Cory resumed sucking on Derek as his breathing leveled out. Once he felt relaxed enough, Nic pulled his finger back before pushing it back in, a little deeper than before. Cory tensed up again, though not as much as the first time, and he tried to focus on the breathing and cocksucking he was also trying to do at the same time. This continued as Nic picked up the pace, eventually fucking his index finger in and out of Cory’s ass up to the second knuckle with relative ease. Then, Nic found his prostate.
“MmmMMMmmm” was the noise that came from Cory, still attached by mouth to Derek. He pressed his ass back without even thinking about it.
“Haha, alright.” Nic slowly removed his finger entirely causing Cory to whine at its loss. “Time for finger number two.” He squeezed out a little more lube, applying it generously to both fingers.
“Ready?” Nic didn’t wait for an answer as he pressed both his fingers into Cory’s hole.
Another sharp intake of breath was all Cory can manage, Derek’s cock falling out of his mouth entirely. Letting out a low whine of pain, he buried his face into Derek’s thigh. Fuck, maybe his fingersweremassive compared to Cory’s?
“Hey, you alright?” Derek’s hand was on his head as he spoke. “Your hand is kinda digging into my leg.”
Lifting his head up, Cory saw that his hands were currently white-knuckling Derek’s thighs.
“Sorry, sir.” He released them hurriedly before lowering his head again.
“It’s alright, boy. You seem pretty distracted.” Cory could hear the smirk in his tone.Asshole. Hot asshole. With a big dick.
Nic cleared his throat before wiggling his fingers a little, getting Cory’s attention before he pressed them farther in.
“Fuck…” Cory said under his breath before pointing Derek’s now half-hard cock back toward his mouth. He just needed to breathe and focus on doing this.
Nic followed the same pattern as he had previously, pulling his fingers back and then pushing them back in, each time a little deeper and faster than before. Sooner than before, he once again found Cory’s prostate. Cory again moaned around the cock in his mouth and began to push back onto Nic’s fingers. Nic took his time, playing with his two fingers and seeing just what made Cory react the most.
Cory was in heaven. Eyes closed, he methodically bobbed up and down on Derek’s dick while at the same time rocking his ass backward, thighs spread as much as he could manage. This feltgreat, better than any time he had played with himself. Every time Nic pressed against that gland, his knees would buckle, and he just wanted more.
Things couldn’t end there, though. Nic extracted both his fingers, eliciting another whine from Cory. Chuckling, he quickly lubed a third finger and rested all three against Cory’s hole. The still-virgin took a deep breath and tried to relax, knowing what was coming next as Nic pushed in.
Fuuuuuuuck, that burns. I’m so full. Stretched wide. Seriously, what kind of monster fingers does Nic have?! Fuck!He tried once again to focus on sucking on Derek. Releasing Derek’s cock, he pushed his face into his balls, licking and sucking on the skin, anything to distract him. As Nic began pumping his fingers in and out, the burn lessened but the feeling of fullness never abated. He’d never tried this many fingers before by himself. What was a dick going to feel like?
He wouldn’t have to wait long to find out.
“Alright, boy.” Nic extracted his fingers for the final time. “I think you’re ready.” He punctuated his statement with a light spank.
Cory released Derek from his mouth and turned his head, waiting for his next instruction. Nic provided it. “Over to the bed. On your back. Might as well be comfortable for your first time, right?”
“Yes, sir,” Cory agreed, standing and carefully walking over to the bed. Even though it was only three fingers, he still felt like he just got reamed out—and now it was time for the real thing.
“Since you got the first crack at his mouth,” Nic spoke to Derek as he followed Cory, “I get first dibs on his ass. Cool?”
“Sounds fair to me.” Nic sometimes made a big deal about going second, but Derek didn’t mind.
Cory watched as his friends discussed his virginity like it was something to be traded for or sold. It made his cock throb again. Nic noticed as he stood over Cory and smirked.
“Glad to see you’re enjoying yourself. Gonna need to do something about keeping that,” he pointed to Cory’s hard and leaking cock, “out of the way.” He tossed some underwear to Cory. It was a jockstrap. “Put it on.”
He did. It fit him well enough, maybe a little snug around the waist. His cock, still hard, was trapped in the front pouch, but his ass was still out in the open. Perfect for two straight guys who want to take advantage of their gay friend’s holes without any unwanted penises getting in the way. Nic climbed onto the pullout bed, walking on his knees toward Cory, settling between his legs.
“Hey, hand me the lube?” Nic asked Derek, who was headed over for a front row seat. He tossed it to Nic as he walked over, standing behind the couch over Cory. “Thanks.”
The bottle was old, dating back a few years to when the boys got their hands on one of Derek’s dad’s old porn DVDs, and they engaged in a little group masturbation. It would happen a few times their freshman year—and then was never brought up again. Cory watched as Nic opened the cap and applied it generously to his cock. He was entranced as the hand stroked up and down the slick cock, each passing stroke making him hornier and more anxious. When Nic was satisfied, he closed the bottle, moving closer to Cory and lifting his legs in his hands.
“Ready to have your cherry popped, boy?” Nic asked as he looked down at him. His tone was gentle, despite the crudeness of his words.
“Yes, sir,” Cory answered. Not that he really thought he had any other choice at this point anyway.
Still smiling, Nic lifted his legs farther, resting Cory’s feet on his shoulders. Then, aiming with one hand and holding one ofCory’s thighs back with the other, Nic pushed his cock toward Cory’s ass, seeking out his hole. Cory could feel the cockhead resting against his ass and tensed up.
“Relax, boy. Breathe,” Nic spoke to him calmly as he pressed forward. “Think about how much you’ve wanted this.”