Rudy Giuliani, Family Guy
Back in 1993, when Rudy Giuliani was making his second run for mayor, his strategists felt a need to soften his image and show that he wasn't just the guy who would lead a group of racist policemen in yelling "Bullshit!" in front of City Hall. They came up with this ad (entitled "Gentle") which featured then-wife Donna Hanover praising her husaband's family values. As it turned out, he had so much love for family that he went and got a whole other one. Still, in light of recent developments, fun to watch!
RudyTube 1993: Rudy and Donna [The Politico]
Related: Giuliani Brat Estranged from Rudy, Own Neck