Inspired by the lovely katbu-g who made a mock/faux dating sim picture of their oc "Plus"! I have a whole series of these that I did just for fun- Don't expect a real game to come out of this for multiple reasons XD (the main one being that I have no idea how to make video games.)
Moonlight's dating route would include a lot of flirting early on and a lot of romantic dates by candlelight- and probably a lot of cuddling and sleep therapy. Although he's sleepy most of the time, he can be a real smooth-talker.