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“Miss Emma, would you fuck my ass?”Emma started to answer but Jess cut her off. I felt a sharp sting as a hand struck my left ass cheek.“Really, Aaron? We don’t even say ‘Please’ anymore? Hmmm?” Jess said accusingly.There was a pause while I built up my courage.“Miss Emma, please fuck my ass,” I said. There was no response from behind me.“Emma, I don’t think he really wants you to. Tease his asshole with the dildo to get him going,” Jess instructed.“How do I do that?” Emma asked.“Brush the head against his rosebud. Press lightly against it. Push just enough for him to feel it. And want it.”A moment later, Emma did exactly as she was told. I felt the firm rubber press against my sphincter, bounce against it a few times, then stop by penetrating me ever so slightly.“Now, Aaron, ask AGAIN,” Jess said, her tone firm.“Please, Miss Emma, please fuck my ass. Fuck it hard. Fuck it hard with your dildo,” I said. I probably went a bit overboard, but didn’t want to have to ask again. I glanced. I felt out of place since I usually could dress nicely for the right occasion.Charlene came up with an idea. "Let's go look through your mother's closet. I'll bet we'll find plenty."We quickly moved to Dad's bedroom and into Mom's walk-in closet. I had this fleeting memory that all three of us had shared that bed with satisfaction. Deborah went through numerous suits, dresses, and combinations. She pulled out about a dozen outfits.She said, "Try these on quickly for size and I'll find the accessories. Any chance you could wear her shoes?" I'll try. I've worn some of them just fine."We worked for an hour until we had six combinations that I could wear right away. Some of them were last year's, but in suits and office clothes, that won't matter as much as at the country club.She said, "I'll take you to get some of these others altered. I don't think your mother will need them for a while." She looked at my feet and said, "I think we might get you some new shoes, too. I want you to be.
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