Boarding School (39 page)

“Aye, aye, Captain,” I accepted Fatso’s request. Besides I was interested in snooping around below myself. But a few minutes later, while Matt and I were inspecting the master’s cabin, Sweetie suddenly appeared in the doorway.

“Take your clothes off, boys,” she ordered. And then she came on in with us and closed the door behind her. “We’ve decided that during this trip we’re going to teach you boys how to do three ways.” At that, Sweetie began to pull off her own clothes. We did as we were told and in a moment, as the engines droned on, the three of us stood there naked and looking at each other.

“Ok now, let’s all get on the bed together,” Sweetie said.

* * *

When we finally made the island, we tied up for a short while at a marina on the leeward side so we could take on more fuel and provisions, and then we continued on around to the island’s windward side. There, eventually, we tied up at our hosts’ private dock. And when we stepped off the boat, the thing that surprised Matt and me the most was how secluded the place was. Although we had passed other homes while we were cruising around the island, there were no neighboring buildings of any kind in view from this property.

“See,” Fatso began to explain. “You boys can swim here in the ocean any time you like.”

It was true. Fatso and Sweetie did have their own private beach. And when we walked up to the house, we discovered we were in for a few more surprises.

“How do you boys like the pool?” Sweetie asked.

“Cool!” Matt replied.

“Great!” I agreed.

The rambling one-story house had a large cement patio in back facing the ocean with a big rectangular-shaped swimming pool set in at one end. Neither Matt nor I could believe it. For the next three days, we were going to be living on an island paradise with complete privacy. No upperclassmen coming around to bother us, or to listen in on what Matt and I were talking about. The whole idea was exciting to us both.

“I’ll show you boys where your room will be, but first we need to tell you about our rule that you must observe while you’re here.” Sweetie’s tone suddenly sounded ominous.

“What’s that?” I asked.
Oh great,
I thought to myself.
Just when it was starting to seem good around here.

Sweetie then turned her head to look at her husband. “Honey…. why don’t you tell the boys about our rule.”

“Oh right,” Fatso then looked at both of us with a serious expression on his face. “Ok, boys, the rule of the house is that as long as you two are here, you cannot wear any clothing at all. We don’t wear clothes either when we’re here.”

“Really?” Of course this wasn’t the first time we had been told that we couldn’t wear our clothes all weekend. But the idea of running around naked for a couple of days in this hot tropical paradise sounded like a lot of fun to us. So after looking at each other quickly and smiling, my roommate and I decided that complying with this rule would be no problem. “Yeah, we’ll do that,” I agreed.

“Ok, sure!” Matt’s grin made me think that he was ready to pull his things off right now where he stood.

“Now,” Fatso continued, “you can wear your flip-flops if the ground gets too hot or if you need to protect your feet when you go down to the beach. And at night it usually gets a little cool here so you can put on only what you need to make yourself warm. Like maybe a sweater and nothing else for example. But during the day… absolutely no clothes. Got it?”

“Yeah,” I confirmed.

“Sure,” Matt did too.

“Ok, then,” Sweetie continued. “Let’s go inside and get settled.”

When we followed our hosts into their house, I found it odd that the place seemed to be unlocked and already occupied. The room that Matt and I were given had one huge king-sized bed in it. When we saw it, Matt and I gave each other knowing smiles, and then we set our bags down on the floor.

“Take off your clothes now and then come join us in the living room, boys,” Sweetie said to us. And then she left us alone to carry out her instructions.

A few minutes later—now naked—Matt and I walked into the living room and discovered something else about this weekend that we could become excited about.

“Oh come on in, boys,” Fatso said when he saw us. “I want you both to meet Conchita. Say hello to the boys, Conchita.”

“Hola!”

For an instant Matt and I were embarrassed and we instinctively reached down with our hands to cup them over our genitals. But then we realized that this ravishing girl of eighteen or nineteen was just as naked as we were.

Fatso saw our reaction and smiled. I guess it amused him to see that in spite of all the people that Matt and I had been naked in front of for the past few months, we still had a tendency toward modesty. “Conchita just came to us recently from El Salvador. We’re training her right now as our housekeeper.”

