I first met James when his family moved into the area, and he and his twin sister Sally joined the fifth-year class at the Secondary School. We did not hit it off straight away but slowly got to know each other through work projects at school and then began hanging out together at break times. We both liked hill walking and exploring the countryside and soon started spending weekends together pursuing these interests. A bonus was that our friendship brought the families together. Our mums became good friends, as did Sally and my sister Jane.
James and I were not your typical raucous boys, but we were competitive. We liked to best each other in fitness, exams, and general knowledge. Hence, we often set each other challenges and dares. These were nothing too serious or dangerous but enough to make the winner feel triumphant for a short time. We were, in fact, equals, but boys being boys, we still had to try to outdo each other.
One day James and I were on our own at his house. His mum and sister had gone shopping for the day. We were trash talking and joking together when out of the blue, James mentioned that a boy at school got the belt from his father.
“I was told that he was bawling like a baby after fifteen on the bare. What a sissy boy. That is nothing. I could have taken that easily.”
I was staggered by this comment. “What, no way. You have got to be kidding. After such a beating, you would be in absolute agony and hardly able to walk.”
“Nonsense, he was just a softy.”
James’ extraordinary claim raised my hackles and triggered my competitive streak.
“Well, if you really think that you are that tough, prove it.”
“What do you mean?”
“Let us spank each other to find out who can take the most.”
I knew that James was wavering when he hesitantly said, “Do you really mean it?”
“Yes, I do. Neither of us has been thrashed before. We have heard the lurid tales but have no real idea what it is like to be on the receiving end? This is a chance to find out.”
James frowned as he pondered my dare. He clearly had his doubts but did not want to lose face.
“I suppose that you are right. It is the only way to answer the question. Okay, let us do it.”
James got up and led me through to his Mum’s bedroom. We looked for a belt but could not find a suitable one. We did, however, come upon a pair of plimsolls and agreed that they were an appropriate alternative. As we were soon to find out, this was the most absurd and agonising of choices. But we had no real experience on which to base our decision. Even if we had any doubts, we could not show weakness by admitting to them – the perfect example of why boys are stupid.
Things then stalled for a minute or so because we did not know how to start. Eventually, I made the first move. I took off my trousers and underpants, went to bed, kneeled beside it, and then bent over onto the covers, leaving my bottom exposed.
“Let us begin with five smacks each and see how it goes.”
“Okay.”
James picked up a plimsoll and, without further ado, let loose its fury on my bare bum. I shrieked as excruciating heat and pain surged through both buttocks. Reality sank in, and any lingering bravado drained away as I realised how much my butt was about to suffer. Of course, James took no heed. His only mission was to set my bottom on fire, and he did so with four more brutal hits. I, therefore, needed some time to compose myself before getting up.
“Right, now it is your turn.”
James looked a little nervous but quickly took off his jeans and undies and got into position. Unlike me, he was stoic throughout. His bum was glowing after five strikes of the plimsoll had left their sizzling marks, but he never made a sound or showed any signs of discomfort. Despite this, I smiled inwardly at the sight of his glowing red bottom. Had I been the first spanker, I would have made that session a gentle warm-up. James clearly had no such ideals. He gave it his agonising all from hit one and certainly would have done the same even if I had been easy on him. It may seem absurd, but I was glad how things worked out. This way, there was no disparity in the amount of pain endured by our bums in the first round.
As James got up from the bed, I settled back into position and in no time felt the next terrible strike of the plimsoll. The pain that spread throughout my already tender bum was awful and ratcheted up with every hit. I howled as every swat did its pitiless business and was close to breaking down after five. James and I then swapped positions, and I applied five blistering strokes to his bottom. Again, unlike me, he remained passive throughout this onslaught. He must have been in agony, but he made not a sound.
James’ reaction or lack of it just added to my fears because I knew that my bum was already screaming that it could take no more. But macho stubbornness over-ruled it, and I got back into position. I cried as each venomous whack of the plimsoll added to the almost unbearable pain in my behind. I was bawling uncontrollably as the fifth strike released its dreadful spite.
