Adults Only - S/M, Spanking, and Gay Male Sex
Free Willy 4 - The Cruise
By Kemer (kemer @ aol.com)
When Jesse graduated from high school, reality set in. He only had a vague sense of what he wanted to do with his life. He was only an average student, but he figured he'd have to go to college in order to fulfill his dream of working with whales professionally. He needed to earn some money, since he had no scholarship offers, but he did have a small degree of media celebrity. Though he was now grown, he was still recognized often as the boy who had "freed Willy" more than once. That celebrity brought Jesse an unusual job offer. A cruise line offered him a position leading whale watches. The pay was a lot more than any of his other prospects, so he called them and went to see them. The two men who ran the company met him. They explained that the cruises were a month long, so they always were on the lookout for different ways to entertain their customers over the length of the cruise. To them, it was worth paying him so they could advertise that the whale watches were led by the Free Willy boy. To Jesse, this was the perfect job, and his mind raced with how he would structure the curriculum, running the watches like classes.
Then reality entered. They asked him his age. Seventeen. "We can't use you. You have to be at least 18 to be on board one of our cruises. It's adults only, strictly enforced." Jesse's heart sank, the perfect job lost, when he realized and shouted, "I'll be eighteen in three weeks!" The first, month-long cruise started in two weeks, but they hired Jesse anyway. The whale watches would be taught in a separate boat, so he would work out of that, teaching two classes that first week. They'd fly him to the port-of-call they would be at on his birthday and he could officially join the crew. They'd celebrate with a party in his honor. Of course Jesse accepted. What a blast it would be.
During the next two weeks, Jesse got to see the cruise ship several times as he met with his fellow staffers on the docked ship. They were mostly guys in their twenties and thirties, very friendly and helpful. Some of the guys never seemed to wear shirts. There seemed to be no dress code aboard this ship, Jesse noted. Jesse himself wore progressively less clothes each time he went, and wouldn't you know they'd take the staff photos the day he wore his tight white tank top. Jesse developed crushes on several of the hunky guys, who seemed to pay him a lot of attention.
An art director made a series of posters under the heading of "Meet the Crew." They hung in the reception area where the passengers got on. Jesse's poster had his name at top, a large full-body shot of him in shorts and tanktop, surrounded by smaller pictures from the media of Willy and the younger Jesse, including one of him bare-chested at age fifteen. Jesse had always liked that picture - it made him look cute - but he was glad he had put on twenty pounds of muscle since then. It made him feel better about hanging with a boatload of studly men.
On the day the passengers arrived, Jesse wore a finely pressed dress uniform, as indeed all of the crew that made it to the deck did likewise. Jesse even made a small speech at the urging of the crowd after the captain announced his name. The crowd was all men, and they gave him a loud ovation when he finished speaking. They seemed to like him. As Jesse left the ship, he had a chance to study the crowd. He was then certain that he had signed up for a gay men's cruise. He had not wanted to ask and they previously had not told him. He secretly hoped that it was. And now he was actually going to have a ship full of gay men celebrating his eighteenth birthday. Just the thought of it inspired exciting sexual fantasies in Jesse, and he wrote them down.
Before the ship had left, Jesse had unloaded his luggage in his cabin. They had given him a small cabin, but it was all his. That way he didn't have to worry about bringing his luggage when he was to join them on his birthday. He had two days off and then he was to lead a whale watch, two days off and a second watch and then he was to join the crew. Since he had packed his best clothes, Jesse bought a new outfit to go whale watching in. His wetsuit was already aboard the small whale-watching boat.
He arrived in a white button down short-sleeve shirt with a tan knee length bathing suit and dock shoes. The class went really well. The guys were all attentive to what he said. They were mostly good-looking young guys wearing speedos. Most of the guys did not have wetsuits so when they snorkeled and swam with dolphins, they just went in with their skimpy bathing suits. Jesse and a few others wore their wetsuits but they were not really necessary since the water was so warm. After snorkeling, they had a picnic lunch. Some of the fellows with wetsuits took them off and, having nothing on underneath, went naked for the picnic. Other exhibitionists joined in and took off their bathing suits. After eating, many of the horny dudes congregated in groups or paired off in dark corners down below.
