Just finished a playthrough for the first time and I like this game a lot seems like there's a shit ton of options. But I kinda feel Ian got done a little dirty by the dev. Lena's there looking like a model and Ian in comparison is just semi attractive dude #454 without his own place or car. Wish Axel's model had been used for Ian instead.
It seems like half the guys are bigger than him physically, are packing a better tallywhacker or have their own talents to compare to Ian's writing such as music or photography. Not surprising all the men on Lena's route had to be given such big gaping flaws, Ian would never stand out for her to give a chance otherwise. No wonder Ivy hasn't fucked him yet either.