This story is lewd, laschivous and artistic in a sense only the appropriate reader will comprehend. It is directed exclusively to consenting adults who appreciate Male/Male, unfettered S/M, oral, anal, scat, and water sports in a combination which for editorial purposes must be considered fictional, and about consenting adults. DO NOT READ IF YOU ARE NOT OVER 18 If this IS NOT YOUR BAG. DO NOT READ, but if you've wanted or had similar experiences, please feel free to write.
TOM
Chapter I
INTRO I was three or four years older than Tom but, we'd known each other nearly all our lives because our parents had been close friends since before we were born. When he was sixteen, he lived about a mile from me and when he got his driver's license he began dropping by. I was usually home alone. I'd grown up as a "Latchkey Kid" and after school, had plenty of time to study or seize whatever opportunities presented themselves. By the time Tom started coming by I'd become quite adept at conquests. I usually used the Gambling/Card games ploy and had already deflowered the bottoms of fifteen or sixteen of my friends (that I can recall right off). I definitely had the makings of a red hot top man and demanding master, but after all, to be a good master one must learn to be a good slave and this is how it developed.
I should point out that the relationships among the "Fictional" characters represented here were friendly, close and intimate. They were predicated on the fact that what would be "Great" for any of the characters would not be what any other participant(s) would choose for himself. This is pure M/M action and makes no apology for the probable bisexuality of the characters or the lack of "Romance"
The logical outcome of a game of strip poker is for one player to be naked and the other dressed. The ploy of starting the game with some further things for the loser to put at risk is nothing new but, as our game playing progressed, the "At risk" category became more complex and more inclusive until, I got my "Come-uppance". Although it was rough, later in subsequent tales you may learn how it helped me become the "Top" dirty old man in town. Certainly among Tom, me(Joe), and Jim, there was trust and committment to take no risks we would refuse to honor for the chance to gain the pleasures we wanted. Even when things were at their worst for any one of us, there was no resentment for the fact that we had to submit to what we ourselves would have been doing, but for the turn of a card.
After deliberately losing an occasional easy bet, I was up to the point of breaking Tom in. He would swallow my load at the end of a protracted blow job which had been preceded by extensive licking and rim-work and, shortly after he turned 18, I found out that he didn't handle brutal, fast, grinding anal penetration too well. I used the threat of that to insure a superior performance in many ways. I would often bring him not only to tears, but to shaking sobs with a ruthless butt-fuck, then let him suck my raunchy cock, clean and like it. He would suck and swallow my load with a determination and dedication as befits an ordained cock-sucker..and I was well along the way to getting a spectacular performance in "Tongue-fucking" out of him when there was a brief pause in our games.
About this time he left for his six months National Guard basic training, so I was surprised when he suddenly showed up that Fall, and when I first saw him at the door I noticed that he was wearing shorts and had a generous growth of thick blond hair on his legs.I also noticed that he had acquired a riding crop, of which he seemed especially proud.
We talked and joked over a Highball and agreed to play cards for some "Real" stakes..We agreed that any differences of opinion on rules etc would be decided at the sole discretion of the winner (or whoever was winning at the time) We agreed that the game would end when, and only when, the winner decided to end it, that the game would be "Showdown Poker" and that each of us could lose up to five times before being naked (Shoes and socks, Pants,Shirt,Undershirt and Under-shorts). The next bet would be up to the winner. A close game would put the winner at risk of betting the same thing on the next hand or two but If he were far ahead, the loser's risks could be monumental. We both understood that if it were a close game, it would probably be a "Dry-Run" and we both recognized that if either of us got the "Upper-Hand", the other would be in a terrible situation. We each made it clear to to other just how tough we could and would be if we won, and we both expressed our willingness to suffer the consequences if we turned out to be on the "Short end of the stick"
As it turned out, by the time I stripped off my under-shorts, Tom had taken only his shoes and socks off. We were in my basement den, and with a broad smile he said, "Run upstairs and fix me another drink. I said I thought that was a good idea because my mouth was pretty dry, but Tom said to fix just one - for him. So off I went naked, to do his bidding.
When I got back he'd decided that my first bet would be extensive sucking and licking. Although I won a hand, I lost the next, so as Tom took off his shirt and T-shirt, he had me kneel and remove his pants and shorts and smilingly reminded me that he'd have to lose three more times to be at risk at all. Tom had developed a lot over the Summer and definitely begun to sweat like a man. His Armpits were strong and salty, and he told me to keep my mouth open wide while I licked and to suck everything dry as I moved along, to keep my mouth on his skin at all times and never to leave any area while the flavor lasted. By the time I got done with his arm-pits, his nipples, chest hair, Belly-Button and pubic hair, my tongue was a little sore, but Tom wanted extensive cleaning of his thighs and crotch as well as his nuts (three times around) before he let me suck. His dick had developed into seven or seven and a half inches with a BIG, steel hard head on it. He was ready to shoot right off so to delay that, it wasn't long before I was working under his nuts and the length of his crack as well as circling out from his ass-hole to clean each buttock. I'm sure he had the cleanest ass hole in town. After another turn at his cock, he finally said I could stop and return to the game, but the next bet was for anything and everything with no limits of any kind, other than the winner's. The winner would have 72 clock hours to collect and time would not start until the next session and then, only after I (The obvious loser) was naked, on my knees, with his dick in my mouth. Tom was smiling broadly as I dealt the next hand, which I won, and the next, which I lost. Tom relaxed and smoked a cigarette while I put up the card table and got him another drink (still none for me) He stood up and told me to kneel in front of him. I started to suck but he said,"Hold still, I have to piss" and he promptly started to piss in my mouth. I didn't lose it, but I made a