Yes, Sir! - Cover

Yes, Sir!

Copyright© 2022 by Norm Daguerre

Chapter 11: Brian

Young Adult Sex Story: Chapter 11: Brian - Tony's and my adventures as young men in the seventies. Posting may be sporadic, but I'm trying for weekly. Not all content tags may apply to all chapters, and some others may crop up in the course of the story. Your comments are encouraged! Reader beware! This is gay content. Just sayin'. If you don't like that kind of thing, you've been warned.

Caution: This Young Adult Sex Story contains strong sexual content, including Ma/mt   mt/mt   Mult   Teenagers   Coercion   Consensual   Gay   Fiction   Historical   DomSub   MaleDom   Gang Bang   Group Sex   Harem   Anal Sex   Analingus   Cream Pie   Double Penetration   First   Facial   Oral Sex   Public Sex  

We collected our books and homework and made our way off campus as a group, Brian trailing behind, obviously unsure of himself, his position with us, and what was about to happen. I looked back at him and waved him forward, indicating the space to my right. Then I ignored him until he’d assumed the indicated position.

“Brian, we have a few things to discuss,” I said. “First and foremost: While you are with us, until I tell you otherwise, for you my name is ‘Sir.’ Use my name when you address me and use it properly. When in doubt, it’s never wrong to make it the first and last words out of your mouth. It seems picky, but there’s a very good reason for me to tell you to do this. Do you understand me? You don’t need to understand the actual reason, just that I have one.” I looked at him pointedly.

“Yeah, I guess so,” he said.

“Really?” I asked, radiating disapproval.

That seemed to bring him up short. “Oh!” He said. “Sir! Yes, I understand, Sir!”

“Better,” I replied with approval. “Understand, by being here, now, you’re requesting to join our group. Our Family. Is that your understanding too?”

“I’m not really sure, Sir.” He said.

I responded gently, “Not sure of what, Brian? That that was what you were signing up for when you followed us? That you’re ready for that kind of relationship? That you want that kind of relationship with us?”

Brian looked at me as if he thought I was reading his mind, and it wasn’t an entirely pleasant experience.

Jeff leaned in with a grin and said to him, “You don’t get it yet, but you will. Sir truly understands us. More even than we understand ourselves, sometimes. He’s not reading your mind. He just understands your inner turmoil and is working hard to help you calm it.”

“Thank you, Puppy. I appreciate what you’re trying to do, but please calm down a bit.” I told Jeff. Brian looked very concerned when I called Jeff ‘Puppy.’

I continued, “For the first case, while I didn’t expressly state that was happening, I thought I strongly implied it. If we’ve miscommunicated, you have my apologies and you can walk away right now. No harm, no foul.”

“No, Sir,” Brian replied. “I’d thought, no, hoped it might be something like that, Sir.”

I nodded sagely, and started to reply, “Brian...” I was interrupted by a sudden thought. “Hold on. What is your last name, anyway?”

“Tibbet, Sir. Brian Tibbet,” he replied.

“Good to know. Thank you.” I acknowledged. “The latter two cases are really why you’re here. Think of this as an interview for membership. We are assessing you for inclusion in our group. At the same time, you are assessing us to determine if you actually want to be a member. That thing I said earlier, about how you can walk away? That applies at any time. From here on out. You are here entirely voluntarily. If something is happening that you don’t understand, please ask for clarification. It will be provided. If you don’t like what’s happening, let us know. We may seek mitigation, accommodation, or change our behavior entirely. We try to be very reasonable people. Or you can walk away entirely. No harm, no foul. Nobody will try to stop you or hold you against your will. We’d appreciate it if you’d try to talk it out first, but that’s not absolutely required if you feel you can’t. It comes down to: If you want to be with us, we want you here. If you don’t, we don’t want to hold you.

“As far as what we’re doing now, well, we have a couple of errands to run, then we’ll go to my place and change into work clothes. Then we’re going to work on a couple of neighbor’s yards. You’ll be paid for participating in that. After that, we’ll go back to my place, clean up, and do our homework and studying.

“Through all that, at appropriate times and in appropriate places, some sexy fun times may be had. We’ll see.”

Brian looked pensive at that. I said, “I’d assumed that you knew that we had sex together. It’s an important part of our bond.”

