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Chastity and Service
Road Trip (Part 1)
Living in the South means you can never tell what the weather will be like in the winter. In North Georgia, sometimes January can be cold and snowy, but it can be mild and more like spring, too. This year, it was the latter, and with temperatures forecasted to be around 70° F on the third weekend of the month, it was a good chance to plan some outdoor time.
I had been chatting with my friends Chris and Rick back and forth about ideas, and they floated the option of piling in the car and driving up to their cabin in the mountains. We had done it once before as a group back when I was in training under John with Bo and my sub brother, Jay. For me, it was an invaluable experience. Jay was only around for the first few months of my training, and it gave me some time to bond with him before he graduated and moved away. Given that Tim was in the same position as I was then, I asked if he could come along, and Chris and Rick both agreed that would be a great idea, but Rick suggested reaching out to Bear to see if he wanted to come. I thought it would be a great idea if he was up to it and Rick took on the responsibility of setting things up.
Once things were in place, everyone was able to get Friday off from work, so we planned on driving up in the morning and making a three-day trip out of it. The plan was to meet at Chris and Rick's apartment and then carpool in two SUVs: Rick's and mine. Bo and I had packed the night before, but as was usual with Bo, he was running a little late in the morning, so we were the last to arrive in the parking lot. I saw Chris shoving stuff in the back of their vehicle and Bear and Tim helping as we parked next to them.
"Good morning, guys!" I said as I got out.
"Was wondering if you were going to show up, cubby!" Bear said with a smile.
"You can blame me," Bo replied as he walked around the car. "I had a late start today."
"It's all good," Chris said as he hugged me. "We aren't in any hurry."
"Can we help with anything?" Bo asked.
"Rick is inside if you want to run up there and help grab the last suitcase and some of the food," Chris said.
"I'm on it," Bo replied as he jogged over to their building.
"I'm so excited to get out of town with all of y'all," Tim said with a grin. "And to get some time with Sir here."
Bear chuckled and put his arm around Tim's shoulders.
"You know it, boy."
"I take it things are going well between you two?" I asked.
Tim blushed.
"Sir let me come over and spend the evening servicing him earlier in the week. I had such an enjoyable time."
"You're a good boy," Bear said as he squeezed Tim. "You have the skills for sure. I am just looking forward to getting to know you better to ensure the chemistry is right between us."
"So, this is serious?" I asked.
Bear grinned.
"He's definitely collarable material, but I told him I wanted to take things slow. Tim does not graduate for another two months, and if I do collar him, I want him to move in with me immediately. So, I want to make sure all the t's are crossed, and the i's dotted to make sure he is a good fit for me and vice versa."
"And I told Sir that was fine with me," Tim added. "This is a big commitment and would be a huge honor for me. It is important that I can fulfill all his needs."
"Well, just remember that this is a relationship, too," I said. "Things might change and evolve."
"Oh, I know," Tim said. "Sir has already had me working on some assignments to think about my limits and what I want from a dominant. It has led to some good discussions."
"And I hope some more over this weekend," Bear said as he turned and helped Chris push in a box in the back of the car."
"So, Rick told me that the same protocols will be in effect at the cabin as in Sir's house," Tim said to me. "Is that what you understand, too?"
"Correct," I replied. "Subs are not allowed clothes inside, and Rick and Bear will be the de facto dominants and in charge. Chris and Bo will not be in chastity and may or may not be naked. Consider them switches. So, it will likely be you, me, and Mateo following the rules to the letter."
"I think my ears are burning," came the voice of Mateo from behind me.
I turned to see him grinning and carrying a duffel bag of clothes.
"I wondered if you were here, bro," I replied as I hugged him.
"Just had to take a call from Sir and grab this last bag out of my car," Mateo replied. "I'm excited about this. I remember you talking about your trip up to the cabin back when we were training. It sounded like it was a blast."
"Yeah," I replied. "I mean, we went in the summer last time to swim in the river. It will be a little chilly for that, but I am sure we can keep occupied."
Mateo winked at me.
"With Bear around, I am sure we will be busy."
"What did Sir Gabriel say about your rules?" I asked.
"That was what he was calling to confirm with me," Mateo replied. "I am not allowed to bottom, but I can suck all the cock I want."
"That should not be a problem," Tim replied with a smile. "Bear has taken to my ass pretty quickly. I expect I will be able to handle pleasuring him."
I laughed.
"Oink, oink, little pig."
Tim chuckled and wiggled his ass as Bo and Rick came down with the last things to pack. We put it all in the back of my car since it had the most room, and then we made some final checks before getting on the road. Rick, Chris, and Mateo were in one car, and Bo, Tim, Bear, and I were in the other. The drive took about two and a half hours through the southern part of the Appalachians. Bear nodded off as soon as we hit the road and snored for the entire time. So, apart from the chainsaw going in the back seat, it was a pleasant trip. When we made it to the dirt road that wound around the side of one mountain, I knew we were close.
The cabin was on the top of a ridge and surrounded by trees. There were not any other homes in the vicinity. It was raised off the ground, and the lower area was for storage, leaving the main living areas above. I parked next to Rick's car, and Bear woke up as we all got out and stretched.
At the top of a staircase on our left, the front door opened to a large living room paneled in cedar. It had lofty ceilings with two fans that hung down to circulate air. To our right, as we entered, there was a doorway that led to the kitchen and a side door off this led to one bedroom. Along the right wall of the living room, there was another small hallway that led to another bedroom and the bathroom. In the back of the living room in front of us, there were windows and another door that led to an enclosed porch with more windows that looked out over the back of the property, and there was a third bedroom off to the side.