Jesse was also naked underneath his wetsuit, but he was more modest. When he had originally changed into his wetsuit, he had done so in the privacy below, but once the picnic had started, there were no more private spaces. So he returned to the deck and took it off in front of those guys who had stayed up on the deck. He tried not to look self-conscious, but he put his shorts on quick enough that he was actually completely naked for no more than five seconds. When he reach over to grab his shirt, one of the guys grabbed his wrist. It was one of his fellow crewmembers, Adam, who had come to assist on the watch, and was showing by example that nudity was acceptable. "Come on, Jesse. It's a gorgeous day. You don't need to wear a shirt." Jesse put the shirt down and smiled, glancing slyly at Adam's partially erect cock. Adam, a dark twenty-something stud-muffin with a well-muscled hairy chest, was one of the shirtless staff that Jesse had been fantasizing about. "You're right, Adam, I'll leave it off." For a moment, Jesse thought about what it would be like if he could suck that big cock. It looked to be as big as his own when half-hard, and he knew with pride that he was a well-hung young man. Thinking like that was all it took to get Jesse's own dick to start to swell. An eighteen-year old gay virgin at the height of his sexual prowess and horniness, Jesse's fantasies involved mysterious undersea races of naked satyr-like warriors who would kidnap and ravage him. Adam could very well be the prince of the mermen, the way he looked naked. Adam's hard hairy body right before him following after hours of staring at guys, some who were fondling each other, really got to Jesse. His dick got completely hard and tented out the front of his bathing suit. He turned quickly and excused himself, citing something to check on in the front. But Adam had seen it all, since he was watching Jesse's body intensely the whole time, and knew what he was looking for.
Food and work distracted Jesse enough that his hard-on subsided and he soon felt comfortable rejoining the others. He remained bare-chested for the rest of the day, and socialized with as many of the guests as possible. Everyone treated him with respect, asking him questions about sea life and ships. Throughout the day, he noticed guys were checking him out. But it made him feel good. He was checking enough of the other guys out that he was glad to be able to exhibit his own charms. He stayed away from the area down below, where more and more of the guests had disappeared to, since he knew there was sex going on there. He was intensely curious about it, and often would squint to see if he could see anything. But he was also afraid they would get in trouble since he was still underage for a few more days. As the boat neared shore, Adam approached Jesse at the base of the stairs. "I think it's wise that you don't go down there, Jesse. At least not today. I'm going to go down there and break them up since we're going to dock soon. Give me a hug." Adam pulled Jesse to him and gave him a big affectionate hug. Jesse hugged back, holding him tightly. "You did a great job today. With word of mouth, everyone on board will want to go on the whale watches. Probably more than once. You are very charismatic for one so young. Your enthusiasm for whales is contagious. I'm going to tell Mark what a good job you did. I'd ask you out for a drink with me on ship, but I know you're underage."
Jesse smiled and tried to stay cool. "I've researched the islands that we are stopping at, and they have a drinking age of 18. When we get to them next week, can I have a rain check?"
"Definitely. My treat. Hey, I better get down below before we dock. I'll see you in three days for the next whale watch. I'm definitely going again. And next time, address the only real criticism I've heard about you. You wear too much clothes." With that, Adam headed downstairs, still naked. Jesse flushed red slightly embarrassed. He could hear hoots and hollers from the passengers down below, and they were talking about Adam's hot body and what they wanted to do with it. Adam could be heard laughing it off, telling them to wait for another time.
On his days off, Jesse went shopping for some bikini bathing suits. He didn't own any, and they seemed to be what everyone was wearing on the cruise. He had outgrown the speedos he wore when he was briefly on the high school swim team a few years ago. He settled on four of them, including one that only had a front, no back, so if he felt comfortable about it, he could completely show off his ass. Those ought to complete his cruise wardrobe, since it seemed that many of the more substantial clothes he had packed, already in his cabin, would probably not get worn much. His stepparents were out of town and he spent most of his time those days in his room masturbating.
