ORIGINAL: JeffH
A single crankcase V-Twin 2-stroke could possibly be made if both pistons were at TDC and firing at the same time, but it would be hard to balance and probably not that efficient.
Actually I think you'll find that with a two throw crankshaft to get both cylinders a TDC at the same time it will work fine, and be pretty smooth. The primary imbalance of one cylinder cancels out the secondary imbalance of the other and vise verse if it is a 90* v twin. Think Ducati, Yamaha and Suzuki twins, the Honda Shadow v twin had off set journals to give some character to the motor, HDs are just messed up balance wise.
Edited to remove profanity.