Standard warning that appears in all my stories: this is a very over the top, far-fetched work of fantasy. It contains lots of humiliation, light feminization and taboo sex between a man and his father-in-law. Please skip if it's not your thing. Otherwise, enjoy.
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I looked at the bedside clock. It was 6:30pm. I had arrived at Roy's penthouse only an hour ago, and already for a second time his hard penis had invaded my rectum, sawing into me.
This time my father-in-law gave me a much slower, gentler fuck, both of us on our side, rocking back and forth in the spoon position. He thrust in and out carefully and deliberately, bottoming out and then retracting so that only his big cockhead remained docked inside of me.
"We gotta be careful, sweetpea. My baby's already inside of you." He cooed into, his head close to mine, slurping on my earlobe and poking my eardrum with his tongue.
Each push was slow and controlled, his hips bucking into my rear end at a sleepy rhythm. It was night and day from the bed-rocking pounding he had doled out only a few minutes before. But the slower pace drew another kind of pleasure out of me, as his nectarine-sized cockhead and thick, veiny shaft raked over my prostate, spending more time with each stroke. The moans he elicited from me were long and feminine. I looked between my legs and my penis, while shriveled to less than two inches and soft as a noodle, was steadily leaking a clear fluid.
Roy kept our bodies locked together, and we were sweating like hogs despite the steady snow fall outside. His slick skin, and the matted hair of his pubes and belly, would stick against my butt and lower back, then separate with a sound almost like velcro pulling apart, only to be resealed with the next thrust. As he humped me his big rough hands greedily felt up my body, zeroing in on my erect nipples and shaven chest, which he set upon fiendishly. Tweaking my nipples, the most sensitive part of my body, sent me into hysterics. I sounded like an alleycat, and I began meeting each of his thrusts with my butt.
Roy chuckled behind me at my eagerness, then grunted manfully as he seized my hips and fucked another load into my guts. His thrusts slowed as he emptied his balls into me once more, and I felt his pulsing penis depositing his semen as he finally came to a rest, his body tight against mine and his cock embedded deep in me.
For a while we were quiet, panting to catch our breath as his rough hands rubbed me from my neck to my lower belly, up and down in long, sensual strokes over my sweat-soaked, shaven skin. Though softening, his penis remained inside of my rectum. After a few moments he spoke.
"You know little boy I didn't have any intention of fucking you again so soon. That was entirely your doing, you sweet, horny little pussyboy. I've turned you into quite the little slut, haven't I? You must really love getting butt-fucked by Daddy's cock, huh?" His voice had his usual lilting, patronizing tone.
When I didn't respond he spun me around, the bedsheets sticking to my skin. Roy brought his face close to mine, a big smarmy grin on his face.
"Huh?" His eyebrow arched expectantly.
"Yes Daddy I love it." I admitted
"What do you love, little boy?" He probed, poking my bare chest with his finger.
"Getting butt-fucked by your big cock, Daddy." I said, looking him in the eyes.
"Good boy. Always remember that I'm Daddy. I'm not Roy. I'm not even Dad. I'm Daddy. I don't care who's around, if you don't address me properly as Daddy, there'll be hell to pay. My big cock and balls brought you into this world and I can take you out." He reached over my hip and spanked my naked butt cheek for emphasis.
"Now lick me clean, little boy." I crawled down to his groin and got to work.
-
After the sunset, Roy drew a bath for me. He preferred me to take long baths instead of showering, when we had the time. I think this was because it was both boyish and womanly. Perversely, that's where Roy wanted me - at the unmanly intersection between weak, undeveloped prepubescence and shameless femininity.
Sometimes he would bathe me like a father bathes his young boy. He would wash me with a bar of soap and washcloth, nose to toes, telling me to lift my arms so he could scrub my pits. Often he would humiliate me by throwing in a rubber ducky or little wind-up boat, instructing me to play with them like I was a child. He would sit on the edge of the tub in his suspenders, smoking a cigar and drinking a Scotch, laughing at me while I dragged the toys along the surface of the water. Making me bring my lips to the toy to kiss it, then lean over and kiss him on the lips too.
