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. 

59 items
Scoop Neck Maxi Dress With Slit Details - Silver Multi
SALE

Scoop Neck Maxi Dress With Slit Details - Silver Multi

SISSY BOY

R720

R1599

-55%

Metallic eyelash fabric dress - grey
OFFER

Metallic eyelash fabric dress - grey

Pop Candy

R219

R399

-45%

Dress SILVERB - Silver

Dress SILVERB - Silver

MANGO

R899

Isabella dress up dress - winter grey/stars
SALE

Isabella dress up dress - winter grey/stars

Cotton On

R247

R549

-55%

Short sleeve monologo baby rib mini dress - heroic grey heather

Short sleeve monologo baby rib mini dress - heroic grey heather

Calvin Klein

R1999

Slay Fest Bling - Silver
OFFER

Slay Fest Bling - Silver

SISSY BOY

R839

R1399

-40%

Dress Silver - Silver
SALE

Dress Silver - Silver

MANGO

R560

R1399

-60%

Striped dress - pink & grey
SALE

Striped dress - pink & grey

Pop Candy

R87

R249

-65%

Ladies Scoop Neck Midi Body Con Dress - Grey Marl/White
SALE

Ladies Scoop Neck Midi Body Con Dress - Grey Marl/White

Brave Soul

R135

R299

-55%

Smocked dress - charcoal
OFFER

Smocked dress - charcoal

Pop Candy

R359

R479

-25%

Speedcat Ballet Lustre Wns - Silver/Feather Gray

Speedcat Ballet Lustre Wns - Silver/Feather Gray

PUMA

R1799

W 3S Crew Maxi Dress - Light Grey Heather / White
OFFER

W 3S Crew Maxi Dress - Light Grey Heather / White

adidas Performance

R466

R849

-45%

Pointelle-jersey dress - light grey
2 options

Pointelle-jersey dress - light grey

H&M

R239

Composite detail dress - platinum grey
SALE

Composite detail dress - platinum grey

Pop Candy

R225

R499

-55%

Metallic shift dress with asymmetric twist knot - silver
SALE

Metallic shift dress with asymmetric twist knot - silver

Pop Candy

R180

R449

-60%

Sequined linen-blend dress - light grey palm trees

Sequined linen-blend dress - light grey palm trees

H&M

R629

Ruffle tier adorned dress - light grey
SALE

Ruffle tier adorned dress - light grey

Pop Candy

R180

R399

-55%

Cotton dress - dark grey

Cotton dress - dark grey

H&M

R179

Tiered tent dress with bow closure - light grey
SALE

Tiered tent dress with bow closure - light grey

Pop Candy

R200

R399

-50%

H&M Studio: Jacquard-weave dress - light greige
SALE

H&M Studio: Jacquard-weave dress - light greige

H&M

R950

R1899

-50%

Textured mini dress - pale grey

Textured mini dress - pale grey

H&M

R529

Knit jumper with ribbed ra-ra skirt - grey/bow aop
OFFER

Knit jumper with ribbed ra-ra skirt - grey/bow aop

Pop Candy

R359

R599

-40%

Dress trip - light/pastel gray
OFFER

Dress trip - light/pastel gray

MANGO

R384

R699

-45%

Frilled Mini Knit Dress - Anthracite
SALE

Frilled Mini Knit Dress - Anthracite

Trendyol

R320

R799

-60%

Ladies Ribbed Mini Dress - Grey Marl
SALE

Ladies Ribbed Mini Dress - Grey Marl

Brave Soul

R148

R329

-55%

Shift dress - grey pinstriped

Shift dress - grey pinstriped

H&M

R379

Sequin mini slip dress - grey
SALE

Sequin mini slip dress - grey

VELVET

R450

R899

-50%

Draped jersey dress - grey
SALE

Draped jersey dress - grey

H&M

R87

R249

-65%

Plisse halter mini dress - dull grey
SALE

Plisse halter mini dress - dull grey

VELVET

R140

