The next few days were confusing for me. I spent that Saturday night lying in bed touching my jockstrap which was still damp from the afternoon. I had cum so much and while I loved making out and 69ing with Robert, the loads of cum that had soaked this jock were due to Brian. I had cum in them all week thinking about Brian fucking me and then I came with him as he fucked me standing in his TV room and after Robert left and he was fucking me hard, almost angrily, I couldn't help but cum again and at that moment I need to think of Brian's cock in my ass, not about Robert, to make myself cum.
I ate at the same table as Robert and I had classes with Brian. So I saw them each day. But as I walked around school with the tight jockstrap on under my grey flannel trousers I couldn't help but think about Brian even though he treated me like dirt.
Of course I still went to Robert's room to chat after prep and Robert would now, for my benefit, take his time undressing for bed. He had never been in a rush, as Robert is anything but shy. But now he would spend close to an hour just hanging out in his baby blue briefs. If his two roommates thought it was strange they didn't let on. Of course they were used to me hanging out at bedtime in their room and that had to be stranger, an older boy in their room every night as they changed, than a roommate who was in no hurry to put on his PJs after he had shed his day clothes.
Robert looked so cute, his curly blond hair, his dimples, his compact form, the baby blue briefs and when he took them off to go to the shower, the way his cock hung down on his balls. It was one of the most unique cocks I had ever seen. It almost looked like it had been stretched, the shaft when soft was very narrow and seemed to twist rather than point straight down to the head. It meant that his cock was longer than most boys soft while, at the same time, the head looked no bigger than his roommates' whose cocks didn't dangle down as long. If they only knew how it swelled up to a solid 6 ?" (big for boys his age), and with a big mushroom head, they would be so jealous and just as fascinated with it as I had become.
While in the past I had only glanced periodically at Rob in his briefs or when he was removing or wrapping a towel around his waist as he left for or returned from the shower, I now watched Robert more intently in his underwear and naked. I was still cognizant of his roommates, so when they were in the room I had to be more discrete, though the thing about boys in a boarding school is they tend to avoid being caught themselves looking at another boys' package so when Robert was dressing or undressed they were mostly averting their eyes which gave me an opening to watch him.
When Rob was alone in the room, not only did I not have to be shy about checking him out, he would come over to where I was sitting on a window ledge or a chair and take my hand and place it on his crotch, on whatever he was wearing, be it gym shorts, his grey flannels or his baby blue briefs. If he wasn't hard before he grabbed my hand and placed it on his crotch, he would quickly spring a boner under my hand.
I would say "we can't" though I wasn't sure if I was saying it because we might get caught or because Brian hadn't given me permission. Whatever the reason I thought it was wrong I didn't pull my hand away. So whenever Rob found me alone, whether it was in his room or in a corner of the school, he would take my hand and place it on his crotch, causing us both to have hard-ons.
In spite of Robert getting me aroused a couple times each day, when it came to jacking off at night, I dutifully did it in the jock Brian had given me and perhaps because it was Brian's jock or maybe it was I was simply obsessed with him but I found myself fingering my ass and thinking of Brian's cock each time.
As for Brian, it may have been my imagination - or it may simply be due to my obsession with him - but I thought Brian was taking more time being in underwear or a jockstrap when we changed before and after gym and before and after our daily afterschool sports. It wasn't like he was coming over to my locker like he used to and giving me a glimpse of his big cock when no one was looking, but he seemed to spend a lot of time joking around with his teammates and other classmates without clothes when in the locker-room.
Over the course of the week, Robert started to not only put my hand on his crotch when he was alone with me, but he would put his hand on mine and whisper in my ear "let's find some place to go".
"I can't," I would say, though I made no move stop touching his cock through his clothes or to stop him from touching mine.
Standing in his room or in some corner of the school with his hand on my hard cock and mine on his made my unwillingness to have sex seem bizarre (not to mention frustrating for both of us) but I couldn't run the risk of Brian finding out and my being cut off from his big cock. I need Brian fucking me in the ass each week with every fibre of me being.
Robert resigned himself to the fact that we would get together at Brian's on Saturday, like the week before, but I could tell he wasn't happy about the arrangement.
When Saturday rolled around, after using the enema to clean myself in the locker-room bathroom, I arrived at Brian's house at 2pm. I let myself in and mounted the stairs to Brian's attic. When I reached the top of the stairs I was surprised to find Robert already there, sitting on a chair next to which Brian was standing.
Seeing my quizzical look, Robert said "Brian insisted I come at 2 instead of 2:30 and that I watch the two of you before we can fool around."
I looked to Brian but his expression made it clear I was not to ask questions.
