SISSY BOY DRESSES

214 items

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. 

Aline dress with statement bow - navy/white

Aline dress with statement bow - navy/white

Pop Candy

R899

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

R374

R499

-25%

Patterned jersey dress - light blue/unicorns
5 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

R311

R479

-35%

Tee dress with tulle gypsy skirt - cerise pink
OFFER

Tee dress with tulle gypsy skirt - cerise pink

Pop Candy

R157

R349

-55%

Frilled sleeve dress - white
SALE

Frilled sleeve dress - white

Pop Candy

R160

R399

-60%

Tulle-skirt sweatshirt dress - pink,multi
2 options

Tulle-skirt sweatshirt dress - pink,multi

H&M

R329

Eloise Long Sleeve Dress Up Dress - Berry Jam
OFFER
3 options

Eloise Long Sleeve Dress Up Dress - Berry Jam

Cotton On

R299

R399

-25%

Tiered tulle dress - white/hearts

Tiered tulle dress - white/hearts

H&M

R379

Pintucked smock dress - green
OFFER

Pintucked smock dress - green

Pop Candy

R324

R499

-35%

Peter pan collar dress - lilac
OFFER

Peter pan collar dress - lilac

Pop Candy

R139

R349

-60%

Frill-trimmed cotton dress - light dusty pink/hearts

Frill-trimmed cotton dress - light dusty pink/hearts

H&M

R199

Printed tulle-skirt dress - white/frozen

Printed tulle-skirt dress - white/frozen

H&M

R279

Frilled peter pan collar dress - peach/navy/white
OFFER

Frilled peter pan collar dress - peach/navy/white

Pop Candy

R139

R349

-60%

Frill-collared dress - black

Frill-collared dress - black

H&M

R699

Sweatshirt dress - pink/cherries aop
OFFER

Sweatshirt dress - pink/cherries aop

Pop Candy

R209

R349

-40%

Katelyn Dress Up Dress - Dark Vanilla/Butterfly
OFFER

Katelyn Dress Up Dress - Dark Vanilla/Butterfly

Cotton On

R279

R399

-30%

Collared denim dress - denim blue

Collared denim dress - denim blue

H&M

R399

Shirred bodice dress - cornflower blue
OFFER

Shirred bodice dress - cornflower blue

Pop Candy

R151

R379

-60%

Motif-detail tulle skirt dress - white hello kitty

Motif-detail tulle skirt dress - white hello kitty

H&M

R279

Havana flutter sleeve dress - blush pink
SALE

Havana flutter sleeve dress - blush pink

Cotton On

R225

R499

-55%

Strawberry graphic tee dress - pink

Strawberry graphic tee dress - pink

Pop Candy

R279

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%

ORGANIC WOVEN FLUTTER SLEEVE DRESS - LATTE CREAM/GINGHAM
OFFER

ORGANIC WOVEN FLUTTER SLEEVE DRESS - LATTE CREAM/GINGHAM

Cotton On

R199

R399

-50%

Sweatshirt dress - pink/horses

Sweatshirt dress - pink/horses

H&M

R279

Vestido - Pink
OFFER

Vestido - Pink

MANGO

R559

R699

-20%

Ava Active Dress - Storm Green/Vanilla
OFFER

Ava Active Dress - Storm Green/Vanilla

Cotton On

R191

R349

-45%

Ruffle hem mini dress - black
SALE

Ruffle hem mini dress - black

boohoo

R350

R999

-65%

Bunny ballerina graphic dress with frilled sleeves - pale peach
OFFER

Bunny ballerina graphic dress with frilled sleeves - pale peach

Pop Candy

R153

R279

-45%

Pringle sophie dress - choc

Pringle sophie dress - choc

Pringle of Scotland

R2299

2-Piece fluffy-knit set - powder pink

2-Piece fluffy-knit set - powder pink

H&M

R479

S/s Puff Elasticated Cuff Dress with Border Print Dress - Coral
SALE

S/s Puff Elasticated Cuff Dress with Border Print Dress - Coral

Stella Morgan

R585

R1299

-55%

Puff sleeve dress - snow white
OFFER

Puff sleeve dress - snow white

Pop Candy

R157

R349

-55%

Plus wmn leah golfer dress - garnet

Plus wmn leah golfer dress - garnet

POLO

R1199

Glitter Knitted Evening Dres - Brown

Glitter Knitted Evening Dres - Brown

Trendyol

R1199

Turtleneck dress with tulle skirt - wheat brown
OFFER

Turtleneck dress with tulle skirt - wheat brown

