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He then told me that he started to slowly crossdress in his wife’s cloths while she went shopping or just visiting friends. The more he dressed up t...e more he enjoyed dressing up and feeling feminine. He always knew he was at the very least bisexual but was never able to live out his want to be with another man. That said he started to wear women’s clothing in the house with is wife at home. Well that was the start to his marriage going down hill, resulting in his divorce. I said I was happy. Well, Sara came home early. She came in and saw me in the outfit and her mouth just dropped to the floor. “Why are you wearing my maid uniform?!” I couldn’t speak.She came over to me and put her hand up the skirt of it and found my clit hard again. She told me that she didn’t expect this to go this far. She told me if I wanted to dress like this, I was to be her own personal sissy. She ordered me to make her dinner. I went and started dinner but I was only to make enough for her and her alone.. Suddenly Jessica grabs my hard-on and pulls it playfully and I gasp for air, trying hard not to cum all over her black skirt. "Sorry, poor boy," she says in a low voice, blinking her eyes. This woman really takes it out of me! When she finally tells me to put my clothes on, my cock is still full and hard, and it's not easy squeezing it back inside my tight jeans. My heart beats faster when Jessica opens her mouth for the words I had been hoping for. "Well, John, I think you are perfect for my. It wasn’t that something was wrong it was more like the fact that something was very, very right. What Jared realized was - was that he was not seeing any mess. No half eaten cake. No empty pizza platter. No cake crumbs scattered across the floor. No beer cans sitting in puddles of their own spilt contents. No piles of clothes and towels on the sofa. No empty wine bottle under the table. No wine bottle cork under the TV. No plastic plates and pizza crusts under the TV either. Just nothing. No.
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