Adam reported to his boss, Mark, one of the owners, who was also Jesse's boss. Adam had had one main task to perform on the whale watch: to find out if Jesse was gay. He reported that he was about 90% certain that he was, talking about Jesse's hard-on and his curiosity about all the guys having sex. Adam talked enthusiastically about how he had seen Jesse's beautiful bare butt briefly and how he had gotten Jesse to leave his shirt off. He talked of Jesse's freckled shoulders, round taut pecs, and firm abdomen with just a touch of baby fat. Mark had chosen Jesse for the job partially because his instinct told him Jesse was gay, so he was pleased. Mark had thought Jesse was gorgeous since media clips about his oceanic heroism but he did not want to exploit Jesse in any way. He hoped that he could provide Jesse a forum for coming into his own, using all his talents. Jesse would fit in real well in the group of flirty young crew-members informally called the Bare Bottom Boys while also expanding his ocean oriented resume. In the long run, maybe in five years if his cruise business went well, Mark saw himself as a world-traveling leather-daddy master, a guy with a slave-boy. Jesse had the look Mark liked, and he was accomplished on his own, a desirable trait as far as Mark saw it. "Well, Adam, on the next whale watch, you're going to have to find out how Jesse wants to celebrate his birthday. If possible, I want you to be 100% certain he's gay, too. I want to spank him for his birthday, as is the tradition. As you can imagine, I want to take it pretty far, and I want to do it in public. I want to let others, you included, spank him too. My take is that that is exactly what Jesse wants too. A bare butt spanking."
"Mark, you're getting me hard just thinking about it. I'll see what I can find out."
Two days later, when the second group of participants on the whale watch arrived from the cruise liner, Jesse greeted them enthusiastically. His manner had changed. Recognizing on his free days that he could think of nothing but sex, Jesse maturely realized that now was surely the time to be bold and go for it. Gone was any shyness. He made eye contact with everyone and shook hands firmly. And he did all of this dressed in nothing but a skimpy bikini Tyr competitive suit. He was determined to improve his previous showing in the class. By showing off his body. In class, it got even more brazen. Jesse got his suit wet, so his impressive cock and balls could be seen clearly through the tight wet nylon. He swam and snorkeled in just the bikini also. When he helped guys with their gear, he touched them softly, and let them touch him. Adam stayed back and watched, impressed. He got what he and Mark wanted. He knew Jesse was gay.
After a full day of fun in the sun, the picnic again turned into a sex session, for the passengers and Adam and Jesse found a chance to talk. Adam was again nude and Jesse still had on only his soaked bikini. "I admit, Jesse, that you've topped yourself. You look marvelous. You obviously work out. We have a really nice gym on board. I do personal training and massage."
"I've never had either. But I'm willing to try. Thanks, Adam."
"You're not self-conscious that I want to touch you all over?
"I'm honored. A guy like you can get any guy he wants."
"Let's hope so. Hey, that reminds me, you know your birthday party in two days? The guys really want to spank you. Eighteen, you know."
"Eighteen swats? I don't mind."
"Well, it'll probably be a lot more than 18, since there are a lot of us that want to spank you. Eighteen doesn't come every day. And there's separate eighteens with hands and paddles and stuff..."
"Listen, Adam, I'm game for anything. As long as you promise to keep an eye on me."
Adam took a look down at his big fat cock, which was hardening and standing up, and then looked into Jesse's eyes. "Jesse, I can't keep my eyes off your ass." Adam turned and walked down below. Once again Jesse could hear the hollers, and one guy yelled out, "Adam, fuck me with that big thing."
Meanwhile, Mark was getting a little jealous of the way Adam had praised Jesse. Even though he wanted Jesse to help himself to all the delightful possibilities on the cruise once he turned 18, he couldn't help but be jealous of Adam, who was much closer to Jesse's age. So he decide to move Jesse's cabin so it would not be so close to Adam's and would be closer to Mark's. He did it while Adam was away with Jesse on the whale watch. He repacked Jesse's suitcases himself. This actually gave him the chance to see what kind of reading material Jesse brought along. Perhaps there would be proof that he was gay. Instead he hit the jackpot in a different way. He found Jesse's journal.
