Stepdaddy Owns Me

by Jonathan (Waterloo, SC, USA)

My mom and stepdaddy started to have marital issues due to my mom's health. Soon after they stopped having sex, my mom became very ill and passed away. My stepdad buried himself in his work as a photographer and photo retouch artist, a lost art frankly.

I am 18 and after a hard day of being bullied and hated at school for being small, slim, and shy for a guy my age. Additionally, I had a lisp, and since my mom used to cut my hair, it has grown long since her passing. I would often open my mother's closet and touch her clothes; soon I was trying on her lingerie and underwear.

Which made my little dick hard and made me go further and learn to put makeup on. My mother was a tall woman, a trait I lacked at 5'6 and 135. I was smaller by several inches; my mom was 5'10 and 160. Her shoes fit me loosely, even her sexy high heels, and as I was still growing, it would be at least a year, maybe more, that her things would still fit me.

It had been a few months since her passing, and I had dressed in a black fishnet catsuit, lace and satin thong panties, and a black lace and satin baby doll nightie that hung about mid-thigh on me. The heels were six-inch platform stiletto slingback and t-strap black patent leather pumps. You know the type, all straight out of the stripper supply store.

Definitely an outfit my stepdaddy had bought for her a few years back, which I doubt she wore because the catsuit was still in the package and the shoes were like new in the box. I put on a decent amount of slutty makeup and a matching black patent dog collar complete with keylock clasp and chrome D-ring to attach a leash to.

I fluffed my hair and finished it all off with stereo music and a glass of wine. I checked the clock and had several hours until my stepdaddy was expected home if this was like every other day of the week, but today happened to be a Friday, and it started to snow.

So, to beat the traffic, my stepdad decided to leave work just about the time I was pouring the wine, and by my second glass, he had come through the door and caught me shaking my ass to some pop song on the radio. I was red with shame and broke out in a sweat that made my mom's perfume waft off me like a cloud of sexy to my stepfather's nose.

I began to stammer something ridiculous about a school play I wanted to try out for, but my sissy lisp and outfit screamed something else. My stepdad told me to sit down and pointed to where and said not to move or take anything off.

A minute later I looked up to the sound of a camera's shutter clicking off multiple shots and saw my stepdaddy wearing just his shiny motorcycle boots and a men's leather thong with a pouch to hold his cock and balls, which began to look way too small as the camera clicked away.

He set down the camera and grabbed a pillow off the sofa and tossed it on the floor in front of him. I stupidly asked him what the pillow was for, and he simply said, "Your knees," and pointed to it, then grabbed a riding crop from his boot and swooshed it through the air, making me drop to my knees and scurry to the pillow where he pointed with the riding crop's business end.

He matter-of-factly said that either I was going to be a man and take my punishment for being such a faggot or be a sissyboy faggot and learn to be a really good cocksucker.

I opted to be a man, when instantly I let out a scream, and my mouth was filled with a ball gag, and after a muffled protest and three more stinging swats were now welting my asscheeks bright red.

I was asked again about what I wanted to be and tried to scream out a muffled sissyboy cocksucker declaration when out of my mouth the gag came and a slightly improved cry of being a faggot came out just as a fourth and final swat from the crop came down on my ass and made me fall flat to the floor crying at my stepdad's feet to stop the punishment. He promptly told me to beg him and swear to be his cocksucker.

I begged as he said and kissed his boot. He told me to beg more, and another swat to my ass brought me to a crying declaration of my wish to be a sissyboy cocksucker and suck his cock whenever he wanted, to which I readily complied and kissed his other boot.

To which he instructed me to lick his boots and kiss them. While French kissing his boots, I heard the tear of Velcro and looked up as his thong dropped on my face, and I instantly froze at the sight of his 8-plus inches of throbbing cock and plumb-shaped purple cockhead with a large drop of pre-cum forming at the head.

As I moved back up to my knees, he placed his cockhead to my lips and said I better get his cock in my mouth, and if I dared bite him, he would take a hammer to my teeth and finish my punishment, which had barely begun. I told him I wouldn't bite him and how scared I was, and he told me if I sucked his cock, I would make him very happy, and he wouldn't punish me.

I looked up fearfully and, with tears in my eyes, licked the precum off his cockhead. The taste was just like my own cum, and I was inspired to lick it more; his free hand grabbed a fistful of my hair as he said, "Open up, cocksucker." Responding to my new name, I obeyed and took his cockhead in my mouth with minimal effort since the ball gag did its job stretching and loosening my jaw.

My tongue began to swirl his cockhead and wiggle all around as instructed. Tucking the crop back in his boot, he grabbed more hair with his other hand, and he began to pull my stretched lips down on his cock till it bounced off the back of my throat, making me gag on his cock.

He withdrew his cock to the head and encouraged my effort and told me to relax my throat as he pulled my mouth back down his shaft. My soft, small hands went to gripping his muscular thighs; at 6'4 and 240, he had some thick, powerful thighs. One of my hands slid up to cup his balls, gently fingering the sack, while my other hand gripped an asscheek.

My tongue continued to swirl and wiggle while he gently pumped his cock into my mouth. His hands loosened their grip but firmly held my head, letting me know this wasn't going to stop till he came in my mouth. His cock felt like steel wrapped in soft leather as my mouth was being fucked at his pace.

Wet lips sliding up and down his shaft. Soon his pace slowed as his cock met the back of my mouth at my throat's opening. Slowly pushing forward into my throat, he said to breathe through my nose and held my head in place, then slowly drew back and then down my throat again.

I held firmly onto his asscheeks now as my throat tried to swallow his cock. The motion of my throat muscles around his cock proved too much for him, and his cock suddenly thickened, stretching my lips fully, and began to pulse as I felt him shoot his hot cum straight down to my stomach.

He slowly backed out of my throat after the fourth or fifth pulse of cum, but I held on to his ass for dear life when I heard his moans of pleasure and satisfaction. I was suddenly changed and happily nursed and suckled his cock gently, so much so that I resisted when he attempted to take his cock from my mouth.

I held him tight and kept his cock in my mouth and held it to soften. He held his cock and looked up to see him smiling down at me. I released cock and thanked him for feeding me his load. I got up to my feet and poured more wine and got another glass for my stepdad.

I showed my daddy how well I walked in the heels while he held the leash. He picked up the pillow and led me to the couch. He slid a porno in the DVD and tossed the pillow on the floor at his feet, tugging the leash he brought me back to my knees, and I began to massage and fondle his cock as it hardened.

This time my mouth willingly engulfed his cock, and now, fondling his balls and gripping the base of his shaft with my soft little hand, I began worshipping his cock slowly while he hardened and throbbed in my hot, wet, loving mouth. He sipped his wine while holding my leash wound around his fist.

My life as a shemale began when I brought his cock once again to orgasm, feeding me another large load of his cockmilk, which I swallowed every last drop, milking it for more. After a short pause he said there will be some new rules; disobedience will be punished.