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I was also told to take the following Monday off. So now not only had I spent almost two months without a hard on or orgasm; I was spending vacation time being treated like a piece of trash. On Friday I received another text telling me that all I was to bring was the woman’s clothes that she got me when she was with me last. That meant I was going to have to get out of my apartment to my vehicle, get gas and food all while dressed as a woman or try and hide men’s clothes and suffer the consequences. I knew she would search and if she found it I would be screwed. Luckily, I had about a half hour before I had to go since my timeline was moved up since I had to change at least according to her plan. So I did some research and was hoping to find a bus station with locker’s not out of my way; unfortunately the only one I found was way out of the way. So that meant I was doing the trip dressed as a woman. In my favor I was starting with a full tank of gas, so at least I. Soon she was bouncing up and down, dropping onto my cock faster and faster, her pussy stretching and tightening around me. She started clawing at me again, gasping and moaning into my hair. "So big." You like it Penny?" I love it!" Was Leonard as big as me?" "No one's as big as you. Oh my god!" She came again. This orgasm wasn't as powerful as the first but I still had to hold her steady while she shook and trembled. This time, when she was done she went limp in my arms. Now it was my turn.I spun us around onto the bed and dropped Penny on her back. Kneeling above her, I grabbed her ankles and held her legs apart so that I could see her clean shaven pussy, now wet and swollen. I slowly pushed back inside her, not stopping till I was in all the way to the hilt. She wailed in both pain and pleasure and I let out a moan of my own. The feeling was incredible. I had never been all the way inside a woman before. All the girls I had been with were too afraid let me try but Penny was taking.
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