“I’m headed to bed,” my stepdad announced, dropping by my room in his tighty whities just before midnight. “You decided not to hang with your buds tonight?” he asked.
“Nah,” I answered trying not to stare at his massive bulge. “All they want to do is drink beer in Dylan’s basement and then go hit on girls at the drive-in.”
“Well,” he laughed, “that sounds about right for eighteen-year-old boys on a Saturday night. What’s wrong with that?”
“I dunno,” I shrugged. “I guess it’s just not for me.”
“I might not be your real dad,” he said, taking a seat on the bed next to me, “but you know you can talk with me if something is going on. And I promise not to tell your mother.”
“Thanks,” I replied. “But nothing—nothing’s going on.”
“Okay,” he replied, unconvinced. “Well, maybe then you can answer me this—I bought a large cucumber at the market yesterday, and now it’s missing. Your mother says she didn’t eat it, and I know I didn’t. Do you have any idea what happened to that cucumber?”
“No—no. I have no clue,” I stammered, averting my eyes from his stare.
“So if I were to maybe search your bathroom trash bin,” he suggested, rising off the bed, “you’re saying I wouldn’t find it at the bottom, all wrapped in toilet paper?”
“No—stop,” I begged, pulling him back down on the bed. “I stole the cucumber—okay?”
“And you fucked yourself with it?” he accused.
“Yes,” I confessed. “It was too big and it hurt like fuck. Jesus—you must think I’m fucked in the head to be having sex with a vegetable.”
“Not at all,” he chuckled. “I once cut a hole in a watermelon when I was your age, and then tried to fuck it.”
“Did it feel any good?” I asked, shocked by his candor.
“Nah. It felt like fucking a watermelon,” he laughed. “And the juice got the floor all sticky and attracted ants. It was a fucking mess.”
We were both quiet for a moment. I had to admit that I was turned on by the image of my stepdad fucking a watermelon as a younger man. I looked over at his tenting briefs and could tell the memory of it had aroused him, too.
“Have you—have you had any real dick yet?” he asked hesitantly. “You know—the kind that you don’t buy at the supermarket?”
“Not yet,” I admitted. “None of my buds seem to be . . . like me. All they talk about is pussy.”
“I’ve never told anyone this,” my stepdad began, “but I used to play around with an uncle of mine when I was your age. He liked to get fucked and would let me tap his ass. It’s not so unusual for guys your age to explore safely with an older man.”
“Would—would you be game for letting me, you know, explore with you?” I ventured.
“Absolutely,” he answered, pulling down the front of his briefs and unleashing his thick eight-incher. His helmet head was purplish and was already producing precum.
“Can I touch it?” I asked.
“Touch it?” he laughed. “I was hoping you’d suck it for me.”
Dropping to my knees as he stayed seated on the edge of the bed, I got between his legs and pulled off his briefs. Thinking back to all the porn I’ve watched, I started by licking and sucking his big, hairy balls.
“Christ, that feels good,” he moaned, his hand stroking the top of my head. “Now lick up my shaft and tease the head—I fucking love that.”
I had never had a cock in my mouth before, but sucking his big dick felt natural to me—as if I was born to do it. In a way, I imagined I was jacking him with my mouth, using the rhythm and pressure that works for me when I rub one out. Whatever I was doing seemed to be working from the way my stepdad was reacting as I bobbed up and down on his shaft.
“Do you want to cum in my mouth?” I asked, coming up for air as I continued to stroke him.
“No,” he protested. “I want to cum up your ass. Will you ride me?”
“Uh—yeah,” I agreed, both shocked and excited to lose my virginity to my studly stepdad.
“You got any lube?” he asked, scanning my room.
“Well—what do you use to jack?”
“Umm—I’ve got some Vaseline,” I admitted as I pulled the tub out of my bed table drawer. “I like the feel of it.”
“That’s perfect,” he replied, dipping two fingers into the slippery stuff and coating his cock with a thick layer of it. “Now sit on my cock,” he ordered.
“What if Mom hears us?” I hesitated.
“She took an Ambien,” he reported, pushing his fat cockhead against my hole. “She’s gonna sleep like the dead.”
“FUUUCK,” I cried out as he suddenly grabbed me by the hips and pulled me down on his cock, impaling me with his big dick.
“There,” he winked. “I just popped your cherry.”
The pain was unreal at first. It felt like a semi-truck had been driven up my ass. I winced, closing my eyes tightly, trying to endure the brutal assault on my hole.
“Just hold still,” my stepdad instructed in a soothing voice. “Once you adjust to having me inside you, it’ll start to feel good.”
And he was right. After a couple of minutes, and some deep breaths, the pain subsided. And in its place was a delightful feeling of fullness. I began to push myself up and down on his shaft, reveling in the waves of pleasure that were coursing through my body.
“Yeah, that’s it,” my stepdad encouraged me. “Ride that cock. I’m gonna let you set the pace. You just enjoy this big dick.”
I was enjoying it—immensely, in fact. Wrapping my arms around his neck, I began to bob up and down on my stepdad’s thick shaft, his balls slamming against my tight hole with every downbeat.
“Fuck,” he exhaled. “You keep up that pace and you’re gonna have my load before you know it.”
“Yeah, gimme that load,” I begged, riding him even harder. “I want to feel you cumming inside me.”
“SHIT,” he exclaimed urgently. “Here it comes. Aww, FUCK . . . DAMN.”
Instantly, I could feel my stepdad’s cock throbbing and pulsing inside me, releasing his seed. I wondered if it felt the same for my mom when he fucked her. Instinctively, I began to grip his cock from within, milking his balls dry.
“Fuck,” he winced, pulling out of me suddenly. “Sorry, but my cock gets ultra sensitive after I’ve shot my load.”
I fell back onto the bed, his load trickling onto the bedspread from my wrecked hole. It may sound odd, but never in my life had I felt more manly than when I had his cock up my ass. There was an inherent power in taking cock, one that I had never anticipated. The entire experience was overwhelming.
“You okay?” my stepdad asked, wiping his wet cock with his briefs before pulling them back on again.
“Yeah—I’m great,” I answered. “But I’m trying to understand why you like to fuck guys so much if you’re married to my mom?”
“Sex is complicated,” he sighed. “It’s not just black and white. There’s a lot of gray—and I fall into that gray area. I like both guys and girls. How about you?”
“I think it’s just gonna be guys for me,” I answered, fingering my cummy hole.
“Well, you’ve got a cunt made for cock, so I think that’s the right choice,” he winked. “Just promise me no more cucumbers up your ass.”
Stories are fiction and intended for readers 18 and up. All characters are assumed to be legal, consenting adults.
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