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The Island of Pleasures

The Island of Pleasures
Photo: Pexels

When in the summer of 1997, I found myself on Ios with Olga, our relationship was nearing its end, although we didn't know it yet... We had only been together for four months, but we were so sexually compatible that we couldn't see past our noses and thought we were made for each other for life! I, in particular, was thrilled, because I believed that in Olga, I had found an ideal, daring "partner" for the realization of every fantasy...

We couldn't grasp the fact that her imminent move abroad for postgraduate studies and her ambition for a career in the diplomatic corps in Brussels didn't allow our relationship to take root. However, until the autumn of that same year, we had a good time anyway. And that summer on Ios was one of the most beautiful of my life. We stayed there for 28 days and each one was more "full" than the previous...

Olga was 24 years old at the time. Tall, almost 1.80m, with rich, wavy chestnut-blonde hair and endless legs, which she always made sure to accentuate with the shortest miniskirts I have ever seen a woman wear... She had a whole collection of them!

As I mentioned before, I believed Olga was "open" to the realization of every fantasy... She might not have done many things, and her most extreme sexual experience might have been limited to the lesbian love she lived for a week with a fellow student. But she had a wealth of fantasies and expressed - albeit timidly - a willingness to realize some of them... And while we were still on the boat taking us to Ios, she proved to me it wasn't just talk!

"I want you to fuck me," she whispered to me, as we were for an hour in a corner of the bow, where we were kissing and fondling each other, provoking quite annoyed looks and even more looks of jealousy and desire (especially from the male spectators), but without being able to do anything more under those conditions.

"I want to taste those divine little pussy lips of yours...", I told her. "Let's take a walk, maybe we'll find a spot where no one can see us..."

Needless to say, we didn't find one... Every time we said we couldn't be seen here and started our game, lo and behold, a random passenger appeared, there was the grandmother looking for her grandchildren, there was the sailor who had work to do... They were driving us crazy. And the grandmother had a shock, because she caught us in the act at the moment when I had already slipped my hands under Olga's blouse and was cupping her firm breasts with their huge nipples...

After an hour and a half, we ended up incredibly horny in the ship's café smoking, unable to find a way out...

"Baby, I guess we'll have to be patient until we reach the island...", she told me, her bright green eyes clouded with lust! "Too bad we didn't book a cabin..." She sank into her seat, resigned to our misfortune. I was slow to answer her. I was thinking...

"I have an idea that will secure us a cabin," I told her! Her interest was rekindled and she sat up waiting for me to continue my sentence... I moved closer to her, hugged her, and whispered in her ear... "Remember how turned on you were back then when you fantasized about someone watching us in the car?" Two months earlier, one night we were fucking wildly inside my car, in a small forest on the eastern outskirts of Thessaloniki, when we noticed movement to our left. It turned out to be just a passerby going to his nearby house and he didn't pay us any attention, but when I had put the idea in Olga's head to imagine that the passerby was there at that moment and was watching us, my girl had turned into a turbo and the rest of our fucking was even hotter!!

"I remember," she told me with a sly smile... "Where are you going with this?" "What would you say if it happened for real?" She froze! "Meaning?" "Well...", I continued. "Maybe someone could let us use their cabin, if we let them watch..." She blushed like a beetroot! How beautiful she was when she blushed... "You're crazy!" It wasn't a question. It was a statement! "Okay," I backed down. "If you don't want to, we won't do it. Don't get upset..." Silence fell for a few minutes. "And wouldn't it bother you that someone else would see me naked?", she asked me later. "Wouldn't you feel uncomfortable having someone watch us from a meter away while we make love?"

"Why would it bother me? Besides, we discussed it as a fantasy in the past... Why not make it a reality? And no matter how uncomfortable I might feel, I suppose embarrassment is part of the game in such situations. Embarrassment sometimes functions as an aphrodisiac..."

Silence again! I opened the newspaper I had bought and started reading.

"I'm too shy to do it..." Olga said after five minutes. "But I'm not continuing the conversation," I told her to tease her. "You keep bringing it up every so often... Are you thinking about it?"

"Come on! Are we going to go and make the proposal to whoever has a cabin? And if the first one doesn't accept, or the tenth? What will they say afterwards? If they don't make a laughing stock of us, that is..." "Alright," I challenged her. "Because we're agonizing over it too much! Do you want to or not? I promise you we'll only make one attempt! And if it doesn't work out, forget it!!" Another three minutes of silence. I returned to my newspaper... "Only one attempt," I heard her say finally.... "Only!", I assured her without lowering the newspaper. "And he only watches..." "Only!", I said again smiling and throwing the newspaper on the table and, amused by her embarrassment, I added! "Well, now if he wants to jerk off watching us, that will be his own business..." "My God, what are we discussing!", she said hiding her face in her hands! "Yes or no?"

"How will you choose who to propose it to?", she asked me. "Because you will go, alone. I will come directly to the cabin if you succeed."