lot of noise so he stopped. (I had neither done this nor had it done to me before) Neither of us moved and then he said, "Swallow that." As I looked up, I saw him smile and reach for the riding crop. I swallowed hard. Tom just stood there and started to piss again as soon as I got his peter back in my mouth. I got a much bigger mouthful that time, and when I looked up, he just nodded and signaled by swallowing hard. I got that one down and started to go back for more but he said to wait. He then told me to get down on my knees with my chest on the floor. There was a long pause while Tom looked over his new property. Then I felt the flick of the crop, painful enough to get my complete attention and enforce the associated verbal instructions - in quick succession - on the small of my back, "Chest down", on my ass "Ass up", on both inner thighs "Spread your knees". "That's right".I want those balls hangin out as a fair target, and I want to be able to see your ass-hole clearly" he said. Then he explained that when he took a leak, I was to swallow it down greedily without stop or delay without trying to hold it back or slow it down and without spilling ANY of it. And if I couldn't do it well, and immediately, what he was going to do next could be a lot worse. He raised the crop and took a roundhouse swing that cracked on my ass like a rifle. A split second after the sound, the pain hit loud and clear. It brought me bolt upright on my knees with tears in my eyes and grasping my ass with both hands. (I later realized that this response is characteristic when a man experiences his first really good contact between his bare buttocks and a real whip.) After the pain began to subside, Tom told me he had another "Soft Leather, braided crop" at home, to compare this one with (The one he used was black-patent leather) As he sat down slouched on the couch with his legs spread wide apart he said "Now, finish your drink" And I did. After the last few spurts, he said "Suck" and We both settled back for a while. He was really getting into it and I thought I'd get it over with pretty quickly when he suddenly said,"Stop ! Get down flat on your belly with that big pillow under your hips" I did as I was told and then as he knelt between my legs he said,"Spread your legs and reach back with your hand and aim my dick into your asshole where you want it to go" I asked,"What about Vaseline?" and was told that it was wet from my mouth and that was all the lube he felt HE needed. After his dick was firmly aimed and in full contact with my, till then, rarely used ass-hole, he told me to stretch it wide with both hands on my buttocks. At this point, he increased the pressure and comanded that both hand be dropped to get them out of the way, which I did reluctantly and then the sudden, sharp "Ass-cracking" pain hit as Tom rammed the head of his dick all the way through my anal sphincter area about four inches up my hole. That was something I'll never forget - and something I was to experience many more times in the future. It always brought my chest up off the floor and was followed by four to six, prompt full length (and I mean ALL the way out and in) strokes. Tom said that after that, my butt-juices lubed it up sufficiently for me to be corn-holed with no strain (to him). He was never gentle, but took his time getting off, usually getting close then stopping to cool down several times. On this occasion, he got off about the third time and then just kept going (Seemed like forever) till he got a second nut. When he finished, it was late so Tom said we'd call it a night, but to expect him back regularly.
Chapter II
It was about a week later when he came over again.I was studying - but school work was never any problem. I went to the door in my robe and saw Tom beaming from ear to ear. He chuckled as he came in and asked "How's your ass?". I noticed that he had two riding crops, a small,link chain dog leash, and a small paper bag in his right hand. I smiled with resignation, anticipation, and not a little anxiety, and asked him if it mattered. We joked about my upcoming experiences, fixed drinks and went downstairs. Tom suggested that I be ready, and bring along a couple of large (32 oz) plastic tumblers. He told me that he had a bong and an ounce of good pot in the bag, "It prolongs things and increases the sensations" he said. I said "Yeah, I'm sure it does" but thought I'd better not be too Smart-Alecky. After we got settled down, while I was getting my clothes off, I asked Tom if he minded if I left my socks on (He always left his on). He just smiled and said, "Naked". Then, he took off his shirt while I took the rest of his clothes off. When he stood up, I knew it was time to dangle off his joint. He stretched and without a word started to piss and when he was done he gently face fucked me till he was red hot. He settled down on the Chaise Lounge while I started "Around the world" We'd stop from time to time to smoke a bowl or for me to go fix him a drink. Tom told me that pot made him horny and the highballs kept the fluids flowing and inhibited any inhibitions he might have. About then , he settled back and said "Time for you to get down to "Pay-dirt", as he raised his legs, pointed for me to get down on the floor,and spread his knees saying, "Bon Appetite". Then I realized that he hadn't wiped his ass when he last took a dump. He had a very hairy asshole and liked his buttocks licked far from (as well as close to) it, and I knew I had a big job. I tried to cover the whole mess with my mouth all at one time, but it was too large an area, it was too thick to get off easily with all that hair, and it was a bitch having to smell it while I worked. (I guess he'd squeezed it off a few times while it was coming out. I hoped he'd gotten it all out). It took about 15 minutes before I'd done a passable job. As I started to move up toward his nuts, Tom said "Are you sure its clean ?" I answered, "Yes" but he told me to go back and double check and make sure it was clean Inside and out. His comment was, "I'm not askin you to like it, just DO it because I like it, and that's ALL that matters". I did a quick once over again and then poked my tongue in as he bore down. It was amazing how much it opened up, how deep I could get my tongue, how much more shit I had to clean out of the canal and how clearly there was a firm, movable mass still in there. Tom could feel it and said,"Move that turd around, it feels good". I quickly pulled away and said, "I already have !". At that , he smiled, took my white Jockey shorts and wiped his ass, poking firmly in the sphincter as he went, and then showed me the brown stains. I sat down and we looked at each other. Tom said, "Joe, this can be fairly easy for you, or it can be hard. Before I'm done there will be some very painful things you're going to have to take, especially where your ass-hole is concerned. There are going to be some raunchy things and things you really hate to do, but you'll have to do 'em and that's