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Calypso Boutique Calypso Boutique
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  • HOME FOR THE HOLIDAYS
  • COLLECTIONS
    • HOME FOR THE HOLIDAYS
    • FALL 2025
    • HOLIDAY LOOKS
    • FAN CLUB
    • LAYLA + SHAY POPE X CATURDAY
    • KATIE FAWN X CALYPSO
  • New
    New Gameday
    All Kentucky
    SEC
    Collegiate Colors
    Gameday Accessories
    New Tops
    Going Out Tops
    Sweaters
    Leather Top
    Corset Top
    New Bottoms
    Jeans
    Shorts
    Skirts
    Pants
    New Dresses
    Keeneland
    Going Out
    Midis
    Maxis
    LBD
    LWD
    New Jewelry
    Bracelets
    Earrings
    Necklaces
    Rings
    New Outerwear
    Leather Jackets
    Puffers
    Moto Jackets
    Blazers
    New Calypso Customs
    Custom Loungewear
    Custom Tees
    Custom Accessories
    Custom Hats
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    Going Out Tops
    Leather Tops
    Corset Tops
    Sweaters
    Tiny Tanks
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    Jeans
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    Skirts
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    Leather Pants
    Leather Skirts
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    KEENELAND
    Midis
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    Going Out Dresses
    LBD
    LWD
    Graduation Dresses
    Sets & Rompers
    All Sets
    All Rompers
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    Custom Apparel
    CAPSULE WARDROBE COLLECTION
    Custom Tees
    Custom Sweatshirts
    Custom Jewelry
    Custom Accessories
    Outerwear
    Leather Jackets
    Puffers
    Vests
    Bombers
    Blazers
    Moto Jackets
    Basics
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    Loungewear
    Parachute Pants
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  • KY COLLECTION
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    • LEX
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    Jewelry
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    Purses
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STANDARD RATE SHIPPING ORDERS PLACED BY 12/19 AT 10AM EST WILL ARRIVE BY 12/24
Orders placed Nov 19th - Dec 25th can be returned until Jan 17th for exchange OR in store credit! For refunds, we will offer 14 days from the date of purchase per regular policy.
Questions? Call (859) 225-3810
Quick view
Miley Boot
$ 78.00
Quick view
Cowboy Lover Tee
$ 28.00
Sale
Quick view
Cool It Cowboy Tee
Regular price $ 36.00 Sale price$ 25.00 Save $ 11.00
Quick view
Foundation Top
$ 38.00
Sold Out
Kiss Me Cowboy Hat
$ 34.00
Quick view
Gone Country Hat
$ 34.00
Sale
Quick view
Dance With Me Dress
Regular price $ 68.00 Sale price$ 40.00 Save $ 28.00
Quick view
Back Roads Cowgirl Hat
$ 22.00
Quick view
All My Love Hat
$ 34.00
Quick view
Next Mistake Skirt
$ 48.00
Quick view
Toxic Skirt
$ 50.00
Sale
Quick view
One More Time Dress
Regular price $ 68.00 Sale price$ 35.00 Save $ 33.00
Sale
Quick view
Run The World Romper
Regular price $ 50.00 Sale price$ 30.00 Save $ 20.00
Sale
Quick view
Sweeter Things Short
Regular price $ 36.00 Sale price$ 30.00 Save $ 6.00
Sale
Quick view
Music City Vest
Regular price $ 48.00 Sale price$ 40.00 Save $ 8.00
Quick view
So Charming Short
$ 40.00
Quick view
Over Night Top
$ 32.00
Quick view
Over Night Short
$ 38.00
Quick view
Means I Care Romper
$ 56.00
Quick view
Marybeth Boot
$ 72.00
Quick view
Trackside Hat
$ 34.00
Quick view
Billini Ottilie Boot
$ 120.00
Quick view
Minimalist Skort
$ 48.00
Miley Boot
Miley Boot
Miley Boot
Miley Boot
Miley Boot
Miley Boot
Miley Boot
Miley Boot
Miley Boot
Miley Boot
Miley Boot
Miley Boot
Miley Boot
Miley Boot
Miley Boot
Miley Boot
Miley Boot
Miley Boot
Miley Boot
Miley Boot
Miley Boot
Miley Boot
Miley Boot
Miley Boot
Miley Boot
Miley Boot
Miley Boot
Miley Boot
Miley Boot
Miley Boot
Miley Boot
Miley Boot
Miley Boot
Miley Boot
Miley Boot
Miley Boot

