So this game was one of my first dating sims and although it's a quite a bit dated at this point I've been comparing every other dating to it because it's so memorable to me. It's got stat raising and a lot of branching paths(for the time at least) so multiple playthroughs make sense. I wanted to check out the re-release but it sounded like it was buggy the last time I checked but I'll probably pick it up next time it's on sale.
Seems to work fairly well as a PC-98 style if you don't know what True Love 95 is.
Triggerword: tl95_style
Side note: I do take informal requests(basically a bounty that you don't have to pony up buzz for) if I like the idea(Tips are nice but not required since if it's a good idea then I'll get generation Buzz). Just leave a comment on one of my models or DM me. (Comments are preferred since that let's other people see that I'm actually fulfilling informal requests.) DMs are perfectly acceptable if your request is a bit out there and needs some image examples or something. As a note I will probably pass on Manhwa characters because I generally find their designs to be kind of bland.(No shade to Manhwa creators, I know many of them are going for regular releases and intricate designs are not what you want in the case.)