Easy: Domaine Berrod Beaujolais Villages 2005/06 ($12)
Adventure: Pederzana Grasparossa Lambrusco 2005 ($18)

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Pizza — half pepperoni, half mushroom
You may go halfsies with your significant other on the pie toppings, but both of you can share the wine.

The easy choice: Chianti’s the obvious answer here — but you don’t want an aged Chianti. Go for a young, fairly fruity example. The acidity will cut through the fat of both the pepperoni and the cheese, and its hint of earthiness will echo the boskiness of the mushrooms. So, no Classicos or Riservas. Stay young.

The adventure: Be daring: Leave Italy, and head to Spain for a Rioja sin Crianza, which is fruity and forward and pairs well with pizza.

Easy: Cecchi Chianti DOCG 2005 ($11)   
Adventure: Bodegas Sierra Cantabria Rioja 2004 ($14)