WTF are you talking about? For being an underdog, I would say Ian's doing more than fine. Of course it depends on how you play the game, but in my second playthrough, Ian fucked both Cherry and Alison (while Jeremy only fucked Louise and can't score with Eve). If we count Lena and Holly both falling in love with him, Jeremy is waaaay behind. Of course, there is a situation with Cindy but could we really expect sfuex with girl like her after one evening together?
Sorry but how do you fuck both? Do you have to fuck Cherry first?