I think is about trusting your partner, a girl doesn't have to be the hottest model in town to get multiple opportunities to cheat on you. Of course, sometimes your trust will be betrayed and you will be hurt. But what's the point of being in a relationship with someone you don't trust?.The problem with dating a really hot woman, is that everyone else thinks so as well. If you're in any way possessive, as Stan definitely is, it's gonna be a rollercoaster of emotions. To successfully date a woman like Lena, requires either supreme confidence or a very easygoing personality. Stan has neither of those.
I'm not saying that you are wrong because your view is pretty common nowadays but I don't agree with dividing people in "leagues" or rankings based on how hot they are. If you are just looking to have sex then sure, the hotter the better. But people aplying the same criteria to partners in a serious relationship is probably one of the reasons for divorce rate being so high. Sex is important in a relationship but you are also going to spend a lot of time with the other person not having sex and that person is also going to age. Personal compatibility, morals and having similar views on what kind of life you want in the future are way more important than hotness.Even Ian, as he begins, is not the typical guy you would associate with a girl like Lena. But unlike Stan, he already has the potential to bridge the gap between them, because he's working out at the gym (which is building his body confidence), socialising with his friends (some of whom are pretty outgoing and push Ian to go further on the social scene) and his determination to succeed as a writer, gives him a belief in himself, that Stan just totally lacks.
Stan could do all those things himself. He could lose weight and work out in the gym, to get a better body. He could buy more fashionable clothes, work on developing his social skills and building his confidence in general. But until Lena, pushes hard for him to do that, he just sits behind his computer screen, saying 'poor me' and how the world never gives him a fair shot. If you make the effort, there's usually someone out there for you. But if you don't, then most of the time unsurprisingly, there's nobody.
But it also requires you to have realistic expectations of who you could end up with. Because he spends most of his life in front of a computer screen, Stan fantasises that he could get the hot girl, and because she's not horrible to him, begins to believe that maybe she wants him too. Poor social skills, mean you often misinterpret people being nice to you, as evidence they like you in other ways. And occasionally maybe they do. But most of the time, they're just being nice to you. But you don't see that, because you're desperate for them to fancy you, as much as you 'think' you fancy them. And because you devote so much attention to pursuing a girl who'll never want you that way, you miss the one who would, if only you were paying attention elsewhere.
Holly is the obvious girlfriend for Stan. If he put as much effort into pursuing her, as he wastes in a forlorn effort to land Lena, he'd end up with a cute girlfriend, who just happens to have a hot future as a writer. Both of them are nerds, so they have tons in common. And unlike Lena, he'll never have to worry about what she might be getting up to, on those nude modelling shoots?
Stan biggest problem is not being fat and ugly. His biggest problems are being a social retard, an incel and a shallow person that thinks he loves Lena without really knowing her just because she is hot and she didn't call the police on him for being a creep.