Miley Boot

Regular price $ 78.00 Save $ -78.00
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  • Western boot in a gorgeous red, camel, taupe, dusty blue, OR off white color - wear these throughout every season!
  •  Western inspired embroidery.
  • Almond toe shape with a wooden block heel.
  • Oversized side pull tabs for a pull on design.
  • Shaft Height: 9.75"
  • Heel Height: 2.25"
  • Circumference of shoe opening: 14"
Cowboy Lover Tee
Cowboy Lover Tee
Cowboy Lover Tee
Cowboy Lover Tee
Cowboy Lover Tee
Cowboy Lover Tee
Cowboy Lover Tee
Cowboy Lover Tee
Cowboy Lover Tee
Cowboy Lover Tee
Cowboy Lover Tee
Cowboy Lover Tee
Cowboy Lover Tee
Cowboy Lover Tee
Cowboy Lover Tee
Cowboy Lover Tee
Cowboy Lover Tee
Cowboy Lover Tee
Cowboy Lover Tee
Cowboy Lover Tee
Cowboy Lover Tee
Cowboy Lover Tee
Cowboy Lover Tee
Cowboy Lover Tee
Cowboy Lover Tee
Cowboy Lover Tee
Cowboy Lover Tee
Cowboy Lover Tee
Cowboy Lover Tee
Cowboy Lover Tee
Cowboy Lover Tee
Cowboy Lover Tee
Cowboy Lover Tee
Cowboy Lover Tee

Cowboy Lover Tee

Regular price $ 28.00 Save $ -28.00
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  • Trust that we LOVE cowboys over at Calypso, so we had to show our appreciation with a NEW custom! This red and white baby tee with red lettering would be PERFECT for Railbird or 4th of July!
  • Model is 5'6" with a 32DD bust, 27" waist, 36" hips, and wearing a medium.
  • Model usually wears size 2/4.
  • This item runs true to size!
Cool It Cowboy Tee
Cool It Cowboy Tee
Cool It Cowboy Tee
Cool It Cowboy Tee
Cool It Cowboy Tee
Cool It Cowboy Tee
Cool It Cowboy Tee
Cool It Cowboy Tee
Cool It Cowboy Tee
Cool It Cowboy Tee
Cool It Cowboy Tee
Cool It Cowboy Tee
Cool It Cowboy Tee
Cool It Cowboy Tee
Cool It Cowboy Tee
Cool It Cowboy Tee
Cool It Cowboy Tee
Cool It Cowboy Tee
Cool It Cowboy Tee
Cool It Cowboy Tee
Cool It Cowboy Tee
Cool It Cowboy Tee
Cool It Cowboy Tee
Cool It Cowboy Tee
Cool It Cowboy Tee
Cool It Cowboy Tee
Cool It Cowboy Tee
Cool It Cowboy Tee

Cool It Cowboy Tee

Regular price $ 36.00 Sale price $ 25.00 Save $ 11.00
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FINAL SALE

