Triangle Sailing Camp 9

By Running Bare
runningbare@anonymousspeech.com

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This story is intended for adults only. It contains depictions of forced nudity, spanking, and sexual activity of preteen and young teen children for the purpose of punishment. None of the behaviors in this story should be attempted in real life, as that would be harmful and/or illegal. If you are not of legal age in your community to read or view such material, please leave now.

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Triangle Sailing Camp—Chapter 9

By, Running Bare

As we headed north we anchored off shore in a few places off the Central American coast. One of the more memorable events was when the Captain had us serenade a cruise ship. We were made to assemble on the bow and “swivel our hips so our erect penises bounced around for all the tourists to see and photograph”. The ship was big compared to our smaller craft and we were a bit overwhelmed. The cruise ship captain acknowledged our show when Angie ordered us to “fondle each other for the people” by two blasts of the ships horn. To avoid the strap we played with each other’s penises and ball sacks to the cheers and whistles of the passengers gathered on the ship. To this day, I don’t know how they could actually see our parts as they seemed so far away on that huge ship, but they evidently did. I’m just surprised we weren’t ordered to suck or made to slide around on each other rubbing our dicks together for the audience. Maybe the girls were mellowing.

One thing Joey and I talked about after the cruise ship was that adult modesty was phony. They loved watching little boys romp naked, wiggle their penises, touch each other, and even service each other. They can act appalled, but where was all the indignity while they watched us do those things? I mean no one yelled—“Stop!” or “You little perverts!” or anything like that. What you heard was “More, more!”, “Do it again!”, or “Hey look at those naked little boys, how cute!” All the while, and this was everywhere we went, what you also heard was the clicking of the shutters on their cameras. Really, there were times when complete strangers felt okay with copping a quick touch to our asses or genitals. I mean, if it was “soooo taboo” to these people why didn’t they act it? We began to realize our forced nudity back home would be quickly accepted by the viewing public. And, we were even more sure than ever that it would be celebrated in our communities. This acceptance would do little to quench our embarrassment with being on display. I mean it would be different if every boy in the community had to be naked. Then it would be easier for us to accept. When it was only a handful who had to parade around exposed to all, it was a whole ‘nother thing.

Jokingly, Joey remarked, “I mean I could understand them making you stay naked. Really just look at that dick. Shit, there are men with much smaller dicks than yours. If I was your Mom or Dad, I’d make you show it off too. You’re hung like a fuckin’ horse.”

That did little to dispel my humiliation and embarrassment at the thought of having to make myself accessible to folks back home. But, I laughed anyway and pushed him like I was going to throw him overboard. I countered with, “Yeah and now we both have ass tattoos to show off too.” That caused us to glimpse as our own butt cheeks almost to reassure ourselves we were still marked with the camp’s brand. We were.

As we pulled into Puerto Limon, Costa Rica, we had assembled almost automatically on the aft deck with our hands behind our backs and our legs spread. I think it was there that it dawned on us, well, at least on Joey and me, our dicks were not standing up anymore.   The younger boys had always been more comfortable with their nudity than we were, so their “relaxed posture” wasn’t a big surprise. Oh, the same kind of chiding was thrown at us by people on the dock and on surrounding and passing boats, but there wasn’t a hard-on among us. It was as if we had gradually gotten used to being exposed publicly.

Our flaccid members were still responsive to being handled by others. Even the keepers could get our wieners to rise by playing with our shafts and jiggling our scrotums. When we were forced to play with each other’s packages, especially in front of people we didn’t know, our penis reaction was almost immediate. It seems it was only presenting our nakedness in front of others where our well-tanned dicks didn’t seem to stand at attention any more. People had to touch them or our asses to get a frontal reaction.

In a way, our new comfort level was scary to Joey and me. We questioned whether we would have the same reaction back home, especially if our parents were going to make us stay nude.   Or, was it just that these strangers would never see us like this again so we just didn’t give a shit anymore? At any rate, the absence of a reaction didn’t go unnoticed by Stoddard. She seemed to have a strange mix of satisfaction and disappointment.

“This is the way you boys should be about being naked. You weren’t meant to have any modesty. And, now your acceptance appears to be normal or as it should be. Your parents will be very happy and so will your communities. But, I miss the little stiffies, so we’ll work on that.”

