A segment on the meals being served to the troops in Iraq mentions that the dessert options include assorted pies, ice cream, and fruitcake. A weather segment follows during which the squirrels on the little wheels of substitute anchor Rick Sanchez's little mind run furiously. Following the segment, Sanchez has what he thinks is a classic; turning to the weather reporter, he asks, "Hey, Jackie, do you know the official military policy on fruitcake? ... Don't ask, don't tell!" Sanchez guffaws while Soledad O'Brien grants him a disapproving stare.
Now this joke would be mildly funny if delivered by, say, Coco Peru. Perhaps an analogy will be more illustrative though: Sanchez poking fun at discrimination of gays is like me telling jokes about the Mariella boat lift to Cuban-heritaged Sanchez, or hurricane-victim jokes to former Miami-native Sanchez, or jokes about substitute anchors to just-not-ready-to-helm-a-show Rick Sanchez.
