He's scared and uncomfortable around her family and most other people for long. He has an inferiority complex a mile wide, he's riddled with insecurities and he always will be. He's a coward and a social misfit. He's used to talking primarily to pixels on a page he controls. In any situation where he's vulnerable to be exposed for the perverse, idiotic and bumbling liar and fool he is, he's terrified. They might judge him, hurt his feelings, talk about him and he can't do a damned thing about it. That's why he's going to Wisconsin. It will be the same for any holiday event where he has to interact with people he can contol for long. He'd a disgusting idiot and that comes shining through very quickly.