But this time Roy was treating me like I was his mistress. The lights in the bathroom were low and there were candles along the sides of the tub. He had set out different aromas and scents, lavender, things to moisturize my skin, as if he wanted it to be a feminizing spa experience for me. He handed me a razor and had me shave off any stubble that had developed on my legs, my arms, my armpits, chest and of course my crotch. I felt like his woman, shaving my legs for him. He loved to watch me do this - his crooked smile never left his face, chuckling into his whiskey, and he freely took photos of me stripping away the new growth.
Once I was done shaving, he handed me a very full glass of red wine. He took another work call as I bathed, and came in and out of the bathroom to fondle me, top off my wine, or lightly kiss the top of my head. At 65 Roy had no intention of retiring any time soon, though he did not need to work that many hours each day or visit his office more than a few times a week, able to lead his business mostly from his penthouse. As he ranged through the bathroom, his big maroon cock shook heavily as he commanded his underling over the phone.
This may have been another source of his authority over me- I could work for 100 years and I would never be nearly as wealthy as Roy. This had been intimidating when I started dating his daughter but now I just accepted it, just as I accepted the fistfuls of fifty or hundred dollar bills he would place in my back pocket without explanation. The first couple of times it happened, prior to his taking control of my sexuality, I had balked, resisted, just as I knew a man should. He always won out. Now I knew to just kiss him on the lips gratefully and say "thank you, Daddy."
When I emerged from the bath, having dried off and applied the moisturizer he left for me, I found he had laid out clothes on the bed for me to wear. A pair of fruit of the looms briefs, dress socks, and then a pair of black trousers he had tailored to cup my ass obscenely, and a light, silky dress shirt, the rosy pink material so thin it was practically translucent. Its sleeves only went past my elbows. Worse still, its buttons only went to my navel - just holding the shirt in my hands, I knew it was impossible to wear with any amount of modesty or dignity. I ran my fingers over the silk, cringing at the prospect of wearing something so unmanly but also fascinated and titillitated.
"Don't get dressed yet my dear. I have some special gifts for you." Roy watched from his doorway, now in a pair of dress socks and an undershirt, but his big hog still hanging free between his thick, hairy legs.
Roy presented me with four boxes from a fancy jewelery store - it was where I had bought his daughter her engagement ring, in fact.
I opened them - there were several articles of gold jewelry, all distinctly feminine. He led me to his master bedroom's ensuite dressing room, where three full length mirrors, as well as a forth on the opposite wall, showed my naked body, well-lit from the front, sides and back.
One by one he placed the presents upon me. Several jangly bracelets, and worse, anklets that he clasped just above my feet like shackles. He hung several necklaces around my neck, laying them delicately upon my chest. Each had dangling jewels or pendants, including a heart with the distinct word's "Daddy's Boy."
I watched as he reached around and grabbed my chest, his hairy fingers playing with my nipples as he nuzzled the back of my neck.
"You're my golden boy, sweetheart. My priceless treasure. Gold should be touching your naked skin at all times."
He then grabbed my left hand and removed my wedding ring, putting it in the pocket of his hanging suit jacket. Roy smirked, understanding the sickening symbolism of what he was doing. For a brief moment I saw my naked ring finger. He looked at it too, rubbed it between his thicker, hairy fingers. He winked at me knowingly- he held my marriage in his pocket.
Then he replaced it with a large, gaudy ring. Roy proceeded to add eight more rings to my fingers, on my pinky, pointer and index fingers of both hands. Some had stones on them but all were gold and womanly. He completed the look with a gold watch with a jeweled face and a very thin band. It couldn't be further from the chunky, masculine watches socially acceptable for the guys in my office to wear.