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Hey,
you guys encouraging him to picture her being all those unattractive things certainly helps but I have to let you guys know that its is low level thinking. I imagine all my chicks being 10x hotter than they are but I just never forget what their place is. She's beautiful and all but at the end of the day, her place will always be under me. So it doesn't matter how beautiful she is; I can picture her being scarlett johnson hot but it won't make a difference because I know what I am.
Why should you have to bring someone down to lift yourself up? You are already up! You guys are way too experienced for that.
This is definitely true- I wouldn't encourage putting the girl down in his mind. It seems, though, that his confidence isn't to its potential and he needs a quick fix. That's why I would still suggest to do what I posted as option 1, to know that she is still human on a physical level, but also work at raising his own self-image and knowing his actual worth (option 2).

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