He nodded and said, “I’d gotten that part, Sir.”

“So, tell me, and tell me the truth, you have absolutely no reason or need to lie. Have you had sexy times with another male before?” He closed his eyes and nodded. “What did you do? I’m just looking for your level of experience, I don’t need or want to know who.”

“Sir?” He said. “Some kissing, some rubbing. Occasional hand jobs, both giving and taking. A few blow jobs, one giving, more taking. Never got into the butt stuff, though we wanted to, we always chickened out, Sir.”

“Were you ever forced, or did you force the other guy?” I asked. “Even feeling forced counts.”

He looked horrified. “No, Sir! Never. I wouldn’t...”

“It’s ugly, but it happens more than you might think. Was there a really significant age difference? Like more than half the younger one’s age?” I continued.

“No Sir. We were within a year of each other,”

“You miss him, don’t you?” I asked, not unkindly.

Again, he looked pensive, and a bit pained, but finally he nodded and quietly said, “Yes, Sir. I do.”

“Something you might want to know: We don’t hide our relationship from the world. We’re not ‘Out and Proud’ per se, that implies that we demand that the world know about and accept our relationship. We don’t hide who and what we are, or what we mean to each other. We’re just not in anybody’s face with it. Those who need to know, we tell. If they ask. Those who do not need to know, well, a little obfuscation isn’t out of line. We determine who those that ‘need to know’ are. We don’t advertise. We don’t swish or lisp or take on any other of the ‘gay’ stereotypes. Those outside our relationship can suspect anything they like, but that speculation has nothing to do with us.

“Understand, you were seen following us out. Speculation will be rampant, and I guarantee you that the Rumor Mill is already churning. By the time you get back to school tomorrow, everybody is going to ‘Know’ something. They won’t have the truth, or anything close to it. They will never learn ‘The Truth’ unless you tell them, they won’t hear it from us. Just understand: That speculation does not affect you if you don’t let it. No matter how much those others may want it to.

“Go on. Go talk to the other guys. Get to know what we’re all about,” I dismissed him.

Jeff piped up again, “Sir? Is he a Family member?”

“Provisionally, Puppy.” I replied. “Treat him as if he was until we make that decision.”

“Thank you, Master!” Jeff responded. The brat. I really should have seen that coming, though.

That comment seemed to startle Brian, but Tony, Jeff, and Howie closed in and included him in their conversations, and he seemed to enjoy that.

Soon enough we were at the bank. I made my deposit and we went to a local pizza joint for an early dinner. We ate a couple of pies and a truly staggering amount of soda. I had enough cash left over for that. Then we went to my place.

There had been some initial awkwardness, but Brian was fitting in well by now. This, though, would be where things got interesting.

We trooped back to my shed. The four of us, Tony, Jeff, Howie, and I casually stripped down to our skin, and encouraged Brian to join us. He was hesitant for a few seconds, but was naked not long after we were and seemed to enjoy it.

I stepped up to him, wrapped my arms around him in an affectionate hug, full contact front-to-front. I felt his cock rise from the skin contact. I spoke to him softly, “I told you when all this started that it would be simpler and easier if you just asked for a kiss. Is that still what you want?”

He clung to me and nodded, not daring to speak, kind of freaked out by the chest to knees skin contact, but reveling in it, all the same. I turned his face to mine and brought our lips together. His lips were warm and trembling, but firm. I opened my mouth and licked his lips for access. His lips softened and opened. My tongue entered his mouth and played with his. He replied in kind, inexperienced at this particular skill, but learning fast. We had a few minutes of tongue wrestling between us, and I reached down and grabbed his ass. It was firm but pliable, and I determined that I’d get better acquainted with it later. Then I passed Brian off to Tony.

They necked for a bit, then Tony reached up and pinched Brian’s nipples firmly but gently. That got a very sexy moan out of Brian. Tony passed him off to Howie.

Howie put some serious passion into his kiss. Once Brian was fully committed, Howie reached down and stroked his dick. Brian’s cock was a respectable 6 ½”, Not noticeably narrow or fat. Brian continued moaning and a pearl of pre-cum appeared at the tip of his cock. Howie dropped down and licked the pearly drop off of the tip of Brian’s dick. Brian moaned and his knees went weak. Howie looked like he wanted to continue sucking on Brian, but I waved Jeff in.

