1920'S Cruise Adventure

By Jay Roberts

Published on Jan 21, 2010

Gay

The second day went by, marked by my complete indolence. I believe my back bore the imprint of the slats of the deck chair I reclined on for many hours, getting up for the lunch meal. Apparently that meal was served over a long period of time and the passengers drifted in when they pleased. Consequently, I ended up eating alone. Wade took admiral care of my needs for this small repast.

He stated again that tonight was formal night and that he had brushed the tail suit and starched the front to be sure I'd look "spiffy", to quote him. Back then, pleated tuxedo shirts had not been thought of, and the tuxedo, fashioned at the turn of the century was still not proper on a voyage. . Formal was tails and boiled front, stand up collar and white tie and pique vest. I would be in full fashion, except I did not have formal slippers, those things with the grosgrain bow, but Wade had foreseen this lack and had polished my black dress shoes to a blinding shine.

As I was dressing for dinner later in the day Wade knocked on my door. "Sir, the shirt buttons are in the back and you will need my assistance to close up the back, otherwise all will see your Union Suit peeking out. He thought that very funny, but in truth, I did need his help.

He finally got me installed in the uncomfortable outside, slipped my pocket watch and chain on the vest and tied my tie. He stood away to admire me and his work. He was so overcome with my magnificence that he had to kiss me on the mouth. I pulled away quickly, otherwise we might have begun an episode that might make me late for dinner and require the labor of redressing myself. "

"Perfect!" he enthused, "Only one thing missing a pocket handkerchief." He produced one from his pocket and went through that elaborate and strange ritual of messing it up and then folding it so the points showed and slipped in my front upper pocket.

I walked with slow dignity along the passageway. A rough sea had developed and I had to brace myself on the right or left wall, depending on the direction of the roll. This was definitely sea sick weather and I was proud to note that I felt fine, but later I found that David, the younger of the two lads was missing and Tad advised us all that "The poor boy was green of face."

I also noted that one of the stewards was missing. Wade was present and he whispered to me that Sean was a bad sailor.

I took the proffered champagne flute and stood sipping as I surveyed the room. I took in the clothes first. I noted that Wade and the other steward wore white cotton, short mess jackets. They showed off their perky asses and front fullness. Reggie was a bit original as his tail coat jacket was white linen with white satin lapels. I thought it belonged in a stage revue. The three woman expressed the change in fashion. Sally was conservatively dressed in the style that might have looked correct for her mother, long dress, long hair piled on top and adorned with a feather spray. Mary and Ann were ahead of the styles. They worn, what shortly would be called flapper clothes. Short bob, very short skirt to their dress and short silk stockings, ending below the knee. They were dancing together to a jazzy record and seemingly having fun. Their spat was undoubtedly over.

The meal was sumptuous, too much so, heavy roast, heavy potatoes and even the desert was a thick slabs of rum soaked cake. I was ready for bed. I stayed at the table long enough not to appear rude and slipped out. In my stateroom, I carefully hung up my finery before I might turn into a pumpkin. I slipped into bed and fell deeply asleep.

I was awakened by a steward, I guessed him to be Sean, now improved in the calm morning sea, he still seemed pale and shaky, but quite appealing in his ailing condition, like the boy who stays home from school.

"Sir, Wade is busy preparing the break fasts, but he thought you might like a small tray in the gymnasium area and then a massage."

"That sounds very nice, I suppose he will be finished with his duties and meet me there."

Sean blushed. "Actually I am the ship's masseur. I studied the art and can do a good job if you decide."

I was greatly impressed with Wade, but this dear boy, so wan, so earnest, so damn pretty offered an interesting morning. I agreed. "Give me a half hour to shave and generally get ready and I'll be at the sauna area to meet you." He returned a few minutes later, didn't disturb me, but called out that he had left a robe for me.

I decided, since I was going to have a massage, to stay naked, but covered with the robe, of course. A lovely robe it was, stripped ocean blue alternating with ultramarine. I put the hood over my head and proceeded, feeling quite like a monk, but feeling like a completely unchaste.

Sean had set up a little table at a large port hole and I watched the sea as I down my coffee and biscuit. With this light repast completed, I stood up and looked around for my boyish masseur. I spied him through an open door to a small massage area. Of my, oh my. He was a nice sight. He was nude to the waist and his charming feet were bare. I would gladly have had those cute feet trod on my back.

He smiled at me. I think he was feeling better, at least his color was boyishly pink. "My I take your robe?"