Early entries in Jesse's journal were obviously written long ago and detailed his love for whales and the sea and briefly told the tales of freeing Willy. But later entries covered Jesse's sexual fantasies. Jesse had written a tale of an undersea race of mermen who swam naked through the seas. A young man, Jason, is lost at sea but saved by a whale and delivered to them. They subject him to torturous rituals as a way of testing his worthiness to join their tribe. The boy suffers being bound, whipped, paddled, spanked. He sucks their cocks. Jesse went into great detail describing how Jason is fucked hard up the ass by the tribal king and his subsequent fucking by the other mermen. They torture him in various other ways as well. Eventually through exhibiting his strength and bravery and through sexual contact with his captors, Jason gains the power to swim naked beneath the sea at deep pressures breathing water. The detail to which Jesse had gone impressed Mark, and reading it gave him a hard-on. Surely this boy is a masochist, writing such things before he has even turned 18. Obviously, Mark eagerly awaited Adam's report on the second whale watch, but also now he really couldn't wait for Jesse's birthday to arrive.
Mark and Adam compared stories and both realized that Jesse was probably home fantasizing about what they were going to do for his birthday, and they discussed not disappointing him. He had officially approved via Adam a major spanking session with lots of guys. They knew they could go pretty far with the spanking, since they had the birthday tradition to fall back on. But any other masochistic activity, all the things they knew they had experts on board in, which Jesse himself had written about, were more problematic. First, just because he wrote about those things doesn't mean Jesse wants all that done to him. Who's to say the character of Jason is actually a stand-in for Jesse? And secondly, Mark really should not have read his private diary. So, to play it safe, they planned the birthday punishments in two parts. First, the spanking and the paddling, with as many guys as will join in, as long as they can stretch it out, in 18-swat increments. Mark knew from experience that after a brutal paddling, boytoys are highly suggestive about doing other things. At that point, Mark would indicate privately that he knows of Jesse's fantasy and offer to make it real. Hopefully, he'll go along with it. Adam said, "When you tell him, do it by calling me by the name of the merman prince in his story. I'll have my cock in his mouth at the time, just like the prince did with Jason. You, of course, can play the merman king." Mark agreed that sounded like a great plan.
Jesse awoke on his birthday and shaved and showered. His stepparents had returned the night before. They had breakfast with him and gave him presents and wished him well. He would be gone for three weeks, and if all went well, do two other month-long cruises after one week off. They wouldn't be seeing him much for now. Symbolically it was like he was leaving the house, becoming a man. He had lunch in his dress outfit at the port-of-call with Mark and the other owner, Derek. They welcomed him warmly to the crew and actually told him they were giving him full pay for the first week since he had done such a good job. Derek was not going on the cruise, but he expressed his support for Mark and his executive staff. He stressed that although it was all guys on board, no one need feel pressured, that they could do what they wanted. The crew was a fun loving respectable group and he felt Jesse had fit right in already. Derek stressed that all passengers signed statements of confidentiality agreeing not to discuss with others, especially media, anything that happened on ship. That allowed even famous people to feel comfortable on the cruise, and they often did have celebrity passengers. Confidentiality would help Jesse as well, since he was slightly famous.
When lunch was over, Jesse and Mark went on to the ship, with the birthday party scheduled for two hours later. Mark took Jesse to his new cabin, explaining that they decided he deserved a larger space. He brought Jesse to his own cabin, which was nicely decorated. He had a number of torture implements and sex toys laid out on a table. Mark was a tall handsome macho thirtyish man and Jesse felt particularly boyish in his presence. "Do these sorts of things frighten you, Jesse?"
"Actually, they kind of excite me."
"Oh really? Good answer. I just wanted to give you one chance to back out of your spanking. No one would think less of you."
"No, sir, Mark. I want to be spanked. It is my birthday, after all."
"I'm planning to spank you first with my bare hands. But I will bring these items to the party, and I know there are other men who are both passengers and crew members who will have brought other items with them to use in punishing boys like you. Do you see any items you would rather we did not use?"
"No, sir. I am brave and strong."
"Very well, but be assured you need only ask me and I will stop any particular person from any action you might veto.'
"Thank you, sir. I appreciate the opportunity you have given me. This ship is a real turn-on for me. I must admit that I have thought often of being dominated by men."
"Very well, Jesse. Use your next two hours as you wish. I'll see you at the party." After Jesse left, Mark started packing his gear in a duffel bag. He was particularly psyched that Jesse had not been turned off by any of the tools he had seen. Among the items were butt plugs and a dildo. Jesse had signaled him that even his hole was not off limits.