I needed much longer to compose myself after this session, but that did not faze James. He got down into position as soon as I rose. His bum went even a deeper crimson as it endured five more strikes of the plimsoll. In fact, you could almost feel the heat rising from it. He did not react to strikes one through four but then broke down entirely as the fifth dispensed its total malevolence. James let out a stream of explicit oaths, collapsed onto the bed, and began wailing and sobbing like a baby. I was gobsmacked. I had to admire his remarkable tolerance for pain. Still, I was also mightily relieved that he was human after all and had his limits.
I went over to the bed and kneeled alongside James.
“Well, now you know that the lad was not a sissy. Fifteen whacks on the bare are no walk in the park. We can stop now.”
This result was eminently acceptable to me, but James was having none of it.
“No, we cannot. The challenge was to find which of us can take the most, and we must complete it.”
“You are joking, aren’t you?”
My heart sank when James said, “Not at all. You start. Give me two more of your best shots.”
A red mist now descended on me. Any reservations I had were gone. If James really thought he was tougher than me, I was going to make him prove it big time. With grim determination, I got to my feet and picked up the plimsoll.
James shrieked as two fearsome smacks did the nasty on his bum, but he did not break down like before. I hesitated to get into position but eventually, I did. James noted this sign of dread and redoubled his efforts. Both smacks to my rear end were blistering and agonising. I shrieked and shed many tears at each.
James groaned and gasped as two more of my agonising strikes flayed his tortured rear but otherwise remained calm. I was ready to give up by then, but my stubborn macho ego would not let me, so I got into position once more. I screamed and wept as my bum then absorbed its fiery quota. There was now no doubt in my mind that James was harder than me. However, ever pig-headed, I decided to only acknowledge that fact when James had taken more swats than me.
James seemed to be as impassive as ever when once more he got down beside the bed, but this time he howled like a banshee and burst into tears as the plimsoll did its worst. I was pulling back for the second strike when he yelled, “Enough, enough, I cannot take any more.”
James had met my criteria, and my tormented rear screamed at me to acknowledge it, but a stupid voice in my head kept telling me, ‘You can do it, you can beat him.’
Eventually, that inner voice won over. I overruled my bottom and settled into position one more time. I was a little surprised when James then stood further back from me than previously but soon realised that this allowed a much longer swing of the plimsoll. He was going to vent every ounce of his pent-up frustrations on my posterior. Sure enough, when the rubber sole crashed into my bottom, it felt like a bomb had gone off. I screamed and collapsed onto the bed as waves of pain coursed through my already distressed bum. Despite this, and being stubborn to the last, I got back into position and re-presented myself to James. His final strike was even more vicious than the previous one and destroyed me. I collapsed on the bed, howling and blubbering uncontrollably.
James then came and kneeled beside me and said, “Okay, you win. You are the toughest.”
“No, James, we are just as hard and stupid as each other. We have just proven that.”
At this moment, James and I had an epiphany that only teenage boys will understand. We had just brutally thrashed each other, and most would assume there would now be a deep hatred between us, but there was not. When boys issue a dare, they expect it to be met and for no quarter to be given. There are no recriminations once the challenge is completed, even if the combatants have suffered badly. So, as James and I shared those words of acknowledgement, we looked each other in the eye and nodded our agreement that the dispute was over. In that instant, we went from being fierce rivals to best friends again. Indeed, unbelievable as it may seem, our bonds of friendship were more robust than before because of that shared experience. Who says that boys are difficult to understand?
I got up and said, “My bottom is on fire. I need to douse it.”
James looked bewildered when I headed off to the bathroom. Once there, I quarter filled the bath with cold water and undressed. James came through just I was lowering myself into the tub. He laughed and smiled when I gasped and sighed in absolute delight as the cold water spread over my red-hot bum and began quenching the heat.
Never slow on the uptake, James now stripped off, got into the other end of the bath, and also enjoyed the soothing effects of the cold water. While we were relaxing, it dawned on me that this was the first time I had ever seen James in the buff. He looked so fit and hot. I was probably still on an adrenalin high because all my inhibitions fell away, and intense curiosity took over. I began shuffling towards James. To my joy, I saw that he was also moving to me. I lifted my legs to allow his to pass underneath. Then, as we got close, I hooked my legs around James’ waist and clasped him tightly.
