1. Jenny Learns Her Place


    Date: 3/5/2016, Categories: Crossdressing, Author: tvk3983, Rating: 6, Source: LushStories

    thought of spending the day in bed and giving myself to him over and over was equally as exciting. “You're so smooth and sexy, Jenny. I never dared to dream we would ever be doing this even though I've wanted to for so long,” Bobby whispered. “I know what you mean. I've longed to be in your arms since before we ever did anything,” I replied and then raised up on my tiptoes to give him another kiss. I don't know how many men I'd kissed but Bobby felt so different. He broke the kiss and patted my bare ass before saying, “I better go or we'll wind up spending the day in bed. While I'd love to do that, I want to take you out.” When Bobby returned he was in a nice sport suit and I was wearing a knee length, off the shoulder, white dress, nude stay up stockings, a pair of sheer white panties and a pair of pumps with four inch heels. The heels didn't even come close to making me as tall as Bobby, who stood an easy six feet tall while I was barely five feet four inches in my stocking feet. “Are you sure you don't want to spend the day in bed?” I asked after I kissed him. “The temptation is great,” he replied, “but I want to take you out to a movie, then to dinner, and then I want to come back here and fuck your brains out.” Smiling, I replied, “It all sounds good to me.” He took my hand and led me to the car, opening my door and helping me inside. The guys I was usually with just let me walk around the car and climb in on my own. It felt nice to be treated like a lady instead of the ...
    easy tranny they knew I was. When we arrived at the cinema Bobby took my hand and we walked together this way. He seemed to not care that he was being seen in public with a transvestite sissy, cock craving degenerate. Of course, I passed with ease and only anyone who knew me personally would know that I'd fuck at the drop of a hat. To be sure, I knew quite a few women who would do the same thing. We were seated in the theater with several minutes to spare and Bobby said, “I was married for a while.” “And you're telling me this because …?” “I just wanted you to know. I was married to a great woman for almost two years. We broke up because I had a really hard time keeping it up for her.” “I find that hard to believe,” I giggled, thinking about how many times, and how quickly, he had gotten hard for me. “That's what you do to me, Jenny. You drive me completely insane with lust.” “Or maybe you're just a bit more bisexual than you imagined.” “I've thought about that. Even thought that I was totally gay. I've been with a few men and even a couple of trannies, and yeah, I could perform okay, but every time I was with any of them, I always thought about those times we jacked off together.” From the way he had reacted yesterday I had a hard time imagining him as being unable to perform. I wondered what other things he might have in the back of his head and was afraid to voice them for fear of being ridiculed. I came to a decision that, unless he wanted to hurt someone, I'd be willing ...
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