“That was great, sir,” Cory said, his voice hoarse from disuse. “I didn’t think that would be something you’d be into.”
“I had it on good authority that it would feel great.” Tricia, for one, seemed to love it, and Carl had also recommended it to him in passing. “They were right.”
Cory pulled at his bonds without thinking. He wasn’t sure what was next—Derek hadn’t cum, so he knew they weren’t done yet. He watched as Derek moved back to the foot of the bed. He unattached each ankle from the bed straps, tucking them under the mattress when he was done.
“Just gonna try another position, boy.” Derek grabbed both of his ankles and pushed his legs back, climbing onto the bed between them as if he were going to fuck him.
Cory could feel Derek’s hard cock slide against his jock-clad and caged one. But Derek kept pushing his legs back, to the point of almost lifting his ass up off the bed. He then reached for additional straps from the head of the bed, attaching each ankle and adjusting the length so that both of Cory’s legs were pulled up over his head, his ass aimed at the air.
“How’s that feel, boy?” Derek asked as he slid a few pillows under Cory’s ass.
“Uh… Okay, I guess, sir. Strange?” Cory answered as his dom continued checking all of the restraints to make sure they were even and holding steady.
“Good.” Derek nodded. “Let me know if anything starts to hurt. You remember your safe word?”
“Yes, sir. Bacon,” Cory repeated.
“Good boy.” Derek gave him a small slap on his ass and upper thigh before climbing off the bed once more.
From this angle, Cory couldn’t easily see what he was doing, but it sounded like he was getting something from the closet. When he returned a moment later, in one hand he held a bottle of lube. So hewasgetting fucked tonight. Yay!
“Well, don’t you look excited,” Derek teased. “But first…”
Derek held his phone in his other hand, again taking pictures of Cory in his current predicament. Climbing on the bed again, he slapped his hard cock against Cory, the jockstrap allowing for only his hole to be on display. Derek snapped a few more photos of this, and of him teasing Cory, pressing his cock head and leaving a trail of precum in its wake.
It was this photo that greeted Nic as he exited Amy’s bathroom. Taking a moment to relieve himself, he had left her with her wrists cuffed together on the bed for a few minutes. He thought she would enjoy the suspense—she certainly loved the bondage.
But,fuck, when did D evengetthat shit for his bed?! He watched a short clip Derek sent, slapping his cock against Cory’s hole, causing the boy to jump each time. D wasdefinitelygoing to have to show him how to use those things. And maybe where he got them.Would they fit under Amy’s bed…?
Fuck, Amy!He squeezed his cock in his hand, looking once more at his phone before turning off the screen. Nothing wrong with comparing notes with a bro, right?
Setting his phone to the side, Derek reached back behind him for something Cory hadn’t seen him put down. It was … a dildo.Huh?It was black and not too big—about the same size as the one Cory had at home.
“Don’t worry, boy. You’ll still get the real thing. You’ve just been pretty good these last few days, and I thought you earned a little something.” As Derek spoke, he popped open the lid on the lube, applying it to the dildo and wiping his slick fingers across Cory’s hole when he was done.
Derek positioned the head of the toy at Cory’s hole. He looked up to Cory’s face, meeting his eyes as he pushed the toy forward and popped the head inside, causing Cory to groan. The two kept their eyes locked as Derek continued to push the toy into Cory inch by inch. The boy squirmed against his bonds, whimpering as he felt himself stretched open for the first time in a few days. Once it was fully inside, Derek held the toy still for a moment, jostling it only slightly against Cory’s walls.
Then he tapped on the base.
“AaaaAAHhhhHHhh” was Cory’s response as he felt the toy begin to vibrate within him, and he began squirming even more than before.
The toy continued to vibrate as Derek slowly pulled it back out, leaving only a few inches, and then pushing it back in. Derek smirked as he slowly fucked Cory with the vibrator. Taking care to make sure he was aimed at the boy’s prostate, he kept his movements slow at first, letting him get used to the feeling. Cory had used a toy on himself, but no one else ever had and definitely not one that vibrated.
As Cory’s noises of shock died down, Derek started to fuck him faster. The shrieks of surprise had given away to the steadier low moans and groans Derek had gotten used to hearing. He meant what he said: Cory had earned this. He had talked to Carl about ways he could “reward” Cory for good behavior, something thatwas just for him and not incidental to something he or Nic wanted to do. This was one of the simpler ideas they’d come up with.
Cory watched Derek’s face as he fucked him with the toy. When his eyes weren’t rolling in the back of his head, he looked determined. Derek’s cock was still hard, and he looked like he would gladly replace the toy with himself any moment now. Cory hoped he would. He was smiling just a little, his eyes going from Cory’s face to his hole as he watched his own handiwork in action.
Derekwasdetermined. He was going to push Cory over the edge and make him cum at least once with only this toy. He watched as Cory’s breathing became more labored, his moans louder. He made sure to angle the toy up and toward his prostate, his thrusts not too fast or too slow, scraping over itjust righton every pass.
Cory began to pant, giving high-pitched, almost breathless moans. He could feel something building up in him; he could feel the pressure inside. He was going to cum if this kept up.Oh. That’s what Derek meant.Thisis what he earned. Cory relaxed for the toy as best he could, not that there was much of anything he could do at this point—Derek had it under control.
Derek could see that Cory was getting close and so he kept his thrusts steady, the moans growing louder and louder. Finally, Derek heard Cory’s whispered “fuck” under his breath and felt his hole squeeze around the toy tightly. Derek continued to push the toy against the straining muscles, fucking Cory as the prostate orgasm rolled over him. The wet spot on his jockstrap had grown even larger, and there was now a stream of precum dripping down from the fabric. Cory’s eyes again rolled into the back of his head before closing, his head falling to the side as he caught his breath. Once he felt Cory relax, Derek gently removed the toy, setting it to the side.
Cory was just about to thank Derek when he felt him shift, and suddenly felt somethingelseat his hole. Opening his eyes, he saw Derek was now once again kneeling over him, his cock pressed at his well-opened hole. His eyes went wide as he realized what was about to happen only moments before Derek pressed forward.
“Ooooooohhh fuuuuccckk” was all he could get out as Derek pushed his cock into him deep. He had already been opened up and lubed well by the toy, which combined with the fantastic orgasm he just had meant there was very little resistance for Derek. He eased in the last few inches, stretching Cory just a little deeper than the toy had earlier.
“Fuck, boy.” Derek’s voice sounded rough, as though he had been holding back the floodgates. “Sorry, but I needed that.”