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I heard a rumor they've already cast the other Winchester as Steve. It's probably bullshit though.
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Jensen Ackles isn't big and hunky enough for the role (tho I would have liked him as Kirk.)
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I know he's a little too old, but i thought Ben Browder might have done well with this part.
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He needs some high-profile role, that's for sure. But I see him more as a snarky Tony Stark type.