Jesse spent the next hour at the gym. He had a feeling his body would be on display that evening so he lifted weights to buff himself up. Then he showered and dressed. He went to the party dressed in tight black Calvin Klein shorts and a tight black T-shirt. A cheer went up from the assembled guys when Jesse entered the room. They drank a toast to him and a band played music. Various guys hugged and kissed Jesse wishing him happy birthday as he hung around and socialized. Some men kidded him about his spanking and even squeezed his buns. A large pile of envelopes represented Jesse's birthday presents. Everyone that chose to could write him a note offering him something for his birthday. He could read them after the party and redeem them later in the cruise. Boy, Jesse thought, I wondered what I would be doing on the days I don't have whale watches scheduled. I guess I know now. Socializing, redeeming presents, what a deal. The party went on for several hours until at its height, the time for the spanking arrived.
Mark spoke briefly and welcomed Jesse and sat in a chair on the stage. There was a chair, a St. Andrews cross, a sling, and massage table on the stage. Jesse came up and spoke briefly and then lay down over Mark's lap. Mark administered eighteen quick spanks on the back of his shorts, while the audience counted them out. Mark then shoved Jesse up on his knees facing the audience and pulled his T-shirt over his head and off. He stood Jesse up and let the audience get a good look at the teenager's hairless torso. He put Jesse back down and spanked him eighteen more times. Then he put leather bands around Jesse's wrists and made him stand before the cross, with his bare back facing the crowd. He raised Jesse's hands high and wide over his head in an X shape and attached the leather bands to bolts on the cross so Jesse was stretched up in an exposed position on his tiptoes. Then he reached down and undid Jesse's zipper and let his shorts fall to the ground. Jesse was not wearing any underwear, something Mark loudly complimented him for. Jesse's hard round young white ass was revealed to the cheering audience. Mark starting spanking harder on the bare cheeks, aiming each swat at a different place and watching the buns turn red, doling out eighteen on the right cheek then eighteen on the left. Jesse was stoic, taking his punishment in silence so far. But he was enjoying it. Mark reached down and gripped Jesse's hard cock. "In case you're wondering," Mark announced, and then turned Jesse around so his front faced the audience, "Yes, the birthday boy is enjoying himself." The crowd screamed as Jesse's fully erect boner stood revealed. Jesse had a long thick circumcised piece of meat. Pre-cum dripped from the head already, and Mark had barely begun. He put a tight leather cock ring on Jesse that made his big dick stick out even more. Then he proceeded to turn him back around and did 18 with a riding crop, 18 with a paddle, and 18 with a cane. Jesse started to yell during the paddle, and yelled all through the cane. When he was done with the cane, Mark felt up Jesse's sweaty chest. His nipples were hard like his cock. He asked if Jesse had had enough. Jesse responded, "I can take more, sir."
So Mark changed Jesse's position. He laid him on the table face down. He tied his wrists and ankles. He tied a rope around Jesse's cock to pull it back below him, to rest stretched out on the table between his legs. And then he offered the naked birthday boy's body to the crowd. Adam came forward first and took off all his clothes. He passed his hard dick before Jesse's face before he went to work. Jesse clearly opened his mouth as if to suck it but Adam had other plans for now. He picked up the riding crop and worked over Jesse's inner thighs, eighteen to each side. Then he parted Jesse's asscheeks and gave him eighteen on his ass crack. He concluded with eighteen bare-handed swats on Jesse's buns, with each spank ending with a gentle fondle or caress. He walked away shaking his hard dick at Jesse saying, "You'll beg for it, boy."
Then came a constant stream of spankings, as one after another, men came up and gave him eighteen in whatever fashion they chose. Some men were very big and they hit extremely hard and had Jesse yelling loudly. Others were gentle and got Jesse to squeal with pleasure. His mind started to blank out as the count to eighteen continued over and over in his head. One man broke the streak by deciding to flog Jesse's back with a strap. After that the next three guys also aimed for his back, with whips, straps, and belts. His back was left with crisscrossed lines, pink and red, but they never broke the skin. Then, all men having observed Jesse's constantly hard cock pulled back underneath his crack, one man, a cock-and-ball torture expert, acknowledged its allure and broke out his cock whip. When he stopped at eighteen lashes on the swollen shaft, Jesse was at the peak of sexual excitement. If they had done twenty, he would likely have come. Mark and Adam watched intently for signs that Jesse wanted them to stop, but there were none. The boy was a little pain-pig.