“Hola.” I smiled.

“Me too,” Matt added.

That night, Fatso took Matt and me into his room with him to continue the threesome theme we apparently had for the weekend. He told us that there was more money in threesomes and so he wanted us to be able to handle them as well as we were handling everything else we did. And we found his training to be pretty thorough, too. At first he had Matt and me team up to work on him, then he took Matt as his partner and the two of them worked on me, and then finally Matt became the object of our efforts when Fatso and I paired up. Matt and I were always very careful to do everything that Fatso asked of us. He always treated us kindly, but at the same time it seemed to both of us that if provoked, he could become very abusive and even dangerous if he felt the need.

The next day, Matt and I went skinny snorkeling in the ocean, a short distance down the beach from Fatso’s dock. Matt and I were both finding our visit to Captiva to be a truly enjoyable experience. In every sense of the word we were on vacation, and all of the pressures we had been carrying around since our arrival at the Academy were now more than a thousand miles behind us. And as we peered through our masks at the world below the waves, and watched an angelfish which seemed more curious about us than we were about it, I couldn’t help but be reminded of the great trips my dad and I had taken to places like this. And then Matt and I surfaced together to talk.

“Did you see that?” Matt was excited as the waves washed past us.

“Yeah,” I answered as I pulled my mask off of my head and planted my feet on the sandy bottom.

“He came right up to my mask and looked at me, and then he swam away.” Matt’s voice sounded as if his nose was pinched shut—which of course it was.

“That was pretty cool, Matt!” I observed as I felt salt water dripping from my hair and face.

“Man, that’s the first time anything like that’s ever happened to me.” Matt then pulled off his mask too. Once he could speak normally again, my friend was ready to change the subject. “Clint?”

“Yeah?”

“You never told me what was in that letter you read from your folks the other night.”

I was surprised that my roommate was selecting this moment to bring up a subject like this. On the other hand, this was the first time in months where we knew for certain that we could talk freely and without being spied on. “Oh, well, my Mom just congratulated me for getting all A’s on my midterms.”

“What? Clint, you blew your midterms. Come to think of it, so did I.” Matt’s excitement was now tempered by reality.

“Yeah well, I’ve been thinkin’ about it and I’ve decided that the Academy must have changed all my grades before they mailed the report card to my parents.”

“No shit?” Matt suddenly sounded excited again. “Huh! That means that I probably got all A’s too.”

“Probably,” I agreed.

“Man! I never got all A’s before in my life. I came close a bunch of times, but this is the first time I ever got A’s on everything all at once.”

“Yeah well, just so long as your aunt doesn’t get suspicious or anything,” I cautioned.

“Naw,” Matt assured me. “I don’t think she ever bothers to open the envelopes when they come.”

I suppose we should have taken this matter more seriously, but for a while now grades had ceased to be important to us. And now, if the Academy was going to just give us A’s anyway… well, I guess Matt and I simply figured that if the Academy didn’t care how we did, then why the hell should we be concerned. Then Matt had another idea. “Hey! Maybe we ought’a just skip going to our classes altogether now?”

“Naw, I don’t think so, Matt. After all, the place is still supposed to be a school and most of the kids there don’t know anything about the stuff we’re doin’,” I reminded my friend.

“I suppose,” Matt now sounded depressed again. Then, in a quieter voice, he changed the subject again. “Clint?”

“Yeah?”

“Does it still bother you to have sex with guys?”

“No. I don’t think it does anymore. How ’bout you?”

“It used to. But it doesn’t seem to now. It just seems like having sex is having sex. It doesn’t really matter anymore who I’m having it with.”

“I know what you mean. It’s like… I don’t know, shaking hands with a bunch of people in a crowd. As soon as I’ve shaken the hand of one person, it’s over with and it’s time to move on to shake the hand of the next person. Only we’re shaking dicks instead. Do you know what I mean?”

“Exactly,” Matt understood my simile. “Jeeze… I’m so horny all the time from all the coke we’ve been doin’, I’m usually willing to stick my dick into any hole I can find—male or female.”