She prescribed a return to the boner pills, encouraged the girls to make us “service” each other for the amusement of local audiences, and encouraged them to invite complete strangers to handle our genitals. She also told Angie we had to have more public contact with her strap.

“You need to whip them more in public, Angie. Let the people see how little boys should be punished. Just find a reason to do it when there are other people around. Besides, I think watching one of their crew mates get his ass beaten will cause their penises to salute as well. Funny how that works.”

Then we were off to Florida. At long last we were back home in the U.S. We tied to a dock in a cove at Key West.   It was a quiet area and there weren’t many people to entertain with our nakedness. But, Stoddard wouldn’t allow this stop to be humiliation free.

“Now that you boys are seasoned sailors, and looking at your now brown bodies, I do mean seasoned. We have a special treat for you.” Stoddard matter-of-factly addressed us.

“Yeah sure, like tattooing our asses on the other cheek…” Joey mumbled to me.

Stoddard heard him and asked antagonistically, “Joey, did you have something to add to the conversation?”

But in a way only Joey could pull off he spouted out, “I was just saying the last time you had a special treat our asses got tattooed, that’s all.”

Amazingly she ignored him, “Well, this is the opportunity for you boys to earn some money. Each of you will earn between fifty and one hundred dollars tonight. Of course, depending on the winnings I’m sure you will want to tip your keeper with some of it for the excellent care and supervision she has given you this summer.”

“Yeah, for sure, I want to give my money to the girls for the” Joey changed his pitch to whiney high pitched, “excellent care they given me.” This time he used more of a whisper, but the whole sentiment brought a smile to my face.

“Joey, what is your problem?” Uh oh, Stoddard was on him.

“Nothin’”

“Look young man, we could have had that little ball purse of yours looking like a living set of alligator shoes, but I saved your balls. At any of these stops this summer, I could have let some horny pedophile plow your asshole, but I wouldn’t allow it. What in the hell is it that you think we didn’t do to take care of you?” Stoddard was now pissed.

“You could have allowed us to wear something to cover our dicks especially when we were walking around the cities. You could have not had us sucking each other’s cocks like a bunch of queers. You could have punished us with something other than that fucking strap. Do I need to go on? I mean look at our asses, you let them defile us…” Joey was yelling at her, no actually screaming at her. He finally let the damn burst and was on a roll.

“Yeah, well if you don’t shut the fuck up, I’ll use that damned strap on you until your ass looks like ground meat. Your mother wanted you to get used to being naked in public. She wanted us to adjust that ugly attitude and make you subservient to the girls and women in your life. We’ve done all that, except for changing your shitty attitude. That, it appears, needs some more attention from a strap. Do you want to earn some money or will our next adventure be another pay day for the girls? You make up your mind, you’ll little asshole.” Stoddard was mean but she never lost it like she did that evening. She left and shouted back, “We’ll try this again in a half hour. Get your little buddy’s attitude straightened out or you’ll all be doing the next task for free.”

When we kids were alone, Julie had to add fuel to the fire. “I’d have beaten your ass until you couldn’t stand up, Joey. I think Angie should do it just to support Miss Stoddard.”

I tried to take a semi-leadership role. “Why don’t you girls just go? Go to the galley and we’ll take care of ourselves, and get Joey calmed down. Just leave. And, Julie…” She looked at me, “fuck you.”

Angie couldn’t let that one go, “Sean, you get the belt tonight for the way you talked to Julie. Just warning you.”

I can honestly say my attitude toward Angie had hit an all-time low. But, I guess if the shoe was on the other foot, I’d beat her ass too. This time I would be proud to take a few stripes across my ass. The girls left us. George and Jake were silent as I put my arm over Joey’s shoulders, kind of snuggled him and said. “It’s okay guy. You just mouthed everything we all have been thinking for two months now. Joey,   you gotta keep your cool though. They will beat us. You know that. Stoddard’s looking for a reason.”

We all knew Stoddard hated Joey from the get-go (and by now you readers should be fairly aware of it). She wasn’t kind to the kid from the first day on the damned boat.

“I just hate her ass!” he spouted.

Jake asked the rhetorical, “Who’s?”

I must admit it could have been any of them. They all went out of their way to make our summer miserable.

“Stoddard. I hate her ass.” He firmly clarified.

“Let’s just hear her out. You know whatever is up her sleeve isn’t going to be fun for us. At least this time they’re going to let us make some coin.” I reasoned.

