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People have tended to vote right-wing as a way of preserving the wealth that they have accumulated (like a house, say), but seeing as the gig economy, student loans, and the lack of housing to buy or rent has fucked up anyone under 35, Boris is going to have to work hard to make voting Tory appealable.
I doubt it. The Conservative campaign was a total disaster (obviously). No popular policies: taking homes off pensioners, removing free school meals for children, shooting baby foxes in the face... May isn't as incompetent as some suggest, but she's not gregarious, and doesn't like to meet people, which isn't the best way to campaign in a modern context.
Ditch those who came up with the manifesto, stick Boris in as leader to go around the country chatting to all and sundry, add a couple of policies that'll go down well, and I'd bet on a decent majority.