that. I won, and I have a right to have my way - completely - And here and now you're gonna have to learn to swallow your pride, and do your level best to please me in every way. Now you can have a chance to get back at me. Anytime you want we'll continue the bet, But your next bet will be for three times 72 hours and if you lose, the one after that will be for 10 times 72 hours, and I don't have to pay up untill you've finished working out your indebtedness. For now you are here to serve, entertain, amuse, comfort, and please me in any and every way". Then he filled the bowl and sent for another drink. Shortly, he told me to piss in one of the plastic tumblers and get a shot glass off the shelf. "Now, usually you'll have to beat off for my entertainment, It'll often be early in the session and you'll always have to eat it. I know you've never had to eat your own cum before, and I know you hate to get off while you still have to do service for a winner. That's just tough. So do it now and shoot in the shot glass. Get done before we finish this next bowl - or else !".I did it while Tom commented on my technique and remarked that he wouldn't have to "Jack-off" again for a long, long time. Then I drank it and washed it down with three "shots" of piss. Tom said I could use the rest to drink or rinse my mouth out whenever I wanted. Then he promptly told me to cock my ass up, on the floor, and hang my nuts out for "Obedience Training" The first four "Flicks" were a good bit harder than before and got the desired response. I got the Black crop first and then the soft braided leather one. The pain from that one came to a peak more slowly, lasted a lot longer, and died down a lot slower. Then, he told me to choose which one I wanted laid down my crack and across my asshole as punishment for not getting his ass completely clean. I chose the black leather one and believe me, his aim was "Dead on it" He had taken a long tome to aim and he insisted that I "Pootch-out" my ass-hole before he laid it in. After a minute or two to let the pain subside, he doubled the dog chain and laid that across both cheeks as compensation for "Not playing Tongue-Pong in my shit pit like I told you to do" We resumed the tongue work which was damn thorough, and I played with that turd like I loved it and when he finally told me to pull my tongue out and it followed, I swallowed it whole with no trouble at all.I chased it with the rest of my piss (And some of Tom's). After that, I sucked long and hard and caught the load exactly as directed. Then, we rested till he was ready to be sucked to near climax again at which point I got fucked in what had become "The usual Manner" We talked for a while after Tom was dressed (I wasn't allowed to dress till after he left). He made a few things clear i.e. once he was undressed I was "Ready", no bathroom or anything else, No drinks after the first one (for me) It might help ease things and that was a definite "No-no". He wanted the plastic tumblers and a china plate as well as the shot glass, his riding crops (which were to be oiled after each session, whether they were used or not), the chain, and paraphanalia kept handy. And, although I was now performing satisfactorily, I was to remember that any "Mess" of any sort on anybody was my job to lick up. I told him I understood
Chapter III
Tom got in the habit of coming over once or twice a week and I got in the habit of doing things the way he wanted. I did try gambling again and that just cost me another nine days, but I got him down to no clothes. It would be a while before I'd risk 30 times twenty-four hours added on to what I still owed. The average session only lasted about four hours so it was likely to get a lot harder as Tom was given more time to dream up stuff, and he had already begun to take me for granted (And he made sure that I damn well knew he had every right to) Marks from that chain were bloody for two or three days and stayed for about two weeks, and the Crop across my nuts was horrendous (He would make sure that he could identify a welt clearly across my nuts before he was satisfied that the stroke was adequite). Tom's regular night was Monday because (he said) If he went hunting or camping or spent the weekend with the Guard, He wouldn't have to change underwear or shower for four days, till after I'd received the full benefit of cleaning up after his activities. He'd also often ask me how his last night's pussy tasted when I first went down on him at the beginning of a session. I also found out that the plate which he had told me to keep handy was so that I could squat and retrieve and eat any cum that he deposited in my ass. It was during the Christmas holidays that Tom called one morning to ask if I'd like to work out a 24 hour session including all night. I told him yes (We had two beds in my room another in the guest bedroom besides the Master Bedroom and room for three in my den. For big company there was room in the Living Room.) When I answered the doorbell, I was dumbfounded. There was Tom and an old friend of ours, Jimmy. Jim was home on leave from the Navy. He and I had played quite a lot, he had been one of my "Victims", I had never had to do much for him and indeed, he had never drilled a boy/man in the rear. He was just simply too big and nobody that any of us knew had ever even tried to take his LOG. I didn't really like the developing situation. There was another young man with them, a shipmate of Jimmy's. His name was John and with blue eyes and dark blond hair he was as handsome a guy as I had ever met. We talked for a while, exchanged stories etc and ultimately adjourned to my den with drinks, and the good herb. After some convivial indulgence and more conversation, it was about time for another round and out of the clear blue, Tom looked at me and said, "Joe, before you go up to tend bar - Strip !".Everybody was silent as I obeyed. I tried to make the best of a bad situation by taking the drink orders and acting as if everything were perfectly "Normal" but, as I left, Tom said "When you get back you can tell Jimmy and John all about our little game". When I got back, Tom told me to start by telling everybody just exactly what I'd be drinking - He also announced that anything I'd do or submit to for him applied to our guests without any exceptions. We smoked and I clumsily outlined the situation. It was pretty embarrassing since I knew nothing about John or what Tom might or might not have told him and Jimmy. They had quite a few jokes and smart-ass remarks to make while I was describing the basics of our "Sessions" and all the various rules and perks to which they'd just been made heir. Jimmy said that in the morning, I could let them know whose shit I liked best and asked me if Tom was rough with the whip. John asked if it mattered whether or not he was circumcised and if I thought I could handle about a pound of "Head Cheese" and then Jim asked how I'd like for him to fuck me. I was very hesitant in my answers so as Tom laid the