“Okay. I’ll keep quiet.”

She and the girls filed back in at almost precisely the half hour mark.

“Are you boys prepared to listen without me being rudely interrupted again?” I swear she was baiting him.

“Yeah, we’re ready.” I replied.

“Good. Jake you and George take turns rubbing Joey’s package. Maybe that’ll keep him calm.”

“I don’t want them…” Joey started to spout off.

I gave him “the look” as if to say “cut the shit”, and he shut up. Georgie and Jake pulled his knees apart and began stimulating is penis and testicles.

“Tomorrow afternoon you four will be going to the Cunningham mansion here on Key West. You will be engaged in wrestling matches, naked of course. And, by the way, you will have to take your pills too. The two younger boys will be pitted against each other and you two older boys will also be pitted against each other during the matches. The winner of the each match will receive twenty dollars and the loser will get a purse of ten dollars. There will be five matches, so each of you will earn between fifty and a hundred dollars depending on how good you are at wrestling. Again, I’m sure the tips you will provide your keepers will be generous.

Mr. Cunningham will have an audience of about three hundred people watching you boys wrestle. They will bet on each match and the proceeds left over will go to the upkeep of the camp. So the way we see it is a win-win for us. Any questions?”

“You mean we just have to wrestle?” George asked.

“Yes, Georgie, you just have to wrestle, but the rules will be explained when you get in the ring tomorrow. “

Actually, it didn’t sound so bad. After all we were getting used to being naked in front of strangers, and, heck, each of us had wrestled before. What boy hadn’t?

After the girls had retreated to the galley and Stoddard had gone to the wheel house, we chatted. Georgie had released his hold on Joey’s now erect penis and was rubbing is hands and spouting off, “Man this is going to be easy!”

Jake caught the nuance in George’s remark, “What do you mean easy? I’m gonna whip your ass! “

So uncommon for George, he smirked confidently, “Yeah, right, Jake. You’re gonna whip my ass. In your dreams.”

Again, I took a leadership position, “Okay, okay. Nobody’s going to whip anybody’s ass.”

Joey, having regained some composure had to joke to me, “Well, you think you can take me?”

“I think so!” Actually, I wasn’t sure. He had me by age, but we were about the same size.

“Well, all I know is Angie’s gonna whip your ass tonight.” He had to remind me and punctuate it with, “for real.”

And, whip me she did. She really had become quite expert with the strap. I thought it was about time for me to man up and take it without crying. Maybe it was my age, maybe my emotional state, but after six stinging welts, I was tearing up. By the time she finished the ten I had been prescribed, I was crying and rubbing my heated ass.

As I fidgeted in the rack to try to find a comfortable position, Georgie slid in next to me. He didn’t ask. He just did. Immediately, he reached between my legs and began playing with my dick and balls. And, I let him. It did feel good, and my fear of being labelled “gay” for letting him do such a thing had disappeared weeks ago. Though, I must admit, I wondered if I had been transformed as a result of that summer’s voyage.

The next morning we were gathered on the aft deck. Stoddard showed up with a red rubber bag of some sort with a hose dangling beneath it. “Do any of you girls know what this is?” None of them raised their hands.

It looked familiar to me. My mother had one of those in the bathroom somewhere. I had a vague early memory of her plugging the nozzle end of the hose into my butthole when I was younger. I recalled the satisfaction on her face as the contents slowly were forced into my body. I recalled having to squeeze my ass cheeks together in order to make it to the toilet where I was allowed to release the watery, soapy contents of my bowels. As memory served, it actually gushed out.   I think she actually enjoyed doing it to me. She made me do it again. But the memory was hazy at best. I certainly didn’t want to share my memories for fear they might be accurate.

“This is an enema bag. We use it on little boys to clean out their poop chutes.” She chuckled at her cleverness in describing it. My memories were immediately validated. That is what it is. “We will put warm soapy water in the bag, stick the nozzle end deep into the boy’s butt holes and slowly squeeze the bag until it empties into their bodies. It should flush out the contents of their bowels so they are clean as a whistle on the inside as well as the outside. You will each do this with your boys this morning. It will be ‘wash, rinse, and repeat’ at least three times to make sure they’re clean. The reason we want them nice and clean is Mr. Cunningham’s guests will be exploring their bodies prior to placing their bets and we wouldn’t want anyone’s fingers fouled but unclean boys would we? Jake, get up here.” Jake walked toward the first mate apprehensively. “Assume the frog position!” He did as he was told still having a great deal of apprehension. “Have you ever had an enema before?”

