The ugly christmas sweater. Webfrom its humble beginnings in the 1950s to its current status as a celebrated holiday tradition, the ugly christmas sweater has undergone a remarkable. Webthe phenomenon of ugly christmas sweaters, once a fashion faux pas, has evolved into one of canada's most cherished holiday traditions, embodying the spirit. Webas the holiday season approaches, one trend continues to capture the hearts and closets of revelers around the world: The ugly christmas sweater. Once relegated to the depths.