Dutifully I began to remove my clothes and soon I was standing in front of them with my back to them, legs spread, clad only in the too small cum encrusted jockstrap with my hands on top of my head. My hard cock in my jock made clear to both boys I was looking forward to Brian fucking my ass.
Based on the last few weeks, at this point Brian would usually undo his pants and move in behind me. As he didn't, I guessed he wanted to put on more of a show for Robert.
Brian removed all his clothes. He then moved me over to the couch and bent me over the arm. Using his feet to push my legs farther apart as he spit on my hole and on his own cock, Brian moved up to my ass, aiming his cock at my spit drenched hole.
Unceremoniously, Brian shoved his cock into my ass all the way to the hilt. I fought back any noise, my fingers gripping into the couch's cushions as I took the pain and willed it to subside.
Like he had after Robert left the previous week (but this time without the benefit of having had his cock and a butt plug in me just before) Brian just began to pound my ass as hard as he could, almost angrily, and I took it soundlessly bent over that couch. The only sound you could hear was the sound of skin slapping skin, which echoed through the attic as his hips came into contact with my ass cheeks again and again.
With only spit for lube, Brian's huge cock felt like it was splitting me apart as I held on to the couch, bracing against his frantic thrusting. I could feel every inch of it as it slid in and out of my hole.
My hips kept banging into the arm of the couch, which was excruciatingly painful, causing me almost as much pain as his cock was causing in to my ass.
I had my head facing into the couch so Robert couldn't see my face and I couldn't see him watching me. If he could have seen my face he would have seen tears streaming down my cheeks, in part from the pain at the brutal fucking I was receiving from Brian and in part from the humiliation at knowing Robert was watching me being used in this manner.
I knew Robert had seen my red ass in the shower, both from when I was spanked and the red marks that clearly showed Brian's belt and zipper, and when he came over to Brian's the week before he saw the butt plug so there was no secret that Brian had been fucking me. But seeing him doing it and just knowing it was happening were too different things. Not to mention he was also getting to see both the size of Brian's huge cock and how hard he fucked me from behind.
I couldn't imagine what Robert was thinking. But I couldn't spend too much time wondering. The more my ass got used to Brian fucking me the more I became turned on and before long I was lost in the pleasure of that big cock being inside my ass connecting with my prostate. In spite of myself, I found myself moaning in pleasure on every thrust of that cock as it sunk deep inside me.
Before long I was cumming in my jock, which seemed to be just what Brian needed because I could feel him tense and his cock expand inside my ass. His cock pulsing pressing against the walls of my ass which was involuntarily contracted as I orgasmed. I figured the sensation for Brian must have been amazing, but suddenly Brian ripped his cock from my ass, leaving me to finish my orgasm without the benefit of his big cock inside me.
I could feel Brian's cum hit my back and ass, some even landed on my hair. He was cumming on me, not in me, I guess for Robert's benefit. As soon as the last strand of his cum hit my body, I could feel the butt plug being pushed into my gaping hole (Brian must have had it right next to the couch).
Not sure the point of the butt plug since he hadn't cum inside me. I guess it was so Robert was not tempted to play with my ass or rim me or even fuck me, but I knew the rules and I wouldn't have let him.
As for cumming on me, while that couldn't have been as pleasurable as cumming inside me (especially cumming while I came so my ass was squeezing his cock), I guess it was like a dog marking his territory and my ass was clearly Brian's territory. Robert already knew that, but now he had witnessed firsthand how Brian fucked me, seen Brian's big cock, seen the size and velocity of his load. There was nothing now left to Robert's imagination.
Would Robert even want to have sex with me now that he had seen me fucked and been made aware of just how much of a bottom I was to Brian. I was too scared to look; too scared to see Robert's expression, be it one of disdain or revulsion or hurt. So I just stayed like that, bent over the arm of the couch, my head in its cushions, Brian's cum oozing down my back and down my plugged ass and legs.
Then I felt fingers in my hair and as I turned my head I saw Robert standing over me looking sad, sympathetic but affectionate. He helped me to my feet and led me into Brian's bedroom and lay me down on the bed. Slowly he removed his clothes and, once down to his baby blue briefs, he lay down on the bed next to me.
Gently he stroked my hair and face, while looking into my eyes. He began to kiss me, ever so gently, as he continued to caress my head.
Slowly Robert began to run his hands over my body. As he closed his eyes he began to kiss me more deeply, his tongue teasing mine, his teeth nibbling ever so gently on my lips.
Soon I found myself moaning in response to his touch and his kissing. It was not the same sound as I made when Brian was fucking me. That was more guttural. This was a moan of pure pleasure and sensuality.
