Being a sexual deviant while having a girlfriend/wife.

the whale tail is the shape formed when a g-string rides up high over a womans trousers

Cheating on your wife with an intern, preferably Monica Lewinsky, then lying about it for a couple of months to finally go on and make a public apology in which you stress your right to privacy and by means of which you can actually pull it of to gain wide public political support for your deceptive ways.