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Fantasy Island


"You understand what it is that I want then?" I repeated to the Jamaican man standing before me.

"Yes." He half smiled as he looked me. "You wish for me to massage not only the outside of your beautiful wife, but also the inside."

"You could put it that way."

He turned and went back to his massage table and removed the sheets from his previous client. I had caught him between appointments to make my special request for his services.

"Are you so certain that she will go along with this?" he asked replacing the new sheets on the table.

"Not at first," I said smelling one of the bottles of oils on his shelf. "But I will make sure that she is in a very relaxed state before she arrives. And I've been told you could talk a nun out of her habit."

His deep chuckle resonated throughout the small room. A sliding glass door looked out over a patio and then twenty feet of white sand and the blue ocean water. The breeze moved his white cotton shirt as he walked back toward me. His body was athletic and strong like mine, but slightly shorter.

"And why do you want me to do this thing for you?" he asked as he sat down on the corner of his massage table.

"It is our tenth anniversary." I looked out to the water and then back at him. "It has always been a fantasy of mine to watch my wife make love to another man. And I know for a fact that my wife fantasizes about being fucked by a really big cock." He looked surprised by my statement and patted his shorts.

"And what makes you think I have this really big cock?"

"A nun told me." I smiled and again his deep laugh filled the room.

"Ah, the maids in this hotel have such big mouths," he complained. "A man can't have any privacy."

"One more thing," I added. He waited for the rest of my statement raising only an eyebrow.

"I don't want my wife to know that I'm watching."

He walked slowly toward the patio door and gazed out towards the ocean. I felt awkward asking a man I didn't know to do something like this, but I figured the island was the place to do it.

"I've dealt with a lot of tourist in the last eight years, man, but this is the first..." his voice stopped as his thoughts kept going.

"I will pay you quite well for your... services. And I will expect complete discretion on your part." He turned back and looked at me for a moment and then glanced around the room.

"There are only two places to watch from this room: the closet or the bathroom... or I suppose the patio."

"Can you do it tonight after dark?" I asked.

"Yes, I suppose so."

"Then I will stand on the patio." I answered. "If you have lights on in here, I will be able to see in and she will not see me outside."

"I will ensure that she does not face in that direction." He walked toward the door as we concluded our agreement. "I can not guarantee your wife is as easy to seduce as the nuns on our island, but I will give it a shot."

"Thanks Ramon," I said shaking his hand. "What time shall I bring her to you?"

"Bring her by at nine o'clock. The beach is empty by then."

"You'll see her then," I said leaving by the hallway door.

"Hey," yelled Ramon from inside the room. "What is her name?" I came back to the door and stuck my head inside.

"Cin," I answered.

"The nuns would love that name," he laughed.

"No," I chuckled. "With a 'C'."

I walked back to the hotel room where I had left Cin taking a nap. She was still sleeping like an angel, her dark hair slightly covering her face. I sat down on the bed and watched her, reminding myself of how lucky I was. We had met in college and fell madly in love. I was the athletic jock, she was the petite co-ed. After ten years of marriage and struggling careers, she was still the one for me.

Often during our lovemaking we would talk about our fantasies. Our favorite scenario was me fucking her from behind and whispering in her ear about watching some man fuck her. She would go wild talking about how big his cock was and how hard it was while he was fucking her. My cock starting growing as I sat there and remembered those nights.

"Hi," Cin whispered as she rolled over toward me.

"Did you have a nice nap?"

"Mmm."She reached up and pulled me down on top of her, grinding her hips beneath me. I kissed her deeply and felt her hands go under my shirt.

"Must have been a good dream." I smiled into her brown eyes and kissed her forehead.

"I think it's this ocean air." She ran her nails down my back and then reached around for my zipper.

"We're going to miss the sunset if you start this," I warned her.

"The sun sets every day, Clay. And your cock is already hard." Her voice was so seductive I almost gave in, but I wanted to keep her hot for the evening's adventures.

"Yes," I agreed. "But we're not always in Jamaica to enjoy it.. and tonight is our last night."

She stopped her advances and gave me a childish pout. I loved her pout and kissed her puckered lips.

"Trust me, Darling," I said getting up off the bed. "I have a wonderful evening planned for us."

"Oh?" she said sitting up on her elbows and smiling. "Do tell."

"Well... I think we'll just let things unfold." Her pout was back and I just smiled and winked at her. "First you need to take a shower and put on something comfortable."

"Hmm...," she purred. "Comfortable?" Her smiled was back as she got up from the bed.

"No, not those silky things you brought to drive me wild," I laughed. "I want to walk down the beach and watch the sun set, and then go and have a quiet dinner."

"Oh... that kind of comfortable," she grinned walking towards the bathroom.

