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HypnoticDan
OP forgets about anyone with a kink. Let's say you can pick up, oh, 10% of the girls you want. (A pretty staggering percentage, I think you'll agree.) Now imagine you've been on /d/ too long and developed a fetish. What are the odds, even at 10% pickup, that the girl you meet will entertain your kink? Slim, at best. So you look and look and start getting a little desperate and then you meet a girl and she's cute(ish) and has a nice smile and gets your jokes (most of the time) and - most importantly - is willing to indulge you in that freaky thing you like. So what if she weighs more than you? She's a work in progress. Give her encouragement, get her thin, and she'll think that the great feeling she has is because of you, instead of her new bod. Now you have the kinkster you wanted and she's still got that self esteem issue so she's not going anywhere. You win so much more than if you'd started with a hot girl who knew she had the power.
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