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Price

sissy boy dresses

Founded in 1986 by Ronald Sassoon, one of South Africa’s leading denim pioneers, Sissy Boy has become a famous name in the South African retail market. While they are best known for their jeans, Sissy Boy has expanded to help women find their perfect fashion fit across various clothing categories. Sissy Boy dresses of classic yet trendy, perfect for the woman with edge. Sissy Boy is not afraid to go bold, with vibrant printed dresses that command attention. From mini dresses and mid-length fits to formal gowns, find whatever style you need right now with Sissy Boy.

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. 

4499 items found

Layered dress - blue
OFFER

Layered dress - blue

By SISSY BOY R659 R1199 -45%
Asymmetric dress - multi
LOW STOCK
OFFER

Asymmetric dress - multi

By SISSY BOY R649 R999 -35%
Midi asymetric dress - black
OFFER

Midi asymetric dress - black

By SISSY BOY R399 R799 -50%
Maxi dress with lurex elastic - black
OFFER

Maxi dress with lurex elastic - black

By SISSY BOY R879 R1599 -45%
Memorable moment: tulle dress - black
OFFER

Memorable moment: tulle dress - black

By SISSY BOY R974 R1499 -35%
Novella: maxi sleeveless dress - stripe
OFFER

Novella: maxi sleeveless dress - stripe

By SISSY BOY R749 R999 -25%
Sequin mini dress with turtle neck - multi
OFFER

Sequin mini dress with turtle neck - multi

By SISSY BOY R959 R1599 -40%
Long sleeve scuba crepe midi dress - black
OFFER

Long sleeve scuba crepe midi dress - black

By SISSY BOY R494 R899 -45%
This moment: cowl sequin mini dress - black
LOW STOCK
OFFER

This moment: cowl sequin mini dress - black

By SISSY BOY R779 R1199 -35%
Now or never: cowl satin mini dress - blue multi
OFFER

Now or never: cowl satin mini dress - blue multi

By SISSY BOY R519 R799 -35%
Tier dress with buttons - multi
OFFER

Tier dress with buttons - multi

By SISSY BOY R549 R999 -45%
Midi asymmetric dress - deep red
2 options
OFFER

Midi asymmetric dress - deep red

By SISSY BOY R479 R799 -40%
Long sleeve midi dress with lace up front - fatique
OFFER

Long sleeve midi dress with lace up front - fatique

By SISSY BOY R714 R1299 -45%
Hot stuff: bon bon maxi cowl dress - pink
OFFER

Hot stuff: bon bon maxi cowl dress - pink

By SISSY BOY R719 R1199 -40%
Your own reality: throw over dress with front slits - blue multi
OFFER

Your own reality: throw over dress with front slits - blue multi

By SISSY BOY R649 R999 -35%
Know better: high neck mini dress - off white
OFFER

Know better: high neck mini dress - off white

By SISSY BOY R749 R999 -25%
Girl code: boobtube dress with diamante buckle - med vintage
OFFER

Girl code: boobtube dress with diamante buckle - med vintage

By SISSY BOY R974 R1499 -35%
Get dressed: strappy skater with lace bodice - black
2 options
OFFER

Get dressed: strappy skater with lace bodice - black

By SISSY BOY R749 R999 -25%
Vibe al one: corseted mini dress with wrap front - black
OFFER

Vibe al one: corseted mini dress with wrap front - black

By SISSY BOY R749 R999 -25%
Risley: crochet midi dress with tassel detail - cream
SALE

Risley: crochet midi dress with tassel detail - cream

By SISSY BOY R839 R1399 -40%
Lightworkers: sequin corset skater dress - black & silver
LOW STOCK
OFFER

Lightworkers: sequin corset skater dress - black & silver

By SISSY BOY R959 R1599 -40%
Trust your process: layered dress with belt - cerise pink & orange
OFFER

