Page 15 of Bend Him, Break Him
Isaac continued working his fingers inside Colton, the pain still there but hidden beneath the wave of pleasure.
Colton closed his eyes, ignoring the sensations in his ass, focusing purely on the throb of his dick.
If he pretended, pretended very well, he could almost imagine this feeling came from fucking.
Him fucking someone. Anyone. Anyone but Isaac.
“You like that, don’t you?” Isaac’s voice slithered through Colton’s ears, invading his imagination, and soon the silhouette that rode Colton’s dick took on Isaac’s form. “Such a tough guy on the verge of busting with a few fingers pressed to his prostate.”
The pair moved in rhythm with each other, the imaginary Isaac grinding faster and harder the more the real Isaac worked his fingers inside Colton, the more he talked dirty to Colton, the more Isaac invaded his fantasy.
“Open your eyes.”
Reluctantly, Colton obeyed, staring into Isaac’s icy gaze.
He clearly wanted to keep Colton in check; he must’ve wanted to ensure Colton understood where his pleasure came from, how it came to be, who made him feel this ready to erupt.
If only Isaac understood that Colton couldn’t escape Isaac even in his musings.
Not right now. Not with his fingers poking faster and harder, stretching his tight hole and finding the perfect spot.
“Fuuuuuuuu…” Colton grabbed the comforter on either side, squeezing the mattress until his knuckles burned white.
His hips bucked erratically, and he shot a load of cum across his stomach and chest. Long pearl strands fired off as he moaned and convulsed and clung to the orgasm. Fuck, what an amazing feeling.
“If you think that load felt good, the one I’m about to fuck outta you with this dick is gonna be an orgasm you chase for the rest of your life, little pitcher.” Isaac had this chaotic grin.
In an instance, the euphoric pleasure that came from release washed away, immediately replaced by shame.
Colton lay there, taking shaky breaths, while Isaac got up and walked toward his dresser, where a folded towel sat.
“You mind handing that to me?” Colton asked.
“I do.” Isaac continued rifling through his drawer.
“Seriously?”
“Yeah, I want you covered in cum. Mine. Yours.” Isaac turned and smirked. “It suits you well, little pitcher.”
Colton glared, and Isaac returned to his unhelpful task. Instead of grabbing the towel, Isaac dug through a drawer and pulled out a large blue dildo.
“What’re you doing?”
“You’re gonna wanna get a little more prepared—trust me.” Isaac plopped back onto the bed and lubed up his toy. “I had trouble slipping fingers inside you, and I don’t feel like spending ten minutes trying to wedge my dick head past your tight defenses.”
Colton grimaced.
“What? That’s like a sports pun.” Isaac waved the blue dildo, pointing it at Colton. “You’re sportsy, right, little pitcher?”
“Don’t call me that,” Colton snapped.
“Not an accurate name, anyway.” Isaac’s eyes looked down.
“Ha, you’re so fucking funny.” Colton’s face burned.
“What?” Isaac asked as he slowly pushed the dildo inside of Colton.
Now, his face burned for another reason. Fuck, it hurt more than Isaac’s fingers, hurt more now that he’d already cum.
“You think I haven’t heard all the catcher jokes from my team, from other assholes, from—” Colton moaned uncontrollably as the ridges of the dildo hit in the most sensational way, leaving him breathless.
He furrowed his brow, forcing rage to steady his composure. It angered him how quickly his body betrayed him in front of Isaac.
“I wasn’t making a catcher joke.” Isaac gripped Colton’s semi-erect dick with his already lubed hand. “I was just recalling how big of a pitcher you really were, so little pitcher seems inaccurate.”
Colton stifled a moan, locking his eyes onto Isaac’s gentle gaze. A compliment. He hadn’t expected that, not from Isaac, not ever. Not unless the compliment was meant to belittle or degrade him.
“Are you mocking me?” Colton asked, shuddering as Isaac continued working. “I’m not, I’m not… I don’t always catch the insult, but I know when someone is… FUCK!”
Colton lay back, unable to finish his thought as Isaac got into a good rhythm of shoving the dildo in and out of his hole while simultaneously stroking Colton hard again. It shocked him how well Isaac moved his hands; they synchronized perfectly with each other.
“If I were mocking you, I’d ensure you caught the joke.” Isaac shifted his position, sitting on his knees as he continued pumping the dildo inside Colton. “I have no reason to tease you, not when I have you.”
Colton begrudgingly accepted that answer. Isaac slipped the dildo out of Colton’s ass and set the slimy toy on the nightstand.
“Speaking of which…let’s get you in position.” Isaac gripped Colton’s hips and flipped him over. “Ass up, boy.”
