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” Dean moved forward and fastened the doors all the way open and began to lead the horse back into his stall, with Iris soothing him. It all went smoothly, and they soon had him tied to the front again, and they double checked the doors this time. Dean came up to her when he finished. “Listen, I want you to come ride with me one day. It’s the least I can do to repay you for this. And I’d be honored to ride with such a beautiful woman.”Iris was speechless for a moment before replying, while blushing furiously “I’d like that. I’d like that a lot.” They exchanged numbers, and sent a tentative date for the following weekend. Iris would have to get a babysitter, but it would be worth it. The rest of the week was hell on poor Iris. She could think about nothing but the coming weekend and was having trouble concentrating on her job. The other girl had finally returned after a couple of days, but relief was slow in coming. Her days dragged on in agony. She couldn’t even pleasure herself. "As in a complete outfit, with stockings, shoes, and .." She paused again. "Underwear?" Please Jill, this is hard enough." Chuck sobbed. "Please I want to wear a dress and all of the underwear and stuff you'd wear with it! Everything!"Jill handed him a tissue and told him to start getting undressed while she got some things ready. She kept talking to him the whole time, trying to calm him down and make him relax."I think we'll start simple and work our way up," She said as she went into her closet. "Let's start with a pair of jeans and a top for now okay?"Chuck nodded agreement as Jill laid a pair of her jeans and a top on the bed next to him. She then went to her dresser and pulled out a pair of white cotton panties, a bra, and a pair of her socks."Put on the underwear, socks, and jeans, then call me and I'll help with the bra!" Jill said as she gave him the underwear. "Enjoy!"Chuck's hands trembled as he removed his underwear and pulled on the ones Jill had given him. He noted.
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