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. 

105 items
Maeve Puff Sleeve Dress Up Dress - Tea Party Pink
OFFER

Maeve Puff Sleeve Dress Up Dress - Tea Party Pink

Cotton On

R384

R699

-45%

Maeve Puff Sleeve Dress Up Dress - Dark Vanilla
OFFER

Maeve Puff Sleeve Dress Up Dress - Dark Vanilla

Cotton On

R314

R699

-55%

Frill-collared dress - black

Frill-collared dress - black

H&M

R699

Lace-look dress - white

Lace-look dress - white

H&M

R279

Dress brad - midnight navy
OFFER

Dress brad - midnight navy

MANGO

R599

R799

-25%

Ellie Dress Up Tutu - Dark Vanilla/Sparkle
SALE

Ellie Dress Up Tutu - Dark Vanilla/Sparkle

Cotton On

R405

R899

-55%

Cross court skort - bubblegum pink
OFFER

Cross court skort - bubblegum pink

Net Athletic

R499

R999

-50%

Top pepito - dark red
OFFER

Top pepito - dark red

MANGO

R404

R899

-55%

Skirt lace mya - black
OFFER

Skirt lace mya - black

Hunkemoller

R664

R949

-30%

2-Piece fluffy-knit set - dark red

2-Piece fluffy-knit set - dark red

H&M

R479

Ellie Dress Up Tutu - Tea Party Pink/Sparkle
SALE

Ellie Dress Up Tutu - Tea Party Pink/Sparkle

Cotton On

R360

R899

-60%

The vamos dress - snow white
OFFER

The vamos dress - snow white

Net Athletic

R699

R1399

-50%

The vamos dress - jet black
OFFER

The vamos dress - jet black

Net Athletic

R699

R1399

-50%

Long Sleeve Amira Body Icon Dress - Burgundy Rose
SALE

Long Sleeve Amira Body Icon Dress - Burgundy Rose

GUESS

R760

R1899

-60%

Frill-trimmed lace dress - cream

Frill-trimmed lace dress - cream

H&M

R479

Plain Maxi Knitted Dress - Black
OFFER

Plain Maxi Knitted Dress - Black

Trendyol

R449

R999

-55%

Dress dover - white
OFFER

Dress dover - white

MANGO

R719

R1599

-55%

Cross court tee - champagne mist beige
OFFER

Cross court tee - champagne mist beige

Net Athletic

R449

R899

-50%

Daisy bow bubble skirt - marshmallow
SALE

Daisy bow bubble skirt - marshmallow

Cotton On

R200

R399

-50%

H&M Studio: Draped skirt - burgundy
SALE

H&M Studio: Draped skirt - burgundy

H&M

R240

R799

-70%

Embellished mesh dress - black
SALE

Embellished mesh dress - black

H&M

R519

R799

-35%

Dress andalo - light beige
OFFER

Dress andalo - light beige

MANGO

R919

R2299

-60%

Satin & lace braz - 72 pale pink

Satin & lace braz - 72 pale pink

New Look

R249

Aria knit mini skirt in soft pink co ord
SALE

Aria knit mini skirt in soft pink co ord

Forever New

R795

R1099

-28%

Long sequined net dress - black

Long sequined net dress - black

H&M

R899

Shift dress - light beige
SALE
3 options

Shift dress - light beige

H&M

R197

R329

-40%

Lace blouse - cream
SALE

Lace blouse - cream

H&M

R131

R329

-60%

Microfibre T-shirt dress - dark grey
SALE
2 options

Microfibre T-shirt dress - dark grey

H&M

R181

R279

-35%

Strappy dress - white/black floral

Strappy dress - white/black floral

H&M

R429

Glitter Neck Tie Detail Dress - black
SALE

Glitter Neck Tie Detail Dress - black

Trendyol

R450

R999

-55%

Dress myri - brown
OFFER

Dress myri - brown

MANGO

R854

R1899

-55%

Golden point pleated skort - raspberry pink
OFFER

Golden point pleated skort - raspberry pink

Net Athletic

R549

R1099

-50%

Track jacket -red colour block
SALE

Track jacket -red colour block

H&M

R489

R699

-30%

Sweater pauli - light/pastel pink
OFFER

Sweater pauli - light/pastel pink

MANGO

R714

R1299

-45%

Short waistcoat - cream/striped
SALE
3 options

Short waistcoat - cream/striped

H&M

R214

R329

-35%

Cross court skort - smoky grey
OFFER

Cross court skort - smoky grey

Net Athletic

R499

R999

-50%

Daisy bow bubble skirt - bordeaux
SALE