Isaac’s hands squeezed and pulled and positioned Colton, which he abided by.
Colton spread his legs some, then pushed them together ever so.
He raised his ass, then lowered it, then lifted it as he arched his back.
Isaac knocked his knuckles against Colton’s lower back repeatedly.
Colton kept trying to arch more but couldn’t bend to Isaac’s satisfaction.
Finally, Isaac slammed his hands into the small of Colton’s back and forced the arch he wanted.
Colton yelped at the suddenness and found his face shoved into a pillow when Isaac slammed a hand to the back of the jock’s head.
“Face down.” Isaac’s other hand traveled up Colton’s back, making his spine quiver, and rested on Colton’s shoulder. “If you need to scream into the pillow, that’s okay.”
Fuck. Fuck.
“Wait, what?” Colton turned before having his head half-shoved into the pillow again.
“First times can be rough,” Isaac explained, which Colton already understood. “If it hurts, bite the pillow. I won’t judge you.”
That almost seemed considerate. Almost. The wicked smirk spreading on Isaac’s face said otherwise, though.
“I’ll just fuck you.”
“Not hard. Not too hard,” Colton clarified.
He knew what he signed up for, what he’d agreed to, and he expected some roughness.
After all, if he fucked someone, he couldn’t expect to blow his load going at a snail’s pace, but still.
He didn’t know if his ass could handle a full fucking.
Especially not with someone like Isaac, with Isaac’s dick.
Isaac slipped off the bed and finally unbuttoned his jeans before letting them fall to the floor.
His boxers were those big plaid kind, and they didn’t really fit Isaac’s look since everything about him held something gothy or connected to anime, games, or media in some way.
Colton didn’t know what he expected, maybe rainbow unicorns or cartoon faces.
He certainly expected something more form-fitting, like Colton’s tight boxer briefs.
Isaac slipped the big boxers off in a quick, fluid motion.
Now that he stood mostly in the nude—aside from the shirt he still wore tugged behind his head and wrapped at his shoulders—he seemed so much skinnier again.
Isaac had always had a slender build, but the toned muscles were a new look.
The tattoos across his body, from an animated fight scene on his right thigh to some fat cartoon guy in glasses and green pants wincing as he squeezed his knee in pain, ironically tattooed on Isaac’s left knee.
He seemed to have lots of random stuff inked onto his legs, sinister skulls and cute animated stuff.
“How many tattoos do you have?” Colton asked, lost on the image of Isaac standing naked and hard before him.
“Not really sure.” Isaac scanned his own skin, mouthing numbers and lightly smacking spots with tattoos. “Some probably count as bigger pieces, so, like, twenty-ish, maybe. Probably. I don’t know, blame gay math or something.”
Colton scoffed. “That’s not a thing.”
“It most certainly is,” Isaac said, seemingly genuine and almost like the animosity between the pair had disappeared. “You’re either a silly twink who can’t add or Sir Isaac Newton. There’s no in-between.”
“Who?”
“Gay nerd. Dead now.”
“Oh, I’m sorry.”
“I didn’t know the guy,” Isaac huffed. “He’s been dead for hundreds of years.”
“Oh.” Colton tightened his lips to bite back his next question because he often found it perplexing there were gay people in history. Lots of them, according to the GSA meetings he’d attended. Lots of bi people, especially.
The curiosity made him shift onto his side, eager for more conversation.
It had this way of assuaging him, easing Colton into accepting this new position he’d found himself in or the new position he was about to find himself in.
He fully took in Isaac, studying the guy about to fuck him, the guy he’d dreamed about fucking, the guy he’d wanted to kiss once upon a time.
He’d never feel his lips now. Not ever since Isaac only intended on hate fucking him, a grudge railing didn’t come with gentle explorations or soft embraces.
“All right, back in bitch position.” Isaac’s piercing blue eyes had this venomous stare as he approached.
His hands roughly adjusted Colton again until his face was shoved down onto the mattress and his ass was raised high.
“Christ, did you shave before coming here?” Isaac asked, spreading Colton’s cheeks and seemingly examining his hole.
“No,” Colton said with resentment.
He’d always been smoother, with no chest or back hair and only mild fuzz on his legs and forearms.
“Lucky me.” Isaac spit onto Colton’s exposed hole and rubbed his finger around the outer rim. “Just a bit right here, but otherwise, you’re smooth. Seriously, check out these cheeks.”
Isaac squeezed Colton’s butt before sliding a hand up the jock’s back and pushing him into a deeper arch. When he reached Colton’s nape, he grabbed him firmly and locked him in place while slapping Colton’s ass with his other hand.
Colton yelped at the suddenness.