“No ma’am.”

“Well, you’re about to have one right now.”

He was scared. I could see the water welling up in his eyes as Stoddard prepared a soapy bag of warm water. “Now girls you can use hot water if you choose. But it shouldn’t be cold. Warm or hot. We’ll use the pine disinfectant the boys clean the heads with as the soap. No need to waste the hand or dish soap, is there?”   She shook the bag to mix the contents and added more water until the bag bulged. “Bethany, please hold the bag above him.” Bethany took the bag and did as she was told. She was fully intrigued and smiling as she watched in gleeful anticipation of Jake’s unpleasant demise. Stoddard shoved her finger in Jake’s hole and move it in and out. “You have to loosen the hole a bit before you…” She shoved three or four inches of the nozzle end of the hose into Jake’s anus “insert the hose”. Jake lunged and grunted as she did so. Then she released a small valve on the hose. As the bag was slowly squeezed by Stoddard we could all see the frightened reaction on Jake’s face. “Don’t you let a drop out, young man. I’ll use the belt if you do. You hold it in you until I tell you to let it loose. Jake was crying a bit and we could see his gut extending a bit to accommodate the water. After emptying it into him and removing the hose, she made him lie still again reminding him not to let a drop leak out. The kid was straining to keep the contents within him. “Now we’ll let him lie here a short while so the soap can do its trick.” After he agonized trying to keep the water and soap in for a few minutes, Stoddard told him to jump overboard so he could release it. He did quickly for fear he’d leak on the deck. As he hit the water there was an immediate show of relief on his face. He’d released the contents into the water of the cove where we’d tied up. The water was so clear we could actually see the fecal remnants as they were released into the water around him.

“Now girls, I want you to clean each of these urchins’ bowels at least three times before you give them a thorough bath. I want them clean inside and out. Mr. Cunningham is a big donor to our camp fund and we want to keep him happy. After you get them clean, give them their pills. We want them hard when the van arrives. And bring some extra pills for the inspection period just in case the fondling doesn’t do the job.”

As she left, she gave the bag and bottle of disinfectant to Bethany and said, “Two more times for Jake. Then Angie you need to do Sean so you can supervise while the other girls flush out their boys.”

After Jake had gone through the humiliation of a public enema three times it was my turn. Angie had a big smile on her face as she prepared the mixture for my first round.

Joey could see my apprehension as I lay there with my boy parts and hole fully exposed. He tried to save me the agony. “Why don’t you just let him shit in the water. Just throw him overboard and tell him to shit.”

“No, I want to do this to him. Besides he needs to be clean in there and there’s no soap in him yet.” I could feel her finger enter my hole as I stared at Bethany who stood over me holding the bag. Angie slid two fingers in after the initial intrusion. She slid them in and out as both boys and girls watched with interest. Then with eagerness she grabbed the nozzle and shoved it way into my bowel. It felt like she shoved it in much further than Stoddard and Bethany had done to Jake. I could feel it in there. Then a warm feeling grew first slowly then more rapidly as I felt the contents of the bag empty into my body. All I can say is it was very difficult to maintain the contents. My body wanted to expel it, but that strap and Angie’s willingness to use it helped me in my resolve not to leak. She laughed and Julie, being Julie, pressed down on my stomach. It was all I could do to maintain the contents, but somehow I did. “Now, jump in and let it go.” I hesitated with the thought that the contents of Jake’s bowels were released in the same area just moments before and who would want to swim in that cesspool? But the discomfort of the cleansing liquid was more ominous than what the water might hold and I jumped in. My ass hadn’t broken the water before the gush of my intestines splashed in the same water my body would soon occupy. It’s still disgusting for me to think about, but I did it. Then Angie flushed me two more times before I was told to wait for my bath.

Georgie was next. Like Jake he cried from fear of the ordeal. Finally, it was Joey’s turn.

He objected as usual. “I’m not swimming in their toilet.”

“Oh cut the shit, Joey. It all sank or drifted away. Look the water is clear.” Kathy tried to squelch his objection. “Get your ass down in position or I’ll get Miss Stoddard.”

Angie jumped right in, “You don’t need to bother Miss Stoddard. I’ll beat him for you, if he doesn’t cooperate.” Angie snapped a warning strike to his right thigh. He complied.