crop (the soft braided leather one) across my ass twice and my nuts on the third stroke, he told me I'd better make it clear that I wanted to do anything they could think of even more than they wanted me to do it. As soon as he finished that, he asked me what I had to say, and I said I wanted to drink all the piss they could work up, Keep their ass-holes clean, and cleaned out, suck and swallow till I was blind, and get fucked till I was numb, and I told John I didn't care what was on his dick, it wouldn't be there when I got done. They decided to play cards with the first one stripped to do or have me do to him whatever the others suggested. While the game went along, I replenished the drinks, opened out the roll-away bed and had a few hits on the bong along with the "Boys" As I most feared (And I suspect - they planned) Jimmy was nude first. Following Tom's direction, he moved toward the bed but Tom said,"Wait, don't you need to pee first ?" "Dangle, Joe" It took Jim a minute or two to get the flow going but there was sure a lot of it. Tom asked him how he'd like to drill me and Jim said he'd been wanting to do just that for years and that he'd start out in the standing position with me on my knees on the edge of the bed. Jim asked for the Vaseline but Tom said it wasn't allowed, that I'd have to use spit and determination. (That was a lot more than I usually got) I spit on my fingers got my asshole a little wet and started to put some more on, but Tom just said, "That's enough" so there we were, I held still, hunkered down for all I was worth (braced against the upright half of the half-opened bed), while Jim started firmly pushing into me. - It was slow and it was terrible, but I knew I'd better keep quiet. Tom and John knelt on the floor on either side with the "Action" right in front of their noses. After the first few, very slow inches, Jim got a little more aggressive, probably because John and especially Tom were egging him on, pushing him, telling him that if I didn't holler loud and clear he wasn't doing the kind of job a real man ought to do. And then, after it was halfway home, Jim firmly and insistently gripped my hips and shoved till it hit bottom, pulled back, shoved again, and shot with a third, full, totally uninhibited stroke. I felt like I was hanging over the Grand Canyon by a Flagpole stuck up my ass. I thought I'd been split wide open. Amid much laughter and congratulations, I got down to clean his cock as I heard him say he'd like some more of that later after he'd gotten as much as he'd always wanted of my other end. Tom suggested that John lay back propped on the edge of the couch and let me do everything that needed for doin. His balls were big and heavy and he was very hairy from the waist down. The hair around his asshole was long enough to curl.In fact, even with his legs spread, you couldn't see his ass-hole (I had to lick a lot and curl his butt hairs with my tongue before it was exposed) His dick was one of those straight logs, bout as big around (hard) as the diameter of four of my fingers at the level of the second knuckle, and his foreskin covered the head up to the tip even when it was hard. As I started to go down on it I stripped it back a little way but immediately covered it again because the smell would have offended Tom and Jim and darn near knocked me out.I put it in my mouth and got it hard as I realized what had to be done. I began to work the foreskin back trying to get the cheese off as I worked, but there was obviously more than could be dealt with that way, so I just pushed it all the way down (immediately wished I hadn't),kept the whole "messy" part in my mouth and started trying to clean it with my tongue.That stuff doesn't come off easy, and even after the solid stuff is cleaned out, the taste stays. Tom told him to go ahead and piss any time he felt like it, and I was really glad when he finally did, but even that didn't get the flavor off. Shortly, the constant tonguing was about to get John's nuts off so I pulled the foreskin back up with my tongue and worked his crotch and nuts (They were as hairy as some peoples pubic regions) and when he raised his legs, got to work on all that ass-hole hair. When I finally got into his ass I realized there was a lot of air in there so I gradually let it out and sucked it in thru my mouth and out thru my nose (That way, nobody smells anything) John asked me if that was shit or a fart I'd just eaten, but before I could answer Tom told him it didn't matter. If it was shit, I could hold it in, and if I couldn't it was my problem and if it was gas, it was my job to deal with it, without pulling away - no matter what. He also told John to bear down as long as hard and as much as he liked because thats what really felt good. Almost immediately John bore down and let loose a monumental load of gas that sounded like thunder in the distance muffled by my mouth. I held on tight and although most of it bubbled out around my lips, I didn't back off at all. He really got into that bearing down and eventually, I was fighting like mad to keep a load of shit from coming out. Fortunately, John finally told me to go ahead and get him off and we'd continue all this later. Tom shook his dick at me so I knew what to do and after he'd emptied his over-full bladder and I had sucked for a while he told me to move on down. He and Jim and John were making plans for the rest of the night and the next morning. Each of them outlined his overall preferences and desires and Tom laid out some "Ground-Rules" like where all liquid wastes were to be deposited and how the only ass-wiping that was done would be done by my mouth. He also mentioned that lubrication should be kept at an absolute minimum and that since I had been made aware of everybody's wishes nobody need give any orders or anything that might embarrass them. About then he blasted a loud fart into my mouth, which brought forth great laughter and many lewd and degrading comments from the audience. From then on the ongoing contest continued to see who could give me the loudest one to suck up. While he was "Polling" me standing- with no added lubricant (In fact, he stroked his dick a few times as I was bending over to make his point and dry it off a bit), They decided that I would spend the night on the bed in the den and start out with John, then Tom after him, and then Jimmy after Tom had had all he wanted of me. Tom said Jim should take the last shift since there wouldn't be anything left worth fucking after he finished. They decided that I could rest and fix a snack, have a drink, and smoke for an hour or so after I ate the two loads that were in me. All that piss was coming thru and I Put a Plastic tumbler under my butt and hung my dick in the other. Although I was ahead of most of the fluid, I still had two, half full 32 Oz. tumblers to drink. But, I didn't need to be told to do it, and I was allowed to go to the bathroom during the rest of the session. I also took a shower, but nobody else did.
