The two great America/Britain duos of the 20th Century. I was tempted to include Bush/Blair and Obama/Cameron but eventually opted against it in favor of a two-way race. Who wins, who would you vote for, what does the map look like?
I think Clinton/Blair would make more sense.
FDR wins
Good point on Clinton, given that Blair was the British Clinton, but I'd been thinking in terms of the War on Terror and the parodied (at least once) friendship between Bush and Blair.
And I agree on FDR winning. Once the attack ads mentioned Thatcher's relationship with miners, the GOP ticket is doomed in Appalachia, though Reagan might improve their totals out West and maybe win NH.
Also, Churchill is a big help.