  • It's about time we get some country customs... this cream baby tee with a brown "Cool It Cowboy" design on the front would be a STAPLE for country concerts this summer!
  • Model is 5'6" with a 32DD bust, 27" waist, 36" hips, and wearing a medium.
  • Model usually wears size 2/4.
  • This item runs true to size!
Foundation Top
Foundation Top
Foundation Top
Foundation Top
Foundation Top
Foundation Top
Foundation Top
Foundation Top
Foundation Top
Foundation Top
Foundation Top
Foundation Top
Foundation Top
Foundation Top
Foundation Top
Foundation Top
Foundation Top
Foundation Top
Foundation Top
Foundation Top
Foundation Top
Foundation Top
Foundation Top
Foundation Top
Foundation Top
Foundation Top
Foundation Top
Foundation Top
Foundation Top
Foundation Top
Foundation Top
Foundation Top
Foundation Top
Foundation Top
Foundation Top
Foundation Top
Foundation Top
Foundation Top
Foundation Top
Foundation Top
Foundation Top
Foundation Top
Foundation Top
Foundation Top
Foundation Top
Foundation Top
Foundation Top
Foundation Top
Foundation Top
Foundation Top
Foundation Top
Foundation Top
Foundation Top
Foundation Top
Foundation Top
Foundation Top
Foundation Top
Foundation Top
Foundation Top
Foundation Top
Foundation Top
Foundation Top
Foundation Top
Foundation Top

Foundation Top

Regular price $ 38.00 Save $ -38.00
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  • Everyone knows this.... but no one does basics like Calypso! This cardigan top is our take on the viral piece that everyone’s been loving! Buttons down the front make her so versatile, wear her with all the buttons up or take some out!
  • Model 1 is 5'6" with a 32DD bust, 27" waist, 36" hips, and wearing a small.
  • Model 2 is 5'8 with a 33" bust, 27" waist, 33" hips, and wearing a small.
  • Model 1 typically wears a size 0/2, model 2 typically wears a size 4. 
  • This item runs slightly big!
Gone Country Hat
Gone Country Hat
Gone Country Hat
Gone Country Hat
Gone Country Hat
Gone Country Hat
Gone Country Hat
Gone Country Hat
Gone Country Hat
Gone Country Hat
Gone Country Hat
Gone Country Hat
Gone Country Hat
Gone Country Hat
Gone Country Hat
Gone Country Hat
Gone Country Hat
Gone Country Hat
Gone Country Hat
Gone Country Hat
Gone Country Hat
Gone Country Hat
Gone Country Hat
Gone Country Hat
Gone Country Hat
Gone Country Hat
Gone Country Hat
Gone Country Hat

Gone Country Hat

Regular price $ 34.00 Save $ -34.00
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  • Calypso has finally gone COUNTRY! This taupe hat with a camo brim and a mesh back is perfect for any concert or lake day this summer!
  • ALL HATS FINAL SALE!
Dance With Me Dress
Dance With Me Dress
Dance With Me Dress
Dance With Me Dress
Dance With Me Dress
Dance With Me Dress
Dance With Me Dress
Dance With Me Dress
Dance With Me Dress
Dance With Me Dress
Dance With Me Dress
Dance With Me Dress
Dance With Me Dress
Dance With Me Dress
Dance With Me Dress
Dance With Me Dress
Dance With Me Dress
Dance With Me Dress

Dance With Me Dress

Regular price $ 68.00 Sale price $ 40.00 Save $ 28.00
/

FINAL SALE

  • Denim dresses are IT this summer. Country concerts, horse races, or a little girls brunch would be perfect to take this one out. The button detailing along the front of the dress is SO cute.
  • Model is 5'3 with a 32B bust, 26" waist, 36" hips, and wearing a small.
  • Model typically wear a 0/2.
  • This item runs true to size.
Back Roads Cowgirl Hat
Back Roads Cowgirl Hat
Back Roads Cowgirl Hat
Back Roads Cowgirl Hat
Back Roads Cowgirl Hat
Back Roads Cowgirl Hat
Back Roads Cowgirl Hat
Back Roads Cowgirl Hat
Back Roads Cowgirl Hat
Back Roads Cowgirl Hat
Back Roads Cowgirl Hat
Back Roads Cowgirl Hat

Back Roads Cowgirl Hat

Regular price $ 22.00 Save $ -22.00
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ALL HATS WILL BE FINAL SALE.

