50s Charlbert headcanon 1: Charley is head over heels for Robert, but at the same time thinks Robert is a total innocent square. He finds it totally endearing that Robert is such a dork, but he takes it upon himself to get him to loosen up and live a little. So when Robert invites Charley to a party back at his dorm, Charley is expecting a lame little get together with whatever Harvard nerds do.
Until he shows up, and there is rock n’ roll music playing and gorgeous girls and insane amounts of alcohol, and Charley is stuck standing in the door frame in complete shock.
The next morning he wakes up totally hungover in Robert’s bed, Robert’s head resting on his shoulder. Despite the fact that there are people passed out all across the room, Charley can’t help but lean over and kiss Robert’s forehead softly. "You’re still a square, Robert Todd Lincoln. You just ain’t as big a square as I thought you were…"