Chapter IV
John got an early start. Between his ass and his cock, It took over an hour to get all the flavor off. He took a crap just before we started. There was enough shit matted in all that hair around his ass-hole to make a small meal, but it made his cheesy cock-head taste good by comparison. He realy turned on to being sucked. His dick stayed rock hard the whole time. He liked having his ass hole stroked gently, and gradually had me put a finger up his butt, to stroke his prostate with, while pulling on his nuts with my thumb on one side and my ring and little fingers on the other. I think the prostate massage delayed his climax and all the attention to hand-work slowed my sucking but that big gland (under my finger) matched the swelling in the head of his cock when he finally got off with a monumental load of thick cream in my mouth and down my throat. After I milked it and took his piss he rested while I cleaned all over, and got it hard again, then he took his turn at the back door, said "Thanks, wake me in the morning when you're ready" got Tom up and went to bed. I had to get the load out of my ass while Tom waited and watched. He was half asleep and just said Suck till I tell you to stop, If I'm asleep in an hour then you can lick - toenails to neck". Actually, he didn't last that long, He was ready to fuck inside 45 minutes and done inside of an hour and a half. Jim wasn't so fast because he had some axes to grind and really turned on to being licked. I had to play "Tongue-Pong" for what seemed an eternity and when he finally did go upstairs to the bathroom, he left a lot, and when we got started again told me not to hold it back but just grunt when I had a mouthful, and start licking and poking again when I "Wanted" more. When I finally did get to suck his dick, he was "Off" inside of six minutes. He chose to rest only long enough for a cigarette before drilling me on my back with my feet on his shoulders and knees widespread. My ass was hurtin a lot, but it wasn't as bad as the gut-stretching (Gas-like) pain each stroke (And there were plenty of them) caused. I cleaned him, ate his load, and then went to the "Throne" for about 20 minutes before I was empty and got some feeling and control back in my asshole. We all got a few hours sleep before I woke up when I heard my father leave for work. I went to the bathroom again to clear the rest of my fluid overload, fixed toast and coffee etc. and went back down for the next round. (I still had about 8-10 hours to go) Everybody was still asleep and I really wanted to stall, but John had said to wake him when I was ready (I didn't figure to be ready for a week or two) and Tom would know that I was up, so I went over to the couch where John was asleep on his back, moved the sheet off of him and went down on him. I could still taste the cheese but it wasn't so bad and it was only a minute before John began to relieve himself, then a little hunch with his hips told me to continue purposefully. Just as I thought he was going to get off, he told me to wait. He lay down on my bed on his back and said "Sit on it" I started to say something about spit but was afraid Tom might hear so I faced his feet and as I worked it in John said, "Its OK, Tom said it lubes up after a few strokes." It was plenty sore and really hurt till it did lube up, but he let me rock on it at my own pace and said nothing and I did make sure each stroke was full (It came out twice before I got it right). It took a long time (I thought) but after I got some more feeling back, I started squeezing on the down-stroke and in a few minutes he was smacking my ass and as I looked back, he told me he'd shot. I did the usual clean-up but John watched close in while his load was coming out and scraped my ass-hole area with a piece of plastic for me to lick off, to help make sure I got it all, and we both settled down for breakfast and a bowl. John turned on the T-V (as he smiled at me knowingly) and , of course, that woke Tom and Jim. I'd have let them sleep all day. Tom came over and stood in front of me for his morning service then sat down for breakfast. Jim smoked from the Chaise Lounge while I carried the pipe over to him on each round. After that Jim asked me whose shit I liked best. Since It had the least strong flavor, I picked John's. Tom said that since I liked it so much, I could eat all that he had to offer for the rest of the session and Jim said it was time for him to "Piss like a drunken sailor" which he thought was terribly funny. (They all laughed heartily) I drank. At least, then, Tom said to let the fluids clear for the next two or three hours so I'd be ready for a final "Train". John said he'd have my "Hot-Lunch" ready after another cup of coffee, and they all agreed that another tongue bath and whatever, before the "Train" would be enough to make it a memorable occasion. Since Jim and John had to leave in a few days, they determined that a repeat performance would be in order on their last night in town.(Three days hence). Tom noticed I was being gingerly about how I sat down and had me spread and bend to get "checked" He found the thrombosed external hemorrhoid that was blossoming on the left side of my ass hole and then demonstrated to the others (Several times) how tender it was when poked-at firmly. All agreed that it would be great fun to aim at it when the "Activities" started later. After that I rested and ran errands etc while the others shot baskets in the driveway and lifted weights in the open part of the basement. I didn't choose to go outside and shoot baskets in the nude, and lifting weights with the 'roid wasn't my idea of fun. Tom got licked (but not sucked) He showed the others how to stick two fingers in my ass, sweep them around, then in and out to lube the target then use the fingers to lube his dick-head (This part hurt worse than gettin fucked, especially when he'd sweep across that hemorrhoid). Tom used my juices to stroke his dick so It had to be repeated three of four times before he was satisfied that it (his dick) was redy to fuck, and he really had not been joking about aiming at my hemorrohoid. This was done with me kneeling next to the end of the Chaise Lounge so I wouldn't give way and while Tom fucked John got cleaned. It was not quick or easy and I had to be smacked a lot to keep it tight. Besides John had saved the "Hot Lunch" for me and this operation was distracting, which was probably just as well since its hard to figure out which was worse, the stuff I had to eat or the repetitive ramming at my hemorrhoid. When John took his turn, he didn't smack as many times but one heck of a lot harder. The second time he smacked my ass with all of his might, he just said "Sorry Joe, but I have to take your mind off that Hemorrhoid" Jimmy said he didn't want to be distracted with the smacking, so Tom had me beat off and mix my load with the two that had just been dropped in my ass, on the dinner-plate. Jim started immediately after I licked them up, and I knew it was a tossup between getting more sore from squeezing or prolonging the whole thing by not squeezing to the max. Jimmy was able to exercise some control this time and didn't get off till he'd had time to try out a lot of techniques like twisting, hitting at angles, pulling it all the way out time after time, rapid fast stroking and holding still to cool down. He finally let me suck it after I'd licked it clean like a lollipop and made sure his crotch and hairs were clean,(and, of course, his anal area) Once I finally got on it, he made me stop twice to go back down and lick his nuts and ass, then suck some more, before finally giving me the order to cock back up for the final assault on my rectum. The trio was mercifully done in about two and a half hours. I was generously complimented for my hospitality and my abilities and reminded that they'd be saving up for later in the week. I told them not to recommend me to their friends and neighbors, and Tom made a point of formally crossing 24 hours off the tally.