I agreed and added: "I thought of something and I only need one thing from you. To walk past the reception with a slow and provocative step, without showing that you know me. Then turn around and wait for me here. Will you do it?" She agreed and I told her to start in 15 minutes. I got up, went to the ship's reception and found two bored crew members passing the time solving crosswords. As soon as I approached the counter, one of them stood up to serve me. He was about 40 years old.

"Are there any free cabins?" I asked him. "There are a few," he told me. "And how much do they cost?"

He asked me until when, I told him until Ios and he looked at me strangely since I was asking for a cabin for the five hours remaining until the island, when I had already spent 10 hours on deck.

"I want it so my girlfriend and I can fuck," I whispered to him conspiratorially. He smiled and with the "ice" broken, he told me: "You can't hold back like that, can you? I understand you. I was like that at your age too. Uncontrollable!" "And if you see what a great piece of ass she is, you'll understand me even more," I added. He laughed. He told me the price...

Then Olga passed in front of us, swaying her body sensually and with her face bright red! She went out to the outer deck and as she opened the door, the wind lifted her white skirt, revealing for two seconds to our eyes her lacy black thong and the most beautiful ass cheeks any girlfriend of mine ever had! Olga continued to return to the cafe through another door and I heard the 40-year-old comment: "Now that's what I call a 'great piece of ass'!" He hadn't just taken the bait... He had swallowed it! "Who? That one who passed by? Did you like her?" I asked him! "Did I like her? Do you know what I go through every day all summer here with these pieces of ass passing in front of me?" "Would you fuck her if she sat on your lap?" "Man, I'd tear her apart! But where would I get such luck..." Then I decided to make my move.

"I can't promise you'll get to fuck, but if you want to see her getting fucked, I can arrange it," I told him and I almost burst out laughing seeing his astonished expression!

"That's Olga, my girlfriend," I continued. "We want a cabin to get our eyes out, for an hour or so, maybe a bit more, maybe less. If you let us use one for free, I promise you can stay and watch. Nothing more though... Really, what's your name?"

"Giorgos," he told me. "You've really got me going now! And are you sure the girl agrees?" "Come on, haven't you figured it out yet, that she passed by here only to help me make you the offer?" Then he realized what I was telling him... "Whoa, whoooa!! What are you guys? You're tempting a Saint! Man, if they catch us they'll fire me!" "Who's going to catch us? It's still 2-3 hours until the next island. And by then, we'll be done... So? Are you in?" "Whoa, whoooa! You bet I am!" "You'll only watch!", I reminded him. "If you want to undress and jerk off that's your business. But you won't touch her. Agreed?" "Agreed! Wait..."

He approached his colleague, who was giving information to a lady at the other end of the counter. He said something to him. The other smiled and nodded affirmatively, throwing an inquisitive glance at me. Giorgos returned and told me: "Okay. My colleague will cover for me for about an hour. In ten minutes come to cabin 46." He showed me the corridor to the left...

In the cafe, Olga was waiting impatiently. "Come on, my boy!", she said as soon as I sat down next to her. "What happened?" I told her, as I caressed her thigh. "I don't know if I want to cum just thinking about what we're going to do, or if I want to jump into the sea," she told me, flushed. "Follow me," I told her... We arrived outside cabin 46. We made sure no one was passing by and I knocked on the door. Giorgos opened it for us. "I was starting to think you were joking with me...", he said. "Not at all! Let me introduce Olga..." My beautiful gazelle, gave her hand to Giorgos, but didn't dare look him in the eyes. "Well, I won't disturb you at all," said the 40-year-old. "As if I'm not here..." He sat on one bed and left us space...

"Finally...", I whispered into Olga's ear, as I embraced her. I felt her tense... I started kissing her on the neck, behind the ears, at the base of her throat... My hands went under her t-shirt and my palms pressed against her breasts... I heard her sigh as I squeezed her already hard nipples, between my index fingers and thumbs... "Mmmmmmaaaaahhh!"

I took off her top and turned her towards Giorgos's side. She closed her eyes and leaned her head on my shoulder, as I kissed her bare shoulder, caressing her stomach and breasts. Giorgos watched us as if hypnotized... "Look at him," I whispered to her... "He's your slave... Your body enchants him..." Olga opened her eyes and threw a glance at her 40-year-old admirer who was "devouring" her with his eyes...

I pulled down her skirt and her thong simultaneously, allowing Giorgos to enjoy her statuesque body in all its glory... I felt her tremble and tense up again... Clearly embarrassed she turned towards me and started to undress me, kissing me wildly at the same time. I helped her. In seconds I was naked, with my cock hard, at full readiness!

But she was still tense... She was playing with my cock, but didn't proceed to the next move. Olga loved giving blowjobs. She did it with skill and was always impatient to start... Not this time though and I knew what was to blame. The problem needed drastic treatment.

I grabbed her and turned her abruptly towards Giorgos's side again. I pulled her hand and brought it behind her back, to my cock. She grabbed it and squeezed it... My left hand on her breast, my right on her pussy. I rubbed her clit, as I told her. "Look at him!"