James and I grinned and sighed with pleasure as our genitals jostled together. The thrills of being so up close and personal were mesmerising and awakened many taboo thoughts and desires. Acting on impulse, I leaned forward, took James in my arms, and kissed him. James then put his arms around me without hesitation, and we settled into our first breath-taking snog. We both knew that this act of affection was a no-no for boys. But it felt perfectly natural and, of course, was sheer bliss. So, we ignored all the edicts and just went with the pleasurable flow.
James and I were on cloud nine, but our legs were getting cold. So, we broke off, got out of the bath, and towelled each other down. We then went through to James’ bedroom and slipped under the sheets. We cuddled up tight in each other’s arms and smooched on and off until we fell asleep.
We roused about one hour before James’ mum and sister were due home. Things then became a bit of a blur as we rushed around, found our clothes, redressed, and tidied up the bedrooms and the bathroom. As we completed these tasks, the stark truths of our day sank in. The beatings that James and I had given each other were terrible. Still, apart from a few tut-tuts of disapproval, they would be no big problem if anyone found out. After all, everyone knows that boys do the stupidest of things.
In contrast, our intimacy would be seen as a complete abomination and bring total condemnation upon us. So, James and I quickly agreed that we would never tell anyone about it or do it again. However, this wise decision took no account of the inviting door that had opened when James and I shared the taste of honey. We both knew that there could be so much more to our friendship.
We were nervous when James’ folks arrived home. Silly, as it seems now, we were afraid that they would somehow know that we had been snogging. Thankfully, once we realised that this was not the case, we calmed down and enjoyed our evening meal together. We then relaxed and chatted about their shopping trip before I set off home.
The journey took far longer than usual because I was stiff and sore, and every move set off more twinges of pain in my rear. Eventually, I reached home and went straight to bed. This allowed me to keep my distress hidden from my parents. I had to sleep on my stomach all night. Fortunately, the pain had subsided to a tolerable level by morning, albeit my rear was black and blue. My folks noticed that I was moving around more slowly than usual that day but did not pursue the matter further when I told them that I had a fall and was just walking it off.
James and I returned to school on Monday and worked together as expected. Still, he was not his usual amiable self and quite standoffish. I wondered if our unique games had scared him and put our friendship at risk. I was, therefore, desperate to talk things over with him. But, as often happens, events conspired to ensure that more than two weeks would pass before we could meet again in safety.
James was finally free to visit me one Saturday when our mums and sisters had gone off to town for the day. We were both unsettled and on edge when we finally got together, so we chatted about general things while skirting around the critical questions. There was no doubt that we were afraid that we would not like the answers. In the end, I had just about plucked up enough courage to ask the necessary when James grabbed my hand.
“This is silly. We both know what we want. Let us just get on with it.”
I was absolutely over the moon and followed James through to my bedroom. We quickly undressed, got into bed, and did the unthinkable for boys; we heavy-petted. Soon, the carnal juices were running wild. As we writhed together, my hands cupped James’ firm buns, and I pulled his crotch close with mine. This move stimulated our cocks to grow.
I have no idea of the origins of my next act, but I squeezed my hands between our bellies, grabbed both dicks, and clamped them together. Almost at once, James started humping the tight cocoon. His actions made both cocks slide back and forth within my tight grasp. This caused the head of each dick to wink in and out of its penile sheath. However, as the shafts engorged, the foreskins finally peeled back, leaving each glans fully exposed. Then, in one magical moment, they touched, both cocks tremored with excitement and to all intents, melded into one.
The pleasure created by this fusion encouraged James to thrust faster and harder. Soon, we felt a body-shaking explosion as our combined tool went berserk. We groaned with delight as two streams of spunk surged and then shot from the head in one continuous jet. James and I were still shuddering and gasping from this phenomenal orgasm when he leaned in and put his arms around me. We then shared the most passionate kiss as our ‘combined dick’ continued to ripple and squirm in its sheath. As it began to shrink, I released my grip, and there were two individual cocks once more.
