July 3rd, 1888
Mr. Tilcott,
That may very well have been your problem then! You shared a bottle of alcohol with your best mate's girl. You don't think that goes against things a little? Wouldn't you be a bit cross with him had he shared a bottle with your love interest? If she weren't imaginary, of course.

Seems as though you have a knack for doing things without fully thinking them through. But please, pray tell, what is this lucky lady of yours to look like that your father thinks you to be courting? Perhaps I can keep an eye out for you so you can woo such a girl upon your return from the expedition and present her to your father. Of course, that solely lies on whether or not you intend to see it through.

And please don't say such things. You'll survive it all, I'm sure. Besides, you still have a portrait you need to pick up.
Sincerely,
Z. Potts