AUTUMN COLLECTION
NEW SEASON STYLE
The new Sissy Boy Autumn Drop brings together iconic denim, luxe textures & confident silhouettes designed for colder days and cooler nights. Discover statement layers, elevated essentials, and winter-ready pieces made to stand out all season long.
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.
IT'S ELECTRIFYING BOMBER JACKET
R 1,999.00
/
TIME TO ESCAPE FAUX FUR JACKET
R 1,999.00
/
HOT DATE KNIT TOP
R 1,099.00
/
ALL IN KNIT SWEATER
R 1,199.00
/
ROXY SKINNY JEANS
R 1,399.00
/
BLANGEE SPAT BOOTS
R 1,499.00
/
DORIS SHOULDER BAG
R 1,599.00
/
VIKKI FAUX FUR JACKET
R 1,599.00
/
AFTER SIX DRESSES
Detail isn’t an afterthought. It’s the foundation.
WIDE AWAKE MAXI DRESS
R 2,499.00
/
LOVE & BE LOVED MAXI DRESS
R 2,599.00
/
THERE FOR YOU MAXI DRESS
R 3,499.00
/
TURN BACK TIME MAXI DRESS
R 1,199.00
/
BORROWED HEARTS MAXI DRESS
R 1,299.00
/
DENIM COLLECTION
Detail isn’t an afterthought. It’s the foundation.
ROXY SKINNY JEANS
R 1,399.00
/
NYLA WIDE LEG JEANS
R 2,199.00
/
GIA WIDE LEG JEANS
R 1,699.00
/
INDIE BALLOON LEG JEANS
R 1,499.00
/
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.
SOUTHERN BOOTLEG JEANS
R 1,199.00
/
Southern Bootleg Jeans
R 1,199.00
/
SLAY FEST Crossbody Bag
R 1,299.00
/
SLAY FEST PATENT BLING BAG
R 1,399.00
/
#LOVEYOURSELF
Tag us in your next @sissyboyjeans #LOVEYOURSELF look for a chance to feature
Let customers speak for us
Fantastic
Look great. Not as comfortable as sneaker brands such as Adidas or Asic but still love them.
Anonymous
Jessica Sneakers
Club vibes
Love it 2 bits...haven't styled it yet...
Thinking of some gold studded heels.
Black fur jacket
Catherine Sewpersad
PHOEBE STRAIGHT JEANS
The most beautiful pants, I have just ordered another one. Stunning
Stunning pants
Amanda
NATALIE BOOTLEG JEANS
Lovely and super comfortable
Lovely and super comfortable. Thank you for the quick delivery
Brenda
SOUTHERN BOOTLEG JEANS
