Note: This story was dynamically reformatted for online reading convenience. When mom caught me dressed in my sister's clothing at age fourteen after coming home from what was supposed to be a weekend trip thirty-six hours early, she only smiled. The next two years were interesting. I was showered with girl's clothing, even jewelry. I stopped cutting my hair so that, by my sixteenth birthday, it was well past shoulder length. I didn't let myself put on any weight. A contingency to all this was that I work out on a home gym she bought and keep to a diet to stay svelte. What did I get out of all of it? Blowjobs from babysitters. I'm not kidding. A parade of college girls passed through the house, with mom feeling each of them out then paid them extra to suck me. I didn't let any hair grow there. Also, permitted I was dressed as a girl, Mommy would watch me masturbate, rubbing her hand up and down my torso, encouraging me. I had vague memories of inappropriateness when I was younger, but none of it bothered me, not even the hypnotic state jerking off in front of her through me into. Soon, I could only cum thinking about her. I told her about the hypnosis and the murmuring started, her lips forming words, asking me to say things that I gladly did. Alone, I'd lose my erection just shy of orgasm if I didn't think of Mommy and say the same things. I didn't have to visualize or fantasize about her, just think the thoughts I'd repeated to her. It was more exciting to say them aloud, repeating that I loved Mommy and that I was her good little whore, and so on. Her toy found its way into my ass again and again and again until I couldn't go two weeks without. As I approached sixteen, mom married again and me? I had my hair permed and highlighted. I could tie it back in a pony tail at school, this back when pony tails were more popular, but at home my head was a mess of blond curls floating over my blue eyes. I dressed in front of my stepdad, even when we went out to dinner. It was so fun, seeing the looks from men and boys. I felt such power. The eve of my sixteenth birthday, Mommy bought a bag of pot. Urging me to smoke more and more, I was soon so stoned that I had a limited sense of what was happening. My dick was in my hand and the trance came. I worked my mouth as though sucking cock and then I was on my knees with a dick in my face. It belonged to one of the neighborhood children. He looked to be about thirteen. Words welcomed me to suck his cock and I did, again and again and again. The door to my bedroom was shut, but still the words washed over me, as I knelt in my white lace nightie and matching panties. The next morning, Mommy asked me if I wanted a man. I nodded, defeated, feeling heterosexual but not bothering to argue the need. We drove to her friend's house that night. I was wearing my sleaziest cocktail dress, a flared mini-dress with cut out panels along the sides and back. The bustier underneath, with its foam cups, gave me the appearance of having breasts. My forearms were even shaved beneath its long sleeves. Mom whispered words to her friend's husband and he invited me down to the basement to "play pool." Instead, he turned on music and danced with me. Well. Soon I was lost in a warm haze, my head beneath his chin, unconscious grinding my stomach against his erection. When I looked up at him, he kissed me. I was swept off my feet, literally, and carried upstairs. Deposited on the bed, he lifted the flared skirt of the dress and worked his finger into my ass, commenting on how tight my pussy was. The closet door was cracked and I knew. When he entered me, I grimaced in pain, then relished in the most delightful "This will happen" moment as he pressed into me against my pleas that he stop. He fucked me like a rag doll and I remembered my part. "I'm finally what I wanted to be. I'm a good little fucking whore, a sissy boy, a faggot. Mommy would be so happy for me now that I've got the cock I've always wanted." My prostate was well tuned to stimulation and a whined and whimpered in ecstasy almost throughout the rough fuck, occasionally losing track of everything and screaming. "Fill my ass! Fill my ass!" After a half hour, he did, then gently guided me down to the mattress, rolled me over, and kissed me again. When he disappeared into the bathroom to shower, I touched my dick. It wouldn't get hard after the savage ass-fucking I'd endured, but I played with it anyway. "Does Mommy's little faggot like feeling well-fucked?" "Yes Mommy, yes Mommy, yes Mommy." "You knew you weren't supposed to cum, I hope," she said as she emerged from the closet. Leaning over me, she smiled. "I love you." Her mouth engulfed my little boy fuck nub, my clit, and I stared at the ceiling in a nearly pleasureless trance, mindlessly repeating, "Good boys always cum for their Mommies, Good boys always cum for their Mommies, Good boys always cum for their Mommies," as she milked me entirely soft. Her breasts came out and I latched onto one, groaning in excitement, lust, and love. I savagely tugged at my dick till my head fell back into her lap as I mouthed, "Good boy always cum for their Mommies, Good boys always cum for their Mommies," as she smiled wordless down at me. When I spurted a thin stream of ejaculate, she carefully lifted the sheet to wipe it away. "You are a good boy. I love you." "Yes, Mommy. I love you."