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The crossdresser has some sexual or romantic involvement with a man, without having a sex change operation.

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Reluctant Press Book Cover
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Reluctant Press Item #: RP251 -

    Lying on the bed, in a state of shock, Howard offered no resistance as Lisa untied his ankles from the bed posts and retied them tightly together.Judy got a perfume atomizer and liberally coated Howard with scent. Then she pulled him half off the bed, set his feet on the floor and raised him to his feet.The dizziness had disappeared, but now Howard was in helpless bondage. Hands tethered to his waist, and ankles bound together, he teetered unsteadily on his heels."Well sweetie," said Judy....

    Reluctant Press Book Cover
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    Reluctant Press Item #: RP235 -

      The ensuing weeks didn't get much better. My job search was becoming more frantic. I could find nothing in my field, and wasn't sure what other kind of work I might want to try. I got my first Unemployment check, and that was only about two-thirds of my old pay. I was going to be in serious financial trouble soon, I realized, if I didn't find something.And Rich continued his pursuit. He sent me flowers. He left me messages on my machine. He showed up at my doorstep at night, wanting to talk....

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      Reluctant Press Item #: RP234 -

        Maude checked every inch of his body for unwanted hair, and saw that his breasts had enlarged to an A or AA cup. But she was well prepared for this event, and indicated other boxes to be opened. Therein were all the underclothing a girl would need and covet, knickers, slips, both half and full, camisoles, nylon stockings and pantyhose, garter belts an an assortment of bras in various colors an sizes from A to B cup. In other boxes were shoes of many colors, a few pairs of flats, but the rest...

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        Reluctant Press Item #: RP231 -

          I was going to put on girl's clothes.I entered the room and slowly closed the door behind me. I let the sense of the feminine presence in the room just overwhelm me. I felt somehow, even though I had never met her, that I was intimately connected to her in some way that I could never hope to explain. I felt as though she somehow knew what I was doing and that she approved of it. I knew that was really a silly feeling, but I had it nonetheless.I walked over to her dresser drawers, I opened them...

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          Reluctant Press Item #: RP228 -

            The one woman addresses the entire surviving crew on the island..."We are a society, a community that is isolated. We will need to develop customs and mores that meet our needs. I say I will marry, but I think, if you agree that a marriage with more than one husband may be workable.""But Sarah, you just said that sleeping with all of us would make you like a whore?" Jack protested."You're right Jack, I did. But I think a successful marriage could be made with two or three men and I am willing...

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            Reluctant Press Item #: RP224 -

              "Now, don't be apprehensive of me Pretty One. I won't do anything to you. You haven't told me yet what you think about kissing guys. Do you like it?""I guess it would be nice. I think... I haven't done it much you know. The people on soap operas like it, I guess."He was obviously intrigued by my innocence, and made a low sensual chortle, as he said, "Sure they like it. You would really like getting kissed by a man. Here let me show you."He leaned forward confidently and planted a wet kiss on...

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              Reluctant Press Item #: RP221 -

                He felt so strange pulling the sheer material up over his hairless legs. It was actually a totally alien sensation, wearing something so snug against his skin. Especially something so silky. He stepped back into the jumper and pulled it up, but tugging it all the way up this time.He was looking at himself in the mirror when he heard them outside the door, telling him to hurry. He delayed long enough to ask himself, could he get away with this? His reflection looked so alien to him. Did he...

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                Reluctant Press Item #: RP220 -

                  "What would you say, if I told you I was different from the women you've dated in the past?""You mean if you told me you were transgendered?""So you know all along?" I replied, alarmed, but also a little disappointed."Actually I didn't know, I mean, I wasn't sure. But I knew you were a lady and wouldn't want to deceive me of lead me into a situation that might be disastrous for us both. I simply waited for you to bring up the subject. And you just did.""So where do we go from here?""That's up...

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                  Reluctant Press Item #: RP216 -

                    Soon the drinks began to bread down our natural reserve. across the room I could see Martha's arm circling Jackie's shoulders, and, as if heeding a common signal, I felt Bill's muscular arm find it's way across my back and his hand come to rest on my bare shoulder. It felt good; warm and protective rather than threatening, and, to my great surprise, I found myself nestling in.Taking that as a signal of surrender, Bill put his other hand on my knee, pulling my skirt up just a little, exposing...

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                    Reluctant Press Item #: RP214 -

                      From Susan's Secret...Michelle spoke first. She held both of my hands and exclaimed, "Oh, Susan, what a dream! This is what I've wanted to be for years. No hiding, no pretending, no double life, just me, Michelle. God, I was so afraid I was going to lose you when you discovered my hidden closet. I have always wished and hoped that you would know me and accept me, but in my wildest dreams I never could hope for this. Susan, I love you. You are the dearest, sweetest friend a girl could ever hope...

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                      Reluctant Press Item #: RP213 -

                        Ms. Tennyson's effect on him was evident when he'd arrived home. Her lips had touched his cheek and he'd felt his excitement building. He was unable to understand what was happening to him. At one moment he was afraid of her. She held his life in her hands, his whole future was being dictated by the power she had over him.But it wasn't only the fear of the confusion her presence aroused within. Christopher was overwhelmed by her personality and beauty, she was much older, despite this she had...

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                        Reluctant Press Item #: RP207 -

                          From Mesmerized..."I promised that I wouldn't make 'im cluck like a chicken! C'mon, don't you wanna see just how far this can go?"Wendy still asked, "What do you mean?""Well we haven't had our desert yet, how about having 'Peri' here serve us... as our hostess?""How's that gonna show that she's... uh, he's... a woman?" Wendy now asked, suddenly unsure of her husband's gender."Well, you two're about the same height and, ummm, dimensions... d'you think Peri could fit into your things?""Gary! You...

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                          Reluctant Press Item #: RP206 -

                            "Well of course you realize that if I did leave the firm to become your personal research analyst, I would have to insist on having a private office. I would also have to insist on being able to wear feminine clothing whenever I was at work, if I wanted to. I would also need the part time services of my own executive administrative secretary."I threw all of these suggestions out with a careless attitude as I felt certain that I was just playing a game with him. But I loved the chance to play...

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                            Reluctant Press Item #: RP202 -

                              The twins placed me on my back.Daisy produced some short lengths of cord and began to tie one of my wrists to the corner of the bed..."You just hush til I finish tyin' ya down an I'll answer all yer questions," Daisy ordered.I lay quietly as she tied my wrists and ankles to the four corners of the bed."OK boys. She's all set."The twins stepped back and Daisy covered me with a soft white quilt."Please! Please tell me what's going on!"Daisy sat on the edge of the bed and began to play with my...

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                              Reluctant Press Item #: RP190 -

                                I will never forget the first time that I wore ladies' clothing. I had sobbed my broken heart out. One hour, I felt that life had been so terribly unfair to me that I could never hope to recover from the blows that had been dealt me.The next hour, I was feeling, for the first time, the wonderful sensations afforded by the silk and satin of lingerie. I could hardly believe how wonderful it felt, once I actually started to put in on.Alice stayed with me, encouraging me, and helping me to get...

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                                Reluctant Press Item #: RP187 -

                                  "Okay," (Michael) began, feeling trapped between a rock and a hard place, "lets say I go along with this pathetic little plot of yours, just for the sake of argument. What exactly are you expecting me to do?""I have no expectations as far as you're concerned, Michael. None whatsoever. You have two choices: either accept my offer to become my girlfriend and female roommate, or reject my offer and suffer the obvious consequences.""But I'm your husband," I protested. "How could I possibly be your...