Chapter V
The next day, I just knew I couldn't handle that sort of stuff with my ass in what was now only two more days, and the following day I was almost in a panic trying to figure out how to get out of the session scheduled for the next night. I called Tom to try to beg off. He said he'd see what he could do, and that made me feel a whole lot better. The next morning (the day of the scheduled party) he called, and asked how I was doing. I told him that my ass was absolutely non-functional so he said he'd be over to talk to me about it. When he got there, his next door neighbor, Walter, a surgery intern at University Hospital, was with him. I was unaware whether or not Walter knew anything about our partying, but Tom said "Strip" so I just did as told. Tom told Walter to check out my asshole and tell him (Tom) what he (Walter) thought. I bent over and felt my cheeks stretched apart. Tom was looking too and when Walter straightened up stuck his index finger in, and grabbed the hemorrhoid between it and his thumb and asked, "Is this the problem ?". As I yelled, Walter said ,"Yes", but its nothing serious even though, I'm sure its very painful; I could nick it with a knife and get the clot out and put a stitch in and relieve the pain almost completely" Tom asked what about just leaving it alone and Walter said that that wouldn't hurt anything. Tom asked me what all that greasy stuff I had on it was and I told him it was "Nupercanal" a topical anesthetic. Walter pointed out that some men used that stuff on their Dickhead to slow or prevent ejaculation. Walter said that I needed a stool softener because it was probably pretty painful to take a shit, and although it would leave a little "Scar" or "Tag" it would clear up in a week or so and not to be worried about it. He apologized but said he should do a rectal exam to be certain all was well on the inside. Tom told me not to worry, that we would go ahead with the evening's festivities as planned, that I could use the Nupercainal all I wanted, but whatever was there would be used as lubricant by my "Friends",(I wasn't going to do anything that stupid) and then he said that it was time to kill two birds with one stone, i.e. "Pay the Doctor bill and get checked on the inside" He said to Walter "Why don't you just do the internal exam with your one eyed trouser mauser" Tom also assured him that I would be more than happy to have things done that way, and told me to "Go down" and prove his point. Walter said nothing as I undid his belt and zipper and proceeded with the down-pulling of his trousers and shorts, so I began to suck. Within about two minutes it was steel hard, and although the size was average, my "condition" made it a bit frightening. He told Tom that he was certain I'd be unwilling, but Tom just told me to stand up, turn around, bend over and "Get on it" I did my best and didn't waste any time, but it was just unbelievably difficult. Finally after a whole lot of sweat, Walter told Tom that it was just too messy but as far as he could tell, there was nothing wrong that a good shit wouldn't cure. Tom told him to sit down while I cleaned up the mess and finished the job by mouth. So I took care of business and faced the fact that things were likely to go from bad to worse. Then I stuck a Glycerin suppository up my ass while Tom and I talked. Walter had to go on to work, so Tom told him to "Drop by" at the end of his shift for a "Nightcap". He told Walter to come to the back gate and ring the gate bell and that I'd be right out to let him in. He also said "If you have any horny, broad minded friends, feel free to bring them along" Tom had the cards out and told me that since I had been doing well, we were going to play cards and continue the game. He said If he lost, he'd suck and lick as much, as long, and whatever I wanted and then give me a chance to win the first 72 hour masters level, collection to begin tomorrow night. but of course, if I lost (i.e. if I didn't win two games in a row) I would lose 720 hours which , added to the eight hours I'd still owe after the upcoming all-nighter would all have to be "worked out" before another game. I was delighted by the chance and snapped up the offer immediately. It turned out to be one of THOSE days since I lost right off the bat, but at least I felt a little more ready after I was able to clear out my rectum. (Glycerin is also a good lubricant but a belly-full of piss flushes it out pretty quick) Jim and John were due to arrive shortly, as they'd have to leave about two o'clock the next afternoon.It had been snowing for about two hours and Tom said that they had made arrangements for food etc. He said that Beer was the order of the day and that I would be going to the bathroom for everybody. I showered and arranged everything to the master's liking, cleaned the pipe while Tom put the beer just inside the fence (about 30 feet from the back door) where it would be safe and cold (and where, in the dark, I could go to get it without benefit of clothing) and we relaxed and watched a movie on T-V. Tom made a point of reminding me how much and how long my indebtedness was, with chuckles and degrading remarks like. "What are you going to think if somebody calls you a shit-eatin, cum-suckin, piss-drinkin Queer?" and, "I'd make you go horseback riding naked, tomorrow if any of the riding stables were open. Bet all that bouncing on your hemorrhoid would really feel great" Jim and John got there about five, with Big Macs, and K.F.C., Some rented "Fuck-Flicks", An ounce of the good herb, more beer, and "Snacks". Jimmy said,"Joe, you'll be glad to know that I've been saving up for you" and John said,"Man I haven't even touched it for the past three days-not even in the shower". Under his breath he added -"Three days ago" Tom mentioned that he too had practiced abstinence for the past three days. There was a lot of talk about the 4-6 inches of snow outside, but it was supposed to be a clear night with temperature down to about 20 and lots of moonlight. We ate upstairs in the kitchen and nobody seemed to mind that the host and waiter, who had to run outside in the twilight for beers, was naked. Apparently they had discussed the plans for the evening on the phone and there was no need to fill anybody in on anything (and I'd find out what was planned soon enough, anyhow) We settled down after eating and the guys suggested we play cards for a while. They decided that we'd play till somebody (besides me) was naked and that since I had no clothes to lose, I'd have to be given five "Other things" to risk. Tom said that all my hair was a good start, John recommended that a solid strike across my already exquisitely tender asshole with the crop from each of them would be a good one, only direct hits across both "lips" would be counted in case it took a while to get the range. Jimmy said that I could sit on his dick as Tom and John added first one and then two fingers each, while I fucked myself for a while. They had to think a bit to get the other two "Items". First, was to cock up and let each one take five