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. 

518 items
Heart Of Glass Mini Dress - Off White

Heart Of Glass Mini Dress - Off White

SISSY BOY

R1999

Emme Lace Trim Mini Dress - Sweetpea pink
SALE

Emme Lace Trim Mini Dress - Sweetpea pink

Cotton On

R350

R699

-50%

Puff-sleeved dress - white floral

Puff-sleeved dress - white floral

H&M

R329

Jersey a-line dress - cream & navy blue striped

Jersey a-line dress - cream & navy blue striped

H&M

R279

Tiered a-line dress - yellow

Tiered a-line dress - yellow

H&M

R449

Isla Knit Off Shoulder Mini Dress - Robbia Blue
SALE

Isla Knit Off Shoulder Mini Dress - Robbia Blue

Cotton On

R300

R599

-50%

Flounced organza dress - light mint green

Flounced organza dress - light mint green

H&M

R899

Tie-strap maxi dress - pink patterned
2 options

Tie-strap maxi dress - pink patterned

H&M

R429

Viscose lace nightgown - bordeaux
SALE

Viscose lace nightgown - bordeaux

Trendyol

R220

R549

-60%

Tiered a-line dress - bright red

Tiered a-line dress - bright red

H&M

R449

3/4 Sleeve With Flutter V-Neck With Rope Midi Tiered Dress With Print Detail - White
OFFER

3/4 Sleeve With Flutter V-Neck With Rope Midi Tiered Dress With Print Detail - White