  • Straw hats are the CUTEST accessory for summer. Any country concert, beach day, or photoshoot would be perfect to show her off. 
  • Comes in black and tan with a drawstring to secure. 
All My Love Hat
All My Love Hat
All My Love Hat
All My Love Hat
All My Love Hat
All My Love Hat
All My Love Hat
All My Love Hat
All My Love Hat
All My Love Hat
All My Love Hat
All My Love Hat
All My Love Hat
All My Love Hat
All My Love Hat
All My Love Hat

All My Love Hat

Regular price $ 34.00 Save $ -34.00
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ALL HATS WILL BE FINAL SALE.

  • Our NEW Calypso custom just in time for festival season! This staple black & cream OR navy & natural trucker hat is perfect to pair with a denim skirt and cowboy boots or with a casual sweats and t-shirt kind of day!
  • The sweetest saying with a small cowboy and horse design on the front!
Next Mistake Skirt
Next Mistake Skirt
Next Mistake Skirt
Next Mistake Skirt
Next Mistake Skirt
Next Mistake Skirt
Next Mistake Skirt
Next Mistake Skirt
Next Mistake Skirt
Next Mistake Skirt
Next Mistake Skirt
Next Mistake Skirt
Next Mistake Skirt
Next Mistake Skirt
Next Mistake Skirt
Next Mistake Skirt
Next Mistake Skirt
Next Mistake Skirt
Next Mistake Skirt
Next Mistake Skirt
Next Mistake Skirt
Next Mistake Skirt
Next Mistake Skirt
Next Mistake Skirt
Next Mistake Skirt
Next Mistake Skirt

Next Mistake Skirt

Regular price $ 48.00 Save $ -48.00
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  • The skirt of our DREAMS! This fully lace maxi skirt would be SO cute for any concert you're going to this summer. 
  • This skirt is sheer and doesn't have underlining. 
  • Model is 5'6" with a 32DD bust, 27" waist, 36" hips, and wearing a medium.
  • Model usually wears a size 4.
  • This item runs true to size.

Toxic Skirt
Toxic Skirt
Toxic Skirt
Toxic Skirt
Toxic Skirt
Toxic Skirt
Toxic Skirt
Toxic Skirt
Toxic Skirt
Toxic Skirt
Toxic Skirt
Toxic Skirt

Toxic Skirt

Regular price $ 50.00 Save $ -50.00
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  • A denim skirt is a capsule wardrobe MUST for the warmer months and we got the perfect one for you! She has a dark denim wash with an asymmetrical button for the cutest detailing! 
  • Model is 5'6" with a 32DD bust, 27" waist, 36" hips, and wearing a medium.
  • Model usually wears size 2/4.
  • This item runs true to size.
One More Time Dress
One More Time Dress
One More Time Dress
One More Time Dress
One More Time Dress
One More Time Dress
One More Time Dress
One More Time Dress
One More Time Dress
One More Time Dress
One More Time Dress
One More Time Dress
One More Time Dress
One More Time Dress
One More Time Dress
One More Time Dress
One More Time Dress
One More Time Dress

One More Time Dress

Regular price $ 68.00 Sale price $ 35.00 Save $ 33.00
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FINAL SALE

  • Yellow dresses ALWAYS scream summer! This tiered, eyelet dress with bow detailings on the front and back is ready for any event!
  • Model is 5'8 with a 33" bust, 27" waist, 33" hips, and wearing an XS.
  • Model typically wears a size 0/2.
  • This item runs true to size!
Run The World Romper
Run The World Romper
Run The World Romper
Run The World Romper
Run The World Romper
Run The World Romper
Run The World Romper
Run The World Romper
Run The World Romper
Run The World Romper
Run The World Romper
Run The World Romper
Run The World Romper
Run The World Romper
Run The World Romper
Run The World Romper

Run The World Romper

Regular price $ 50.00 Sale price $ 30.00 Save $ 20.00
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FINAL SALE

