I decided to dub this the "Unintentional V-Day Special" since it just kinda happened. Sometimes when I put pencil to paper, the brain goes on auto-pilot; it all started when I wanted to draw the character to the left in a suit (should probably find one for Grad Ball myself, lol) which I had a reference pic for, and then I just kinda improvized the other character in XD

P.S. Decided to switch their names to Rick and Liza; they are still the letch and the rich girl XD