shots at my nuts with a damp towel, and the last was to repeat all three of the second, third, and fourth items ( couldn't repeat the first since all my body hair would already be gone) They liked that but decided to add a thorough rectal exam with two fingers from each of them, using Tobasco sauce generously, as a lubricant.You'd have thought it was a circus to hear them talking about all this shit that might happen to me, but I guess it depends on which end of things one is looking at. They thought it all sounded like a picnic and great fun. We played Hearts, a game at which, I'm pretty darn good, but the three of them were more interested in making me lose than in winning themselves. On the other hand I had plenty of opportunity to "Run" the cards so I'd only lost three times before both Jimmy and Tom were stripped. I figured I was home free but they decided I'd have to play showdown poker with John and although we each won two out of four, they decided that John would get triple crop shots and triple towel shots and would be mounted with the finger stetch as well as do the exam with tobasco.(They wanted to make certain that they got their "Pound of flesh") Since we were all naked now, They started the flix while I cleaned armpits, crotches, assholes (Nobody had to shit - they were all reasonably clean), licked nuts and went for beer etc. They also played a game in which I was blindfolded and tried to identify each of them by licking his ass-hole, sucking his dick, licking his nuts, cleaning his crotch,licking an armpit and swallowing a shot of piss. I made 100% on all but the piss. Nobody had gotten off yet when I was sent to get the razor and shave cream. They shared the honors of "Barbering" and after a shower rubbed me down with alcohol. Then Tom wrung out a dishtowel and the "Target Practice" was begun. They all thought it was great fun and didn't count shots that missed my nuts (unless I'd already had three direct hits) or shots that didn't "Crack" loud enough. When that towel bit me on the nuts, I'd go through the roof. Since there was no hair on them the skin was unbelievably vulnerable and tender, I'd roll and writhe as the observers cheered and congratulated whoever laid on a shot and they changed the rules as we went counting shots only if I were back in perfect position within 60 seconds. There were a hell of a lot of near misses all over my ass and just above my nuts. After that, I was allowed to rest, smoke, drink everybody's processed beer and wash my face, before going ahead with the Riding crop. I was crying a lot by the time John took his shots and he said he was sorry but what had to be done, had to be done, and Tom's insistence that one of the direct hits didn't count because I hadn't "Pooched" my asshole out well enough was really my fault. Although it was really terrible at the time, I remember the excitement of having the undivided attention of all three of them focused on that "Little" brown spot in the middle of my buttocks as well as the sensation of having my nuts handled and examined closely by anybody who felt like taking hold of them. There was no rest before Tom had me stand, bend over the card table and aimed his rigid rod right at the hemorrhoid. I yelled as it went in with that "Rim shot" all the way, and when he was ready (After several short "Cool-downs") he pulled out and just said "Finish it off" It was John's turn next, As he mounted me on my side, bent double with the up leg stretched wide up over his shoulder, he followed Tom's example and was rewarded with an even louder yell. He just said,"Sorry bout that, but its required" and continued to take his pleasure till he too could hold off no longer. It was one hell of a relief to get that cock in my mouth and took very little time to get his nut. Jimmy just smiled and said,"You about ready for the big time?" I said I was ready for his pleasure and he told me to take whatever position I wanted as long as my hips were bent. I got on my back, raised my legs, planted my ankles against his shoulders and bent my knees out and flexed as he moved forward. He looked to make sure he was aimed at the spot they'd obviously all agreed was to be the point of impact and without any delay or hesitation rammed the rim and slid off into the pit. He liked it so much that he pulled out and repeated the maneuver several times. Of course , by then I was devastated and crying out with each stroke. He was ready to get off in short order (I was learning that voicing my pain turned them on and made them come off quicker) and I swiftly went down on him as he pulled out, (Didn't miss a drop) Its interesting how rapidly I had learned each man's preferences. Tom wanted me to keep on sucking and swallow while he was getting off. Jimmy liked for me to hold the head of his dick close to the back of my throat and tongue him just under and below the head until he finished pumping. John wanted it deep-throated and the head massaged by swallowing movements till he was done. (He did want the foreskin retracted fully as I went down on the last stroke) They got into a rhythm of taking a leak every two hours so it would be through me by the time they had to piss again. Then every time I'd go to the bathroom, They'd each take a quick poke and a few strokes (usually just standing up) to let me know my asshole was appreciated and to see if they could still bring tears to my eyes and make me break sweat - which seemed to be almost a requirement. Between beers, bowls of the weed, movies, rim-jobs with tongue fucks and blow-jobs, by the time the bell on the gate rang they'd each gotten their second nut. I crossed the yard to the gate and opened it for Walter who was not alone. He introduced me to Houston, an intern whom he'd invited to come along (As Tom had suggested) Neither of them seemed to notice that at 20 degrees and in four or more inches of snow I was standing barefoot and naked trying to be a gracious host. I invited them in and held the door as they went in first. I took their coats and hung them up and led them to the den to meet the others (who were also naked - that made me feel better - at least for a short while) Tom told me to run outside and get a round of beer for everyone.