Pop Candy

R202

R449

-55%

Flared-skirt polo dress - burgundy

Flared-skirt polo dress - burgundy

H&M

R349

Striped Woven Terrycotton Dress - Burgundy
OFFER

Striped Woven Terrycotton Dress - Burgundy

Trendyol

R974

R1299

-25%

Tulle dress - light beige/leopard print
4 options

Tulle dress - light beige/leopard print

H&M

R299

Bridget midi dress - roses floral
SALE

Bridget midi dress - roses floral

Cotton On

R500

R999

-50%

Long sleeve midi dress - brown
OFFER

Long sleeve midi dress - brown

Pop Candy

R246

R379

-35%

Frill-trimmed cotton dress - cream/bows

Frill-trimmed cotton dress - cream/bows

H&M

R179

Katelyn Dress Up Dress - Tea Party Pink/Hearts
OFFER

Katelyn Dress Up Dress - Tea Party Pink/Hearts

Cotton On

R199

R399

-50%

Pichi - Open Blue
OFFER

Pichi - Open Blue

MANGO

R376

R579

-35%

Sequined linen-blend dress - light grey palm trees

Sequined linen-blend dress - light grey palm trees

H&M

R629

Tulle dress - light beige/spotted
4 options

Tulle dress - light beige/spotted

H&M

R299

Cotton jersey dress - light pink
BUY 3 GET 30%

Cotton jersey dress - light pink

H&M

R125

R179

-30%

Collared cotton dress - beige/spotted

Collared cotton dress - beige/spotted

H&M

R329

Embroidered denim dress - denim blue/flowers

Embroidered denim dress - denim blue/flowers

H&M

R429

Round neck a-line dress - fuchsia
OFFER

Round neck a-line dress - fuchsia

Trendyol

R629

R899

-30%

Spliced lace dress - white dobby
SALE

Spliced lace dress - white dobby

Cotton On

R450

R899

-50%

Corduroy dungaree dress with hem frill - neutral
OFFER

Corduroy dungaree dress with hem frill - neutral

Pop Candy

R134

R299

-55%

Ava Active Dress - Varsity Red/Pale Violet
OFFER

Ava Active Dress - Varsity Red/Pale Violet

Cotton On

R191

R349

-45%

Unicorn graphic combo dress - cream/multi
SALE

Unicorn graphic combo dress - cream/multi

Pop Candy

R157

R349

-55%

Striped Knitted Jersey Dress - Multi-Colored
OFFER

Striped Knitted Jersey Dress - Multi-Colored

Trendyol

R799

R999

-20%

Oversized Striperibbed Dress With Collar, Short Sleeve And Side Split - Stone/Black Stripe

Oversized Striperibbed Dress With Collar, Short Sleeve And Side Split - Stone/Black Stripe

Brave Soul

R599

Cotton muslin dress - light pink/hearts
2 options

Cotton muslin dress - light pink/hearts

H&M

R279

Corduroy dungaree dress with hem frill - pink
OFFER

Corduroy dungaree dress with hem frill - pink

Pop Candy

R134

R299

-55%

Peter pan collar denim dress - blue
SALE

Peter pan collar denim dress - blue

Pop Candy

R180

R399

-55%

Cotton twill dungaree dress - beige

Cotton twill dungaree dress - beige

H&M

R279

Pie Crust Dress - Red Gingham
OFFER

Pie Crust Dress - Red Gingham

Me&B

R649

R1299

-50%

Printed cotton dress - light pink/hearts

Printed cotton dress - light pink/hearts

H&M

R179

Crinkled cotton dress - white
2 options

Crinkled cotton dress - white

H&M

R399

Printed cotton jersey dress - beige marl/lilo & stitch

Printed cotton jersey dress - beige marl/lilo & stitch

H&M

R179

Billie Long Sleeve Dress - Zephyr
OFFER

Billie Long Sleeve Dress - Zephyr

Cotton On

R374

R499

-25%

Scattered applique t-shirt dress - blue

Scattered applique t-shirt dress - blue

Pop Candy

R279

Striped skater dress with fairy graphic - blue

Striped skater dress with fairy graphic - blue

Pop Candy

R299

Plus Halter Shawl Pattern Chiffon Woven Winter Dress - Black

Plus Halter Shawl Pattern Chiffon Woven Winter Dress - Black

Trendyol

R1199

Lace button through s/s midi dress with mandarin scallop lace detail - white

Lace button through s/s midi dress with mandarin scallop lace detail - white

Stella Morgan

R1499

sissy boy dresses

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