Now that we have
Spider-Man's two main leads with Andrew Garfield as Peter Parker and Emma Stone as Gwen Stacy I'm curious who will be cast in other roles. I'm going to list who I'd like to see in supporting roles. Of course I could list villains but until we actually know who the villain might be I won't.
Harry Osborn: Anton Yelchin is rumored for the role and it's for good reason. He is excellent addition to any cast he's proven this with both Star Trek and Terminator Salvation (being one of only the best parts of the film). Hopefully they explore the darker side of Harry and his major anger issues early in the films.
Mary Jane Watson: Like Harry she was a hard partier and wild child. Unlike what we saw in Raimi's films where MJ was duller to watch than paint drying. Mary Elizabeth Winstead was my first choice for Mary Jane and would be a great love interest for both Harry and Peter (in sequels). MEW is best known for Scott Pilgrim Vs The World but has also had some decent smaller roles in action films like Die Hard 4 and Tarantino's Death Proof. She'll be testing her leading actress skills again in the Thing prequel in April.
Aunt May: Helen Mirren might not come to most people's minds when thinking of this role but it seems like no brainier when you do think about it. She's been able to pull off almost any role she's given and isn't opposed to doing comic book (Red), action (The Debt) or comedy(Aurthur) films. Helen is able to dress down for roles as well like she did in the Queen.
J. Jonah Jameson: John Slattery is becoming more known from his show Mad Men and is perfect for Jameson. While I believe he should be the brooding force of hatred financing supervillains like The Scorpion to capture Spider-Man. I doubt Sony will go down that road since Raimi gave us the lovable version of J.J. Yet if they did do that Stephen Lang (Public Enemies, Avatar, Conan) would be perfect for it. Slattery on the other hand could be great for both sides of Jameson if they ever decide to change him. While he played a small role in Iron Man 2 it's not uncommon for actors to be cast in more than one Marvel project (Ray Stevenson, Idris Elba, Ryan Reynolds).
Betty Brant: Jameson's secretary/assistant Betty Brant pretty much keeps J.J. in check and is known to flirt with Peter. It would be nice to see her more involved in the franchise. I'd like to think in each film we'll see Peter involved with different girls from the comics. Zooey Deschanel would be great for Betty since she's got just the edge to steal scenes with the small role.
Robbie Robertson: Ernie Hudson needs to return to comic book films. While it's unknown when he'll actually start work on Ghostbusters 3 I think this would be perfect for him. Ernie did amazing work on the HBO series Oz and helped make The Crow one of best comic book films of the 90's.
Harry Osborn: Anton Yelchin is rumored for the role and it's for good reason. He is excellent addition to any cast he's proven this with both Star Trek and Terminator Salvation (being one of only the best parts of the film). Hopefully they explore the darker side of Harry and his major anger issues early in the films. 
Mary Jane Watson: Like Harry she was a hard partier and wild child. Unlike what we saw in Raimi's films where MJ was duller to watch than paint drying. Mary Elizabeth Winstead was my first choice for Mary Jane and would be a great love interest for both Harry and Peter (in sequels). MEW is best known for Scott Pilgrim Vs The World but has also had some decent smaller roles in action films like Die Hard 4 and Tarantino's Death Proof. She'll be testing her leading actress skills again in the Thing prequel in April. 
Aunt May: Helen Mirren might not come to most people's minds when thinking of this role but it seems like no brainier when you do think about it. She's been able to pull off almost any role she's given and isn't opposed to doing comic book (Red), action (The Debt) or comedy(Aurthur) films. Helen is able to dress down for roles as well like she did in the Queen. 
J. Jonah Jameson: John Slattery is becoming more known from his show Mad Men and is perfect for Jameson. While I believe he should be the brooding force of hatred financing supervillains like The Scorpion to capture Spider-Man. I doubt Sony will go down that road since Raimi gave us the lovable version of J.J. Yet if they did do that Stephen Lang (Public Enemies, Avatar, Conan) would be perfect for it. Slattery on the other hand could be great for both sides of Jameson if they ever decide to change him. While he played a small role in Iron Man 2 it's not uncommon for actors to be cast in more than one Marvel project (Ray Stevenson, Idris Elba, Ryan Reynolds). 
Betty Brant: Jameson's secretary/assistant Betty Brant pretty much keeps J.J. in check and is known to flirt with Peter. It would be nice to see her more involved in the franchise. I'd like to think in each film we'll see Peter involved with different girls from the comics. Zooey Deschanel would be great for Betty since she's got just the edge to steal scenes with the small role. 
Robbie Robertson: Ernie Hudson needs to return to comic book films. While it's unknown when he'll actually start work on Ghostbusters 3 I think this would be perfect for him. Ernie did amazing work on the HBO series Oz and helped make The Crow one of best comic book films of the 90's.
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