Daisy bow bubble skirt - bordeaux

Cotton On

R200

R399

-50%

Ruched peplum vest top - white/floral

Ruched peplum vest top - white/floral

H&M

R329

Ladies ophelia oversized shirt - white

Ladies ophelia oversized shirt - white

Steve Madden

R1299

Lace Bardot Flare Sleeve Mini Dress - Black
SALE

Lace Bardot Flare Sleeve Mini Dress - Black

boohoo

R450

R999

-55%

Ivy lace corset drape maxi dress in rust
SALE

Ivy lace corset drape maxi dress in rust

Forever New

R1395

R2599

-46%

Peplum bandeau dress - black spotted

Peplum bandeau dress - black spotted

H&M

R699

Dress parisi - white
OFFER

Dress parisi - white

MANGO

R1034

R2299

-55%

Asymmetrical Bodycon Maxi Knitted Lace Dress - Plum
OFFER

Asymmetrical Bodycon Maxi Knitted Lace Dress - Plum

Trendyol

R599

R999

-40%

Rosie Lace Cami - layla floral fairydust
SALE

Rosie Lace Cami - layla floral fairydust

Cotton On

R165

R329

-50%

Swimsuit islakg - white
SALE

Swimsuit islakg - white

MANGO

R232

R579

-60%

3 Pack brasilian r - multi
SALE

3 Pack brasilian r - multi

Hunkemoller

R225

R499

-55%

Cross court tee - bubblegum pink
OFFER

Cross court tee - bubblegum pink

Net Athletic

R449

R899

-50%

Jacquard-weave shift dress - light beige/leopard print

Jacquard-weave shift dress - light beige/leopard print

H&M

R449

Quilted corduroy-collar jacket - dark brown

Quilted corduroy-collar jacket - dark brown

H&M

R699

Golden point tank - raspberry pink
OFFER

Golden point tank - raspberry pink

Net Athletic

R449

R899

-50%

Outer vest alvarito - navy
OFFER

Outer vest alvarito - navy

MANGO

R329

R599

-45%

Origins-shiny micro bodysuit - pink
OFFER

Origins-shiny micro bodysuit - pink

DORINA

R159

R399

-60%

Flounced swimsuit - cream strawberries

Flounced swimsuit - cream strawberries

H&M

R249

Two tone lace ll tsh - 45 light blue

Two tone lace ll tsh - 45 light blue

New Look

R549

Ladies betty fit & flare cargo skirt - black
2 options

Ladies betty fit & flare cargo skirt - black

Steve Madden

R999

Mohair-blend scarf-collar top - grey argyle pattern

Mohair-blend scarf-collar top - grey argyle pattern

H&M

R699

Short waistcoat - black
3 options

Short waistcoat - black

H&M

R329

Frill-detail sleeveless top - white/yellow floral

Frill-detail sleeveless top - white/yellow floral

H&M

R299

H&M Studio: Strappy mesh dress - burgundy

H&M Studio: Strappy mesh dress - burgundy

H&M

R899

Cross court tee - jet black
OFFER

Cross court tee - jet black

Net Athletic

R449

R899

-50%

Everyday Lace G String Brief 3Pk - multi
OFFER

Everyday Lace G String Brief 3Pk - multi

Cotton On

R164

R299

-45%

Soft headband - black/silver eyelet
OFFER

Soft headband - black/silver eyelet

Rubi

R90

R129

-30%

Cargo Long Skirt Wmn - Dk Fig Gd
SALE

Cargo Long Skirt Wmn - Dk Fig Gd

G-STAR

R1485

R3299

-55%

Lace-trimmed strappy top - light peach pink

Lace-trimmed strappy top - light peach pink

H&M

R279

Button-front dress - black
2 options

Button-front dress - black

H&M

R699

Animal thong bodysuit
OFFER

Animal thong bodysuit

Easy Curves Shapewear

R599

R799

-25%

Frilled lace strappy top - powder pink
SALE

Frilled lace strappy top - powder pink

H&M

R269

R449

-40%

Billie bomber jacket - phantom
OFFER

Billie bomber jacket - phantom

Cotton On

R524

R749

-30%

Cross court tee - smoky grey
OFFER

Cross court tee - smoky grey

Net Athletic

R449

R899

-50%

Short-sleeved jumper - dark beige

Short-sleeved jumper - dark beige

H&M

R379

Embroidered mesh ballet pumps - cream floral

Embroidered mesh ballet pumps - cream floral

H&M

R379

sissy boy dresses

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