Everyone who wanted to had had a turn and Jesse was red and purple when it came back to Mark's turn and he changed the position again. He flipped the boy over to lie on the table on his back, rebound his wrists and lifted his legs in the air. He put tit-clamps on Jesse's nipples. Mark did 18 spanks, then 18 paddles in rapid succession with Jesse's legs in the air and his balls and dick sticking out for the crowd's ogling. He put Jesse's legs back down, played with his clamped tits, took off the clamps, and started squeezing the nipples hard. Jesse howled. "Now you get a reward, boy, your birthday present." Adam came forward with his hard dick and this time offered it to Jesse, whose head was just below it, without hesitation. Jesse immediately opened his mouth and took in the big cock, gagging as he tried to suck. He was way past self-consciousness, and though he had never sucked dick before, he had thought about it so much that it came naturally. And if he had to pick what dick would be his first, it would be Adam's. He got into it, focused on cock-sucking, hearing Adam and Mark talking, but not quite hearing was they were saying until out of the stream of words, he heard "suck Prince Nuno's cock" and then felt Mark down by his asshole with a well-lubed finger. He paused for a moment in shock and surprise and looked deeply in Mark's eyes, then Adam's. They bore him no malice. And yet they knew. They knew his private fantasy. Maybe he really wanted them to know by leaving it out in his cabin. He didn't mind that they knew. He had wondered all week if he would be fucked on this cruise line. He fantasized about how it would happen. He had not dared hope it might be in public, the way he dreamed. What would it mean to do it publicly? That was his fantasy, and now it was happening, in public. That's what he wanted for his birthday. He decided immediately. He started sucking the hard dick in earnest, spread his legs wide for the crowd and relaxed his hole to let the finger in. Soon there were two fingers in there, pushing softly in and out. The virgin hole was among the tightest Mark had seen. He was slow and methodical, being sure to lube it thoroughly. At times he caused Jesse to sigh with passion even as he sucked.
Mark spoke softly so only Jesse and Adam could hear him. "Jesse, I'm sorry I read your journal. I know you want to be fucked. I'm going to fuck you. My cock is very large and it's going to hurt. But you've showed us today that you can take pain. I will be gentle but your ass will be stretched incredibly for your first time. But we all know that that is appropriate for a boy like you who would let everyone in the room fuck you tonight you're feeling so horny. I'm HIV-negative but I'm going to fuck you with a condom, to set an example for the rest of the guys who are watching. I know in your fantasy, Jason is raped by a lot of guys, but I think for your first time, after being fucked by me, you'd best rest. You may sample the charms of the rest of the crew and passengers on the rest of the cruise. I'm sure that if you do nothing but redeem your birthday presents, you'll spend no nights or days off alone between now and the end of the cruise."
Jesse stopped sucking Adam's dick, letting it loose from his mouth and answered, in a soft slave-boy voice, loud enough that the rest of the men who watched could hear him, though they had not heard Mark. "Thank you, sir. Please fuck me, sir. And when you're done, please, let Adam fuck me too." Mark laughed loudly and Adam smiled. "Very well, boy, since you asked nicely and it's you're birthday, we'll give you what you want."
Mark felt Jesse's hole was ready for penetration, but if he fucked him on the table the audience view would be blocked. So he and Adam worked together to untie Jesse from the table. When he was untied, Jesse stayed in the same position he had been in until Mark picked him up in his arms and lifted him over to the sling. Docile Jesse nuzzled Mark's chest like a baby. When they had him on his back in the sling, they retied both his wrists and ankles, but now the angle he was tied at and the wide separation between his legs served to exhibit his asshole perfectly. While Mark got undressed, Adam grabbed more lube for good measure and stuck his fingers in Jesse's puckering cherry. "Yes, you're hot for it, boy."
