could it be a campaign strategy to garner far right voters, picturing him as a closet conservative? a hidden Trump card? could be, but I think you give these people too much credit.
As far as I can see, events from Trudeau's past is embarrassing him. And I don't have a problem with that. ;)
Generally speaking, I think people can black or brown themselves up (and by the same token, people of color can go around in 'white face') and it's all part & parcel of freedom of expression.
But with Little Miss Trudie, it's just a f**kin laugh! XD
All the best Waton.