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My dog isn't naturally cuddly. If I teach him to cuddle on command, isn't that a trained task?

No.

Intentionally choosing a dog who doesn't do what the vast majority of dogs do naturally, just to come up with something to teach it to justify it as a service dog is silly. People aren't going to fall for it.

Aside from the silliness factor, it is mean-spirited to the dog to make him do something he obviously doesn't want to do just to exploit a perceived loop hole.