R399

-65%

Lace-inset cotton dress - dark grey/patterned

Lace-inset cotton dress - dark grey/patterned

H&M

R379

Crêpe polo dress - grey
SALE

Crêpe polo dress - grey

H&M

R125

R279

-55%

Cotton jersey strappy dress - grey multi
SALE

Cotton jersey strappy dress - grey multi

H&M

R116

R179

-35%

2-Piece cotton set - dark grey/pink

2-Piece cotton set - dark grey/pink

H&M

R499

Rib dropped hem skater dress - grey
SALE

Rib dropped hem skater dress - grey

boohoo

R210

R699

-70%

Most Loved Knit Shorts Knit Shorts With Branding - Grey/Burgundy/Pink
OFFER

Most Loved Knit Shorts Knit Shorts With Branding - Grey/Burgundy/Pink

SISSY BOY

R584

R899

-35%

Nightgown paraiso- grey
SALE

Nightgown paraiso- grey

MANGO

R360

R899

-60%

Mini Aline Woven Dress - Grey
SALE

Mini Aline Woven Dress - Grey

Trendyol

R360

R799

-55%

Contrast binding short sleeve mini dress - grey marl
SALE

Contrast binding short sleeve mini dress - grey marl

boohoo

R200

R499

-60%

Linen-blend dress - dark grey
2 options

Linen-blend dress - dark grey

H&M

R399

Draped bodycon dress - grey
3 options

Draped bodycon dress - grey

H&M

R279

Dress taldote - medium gray
OFFER

Dress taldote - medium gray

MANGO

R539

R899

-40%

Ladies Ribbed Long Sleeve Striped Midi Dress - Black/Grey Marl
SALE

Ladies Ribbed Long Sleeve Striped Midi Dress - Black/Grey Marl

Brave Soul

R175

R499

-65%

A-Line Mini Knitwear Dress - Anthracite

A-Line Mini Knitwear Dress - Anthracite

Trendyol

R699

Dress sori - gray
OFFER

Dress sori - gray

MANGO

R659

R1199

-45%

V-neck satin dress - grey

V-neck satin dress - grey

H&M

R379

Heeled strappy sandals - silver-coloured
2 options

Heeled strappy sandals - silver-coloured

H&M

R399

Ladies Ribbed Long Sleeve Midi Dress - Charcoal Marl
SALE

Ladies Ribbed Long Sleeve Midi Dress - Charcoal Marl

Brave Soul

R175

R499

-65%

Skirt waist opening crew neck mini polyviscon woven dress - anthracite
SALE

Skirt waist opening crew neck mini polyviscon woven dress - anthracite

Trendyol

R400

R999

-60%

Frayed Dipped Hem Denim Bandeau Top - Washed Grey
SALE

Frayed Dipped Hem Denim Bandeau Top - Washed Grey

PrettyLittleThing

R270

R899

-70%

Twill polo dress - dark grey

Twill polo dress - dark grey

H&M

R429

Ruched shoulder pad T-shirt mini dress - charcoal
SALE

Ruched shoulder pad T-shirt mini dress - charcoal

boohoo

R220

R549

-60%

Vestido domino - medium gray
OFFER

Vestido domino - medium gray

MANGO

R714

R1299

-45%

Rib-knit dress - grey marl

Rib-knit dress - grey marl

H&M

R699

Dress andy - charcoal

Dress andy - charcoal

MANGO

R799

Pleated mini skirt - grey
SALE

Pleated mini skirt - grey

Pop Candy

R157

R349

-55%

Sl Mn Open Bk Minka Lurex Drs - Gunmetal Multi
OFFER

Sl Mn Open Bk Minka Lurex Drs - Gunmetal Multi

GUESS

R1724

R2299

-25%

Seersucker top - Charcoal
SALE

Seersucker top - Charcoal

H&M

R98

R179

-45%

Coat SIENA - Light Pastel Gray
OFFER

Coat SIENA - Light Pastel Gray

MANGO

R879

R1599

-45%

Nico stretch mini dress - charcoal
SALE

Nico stretch mini dress - charcoal

Cotton On

R350

R699

-50%

sissy boy dresses

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