Watching The Fashion Badge, Duggee is described as ahead of the times in his homemade fashion and is clearly shown wearing 1950s/1960s gear as part of a decade on decade montage that also covers the 1980s. Given the lifespan of most dogs I’m splitting the difference been seventy years old and functionally immortal.
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From “The History Badge”, we know Duggee has a time machine. He could just be trying his hand at fassion of different eras.