Julie had to get her evil attitude involved, “Kathy, if I was you, I’d use hot water not warm. The hotter the better. I think Miss Stoddard would recommend it too.”

She wasn’t wrong. Stoddard would have wanted Joey to hurt anyway that could be accomplished. We all knew that. So Joey’s enema was extra hot and he was extremely uncomfortable even with his resolve not to give the relentless girls the satisfaction of hurting him. His facial expression and the tearing in his eyes were definite indicators the hot water was extremely uncomfortable. But, he toughed it out. As he lay there with the contents of the enema bottle in his gut, Julie began pulling on his penis and pressing on his stomach to try to make him leak. And dribble he did.

“Look he leaked. He needs the strap, Angie. He leaked.”

Angie showed some compassion. “If you hadn’t pushed on his stomach he probably wouldn’t have though. So we’ll just make him clean up his mess once he’s clean inside.”

“I’d beat him, if I were you.”

In a rare moment of sensibility Angie replied, “But you’re not me, Julie. We’ll do it my way.”

After we were clean on the inside, the bathing started. The girls had been instructed to be especially certain our balls, dicks and assholes were spotless.   “And don’t be afraid to use the scrub brushes wherever they might be needed.” And, they did. Angie used the stiff bristled brush on my anal area and it really hurt. She warned me not to complain or she’d use it on my dick and balls. That was all the threat I needed. She did use the brush on my knees and elbows, as well as my hole, but I dodged the bullet on the genital scrubbing.

Following the cleaning we were assembled once again for Stoddard’s inspection. Apparently we passed as no one was reprimanded and no one had to go through a second cleaning.

After our boner pills had kicked in, Cunningham’s van arrived to pick us up. At least we weren’t going to be paraded naked through the town of Key West as was the customary way for us to meet the public so many times before.

The van was driven by a woman considerably younger than my mother, the Captain or Stoddard. I’d guess she was in her late twenties at the most, but what does a kid know about the ages of older people? She was immediately drawn toward me.

“He’s beautiful. Look at those muscular little calves and thighs.” At least her eyes weren’t drawn to my rather elongated penis first. “Oh my God, his thing is really long, isn’t it?” Angie just nodded in agreement as the woman cradled my balls and flicked my penis with her index finger. “Hard as a rock, too! “ I knew better than to hurry her playing with my package so I stood there letting her explore. “He’s going to be a real attraction today.” Then she said, “Honey, my money’s on you this afternoon. Who will you be fighting?”

In an effort to cast her attention elsewhere I pointed at Joey, and she moved on to him. “You’re pretty muscular too. But, your dink isn’t quite as long, but it is respectable. Gee, I don’t know who I’ll bet on. Maybe both of you. Just look at how tan you boys are! You must spend a lot of time naked and in the sun.”

Kathy spouted, “They have to be naked all the time. They aren’t allowed to wear clothes.”

Not to be out done, Bethany had to add, “And, they have to let anyone who wants to feel their dick and balls.”

“I’ll bet that happens a lot, huh?” She directed her gaze at Joey’s face looking for a response.

Joey being Joey just said, “All fuckin’ summer! And, we’re kind of tired of it.”

Angie swatted him with the belt and mumbled, “Watch your language.” Joey just cast a dirty look at her.

“You girls get to spank them with the strap?” The young woman was surprised.

Again Bethany spoke out, “Only Angie or Miss Stoddard. Julie used to do it, but now it’s Angie’s turn.”

She had moved on to Jake without acknowledging Bethany’s remark. “Gosh, you’re a red head and you’ve even tanned. How old are you, buddy?”

“I’m ten.”

“Do you like being naked in front of girls and women?”

Being afraid of giving the wrong answer he just said, “It’s okay, I guess.”

“And look at you. Kind of skinny aren’t you?” She felt Georgie’s sides and then directed some momentary touch to his boner and ball sack. “You boys are very handsome. I think Mr. Cunningham’s guests are going to be very pleased with the eye candy and the opportunity to explore your bodies. I think you’ll find the whole day fun. Miss Stoddard, can we load them up?”

“How are we going to do this? The van will hold eight, and with you…”

“Oh we can take the boys, the girl with the belt and you in one trip and get the rest of the girls and the Captain in the second load. The worst part is I’m not going to be there to watch the guests play with the boys’ packages during the second trip. I do love to watch folks feeling their little penises,” then she jokingly said, “not that you two don’t have respectable sized penises.” And, she chuckled to herself.

