“Fuck, your ass feels good,” Caleb exhaled, propping his hands behind his head and locking eyes with me as I rode his big cock on my hotel bed.
“I told you ass is better than pussy,” I playfully taunted, grinding down hard on him, his eyes rolling back into his head.
I had spotted him at the breakfast buffet on the resort terrace that morning. Jesus, he was hot—and exactly what I needed between my legs on my solo vacation. He looked straight. But since when had that stopped me?
He and his parents were seated at the table next to mine. The dad was kind of hot, but it was his son who I wanted inside me. As I sipped my mimosa, I casually eavesdropped on their conversation. His parents invited him to join them on a helicopter tour of the island, but the hottie declined—saying he wanted to spend the day by the pool. Little did he know, he wouldn’t be alone.
He was shirtless and in a tight pair of board shorts when I spotted him lounging by the pool an hour later. His chiseled body was fucking gorgeous. And from the bulge in his trunks, the boy was packing.
“Is this seat taken?” I asked him, gesturing to the empty chaise lounge next to him.
“Nah—it’s all yours,” he invited as I plopped myself down on the chaise, pulling off my shirt to reveal my muscled physique. He checked me out, but only in the way that straight guys often assess each other.
“I’m Warren,” I introduced, offering my hand.
“Caleb,” he responded, shaking my hand firmly.
“Are you vacationing here alone?” I asked innocently, hiding the fact that I’d been stalking him all morning.
“I’m here with my parents—it was a graduation present. How about you?”
“I’m here alone,” I answered, eyeing his bulge. “Congrats on your graduation. This resort is an awesome place to celebrate.”
“Yeah—well, it would be better if my girlfriend was here with me,” Caleb scowled. “My parents wouldn’t let me bring her.”
“That’s a shame,” I sympathized, masking my glee. “But there’s no shortage of other girls here,” I suggested feebly, gesturing to a nearby gaggle of girls who kept looking longingly at Caleb. Bitches. “Seems like you could smash privates with one of them.”
“No—I promised my girlfriend that I wouldn’t fuck any other girls while I’m here,” Caleb stated with conviction.
“Then why not fuck a guy?” I suggested, flipping over on the chaise, presenting my ass suggestively. “You only promised not to fuck any other girls—a guy won’t count.”
“I don’t—I don’t fuck guys,” Caleb stammered awkwardly. “I’m not gay.”
“You don’t have to be gay to fuck a guy,” I laughed patronizingly. “A lot of straight guys like you have enjoyed my tight ass.”
“Wait—straight guys have fucked you?” he gasped incredulously.
“Yes,” I affirmed, raising my ass off the chaise slightly. “Eventually, most straight guys learn that ass feels way better than pussy. You wanna come up to my room and find out for yourself?”
“Dude. I’m not gonna fuck you,” he spat, a little too loudly. “I don’t fuck guys.”
“Well—maybe you should tell that to your cock,” I gestured to the tenting bulge in his trunks.
Caleb grabbed his towel and quickly covered his junk with it, eyeing the nearby gaggle of girls to make sure they hadn’t noticed. Those bitches were out of their league with Caleb, but I was close to scoring.
“Room 526,” I announced as I stood up and dropped my spare key card onto Caleb’s chaise lounge. “I’ll be in my room for the next hour. Come by if you want to dump a load up my ass.”
I had set the trap, now I just had to wait. Thirty minutes later, I was on my hotel bed, my ass prepped and ready, when I heard the click of the key card engaging the lock in my door. Caleb entered, still shirtless and in his tight board shorts with a towel draped casually over his shoulder.
“This doesn’t leave the room, understand?” he commanded as he tossed off the towel and slipped off his board shorts. Christ, the boy was hung—easily over nine inches. I wondered if he inherited his big cock from his attractive father, but I wasn’t about to ask the boy.
“I’m prepped and ready,” I announced, reclining back on the bed and spreading my legs for him. “Go ahead and stick it in me.”
“Will you ride it for me?” he asked, climbing on the bed. “My girlfriend doesn’t like to be on top. She says my dick is too big.”
“Fuck yeah, I’ll ride you,” I exclaimed, offering him a pillow for his head as I raised myself up and straddled him. “You just relax and enjoy the ride,” I winked, gripping his big cock and deftly guiding it to my pre-lubed hole.
“Fuuuuck,” exhaled Caleb as I sat on his cock, taking all nine inches of his thick member up my ass until his balls were mashed against my eager hole.
Pushing myself onto the balls of my feet, my hands resting on Caleb’s hips, I began to raise and lower myself slowly—up and down his big cock—treating him to a series of toe-curling, deliberate strokes.
“Fuck, your ass feels good,” Caleb exhaled, propping his hands behind his head and locking eyes with me as I rode his big cock.
“I told you ass is better than pussy,” I playfully taunted, grinding down hard on him, his eyes rolling back into his head. “And I’m just getting started.”
Like a well-conditioned machine, I revved my engines and began to ride Caleb’s cock at full throttle. Christ, his big dick felt amazing up my ass. Caleb moved his hands to my hips, guiding me faster atop his big dick. His pelvis got in on the action, jackhammering me in unison as I rode him like a bucking bronco.
“Shit—I’m gonna cum,” Caleb announced urgently. “You want me to pull out?”
“Fuck no,” I barked. “I want you to breed this fuckin’ hole.”
Instantly, I could feel Caleb’s cock swelling and throbbing within me. “HOLY FUCK—SHIT,” he bellowed, his head nearly hitting the headboard as his body quaked and his cock erupted, flooding my guts with his warm seed.
“Damn, that was good,” Caleb exhaled as I dismounted his big dick and rolled onto the bed, clenching my sphincter to keep his load inside of me.
“You wanna come back tonight and fuck me again?” I offered as Caleb climbed off the bed to get dressed.
“I wish. My girlfriend is supposed to call me tonight,” he lamented, stuffing his spent cock back into his board shorts. “And I’m sharing a room with my parents. I’m not good at hiding stuff from them. How about I come fuck you again around this time tomorrow?”
I readily agreed and told him to hang on to the key card to my room. He was welcome to come use my ass whenever he could.
That night, I went down to the hotel bar to find some more dick. Sipping my beer, I nearly choked when Caleb’s father appeared and took the barstool next to mine. Fuck.
“I think this belongs to you,” he said, placing my key card next to my beer on the bar top. “It fell out of my son’s board shorts this afternoon, and he told me everything.”
“I’m—I’m so sorry,” I began to stammer an apology. “I’m not, like, some predator or—”
“Nonsense,” Caleb’s dad raised his hand to stop me. “It sounds like you did the boy a favor. He was bound to discover the joys of fucking a guy sooner or later—as we all do,” he laughed. “I should have seen it coming, from the way you were eye fucking my son at breakfast.”
“Thanks for understanding,” I smiled, slightly embarrassed, but also relieved that Caleb’s dad wasn’t going to kick my ass. “Most fathers wouldn’t be cool about this.”
“Actually, I’d like to show you what a cool dad I can be,” he said with a sly smile. “You want my cock?”
Ten minutes later, as Caleb’s dad pile-drived my ass up against the headboard of my hotel bed, I learned that Caleb unquestionably inherited his big dick from his hung father.
Stories are fiction and intended for readers 18 and up. All characters are assumed to be legal, consenting adults.
From the Twisted-Talez Vault 🔓


