“Yeah,” I agreed. “Me too.”

“Of course, I still enjoy boning the women when they come to the inn,” Matt wanted to make sure I knew that he hadn’t abandoned the straight life altogether.

“Well, sure,” I agreed. “So do I. In fact, how much you want’a bet that we’re gonna get a crack at Conchita tonight?”

“No bet!” Matt then shrieked and launched himself backwards into the water until he was floating on his back in the waves again. “I heard Sweetie say this morning that it’s now her time of the month so she wants us to train with Conchita tonight. Yahoo! I can’t wait to stick my dick into her,” he hollered. And then he took his penis between his thumb and forefinger and started to stroke himself as if he were beginning to masturbate right there in front of me. “Owoo!” he shrieked again.

Matt’s actions caused me to laugh. And then I watched Matt stop his hand movements suddenly and stand up in the water again.

“Hey, that actually feels pretty good.”

“I’m sure it does,” I understood.

“Hey! I’ve got another idea. Let’s put our masks back on and then float on our stomachs and jerk off in weightlessness in the water to see what it feels like.”

At first I was a little embarrassed at this idea. “Are you kidding?” “No really! It’ll be cool. Come on, let’s do it!” He wouldn’t stop encouraging me to go along with him on this one.

“Ok,” I finally gave in. And so I put my mask back on while at the same time I watched my friend put on his. And then once we both had our snorkels back in our mouths, we resumed floating face down so we could discover together the unique feeling of freedom which comes from ejaculating in a weightless environment.

The weeks between Thanksgiving and Christmas that year seemed to go on forever. As word spread about the availability of young boys at the Friendly Inn, we began to receive customers from all over New England and New York. Before long, the sheer volume of customers waiting to have their turn with us had grown to the point where the four of us were made to add Monday and Friday afternoons to our work routine. It was obvious to us that by some method, the services of boy prostitutes were being heavily promoted. But what we couldn’t understand was how it was that people in law enforcement weren’t hearing about us. We kept hoping for the day when the local police or the FBI would kick in our motel room doors and save us from our tormentors, but no one ever came. And even if the advertising for us was being done only by word of mouth, how was it that the authorities could not have heard about us? After all, didn’t they live in the same towns as our customers?

With Tuesdays and Thursdays now the only days that we had to ourselves, we were becoming worn out. Despite our youth, the larger work load was more than we could cope with. Even the trips we continued to make over the weekends had begun to lose their intrigue for us. So in no time, Matt and I found ourselves longing for the day when it would be time for us to leave the Academy for Christmas break.

During stolen moments when Matt and I believed that we could talk without fear of being overheard, we decided that our upcoming vacation would be the occasion we would use to leave the Academy for good. To keep from arousing any suspicions, though, we reasoned that we would pack normally for our trips, and then we would leave all of our other belongings behind. If later on the Academy would end up shipping our things to us, everything would be fine. But if they chose, instead, to keep our things and not return them to us, we figured… so be it. After that our plan called for me to talk with my parents and for Matt to talk with his aunt about arranging for us to be sent somewhere else together—preferably out of the country since we had no idea how vast Fatso’s network of associates really was. Because even though Fatso was normally very nice to us, we were certain that the man was capable of meting out reprisals against us if we didn’t show up after the break to do our part to keep his empire going. And if need be to get our point across, we were prepared to tell our families everything about what had been happening to us. We knew that revealing to our loved ones the truth about what we had been doing with strangers in motel rooms would be a hard thing for us to handle, but getting off of cocaine was bound to be a lot harder. Yes, on top of everything else, to accomplish our goal of breaking free from the Academy forever, we each figured that we weren’t going to be able to avoid going through withdrawals to get off of the drug. But in our naive and drug-addicted minds, we determined that somehow we’d find a way to tough it out.

“That’s one of the reasons why we make you little guys do only one year of this duty,” Artist told me after I had confided in him one morning about how exhausted Matt and I had become from the constant grind of having to perform sex acts all the time.