Imagine being Roman Roy and anytime you accumulate some semblance of self-confidence, the most batshit horrible thing comes crashing in. Like... your Dad lets you handle a project by yourself? It explodes! You have a good line to potential investors and are sent to secure the deal? Hostage situation! You're essentially the only man left standing and for once your father likes you? Here comes the accidental dick pic! You handle the election and might have a shot at making your dead father proud? You're never gonna believe what happens next!
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