SALE | denim SALE | DRESSES SALE | JACKETS SALE | FASHION SALE | FOOTWEAR SALE | HANDBAGS
Sold out ALL MY HEART FAUX FUR JACKET ALL MY HEART FAUX FUR JACKET ALL MY HEART FAUX FUR JACKET ALL MY HEART FAUX FUR JACKET
ALL MY HEART FAUX FUR JACKET R 2,999.00 R 1,600.00
Sale KIRSTY WIDE LEG JEANS KIRSTY WIDE LEG JEANS KIRSTY WIDE LEG JEANS KIRSTY WIDE LEG JEANS
KIRSTY WIDE LEG JEANS R 1,999.00 R 1,300.00
Sale CLAUSE BOOTS CLAUSE BOOTS CLAUSE BOOTS CLAUSE BOOTS
CLAUSE BOOTS R 1,599.00 R 1,100.00
Sale MAIN CHARACTER BODYSUIT MAIN CHARACTER BODYSUIT MAIN CHARACTER BODYSUIT MAIN CHARACTER BODYSUIT
MAIN CHARACTER BODYSUIT R 699.00 R 300.00
New GIGI DENIM TOP GIGI DENIM TOP GIGI DENIM TOP GIGI DENIM TOP
GIGI DENIM TOP R 999.00
New GIGI WIDE LEG JEANS GIGI WIDE LEG JEANS GIGI WIDE LEG JEANS GIGI WIDE LEG JEANS
GIGI WIDE LEG JEANS R 1,999.00
New AMELIE HEELS AMELIE HEELS AMELIE HEELS AMELIE HEELS
AMELIE HEELS R 1,199.00
New Basic Crossbody Bag Basic Crossbody Bag Basic Crossbody Bag Basic Crossbody Bag
Basic Crossbody Bag R 999.00
New ALOISA KNIT WAISTCOAT ALOISA KNIT WAISTCOAT ALOISA KNIT WAISTCOAT ALOISA KNIT WAISTCOAT
ALOISA KNIT WAISTCOAT R 599.00
New ALOISA KNIT CARDIGAN ALOISA KNIT CARDIGAN ALOISA KNIT CARDIGAN ALOISA KNIT CARDIGAN
ALOISA KNIT CARDIGAN R 799.00
New ALOISA KNIT PANTS ALOISA KNIT PANTS ALOISA KNIT PANTS ALOISA KNIT PANTS
ALOISA KNIT PANTS R 899.00
New HEART OF GLASS MINI DRESS HEART OF GLASS MINI DRESS HEART OF GLASS MINI DRESS HEART OF GLASS MINI DRESS
HEART OF GLASS MINI DRESS R 1,999.00

WINTER COLLECTION

STATEMENT STYLE

Whether you're building your everyday winter wardrobe, updating your workwear or searching for the perfect statement jacket, Sissy Boy brings together a winter collection of fashion-forward outerwear, premium denim, knitwear and accessories to take you through the season with confidence.

SHOP NOW

DENIM COLLECTION

Denim that loves you back.

JACKETS

The Season’s Best

DRESSES

Designed in Cape Town

FOOTWEAR

Elevate Every Look

DENIM OBSESSED

DENIM FIT GUIDE

Find your perfect pair of jeans with our denim fit guide. From the Skinny to the Wide Leg,
we have the perfect pair for everyone. Love Yourself the Sissy Boy way.

DENIM COLLECTION

Detail isn’t an afterthought. It’s the foundation.

DONNAE BOOTLEG JEANS DONNAE BOOTLEG JEANS DONNAE BOOTLEG JEANS DONNAE BOOTLEG JEANS
DONNAE BOOTLEG JEANS R 1,199.00
SADIE WIDE LEG JEANS SADIE WIDE LEG JEANS SADIE WIDE LEG JEANS SADIE WIDE LEG JEANS
SADIE WIDE LEG JEANS R 1,599.00
New DENIM SATEEN CELINE SKINNY JEANS CELINE SKINNY JEANS CELINE SKINNY JEANS CELINE SKINNY JEANS
CELINE SKINNY JEANS R 1,299.00
New GIGI DENIM TOP GIGI DENIM TOP GIGI DENIM TOP GIGI DENIM TOP
GIGI DENIM TOP R 999.00

Let customers speak for us

from 840 reviews
Mareece Padayachee
Menlyn Sissyboy is the

Menlyn Sissyboy is the best

Sissy Boy Jeans
SAMI HEEL SANDALS
Mareece Padayachee
I love

I love it

SAMI HEEL SANDALS
HERE FOR YOU MINI DRESS
Mareece Padayachee
I'm happy thank

I'm happy thank you

HERE FOR YOU MINI DRESS
SOMETHING GOOD TOP
Mareece Padayachee
I'm

I'm happy

SOMETHING GOOD TOP
ALTER EGO MAXI DRESS
Anonymous
Love the dress

perfect color and fit

ALTER EGO MAXI DRESS
NYLA WIDE LEG JEANS
Thandi Mbonani
These jeans fit perfectly. Great quality

These jeans fit perfectly, are comfortable to wear and feel great quality. They are true to size, stylish and excellent value for money. Highly recommended!

NYLA WIDE LEG JEANS
ANNETTE PLATFORM BOOTS
Anonymous
Best quality

Best quality 👌

ANNETTE PLATFORM BOOTS
Princess Ndimande
Easy website and non complicated

Easy website and non complicated, various payment methods available.

Sissy Boy Jeans
REMEMBER ME MINI DRESS
Princess Ndimande
Beautiful mini dress

Beautiful mini dress, perfect for summer day.

REMEMBER ME MINI DRESS
SPARKLE SHOELACES
Parthena Maria Waterfield
Best 👌

Very nice!!

SPARKLE SHOELACES
MARTY PATENT SNEAKERS
Dimpho Masemola
Fits perfectly

Fits perfectly , I love them soooo much. Happy customer

MARTY PATENT SNEAKERS
CITY LIGHTS KNIT TOP
Chenelle Stieler
Beautiful!!👌🏻👌🏻

Beautiful!!👌🏻👌🏻

CITY LIGHTS KNIT TOP
FINE BY ME KNIT SWEATER
Chenelle Stieler
Love Love ❤️

Love Love ❤️ I❤️❤️

FINE BY ME KNIT SWEATER
RILEY SKINNY PANTS
Cindy Stellenberg
I absolutely love the fit and the style

I absolutely love the fit and the style ,

RILEY SKINNY PANTS
HECCERS JUMPSUIT
Emelda Ramiah
Excellent quality fabric and beautifully cut jumpsuit

Excellent quality fabric and beautifully cut jumpsuit.

HECCERS JUMPSUIT