That last problem though… Derek had sat him down and had a borderline traumatic discussion with Cory last week thatstillmade him shudder.
“What’s this?” Cory looked at the box Derek had pulled from his bag and tossed to him.
“That,” Derek began what was sure to be afuntalk, “is an enema kit.”
“What?”Cory’s face felt like it was on fire.
“Hey, I don’t wanna talk about this anymore than you do, but we gotta.” Derek switched to a softer tone. “So let’s not make this worse than it has to be, okay, boy?”
“…Yes, sir.”
“Okay, well, the last few times you’ve gotten fucked we’ve had to stop to…”Awkward pause.“…clean up, and we can all agree that’s not something any of us wants to deal with, right?”
Cory nodded, tight-lipped. Derek was right. He already felt completely mortified at the memories. It didn’t just kill the mood; it made even hanging out the rest of the night feel weird. Last time, Nic hadn’t even waited until he got out of the shower to leave.
“Well, if you use one of these beforehand, we can hopefully prevent that.” Derek nodded to the box in Cory’s hands.
“…Do I have to?” Cory already knew the answer.
“You already know the answer.”
“Yes, sir…”
“So, I think you should practice with that one,” Derek instructed. “After I leave. Read the box and follow the instructions. Then when you’re done, take your ass for a test run.”
“Seriously?” Cory nearly squawked at that. “What? You want me to use my dildo or something?”
“I didn’t know you actuallyhada dildo until just now.” Derek raised an eyebrow at his response. “But yeah, that’ll work.”
“Please just go, sir, and leave me here to die of embarrassment.” Cory buried his face in his hands.
“You’ll be fine, boy.” Derek laughed and ruffled his hair. “Text me later and let me know how it went, okay?”
Cory got up and walked Derek out before returning to his room. He briefly thought about just crawling into bed and going to sleep early. But he knew Derek was expecting a text later, and he didn’t want to disappoint…
With a sigh, he grabbed the enema box and walked to the bathroom. He opened the box and read the instructions as he pulled out its contents. It all seemed pretty self-explanatory, but when sticking things in your ass, better to be safe than sorry. He still had a couple of hours before his mom would be home, and the last thing he needed was her asking questions about why he was on the toilet all night.
Still, no matter how many times he read through the box, nothing would adequately prepare him for bending over on the floor of his bathroom while he emptied this thing up his ass. Oh god, it felt so weird. And even weirder when he had to stand up and move onto the toilet after a few minutes.
It took a few tries before Cory really felt like he got the hang of it, whatever the hell that meant. Then he found out he wasstillwrong about that when he tried to use his toy the first time. By the time his mom was walking through the door, Cory barely had time to return his freshly cleaned dildo to its normal hiding space after finally having successful test run per Derek’s instruction.
He left out alotof details when he texted later that night. “Traumatic” was probably a strong word, but the event had certainly left an impression on Cory. But once he started including cleaning out as a part of his hygiene routine whenseeing the boys, everyone saw the benefits. Nic and Derek were certainly taking advantage, making sure to give Cory a heads up if they were planning on using his ass that day.
Tonight was just such a night. Cory wasn’t sure what they were going to be doing, but Derek had told him earlier at school to “prepare” for things and to plan on being busy most of the night. Neither he nor Nic would give him any more info when pressed. Normally, that would make him nervous, but lately, Cory had been learning to let things go and trust his friends-turned-owners. Things had been working out well so far, right?
Nic said they’d be there around 7 p.m. to pick him up, which gave Cory plenty of time to take care of some school work before hopping in the shower to clean himself, inside and out. Derek had said they’d be out late, though nothing crazy, so Cory let his mom know when she got home. By the time Nic was knocking on his door a couple of hours later, Cory had just thrown on a t-shirt and was ready to go.
“Cool, let’s head out.” Nic was pleased to see Cory was ready. “Hi Ms. S.” He waved to Cory’s mom. “We’ll have him back at a reasonable hour.”
Cory rolled his eyes as they walked to Derek’s waiting car. Like staying out late was the thing to be worried about. Derek got in the passenger seat while Cory took his usual seat in the back.
“So… Where are we headed, sir?” Cory posed his question to either boy as Derek pulled out of the parking lot.
“Told you it’s a surprise, boy.” Derek met his eyes in the rearview mirror. “Just be patient.”
“Yeah, you’re gonnaloveit,” added Nic.
Cory figured he wasn’t going to be getting any more questions answered and resigned himself to staring out the window. Derek pulled the car onto the highway; it seemed they were headed out of town for the night.