He didn't do much chuckling that afternoon as the ship was steaming south down the center of the Chesapeake Bay and then turning southwest out to sea. As he had expected, all life gathered around the pool on the top deck in the center of the ship and most of the cruisers were starting their festivities early with drinking, cavorting in the pool, and sucking and fucking on the lounges. There were very few inhibitions to be seen and many an arousing distraction to watch. The young men were almost uniformly gorgeous, and the rewards for a voyeur were high.
As much as John liked watching, it was obvious that the young men weren't flocking to him. He had donned the bull's-eye Speedo and taken a prominently displayed lounger and laid a towel over his less-pleasing bits, but no one—with the occasional exception of someone doing a double take when seeing the line of his curled-around cock inside the Speedo—was paying much attention to him.
This changed a bit at dinner. He had to admit to himself when he looked in the mirror that he looked quite distinguished in his rented tuxedo. There was something about a tuxedo that brought out the best in a gray-haired, mature man, and John said a little prayer of thanks to the hair stylist he'd gone to rather than his regular barber earlier in the week.
The captain might not even have known that John was at the table that evening. The cruise director obviously was under strict orders to seat the most meltingly beautiful submissive young man on the cruise beside the captain on the first night, and they had not even made it to desert before they all had to rise when the captain did so as he escorted his entertainment for the evening from the table and to his cabin.
The cruise director obviously had similar plans for John. John had been conveniently seated next to Tony, and during their dinner conversation, Tony pumped John for background information, and John ran the thin line between being from a famous family of retailers and being the manager of a Kroger grocery store branch. John must have done it successfully and Tony must have heard what he wanted to hear, as, while those left at the table were being served coffee, Tony laid his hand in John's lap under the table—and, John was pleased to hear, gave a little gasp—and asked John if he could come to the Neptune suite later in the evening.
It was at this point that John knew that his scheme and the money he had invested in this cruise were going to pan out. When the cruise had come up on offer and while Pete and he discussed what young men seemed to be looking for when they played the hookup game on the Gaycruiser Web site, John reasoned that there were three reasons a young man would fuck a stranger. One, the stranger was a young hunk. This left John out, he readily acknowledged. But there were two other, more hopeful reasons. One was that they were looking for a good fucking and the last—the biggest reason by far, John thought after researching the traffic on the dating site—was that they were looking for a sugar daddy who would take care of them in the manner in which they would like to be accustomed.
Of the three, John saw his greatest hope as being the good fuck, because he had been magnificently endowed and had had decades of practice before his opportunities began to thin out as he aged, dwindling to nothing but memories soon after he pushed by fifty. Unfortunately, as John grew older, fewer and fewer young men who he fancied had stuck with him long enough to enjoy what he could give them down deep. And then John thought about the sugar daddy angle. He reasoned that if he got into it before others discovered the opportunities it accorded, he just might be able to play the sugar daddy card long enough to get his dick inside a couple of these studs and subdue them to begging for him. At that point, John thought, the good fucking might become as important to them as the sugar daddy aspect.
And, eureka, before
Poseidon's Spear
cleared Hampton Roads and was sailing out into the Atlantic, John's research assured him that he was the only one on this cruise who looked and acted the part of a sugar daddy—apart from the forties-something captain, who had his own entirely different avenue for dipping his wick as he pleased.
John left nothing to chance that evening. When he answered the knock on the cabin door and determined by look through the keyhole that it was Tony, as expected, John had the lights out, music with a jungle beat going softly and subliminally in the background, and all he was wearing was a silver silk robe, open in a swath at the front that followed the line of his sculpted chest hair down to his sucked-in belly and then on down to where his proudly displayed penis and balls reached for the floor. The only light was what was coming from the corridor with the door open and a filtering of moonlight through the gauze draperies at the balcony door.
When the cabin door was closed and Tony was kneeling between John's knees as the grocery store manager sat on the edge of the bed, there was little light, and all Tony could concentrate on with astonishment and lust was John's engorging dick and the glorious difficulty—for both of them—with which he was soldiering to get it all in his mouth.
And the night had grown even darker when John laid back, stretched full length, on the bed and let Tony ride a cock that he had to work hard, with great groans and grunts and cries of passion, to accommodate. John showed him too, now that the atmospherics had been equalized and the rhythm of the beat of the music in the background was becoming more intense, that John's hands were not too old to massage Tony's cock in quite pleasant ways while he rode John's master phallus. This was something that many years of experience enhanced. A man of John's age and experience knew how to please another man—at least in the dark and with a thick, eight-inch cock. And a man of John's opportunities was far more attentive than a younger man would be to his partner's needs.
