Date: Wed, 2 Mar 2011 13:49:45 -0800 (PST) From: Victoria Subject: Transgender/Teen: Natalie's Pride and Joy I stood there, mouth agape, as Mama spoke on the phone. Her voice was quite strong, and determined! "Dick, is that you? It's Margie from next door!" "Oh Hello Margie, and how are you today?" "A bit rattled, Dick. You see I've had some problems with my boy Timmy, you know him don't you?" "Well, let''s see. He's about ten years old I believe, sweet face, excellent manners..." "Yes Dick, that's him, but you see he is fourteen, quite small for his age! And while he is well behaved he can still be a handful! It's hard for a single mother, raising a teenager. I do try, Dick, really I do!" "What can I do for you Margie?" "I wonder if you could come right over. I need some advice concerning Timmy, and about the male libido." Margie thought she heard the man gasp on the other end, but she couldn't be sure. Who better to help her with her problem than a real man? Dick was a bachelor, and obviously quite the ladies man, based on the the number of females who would come and go from his house. They quickly hung up. "Mom!" "What darling? Mama needs some help from a man. Now you go to your room and wait for me to call you. Don't you dare change your clothing or appearance. Do you hear me?" "Yes Ma'am!" Gosh, why was she so mad. It's just for fun! I sometimes like to sneak into Mama's room when she's out and wear her things. They are so cool, silky and colorful and full of lace! They are pretty to touch, and of course to have them touching my body! I like to pose in front of the mirror, make cute faces, and dance around a little I guess. It's all very natural to me, you see. So now she called our neighbor, Dick Worthington, to ask him for help! I don't know what the big deal is! Daddy left a year ago, they had a terrible fight, and he hasn't been back. I miss him, we used to have such fun together. I'm not sure if it's like the fun most boys have with their Daddys, but it sure was fun for us! When Mama was out, Daddy would disappear for awhile and then reappear in her clothes! It was so much fun, he would put on a fashion show for me as I clapped with glee! I guess this started when I was pretty little because I always remember it. I guess I was about seven or eight that things changed a bit and when Daddy would dress up he would have me with him in Mama and Daddy's room. He swore me to secrecy based on our love for one another, and I never said anything to Mama or anyone else. Daddy first instructed me of the proper name and use for the most intimate of my mother's undergarments. I helped his into his brassieres, garter belts and stockings as would a personal servant to royalty, and I loved it! It was a thrill to handle these pretty things, and he would have me rub the silk against my cheeks to feel how soft and sexy it was. He laughed the first time he saw me get erect over that thrill! He told me it was perfectly natural and I believed him, it certainly seemed natural to me. Daddy taught me to call him Natalie when he was dressed., that he loved to dress up for his "girly side" and after he was all dressed up in lingerie and perhaps one of Mama's dresses, he would have me sit on his lap and we would cuddle. He would tell me what a sweet wonderful boy I was, and he would kiss me softly, my breath taking in the faint scent of Chanel No. 5. Sometimes Daddy, oops I mean Natalie, would gently stroke my arm or the inside of my leg, and it would always make me hard in my undies, the tight little white ones that Mama always bought for me. It seemed unfair to me that I had to wear the scratchy white cotton. After cuddle time he would excuse himself to his room. I could hear little moans and an occasional girlish shriek now an then, but when Daddy returned he was no longer Natalie and life went on. He and Mama fought often, and he was the one who usually gave in. She could be really mean, and I heard her call him all kinds of names one night while I listened breathlessly in my bed. Names like queer, and cocksucker, and tranny whore. I think once or twice they heard me giggle. I began to have dreams, weird dreams! Daddy would give my my night time vitamin, the one he said was special and between us, and send me off to change for bed. He would be the one to tuck me in, and he liked to tickle me in funny places and make me scream. He said I sounded just like a little girl and I laughed, reminded of him dressing up with me and being girly himself. Gosh I sure did love my Daddy! In some dreams I would be with Natalie, she would be dressed and I would be dressed, we would hold hands, and other times I felt nude and that silky fabrics were being slowly and seductively pulled over my naked body. Often I would wake from these dreams and be