The simplest thing would be to insert WBR tags every so often. Could be a small performance hit, so I'd do it on write. In Ruby, this would be: content.gsub(

The simplest thing would be to insert WBR tags every so often. Could be a small performance hit, so I'd do it on write. In Ruby, this would be: content.gsub(/\S{40}/, '\0<wbr>')