James and I lay together, sharing every blissful second. Eventually, I decided that I had to get up and find some towels to mop up the sticky goo that now coated our bellies. I had finished cleaning myself and was wiping down James when he put his arms around my neck, pulled me on top of him and said, “Okay, now it is your turn to do the work.”
Teenage cocks are amazing. No sooner was I on top of James than our willies rose and began jostling with each other. This allowed James to grip both shafts in a tight sheath, just as I had done before. Without further ado, I started grinding and was soon sighing with delight. I had masturbated many times, but this was so much more feral and erotic than anything I could have imagined. Powerful sensations flooded from James’ throbbing cock into mine and ratcheted up its exhilaration. This, in turn, fed back into James’ willy, causing it to tremble and pulse with even more joy. This wonderful two-way loop of stimulation went ballistic when the exposed glans touched each other. Our cocks became one throbbing mass and reached the point of no return in no time at all. James and I were gasping for breath as intense pulses rushed along our weapon, and a torrent of spunk shot from its head. While coming down from this high, I French kissed James. Finally, we rolled over onto our sides while still in an embrace and snuggled down for the deep, albeit sticky, sleep of the just after.
Our period of rest was a short one. Within less than an hour, we tested the spirit and stamina of our penises yet again. They did not disappoint. Indeed, both rose to the occasion four more times during the day. Admittedly, the liquid outputs of the last two were minimal because our balls were spent. But that did not prevent our cocks from climaxing and giving great pleasure. I was amazed that they kept going for so long. Three times in one day was the most that I had managed with self-love. So, sharing the deed along with my best friend’s dick was clearly more invigorating and unquestionably more satisfying.
James and I met up the next day after a good night’s rest. On paper, we were going to do some hill walking, but really all we wanted was to get up close and personal. We quickly found a small clearing in a nearby wood. No sooner had we reached there than we began smooching, making out, and undressing each other.
James’ cock sprang out as I was pulling down his underpants. Without thinking, I kissed its tip, took the head into my mouth, and slid my lips down the shaft. James clasped his hands behind my head and held me in place as he lay down in the grass. Now I tightened my lips around the rod, caressed it with my tongue and started bobbing up and down. The glans twitched with excitement each time it landed in the moist groove of my tongue, and the penis quickly engorged and filled my mouth. I was close to gagging when the head reached the back of my tongue and began shooting its load. But luck was with me, and I was able to cope and swallow it all. As I supped James’ juices, I glanced at his face. He was beaming from ear to ear.
James was still on cloud nine when he then took my dick in his mouth. I could hardly believe the incredible feelings that flowed along the shaft as it revelled in this warm, moist, and exhilarating lair. James worked his oral magic, and my willy was soon ready to burst. I gasped and let fly with a string of oaths as it spasmed and began spraying James’ throat with spunk. He retched a first but finally swallowed. This was just as well because my cock was on overdrive. It continued to tremor and pulse vigorously in James’ mouth long after delivering the last drops of spunk. Indeed, James was forced to release my dong before he was utterly overwhelmed.
We rested in the sunshine for a short spell and then began petting again. James made his move and lay down on the ground head to toe beside me. Straightaway, he clasped my buttocks, pulled me in, and planted his lips on my flaccid dick. Always up for something new, I reciprocated and latched on to James’ willy. Both cocks stirred and grew as we suckled them. Giving or getting a blow job is a fantastic occurrence, but to provide one and receive one at the same time is out of this world. Every sensual sensation is amplified to new heights as it circles between you. James and I were in rapture by the time that our todgers reached their boiling point and blown away when they spasmed and shot their loads in synchrony. We writhed together, enjoying every moment of the joint climax and its enthralling comedown. Although this first frolic in sixty-nine position was very satisfying, it also fuelled our need for more. So, ever-horny and feisty, we teased each other to three further mind-blowing dual orgasms that day.
James and I were weary but very content when we finally made our way home. We went to bed early and slept well. Despite this, our brains were still in a fuzz the following day. So, we could not concentrate on our work at school, and both ended up getting the belt for lack of attention in class. The remainder of the week was less eventful but seemed to drag out forever.
