ICONIC STYLES, SIGNATURE SISSY BOY
Some pieces don’t follow trends — they set them. Our Iconic styles are the heart of Sissy Boy. Timeless, flattering, and unmistakably bold. Designed to move with you, empower you, and outlast the moment.
NEW ARRIVALS
The new Sissy Boy collection captures the season through modern proportions, elevated textures, and confident silhouettes — where iconic denim sets the foundation, relaxed tailoring refines, premium essentials elevate, and statement dresses bring movement and impact. A wardrobe designed to feel effortless, versatile, and unmistakably now.
NEW OBSESSION KNIT TOP
R 999.00
/
ROXY SKINNY JEANS
R 1,399.00
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DORIS SHOULDER BAG
R 1,599.00
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GOING PLACES KNIT SWEATER
R 1,199.00
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GOING PLACES KNIT PANTS
R 1,299.00
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SOFTER SIDE KNIT PANTS
R 1,199.00
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TALK TO ME KNIT DRESS
R 1,799.00
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Mylie Classic Sneakers
R 1,299.00
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DENIM COLLECTION
Detail isn’t an afterthought. It’s the foundation.
ROXY SKINNY JEANS
R 1,399.00
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NYLA WIDE LEG JEANS
R 2,199.00
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GIA WIDE LEG JEANS
R 1,699.00
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INDIE BALLOON LEG JEANS
R 1,499.00
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NICOLE WIDE LEG JEANS
R 1,599.00
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NICOLE PLEATED DENIM SKIRT
R 1,399.00
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NICOLE DENIM AND LACE TOP
R 899.00
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SOPHIA WIDE LEG JEANS
R 899.00
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HANDBAG COLLECTION
Shop our must-have handbags — designed to turn heads.
SERENA TOTE BAG
R 1,499.00
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ZOE BOWLER BAG
R 1,499.00
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VICKI MINI BAG
R 1,299.00
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MIRIAM TOTE BAG
R 1,599.00
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SLAY FEST Crossbody Bag
R 1,299.00
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CAMERA EMBOSSED SHOULDER BAG
R 1,499.00
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Basic Crossbody Bag
R 999.00
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HAYLEY TOTE BAG
R 1,499.00
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#LOVEYOURSELF
Tag us in your next @sissyboyjeans #LOVEYOURSELF look for a chance to feature
Let customers speak for us
Lovely and super comfortable
Lovely and super comfortable. Thank you for the quick delivery
Brenda
SOUTHERN BOOTLEG JEANS
I love these jeans
I love these jeans
I love the cut and also the length
Because I'm tall, I struggle to get jeans with the correct length, and these jeans are perfect.
Liesl van Wyk
JULIA BOOTLEG JEANS
fits me perfectly and super cute
fits me perfectly and super cute - looks exactly like the pictures and actually super comfortable as well.
Lauren le Grange
SELENE BOOTLEG JEANS
Loved them a lot very nice and
Loved them a lot very nice and beautiful
Khathutshelo Malatji
Bowie Chunky Sneakers
My shopping experience is always great with you
My shopping experience is always great with you guys can’t complain
Khathutshelo Malatji
Sissy Boy Jeans