Trust your process: layered dress with belt - cerise pink & orange

By SISSY BOY R974 R1499 -35%
Briony boxy t-shirt dress - light coral
SALE

Briony boxy t-shirt dress - light coral

By SISSY BOY R299 R499 -40%
Always together: wrap lace playsuit with scuba shorts - black
OFFER

Always together: wrap lace playsuit with scuba shorts - black

By SISSY BOY R649 R999 -35%
Heccers jumpsuit - navy
2 options
LOW STOCK
OFFER

Heccers jumpsuit - navy

By SISSY BOY R659 R1199 -45%
Money moves wrap maxi - gunmetal
OFFER

Money moves wrap maxi - gunmetal

By SISSY BOY R999 R1999 -50%
Magic touch: sequin jumpsuit - black
OFFER

Magic touch: sequin jumpsuit - black

By SISSY BOY R1234 R1899 -35%
Frilly bardot midi - black
OFFER

Frilly bardot midi - black

By SISSY BOY R539 R899 -40%
Wrap velvet maxi - jet black

Wrap velvet maxi - jet black

By SISSY BOY R1399
Heccers glam: jumpsuit with wide leg pant - off white
LOW STOCK
OFFER

Heccers glam: jumpsuit with wide leg pant - off white

By SISSY BOY R899 R1499 -40%
Strappy skater with lace bodice - off white
2 options
OFFER

Strappy skater with lace bodice - off white

By SISSY BOY R599 R999 -40%
Maxi with front slits and back tie detail - multi
OFFER

Maxi with front slits and back tie detail - multi

By SISSY BOY R879 R1599 -45%
Comfort zone: stripe jumpsuit with neck tie - multi
OFFER

Comfort zone: stripe jumpsuit with neck tie - multi

By SISSY BOY R899 R1499 -40%
Jumpsuit with front slits - caramel
OFFER

Jumpsuit with front slits - caramel

By SISSY BOY R604 R1099 -45%
Jumpsuit with front slits - black
OFFER

Jumpsuit with front slits - black

By SISSY BOY R604 R1099 -45%
Long sleeve knit mini with ruching detail - black
SALE

Long sleeve knit mini with ruching detail - black

By SISSY BOY R548 R999 -45%
High neck mini - multi

High neck mini - multi

By SISSY BOY R899
Baby blue: corset jumpsuit with belt - med vintage
LOW STOCK
OFFER

Baby blue: corset jumpsuit with belt - med vintage

By SISSY BOY R1259 R1799 -30%
Show up: asymmetric mini with cut out details - cumin
LOW STOCK
OFFER

Show up: asymmetric mini with cut out details - cumin

By SISSY BOY R824 R1099 -25%
Sequin playsuit with open back - black

Sequin playsuit with open back - black

By SISSY BOY R1399
Creating myself: jumpsuit with side seam leg openings - multi turquoise
LOW STOCK
OFFER

Creating myself: jumpsuit with side seam leg openings - multi turquoise

By SISSY BOY R899 R1499 -40%
Sydney: fitted jumpsuit with front zip - black
OFFER

Sydney: fitted jumpsuit with front zip - black

By SISSY BOY R1019 R1699 -40%
Heccers jumpsuit - black
2 options
OFFER

Heccers jumpsuit - black

By SISSY BOY R779 R1199 -35%
Loves a flirt mini - brown & black
SALE

Loves a flirt mini - brown & black

By SISSY BOY R300 R999 -70%
Long sleeve mesh maxi - brown print
OFFER

Long sleeve mesh maxi - brown print

By SISSY BOY R769 R1399 -45%
Alluring: pu sculpt leather jumpsuit with front zip - black