Saturday finally arrived, and we practically sprinted off to the clearing first thing in the morning. Once there, we stripped off and cavorted happily in the sunshine. In no time, our cocks were desperate for release, so we got into a sixty-nine and eagerly sucked each other to orgasm. This, of course, was just a start, and we went on to take each other to five more blissful climaxes that day. Our balls were spent before we headed home that evening. Thankfully, they refilled during a good night of rest, and we were able to enjoy draining them on Sunday. The downside was that we got the belt several times for daydreaming in class over the following week. Still, it was worth it.
From then on, James and I revisited our favourite glade every weekend when it was dry and sunny or a nearby empty stable when it was cold or rainy. Amongst the lush grass or straw bedding, our lusts ran free, and we eagerly pleasured each other to exhaustion. Away from these safe spots, we were careful not to give any hints of affection. If our boy-boy familiarity were suspected, the world would fall upon our heads. This possibility was always a worry to us, but we played the game well and were never suspected.
Our main downfall was daydreaming about the sweet times we had together. This led to the inevitable outcome of being regularly caught out in class and acquainted with the painful delights of the two- or three-tailed tawse. For me, things came to a head one Friday afternoon when I was sent to see the Headmaster after falling foul of several teachers during the week.
I stood contritely in front of his desk as he read notes from the teachers.
“Well, well, Mr Smith, you seem to be finding your classes quite boring. I think we need to do something to rekindle your interest and prevent the need for a second visit to me. Bend over the desk.”
I knew that I would be punished by the Headmaster, so this order was not a complete surprise. I got into position expecting to get the tawse on my trousers or, at the worst, on my underpants. However, I was in the wrong place at the wrong time. The Headmaster had dealt with far too many rebellious boys that the week and was in no mood to be considerate or to take prisoners. I gasped with shock when he took a heavy cane from his cupboard and gulped deeply when he pulled down my trousers and drawers.
“You may well fret, young man. Your behaviour is unacceptable and has earned you a lesson that you will never forget.”
I was afraid and quivering with fear when the Headmaster lifted the cane. Seconds, later I shrieked as my bare cheeks endured its full fury. That initial hit was sore but was as nothing compared to the pain that then surged throughout my bottom from the blazing stripe on its surface. As this agony reached its peak, a second strike of the cane left its venomous mark and further intensified my anguish. The awful hits continued until my behind was decorated with four fiery stripes. Then just to complete my misery, two vicious diagonal strikes were applied. Each was agony, but that was only a tiny part of their desired effect. The new stripes crossed over all four of the originals and reignited them. My cheeks were now a crisscross of raging lines that fuelled each other and pumped wave after wave of excruciating pain into my bum. It was burning like a furnace, long after the Headmaster put his cane away.
He was not in the least sympathetic. “Stop your snivelling, boy. Make yourself decent and get out of my sight. Remember this outcome the next time you are tempted to daydream.”
More waves of pain surged through my tortured bum as I pulled up my drawers and trousers. I then shuffled out of the office without a word and headed to the boy’s changing room, where I waited for James. He was in tears when I told him of my punishment. We hugged and shared a long comforting kiss despite the ever-present risk that we might be caught.
I eventually felt sufficiently composed to head off home. The journey was slow and painful, but James was my support all the way. Once there, my worst time was sitting at the table for supper without giving away my acute distress. Jane realised that something was up, but Mum did not appear to notice anything, or so I thought. I went off to bed early and slept on my stomach all night. By morning, my bum was still stripey and sore, but the fiery heat had gone. I had therefore moved into a more usual position by the time that Mum came into my room.
She smiled and said, “Jane and I are going shopping today, so you will be on your own. You may as well stay in bed and recover from your aches and pains.”
The message was clear. Mum knew that I had been caned at school but did not intend to make a fuss over it, provided I had learned my lesson, and it did not happen again.
“Thanks, Mum. Have a good day.”
Mum and Jane were gone less than half an hour when I heard someone knocking at the door. I got up and went to answer it. To my surprise and delight, I found that James had come to see if I was okay.
