Some other thoughts.
You can score a hat trick on Alison, Cherry, and Emma. I think Cherry route can only be opened during the first meeting, so you need to go with her instead of Alison. That means Jeremy bangs Alison, but you can still go to lunch with her and get on her route. However, if you go for Emma, you are closed off from Alison route after that. This hat trick can give you hilarious dialogues if you share everything with Jeremy bro, and trying to bang as many chicks as possible is pretty fun too. Holly vs Cindy and Minerva on the side.
I'm not sure if y'all noticed, but I think Lola is basically the representation of corruption in the MCs. If you do good things, she doens't lose points and even gains points. If you do bad things, she will lose points. For example, if Lena is going for Robert or Mike, she loses points. Pure Ian can befriend Lola, but if he kissed Cindy, Lola will hiss at him and lose points.
Finally, Jeremy is actually a very endearing character with a good heart. He never shits on Ian for the majority of the game even if you lower his points intentionally. He will share pictures of bitches he bangs but never in a malicious way to put down his bros. He can catch Ian with Cindy, but will not rat him out even after admonishing him. He is really the only dependable friend Ian has. And you can be (double) Eskimo brothers lol. And he will make attempts to fend off Lena's treacherous ass, but who can resist that if she's got MC powers? Every exchange between Jeremy and Lena is 100% instigated by Lena. Once he does fall to her snake like seduction... well, he is kinda screwed and it's understandable that it will be hard to fess up (but that is more for meta game reasons than his character, imo).