Woody can't realistically play the romantic lead in his movies any more, unless they starting using only older women to play the female lead. And the studios will never let him get away that as a regular thing because he needs younger stars to attract casual fans.
Woody Allen was believable having much younger girlfriends in his movies for a long time. I'd say up until Small Time Crooks. It's just not believable to think these young starlets could fall for a man THAT much older than them, especially since he generally plays a schmuck. Using young actors to mirror his comic persona is unfortunately a necessity at this point. And to be honest, while I wasn't crazy with Ferrell in Melinda and Melinda, I think John Cusack and Kenneth Branagh did great in Bullets and Celebrity.
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