There are a lot of average-looking actors who seem to end up in movies or tv shows where they are sought after by beautiful women. I think sometimes it's meant as irony within the story the show is trying to tell. Most of the time I think it's just part of the fantasy of the show: the idea that if an average guy like this can attract someone very beautiful, so can you, average-looking viewer. For comedy, in my opinion comedy is a lot harder to act than drama. So if your story is a comedy then the talent of the actor at getting laughs is more important than how objectively good-looking they are. For men, at least. For women, it's still mostly about looks. Liz Lemon from 30 Rock might talk about how plain she is, but Tina Fey is actually really pretty. Likewise, while it's common to see an average-looking guy win the heart of the beautiful girl in movies, it's not so common to see an average-looking woman have the same outcome with a man who fits stereotypical handsome traits. So male and female looks aren't really treated the same in tv or movies.
Also, as someone else pointed out, attractiveness to women is not just looks. For some women money and success is part of it, but there are also men who are not in any way conventionally attractive but who women all agree amongst ourselves are very attractive. Something to do with how they treat you, maybe?
I don't mind, either way. TV and movies are fantasies anyway. Part of the tacit agreement with the viewer is that we suspend disbelief when we watch, so that we can enjoy the story. So just as I'm willing to believe that an average-looking guy can attract one gorgeous woman after another, I'm also willing to believe that a 120lb female can defeat a 230lb male in combat, if the story calls for it.
I think where it gets tricky is when the suspension of disbelief that you are asked to accept becomes so stretched that you aren't really sure what the story is trying to convey.
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