“Jason—? What the fuck?” my DILF stepdad Greg exclaimed upon catching me in his bathroom as he finished his morning shower. He quickly wrapped a towel around his muscular, hairy body, trying to conceal his big dick. The look in his eyes was pure anger, and for good reason. “Were you watching me jacking off in the shower just now?” he demanded.
“No,” I feebly protested, a blatant lie. “I—uh—I just needed to—uh—get some toilet paper.”
“The toilet paper in your bathroom is fully stocked,” Greg snapped. “I just put a new 24-pack in there yesterday.”
“I’m—I’m sorry,” I pleaded, retreating from him, running back to my bedroom. Greg had caught me red handed—watching him jack his big cock in the shower. What he didn’t know is that my spying on him had been going on for months.
Mom had started up with Greg when I was a senior in high school. Newly divorced, he took the apartment across from us. It was inevitable that they would start fucking. Mom would go over to Greg’s for a glass of wine after dinner, telling me to finish my homework while she was gone. An hour later, she’d return home with her lipstick smeared, her hair a tangled mess in the back, often a button missing from her blouse.
I couldn’t blame her. Greg was sexy as fuck. The muscles, the beard, the hairy body, the shaved head, the prominent bulge in his pants. I would have given anything to go over there and offer up myself to him, too. And though I was jealous of Mom, I was actually happy when Greg moved in with us a few months after he proposed to her. I had never really had a dad and loved the idea of this hunk of a man living with us.
It was an accident the first time I saw him naked, or at least that’s what I led Greg to believe. He and Mom had just fucked, the headboard hitting the wall, mom moaning under his weight while Greg grunted his load into her. Greg had a habit of going to the kitchen for a glass of water after they fucked, and so I ambushed him.
Standing naked at the kitchen sink, his body sweaty from sex, his spent cock was still engorged and glistening wet. The size of his member was particularly surprising. He was easily nine inches and thick. I was salivating over that piece of meat when he caught me out of the corner of his eye.
“Jason—? What are you doing up?” he jumped, his big cock bouncing in response. “I thought you were asleep.”
“I was thirsty,” I pretended, reaching in the cupboard for a drinking glass. “Don’t mind me.”
Greg was cool about the situation. He didn’t act weird or try to cover up his big cock with his hand or the dish towel. He stood in front of me naked without shame like any man would do in a locker room, before saying good night and retreating back to his room with Mom. But that ended his naked trips to the oasis. After that, he would pull on a robe or a pair of briefs before partaking in his post-coital quench. Dammit.
And so I started spying on him in the shower. Mom left for work early in the morning, leaving Greg to shower once she was gone. It was easy to sneak into their bedroom and lurk in the doorway to the bathroom, affording me an unobstructed view of Greg in the shower. He whistled to himself while lathering his hairy, muscular body with soap, his hands exploring every crevice of himself. And then imagine my surprise when he grabbed his soapy cock in his right fist and began to masturbate.
I would soon learn that Greg rubbed one out in the shower every morning—whether or not he fucked my mom the night before. His balls were a cum factory, always churning out a big load that Greg sprayed against the glass wall, later washing it all down the drain. Nothing is more intimate than watching another man as he pleasures himself—the peculiarities of his grip, his speed, his rhythm. Those all became familiar to me as I watched my new favorite porn feed every morning—my hot stepdad jacking his big cock.
“We need to have a chat,” Greg appeared in my doorway moments later, a flannel robe tied loosely at his waist, the exotic aroma of his sandalwood soap teasing my senses.
“I—I said I was sorry,” I stammered. “It was an accident.”
“I don’t think it was,” he countered, taking a seat next to me on my bed. “I know what it’s like to be—curious—about other guys at your age. Most guys are, to some degree. It’s only natural.”
“Did you—you know—spy on your dad in the shower?”
“Christ, no,” Greg laughed. “That would not have been a pretty sight. I’m not sure my dad could even find his own cock under his massive beer gut. But I did fuck a buddy of mine a few times.”
“Wait—what?” I exclaimed, my jaw dropping. “You fucked your buddy?”
“Yeah,” he shrugged. “It wasn’t a big deal. We would go camping on the weekends and get drunk on beer we stole from our dads, and then end up naked in our tent. Often, I’d end up with my dick in him. Neither of us ever talked about it. It was just something that happened in the moment—two guys enjoying each other, helping each other out.”
“What happened to him? Do you still fuck him?’
“Jesus, no,” Greg dismissed. “That’s all in the past. But we keep in touch. He’s an insurance agent up in Spokane. Married with three kids. Every now and then we get a beer together, but we don’t fuck anymore.”
“Do you—do you miss fucking his ass?”
“Shit,” Greg exhaled, scratching his beard. “Yeah, I guess I do sometimes. Sex with a man is, well, different—obviously. And not just because ass is tighter than pussy. Sex between two guys is more animalistic. There’s more of a dominance factor at play, which always turned me on.”
“Would you maybe—you know—be game to fuck my ass?” I ventured, my hand slipping inside his robe, feeling for his big cock.
“Cut that out, Jason,” Greg swatted at my hand. “I’m not gonna fuck you. You’re my stepson for Christ’s sake. What if your mother found out?”
“I would never tell her,” I promised. “It would be just something that we would share, and we—”
“Stop right there,” Greg protested, his hand raised. “Look, you’re a very handsome young man. And I know you’re going to make some girl—or guy—happy one day. But taking your stepdad’s cock in the meantime is not a good plan. You understand me?”
“Yes,” I nodded, my head bowed in shame and rejection.