Robert, whose body was now on top of mine, his hard cock in his briefs pressing against my hard cock in my jock, was moving ever so gently as he continued to kiss me and run his hands over my shoulders and arms. I was doing the same, running my hands over his shoulders and back as I kissed him back, our tongues dancing around each other as we French kissed deeply and panted into each other's mouths.
I was being made love to and it was exhilarating. I don't know if Brian had followed us into the room and was watching and I didn't care. The only thought I had was our two bodies so closely connected
Without stopping kissing me Robert pushed down and off his briefs so he was naked on top of me, and I did the same to my jack. Now our cocks were touching and the skin of his hard cock against mine felt good, so good in fact that I didn't mind his coarse pubes against my cock head, I only felt the sensation of our two cocks rubbing against each other - of the length of our bodies rubbing against one another.
Robert continued to move on top of me as we continued to kiss and I found myself panting even harder in his mouth as he kissed me deeply and as our hands roamed over each other's bodies.
So caught up in having this blond boy on top of me kissing me I forgot about either of us cumming and without realizing it his and my orgasms just caught up with us, as almost a surprise, and we came with our cocks simply rubbing between our tightly pressed bodies.
Even after we had shot our loads in between our two stomachs Robert kept kissing me. It was only after both of our cocks had been soft for a while that he stopped kissing me. Even then I wished he hadn't, but I knew all things must come to an end.
When we stopped kissing and Robert climbed off of me, I looked around and saw that Brian was not in the room. I don't know if he had followed us in and then got bored by seeing us basically just make out and dry hump (though it felt to me more like making love) or if he had never come in having staked out his ownership of my ass. I assumed the latter was more likely because clearly Brian had been showing off - showing off his big cock to Robert and showing off his fucking skills and the size of his load for both of our benefits.
Truth is it didn't matter. What Robert and I did had nothing to do with him, and I was just happy to have had the use of his room to do it in.
Since Brian wasn't around, I figured there was no reason to stop. So I pushed Robert down on the bed and got between his legs. I proceeded to lick our cum from his stomach and pubes and off his now soft cock. Taking his cock into my mouth, I began to suck it clean, and as my tongue worked around the head, I could feel it thickening in my mouth. Before long I had Robert hard again.
Kneeling there between his legs, I proceeded to suck on him, my head bobbing up and down. With one hand I played with his balls and the other roamed all over his stomach, chest and thighs. Before long he was moaning and writhing as I worked his cock, bringing him towards an orgasm.
When Robert's hands went to the back of my head I knew he was close, so I let him take over. He held my head in his hands and began to move his hips, fucking my mouth. It didn't take long now that he was in control before he began shooting in my mouth and down my throat. I tried to keep his cum in my mouth but there was too much and I had to swallow to make room for more.
When it was clear he had no more cum to shoot, he let go of my head. I lifted my head off his cock and looked up at him and smiled. He was grinning ear to ear.
He pulled me up so I was lying on top of him and covered my face in little kisses. After kissing me for a while, he rolled me off him so we were facing each other on our sides and be returned to French kissing me but this time he gently stroked my hard cock. It didn't take long and I was shooting all over him.
Robert stopped kissing me and began to scoop up my cum and put it in his mouth, all the while grinning. Giving me one final kiss (with the taste of each other's cum fresh on our tongues) Robert got off the bed and put on his clothes.
"Are you coming," he asked.
"I have to wait for Brian," I said.
"I don't know what hold he has over you," Rob said. "Sure he has a big cock but he is a bit of a dick."
"I don't know either," I said "but he has it and I don't want to upset him".
"Well, at least you and I got some privacy this time," he said. "See you back at school."
With that Robert left.
I guess Robert going downstairs was Brian's cue that we were finished as came up the stairs and into his room within a few seconds. Coming over to the bed, Brian removed the butt plug from my ass. I assumed he was going to fuck me but he simply said "get out."
I grabbed my jock from the bed and ran to the TV room where I put it and the rest of my clothes on and ran down the stairs. I was able to catch up to Robert and we walked back to school together. At one point, when we cut across the park and he was sure no one could see us, Rob grabbed me and pulled me to him and kissed me. I couldn't resist so I let him, even though I knew this was against Brian's rules. I even let Rob hold my hand as we walked through the park, at least until we came within sight of the school.
Back at school we acted as though nothing had happened. Something had changed slightly though. My feelings for Rob had intensified. And now, when we were alone, he didn't need to grab my hand and place it on his crotch. I did that now on my own without any encouragement and not on his crotch but down his pants or in his shorts or in his briefs so I could hold his cock in my hand - and he did the same to me.
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