Look at that, not-so-shitty art! So I worked ~12 hours on this (first time using a lot of the tools needed here) to complete it after about a week or so of figuring out the details. Then got about three copies on different gloss papers and presented one of them (and a note) as a prom proposal (too shy to actually ask in person, partially because I feared rejection).
And I did get rejected. Apparently they were already going with an ex who cheated on them and that, by their own admission, they didn't even like anymore. So that's encouraging.