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Ronald Reagan: "I know what it’s like to pull the Republican lever for the first time, because I used to be a Democrat myself, and I can tell you it only hurts for a minute and then it feels just great."
OMG, I rally don't like Sarah Silverman's humor but I laughed hardily at that ad.
As for "Your first time?" It's VERY targeted and a bit transparent but it's also cute and I think, effective. I think this is a good direction to go in in political ads. Kind of low-key and memorable.
Ha, I thought this was that thing from Rookie about losing your virginity, and I was all, "not another freaking virginity story." But then I started reading those virginity stories and they're not bad. Maybe my whole being really sick of childhood/coming of age story thing is finally fading.