“Look, I gotta get to work,” Greg stood up abruptly. “Let’s forget we ever had this chat—and not a word about it to your mother, okay? And Jason? I better not catch you spying on me in the shower again.”
Dinner was awkward that night with Greg avoiding eye contact with me. Though he said we were to forget about our earlier chat, it was clear he hadn’t done so. Sensing something was off, Mom asked Greg about his mood, which he blamed on a bad day at work. His silence and cool demeanor towards me felt like an unfair punishment. The worse was yet to come.
Greg was louder than usual that night, fucking my mom after dinner. Skin slapping skin, the bed springs straining under him, mom screaming her head off as he pounded her pussy to a pulp. His grunting was off the charts, the walls shaking when he dumped his load in her. It was all for show—to put me in my place—to remind me that his big cock did not belong to me and never would.
His performance only solidified my resolve. If Greg didn’t have the desire to fuck me, why all the pretense? Why not just pat me on the head and call me a deranged little man? In my mind it was clear that Greg did want to fuck me. And I was determined to make it happen.
Steam filled the bathroom as Greg showered the next morning, his back to me as I entered the bathroom while he soaped his muscular body. Patiently, I awaited his gaze, naked and ready for him. And then he turned, taking me in, his big cock swinging between his legs.
“I thought I told you not to come back in here again,” he sneered, soaping his big cock gratuitously in front of me.
I made no response, my eyes locked on him.
“You’re not gonna give up until if fuck you,” he spat. “Is that right?”
Once again, I said nothing, my eyes holding his gaze.
“Get the fuck in here,” he acquiesced, pushing open the shower door, his cock lengthening and thickening before my eyes. “You tell nobody about this, you get me?”
“Yes,” I nodded, joining him in the shower, our bodies inches apart, his hard cock pointed at me, taunting me. I reached for it, but before I could take him in my grasp, Greg spun me around, pushing me up against the tile wall.
“I only know one way to fuck another dude,” he hissed, his soapy finger probing my hole, opening me up for him, “and that way is rough. So I hope you’re able to take it.”
I nodded my assent, my hands braced against the tile wall as Greg withdrew his finger. Almost immediately, in less time than it took for me to take a breath, Greg shoved his big dick up my ass, his hands gripping into my shoulders for purchase. The pain was off the charts. I’d never been fucked before, having only fingered my ass sometimes while jacking off. There was no comparison.
“You feel that?” he demanded, his breath hot at my ear as I winced and gritted my teeth. “That’s what it feels like to have a big dick up your ass. And now you’re gonna feel what it’s like to get fucked.”
Wrapping his muscular arms around me, his meaty, hairy pecs rubbing against my back, he unleashed his furry on my ass. He pounded me relentlessly, his big cock delving in and out of me, forcing my virgin sphincter to stretch for him. The initial pain began to subside, my hole finally giving up the fight, giving way to waves of pleasure.
“I thought of you last night,” Greg confessed, “when I was fucking your mom. I imagined her pussy was your tight hole, my big dick abusing your cunt. Did you hear me fucking her?”
“And did you like it?” he persisted. “Did you like listening to me fuck her—imagining that you were taking this big dick?”
“Yes,” I admitted. “It made me want your big dick even more.”
“And now it’s yours,” Greg grunted. “Fuck—you’ve got a tight cunt.”
“Tighter than my mom’s pussy?”
“Fuck yes,” he laughed. “But maybe not for long.”
Suddenly, he spun me around, forcing me to bend over, my hands on my knees, my face inches from the spray of hot water from the shower head. The angle had changed, his big dick sliding even further into my depths. Christ, it felt good.
“You’re so fucking deep,” I gasped, my eyes rolling back into my head.
“I’m past your inner-sphincter,” he informed me. “You’ll find that not many men will be able to do that for you,” he gloated.
I could have stayed that way all day—Greg’s dick routing my depths, pummeling me over and over. The feel of his hairy body against mine, his balls slapping against my hole over and over, was incredibly erotic. I didn’t want it to end, but Greg’s balls had other plans.
“You ready for my cum?” he announced urgently, his cock swelling inside me. “You ready for me to breed this hole?”
“Yes,” I exclaimed, my sphincter tightening around the base of his cock instinctively, desperate to milk his load into me. “Fucking seed my hole.”
“Here it comes,” he warned, pounding me even harder. “Fucking get ready for it—FUCK—SHIT.”
Greg’s big dick blasted inside of me, his body nearly forcing me into the tile wall as he unloaded. With his cock throbbing in my depths, I could feel a sudden warmth emanating from deep within my bowels. “FUCK,” he continued to grunt repeatedly until his balls were finally emptied.
“We’re done here,” Greg announced, pulling out of me abruptly, his load gushing from my wrecked hole and washing down the shower drain. “I gotta get ready for work.”
Greg seemed back to his normal self at dinner that night, talking about his work day with mom and me, cutting up with a few jokes. He didn’t fuck mom that night, only the sounds of his snoring emanating from their room, but I tried not to read too much into that.
The next morning, lying in my bed, I heard Greg turning the water on in his shower, the water coursing through the pipes. I decided not to ambush him again. I had gotten what I wanted—his big dick up my ass—and knew that I shouldn’t delude myself into thinking it would be a regular thing.
Suddenly, Greg appeared in my doorway. A towel was wrapped around his waist, straining to contain a raging boner. “What the fuck are you waiting for, Jason? An engraved invitation?” he barked. “Get your ass in the shower. I need to dump my morning load.”
Stories are fiction and intended for readers 18 and up. All characters are assumed to be legal, consenting adults.
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