Billy Connolly reflects on memories of youth in new artworks

The title of the collection is taken from that of Sir Billy’s number one bestselling memoir, released in 2021.

The Big Yin said: “These artworks are my youth as I’d like it to have been, but it wasn’t.

“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!”  

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He added: “Michael Parkinson used to love calling me ‘windswept and interesting’.”

But it was Scottish folk singer and songwriter Archie Fisher that coined the description of the comedian many years ago when Sir 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’,” Sir Billy said. “And that’s been me ever since.”

Since this moment, Sir Billy – now 82 – 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.   

Billy Connolly – Windswept & Interesting artworks (Image: Castle Fine Art) The Big Yin 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 Sir Billy’s new collection of artwork explores his early style influences.  

Sir Billy decorates the character’s suit with his signature line work – a nod to his disregard for conventionality and love of pattern, colour and clashing socks. The detailing is added to the stainless-steel sculpture in the form of texture, bringing the character to life. 

Sir Billy said: “This is me, as I see myself, and I’m so proud of him.”  

The Windswept & Interesting collection will be available from today (Friday) at castlefineart.com and in their nationwide UK galleries.