The trip was unremarkable. We were made to sit spread eagle the entire way, but really no one on the road was high enough to take advantage of the show. I had to sit in the shotgun seat and occasionally endure the driver’s fondling, but that was nothing new to me. When we arrived to Cunningham’s estate we were actually driven to the large grassy backyard where tents that reminded me of funeral tents were set up around a big wrestling ring. We sat momentarily and just took in the view of the hundreds of mostly adults walking around all dressed up each carrying crystal drink glasses. There were children, but not many. Most were young girls who were also dressed in what I would call formal attire. There were only four boys I could see in the entire group of hundreds of people. They were wearing formal short shorts and white shirts with ties. At any rate, when the van stopped, all eyes were on it. Everyone turned obviously anticipating our getting out.

The side doors were opened by two men dressed in what looked like waiter attire and Stoddard got out. She motioned to Angie who followed her then the warning, “You boys will get out and don’t even think of covering up. You let those peckers bounce around. These people have invested a lot of money to be here and they want to see what you’ve brought to the party. Understand?” With that the three from the back got out to the cheers, ooooo’s and ahhhh’s of the crowd. Then one of the waiters opened my door. I slid out of the seat and my five inch erection bounced up and down. I heard more than one “Wow!” or “Look at that one! “

We were offered a drink of lemonade and then shuttled to a small stage height platform. Stoddard told us to assume the “frog” position. We all lowered to our backs and slid our soles together and put our hands under our head. There we were in the most vulnerable position we could be in. We were repositioned by the waiter looking guys so our bodies were more reachable for the guests. Then the procession began.

A lady dressed in a very frilly dress approached my splayed lower body. She immediately went to my ball sack and began fingering my testicles. “Look here, Honey, this boy is really blessed.   See his little peter? It’s very long for a child his age and the head is pretty big too. Wanna feel it?” What I assumed was her daughter, who seemed pretty close in age to Joey and me, came forward and began retracing her mother’s plan of attack. Grinning as she moved my marbles from side to side with her finger and eventually squeezed my engorged glans.

“It’s real hard, isn’t it Mom?”

“Yes, it is and it is long for a boy his age too. Do you think he’ll win his fight today?”

She shyly nodded her agreement.

“Stand up, boy!” the mother demanded. I wasn’t sure I was allowed to. I looked for direction from one of the girls or Stoddard but they were all gathered at the far end of the stage and drinking lemonade. Then there was a slap to my inner thigh. “I said, stand up.”

I did as the persistent woman ordered, “See, Honey, sometimes you have to be firm with boys. They don’t follow directions very well.”

As I stood there with a hand print on my inner leg, I was a bit pissed. The female offspring of that bitch spouted off, “I know they are that way at school too.”

“Well, maybe they should all be made to stay naked so we can control them with their tools. They’d listen better that way, wouldn’t they?”

She began feeling my legs. She slid her hands up and down from my crotch to my ankles. “He has good bones, Baby, he could be a winner. His legs are incredible. They are well defined and look at these calf muscles. He is really a keeper. See how tan he is. Even his little poker there is tanned. Yeah, I like this one.”

An older woman standing there listening to the interchange added. “Yes, he’s a looker isn’t he. I wish we had slave boys. I could never get tired to looking at him. Cute face, beautiful eyes, gifted package, and you’re right Lisette, the legs are to die for.”

“Grandma, you like this one too?”

Now I knew the family connection.

“Yes, Baby, I certainly do. He’s got my vote, if for no other reason his handsome body.”

I felt her long fingernails at the ends of her wrinkled boney fingers tickle my ball sack. She did pinch my glans as well before moving on.

I’d say we all got pretty chaffed having been examined and prodded by all the folks in attendance. Even the men managed to feel up my legs and occasionally some of them explored my genitals. I knew from my occasional glimpses the others were also being accosted as they people filed by to fill in their betting cards.

My penis and balls were a big draw to most. My legs were commented on, and, more than once, the tattoo got a mention. But then we all had the tattoo. Most of the male examiners were intrigued with our holes. They fingered them and mumbled stuff like, “How do you think it is? Tight?” or shoving their fingers in “This one is looser than that one.”