Before long, we were walking hand-in-hand down the Jamaican shoreline watching the tourists and locals still lounging in the sand. The sun was taking its time going down over the water and by the time we were seated at our table, the water was a golden orange.

"It's so beautiful here," said Cin staring out at the water.

"I'm glad we're here," I said taking her hands in mine. "We've worked hard for this."

"Too hard, Clay. We need to play more."

"I know."

"Don't you ever just want to throw it all in and go and be wild and free?" She looked back out to the water and seemed far away.

"I feel wild and free when I'm in your arms," I answered.

"Yeah," she smiled back at me. "We are pretty wild, aren't we?"

"I want you to have everything, Cin," I continued. "Emotionally and physically."

"What do you mean?" she asked.

"I want you to have everything you need to be happy... and me too. I want us to fulfill all of our hopes and dreams... and fantasies." I squeezed her hand tighter on the last word and winked at her as the waiter brought our menus.

We had a delicious meal and shared a bottle of wine as the sky grew dark. A Jamaican band was playing in the background and we sat for the longest time enjoying the music. I checked my watch periodically to keep track of the time, and finally around eight thirty Cin commented on it.

"You act as if you have a meeting to go to, Clay. You're on vacation, remember?"

"Actually..."

"Don't tell me you have a conference call," she warned.

"No, Honey," I reassured her. "I don't have any appointments."

"Good!" she said relaxing.

"But you do."

"What do you mean, I do?"

"I made an appointment for you."

"For what?" She sat up and looked at me in disbelief.

"A massage," I answered.

"A massage?" she repeated. "At this time of night?"

"Well, I wanted to get you a massage to make sure you are a noodle when I take you home tomorrow and this guy is booked weeks in advance. He's working overtime tonight just for you."

"Clay..." She sat back in her chair and smiled at me. "Why are you so good to me?"

"I told you," I said standing up from the table and taking her hand to leave. "I want you to have everything."

We walked back down the beach toward our hotel, enjoying the warm night air. Cin was a bit giddy from the wine and I was glad to know that she was in the right mind set for my evening plans. When I walked her to Ramon's door, I pulled her into my arms and kissed her hard.

"Remember what I said tonight at dinner," I said holding her near.

"Which part?" she asked biting my earlobe.

"I want you to have everything you want. Even your fantasies. When you feel like you want to be wild and free, be wild and free. Okay?"

She pulled back and looked at me with a confused, yet knowing look and I smiled and kissed her on the cheek.

"I'll be here when you're done," I said knocking on the door. "His name is Ramon."

When Ramon opened the door, they looked at each other and then both looked back at me. Ramon was smiling. Cin looked a bit surprised. I waved good-bye and walked back down the hall hearing the door close behind me.

I went outside and around the ocean-side of the building until I came to the patio outside of his room. Candles were lit and I saw Cin undressing next to the table. Ramon was not in the room as she slid naked underneath a cotton sheet he had provided.

Slipping my shoes off in the sand, I walked quietly near the screen door and stood slightly out of view while she laid on her back and looked around the room. In a moment, Ramon came back into the room dressed in knit shorts and a yellow tank top that showed off his muscular arms.

"Are you comfortable, my Dear?" he asked pushing a button on the stereo. Soft music filled the air.

"Yes," Cin nodded from the table.

"Why don't you roll over on your stomach and let me start with your back," he suggested holding up the sheet while she rolled over. I dipped back behind the curtain until her head was safely tucked into the head rest. Ramon pulled the sheet down to her buttocks and filled his hand with oil from the nearby shelf. Standing at the top of the table by her head, he ran his hands up and down her back. I could hear her moan as his fingers did their magic.

"Are you enjoying your stay on our island?" he asked.

"Yes," Cin whispered. "You are so lucky to live here."

"Yes, I suppose I am," agreed Ramon. He massaged her arms and neck and then replace the sheet up to her shoulders. I moved closer as he went to the bottom of the table and moved the sheet up from her feet to her buttocks. With newly applied oil, he began on the back of her legs. First the feet, which made her coo, then the calves, and finally the thighs.

"You have strong legs," he complimented her.

"Thanks," she said softly.

His large hands traveled further up her thighs, his thumbs digging into her tender flesh. My cock started to harden as she moved slightly.

"And very beautiful too," he said coming around to one side. He kneaded the back of one thigh and moved into the muscles on her ass. It looked as if it were a mixture of therapeutic and sensual massage as his hands glided across her body. When he moved to the opposite side of the table, Cin squirmed as if to readjust herself. He began working on the other thigh and buttock, cupping her cheeks and thighs and squeezing them hard. She squirmed slightly and made a noise.

"Am I too rough, Cin?" he asked.

"Not really," she answered.