completely naked in bed with no covers, or even wearing a pair of panties and I did not know where they came from. The funny thing is they fit me rather tightly, and weren't Mama's. I though maybe I was sleepwalking or something! I should have gotten rid of them, but they felt so nice when they touched my skin I couldn't bear to get rid of them and I hid them in a place where I thought no one would find them. They became precious to me, all in pastels, pink, lavender, peach...they were so frilly and feminine and I felt so happy and excited whenever I wore them, and always erect in them, my little erection bouncing around under the nylon tricot. The other odd thing I felt those days was the certain feeling that during the night I had shot my teen load, but there were no spots of semen on my sheets, wet or dry! I've only been spurting for a about a year but I thought about it all the time, and those panties came in really handy when I wrapped the silky panties around my cock and beat furiously! There were however some dried stains on my cheeks in the morning, and I began to think I was stroking my little cock to orgasm and then wiping it on my face or perhaps eating it in some dreamlike state. Do I remember that, I'm not sure, I remember something involving my mouth but who could say? I was afraid to tell my parents about my dreams, they'd think they had a perv for a son! So anyway, life went on until about a year ago when something really dramatic happened! Mama and I had to go out of town to her parents for a family visit. Mama's Aunt had remarried and Daddy found a work related excuse to not go along. It was OK for me, I got to see some cousins, some younger and some older than me. We all got along well. My cousins Becky and Katie were really cute and wore really pretty clothes, pleated skirts and silky blouses. They also had on tights I noticed. I imagined how nice those clothes felt and I felt myself get hard...really hard! We drove home a day earlier than planned, one of my cousins was coming down with a flu or something, and as we pulled into the drive we wondered who the car belonged to that was parked out front on the street. It was a big car, a Lincoln, and it was really shiny and fancy. Not something you would usually see in our boring subdivision of modest ranch homes. I ran into the house while Mama finished parking and gathering her things. When I went into the house it was quiet, but I heard something! I walked down the hall, to where the noise was coming from. My parents bedroom door was partially open and I quietly pushed it open to see the most amazing thing ever! There was Natalie, wearing a shoulder length red wig and was dressed in her favorite of Mama's corsets, a gold silk one with black trim. I could see her penis dangling, bobbing really, between her legs and I noted that my father was shaved between his legs, in fact he appeared to be smooth shaven everywhere else, and I wondered what Mama would say? A strange man in the house, fucking Daddy? Natalie was bent slightly forward, all made up really pretty, and I heard her grunting a little and moaning, her eyes closed. I looked at her bouncing erect cock lovingly, wanting to see it, to play with it perhaps kiss it, what odd feelings! I pushed the bedroom door open wider and then another person came into view! It was a man, a big black man, and from his position I could see he was fucking my dear father from behind, ramming his big cock in and out like a machine. He's the one who saw me, jumped and then smiled at me. The man could see me looking lovingly at his sissy's hard meat, and then back at his face. I was sure the man knew what I was thinking, and that he somehow knew I liked the silky girly clothes too. Daddy's eyes were still closed, I could see smoky colored eye makeup on her lids and tears dripping down her face as she took the big black man's cock! The scene burned into my mind, and I felt my little boicock stiffen up! I should have said something but I was shocked! And it was barely thirty seconds before my Mama walked up behind me and peered into the room to see what was going on! The shocked look on Daddy's made up sissy face was priceless when he realized his wife and son were seeing him getting fucked from behind like a common slut! All hell broke loose! I stepped aside and watched open mouthed as Mama called my Daddy every name in the book and began to scream and then attack the big black man, hitting his big strong arms with her small fists! He just laughed and told us that he was just doing what was necessary – giving "his bitch" what she needed, and suggested maybe she or even I wanted some of his big black pussypleaser too! It was awfully big, I guessed it at about twelve inches, and he hadn't cum yet! I was shocked and Mama