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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 Item #: RP975 -

"Would you like it if I was a homosexual?""... I do like it, especially if you're one of the kind of homosexuals that wear girls' clothes. Are you?""I don't have any girls' clothes," I admitted, "but I've drawn a lot of pictures of myself wearing them, and I'd love to wear them, if I had any.""I think that can be arranged," Tom said. "Bring me some of your pictures tomorrow, and let me see what you look like as a girl. Then we'll see about arranging an expedition to Queen's Bluff, where they...

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Reluctant Press Item #: RP974 -

Back in court, she told the boys to rise. "Because of this awful tragedy causing the death of a beautiful young lady, it is within my rights to send you to prison for a long period of time. Mrs Robbins has suggested another option which I've decided is a just punishment for your crime. Now nothing can stop the pain you've caused or replace their daughter but this is my decision. Brice Benson and Allen French, for the next 4 years, you are sentence to take the place of the two girls."You will...

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Reluctant Press Item #: RP970 -

"I think you'll really be glad you did this." Judy softly said to Wendy just before they entered Club Swank Wank. "You did very well in the MDS training, and you've sure got what it takes to nab those molesters.""I hope so." Wendy said.I only wish I could nab my mom too, she thought, but didn't say. She had told Judy a few things about her mom during the training, and she wasn't sure she wanted to tell her any more.The entered the club, and again Wendy had to have her ID scrutinized. Of course...

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Reluctant Press Item #: RP969 -

Standing a head taller than the crowd, Lee spotted the three girls at the table near the piano bar with shopping bags lying at their feet. Cindy wore her peasant blouse and denim skirt, and provocatively showed off her smooth legs. A blonde with straight hair wore a long sleeved black and red dress cut so high that it would have revealed the young woman's goods if her legs weren't crossed. A brunette wearing a blazer and tight jeans with navy blue flats completed the trio. Lee smiled, at least...

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Reluctant Press Item #: RP968 -

The first punishment Jan added was to pierce his ears a second time. He hated that but the second punishment was even worse. She shaped and filed his fingernails before painting them bright red to match his toenails. That insured that he wouldn't dare leave the house now.Jill tool full advantage of the situation. She told Jeff if he didn't do exactly like she ordered him to do, she would go to his former buddies and invite them over to their house. She'd also managed to get a couple of good...

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Reluctant Press Item #: RP965 -

Jack grinned but still continued his quest. "In your special party outfit you are outrageously desirable. Not just to me; lots of guys and gals. You perhaps are enjoying celebrity status. Now hat ayuo are begging me to satisfy you, which of our mutual friends would you prefer to take you? Tell me?""No, not an alien fantasy. I have learned that I'm a different person when I'm dressed for the dance. Often dancing with a casual friend, I feel the stirring in his trousers and have to discipline...

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Reluctant Press Item #: RP962 -

When Thursday came, Chris was filled with trepidation. He was going to be in a place full of people he didn't know, on his own, working as a female. Yet again he reflected on how he had come to be in this kind of mess. But he knew he needed to pay his way in the apartment... an apartment he had never had a wish to live in to begin with. He also knew he had to make himself look as female as possible so that the clubgoers would not see through his disguise... see that he was really a male.A few...

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Reluctant Press Item #: RP959 -

Chris came back downstairs and trundled into the kitchen to check on the wash. The three Titans fans all burst out laughing at him. "Blow me... there's nothing on you," Brett said to him, "I've seen more meat on a boiled egg!" referring to Chris's slight frame. The other two fell about laughing even more."What do you expect from a Buffalo fan?" Josh chipped in . "And your skin is so pale. Do you even have any body hair?""Some," Chris answered defensively, now feeling very conscious about his...

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Reluctant Press Item #: RP956 -

"Hey, Terry!" yelled Pete O'Conner. "LIke we said, we don't care if you wear a ball gown, you can play with us any day. Good game Doll," Pete said and winked at him.On the walk home, Mom asked, "And just how did that make you feel being called names and getting sexual innuendoes all throughout the game. Be honest now Terry.""It didn't hurt at first but I have to admit that it really started getting to me, Mom. I don't get it, guys call each other names and say goofy stuff all the time and it...

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Reluctant Press Item #: RP952 -

All of a sudden, Jimmy and Gabe caught sight of her standing there. both boys jumped to their feet. Jimmy half killed himself trying to get his pants pulled back on. Gabe started crying like a baby and couldn't think of anything to say. When he tried, no words came out of his cum-stained mouth. Tears ran down his face seeing the disappointment in his Mother's eyes."You'd better go home, young man. I will be calling your parents later, you can count ou that for sure. Now go!" she said, pointing...

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Reluctant Press Item #: RP945 -

"Hey look, Mr. Dancer, I gave in and I am wearing all these girls' clothes full time now just to please you but I AM NOT putting on any dumb makeup and that's final. I may not be big and tough and rugged like you but I'm still a boy, and I have no choice in the clothing that I'm being forced to wear because of the circumstances we find ourselves in," Eddie said trying to sound firm on the matter."Don't you raise your voice at me, little lady or I'll turn your little pantied ass over my knee...

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Reluctant Press Item #: RP944 -

Base One's latest attraction was a gorgeous, red-haired 'actress' dancer and stripper named Natalie White, me. I was at last transferred, so to speak, from Gina's house, not to escort duty in the Hilo Club, as I'd expected, but into the very exclusive, high-class, 'female impersonator' theater, a nightclub really, called Base One. Oh yes, the 'girls' there were the pick of queens everywhere, I heard. And I became one of them, watched over, all the time, by Brad, Gerry and Chet, my dancing...

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Reluctant Press Item #: RP941 -

Michelle Bennett was a hard taskmistress for Denise Gordon. Denise Gordon; it was like it wasn't me, even though I responded to the name. I had to. No one called me anything but Denise. Michelle seemed determined to get me into trim as a woman in record time. I must admit that I had to wonder at times if they were't feeding me some drug in the water and light salads, my main foods, because sometimes, just sometimes, I found myself hardly able to remember I was Charley Howell. I wasn't acting...

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Reluctant Press Item #: RP937 -

"Oh, Miss Spurtridge!" he said, approaching her with a mock-serious expression on his face, I am torn, deeply torn, between two aspects of myself. In my official aspect, I know it is my duty to punish you for your misconduct in daring to place yourself, as a female impersonator, before the impressionable students of Rutland Ridge High School - causing great danger to their morals and their purity of mind. You deserve a sharp spanking for your naughtiness in doing so. On the other hand, in my...

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Reluctant Press Item #: RP935 -

After the first few weeks Fanny knew the routine; nights and weekends were always the busiest. At these times the place where the business started was the drawing room. After dinner the girls assembled there and sat on chaise lounges of which there were many. Gentlemen would come in, look around, and eventually pick some Maryann. Then off they would go to her boudoir. As said before, the money was all handled by Myra Bates.There was never any hurry, men could take their time; it was rare that...

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Reluctant Press Item #: RP925 -

Ben couldn't get over the feeling these very odd and strange clothes had on his now hairless body.. The corset held him so tight that he couldn't take big steps and so he started taking these little mincing steps that caused his ass to sway. The dress was driving him nuts as it rubbed against his bare legs with every step and it tickled as it softly brushed the bare sensitive skin. Plus it took most of the morning to get used to having these rather large mounds on his chest. He had to learn...