Here's a good blog post from Eric Asimov, the New York Times wine critic about ridiculous wind and food pairings. I have wine with my dinner very often but I'm not one of those people that thinks wine goes with everything. For example, I don't much like wine with rich, sweet desserts like cake. Some people pair dessert wines with these but to me that's too much sugar. I much prefer coffee with my cake than wine.
So what do dessert wines pair with? Mainly I like them all by themselves, as dessert. However, they can pair nicely with 'dry' desserts, such as fruit tarts. In Tuscany sometimes people pair Vin Santo (a type of dessert wine) with biscotti, which is not very sweet.