"This is amazing!" Bear said as he scanned the room. "So, where is everyone sleeping?"
"Well, that will be something we need to discuss," Rick said as he put some bags down. "The room in the back off the porch with the king-sized bed is ours. The other two bedrooms now have queen-sized beds, but since none of us are skinny men, I think the best we can hope for is two in each of them. That will leave one person sleeping in the porch area on the pull-out bed."
"I'll volunteer," Mateo said. "Matt and Bo are engaged, and Tim and Bear will probably be in bed together anyway."
Bear laughed, and Tim turned a shade of red.
"Then it is settled," Chris said with a smile.
"I want the middle bedroom, though," Bear said. "I have to get up in the night sometimes to go to the bathroom, and I'd rather be closer to it."
"What, you can't use your sub?" I asked with a grin.
"Bear's not into piss play," Tim replied with a laugh.
"I got ya," I responded.
"Ok, well, you all bring your stuff to your rooms, and I will get some lunch started for us," Rick said as he headed for the kitchen. "And, subs, be sure you strip down. You know the rules!"
"Yes, Sir!" Tim, Mateo, and I responded.
"How are we going to play it?" Bo asked Chris.
"Well, I don't mind being naked, so why don't we strip down too and let things hang out?" Chris replied. "We can show these subs what we got packing. You can slip on some boxers if you want at any point."
"Perfect!" Bo said with a smile.
I rolled my eyes as I stripped down next to Tim and Mateo. Once we were naked, we gathered our clothes and headed to our rooms to unpack. Bo was already down to his boxers when I walked in, and he reached over and squeezed my cage as I walked by him.
"Hey, cutie."
"You are horny again, aren't you?" I asked with a smirk. "You know fucking that load into me this morning is what made us late in the first place."
Bo chuckled and groped himself, and I saw his erection under the fabric of his drawers.
"I can't help it. I got a high sex drive."
I walked by, patted his wood, and then turned to pick up our suitcase and put it on the bed.
"Put lil' Bo away for the moment... at least till after lunch."
"Little?" Bo shouted as he looked down at his crotch.
I burst out laughing, and we finished unpacking before heading into the kitchen. Bear and Tim were already at the table, and Chris was helping Rick and Mateo plate the sandwiches and chips.
"Can I help with anything?" I asked.
"Just sit down, boy," Rick said with a wink. "We got it covered."
"Uh-huh," I replied as Bo and I sat across from the others.
"Well, what is on tap this afternoon?" Tim asked.
"Matt's ass for one," Bo said as he reached behind me and groped my ass. "He needs my 'little' one bad."
I sighed and kissed him.
Tim laughed and then smiled at Bear.
"Bear has already told me he needs to pound one into mine too, but I meant after that."
"Well, once the doms are drained, how about we relax on the back porch," Chris said as he walked over with drinks. "We have a hot tub out there now, and it is big enough for five of us at least."
"Perfect!" Bear replied with a grin. "I love me a hot tub."
"So, who am I going to pleasure after lunch then?" Mateo asked as he sat next to Tim.
"You can suck a load out of Rick," Chris replied. "I know he needs it."
"Ok!" Mateo replied.
"Now that we have that settled," Rick said as he brought over the food. "Can we all eat now?"
The ham that Rick had brought was delicious, and he paired it with some homemade pickles he had made over the fall and stored. Bear ate quickly and couldn't keep his hands off Tim, so they left the table first to head to their bedroom. Rick and Mateo were next, and after I helped Chris clean up, I took Bo back to our room, bent over the bed, and let him load me up again.
Whatever changes Bo had been going through, I swear it had affected his cock. The small jokes aside, it honestly had seemed to have gotten longer and thicker as he became less frequently caged. As he shoved it into and rode me, I could feel him stretch me, and when the head of his dick hit my prostate, I made a mess of precum all over the sheets. I didn't get to cum, though, as Bo quickly came. He was still working on his stamina. Sometimes he could last for several minutes, and other times it was a quick pump and dump. However, I never really cared. The main thing I looked forward to was the cuddling after. He loved to big spoon me and feeling the warmth of his belly on my back and how tightly he squeezed me and kissed my neck always put me on cloud nine. We were still in our afterglow when there was a knock on the door.
"Can I come in?" Mateo asked.
"Come on in, bubba," I replied.
Mateo stuck his head in and grinned.
"Did you leave a deposit, Sir Bo?"
"I did, boy!" Bo said with a smile.
"Oh, stop it, you too!" I replied as I rolled over and hit Bo with a pillow. "We are still sub brothers."
Mateo laughed.
"We were all going to get in the hot tub if you want to join us."
"Let me clean up, and I will be right there," I said.
Mateo waved and closed the door, and Bo got out of bed and squeezed his cock.
"I guess I should clean up too," he said.
"Come here, babe," I replied as I crawled over to the side of the bed.
Bo moved closer, and I pulled his cock into my mouth and sucked the remnants of his load away. I saw his legs shutter, and he squealed at the same time.
"Be careful!" he shouted. "I'm still sensitive!"
I pulled off, licked my lips, and looked up at him.
"Give me a kiss."
Bo leaned over, and we made out, and then when he stood up again, he stretched.
"Ok, I am off."
"I'll be right there after a quick shower," I replied.