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. 

127 items
Look At You: Knit Maxi Dress - Pink

Look At You: Knit Maxi Dress - Pink

SISSY BOY

R999

Cherry Bomb: Maxi Dress With Lace Trim Details - Black
SALE

Cherry Bomb: Maxi Dress With Lace Trim Details - Black

SISSY BOY

R675

R1499

-55%

Mini Dress With Asymmetric Ruffle Skirt And Crochet Trim - Black
SALE

Mini Dress With Asymmetric Ruffle Skirt And Crochet Trim - Black

SISSY BOY

R560

R1399

-60%

Roses Are Red: Maxi Dress With Ruching Over The Bust - Off White
OFFER

Roses Are Red: Maxi Dress With Ruching Over The Bust - Off White

SISSY BOY

R1049

R1399

-25%

Heccers: Heccers Update Jumpsuit - Black

Heccers: Heccers Update Jumpsuit - Black

SISSY BOY

R1199

Maxi Aline Woven Dress - Pink
SALE

Maxi Aline Woven Dress - Pink

Trendyol

R520

R1299

-60%

Ellie day mini - pink ditsy
SALE

Ellie day mini - pink ditsy

Cotton On

R350

R699

-50%

Halterneck button down smock dress - red
SALE

Halterneck button down smock dress - red

boohoo

R260

R649

-60%

Drawstring-detail poplin dress - white

Drawstring-detail poplin dress - white

H&M

R399

Emme Lace Trim Mini Dress - Sweetpea pink
SALE

Emme Lace Trim Mini Dress - Sweetpea pink

Cotton On

R350

R699

-50%

Bow Detailed Dress - black
SALE

Bow Detailed Dress - black

Trendyol

R320

R799

-60%

Smocked-bodice cotton dress - light blue striped

Smocked-bodice cotton dress - light blue striped

H&M

R629

Satin halterneck boned detail volume mini dress - black
SALE

Satin halterneck boned detail volume mini dress - black

boohoo

R480

R1199

-60%

Frill-trimmed strappy dress - light beige floral

Frill-trimmed strappy dress - light beige floral

H&M

R379

Pleated Skirt Shirt Collar Mini Woven Dress - Navy blue
SALE

Pleated Skirt Shirt Collar Mini Woven Dress - Navy blue

Trendyol

R450

R899

-50%

Chiffon strappy volume maxi dress - orange
SALE

Chiffon strappy volume maxi dress - orange

boohoo

R400

R999

-60%

Burnout floral angel sleeve skater dress - pink
SALE

Burnout floral angel sleeve skater dress - pink

boohoo

R360

R899

-60%

Flounced organza dress - light mint green

Flounced organza dress - light mint green

H&M

R899

Spliced lace dress - pink print
SALE

Spliced lace dress - pink print

Cotton On

R450

R899

-50%

Mini Deep V Woven Dress - Brown
OFFER

Mini Deep V Woven Dress - Brown

Trendyol

R359

R799

-55%

Dress margot - red
SALE

Dress margot - red

MANGO

R280

R699

-60%

Plus Eyelet Detailed Buttoned Lined Chiffon Woven Dress - Plum
OFFER

Plus Eyelet Detailed Buttoned Lined Chiffon Woven Dress - Plum

Trendyol

R824

R1099

-25%

Linen tie back mini dress - black
SALE

Linen tie back mini dress - black

boohoo

R320

R799

-60%

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%

Cotton poplin cross back smock dress - black
SALE

Cotton poplin cross back smock dress - black

boohoo

R180

R599

-70%

Ruffle hem mini dress - black
SALE

Ruffle hem mini dress - black

boohoo

R350

R999

-65%

Powder Heart Patterned Camisole Knitted Pajama Set - Pink
SALE

Powder Heart Patterned Camisole Knitted Pajama Set - Pink

Trendyol

R320

R799

-60%

White Textured Ribbon Detailed Piping Beach Blouse Skirt Set
SALE

White Textured Ribbon Detailed Piping Beach Blouse Skirt Set

Trendyol

R659

R1199

-45%

Floral Lined Self-Patterned Shorts Woven Pajama Set - Blue
SALE

Floral Lined Self-Patterned Shorts Woven Pajama Set - Blue

Trendyol

R360

R899

-60%

Chiffon ruffle cami - aqua crush
SALE

Chiffon ruffle cami - aqua crush

Cotton On

R247

R549

-55%

Emme lace trim mini dress - honey cream
SALE

Emme lace trim mini dress - honey cream

Cotton On

R350

R699

-50%

V-Neck Dress W S26 - Better Scarlet
OFFER

V-Neck Dress W S26 - Better Scarlet

adidas Originals

R509

R849

-40%

Pink bow detail dress - Pink
SALE

Pink bow detail dress - Pink

MILLA

R700

R1399

-50%

Spliced lace dress - white dobby
SALE

Spliced lace dress - white dobby

Cotton On

R450

R899

-50%

