George would've ruined it
In the same way he is unable to maintain a relationship with any woman, he wouldn't last with Marisa Tomei and here is why:
Say George plans his second contact with a more appropriate timing (not as soon as Lily dies) and Marisa gives him a second chance. He's in love and he's just her type so they date. Just a single appearance at a Hollywood party and it's Man Hands all over again. He's "in" so why does he have restrict himself to just one celebrity? He rushes to Jerry's saying how he's sure Julia Roberts shot him "the look." He's always had a thing for her and it's still not clear to him whether going to a prostitute is technically cheating. "She played a hooker in that movie, what the hell's the difference" - Constanza probably.
In the same way he is unable to maintain a relationship with any woman, he wouldn't last with Marisa Tomei and here is why:
Say George plans his second contact with a more appropriate timing (not as soon as Lily dies) and Marisa gives him a second chance. He's in love and he's just her type so they date. Just a single appearance at a Hollywood party and it's Man Hands all over again. He's "in" so why does he have restrict himself to just one celebrity? He rushes to Jerry's saying how he's sure Julia Roberts shot him "the look." He's always had a thing for her and it's still not clear to him whether going to a prostitute is technically cheating. "She played a hooker in that movie, what the hell's the difference" - Constanza probably.