1. The Rendezvous Pt1 (Sissy Story by CassidyCaine)


    Date: 8/29/2015, Categories: Fetish, Shemales, Taboo, Author: sissyAlyna, Rating: 100, Source: xHamster

    Nick looked at the email he'd received from his wife at lunch again as he got ready to leave work. It had been a month since he'd confessed to her his love of dressing up in women's clothing after he'd kept it hidden since they first met. But, Nikki was insistent so he had tried to share that part of him. She had worried he was gay or didn't want her anymore but he'd assured her that wasn't the case. Yet after all that worry, she had emailed him to tell him that tonight she wanted to play with his fantasy and role play a little to see if she could get into it. She had rented a motel room and would have her naughty maid outfit he'd gotten for her and he would be the bad crossdressing guest who catches her stealing things. It wasn't really one of his fantasies, he wanted her to be the dominant one, but it was an acceptance he'd not expected. The note had said to get completely dressed up and meet her in room 207 so as soon as work was done he was out the door. Traffic was too heavy with all the nervous energy in his system with so much to do to get ready. It would be the first time he went out in public and the first time his wife had seen him dressed up which only ramped up his anxiety. Traffic finally lightened as he got into the suburban streets near his house, finally pulling into the driveway of their little two story home that was a clone copy of the rest in the development. He drove into the garage and shut the door behind him so he could secretly slip out fully dressed ...
    later. Quickly running into the house, he made a straight line for the upstairs bedroom. Opening the closet, he pulled out the plastic bins that held his secret treasures of feminine wear he'd been collecting over the years. Agonizing over the limited choices, Nick set out what he thought would be good for tonight as he stripped off his men's clothing. His slight form gave him an advantage in the looks department but he had to put in a lot of work to get things right. In the shower, he lathered himself good in his wife's flowery products and rinsed off before applying the shaving cream. Thankfully, he wasn't a hairy man but he carefully shaved his legs, underarm and face so he was baby smooth. Next came the moisturizers before moving on to the make-up, a process he'd been perfecting for years when he could. He liked to go with a more earthy tone consisting of a lot of beige and reds with just a little green in the eyeshadow. Then he pinned his hair back and slipped on a blonde bob wig, amazed at how much different he looked in the mirror. He could already feel Nikki coming out as he walked back to the bedroom. First he slipped on a pair of lavender panties and a matching bra with breast forms built into them, carefully tucking his privates back as he'd not been able to pick up a gaff. Next, he clipped on a garter belt and rolled a pair of black nylons up his legs, attaching them to the belt. Then, he pulled on a silky white blouse and tucked it into a black skirt that fell to ...
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