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. 

801 items
One Of A Kind Midi Dress With An Underbust Cutline And Gauging - Off White
SALE

One Of A Kind Midi Dress With An Underbust Cutline And Gauging - Off White

SISSY BOY

R585

R1299

-55%

Scoop Neck Maxi Dress With Slit Details - Silver Multi
SALE

Scoop Neck Maxi Dress With Slit Details - Silver Multi

SISSY BOY

R720

R1599

-55%

Fit And Flare Midi Dress With A V-Neckline And Strap Details - Stone
SALE

Fit And Flare Midi Dress With A V-Neckline And Strap Details - Stone

SISSY BOY

R700

R1399

-50%

Bright Lights: Knit Maxi Dress With Rhinestones Detail - Black
SALE

Bright Lights: Knit Maxi Dress With Rhinestones Detail - Black

SISSY BOY

R900

R1999

-55%

High End Love: Midi Rib Knit Bling Logo Dress - Red
SALE

High End Love: Midi Rib Knit Bling Logo Dress - Red

SISSY BOY

R520

R1299

-60%

Occasion skater dress with bow - pink
OFFER

Occasion skater dress with bow - pink

Pop Candy

R419

R699

-40%

Tulle skirt dress - pink
3 options

Tulle skirt dress - pink

H&M

R249

Collared sweatshirt dress - pink/bow aop
OFFER

Collared sweatshirt dress - pink/bow aop

Pop Candy

R179

R299

-40%

Metallic eyelash fabric dress - pink
OFFER

Metallic eyelash fabric dress - pink

Pop Candy

R279

R399

-30%

Puff-sleeved satin dress - light pink

Puff-sleeved satin dress - light pink

H&M

R529

3-Pack jersey dresses - multi

3-Pack jersey dresses - multi

H&M

R399

Peter pan collar shirt dress with frilled hem - pink fraud
OFFER

Peter pan collar shirt dress with frilled hem - pink fraud

Pop Candy

R335

R479

-30%

Occasion dress - cotton candy ombre
OFFER

Occasion dress - cotton candy ombre

Pop Candy

R384

R699

-45%

Tulle skirt pouf dress - white
OFFER

Tulle skirt pouf dress - white

Pop Candy

R419

R599

-30%

Maeve Puff Sleeve Dress Up Dress - Tea Party Pink
OFFER

Maeve Puff Sleeve Dress Up Dress - Tea Party Pink

Cotton On

R384

R699

-45%

Satin bodice pouf dress with hair band - white/soft peach
OFFER

Satin bodice pouf dress with hair band - white/soft peach

Pop Candy

R509

R599

-15%

Maeve Puff Sleeve Dress Up Dress - Dark Vanilla
OFFER

Maeve Puff Sleeve Dress Up Dress - Dark Vanilla

Cotton On

R314

R699

-55%

Tulle dress - light pink/cherries
5 options

Tulle dress - light pink/cherries

H&M

R299

Stevie woven bow dress - varsity red
OFFER

Stevie woven bow dress - varsity red

Cotton On

R319

R399

-20%

Bow applique sweatshirt dress - pink/bow
OFFER

Bow applique sweatshirt dress - pink/bow

Pop Candy

R239

R299

-20%

Sweatshirt dress - neutral & pink

Sweatshirt dress - neutral & pink

H&M

R349

Tulle ball gown - deep red
OFFER

Tulle ball gown - deep red

Pop Candy

R389

R599

-35%

Fit & flare dress with pockets - pink/multi
OFFER

Fit & flare dress with pockets - pink/multi

Pop Candy

R244

R349

-30%

Printed cotton dress - light blue/bluey
3 options

Printed cotton dress - light blue/bluey

H&M

R149

Sleeveless metallic dress - pale apricot
SALE

Sleeveless metallic dress - pale apricot

Pop Candy

R171

R379

-55%

Tulle ball gown - barley white
OFFER

Tulle ball gown - barley white

Pop Candy

R389

R599

-35%

Lola Sleeveless Dress - Varsity Red
OFFER

Lola Sleeveless Dress - Varsity Red

Cotton On

R246

R449

-45%

Printed tulle dress - light blue/cherries

Printed tulle dress - light blue/cherries

H&M

R329

Metallic eyelash fabric dress - grey
OFFER

Metallic eyelash fabric dress - grey

Pop Candy

R219

R399

-45%

Collared seersucker dress - light blue & white striped

Collared seersucker dress - light blue & white striped

H&M

R329

Tulle dress - dusty pink stars
5 options

Tulle dress - dusty pink stars

H&M

R279

Fit and flare dress with headband - pink
OFFER

Fit and flare dress with headband - pink

Pop Candy

R149

R249

-40%

Sleeveless jersey dress - light pink/aristocats

Sleeveless jersey dress - light pink/aristocats

H&M

R129

Occasion skater dress - white
OFFER

Occasion skater dress - white

Pop Candy

R419

R699

-40%

Pintucked smock dress - pink