James relaxed when I told him that we were on our own. We hugged and smooched in the hallway for a while before heading through to my bedroom. James was on a mission and down to the buff before I had my housecoat and pyjamas off. We slipped into bed and made out. Soon, our cocks were bursting for action, so we threw off the duvet and got into a sixty-nine and suckled them to breath-taking orgasm. I noticed that James’ climax was as thrilling as usual, but mine felt out of this world. I was close to delirium afterwards, and I did not know why.
James and I cuddled up together and fell into a deep sleep. We were both exhausted. This was not just from our intimacy but also from the accumulated stresses we had faced during the week. Later, I woke up to find that he and I were spooning. As I was savouring the cosiness of this position, I felt a strange sensation in my bottom. Although James was still asleep, his cock had stirred and was pushing its way into my bum crack. Once the head was embedded in the groove, it slowly headed towards my butthole. When the invader touched home base, my sphincters quivered vigorously, and this reaction awakened James. He was clearly embarrassed and shocked to find himself in this situation.
“I am sorry, I am sorry. I do not know why that happened.”
“Shush, there is no need to worry. We both know that dicks have a mind of their own.”
“Yeah, tell me about it. All those hard-ons for no obvious reason, usually when they will cause maximum embarrassment.”
“Maybe there was a good reason this time. My bum is still warm and sensitive after yesterday’s thrashing. Your cock was delighted to find a nice new burrow to investigate.”
“Do you really think so?”
“I do. In fact, I think that it is telling you what it wants.”
James went beetroot red. “But that would be an outrage.”
“Everything that we have done together fits that bill, and the sky has not yet fallen on our heads. Coitus is only one more disapproved act.”
“Yes, I understand, but all our teachings say that it is a disgusting crime.”
“The moralists great and good say that, but when you see how easily they flout so many of their own edicts, you have to wonder what is really true.”
“Yes, I know. It seems to be a case of doing as I say, not as I do.”
“We need to make up our own minds. For my part, I can tell you I am ready to go all the way with my absolute best friend if that is what he wants.”
“Well, when you put it that way, I guess that I will follow my dick’s lead.”
“Good, you go and get some olive oil from the kitchen while I get into position.”
I had just settled when James came back. “Well, that is a familiar and inviting sight, but it looks stripey and sore. Are you sure that you want to do this?”
“Of course, I do. Do you want me to beg for it?”
“No, no, I just wanted to be certain.”
“I appreciate that. I am ready. Your cock knows what it wants, so let it have its head.”
“Oh yes, I will.”
James did not linger. He oiled up his dick, slid the tip into my cleft and nudged my butt hole. The enchanted ring tried its best to keep the invader at bay but was quickly overpowered by relentless pressure. I screamed in pain when it suddenly gave way, and the head moved into me. Fortunately, this acute agony was soon masked by pleasing sensations as the tightly stretched anal sphincters hauled the dick’s foreskin back. This left the glans fully exposed and quivering with excitement in its new nest. After a moment of reflection, James then edged his shaft into me until it was finally buried to the hilt in my boy pussy. I was squirming and gasping as my fud strived to accommodate James’ five-inch dong and was almost about to ask him to pull out. Thankfully, I did not because my twat soon settled into a tight but comfortable sheath around his shaft. Any memories of discomfort were then swept away by the beautiful feelings that engulfed my twat as it wrestled with James’ rampant cock. Every stroke lit up sweet spot after sweet spot and sent my fud into sensual turmoil. I was already moaning with joy when James’ dick then began to tremble as though it was closing on climax.
Sensing the urgency, I braced myself and said, “Just let yourself go. Your cock deserves it.”
This encouragement was all that James needed. He eased off for a moment and then began to ride me much faster than before. My fanny went into a frenzy. Exhilarating sensations spread throughout my rear, and my cock came to life. Soon, I had a hard-on that whacked against the side of the bed every time James thrust his dick into my pussy. I was over the moon and groaning with delight when the whole world went berserk. As James’ cock shuddered like crazy and began firing its load into the depths of my fud, my dick climaxed as though possessed. My whole body shook as waves of pleasure now surged simultaneously from my dick and my fud. I became gaga and incoherent due to this sensual overload, then my brain froze, and I passed out.