After working Tony's cock up, John moved his hands to the young cruise director's waist and tilted him slightly toward John's chest. At the same time John raised his knees between Tony's thighs, spreading Tony's thighs, and rolled his own pelvis forward. The head of his cock moved down to the pleasure spot inside Tony's channel that a seasoned expert like John knew was there. Tony cried out in never-before-felt pleasure as John's cock head rubbed across Tony's prostate once, twice, three times and then, as Tony gasped, plunged deep inside him, only to drag slowly back up his channel walls. Tony fisted his own cock and beat it to the increased intensity of the specially selected jungle music in the background. Rub, rub, rub, plunge, drag; rub, rub, rub, plunge, drag. And Tony soared over the moon and came in profusions of cum such as he'd never experienced before with a younger man. And then when Tony thought it was over, rub, rub, rub, plunge, drag. John had had years to perfect being able to hold off and to prolong.
Hearing Tony's moans was all John needed to know that a man with real experience was good to have on a fuck cruise.
When he left the cabin slightly before dawn, Tony seemed quite pleased with the two hundred-dollar notes John pressed into his hand after patting the sweet, tight buttocks he had had the pleasure of splitting a second time after Tony had recovered from his first hour-long ride on John's cock.
The young cruise director must have spoken of the highlights of the experience the next morning, as John hoped he would, because when he came out to the pool and settled on a prominently placed lounge, he wasn't alone for long. Several young men gathered around him, asking about life in the Hamptons and Aspen and seeking advice on stocks and bonds and then, standing and posing for John and asking whether this or that muscle needed more definition or whether their tan lines showed too prominently. John laughed when one asked if he could dispel the rumors and see John's most important muscle, but John didn't give out easily. He teased them along while taking the opportunities as they came to cop a good feel here and there.
And they were ever so grateful when John was willing to rub the suntan lotion on them, particularly the young man wearing nothing who thought perhaps his cock might also burn if it was left uncovered and who lay there on John's lounge chair, John sitting at his waist, and smiled and arched his back and slitted his eyes and moaned as John expertly, forefinger pressing into piss slit, brought up the young man's own white fluid to spread on top of the tanning lotion on his cock.
When the saucy young drinks waiter brought back John's tequila sunrise, he asked the older man if there was anything else he needed in such a nice way and with his fingers tracing John's cock through the bull's-eye Speedo that John, at last, let him bring his phallus out into the air—which was especially good for John, as now all eyes were on that and he could stop sucking in his stomach and stretching to tighten up his pec muscles. As the young man lowered his mouth over the bulb of John's cock and started flicking John's piss slit with his tongue, John sighed in satisfaction and reached for the proffered cock of a deliciously divine chocolate young man sitting close to him on the neighboring lounger.
"I would very much like to take this lovely cock elsewhere," the waiter murmured to John after John had come and he was still slowly stroking John's cock. "May I come to your room tonight, Mr. Pender?"
"Alas, Emilio," John said, trying to feign a face of deep regret but saying the words with the greatest of pleasure, "I have three engagements already this evening. And there are limits to what I can do. I do have an opening or two on the return trip from Bermuda, though."
John knew he was on top of the world, though, when, as he was departing the pool area—and right out there at midday, under the sun, rather than in a dark cabin—the delicious young man the captain had no doubt fucked the previous night came up and begged to ride John's cock—right there and then. John picked the sweet young thing up and settled his butt down on the flight of stairs going up to the bridge—where he could see the captain watching them. The young man licked his lips and spread his legs and hooked his heels over the railing at each side, as other young men gathered around, their eyes locked on the weapon John was wielding between his legs. All sighed—not just the beautiful young man—as John slowly fed his cock inside him and changed the angle so that his bulb was planted on the young man's prostate. Rub, rub rub, plunge, drag; rub, rub, rub, plunge, drag. The young man cried out in ecstasy and writhed under John's masterful attentions, and all of the other young men around murmured and fisted their own cocks.
John went on forever—rub, rub, rub, plunge, drag—and the gorgeous young man whimpered and weakened and started to babble and his legs went to rubber and other young men had to lean in to hold them up and out as they gazed down at the root of the thick cock moving in and out of the puckered hole—shallow, shallow, shallow, deep, draaaagg back to the sound of a weak moan. The young man came but John didn't stop. He was tired, but this was lesson time, his time to make his point. Rub, rub, rub, plunge, drag. Rub, rub, rub, plunge, back, plunge, back, plungebackplunge, and the young man cried out as he came again with John. Moans all around as one by one, all the other young men came too.