SISSY BOY DRESSES

mini, midi + maxi

For the bold woman not afraid to make a statement, Sissy Boy dresses will make sure you're the centre of attention. 

91 items
Hard To Forget Sweatshirt - Navy
OFFER

Hard To Forget Sweatshirt - Navy

SISSY BOY

R849

R999

-15%

Cap sleeve dress with bow details - ecru/pink/pink stripes
SALE

Cap sleeve dress with bow details - ecru/pink/pink stripes

Pop Candy

R157

R349

-55%

Sequin a-line dress with silk organza hem overlay - seashell white
SALE

Sequin a-line dress with silk organza hem overlay - seashell white

Pop Candy

R240

R599

-60%

Sleeveless metallic dress - pale apricot
SALE

Sleeveless metallic dress - pale apricot

Pop Candy

R171

R379

-55%

Shirred cap sleeve mini dress - pink
SALE

Shirred cap sleeve mini dress - pink

boohoo

R320

R799

-60%

Lily halter mini dress - lagoon lullaby
SALE

Lily halter mini dress - lagoon lullaby

Cotton On

R300

R599

-50%

Casual dress - white
SALE

Casual dress - white

Pop Candy

R92

R229

-60%

Back tie gingham sun dress - black
SALE

Back tie gingham sun dress - black

Pop Candy

R98

R279

-65%

Puff sleeve dress - white
SALE

Puff sleeve dress - white

Pop Candy

R157

R349

-55%

Balloon Hem Dress - Brown
SALE

Balloon Hem Dress - Brown

Trendyol

R495

R1099

-55%

Tiered empire bodice dress - pale yellow
SALE

Tiered empire bodice dress - pale yellow

Pop Candy

R160

R399

-60%

Casual dress - light blue check
SALE

Casual dress - light blue check

Pop Candy

R92

R229

-60%

Baby doll with ruffle sleeves - white
SALE

Baby doll with ruffle sleeves - white

Pop Candy

R157

R349

-55%

Casual dress - pink/micro dot multi
SALE

Casual dress - pink/micro dot multi

Pop Candy

R92

R229

-60%

Balloon Lined Woven Short Dress - Red
SALE

Balloon Lined Woven Short Dress - Red

Trendyol

R360

R799

-55%

Collared dress with shirred detail - dusty pink
OFFER

Collared dress with shirred detail - dusty pink

Pop Candy

R202

R449

-55%

Dress Jane - Black
OFFER

Dress Jane - Black

MANGO

R519

R1299

-60%

Sleeveless dress & hat se t- blue
SALE

Sleeveless dress & hat se t- blue

Pop Candy

R140

R349

-60%

Side cut-out blouson dress - pink fraud
SALE

Side cut-out blouson dress - pink fraud

Pop Candy

R270

R599

-55%

Casual dress - off white/watermelon aop
SALE

Casual dress - off white/watermelon aop

Pop Candy

R92

R229

-60%

Bengaline milkmaid mini dress - black
SALE

Bengaline milkmaid mini dress - black

boohoo

R360

R899

-60%

Puff sleeve dress - beige
SALE

Puff sleeve dress - beige

Pop Candy

R202

R449

-55%

Printed dress - ecru & navy blue
SALE

Printed dress - ecru & navy blue

Pop Candy

R202

R449

-55%

Hello kitty dress up set - pink
OFFER

Hello kitty dress up set - pink

Character Group

R89

R199

-55%

Bengaline milkmaid mini dress - white
SALE

Bengaline milkmaid mini dress - white

boohoo

R360

R899

-60%

Printed romper - multi
SALE

Printed romper - multi

Pop Candy

R81

R179

-55%

Shirt dress with elasticated waist - pink/white/candy stripes
SALE

Shirt dress with elasticated waist - pink/white/candy stripes

Pop Candy

R180

R399

-55%

Crochet lace bodice dress with gathered hem - ecru
SALE

Crochet lace bodice dress with gathered hem - ecru

Pop Candy

R180

R399

-55%

Applique and embroidered graphic bodice dress - pink
OFFER

Applique and embroidered graphic bodice dress - pink

Pop Candy

R148

R329

-55%

Sleeveless dress & hat set - yellow
SALE

Sleeveless dress & hat set - yellow

Pop Candy

R157

R349

-55%

Casual dress - white/heart aop/multicolour
SALE

Casual dress - white/heart aop/multicolour

Pop Candy

R103

R229

-55%

Vintage inspired anglaise ruffle collar dress - cream
SALE

Vintage inspired anglaise ruffle collar dress - cream

Pop Candy

R202

R449

-55%

Turtleneck dress with tulle skirt - wheat brown
OFFER

Turtleneck dress with tulle skirt - wheat brown

Pop Candy

R246

R449

-45%

Stripe oversized t-shirt smock dress - chocolate
SALE

Stripe oversized t-shirt smock dress - chocolate

boohoo

R247

R549

-55%

Ex pbow smock mini - black
OFFER

Ex pbow smock mini - black

New Look

R524

R699

-25%

Apron-style dress - floral multi
SALE

Apron-style dress - floral multi

Pop Candy

R152

R379

-60%

Casual dress - white/heart multi/pink/red
SALE

Casual dress - white/heart multi/pink/red

Pop Candy

R92

R229

-60%