I do not know what happened while I was out of it, but on recovery, I found myself alone, tucked up in bed and with no memory of how I got there. My frazzled brain tried desperately to find an explanation. Eventually, I remembered being shagged by James and finally losing consciousness. I could only assume that James had put me to bed afterwards and then left. But why would he do that? Why did he not stay with me?
I rested for a while, and then on automatic pilot, got up, had a shower, redressed, and lastly tidied up and aired out my bedroom. Once I was fully compos mentis, I prepared a light meal before my folks were due home. After our supper, we chatted about their day. Thankfully, there had been enough excitement during the day trip that I was hardly mentioned. We all went off to bed with them, none the wiser about my day.
I lay between the sheets but could not sleep. My brain was still doing overtime, dealing with the sweet sensations coming from my nether regions. Obviously, those from my pussy were the most remarkable and long-lasting. I now realised that the romp with James had indelibly altered my fanny. Its innocence was gone, and only the delightful memories of battling with a vibrant dick remained. My fud knew that it had been taken to nirvana and was now virtually begging for more action. All that enlightenment from one popped cherry.
To my surprise, James did not come to see me on Sunday, and then over the following week at school, he avoided me as though I had the plague. I eventually cornered him on the way home on Friday afternoon.
“What is wrong? Why are you avoiding me?”
I saw the tears well up in his eyes. “I am ashamed. I have abused my best friend.”
“What are you talking about? Is it over the things we did on Saturday?
James was sobbing when he said, “Yes after I rode you, I realised that there was no way that I could not let you do the same to me. The mere thought of being penetrated terrifies me. I should have realised that, but my lust took over, and I took advantage of you. Can you ever forgive me?”
I threw all caution to the wind, took James in my arms, and snogged him.
“Silly boy, it is not like you tied me down and forced yourself on me. I was more than willing to bottom for my best friend, but I fully understand your reluctance or fear of that act. I probably would have reacted in the same way had I taken the time to think things over rather than let myself be swept away in the sensuous moment. That said, I have no regrets. This experience has taught us both so much about our sensual needs and limits. Let us move on from this.”
“Oh wow, do you really mean that?”
“Of course, I do. We are special best friends and will remain that way.”
James leaned in and kissed me. “Thank you for being so kind and understanding.”
It suddenly dawned on me that James and I had completely let down our guard. I quickly glanced around and sighed with relief when I saw no one nearby and that we were hidden from distant view by a cluster of bushes. We were fortunate, but maybe it was a good omen for our future.
“We are best friends trying to work out our sensual needs and desires. Nothing is off-limits, provided we are both in agreement. Equally, there is no blame if either of us finds something they cannot do. That is an inevitable part of finding out what is good or not good for either of us.”
“What can I say? I really thought that I had lost everything just because I rode you.”
“Far from it, but I have one proviso. I do not expect you to bottom for me, but I will occasionally need you to be my top. Your horny cock has awakened a hunger in my boy fud.”
“I can happily live with that requirement.”
“Good, now come with me.”
James followed me to a well-hidden gully alongside a nearby stream where we heavily petted and reconfirmed our friendship for the next hour. Although we were well out of sight, it was too risky for us to undress, but this gave James the chance to try out a new tweak in our intimacy. He undid the flies of our trousers and drawers and allowed our cocks to spring free. Then, he leaned over me, took my dick in his hand, and fed its tip into the low end of the opening in his undies. All the while, he was pushing the head of his erect willy into my fly opening. Now, he slowly lowered himself on top of me. This led to his cock sliding down between my thighs while mine shot up between his. Both dongs began to tremble and pulse with anticipation as our underpants tightened and trapped the shafts in our crotch grooves.
James kissed me and then began drilling. I quivered when both foreskins pulled back, and both warm and moist glans began working their wonders on our taints. James went feral, and both cocks were soon ready to burst. When they finally gave way, the synchronous surges of spunk were unbelievable, and we were in sheer ecstasy. We held each other tight and enjoyed every exhilarating moment before we got up, made ourselves decent and headed off home.
