Dog: Sam, a Chinese Crested, and winner of the World's Ugliest Dog contest
Human: Iron Maiden's Eddie

Dog: Shar-Pei
Human: Lady with UV burns

Dog: Neopolitan Mastiff

Human: Former obese patient after bariatric surgery.

Dog: Pug (image by Dale Leschnitzer, public domain)

Human: Brian Peppers, sex offender and Internet meme.

Dog: English Bulldog

Human: a man gurning.

Dog: Chihuahua

Human: Internet meme, possibly a hoax.