The first one is your standard naive girl being corrupted by repeatedly being exposed to sexual situations she has limited control over. What made it better than a lot of these sorts of games was that the tone was light enough that it was easy to overlook plot weaknesses and enjoy the moment. It was also a massive game in terms of content. It was a grind fest but there was enough content at all stages of the game that at least at most points you don't feel the need grind through to get to the next stage in the plot. There wasn't much pressure to go from innocent virgin to total slut immediately so if inclined the player could play a story of slow corruption, which honestly is pretty rare for any sort of corruption game. Sure a lot of the content was locked to having a high level of corruption but having certain scenes play out differently based on your level of corruption could make slow playing fairly rewarding.
What's come afterwards has been less fun in my option. Smaller games with just as much grind and a less definite personality for Chloe more or less killed it for me. It makes sense that the dev may never want to make a game as big as the first one ever again but the sandbox elements only really work when you have a lot to explore. Also looking at the Vacation game, it's pretty clear that the author got as kinky as he wanted to in the first game which makes the story of her continuing to fight against becoming more of a slut fall kind of flat because the first game got her as slutty as she could possibly be.
