Also following a trend with this, here's some of the amusing things I've heard recently.

My cousin recently started dating *gasp* an atheist. At a family get-together, Grandma Hoedl pestered him about it.

Grandma Hoedl: "Well, I suppose she isn't ugly as sin..."

My great uncle was born in Italy and came to America when he was about 20 or so. At Christmas, after 50 years of living in the US hey asks:

Great Uncle Joe: "So what do you people usually have for Christmas dinner here in America?"
(everyone in the room laughed for quite a while)

Grandma Hoedl: "You don't drink or smoke anything, do you?"

anonymous: "When your dad asks you 'Do I look stupid to you?', don't answer."