It wasn’t until a half hour later we understood the interest in our anuses. We were marched into the ring. At each end there was a table with a big plastic penis looking thing. Mr. Cunningham entered the ring and spoke into a microphone. He welcomed the guests and told them we boys were going to make their afternoons really pleasant.   We knew we’d be wrestling nude for all these viewers. But, what we didn’t know were the rules.

“Boys we will be pairing you off. Each pair will be given two of these dildos. That’s the big plastic penises on the tables. The two of you will wrestle until one of you buries the whole plastic penis in your opponents butt hole. Once the penis is certified by the official as being completely encompassed in your opponents hole you will be dubbed the winner. You may use any of your opponent’s body parts to help you position him. You can grab his erect penis, his balls or whatever to flip or turn him. Nothing is off limits. You, of course, might end up having to fight over the control of a dildo, but that’s part of the excitement as well. I know those dildos look big. They are based on the size of an average grownup’s erect penis. They look and are much fatter than yours and they are all about eight inches long. You’ll note the tip is that of a circumcised penis so it should go in with minimal pain. Remember, you have to pin your opponent and push the penis in as far as it will go. Right up to the base. Both the winner and loser will be paid for their efforts. Of course the winner will be paid very handsomely and the loser, not so much. Good luck.

Now the first two contestants are Sean and Joey. Which of you are Sean and Joey?”

I coyly raised my hand. Joey wasn’t looking too happy with the whole thing, but he took a step forward.

“Whoa, this little guy is about as long as the dildo,” he said raising both of my hands over by head so my erection was fully exposed.   “And, this one is closer to the thickness,” he raised Joey’s arms. “This should be interesting.”

“You boys need to get into the frog position before we start. “ Both of us apprehensively got down on the mat and assumed a position we both knew so well by now. After doing so, two of the waiters came into the ring carrying big cans of something. It was more than evident the contents of those cans were going to be emptied on us. “Oooohhhh, I forgot to tell you, to make this more interesting and safer for you boys we’re going to coat you and the mat in olive oil. You will find it hard to keep a hold of each other body parts, especially your, shall we say, third legs, but the dildos should slide in easier. I’m sure standing up will be a problem as well. That said, go ahead and coat ‘em.”

The waiters dumped those large cans of olive oil all over us and it actually puddled on the mats. And, yes, it was slippery as hell. Actually as we tried to rise to our knees we both slid and fell flat next to each other. Both of us actually started to laugh along with the hundreds in attendance.

While we were lying on our stomachs trying desperately to rise to our knees, two plastic penises were thrown into the ring. “Here you go. These should stretch those little boy butt holes quite a bit.” Mr. Cunningham shouted. The crowd laughed again. “Hey get the boys over there to watch this. We want to train our own to do this so we can schedule this more than once a year.” Turns out he was talking about the boys in those short shorts and shirts and ties. They were going to use us as a training demonstration.

I felt Joey’s arm reach around the small of my back. He was trying to turn me over but his arm and hand just slid off. Then I could feel him trying to shove that plastic dick into my ass, but it too slid from my crack and Joey lost his grip on it. It was enough to indicate that Joey truly was in this to win. I managed, after having my hand slip out from under me a couple of times, to push up and fall over onto my back exposing my oil covered stiffy to the audience. Joey hadn’t accomplished that yet.   But he did grab my hard-on with his right hand and try to use it for leverage. It slipped from his grip. We couldn’t help but laugh. I managed to grab one of the dildos and orient it so the business end was sticking up, but was unable to get it to Joey’s ass.

A male voice from the crowd hollered, “Use your fingers first. You gotta stretch his hole before you stick the dick in it.” I don’t know who he was hollering to. I was able to insert my middle finger of my right hand in Joey’s hole and I tried to use him to pull myself to my side. My finger slipped out as easily as it slipped in. I reinserted it and hooked it so I could maintain my hold longer. He very definitely didn’t like it being in there and yelled “ow, ow, ow” as I used it for leverage to pull myself to my side. The discomfort must have given Joey the determination to flip to his as well. There we were. Joey on his side facing the crowd, penis jutting out parallel to the mat and me pressed against his back. I fumbled trying to find one of the plastic implements. “Use your own. Stick yours in his butthole, Boy!” A woman yelled from the crowd. The audience laughed. Our humor had subsided and now we were into a frustrating competitive event just wanting it to end.

