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However, I suspect your goal is more likely to help him get himself back together after his traumatic break and out there in the market looking for another Domme he can serve in a maybe more sexaul manner.
Yes, this is my goal. Right now, actually,
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With this in mind, I would consider controlling things like his clothing, his appearance, his diet etc - make him a more attractive prospect for another Domme.
Done. Fixed his hair, taught him how to bake cookies
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However, I would be careful not to alow him to get too attached to you to the extent of considerng you to be his Domme. For one thing, he may not want to find another Domme because, in his mind, he already has one.
I'm not too worried about that. We've been friends for years, he went to high school with my sub, and he's not getting anything sexual from me. I'm basically just his emotional support as he tries to get himself back together. If he was my vanilla friend we'd just take him out drinking.