Each characters plays his or her part in this story. Jeremy's part is as the horndog male that (some) girls just want to fuck. If you really want to cuck somebody as Ian, cuck Perry by sleeping with Emma (though Perry isn't in a relationship with Emma, he clearly has a major crush on her) and you can certainly cuck the hell out of Wade with Cindy. If Ian getting cuckolded bothers you, when you play as Lena don't take any interest in Jeremy. Seems pretty straightforward. And Ian can be a major chick magnet, too. His dick might not be as massive as Jeremy's, but he scores Allison, Emma, Cindy, etc etc and the don't just think he's awesome in bed, they also fall in love with him. With Jeremy they only want sex, if that. Sorry, I guess I just don't get what the problem is.