OFFER

Pintucked smock dress - pink

Pop Candy

R424

R499

-15%

Printed cotton dress - light pink/hello kitty

Printed cotton dress - light pink/hello kitty

H&M

R179

Heart print tulle dress - pink & red
SALE

Heart print tulle dress - pink & red

Pop Candy

R200

R499

-60%

Printed cotton dress - light pink/hello kitty
3 options

Printed cotton dress - light pink/hello kitty

H&M

R149

Tiered pouf dress - white
OFFER

Tiered pouf dress - white

Pop Candy

R449

R599

-25%

Occasion dress - white
OFFER

Occasion dress - white

Pop Candy

R274

R499

-45%

Daisy Midi Dress - Jenna Ditsy Dark Oak

Daisy Midi Dress - Jenna Ditsy Dark Oak

Cotton On

R799

Printed sweatshirt dress - light pink/sanrio

Printed sweatshirt dress - light pink/sanrio

H&M

R299

Satin bodice pouf dress with hair band - white
OFFER

Satin bodice pouf dress with hair band - white

Pop Candy

R509

R599

-15%

Embroidered tulle skirt dress - dusty pink
OFFER

Embroidered tulle skirt dress - dusty pink

Pop Candy

R226

R349

-35%

Smocked-bodice cotton dress - light blue striped

Smocked-bodice cotton dress - light blue striped

H&M

R629

Heart print dress - pink
SALE

Heart print dress - pink

Pop Candy

R157

R349

-55%

Printed cotton dress - pink/ladybirds
3 options

Printed cotton dress - pink/ladybirds

H&M

R149

Chiffon dress - white/polka dot

Chiffon dress - white/polka dot

H&M

R349

Foil-print tulle dress - dark red

Foil-print tulle dress - dark red

H&M

R329

Printed cotton dress - peach pink
3 options

Printed cotton dress - peach pink

H&M

R149

Striped dress - pink & grey
SALE

Striped dress - pink & grey

Pop Candy

R87

R249

-65%

Jersey a-line dress - cream & navy blue striped

Jersey a-line dress - cream & navy blue striped

H&M

R279

Collared dress with shirred detail - dusty pink
OFFER

Collared dress with shirred detail - dusty pink

Pop Candy

R202

R449

-55%

Asymetrical tiered dress - cream
SALE

Asymetrical tiered dress - cream

Pop Candy

R357

R649

-45%

Dress penelope-h - pink
OFFER

Dress penelope-h - pink

MANGO

R559

R1399

-60%

Flounced tulle dress - light beige/spotted

Flounced tulle dress - light beige/spotted

H&M

R429

Tie-front poplin dress - light pink striped

Tie-front poplin dress - light pink striped

H&M

R349

Lace cross bouffant dress - pink
OFFER

Lace cross bouffant dress - pink

Pop Candy

R269

R449

-40%

Tulle-skirt dress - greige/hearts

Tulle-skirt dress - greige/hearts

H&M

R279

Eloise Long Sleeve Dress Up Dress - Ice Blue
OFFER
3 options

Eloise Long Sleeve Dress Up Dress - Ice Blue

Cotton On

R319

R399

-20%

Eloise Long Sleeve Dress Up Dress - Vintage Lilac
OFFER
3 options

Eloise Long Sleeve Dress Up Dress - Vintage Lilac

Cotton On

R279

R399

-30%

Eloise Long Sleeve Dress Up Dress - Dark Vanilla
OFFER
3 options

Eloise Long Sleeve Dress Up Dress - Dark Vanilla

Cotton On

R279

R399

-30%

Patterned jersey dress - light pink/hearts
7 options

Patterned jersey dress - light pink/hearts

H&M

R99

Printed cotton dress - white/minnie mouse

Printed cotton dress - white/minnie mouse

H&M

R179

Short sleeve dress - red
OFFER

Short sleeve dress - red

Pop Candy

R111

R279

-60%

Button down dress - pink
OFFER

Button down dress - pink

Pop Candy

R139

R349

-60%

S/s puff Sleeve Midi Babydoll Dress - Black
SALE

S/s puff Sleeve Midi Babydoll Dress - Black

Izabel London

R360

R899

-60%

Billie Long Sleeve Dress - Dark Vanilla/Flower Meadow Ditsy
OFFER

Billie Long Sleeve Dress - Dark Vanilla/Flower Meadow Ditsy

Cotton On

R349

R499

-30%

Patterned jersey dress - light blue/unicorns
7 options

Patterned jersey dress - light blue/unicorns

H&M

R99

Collared seersucker dress - white

Collared seersucker dress - white

H&M

R329

Smocked dress - charcoal
OFFER

Smocked dress - charcoal

Pop Candy

R359

R479

-25%

Tee dress with tulle gypsy skirt - cerise pink
OFFER

Tee dress with tulle gypsy skirt - cerise pink

Pop Candy

R157

R349

-55%

sissy boy dresses

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