  • Rompers are going to be our summer uniform! This white denim romper looks like a set, but she's all in one! A deep-V cut with brown button detailing down the front, perfect for a country concert or game 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!
Sweeter Things Short
Sweeter Things Short
Sweeter Things Short
Sweeter Things Short
Sweeter Things Short
Sweeter Things Short
Sweeter Things Short
Sweeter Things Short
Sweeter Things Short
Sweeter Things Short
Sweeter Things Short
Sweeter Things Short
Sweeter Things Short
Sweeter Things Short
Sweeter Things Short
Sweeter Things Short

Sweeter Things Short

Regular price $ 36.00 Sale price $ 30.00 Save $ 6.00
/

FINAL SALE

  • Denim shorts are THE basic for spring and summer, but so is a denim SET. These super comfy bottoms with a stretchy waistband are calling your name!
  • 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!
Music City Vest
Music City Vest
Music City Vest
Music City Vest
Music City Vest
Music City Vest
Music City Vest
Music City Vest
Music City Vest
Music City Vest
Music City Vest
Music City Vest
Music City Vest
Music City Vest
Music City Vest
Music City Vest
Music City Vest
Music City Vest

Music City Vest

Regular price $ 48.00 Sale price $ 40.00 Save $ 8.00
/

FINAL SALE

  • Denim vest? It's SCREAMING music festival! With silver buttons along the front, this would be so cute with boxer shorts.
  • 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!
So Charming Short
So Charming Short
So Charming Short
So Charming Short
So Charming Short
So Charming Short
So Charming Short
So Charming Short
So Charming Short
So Charming Short
So Charming Short
So Charming Short
So Charming Short
So Charming Short
So Charming Short
So Charming Short
So Charming Short
So Charming Short
So Charming Short
So Charming Short
So Charming Short
So Charming Short
So Charming Short
So Charming Short
So Charming Short
So Charming Short
So Charming Short
So Charming Short
So Charming Short
So Charming Short
So Charming Short
So Charming Short
So Charming Short
So Charming Short
So Charming Short
So Charming Short
So Charming Short
So Charming Short
So Charming Short
So Charming Short
So Charming Short
So Charming Short
So Charming Short
So Charming Short
So Charming Short
So Charming Short
So Charming Short
So Charming Short
So Charming Short
So Charming Short
So Charming Short
So Charming Short
So Charming Short
So Charming Short
So Charming Short
So Charming Short
So Charming Short
So Charming Short
So Charming Short
So Charming Short

So Charming Short

Regular price $ 40.00 Save $ -40.00
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  • Red plaid boxer shorts are a STAPLE for summer and with the ruffles along the bottom, she would be SO cute with the matching top or an oversized tee!
  • Model 1 is 5'10" with a 36" bust, 31" waist, 41" hips, and wearing a medium.
  • Model 2 is 5'6" with a 32DD bust, 27" waist, 36" hips, and wearing a large.
  • Model 2 usually wears size 2/4.
  • This item runs slightly small!
Over Night Top
Over Night Top
Over Night Top
Over Night Top
Over Night Top
Over Night Top
Over Night Top
Over Night Top
Over Night Top
Over Night Top
Over Night Top
Over Night Top
Over Night Top
Over Night Top

Over Night Top

Regular price $ 32.00 Save $ -32.00
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  • Looking for a country concert fit? We got you girl! This plaid top with two bows in the front and puff sleeves is the girly set we've been waiting 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.
Over Night Short
Over Night Short
Over Night Short
Over Night Short
Over Night Short
Over Night Short
Over Night Short
Over Night Short
Over Night Short
Over Night Short
Over Night Short
Over Night Short

Over Night Short

Regular price $ 38.00 Save $ -38.00
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  • The set we have been WAITING for and just in time for concert szn! These plaid boxer shorts would be perfect to pair with the matching tee and boots.
  • 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.
Means I Care Romper
Means I Care Romper
Means I Care Romper
Means I Care Romper
Means I Care Romper
Means I Care Romper
Means I Care Romper
Means I Care Romper
Means I Care Romper
Means I Care Romper
Means I Care Romper
Means I Care Romper
Means I Care Romper
Means I Care Romper

