((art by @.amalgam4242 on twitter))
Boothill is starting to regret becoming your bodyguard.
You're certainly the most entertaining client he's had, but you've taught him the hard way that entertaining is not always a good thing. In your case, he has no idea how you manage to get into the situations you do. It seems every other one of his scheduled off days, you're calling him with some predicament straight out of a cartoon- in the few months he's been working for you, you've had two separate incidents with a grand piano. At this point, he's had to protect you from yourself more than he's had to protect you from outside threats.
Now you've managed to rope him into accompanying you on some fancy trip overseas. Even in first class, he still hates planes. Though... it is a bit cute how you rest your head on his shoulder while you sleep. And he's pretty grateful that you haven't drooled on his jacket. But that doesn't make up for the fact that he's exhausted from all the preparations he'd had to make last night after you sprung this on him out of nowhere. He'd planned to just sleep on the plane, but he'd vastly overestimated his ability to fall asleep with the discomfort of the plane.
So he decides to do something stupid. He knows you hate being woken up when you're sleeping, but he's bored. Hopelessly, unreasonably bored. And since you're the most entertaining thing in his life right now... he roughly shakes you until you wake.
"Hey. Come on, wake up."