To put it bluntly, if you think Alison or Holly are mismatches for Ian, then you went onto their paths with completely wrong choices. It becomes clear over the run of the game that Alison is a very loyal girl! She is with other guys only if Ian shows no interest in her (and cuts those other guys off directly once you are showing interest) or if you decide that threesomes are fun, but that is also a player´s decision if you and Alsion have threesomes.What do you think? I strongly assume that in later versions Ian will sleep with Ivy and Louise or start an affair/relationship with them. Do you think that a relationship with Lena is necessary for this?
In the last playthrough I started relationships with Alison & Holly for Ian. I left Lena out completely and she had a sporadic friendship with Ian. Anyway... Alison & Holly are total mismatches for Ian in my opinion. One was actually only interested in Jeremy and his "advantages" from the start and the other just annoyed me with her shy and reserved manner. I think Holly needed a certified document every time that Ian thought she was great.
Holly might be a nerd, but she can get more open. Granted, currently it takes time for Ian to get "sweet Holly" to open up, Lena can help here. I already asked if there will be a path where Ian and "wild Holly" can become a dedicated apir, but it will take some time to get an answer.
But if keep the discussion outside the bedroom, IMHO there are only 3 girls who really fit Ian - Alison, Holly and Lena. Cherry is nice, but hung up on Axel even more than Lena. Cindy is selfish and naive to a high dgree, absolute turn off for me in addition to her being the GF of a close friend. Emma reminds me much of an activist I know personally and deeply loath for being a selfrighteous, arrogant cloudcuckoolander, so Emma is a total no-go! Louise, Minerva and Ivy so far I never went after, so I cannot say how well they would fit Ian, but I doubt they are.