Means I Care Romper

Regular price $ 56.00 Save $ -56.00
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  • Looking for a denim set? What about a denim ROMPER!! She has a halter cut with buttons down the front to make it look like it's a set, but she's all you need in one!
  • 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.
Marybeth Boot
Marybeth Boot
Marybeth Boot
Marybeth Boot
Marybeth Boot
Marybeth Boot
Marybeth Boot
Marybeth Boot
Marybeth Boot
Marybeth Boot
Marybeth Boot
Marybeth Boot
Marybeth Boot
Marybeth Boot
Marybeth Boot
Marybeth Boot
Marybeth Boot
Marybeth Boot
Marybeth Boot
Marybeth Boot

Marybeth Boot

Regular price $ 72.00 Save $ -72.00
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  • We are cowboy boot OBSESSED and these boots are PERF in every way. The pop of color stitching adds the perfect amount of detail for each color way!
  • Boot Height: 13.75"
  • Heel Height: 2.5"
  • The Front Platform: 0.25"
  • Zipper Closure
Trackside Hat
Trackside Hat
Trackside Hat
Trackside Hat
Trackside Hat
Trackside Hat
Trackside Hat
Trackside Hat
Trackside Hat
Trackside Hat
Trackside Hat
Trackside Hat
Trackside Hat
Trackside Hat
Trackside Hat
Trackside Hat
Trackside Hat
Trackside Hat

Trackside Hat

Regular price $ 34.00 Save $ -34.00
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ALL HATS WILL BE FINAL SALE.

  •  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.
Billini Ottilie Boot
Billini Ottilie Boot
Billini Ottilie Boot
Billini Ottilie Boot
Billini Ottilie Boot
Billini Ottilie Boot
Billini Ottilie Boot
Billini Ottilie Boot
Billini Ottilie Boot
Billini Ottilie Boot
Billini Ottilie Boot
Billini Ottilie Boot

Billini Ottilie Boot

Regular price $ 120.00 Save $ -120.00
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  • These chic brown cowboy boots feature intricate embroidery, a stylish pointed toe, and a sturdy block heel - perfect for adding a touch of Southern charm to any outfit!

Details:

  • low stacked block heel
  • wide fit long boot upper
  • closed pointed toe
  • western-inspired embroidery
  • easy slip on design with side pull tabs
  • Synthetic upper, lining, and outsole 
  • Heel Height: 2"
Minimalist Skort
Minimalist Skort
Minimalist Skort
Minimalist Skort
Minimalist Skort
Minimalist Skort
Minimalist Skort
Minimalist Skort
Minimalist Skort
Minimalist Skort
Minimalist Skort
Minimalist Skort
Minimalist Skort
Minimalist Skort
Minimalist Skort
Minimalist Skort
Minimalist Skort
Minimalist Skort
Minimalist Skort
Minimalist Skort
Minimalist Skort
Minimalist Skort
Minimalist Skort
Minimalist Skort
Minimalist Skort
Minimalist Skort
Minimalist Skort
Minimalist Skort
Minimalist Skort
Minimalist Skort
Minimalist Skort
Minimalist Skort
Minimalist Skort
Minimalist Skort
Minimalist Skort
Minimalist Skort
Minimalist Skort
Minimalist Skort
Minimalist Skort
Minimalist Skort
Minimalist Skort
Minimalist Skort
Minimalist Skort
Minimalist Skort
Minimalist Skort
Minimalist Skort
Minimalist Skort
Minimalist Skort
Minimalist Skort
Minimalist Skort

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. 

QUESTIONS or ORDER ISSUES?

TEXT US AT 859-225-3810! Emails can go to spam, so texting is the best most urgent way to contact us! If email communication is preferred, please reply to your confirmation email to ensure we receive! ♡

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