Iron Man: Pros

It’s hard to think of a definitive reason as to why Scarlet Witch would choose to side with a man whose weapons killed her mother, but let’s at least give it a shot!
Tony Stark is incredibly charismatic – he certainly has the charm (as well as the looks) to persuade most females to do almost anything – and that could be a draw for the somewhat naive youngster Wanda Maximoff.
He also has the whole “pro-registration” thing going for him. When Scarlet Witch’s brother – Pietro Maximoff AKA Quicksilver was killed, it was during a superhuman conflict. Scarlet Witch may well want to see such conflicts legislated in the future as a result.
Stark is also generally seen as being very “cool”, which could appeal to the typically trendy youngster in Wanda. Imagine it in the real world – who would the typical real world youngster be drawn to? A World War II fossil or a billionaire in a cool powered suit who had previously saved the world from aliens? There’s also the fact that their colour schemes match! But that’s really clutching at straws.