She opened her eyes and looked at Giorgos again.... "You feel bad because we're naked and he's dressed..." I whispered to her. "Ask him to undress..." "You...", she whispered in turn, turning to join her lips with mine, while simultaneously avoiding the other man's gaze meeting her eyes. "No! You will ask him! Now!" I told her.

She hesitated and then spoke...

"Giorgos, I would feel better if you were naked too..."

Our 40-year-old friend, undressed in the blink of an eye and started to play with his erect cock for Olga's sake, whom I pushed to lie down on her back on the other bed, opposite Giorgos...

I knelt and threw myself onto her already wet pussy, like a thirsty man at a spring! I licked it, I sucked it, sometimes tenderly, sometimes wildly. With a rhythm gradually increasing. I pushed my tongue as deep as I could. Then I focused on her clitoris which was doubly sensitive compared to those of the women I had known until then... I started circular movements with my tongue on her hard little button... At the same time, my eyes were fixed on hers. Olga, weakened, moaning, rubbed her breasts with one hand, and had the other in her mouth, sucking her fingers, while looking now at me, now at Giorgos who was jerking off for her sake... "I'm dying...", was all she could say! Her orgasm was sudden, as well as intense! She started trembling like an epileptic! She tried not to scream, but I think in the neighboring cabins they heard her loud and clear! That was it! She was released!

Olga sat back up and pushed me to stand up in front of her. "My turn...", she said. She grabbed my cock and imprisoned the cockhead tightly between her lips... I turned a little, to give George a better view... "That's it, my slut!", I told her, knowing she liked dirty talk... "Suck my cock! Show our friend what nice blowjobs you know how to give... Look at him..." As she licked my shaft along its entire length, she turned her gaze to George who was jerking off frantically! "Do you like the show, George? Have you ever seen such a blowjob queen in action?" "She's wonderful...", he said. "Tell her! She can hear you!", I added, laughing... "Y-you...you're wonderful... you're incredible...", he told her.

George's awkwardness strengthened Olga's confidence even more, who swallowed my cock in one motion and pulled back to tell me... "Fuck my mouth!"

I knew what she wanted... And since she was asking for it, it was a sign she had completely overcome the presence of our spectator. I grabbed her curly-haired head with both my hands and started to fuck her mouth like a pussy! Often I felt my cock crammed deep in her throat. I almost choked her. But she liked it! Her eyes had glazed over, as she tried to breathe through her nose, keeping her mouth wet and her throat relaxed for me! I kept fucking her mouth for a few minutes...

George had already cum once and was playing with his cock again, heading for the second... "Do you like having your mouth as my fuckhole?" I asked her. "MMM-MMMMM-MMM-MMMM", was naturally the only answer. "Now I'm going to tear you apart", I told her.

I lifted her up and while she was standing I turned her around and forced her to bend over the other bed next to George! She leaned on her palms... Her head was almost over the cock of our 40-year-old friend. I'm sure she was looking him in the eyes as she moaned, receiving my own deep into her pussy.

My shaft was nailing her with a steady rhythm like a piston... I showered her with various dirty words... I fucked her wildly and as I sped up she moaned like a crazed bitch! "Do you like George watching you get fucked?", I asked her at some point... "Yessssssss!" "Would you like more people to admire you, getting fucked like a bitch?" "YES! YES! I'm a BITCH!! Aaaaaah, what a fuck you're giving me!" "Shouldn't you also thank George who helped us and at the same time satisfies your fantasy of being watched while you get fucked?" "AAAAAXXXXX! Thaaaaank youuuuuuu!!!" "Not like that, show him how grateful you are, like the good whore you are! Aren't you a whore now?" "I aaaam! AXXXX! Your whoreAAAAAA!!"

"Since you're my whore I'm telling you to finish off our friend with a blowjob while I'm fucking youuuuu", I told her, speeding up even more!

To my surprise and to George's absolute surprise, Olga obeyed! She raised herself even more, leaning on her left elbow and with her right hand she grabbed the 40-year-old's cock, swallowing it in one motion. Now she moaned like a rabid animal with my cock fucking her wildly, while giving George a blowjob. "I'm cuuuuumiiiiing", he said and Olga pulled back. The 40-year-old's cum washed over her face, her hair and her chest! "AAAAAAAAAAAAA", Olga screamed, bearing witness to her own orgasm and turned to look at me. Her face, smeared with the other man's cum, sent me over the edge! "Me toooooooo", I said, cumming deep into Olga's pussy, without fear, since I knew she was on birth control...

We collapsed... In a few minutes, Olga took her clothes and went to the cabin's bathroom. She came out a little later, washed and dressed. George had thanked me and left... He would wait at the reception for me to bring him the key... Olga smiled at me and hugged me...

"On one hand I feel wonderful and on the other like a whore", she told me. "That's wrong", I told her. "Keep only the first feeling... You just satisfied a fantasy of yours!"

"Almost a second one too...", she added, laughing. "I only gave him a blowjob, but if we had another hour, I bet you would have made me get fucked by both of you at the same time!"

"Don't worry! Our vacation hasn't even started yet...", I told her meaningfully, as we were leaving the cabin...

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