I felt a dildo at my calf and tried to reach it while still having an arm draped over Joey. My fingers found the sex toy but the oil kept me from grasping it.   Joey was able to throw my arm off as he slid to a face to face position with me. I continued to fumble around for the dildo. He smiled and showed me that he’d managed to hold on to his. “I’m gonna shove this right up your ass, Sean.”

“I don’t think so.”

“Oh, yeah, it’s going all the way in.”

I tried to wrest the dildo from his hand, but my hands couldn’t maintain a grip. I could feel my hand slide up the shaft, over the glans and off the hard object. Somewhat angry and frustrated, I slid my hand under his scrotum and between his thighs and managed to reinsert my middle finger in his hole. I hooked it and pulled. Joey’s body slid upward on the greased mat. Now his erect penis was pressing against my nose.

Some man in the crowd had to yell, “Go ahead suck on it, Boy!” I heard it but quickly ignored it.

“Yeah, Sean, put it in your mouth,” Joey jokingly repeated.

While he was making his remark, my left hand found and captured the base of one of the dildos. With his dick head bouncing around my nose and mouth, I managed to force the object between his legs. It was at an awkward angle and I couldn’t find a way to drive it home. I couldn’t find the hole as the tip of the plastic penis slid up and down his crack. Meanwhile he tried to bend his body over my head so he could get to my ass.   His dick was now pressed firmly into my face. The crowd began chanting, “suck it, suck it, suck it”. I kept my mouth and lips firmly shut lest it accidently enter. The thought that he might get so excited he’d shoot his wad into my face did momentarily occur to me. Continuing to aimlessly jab his ass with the head of that dildo, I tried to reorient my body to get his dick and balls from pressing into my face. It was impossible to get the necessary traction on the mat. My legs just slid along its surface and I was going nowhere.

As he reached over my body further, he had to pull himself up further on my head. His crotch was now past my forehead, but I could feel him stretching my hole by prying it with both of his hands. The fingers slid in and out before he could stretch it to the point it hurt. But I could feel the glans of the dildo pressing against my opening. He kept grunting in frustration as he tried to force it into me. I was desperately still jabbing at his anal area with the one I had in hand, but unlike Joey, I was doing so aimlessly.

As a means of trying to force my submission Joey rammed his right hand between our bodies and grabbed at me penis and ball sack. Surprisingly, he managed to grasp my testicles to gain some leverage. It hurt. My attention went from clenching my cheeks together to limit the dildo’s access to wanting to release the pressure from my balls. I grabbed at his hand several times. I was aware of the pressure at my anus, but my balls were the immediate concern. I felt a pop at my anus and then there was continuous sliding on the sides of my opening. I could feel the force of the plastic implement as it forcefully rearranged my internal organs as it was driven home. A whistle blew. It was over. I’d been impaled by the plastic dick, and apparently Joey had driven it in deep enough to win the match.

My legs were jacked up by the official and the bottom of the dildo projecting from my anus was displayed to all in attendance. The result was groans of disappointment mixed with laughter. I heard one of the boys in the audience say to the boy next to him, “Wow, the whole thing is in his butt. How’d he do that?”

Mr. Cunningham took the mike and said, “Don’t worry, Son, you have a few more chances to even the score.”

My thought was “Get it out of me, and I don’t want another chance.”

I was slid across the mat with my legs still held back and one of the women in the audience unplugged me. I heard her remark, “Sure glad they have to flush you guys out before the match, or this could have been messy.” She slid her hands around over my oil covered scrotum and penis and suggested, “Rest up a little, round two is going to begin in fifteen minutes.” She continued to rub my stuff and coached, “Your buddy there will have the advantage because your hole is wide opened now. Try tightening your muscles down there and maybe it’ll close a little before the next round.” She released my dick and playfully patted my ass and rejoined the spectators.

As it turned out, Joey won three of the five matches and managed to amass eighty bucks. I only had seventy, but that was close enough. He had to “tip” Kathy with forty of it.   I had to do the same for Angie with thirty five. I remember Joey complaining, “Fifty percent? What’s with that?”

Stoddard just responded with, “She had to get you ready and that wasn’t very pleasant. And, this time you got to keep some. So don’t be an ingrate, Joey.”

We left the dock at eight in the morning and headed north. Soon we’d be docked in Massachusetts again, and as apprehensive as we all were about what would be required by our parents we looked forward to being back home.

(The End)