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My eyes immediately dropped to the dark areoles that were clearly evident through the thin cloth.“Jesus” I whispered as my eyes traveled over her beautiful body.Grandma smiles when she sees that hunger flash in my eyes. “You like?” she asks.“Oh my God” I groan, as I feel every drop of blood in my body rush to my groin, while the evidence of my lust grows stiffer in my slacks by the second.For the last three weeks, I had been fighting off her overtures. There was something about being near her that brings out a primal need I had never experienced before, and she has made it quite clear she felt the same way.I watch as she slightly bent at the small table, picking up a glass of Kentucky bourbon, then turned and handed it to me. My eyes had been locked to the curve of her ass through the thin nightgown. Fuck, I think to myself, she isn’t even wearing panties. She wants this as much as I do I finally realized.“Grandma” I start to say.. Also, a sissyshould wear pretty lingerie because, even if she is not having sex on herfirst date, she needs to feel at her most sexy. Finally, a sissy mustpick matching accessories, high heels and purse for her outfit to givethe right feminine impression.-Almost right but you've omitted something really important Josephine.You clearly are not ready to go out on dates with big black men.-Oh Mistress, please tell me what it is. I promise I'll never forget itagain!-You still don't know? Ok. I'll try to make you find it out on your own.Tell me sissy, how much money have you spent on pretty lingerie?-Umm... I'm not sure Mistress. Probably hundreds, I really try to have apretty lingerie wardrobe.-That's right sissy, so tell me, don't you want your investment to lastas long as possible?-Of course I do Mistress.-Correct response Josephine. Now I want you to imagine yourself on a datewith a big, black, handsome man. You are sited together in the movietheater and he suddenly puts his hand over.
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