I'm so glad you're enjoying it! I have a lot of fun plans for the game, so I'm working hard to get new content out for you all to play 🙂 And I appreciate you following along since the very beginning!
Bullfrog got most of the CGs covered. For the Matt one, you need to hang out with him during the afternoon, proposition him, and don't back down by pretending it's a joke. During the night with him and Leo, if you nudge his knee his hand will start to creep up your thigh after he leans back against you...