8 ways to wear prisoner pants
In this article
From the classic convict look to 1950s café racer style, from greaser to custom bobber: eight complete outfits built around your signature Hold Fast piece. With direct links to every item.
The Hold Fast 16oz prisoner pants are the centrepiece of the outfit. Golden rule: never wear a striped top, choose black engineer boots and braces rather than a belt. Here are 8 tried-and-tested outfits that work.
Look 01 – The Classic Convict
When? Everyday wear, city outings and cafés. The basic combination, simple and coherent.
TipTuck the pullover into your trousers and roll the sleeves twice. Keep the braces visible. Wear the trouser legs over your boots, not tucked in.
Look 02 – The 1950s Café Racer
When? Motorcycle rides, vintage gatherings and rock nights. The indigo-and-leather greaser combination.
TipA plain white T-shirt under the Hollister. Bronze tattoo gloves to break up the all-black look. Wear the trousers over your boots.
Look 03 – The Full Greaser
When? Rockabilly nights, concerts and photo shoots. A look true to Brando in 1953.
TipDenim and stripes throughout. Wear the prisoner jacket open. White gloves add a 1970s racing touch.
Look 04 – The Custom Bobber
When? Chopper rides, custom gatherings and Sunday workshop sessions.
TipThe sissy bar bag comes along for the ride. Bronze tattoo gloves keep the outfit from looking too dressed up.
Look 05 – Winter Outdoors
When? Winter at -5°C, vintage rides and countryside weekends.
TipThe red “Illegal As Hell” pullover under the B-15 adds a signature splash of colour. Carry the blanket over your shoulder for stops.
Look 06 – Tattoo Style
When? Summer, cafés and photo shoots. A minimal look that puts your arms and gloves on show.
TipA fitted white T-shirt to show your arms. Bronze tattoo gloves as the statement piece. Braces are essential.
Look 07 – Premium Leather
When? A dressed-up motorcycle evening, a rebellious wedding or a magazine shoot.
TipThe Cayenne leather prisoner pants are the ultimate premium version. All-black leather with bronze accents from the gloves.
Look 08 – A Splash of Alcatraz Colour
When? To break up black, white and indigo with a touch of red.
TipThe red 1964 Alcatraz Pike Brothers pullover brings the colour. Wear the Hollister open to show it. Black boots anchor the outfit.
Prisoner pants that work
Hold Fast, Marseille workshop. 175 years of history. 580+ School of Cool sales. Delivery in 24–48 hours, 14-day returns.