Mark took his clothes off like a stripper, and the audience hooted since the cruise line owner rarely got completely naked for them, but he still had incredible sex appeal despite his business success. His dick was only half-hard when he first exposed it, but he grabbed lube and fisted it and had a raging hard-on within a minute. He lay the big piece of meat on Jesse's stomach. He had spoken the truth. His dick was very thick and had swelled to a length that exceeded Jesse's by a few inches. And a wide-eyed Jesse knew that his own dick was eight inches. Could his little hole actually take that whopper?
Adam stepped away to stand off to the side so he blocked nobody's view. Many of the guys in the audience had their cocks out of their pants and stroked them. Mark was an experienced topman. He slapped Jesse's balls with his hard shaft, then pressed it against various places on Jesse's bruised buns. He separated the buns with his hands and exposed the well-lubed crack. He used one final fistful of lube on his dick, which stood straight up in Jesse's field of vision. The he skillfully put on a condom. He then moved his dick to its position at the entrance to Jesse's hole and toyed with him briefly, smiling and laughing. Silent Jesse screamed "Fuck me" in his mind. And of course he did.
Mark entered Jesse suddenly, when Jesse was momentarily distracted. Just the head of his dick, at first, pulling out, then going back, while he watched Jesse's reaction. Jesse was all eyes, but still silent, and Mark wanted to hear some sounds, so he thrust his dick in hard, deciding to not pull out until Jesse made a sound. With about four inches in, Jesse moaned loudly, so Mark stopped and pulled back a little, treated to the sounds of rhythmic moaning from the depths of Jesse's stomach. When the boy was again silent, Mark pressed on, slowly thrusting his way a bit at a time into the deep recesses of the tight rectum. When he had about two thirds of his big cock inside, it seemed that he could thrust no further. Jesse was by then alternately screaming and moaning. At this point, Mark pushed no further in but did fuck the hole as wildly as he could with the amount of cock he had thrust inside. He rode Jesse in the sling for five minutes and whispered to him that he could stop if Jesse wanted, but instead Jesse said, "I want to take all of you inside me."
Mark couldn't resist the challenge so he pulled out most of the way, thrust back in, continually for the next five minutes until he felt whatever resistance Jesse had inside him melt away and his cock slide in the rest of the way. Finally, his abs flush against Jesse's lower back, he felt the triumphant glow he associated with being able to squeeze his entire dick into somebody. He pumped in with reckless fervor for fifteen minutes. Jesse was wild-eyed and sex-crazed, crying and foaming. But he took it. He took it all the way. With the big dick filling him, Jesse's entire body arched up in the sling and took on a kind of golden glow. His ribs stuck out, his stomach flexed, his biceps heaved. He looked incredibly sexy, the young man getting fucked severely. He moaned softly, in an almost other-worldly voice, perhaps his version of the voice of the young man transformed into a sea creature.
As Jesse moaned, Mark started to moan during the times when Jesse wasn't. He was getting close to coming. For forty minutes, Jesse's cock had stayed hard, pressed against his belly while he took it up the ass. Jesse's moans and screams got higher pitched and suddenly his balls erupted. Like a good bottom boy should, Jesse sprayed the air and his chest with huge gobs of cum, all while a cock was shoved up his butt. Mark took that as a sign too and pulled out of the ass suddenly with a pop. Jesse's ass twitched from the sensation of no longer being filled and more cum squirted out of his dick. Mark pulled off the condom and within a minute unloaded even more gobs of cum, this time all over Jesse's face and hair, shouting, "Take it boy, take it."
Jesse may have been soaked with sweat and sticky with cum, but he looked beautiful to Mark, who leaned over and kissed Jesse full on the lips and then french-kissed him for a full minute, to the cheers of the audience. He also looked gorgeous to Adam, who stood naked nearby fingering his cock, knowing it was his turn. When Mark was done kissing, he walked off to the sidelines to wash up, and Adam took over. He began with kisses and thrust his tongue in and out of Jesse's mouth while he put his finger into Jesse's hole. Still hot. On fire. Wants more. Jesse chewed Adam's tongue, reckless with lust, and thrust his bottom forward to make Adam's finger go deeper. After three minutes, Adam replaced his tongue in Jesse's mouth with his dick. Adam had thought Jesse was great at blow-jobs the first time, especially for a first time cocksucker, and he wanted to try him one more time, use his skill to get himself fully hard for the next fucking. While he put on his condom, Adam told Jesse softly that he would allow Jesse to do everything that he does to Jesse to him. That Adam was often a bottom boy and while he wants to fuck Jesse today, he wants Jesse to fuck him too. Jesse happily agreed, since he had been fantasizing about Adam's butt since he met him.