just screamed and called him a filthy bastard! Daddy was crying and trying to pry himself from Louis, but he had none of it! He just pulled her tight and Mama ran from the room. I stood there and watched, watched him finish with my father. Louis began a conversation with me as I watched him fuck the hell out of Natalie's ass. I knew it was uncomfortable for her, she wanted him to stop. She...it was my father for heavens sake!...my father all dolled up and pounded up the butt! "See little boy, your tranny Daddy takes cock just like a real woman. You like that, seeing him getting fucked?" "Yes" "Yes what, sonny?" "Yes Sir" "That's better. You should always appreciate your betters, son. Someday you might be just like your Daddy, would you like that? You know a strong black man is always superior to a white sissy, to all white men, don't you?" Daddy spoke up! "Louis, don't talk to my son like that!" Louis slapped Daddy's ass hard, like three times, and he yelped in pain! "Bitch, don't you ever tell me what to do. I was just having a nice talk with the little white boy! You may not notice it but his eyes are big as saucers at the sight of a hard cock, even your pathetic white worm! I'm just trying to make sure the boy knows his place!" Daddy just whimpered and begged Louis to shoot inside him and get it over with! "Come closer little boy, and see what a manpussy looks like when its been turned into a fuckhole!" I went closer, fascinated and stood right next to him as he pulled his big slippery meat out of Daddy's hole, right to the big purple tip, then he shoved the monster all the way back in until Daddy squealed and I gasped! I couldn't imagine what that must feel like! Louis was right, Daddy's hole was really wide and looked loose, like a pussy I guessed!" "You see little boy, some men are meant to do the fucking, and some men are meant to get fucked. I wonder which you will be?" I looked into his eyes, wide eyed and full of obvious intensity as I imagined what it must be like to be all dressed up and having a big man like that use me for his pleasure! Louis encouraged me to hold onto his shaft as it withdrew and then help feed it into my Daddy's hole, and I did what he told me. Louis just laughed. "Yes, that's it! Hold a real man's cock, help me fuck her. Maybe you'd like to have this inside you, too, someday!" I looked up at him, let go of his cock suddenly at the thought of that huge cock inside me, tearing me apart! Mama came back from whatever she went to scream, and seeing the fucking reaching a climax based on the intensity of Louis fucking, and the girlish shrieks of her husband as he was bred caused her to react. She grabbed me and dragged me to the living room, where I was instructed to sit on the couch. She interrogated me, holding my arm very tightly! Had I ever seen Daddy dressed like a woman? I was scared and said no. Of course we know the truth is quite another matter. Daddy finally came out of the bedroom, looking freshly fucked and quickly put back together, and was followed by Louis who stood behind him as he addressed us, his family. He told us that he was to be a girl from now on, that he was Louis' bitch. Louis was going to take him away from us and turn him into his housemate and "party girl". I was shocked that Daddy would love being a submissive sissy to this strong black man, that he would choose that over a life as a husband and father! I'm sure Mama did too, as she just didn't know what to say. That's when it all began. That's when Daddy left, when Mama retreated into herself for the following year while I ran wild, the year I became obsessed with dressing up and wanking, and began experimenting with my body. I wasn't satisfied with just dressing in Mama's clothes so I got my own, at resale shops and even swiped some undies and things from relatives and a from a few clotheslines. Particularly the cousins I told you about, one of them caught me once in her panties and this cute little bra of hers, but that's a story for another day! Perhaps Mama could stand watching her sissified husband sashay out of the house with a big strong man, to not return. She gave up on him and tried to distance us from him and his new life. But... I'm still her baby in her mind, and since she's realized that I myself love to dress girly, and am reluctant to listen to her and to stop, it seems necessary to her to have our poor neighbor Dick come over and see me dressed this way, to make me embarrassed I guess, to shame me. Mama told me not to change my clothing, but she didn't tell me I couldn't freshen my makeup! I looked into the mirror and smiled at the soft sweet face of a young sissy. A bit more blush I think, and a fresh coat of lipstick, dark pink, was in order. There, that's nice! Natalie would be proud of me!