Collection: Street Wear Dresses
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"Sissy Juliana" Dress
Regular price $79.99 USDRegular priceUnit price / per$124.00 USDSale price $79.99 USDSale -
Low Cut Slutty Mini Dress
Regular price $129.99 USDRegular priceUnit price / per$340.00 USDSale price $129.99 USDSale -
Pink Polka Dot Sissy Dress
Regular price $75.99 USDRegular priceUnit price / per$124.00 USDSale price $75.99 USDSale -
Cute Sissy Lily Pleated Mini Dress
Regular price $79.00 USDRegular priceUnit price / per$0.00 USDSale price $79.00 USD -
Slutty Sissy Leather Dress
Regular price $65.00 USDRegular priceUnit price / per$114.00 USDSale price $65.00 USDSale -
“Slutty Sasha” Sissy Dream Dress – Embrace Your Feminine Fantasy!
Regular price $59.99 USDRegular priceUnit price / per$145.00 USDSale price $59.99 USDSale -
"Sissy Lila" Pink Polka Dot Dress
Regular price $59.99 USDRegular priceUnit price / per$98.00 USDSale price $59.99 USDSale -
Party Gurl Metallic Ruffles Sissy Dress
Regular price $89.00 USDRegular priceUnit price / per -
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Slutty Sissy Dress
Regular price $39.99 USDRegular priceUnit price / per$89.00 USDSale price $39.99 USDSale -
"You Slut" Long Sleeve Mini Dress Set
Regular price $59.00 USDRegular priceUnit price / per$0.00 USDSale price $59.00 USD -
Slutty Pink Leather Mini Dress With Garter Straps
Regular price $79.00 USDRegular priceUnit price / per$0.00 USDSale price $79.00 USD -
Slutty Sissy Office Dress
Regular price $59.99 USDRegular priceUnit price / per$116.99 USDSale price $59.99 USDSale -
"Cute Sissy" Pink Dress
Regular price $49.99 USDRegular priceUnit price / per$92.99 USDSale price $49.99 USDSale -
"Sissy Susan" Polka Dot Dress
Regular price From $64.99 USDRegular priceUnit price / per$87.00 USDSale price From $64.99 USDSale -
"Sissy Lola" Pink Lace Dress
Regular price $65.99 USDRegular priceUnit price / per$89.00 USDSale price $65.99 USDSale -
"Sissy Olivia" Polka Dot Dress
Regular price $79.99 USDRegular priceUnit price / per$156.00 USDSale price $79.99 USDSale -
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Sissy Vicky Dress
Regular price $120.99 USDRegular priceUnit price / per$217.99 USDSale price $120.99 USDSale -
"Sissy Izabella" Polka Dot Dress
Regular price $59.99 USDRegular priceUnit price / per$98.00 USDSale price $59.99 USDSale -
"Sissy Lucille" Pink Lace Dress
Regular price $59.99 USDRegular priceUnit price / per$145.00 USDSale price $59.99 USDSale -
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Floral Sissy Dress
Regular price $79.99 USDRegular priceUnit price / per$90.00 USDSale price $79.99 USDSale -
Sissy Pink Metallic Shiny Skirt Set
Regular price $98.00 USDRegular priceUnit price / per$0.00 USDSale price $98.00 USD -
Slutty "Bad" Mini Dress
Regular price $49.00 USDRegular priceUnit price / per$116.99 USDSale price $49.00 USDSale -
Sissy Elsa Polka Dot Dress
Regular price $69.99 USDRegular priceUnit price / per$98.00 USDSale price $69.99 USDSale -
Sissy Laura Flower Dress
Regular price $94.99 USDRegular priceUnit price / per$189.00 USDSale price $94.99 USDSale -
"Sissy Lillian" One-Shoulder Dress
Regular price $59.99 USDRegular priceUnit price / per$145.00 USDSale price $59.99 USDSale -
"Sissy Amiyah" Pink Dotted Dress
Regular price $54.99 USDRegular priceUnit price / per$145.00 USDSale price $54.99 USDSale -
"Sissy Camille" Pink Lace Dress
Regular price $151.99 USDRegular priceUnit price / per$273.99 USDSale price $151.99 USDSale -
"Sissy Alana" Lace Dress
Regular price $59.99 USDRegular priceUnit price / per$156.00 USDSale price $59.99 USDSale -
"Sissy Rosie" Floral Dress
Regular price $64.99 USDRegular priceUnit price / per$78.00 USDSale price $64.99 USDSale -
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Retro Swing Dress
Regular price $54.99 USDRegular priceUnit price / per$89.00 USDSale price $54.99 USDSale -
Cute Sissy Lace Up Dress
Regular price $98.00 USDRegular priceUnit price / per -
Strawberry Sissy Dress
Regular price $89.00 USDRegular priceUnit price / per -
Pink Floral Sissy Dress
Regular price $49.00 USDRegular priceUnit price / per$78.00 USDSale price $49.00 USDSale -
"Sissy Liz" Halter Mini Dress
Regular price $98.99 USDRegular priceUnit price / per$145.00 USDSale price $98.99 USDSale -
"Sissy Princess" Exclusive Floral Print Dress: Vintage French Elegance for Crossdressers & Feminization Enthusiasts
Regular price $79.99 USDRegular priceUnit price / per$303.99 USDSale price $79.99 USDSale -
Cute Heart Ruffle Dress
Regular price $52.99 USDRegular priceUnit price / per$95.99 USDSale price $52.99 USDSale
What Our Sissy Darlings Are Saying
"These sissy panties transformed me into the delicate doll I always dreamed of—feminine, frilly, and oh-so-submissive. I’ve never felt more confident in my chastity journey!" – Priscilla P.
Loves our Pink Lace Sissy Panties & Metal Chastity Device.
"The latex dresses and lockable heels from Sissy Panty Shop unlocked a new level of femininity for me. I’m addicted to the thrill of being owned and pampered—I can’t stop shopping here!" – Sissy Sophie
Swears by our Black Latex Dress & Lockable Stilettos.
"Wearing these chastity devices and sissy outfits feels like the ultimate surrender. My mistress adores how obedient and feminine I’ve become—thank you, Sissy Panty Shop!" – Bunny Boy
Can’t live without our Silver Chastity Cage & Ruffled Sissy Panties.

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Sissy Boy Collection
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💕 “Sissy Boy Dream” All-Over Print Dress – Pretty in Pink Perfection
Regular price $62.16 USDRegular priceUnit price / per -
“Sissy Sweetheart” Printed Thong – Ultra-Femme & Flirty
Regular price $39.99 USDRegular priceUnit price / per -
💖 Pretty Pink Sissy Short Sleeve Onesie – Ultra-Soft, Feminine, and Fabulous!
Regular price $65.00 USDRegular priceUnit price / per -
💖 Sissy Pink Fantasy Thong – Low Waist with Adorable Prints 💖
Regular price $39.99 USDRegular priceUnit price / per