The following day, I got the standard lecture from Mum about the dangers of playing myself after discovering my cum-soaked drawers in the laundry. Thankfully, she did not notice that the staining was at the rear rather than at the front because that would have been difficult to explain away. Still, this earful was only a minor inconvenience compared to the joy of being intimate again with James. He and I laughed about it later when James told me that he had the same cautionary sermon from his mum.
We went to the stable that day because it was cold outside. After locking the door, we stripped off and wrestled amongst the straw like a pair of horny first-timers. The roof windows fogged up while James and I took each other to climax again and again. There was a scare when we heard voices outside, but thankfully, they moved away, and James and I happily returned to draining each other’s balls.
I tried to reprise James’ raunchy act of the previous day, but it did not work out well, probably because we were bare. However, it was a whole different game when I did it one-way. When I slid my dick into James’ crotch, he closed his thighs and held it in a vise-like grip. He started moaning as my shaft moved up and down in its new sheath and teased his chad. We both stopped breathing momentarily when my willy commenced spasming like mad and shooting its massive load of cum. We gripped each other tightly, inhaled and then smooched with unbridled fervour as the ripples of climax continued to course through us.
James and I then cuddled up together amongst the straw and fell into a deep slumber. Late in the afternoon, I awakened but did not move. I was too cosy nesting in James’ arms. Moreover, my mind was mulling over an exciting idea. While grinding James, I had noticed that the tip of my dick got quite close to his anus. This set me wondering if there was a position in which James could ride me like a boy on a girl. Doggy style was satisfying for us as individuals, but the latter way could be so much more carnal and allow us to share the joy as a couple.
I snuggled with James for quite a while before I had the light bulb moment. James woke up as I slipped out of his arms and got up. He was perplexed as I found two bales of straw, set them down in front of him about a foot apart, and then filled the gap between them with loose straw.
“I have got a surprise for you.”
I then sat down on the straw, lay back and placed my feet up on top of the bales. Now my bottom was propped up in the air and my legs akimbo, leaving the precious red ring fully exposed. On seeing it, James’ eyes gleamed, and his dick sprung to attention. He had come prepared, so within seconds, his rod was oiled up and pushing against the inviting circle. My eyes were wide open, and I was gasping as the head forced its way into my pussy and slowly delved into its depths. James was a picture of joy and determination as his cock then slowly plundered my twat.
I was moaning as his five-inch shaft did the business again and again. This reaction inspired James to increase his speed and power, and he was beaming as each mighty thrust provoked a deep groan from me. Soon, I went into a daze as the unique feeling in my nether regions overwhelmed me. I even began pushing back onto James’ cock to enhance the penetration and pleasure. Then in a mind-blowing instant, my whole body shuddered as James’ cock ran amok in my pussy. I was panting and moaning with joy, and he was beaming from ear to ear as his willy spasmed and doused my ravished pussy with copious amounts of cum. James and I now shared a long kiss as every drop of James’ seed pumped into my twat. By coupling in this way, we enjoyed unbelievable levels of satisfaction. Could we ever achieve such bliss again? I could hardly wait to find out.
James and I did not go wild. Since then, we have played together on Saturdays and/or Sundays but abstained and rested on other days. We have found many enthralling ways to take each other to the seventh heaven, and James also has the delight of ravishing my boy pussy once a week. For me, the pleasure has got better and better as his cock has thickened with regular exercise.
Of course, I sometimes wonder what it would be like to top James, but I know his fears are so deep that it is unlikely to happen. I know that he would probably give in if I insisted, but that would be so wrong. He is my best friend, and I only want him to do what he is comfortable with. Moreover, our partnership regularly takes us to the heights of ecstasy, so why fix something that is not really broken.
I often pinch myself when I recall that our intimate journey started with a silly spanking game. That contest could so easily have left us as enemies. Instead, it brought us close together and unlocked sensual desires that must have been there all along, only we did not know it. James and I are happy and eagerly await any new quirks that will add further to our joy together. Let us just see what the future holds.
