Hi!
Right now, I'm working on a game overhaul that will make all navigation through new content and choices much, much easier and I hope it will increase your game experience. You can find more information in my reports (here's the last one https://zegamez.itch.io/beauty-and-the-thug/devlog/808022/report-2024-15)
Regarding your questions:
1) There are five dreams + one nightmare with Amy and Charles. The last dream is where Lisa and Dolly discuss Lisa's "revenge", which is not really revenge. That's what you watch after Lisa goes to sleep.
Besides that, there are a lot of scenes with Lisa's imaginations (I didn't calculate them.) It happens when she watches lewd videos while playing in bed before sleeping. Most of the lewd videos contain such kinds of scenes. Also, on a high Bondage level, Lisa ties herself and imagines herself in a torture chamber where Dolly is her torturer.
Make sure you reach a maximum in all fetish skills - that would mean you watched all these imaginations.
2) The next thing I want to do with beach events is to implement nudist beach. Honestly, the story with Mr. Jefferson and Trump wasn’t part of the script. I just liked how Lisa looked covered in sand, so I decided to let her walk around like that for a bit longer. That’s when Mr. Jefferson and Trump showed up.
Someone had asked me about this before. If there are enough requests, I could definitely consider making a continuation.
3) The last day in v. 0.3.5 is June 24. You should save your game before June 25 because it's "Groundhog Day:" you can continue playing and having all sandbox events, but you won't have any scripted events after June 24. The next update that is coming this month will include Day 25 and Day 26.