(Damn, it was cold) When I'd served them, Walter told me to turn around and bend over and spread my cheeks wide. I did as he said but he gently and firmly said,"Wide!" I'm sure I winced as I painfully stretched it open. He put his thumbs on either side and really stretched it, then nonchalantly stuck a finger in and quickly but thoroughly explored my whole rectum. "Tom said it was well enough greased (none at all) and asked him not to make it slick. Boy, that pussy sure does look sore" was his comment.I was then sent to the bathroom to be sure I was drained and when I got back, Houston was naked sitting back on the Chaise Lounge waiting to be sucked and Walter was standing by, waiting for me to get down and do it so he could fuck me. They both got what they were waiting for promptly, and It clearly had been decided that Walt would fuck till Houston was ready then change places for Walt to get off in my mouth while Houston fucked for a while before sitting back down to get off in my mouth. While I was still kneeling, John decided to take his next round with the riding crop and the damp towel which they all enjoyed watching. He then mounted up for a "Dry run" before things settled down. After an hour or two of talk etc. Tom asked if anybody was horny and Houston said he could handle a quickie so my ass got nailed again, but this time I had to clean his ass first and after he finished, demonstrate how I retrieved loads that didn't get left in my mouth. Before Walt and Houston left, they emptied their bladders and thanked me, then the others did likewise and left a wake up call with instructions to have coffee, sweet rolls, and my "Sweet-ass" (clean, dry, and ready) waiting when I got them up. I think it was being hairless with three grown, hairy men to satisfy that made me feel so damn submissive. Whether it was that or my raw asshole and nuts, I knew what was expected and even though just about any motion made my asshole and nuts hurt, I got to work on Tom who just threw the sheet off and spread his legs expectantly while I drank, then without a word he raised his legs and spread for me to eat breakfast. It was mostly gas and only small bits and pieces that went down easily but it was pretty wet. (That damn beer !) Then I went to Jimmy for more of the same. Jim had some real solids that I had to take but, Tom climbed on and fucked me while I was doing it, so I hardly noticed the taste. He finished up while I was getting Johns morning load of piss and Jim took over and kept it going up my ass till I finished with Johns rectum. That took a while. John said to lick around till Jimmy got done and Jimmy was in no hurry. I started to turn for John to mount, but he said."Haven't you forgotten something?" I looked quizzically at him and asked what. "Get the Hot-Sauce" was his only comment. When I came back, he was on his back, propped up on the bed, legs wide apart, and I started to kneel between them facing his feet, but he told me to face him and straddle his hips. He said, "Its probably not as easy this way but I want to watch your face" I sat on it and started to stroke. After a few minutes Jimmy started messing with the lip of my asshole on the hemorrhoid side (The riding crop abrasions were everywhere) and slipped first one and then two fingers in with John's dick. "You look a little uncomfortable" said John as I grimaced, broke sweat like a steam-room in July and moaned with pain. Tom said to keep up the pace. and then approached from the other side. He added his two fingers both at one time and with no hesitation as he said, "This sure is easy with no hair back here to get in the way" My only comment was "OWWW God Damn that hurts" on every second or third stroke. It sure turned John on because he was off in about five minutes. It turned Jim on too because he got me cocked up in the 69 position with his dick down my throat and my ass in the air while John poured the hot-sauce on my asshole and on three of his fingers and did a thorough ream out of my ass till Jim got off just by being deep throated..It wasn't till the next day when I figured out why my throat was sore that I realized just how much I had stretched it over that cock. I writhed for about 15 minutes before they let me drop John's load on the plate, I went to the bathroom and when I got back, they were dressed and had finished breakfast. Tom massaged my nuts and ass with alcohol to everyone's delight. My nuts were a very dark maroon, looked like they'd bought the turf in a motorcycle wreck and were too tender for ME to touch. There was talk of another round but Jim and John had to go because they had only a few hours to get ready to return to duty. Then Jim remembered John's third set of flips with the towel. They had me hunker down on the stairway and face them, holding my dick up to expose my nuts at about eye level and take them (That evened it out since the back and left side of my nuts had gotten the bulk of the action) Then John said that since he hadn't gotten the right side of my nuts very well, he wanted me to kneel on my right knee with my left leg stretched thru the banister newells so he could be satisfied that he had done a thorough job.(Besides, I had another dose of riding crop coming, for which this could substitute) I really don't know how many hits it took, but I'm absolutely positive that it was evened out. As I was stretching my legs apart for John, I noticed Jimmy groping himself and rubbing an obvious hard-on, so I wasn't too shocked when he said, "I'm really sorry Joe, but you're just turning me on beyond endurance. Bend over the end of the Dining room table" He walked up behind me, dropped his pants and started grinding in. About then John, wanted to admire his handiwork and reached between Jim's legs to stretch out my nuts and check them over. The pain of having that thin skin (It was like having rug burns literally ALL over my scrotum) elicited a fervent, deep, gut level moan of a man's submission to another mans right to do his will with only the sincere vocalization of pain to help make it endurable. That had several effects. It turned Jimmy to sexual ecstasy; It caused my ass-hole to clamp down; It got John hot as hell and all that with the stimulation of Jim's nuts by John's arm between his legs produced an orgasm in no more than ten or twelve strokes. John asked Tom to stroke and pull my nuts while he got his. It must have been good, judging from the bruises his hands left where he was gripping my hips and his coat zipper left a deep mark (scrape) on my right upper buttock. Then Tom took his piece of me while Jimmy did the honors with my nuts and John, somehow, got two fingers in with Tom's dick which literally electrified Tom to a similarly ecstatic plane which he tried to maintain, but from which he soon exploded almost involuntarily, making nearly as much noise as I was making They both let me know that It had really been great and that they'd remember it with tremendous pleasure, and just before they left they both let me have a last load of piss. As Tom says,"A man almost always has to piss after he gets a nut" Tom stayed around until he'd finished getting his rectum cleaned and emptied and having his bladder relieved. Then he filled a deep oblong plastic storage bowl with snow and iced down my nuts. He had me sit in a pan in the tub with running hot water to ease my tail (Nuts hanging on the outside in the snow bowl) and we smoked as he jested good naturedly about my many facial expressions he'd noted during the session.I asked Tom if he thought my ass would recover and he reassured me. "It did bleed a little when we gave you the big finger stretch, but it was even all the way around" he said As he was leaving he said,"See you Monday" It was then late Friday Morning. Although my sphincter did eventually recover, it was slow because Tom insisted that it be polled twice a week regularly "Whether it needs it or not", was how he put it.
CHAPTER VI?