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Exciting Journey Part 2: Cruise Experience for Older and Younger Individuals

A cruise worth reliving.

Spankmasters
May 2, 2024
5 min read
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Older/Younger Adventure Pt. 02 - The Cruise
Older/Younger Adventure Pt. 02 - The Cruise

Exciting Journey Part 2: Cruise Experience for Older and Younger Individuals

I continued to embark on my sexual journey with my elderly mentor, gaining more knowledge and becoming more skilled in our intimate endeavors. During my winter break from school, he proposed that we embark on a cruise, an experience I had never had before. He mentioned that a group of his friends, consisting of four other couples, had asked him to join them, so I eventually agreed.

We arrived at the cruise ship terminal and joined our fellow travelers: a diverse group ranging in age from 25 to 65 and a mixture of body sizes and races. They all seemed like a lively bunch, and I was eager to see what the next few days would hold.

Upon boarding the ship, we set up our cabins, which were conveniently located next to each other. The check-in process and initial tasks of sailing were completed, and we found ourselves embarking on our journey to the Caribbean.

While in our cabin, my mentor stepped out of the bathroom naked and strolled onto our balcony. I felt a bit awkward but quickly realized that only the right and left sides of our balcony could see him. He encouraged me to join him, so I did. We both began to pleasure ourselves, and I remember hearing a comment from one of the adjoining cabins. I looked up and saw a man peering over, asking if he could join in.

My mentor nodded, and I found myself witnessing a three-way encounter. The man came over, and we continued our intimate activities as others observed. I realized then that this trip would be anything but standard.

Later that evening, as we chatted in our cabin, my mentor inquired about my level of comfort with public sex and participating in others' sexual encounters. I expressed that I had never given it much thought but that it was incredibly exciting. He grinned and so did I.

That evening, we had some passionate sex as he thrust into me, openly discussing his desire to watch me engage in sexual encounters with other people. Thisield was also feeling the same desire, and we both reached a climax at the same time. He assured me he would only suggest things that I was comfortable with.

The following morning, we all gathered for breakfast and introduced ourselves. The process of matching up partners for the evening was something we would engage in throughout the voyage, and I drew the short straw: the female. I felt a bit uncertain but decided to go with the flow. When we arrived at her cabin, she immediately displayed her intentions by fondling me. Shocked yet intrigued, I continued to indulge her.

She led me over to the bed, removed my pants, and went down on me. She was incredibly skillful and had me on the brink of orgasm. She then stood up, unzipped her top, and revealed her shapely breasts. As she motioned me over, I couldn't help but notice that she also had a well-endowed man's body, implying that she would be penetrating me anally.

I swiftly found myself caressing and licking her penis and testicles. I was shocked to discover her member had a mushroomed tip and was both lengthy and thick; she even encouraged me to lick her backside. Complying, I gained immense pleasure from this act. She then urged me to turn around, informing me it would be slightly painful but worth it. Lacing myself with lubricant, she pressed her mushroom-shaped member onto my rear, which momentarily stung, yet luckily, I was able to adapt given my lover's above-average size. As her hips began to rock rhythmically, she uttered words of encouragement, eliciting even more pleasure from this obscene activity. Before long, I observed her moaning louder; her thrusts became more frantic and sudden. Finally, I felt her climax within me. Relentlessly, she plunged deeper and deeper, exclaiming my tightness. Her verbal taunts heightened my thrill. Unexpectedly, she abruptly withdrew, commanding me to clean her with my mouth. Initially hesitant, I ultimately acquiesced.

Upon returning to my shelter, I overheard giggles and entered. Revealing my naked companions, they inquired about my enjoyment of the experience. I relayed it was unexpected yet incredibly pleasurable, to which one of the other men stood up, alarmingly displaying a gargantuan erection. He mentioned my partner had assured him I would have no issue with the magnitude. Recalling his sheer size, I voiced my eagerness to attempt. This venture promised to be thrilling, combining the biggest erection I'd ever encountered alongside my first encounter with an African gentleman.

That evening, I slumbered soundly and fantasized about his massive organ. The following day, I consulted my partner concerning their acquaintance. In disclosure, they divulged their interactions but expressed no aggression and anticipated patience. Thus, I was assured.

In the man's cabin, he displayed no hesitation. He quickly undressed me and grabbed our penises, massaging them together. Albeit smaller compared to his monstrous dong, I eagerly accepted the opportunity to worship his majestic tool. He wealthy, he tenderly pushed my head down as I caressed the peak of his impressive shaft. As his erection grew larger, I felt overwhelmed by its sheer magnitude. Nervously, I attempted to swallow as much as possible. However, the sheer size made this a challenging feat. Instead, I aligned my mouth just around the very tip, licking and savoring the taste of his manhood, while softly leisurely fondling his balls. His hands then roamed towards my backside, teasing me with his tongue, stretching me more thoroughly.

Assuming the 69 position next, he gently extracted his tongue, then inserted a finger into my anal cavity. This proved rather uncomfortable yet manageable. Finally, he leaned back, prolonging the process. He began breathing heavily and rubbing his genitalia against my derriere. As he extended his appendage towards my rectal opening, he didn't force entry; instead, aided by his tender touch and my relaxed demeanor, his member snugly slid into my derrière. At first, the sensation was a tad uncomfortable, yet soon gave way to overwhelming bliss.

He grabbed my hips and began rhythmically pushing, gradually increasing his speed. Over and above, when he requested to be more aggressive, I agreed, enduring his forceful thrusts. These thrusts felt like a whirlwind of never-ending ecstasy. As he neared climax, I could hear him gasp. With urgency, he asked whether he could deposit his essence anywhere he chose; I gladly permitted him to keep penetrating me. Groaning, he haphazardly climaxed, spewing a torrent of seed within me. Ultimately, we indulged in numerous carnal couplings, each involving additional kinky techniques.

As the journey continued, there were multiple sexual encounters with various men. I was continually penetrated, had frequent oral sex, experienced rimming, and was even sexually used by four different men simultaneously. The intensity was high, but the eroticism was undeniable. Since then, I've never been on any other cruises, but I have registered for a few exclusively gay cruises. Eventually, I may go on one, and I've been reuniting with some of the men I met back on the cruise for passionate reunions.

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