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Billy Connolly reflects on his youth as icon releases new 'windswept and interesting' art

Billy Connolly reflects on his youth as icon releases new 'windswept and interesting' art

Daily Record13-06-2025
Billy Connolly has released new limited-edition artworks that see him reminisce about his younger years
The irrepressible Billy Connolly is known for his quick wit and unconventional character and style. He is also known for his artistic talents, and ability to render his eccentricity into fascinating paintings and sculptures.
Throughout his storied career, the comedy legend has produced works on many topics and themes relating to his life. Now, the 82-year-old has released new limited-edition artworks that see him reminisce about his younger years.

Released exclusively through Castle Fine Art, the collection, titled Windswept & Interesting, depicts a dancing Teddy Boy figure as a stainless-steel sculpture, alongside two vibrant hand-signed giclée artworks.

"These artworks are my youth as I'd like it to have been, but it wasn't," Billy told Castle Fine Art, which has galleries in Glasgow and Edinburgh.
"I would have loved to have been a Teddy Boy, but I was too young and my parents wouldn't let me do it.
"It's the worst reason not to be a Teddy Boy – because your parents won't let you!"
Teddy Boys, as Billy refers to them, were a mainly working-class subculture in 1950s Britain, known for their distinct style reminiscent of the Edwardian era, with a focus on long, dapper jackets, slicked-back hair, and narrow trousers.
Meanwhile, the title of the collection is taken from that of Billy's number one bestselling memoir, released in 2021.

"Michael Parkinson used to love calling me 'windswept and interesting," says Billy.
But it was Scottish folk singer and songwriter Archie Fisher that coined the description of the comedian many years ago when Billy was performing at Methil Steelworks Club in Fife.
He was wearing white velvet flared trousers when Archie said: "You're looking windswept and interesting".

"I thought 'Yes! That will do me'," Billy went on. "And that's been me ever since."
Since this moment, Billy, who now lives in Florida, has made it his mission to live up to the title. The phrase has followed him throughout his remarkable career, providing guidance for his attitude, outlook, and of course, style.

The Glasgow-born icon has made many memorable style statements over the last 60 years – from black leotards and banana boots to outrageously patterned shirts and suits.
Fashion has always been a huge part of his on-stage presence, and this colourful new collection of artwork explores his early style influences.
Billy decorates the character's suit with his signature line work – a nod to his disregard for the status quo and passion for pattern, colour, and clashing socks.

The detailing is added to the stainless-steel sculpture in the form of texture, bringing this joyful character to life.
"It wasn't supposed to be me but it looks like me," Billy said.
"This is me, as I see myself, and I'm so proud of him."
The Windswept & Interesting collection is available now at castlefineart.com and in their nationwide UK galleries.
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