Jeff looked a question at me. I considered for a moment, then nodded, but motioned from Brian to Jeff. Jeff gave a small moue, but nodded his understanding. He moved in and collected Brian while I pulled Howie off. I whispered into his ear, “Plenty of time for that, later.”

Jeff applied a serious lip-lock on Brian, who by this time hardly knew which way was up. After a few minutes of Jeff’s scorching kiss, Jeff pushed down on Brian’s shoulders. Brian obediently went to his knees and came face to face with Jeff’s rampant cock. Jeff smeared the head across Brian’s lips a few times before Brian opened up and took the head of Jeff’s cock into his mouth.

Jeff set up a pumping stroke holding the sides of Brian’s head. He didn’t try to go too deep, but he was using the whole of Brian’s mouth. Brian wasn’t gagging, but you could tell that Jeff was getting all the way to the back. Brian appeared to be enjoying himself. They kept that up for a few minutes until Jeff moaned and trembled out his orgasm as he proceeded to fill Brian’s mouth full of his spunk.

Brian apparently hadn’t been expecting that, and obviously didn’t know what to do, looking concerned around his mouthful of cum. Howie dove in and put another lip lock on him, sharing that load. Brian was surprised but liked it.

I lifted Howie to his feet. Howie swallowed audibly and I gave him a kiss on the corner of his mouth, licking up a small drop that had escaped. I turned to Brian and said, “Among us, semen is a gift. Unless you’re sharing, as Howie just did, you’re expected to swallow.”

Brian looked surprised for a moment, blinked a few times, then swallowed the remains of Jeff’s load.

I turned to Jeff, stroked him behind the ear and said, “That’s my good puppy. That was exactly right.”

Jeff closed his eyes, wiggled at the praise and said, “Thank you, Master. I try to do my best for you!”

“And I always appreciate it,” I replied. “But now it’s time to get dressed. We will have more time for fun after our work is done!”

I pulled a somewhat shaky Brian to his feet. “Are you okay?” I asked.

“ ... yeah?...” he said. Like he wasn’t quite sure. He still wasn’t tracking perfectly.

“For what it’s worth, I wasn’t actually planning for that to go quite as far as it did,” I told him. “But it was a good, light introduction to the way things happen around here.”

“No. No, Sir!” Brian said. “I liked it. A lot. A lot more than I thought I would, to be honest. It was just ... unexpected. And it got wild fast, Sir!”

I nodded and handed him one of my ‘Work Uniforms’ of orange nylon booty shorts and tight white ‘wife beater’ tee. I told him, “Here, put these on. Your canvas high-tops should do for today, but they’ll get grass stains pretty quickly. We’ll get you some work boots, assuming you want to continue with us after today.”

The uniform was about a size too small, and a bit tight on him, but he looked GOOD! We gathered up the tools and went out to work on a couple of yards. We all pulled our shirts off about halfway through each job, and you could almost hear the ladies drooling when that happened. We were paid very generously and tipped very handsomely for each job. Brian had worked well and competently without complaint, and his help had ensured that we finished in record time. He even got into the ‘cheesecake’ aspect of the job once he figured out what it was, putting on a nice but not vulgar show for the customers. Shaking his very nice assets for their enjoyment.

We went back to my place, cleaned the tools and put them away, then we stripped down outside and all five of us got under the outside shower. We scrubbed each other clean under the cold water, paying special attention to getting Brian very clean all over, and getting and keeping him very hot and bothered. His eyes went huge when Howie knelt behind him and checked the quality of the job done cleaning his asshole. With his tongue. Howie performed a Very thorough inspection. I thought this might be a bit much, as I didn’t want Brian to cum quite yet, but while he needed some support to keep standing and he was kind of wall-eyed and slack jawed after Howie’s expert rim job, he did succeed in maintaining his control.

We trooped naked into the shed and to Brian’s surprise, pulled out our school books and started studying and doing our homework. We got Jeff and Tony past some particularly difficult concepts, and Brian, after he recovered from the concept of a naked studu session, was active and helpful in the study group.

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