"Would you like me to go in a little deeper?" he asked stroking her leg gently. She hesitated a little and then answered.

"Yes, maybe a bit more."

"Anything you want," he assured her. "I am here to pleasure your body. Why don't you roll over and let me work on the front now." He held the sheet while she rolled over and removed the head rest from the top of the table. Cin closed her eyes while he pulled the sheet down to her waist. He refreshed his oil and moved to the top of the table.

With his groin practically resting against the top of her head, he ran his black hands down the middle of her chest and back up the sides, circling the breasts and then coming around to the back of her neck. I could see the muscles in his back working as he repeated the movement over and over, each time going just a little further down her body and coming up closer on her breasts.

Cin's body arched with each movement and my cock began to ache. He ministered to her body, almost worshipping it as his hands slid down her small waist, around the top of her hips, and back up her chest and around her nipples.

"Your body is so perfect," he whispered to her.

I heard her whimper as his hands went down again and brushed along the top of her pelvis and then further around to her back, almost pulling her up from the table toward his chest as he moved up her body. Again and again he repeated his movements, hypnotizing her with his hands.

He finally moved to the bottom of the table, leaving the sheet down around her waist. The candlelight glistened off her oiled breasts like domes of gold. He moved the sheet up so that it draped only over her pelvis, and filled his hands once again with his oils. From the bottom of the table, he ran his hands up the front of both legs and then down the back. Cin shivered on the table and moaned.

"Are you chilled, Cin?" he asked as he moved up her thighs again.

"No," she whispered as his hands came down the back of her legs. Ramon smiled and moved up her legs again.

"Would you like me to go deeper?" he asked with his low voice.

"Yes," she whispered.

He moved up her legs again, but this time he went up the inside and pressed harder. Cin let out a gasp and then caught herself and stopped. I had heard that gasp many times and it told only of passion.

"That is not too hard?" he asked innocently. Cin was trying to calm her breathing and waited until he was rubbing her feet to answer.

"No... not at all."

"Then I shall not stop until you tell me to." His hands moved back up the inside of her thighs, pressing firmly, but instead of moving back down they stayed and worked the upper thigh muscles.

"It is here that you want me to go deeper?" he asked rubbing his thumbs up and down the inside of her thighs. She nodded her head yes and his hands moved up under the sheet, around her pubic hair and back around the tops of her thighs. Cin arched her back as his fingers moved nearer to where she wanted them. He repeated the movements until I was sure he was massaging her clit.

"Yes, my beautiful American woman," whispered Ramon. "You want me to go very deep, don't you." Cin didn't answer in words this time, but her body was saying yes.

He ran his hands up the front of her thighs again, but this time they reached behind and grabbed her hips and pulled her body down until her ass was near the edge of the table and her legs draped over his arms. Cin gasped and leaned up on her elbows as she watched his hands continue to massage her pussy.

"Look at those wild eyes," he said looking into her face. "Like a tigress in heat, you wait for this." I moved slightly to see that he pulled out his hard cock from his pants. The nuns had indeed been correct.

"Take it," he whispered as he continued to rub her pussy. "It will go much deeper than my hands."

"Take it," he repeated, "And show me how deep you want it to go. Quickly now or I shall give it all to you." That was when I saw her hand move and grab onto his big cock.

"Yes, my hungry tigress... take it and make it work for you," he said pulling her down until her ass hung off the table. Cin pressed the tip inside and let out a long moan.

"Oh god," she gasped as he pushed in a little more.

"Shall I go deeper?" he asked moving it in slowly. Cin fell back on the table and grabbed her breasts as he continued.

"Yes... she moaned. "Deeper." He pulled her legs tighter, giving her more of his big cock. I wondered how much of it she could actually take.

"You are such a wild animal," he groaned fucking her pussy. "Surely you are not so greedy as to take this whole thing."

"Yes," she begged. "Deeper."

Then he started to growl as Cin gripped the table and let out the familiar squeal when she was climaxing. Ramon's growling got louder and his face contorted as he strained to hold himself. I could imagine the feeling of her pussy pulsing and squeezing against his cock as she came all over him. Finally he pulled it out, the cum spurting as he groaned. I realized at that moment that I had cum in my own hand standing outside on the patio.

I backed away out of the light as Ramon helped Cin up from the table and held her in his arms. As he finally helped her to dress, I put on my shoes and walked back towards his doorway inside of the hotel. When the door open, Cin walked out with a glazed look on her face.

"Hi," I whispered pulling her into my arms. "You look very relaxed."

"I'm a noodle," she said turning back and smiling at Ramon. "He goes very deep."

"Thanks Ramon," I said giving him a smile.

"Any time," he said smiling at me and then winking at Cin. "Any time."

"Come on, Honey," I said walking Cin back to our room. "I have another surprise for you."

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