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If it was me it would definitely be a major issue. I've been in a situation like this when I found an ex of mine had pictures of my little sister from our summer vacation, sounds innocent until you realise that he has gone onto my computer looked through my pictures taken the photos of my little sister and copied them across to his computer.
Fantasising is fine - but it's only fantasy when it's not happening and the fact that he probably interacts with these women on a regular basis since they're your friends takes it that step beyond fantasy to me.
Friends, Parents, Siblings = out of bounds it's just not something you do. If I am having sex with a guy I want him thinking about me not about my friend.
To break that would cause a big loss of trust on my behalf.
As for not knowing it would hurt her, they've been together 2 years he should have some idea of what is going to be a problem for her by now. When does it go from not knowing and sheer stupidity to simply not caring if it hurts her as long as he doesn't get caught? 5 years? 10 - maybe he can just do stupid hurtful things for the next 8 years and use the "aww sorry I didn't know" card.
What it comes down to for me is that he has evaluated your friends physically, found their myspace pages, downloaded photos of them and probably every time he sees that girl from now on is going to be thinking about them in skimpy outfits or naked. I couldn't deal with that.
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"I want to be remembered as the girl who always smiles even when her heart is broken... and the one that could brighten up your day even if she couldnt brighten her own"
"Her emotions were clear waters. You could see the scarring and pockmarks at the bottom of the pool, but it was just a part of her landscape – the consequences of others’ actions in which she claimed no part."
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