Alluring: pu sculpt leather jumpsuit with front zip - black

By SISSY BOY R1999
Bounce back baby: sparkle playsuit - gold & black

Bounce back baby: sparkle playsuit - gold & black

By SISSY BOY R1299
Inhale love: strappy jumpsuit - off white
OFFER

Inhale love: strappy jumpsuit - off white

By SISSY BOY R839 R1399 -40%
Dear me: jumpsuit with halter neck - black
OFFER

Dear me: jumpsuit with halter neck - black

By SISSY BOY R494 R899 -45%
Typical: mixed skater - coral multi
LOW STOCK
OFFER

Typical: mixed skater - coral multi

By SISSY BOY R649 R999 -35%
Deco doll: sequin maxi - gold & black
LOW STOCK
OFFER

Deco doll: sequin maxi - gold & black

By SISSY BOY R1429 R2199 -35%
Maxi with ring detail and slits - multi
OFFER

Maxi with ring detail and slits - multi

By SISSY BOY R899 R1499 -40%
Halter neck jumpsuit - black & grey
SALE

Halter neck jumpsuit - black & grey

By SISSY BOY R899 R1499 -40%
Velvet jumpsuit with embroidery - chocolate
LOW STOCK
SALE

Velvet jumpsuit with embroidery - chocolate

By SISSY BOY R799 R1599 -50%
Playsuit with ruffle details - pale yellow
SALE

Playsuit with ruffle details - pale yellow

By SISSY BOY R250 R499 -50%
Double take heel - bronze

Double take heel - bronze

By SISSY BOY R1299
Faux pas heel - black
2 options

Faux pas heel - black

By SISSY BOY R1099
Stand your ground heel - silver
OFFER

Stand your ground heel - silver

By SISSY BOY R979 R1399 -30%
Brandy: one piece swim with branded elastic detailing - black
OFFER

Brandy: one piece swim with branded elastic detailing - black

By SISSY BOY R649 R999 -35%
Virosa: bikini bottom with ring detailing - black
OFFER

Virosa: bikini bottom with ring detailing - black

By SISSY BOY R389 R599 -35%
Virosa: bikini top with ring and wrap tie detailing - black

Virosa: bikini top with ring and wrap tie detailing - black

By SISSY BOY R599
Bling locket necklace - silver
2 options

Bling locket necklace - silver

By SISSY BOY R899
Sissy boy necklace - silver
2 options

Sissy boy necklace - silver

By SISSY BOY R699
Sway with me:fitted cap sleeve logo top - black
2 options
OFFER

Sway with me:fitted cap sleeve logo top - black

By SISSY BOY R336 R449 -25%
Jojo: super high waist skinny - dark vintage
OFFER

Jojo: super high waist skinny - dark vintage

By SISSY BOY R909 R1299 -30%
Cut above the rest platform heel - cerise pink
OFFER

Cut above the rest platform heel - cerise pink

By SISSY BOY R909 R1399 -35%
Ryder ombre with all over branding - med vintage
OFFER

Ryder ombre with all over branding - med vintage

By SISSY BOY R749 R1499 -50%
Little black heel - black
OFFER

Little black heel - black

By SISSY BOY R714 R1099 -35%
Crossbody collective - denim & black

Crossbody collective - denim & black

By SISSY BOY R1299
No secrets mule heel - silver
2 options
OFFER

No secrets mule heel - silver

By SISSY BOY R824 R1099 -25%
No secrets mule heel - black
2 options
OFFER

No secrets mule heel - black

By SISSY BOY R714 R1099 -35%
Axel basic skinny - dark vintage
OFFER

Axel basic skinny - dark vintage

By SISSY BOY R974 R1499 -35%

sissy boy dresses

Founded in 1986 by Ronald Sassoon, one of South Africa’s leading denim pioneers, Sissy Boy has become a famous name in the South African retail market. While they are best known for their jeans, Sissy Boy has expanded to help women find their perfect fashion fit across various clothing categories. Sissy Boy dresses of classic yet trendy, perfect for the woman with edge. Sissy Boy is not afraid to go bold, with vibrant printed dresses that command attention. From mini dresses and mid-length fits to formal gowns, find whatever style you need right now with Sissy Boy.

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