And so, Adam followed up by fucking Jesse for another twenty minutes. His dick was also big but since it was not as large as Mark's, Jesse didn't feel it the same way. Plus, for his second time being fucked, he settled down and became more spontaneous. He participated in the fucking, moving to accommodate Adam's thrusts as much as his bonds allowed him. He enjoyed himself even more the second time, which was surprising considering how much he had enjoyed the first. Only a short time after he had come, Jesse was rock-hard again as a result of Adam's skilled thrusting and well-chosen caresses. Adam figured that this time Jesse would be unlikely to come again without coaxing so he grabbed Jesse's dick and stroked it. Sure enough, by alternating his thrusts and his strokes, Adam milked another large quantity of boy-juice out of Jesse's equipment. Then, like Mark his mentor, he pulled out of the tight ass and covered Jesse with his cum. By this time, the crowd had been thoroughly entertained, so they gave the boys a thunderous ovation. Jesse had been the center of attention for over three hours. It seemed to him that time had passed strangely. He alternately felt that time had flown by, and that a lot had happened in a short time. He closed his eyes and rested in bondage for a few minutes in the sling. Then Mark returned, fully dressed, and untied him.
Jesse was sore all over, and covered with cum and sweat. His body was spent, but he was deliriously happy. He had lost his virginity, and discovered he loved having sex with men. He did not linger long, but went to take a shower. The water felt good over his punished body. When he was done, he stood naked before the mirror, examining his bruises. They looked sexy to him, symbols of pride, and none of them were of the type that would last long. The inside of his ass hurt most of all, but it was a good kind of pain, one that thinking about it served to reduce it by smothering it with positive feelings. Mark had left a small gift on Jesse's bed, an outfit for him to wear back to the party. It was a wrestling singlet, the kind of skimpy outfits high school wrestlers wear, with the thin straps and short pants together in one piece of fabric. He put it on and returned to the party. It was well chosen, since his genitals could not be hidden in it, nor his tits, which were exposed and red. Jesse spent the rest of the evening meeting people who were guests and crew, trying to remember all over their names. This was the kind of crowd that respected what Jesse had done, looked up to him. He in no way was made to feel that his behavior had been too slutty. Many of the guys he talked to shared stories of what had been done to them, often on this very cruise line. Jesse flirted the night away, but went back to his cabin alone. Everyone he had met who had given him a birthday message envelope stressed that he ought to remember them when it came time to redeem his gift. He did his best to at least remember the names of the guys he was attracted to, to see if he wanted to redeem their presents.
And indeed, as the cruise progressed, Jesse was the most popular boy aboard. The crew, the passengers, and Jesse were all mutually satisfied. A virile boy using his sexual magnetism and spreading himself around. The birthday notes served to give Jesse reference for what all of the various guys were into and were good at. He sampled much of what they offered. There were leather daddies aboard who provided Jesse with electro-torture sessions and weights and clamps all over his body. He tried out makeshift shipboard dungeons and big thick dildos. He met the members of the on-board water polo team, mostly young guys like himself, and he participated in an orgy with them. Though he usually got fucked, he tried his hand several times with fucking other guys too and proved quite adept at it. He participated in two subsequent public events, one where he and two other young bottoms took intense chest torture while being stretched on a rack, the other where he let a passenger who was a hairdresser give him a complete body shave. Needless to say, Jesse became an accepted member of the Bare Bottom Boys, and paraded around the ship shirtless usually and nude frequently like they all did. He signed up for many more cruises, banking lots of money as he pursued his favorite pastimes. He began to teach his whale watches in the nude.
On one whale watch, the crew ran into Willy himself. Jesse and Willy recognized each other, though, like Puff the Magic Dragon, the whale knew that the passage of time would prevent them from ever having what they once had between them. Jesse rode on Willy's back, one last time. This time, Jesse was a man, not a boy, and this time, Jesse was naked. After a day of frolicking with his old friend, Willy swam away, leaving Jesse behind with several other naked men. Willy was pleased that Jesse had found happiness in the sea.