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My name is Kasey. I have a lovely fiance named Dianne whom I've known since high school. We're in our early twenties now and we live in the estate that my parents left for me when they passed away. The place is huge and always in need of a little touch up. I don't like the idea of having servants so I gladly clean the place from top to bottom myself. It's very relaxing in a way.
Although we are best friends, me and Dianne's sex life is not so great. Her ideal man is the tall, hairy, muscular, tan, Olympian type, and although I'm tan, I'm still kind of a scrawny, hairless guy who likes to cross dress. I admit I look really good in women's clothes. I am very convincing. If I were gay, I could go to a bar and take any straight guy home with me. Dianne knows I go both ways but it is starting to become evident to both of us that I just might lean toward the guys. I guess her type of guy is also my type of guy too. I don't mind that she goes out and has sex with other men, so long as she's happy. She's told me that there will be a time when I will ask her that same request and she will be happy to oblige me in that circumstance. So why get married? Well, I do care about her a lot. She had a rough childhood and she was there to defend me throughout high school when I was discovering my female side. We get along really well, and there is nothing we wouldn't do for each other. And if something should happen to me, she would get my estate and be taken care of for life, and that's all I really want for her. But enough about that. Tonight we are having a party. I spent all day cleaning the house. Now I am making a tremendous roast. Most of our dinner guests are the heirs of the fortunes of my late father's business associates. All of them are about my age, or a little older. I know most of them on a first name basis. Dianne wants me to host the party as a woman and at first I am a little apprehensive, but then I decide at the last minute that it would be hot. This just might be very appropriate. I already had a body wax the day before. My cock and balls are completely hairless by choice, and I tie a thick string around the head of my penis, tuck my balls up into my abdomen, and wrap the string up under me so my penis goes up the middle of my ass crack. Then I tie the other end of the string to another string wrapped around my waist. It sounds painful and at first it was but I got used to it ages ago, and it looks great. Even on close inspection as long as my legs are not spread out all over the place, it looks like a vagina from the front. My nutless scrotum with the penis stretched down the middle of it looks just like a woman's labia. Over that I put silk panties with little ruffles on them. I don't wear panty hose leggings. Instead I like stockings, the kind that come up to the top of the thigh. they look so much better when I hike my dress up to inspect my genitals. I stuff a bra. I used to use socks or whatever I could get my hands on. But since me and Dianne have become accustomed to my habits, I went out and got those lifelike rubber breasts to pad my bra with. I wear a sleek black dress with a black wig done up in a short and tight bob. My real hair is short enough that I don't even need to pin it down. And I am flawless with applying my make-up. When I was young, I used to cake it on, but now I know exactly how much make-up separates woman from drag queen from whore. I prefer woman. Like I said, I am very convincing. That night the party goes wonderfully. I introduce myself as Katrina to all of our strapping single male guests and they are none the wiser that I am a man. There is a quiet huge white man with long blonde hair named Sven who is representing one of my father's business partners, Mr. Whitechapel. He had brought Mr. Whitechapel's stunningly beautiful daughter Lillith, who is always a welcome guest in my house. And there is a giant muscular black man with a shaved head. He introduces himself as Marcus. I've heard he is a talent scout or a reputable service company, but most people call him "Manhunt." He is also representing one of my father's business associates. Everyone else were people I grew up with and went to school with. I had my eye on Bobby Cooper who played football when I was in high school. I always had the hots for him and I think I caught him exchanging my butterfly eyes a few times, if only in secret. I hope he's still in the closet rather than straight. I can help him discover how to be happy. Dianne already has a beau on her arm. And he is her ideal just as she was looking for. His name is Apollo. Such a fitting name. Apollo looks like a Greek God, with wavy brown hair, a trim beard, and a muscular tan frame thick in stature. Obviously the sign of hard work and constant exercise. He smiles and is very polite. "How ironic your parents named you Apollo, and you look as handsome the way you do." I tell him, running my finger around the rim of my wine glass. I am quite the social butterfly. Apollo smiles his charming smile. "Actually my parents named me Henry. My nickname in junior college was Apollo, and after awhile of everyone calling me that the name stuck." There was a lot more drinking as the night progressed. The guests who had other things to do left early and soon we were in a small crowd that decided to go to a comfortable room where we could recline on soft couches and chairs before a roaring fire. There are four men (Apollo, Marcus, Sven, and Bobby) and there are three women (Dianne, Lillith, and as far as everyone was concerned, myself). Lusty Lillith wastes no time. "What shall we do now?" she asked as she begins to unbutton her blouse. She wears no bra underneath and her young breasts meet the air of the room. Her areolas