I hesitated. "That's all I have between me and brazenness."

He clapped in pleasure. "Perfect, please lie down on your front."

The boy stared at me up and down, memorizing my body. It got me a partial erection which got squished under me as I quickly lay down. "Sir, do you prefer that I be quiet, or do you usually like chatter from your massager?"

"Well, truthfully, this is my first experience. Please feel that you don't have to take a vow of silence."

"Then Sir, I am dying to tell you how impressed I am with your handsome physique. Your chest, for the moment I glimpsed it, is charming with the small patch of hair in the center, between your muscular pectorals that is echoed, here, just above your perfectly shaped buttock. Your symmetry makes me breathless."

"Sean." I pleaded," cut down on your flattery. It is making me horny."

He laughed delightedly. "Few leave my table unsatisfied still horny."

I made no reaction because his unexpectedly large hands were on the back of my neck, kneading authoritatively, if you can imagine that. That part of me seems the residence of all tension and as he worked on that area I felt waves of relaxation radiating down my back. Yes even to my rump. I felt my arse cheeks separate in total relaxed surrender.

He worked his way down my back, naming the vertebrae as he pressed, some of them clicking nosily, almost applauding. He stopped and added some additional oil to his hands. The pause was long enough for me to crane my head around and give him a questioning glance.

"I only stopped, Mr. Wales, because some clients are very skittish about having their rear massaged."

"Call me Robert. After all there is no formality between the owner and the massager of one's ass."

Somehow this moment was a watershed one. Sean's respectful voice changed. After all, he had one of the proud and mighty passengers at his mercy, his arse shining in the overhead light, it's puckered hole exposed to a supposed inferior. Sean jumped into the opening ( in roles, not arses) and said, "Righto...Bobby, you are going to love this."

I braced myself. He used two hands, the side of one resting against my hole, the other hand squeezing my rump half. Then he did the same on the other half. The stimulation of the entry into my rear acted like a heady sexual rub, almost as if he had my penis in his hand. He noticed the imperceptible rise of my ass off the table and he was rude enough to mention it. "If see it wants more. What a hungry piggish rear it is. Shall we give it what it wants?"

"What do you mean," I grunted out with difficulty.

"You want me to finger fuck your ass. Right?"

"You insolent boy! How dare you!"

"But you want it, don't you? Don't be so proud. I'm here to service you. Nod if I should continue."

I was shamed. I was an animal. I wanted him to make love to me with his hand. My arse hole was actually forming a kiss. He didn't enter my passage, instead he began a rhythm as he circled the pucker around the hole. Round and round he went, each circuit drawing me into dizzy compliancy. I hoped he would stick a finger inside. Hell, I was a dirty person. Then he surprised me. With surprising strength from such a skinny kid, he took my hip and turned me on my side, exposing my rampant cock lying hard against my belly.

"He's 'aving fun," Sean said, his own erotic feelings making him regress to his cockney youth. "I bet my cruise pay that you want my young member shoved inside."

And while he talked so outrageously, he pushed his finger deep inside and rummaged to find that hard organ inside, the rubbing of which usually produces an irresistible urge to spend one's essence. But this boy was a devil, he simultaneously shagged my prick and finger fucked my hole with vigor, and at the same time, shoving his large cock against my lips. I was panting, my mouth open, so it entered my lips. I have never sucked a cock but here I was with one between my lips. He pressed forward and it slipped in. I let it stay, not wanting to capitulate further. He increased his masturbating of my prick and rubbed my prostate with vigor and pushed my head toward him.

His cock entered. I couldn't control my tongue. It licked up and down that shaft, then licked his exposed cock head, sampling the pre cum there. I loved this...and hated it. But he was crowing with victory and hot feelings.

His greatest victory came when I shouted around his hard cock that I was spending. He laughed in glee at my helplessness, but before he could say more, he became serious and sober as his own orgasm was upon him. He shivered and shook in ecstasy as he pelted my tongue with his sweet milk.

He fell across my body as the weakness of cumiing hit him. He lay there, his sweat melting with mine until we both realized how untenable the situation was. He got up and wiped himself. "Shall I continue with the massage, sir?"

"I think that was enough for today." I got off the table and reached into the pocket of my robe and nearby and extracted a too large denomination bill and pressed it into his hand.

His eyes widened when he saw number on the corner. "Thank you so much, sir. Then tomorrow?"

"We'll see," I said.

End Part Two

Next: Chapter 3


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