Broderie Strappy Tie Detail Mini Dress - White
OFFER

Broderie Strappy Tie Detail Mini Dress - White

boohoo

R539

R899

-40%

Ellie day mini - dark oak
SALE

Ellie day mini - dark oak

Cotton On

R350

R699

-50%

Burnout floral puff sleeve skater dress - cream
SALE

Burnout floral puff sleeve skater dress - cream

boohoo

R360

R899

-60%

Floral burnout plunge skater mini dress - sage
SALE

Floral burnout plunge skater mini dress - sage

boohoo

R360

R899

-60%

Floral chiffon ruffle mini dress - pink
SALE

Floral chiffon ruffle mini dress - pink

boohoo

R405

R899

-55%

Appliquéd cotton dress - white
SALE
2 options

Appliquéd cotton dress - white

H&M

R454

R699

-35%

Twist-detail dress - white
2 options

Twist-detail dress - white

H&M

R399

Dress Rogel - Light/Pastel Yellow
SALE

Dress Rogel - Light/Pastel Yellow

MANGO

R420

R1199

-65%

Livvy Lux Short Sleeve Tee - Varsity Red/Sweet Heart Club
OFFER

Livvy Lux Short Sleeve Tee - Varsity Red/Sweet Heart Club

Cotton On

R136

R249

-45%

Flared strappy dress - light beige

Flared strappy dress - light beige

H&M

R379

Embroidered ruffle cotton maxi dress - white
SALE

Embroidered ruffle cotton maxi dress - white

boohoo

R400

R999

-60%

Ladies Short Sleeve V-Neck Tiered Dress - White
SALE

Ladies Short Sleeve V-Neck Tiered Dress - White

Brave Soul

R220

R629

-65%

Chiffon tie waist balloon sleeve mini dress - pink
SALE

Chiffon tie waist balloon sleeve mini dress - pink

boohoo

R360

R899

-60%

V-Neck Dress W S26 - Maroon
OFFER

V-Neck Dress W S26 - Maroon

adidas Originals

R721

R849

-15%

Off-the-shoulder jersey dress - dark brown

Off-the-shoulder jersey dress - dark brown

H&M

R379

Draped strappy dress - black

Draped strappy dress - black

H&M

R199

Gathered strappy dress - rust red

Gathered strappy dress - rust red

H&M

R329

Ellie day mini - nellie floral vanilla glow
SALE

Ellie day mini - nellie floral vanilla glow

Cotton On

R350

R699

-50%

Volume sleeve statement maxi dress - pink

Volume sleeve statement maxi dress - pink

MILLA

R999

Printed linen look plunge long sleeve mini dress - light blue
OFFER

Printed linen look plunge long sleeve mini dress - light blue

boohoo

R584

R899

-35%

Linen tie back mini dress - red
SALE

Linen tie back mini dress - red

boohoo

R320

R799

-60%

Draped mini dress - orange

Draped mini dress - orange

H&M

R379

Estelle Asymmetrical Slip Midi Dress - Dark Oak
OFFER

Estelle Asymmetrical Slip Midi Dress - Dark Oak

Cotton On

R479

R799

-40%

Midi Aline Woven Dress - Black
SALE

Midi Aline Woven Dress - Black

Trendyol

R405

R899

-55%

Smock-detail dress - light blue floral

Smock-detail dress - light blue floral

H&M

R329

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

V-neck shift dress - dark beige snakeskin pattern

H&M

R379

Butterfly-sleeved dress - cream/floral

Butterfly-sleeved dress - cream/floral

H&M

R629

Flared-skirt dress - burgundy
2 options

Flared-skirt dress - burgundy

H&M

R429

Dress vene - dark red
OFFER

Dress vene - dark red

MANGO

R599

R1199

-50%

Broderie anglaise dress - white

Broderie anglaise dress - white

H&M

R799

Origins-print dress - black
OFFER

Origins-print dress - black

DORINA

R179

R449

-60%

Dress landis- black
OFFER

Dress landis- black

MANGO

R714

R1299

-45%

Broderie anglaise strappy dress - white
2 options

Broderie anglaise strappy dress - white

H&M

R549

Floral bengaline plunge mini dress - lilac
SALE

Floral bengaline plunge mini dress - lilac

boohoo

R382

R849

-55%

A-line maxi woven dress - powder
SALE

A-line maxi woven dress - powder

Trendyol

R360

R899

-60%

Flutter-sleeve dress with broderie anglaise - black
4 options

Flutter-sleeve dress with broderie anglaise - black

H&M

R449

Jess lace trim midi dress in jaya spot
SALE

Jess lace trim midi dress in jaya spot

Forever New

R1295

R1899

-32%

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%

sissy boy dresses

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