are red like roses. Her nipples are erect. She runs her hand down her stomach and undoes her pants, then slides them down to her ankles and steps out of them. She is now completely nude. "Anyone care to join me?" she asks. When everyone is too shy, she reaches for Dianne's hand and brings her to the middle of the room. The two start to slow dance with each other as Lillith places a kiss on Dianne's mouth. When Dianne receives her kiss gently, Lillith starts to undress Dianne, pulling off her clothes and dropping them on the floor. Soon both women are naked. Dianne has her back to Lillith's breasts and Lillith kisses her neck. Apollo stands and begins to undress. He walks over and begins to feel Dianne's breasts. This turns me on and I can feel my own nipples harden under the fake breasts. Dianne reaches into Apollo's pants and pulls out his cock. It is huge and uncircumsized and quite a spectacle to behold. She bends down and takes his huge cock head in her mouth as he makes out with Lillith. At that point Marcus turns in my direction. He approaches where I sit and towers over me. I am frightened at first, wondering if he'll get mad knowing I'm not a woman after all. He reaches up under my dress and pulls my panties off. He then breaks the string around my waist, freeing my penis. "You don't need this any more little sister," he says and unties the string wrapped around the head of my cock. Where everyone can't see, he smiles and plays with my cock. I am overjoyed that he is into me as a crossdresser. I quickly undo his pants and take down the zipper to find my own prize. Marcus's cock is bigger than Apollo's, and I am eager to get it in my mouth. Suddenly we are joined by Sven who is quickly taking his pants off and approaching us. Sven's cock is also huge, a little bigger than Apollo's. This is the first time I have ever done this, and I am wracked with lust as I find myself sucking and jerking off two beautiful men at once. Marcus sits down on the chair, taking his shirt off, completely naked now. I rest my stocking feet on his knees and I shove his giant cock in to my ass from behind. At first I feel torn apart, but my lust is stronger than my pain, and soon I am riding his cock like a horse. Once we get in rhythm, Sven walks to my side and I suck him off while Marcus fucks my ass. In the middle of the room there is a threesome between Apollo, Dianne, and Lillith. Dianne is eating Lillith's pussy while Apollo fucks Dianne from behind. I look over and realize that Bobby is just sitting in his chair, quietly watching everything happen. I hope he does not feel left out. I realize this is when I need to let him know. As I ride Marcus's shaft, I hike my dress up so that the room can see my own cock. It is flaccid and bounces up and down as I bounce on Marcus. When Bobby catches an eyeful of my junk, he instantly perks up. He didn't know I was a man. He smiles and approaches our little fuck center. But when Lillith gets an eyeful, she is instantly amused. "Oh my god," she says while Apollo fucks her ass. "You're a man?" I don't want to bring attention to myself. Instead I focus on Manhunt. I ignore Lillith and sit down and up on Manhunt's cock even harder and faster. There is sweat dripping down my forehead. I turn around with his cock still in me so I can see him face to face. He's just about to cum and now my ass is begging for his seed. I'm stabbing my insides with his flesh spear and I can't get enough. When Marcus puts his head back and his body erupts with semen, I take half of it in my ass. Then I quickly take his cock out of my ass and put it in my mouth, eating every last drop of his warm creamy cum. As I jerk him to get the last of it, his cock head inside my lips, I eyeball Lillith sternly, letting her know there is nothing she can do to please a man that I can't do. It is not long before I'm getting fucked by Sven and then Bobby in the same way. Lillith is mounting in her jealousy which soon becomes anger as I watch her while I am getting fucked. I finally have the chance to get fucked by Bobby Cooper. I'm riding his cock reverse cowgirl. Then Lillith storms over and grabs my cock and balls around the base and pulls them away from my body! She pulls out the sharpest looking bone handled hunting knife and cuts through my entire package, cutting off my penis and testicles entirely! I scream and everyone runs over to pull Lillith off of me, but it is too late! She throws my cock and balls into the roaring fireplace and they are vaporized instantly! Dianne is furious and goes to attack Lillith, but Sven steps in her way. Marcus and Bobby are getting towels to help me stop the bleeding. When Sven tries to keep Dianne away, Apollo steps in to defend her. It is only time before the police are called and our little party is broken up because of crazy Lillith. It is now months later. I realized that this assault is the best thing that could have happened. Although none of us are speaking to Lillith, after the doctor stitched me up and repositioned my urethra so I can pee sitting down, I realized that being a man might not be for me after all. Since then Marcus has hooked me up with some very competent doctors who have been able to place me in a sexual reassignment program. Pretty soon I'll have my own breasts. Dianne and Apollo got married a month ago. We share the huge house we live in. I started seeing Bobby Cooper who is just fine with my new flat crotch it turns out. When Bobby needs the cock, we invite friends over or threesomes and I ride them all. I love getting my ass fucked. And now when I clean the house, I dress like a French maid. I threw out all my man clothes. There is a whole new world for me to explore now, and I have a license to do it.
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