Izabel London

R649

R999

-35%

Puff-sleeved dress - cream/floral
3 options

Puff-sleeved dress - cream/floral

H&M

R399

Puff-sleeved dress - cream
SALE

Puff-sleeved dress - cream

H&M

R257

R429

-40%

Emme lace trim mini dress - honey cream
SALE

Emme lace trim mini dress - honey cream

Cotton On

R350

R699

-50%

Smocked strappy dress - dark orange
SALE

Smocked strappy dress - dark orange

H&M

R219

R399

-45%

Dress ISA - Navy
OFFER

Dress ISA - Navy

MANGO

R439

R799

-45%

Dress ariels - white
SALE

Dress ariels - white

MANGO

R405

R899

-55%

Tie-belt tunic dress - light apricot floral

Tie-belt tunic dress - light apricot floral

H&M

R379

A-line dress - red
SALE
3 options

A-line dress - red

H&M

R214

R329

-35%

Tie-back playsuit - light blue striped
SALE

Tie-back playsuit - light blue striped

H&M

R153

R279

-45%

Jacquard-weave mini dress - light beige
SALE

Jacquard-weave mini dress - light beige

H&M

R315

R699

-55%

Dress Rogel - Light/Pastel Yellow
SALE

Dress Rogel - Light/Pastel Yellow

MANGO

R420

R1199

-65%

Sleeveless jersey dress - black

Sleeveless jersey dress - black

H&M

R279

A-line strappy dress - green patterned
SALE
3 options

A-line strappy dress - green patterned

H&M

R246

R379

-35%

Slit-sleeved dress - light pink
SALE

Slit-sleeved dress - light pink

H&M

R225

R749

-70%

Cap Sleeve Mini Button Through Dress With Collar - Multi
SALE

Cap Sleeve Mini Button Through Dress With Collar - Multi

MANDI

R405

R899

-55%

Ladies scarlet belted midi dress - light fatigue

Ladies scarlet belted midi dress - light fatigue

Steve Madden

R1499

Flared maxi dress - light pink floral

Flared maxi dress - light pink floral

H&M

R1099

Square-neck twill dress - dark brown
5 options

Square-neck twill dress - dark brown

H&M

R399

Puff-sleeved dress - blue floral

Puff-sleeved dress - blue floral

H&M

R329

Drawstring-detail dress - light pink floral
4 options

Drawstring-detail dress - light pink floral

H&M

R429

Tie-detail tunic dress - dark beige
2 options

Tie-detail tunic dress - dark beige

H&M

R379

Dress saltin - black
OFFER

Dress saltin - black

MANGO

R779

R1299

-40%

Tiered dress - blue
SALE
2 options

Tiered dress - blue

H&M

R197

R329

-40%

Estelle Asymmetrical Slip Midi Dress - Dark Oak
OFFER

Estelle Asymmetrical Slip Midi Dress - Dark Oak

Cotton On

R479

R799

-40%

Shift dress - white/oranges

Shift dress - white/oranges

H&M

R379

Skirt lolita - medium orange
OFFER

Skirt lolita - medium orange

MANGO

R231

R579

-60%

Tie-detail tunic dress - black
2 options

Tie-detail tunic dress - black

H&M

R379

Dress savana - off white
SALE

Dress savana - off white

MANGO

R400

R799

-50%

Tiered dress - light orange suns
2 options

Tiered dress - light orange suns

H&M

R329

Smock-detail dress - light blue floral

Smock-detail dress - light blue floral

H&M

R329

Nightgown quars- brown
OFFER

Nightgown quars- brown

MANGO

R539

R899

-40%

V-neck shift dress - dark beige snakeskin pattern
2 options

V-neck shift dress - dark beige snakeskin pattern

H&M

R379

Pink paisley maxi dress - pink
SALE

Pink paisley maxi dress - pink

MILLA

R585

R1299

-55%

Shift dress - white

Shift dress - white

H&M

R379

Tie-detail maxi dress - blue floral
SALE
2 options

Tie-detail maxi dress - blue floral

H&M

R239

R399

-40%

A-line throw-on dress - white & patterned
SALE

A-line throw-on dress - white & patterned

H&M

R214

R329

-35%

Flared-skirt dress - burgundy
2 options

Flared-skirt dress - burgundy

H&M

R429

Sandy Tiered Playsuit - Demi Daisy Antarctic Blue
SALE

Sandy Tiered Playsuit - Demi Daisy Antarctic Blue

Cotton On

R419

R699

-40%

A-line dress - green
3 options

A-line dress - green

H&M

R349

Nightgown paraiso- grey
SALE

Nightgown paraiso- grey

MANGO

R360

R899

-60%

Drawstring-detail dress - bright blue
4 options

Drawstring-detail dress - bright blue

H&M

R429

Tie-neck dress - white/floral
2 options

Tie-neck dress - white/floral

H&M

R329

A-line dress - golden olive
SALE
3 options

A-line dress - golden olive

H&M

R227

R349

-35%

Oversized tie-belt dress - dark green
3 options

Oversized tie-belt dress - dark green

H&M

R479

Ladies V Neck Frill Sleeveless Stripe maxi Dress - Light Blue Stripe
SALE

Ladies V Neck Frill Sleeveless Stripe maxi Dress - Light Blue Stripe

Brave Soul

R240

R799

-70%

Bow-detail jersey dress - light beige

Bow-detail jersey dress - light beige

H&M

R229

Nightgown ario- white
OFFER

Nightgown ario- white

MANGO

R404

R899

-55%

Tiered dress - bright orange
2 options

Tiered dress - bright orange

H&M

R329

Plus size stripe and floral pajamas set - yellow
SALE

Plus size stripe and floral pajamas set - yellow

Trendyol

R272

R679

-60%

Smocked tiered skirt - white
SALE
3 options

Smocked tiered skirt - white

H&M

R214

R329

-35%

Puff-sleeved blouse - white/floral

Puff-sleeved blouse - white/floral

H&M

R379

Crêpe mini dress - red
SALE

Crêpe mini dress - red

H&M

R292

R449

-35%

Smocked-bodice strappy dress - green/white floral

Smocked-bodice strappy dress - green/white floral

H&M

R429

Ladies Multi Colour Big Floral Print Corset Playsuit - Multi
SALE

Ladies Multi Colour Big Floral Print Corset Playsuit - Multi

Brave Soul

R210

R599

-65%

Bead-detail fine-knit top - white

Bead-detail fine-knit top - white

H&M

R379

Estelle Asymmetrical Slip Midi Dress - Honey Cream
OFFER

Estelle Asymmetrical Slip Midi Dress - Honey Cream

Cotton On

R479

R799

-40%

Lace-trimmed satin dress - light beige

Lace-trimmed satin dress - light beige

H&M

R799

A-line strappy dress - beige floral
3 options

A-line strappy dress - beige floral

H&M

R379

Waistcoat dress - bright red

Waistcoat dress - bright red

H&M

R699

Dress almond - mid-beige
SALE

Dress almond - mid-beige

MANGO

R805

R2299

-65%

Ladies india fit & flare 1/4 zip midi dress - emerald green

Ladies india fit & flare 1/4 zip midi dress - emerald green

Steve Madden

R1399

sissy boy dresses

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