ -56.00
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The Lainey Dress is a plum purple halter mini Perfect for making a statement at any event, its sleek fit will keep your style on point.
Model is 5'4" with a 32 bust, 25" waist, 35" hips, and wearing a small.
Model usually wears a size 2
Item runs true to size.
Minimalist Skort
Regular price
$ 48.00
Save $ -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 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 5'9" with a 33" bust, 29" waist, 39" hips, and wearing a medium.
This item runs true to size.
Model 1 is wearing Go For Gold Necklace.
Muse Skirt
Regular price
$ 36.00
Save $ -36.00
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A black skirt is a MUST in your capsule wardrobe, especially when it doubles as a matching set with that STUNNER of a top!
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.
Muse Top
Regular price
$ 42.00
Save $ -42.00
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The most ELEGANT top we've gotten yet. This black halter with gold buttons down the front with a slight flare at the bottom would be perfect with the matching skirt and kitten heels!
Model is 5'6" with a 32DD bust, 27" waist, 36" hips, and wearing a medium.