Cotton ruffle dropped hem smock dress - black
SALE

Cotton ruffle dropped hem smock dress - black

boohoo

R261

R579

-55%

Peter pan collar coat dress - pink
SALE

Peter pan collar coat dress - pink

Pop Candy

R275

R549

-50%

Broderie anglaise dress with ruffle collar - lemon chiffon
SALE

Broderie anglaise dress with ruffle collar - lemon chiffon

Pop Candy

R180

R399

-55%

Broderie angel sleeve mini dress - white
SALE

Broderie angel sleeve mini dress - white

boohoo

R292

R729

-60%

Fit & flare dress with mock button closure - white/unbalanced stripe
SALE

Fit & flare dress with mock button closure - white/unbalanced stripe

Pop Candy

R180

R449

-60%

Barbie fantasy dress up set - pink
OFFER

Barbie fantasy dress up set - pink

Character Group

R149

R199

-25%

Tiered maxi skirt - white
SALE

Tiered maxi skirt - white

Pop Candy

R171

R379

-55%

Floral burnout plunge skater mini dress - sage
SALE

Floral burnout plunge skater mini dress - sage

boohoo

R360

R899

-60%

Casual dress - pink leopard print
SALE

Casual dress - pink leopard print

Pop Candy

R92

R229

-60%

Peter pan collar denim dress - blue
SALE

Peter pan collar denim dress - blue

Pop Candy

R180

R399

-55%

Rib button front cap sleeve mini dress - black
SALE

Rib button front cap sleeve mini dress - black

boohoo

R212

R529

-60%

Mini Aline Woven Sleeveless Dress - Black
SALE

Mini Aline Woven Sleeveless Dress - Black

Trendyol

R400

R999

-60%

Butterfly sleeve dress with stylised tier - mint colour/green dots
SALE

Butterfly sleeve dress with stylised tier - mint colour/green dots

Pop Candy

R152

R379

-60%

Sleeveless romper - blue
SALE

Sleeveless romper - blue

Pop Candy

R81

R179

-55%

Broderie square neck smock dress - white
SALE

Broderie square neck smock dress - white

boohoo

R280

R799

-65%

Knife pleated top with bermuda shorts - tan
SALE

Knife pleated top with bermuda shorts - tan

Pop Candy

R200

R499

-60%

Mini Bodycon Knitwear BTN Dress - Black
OFFER

Mini Bodycon Knitwear BTN Dress - Black

Trendyol

R299

R749

-60%

Vintage inspired dress with pointed flat collar - mocha brown
SALE

Vintage inspired dress with pointed flat collar - mocha brown

Pop Candy

R270

R599

-55%

Gigi halter mini dress - layla floral honey cream
SALE

Gigi halter mini dress - layla floral honey cream

Cotton On

R300

R599

-50%

Puffball t-shirt dress - white
SALE

Puffball t-shirt dress - white

boohoo

R320

R799

-60%

Ditsy floral mesh angel sleeve tie front mini dress - black
SALE

Ditsy floral mesh angel sleeve tie front mini dress - black

boohoo

R320

R799

-60%

Frilled sleeve dress - multi
SALE

Frilled sleeve dress - multi

Pop Candy

R202

R449

-55%

Micro dot fabric dress with macro polka dots - green/yellow
SALE

Micro dot fabric dress with macro polka dots - green/yellow

Pop Candy

R152

R379

-60%

Romper & bucket hat - khaki
SALE

Romper & bucket hat - khaki

Pop Candy

R180

R399

-55%

Bonded sucba bardot volume skater mini dress - black
SALE

Bonded sucba bardot volume skater mini dress - black

boohoo

R320

R799

-60%

Casual dress - beige/triangle aop
SALE

Casual dress - beige/triangle aop

Pop Candy

R92

R229

-60%

Tie dye dress-blue & white
SALE

Tie dye dress-blue & white

Pop Candy

R171

R379

-55%

Tiered mini skirt - white
SALE

Tiered mini skirt - white

Pop Candy

R148

R329

-55%

Ditsy floral bodyvest with double mesh flounce - off white/pink
SALE

Ditsy floral bodyvest with double mesh flounce - off white/pink

Pop Candy

R148

R329

-55%

Bow shoulder tailored mini dress - blue
SALE

Bow shoulder tailored mini dress - blue

boohoo

R405

R899

-55%

Short dungarees - light pink
SALE

Short dungarees - light pink

Pop Candy

R157

R349

-55%

Fairy embroidered graphic polka dot dress - shocking pink
OFFER

Fairy embroidered graphic polka dot dress - shocking pink

Pop Candy

R148

R329

-55%

Casual dress - cream/pineapple aop
SALE

Casual dress - cream/pineapple aop

Pop Candy

R92

R229

-60%

Gingham corset detail skater dress - green
SALE

Gingham corset detail skater dress - green

boohoo

R320

R799

-60%

A-Line Animal Patterned Woven Short Elegant Dress - Multicolored
SALE

A-Line Animal Patterned Woven Short Elegant Dress - Multicolored

Trendyol

R480

R1199

-60%

sissy boy dresses

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