Pleasure Cruise Chapter 5

"A Night of Fun, Lily Enjoys the Men"

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John heard the engines start and opened his eyes. The clock on the side table read 7:25, he rolled over quietly and saw Tanya, face down on the bed sleeping. His eyes ran down her lithe body and saw the dried semen on one half of her caramel butt. He smiled recalling how it got there.

 “Damn that was one great evening,” he thought to himself as he carefully slid out of bed.

 He had a bit of a headache from the free-flowing alcohol that he had enjoyed the previous night. But it was well worth the slight hangover. Nothing two Advil couldn’t fix.

 He freshened up quickly and quietly and walked out and up the steps to the main salon. Kim was sitting by the table in her WFASTR shirt and a pair of lacey boy shorts drinking either coffee or tea.

 “Morning,” he said as he saw her. She nodded and replied with a smile.

 He walked over and reached inside her open shirt and caressed her breast. He had a thing for her tits, they were really spectacular, and she knew it. She was not upset or bothered that he did. He asked her if she slept well. She nodded.

 “I could use some more I think I got about four hours. But I need coffee.”

 “Anyone else up?”

 Kim said she didn’t know, hadn’t seen anyone and she had just walked out and poured the coffee.

 “Well after last night I think everyone will need extra sleep.”

 He walked up the short stair to the flying bridge. Dennis was at the controls and Sara was standing next to him drinking a cup of coffee. She was wearing just a light wrap and in the wind he could see a glimpse of her bare ass when the wrap blew in the breeze. 

“Morning babe.” He said and she turned, smiled, and kissed him lightly.

 They exchanged pleasantries and Dennis advised him that they would reach the marina in about four hours at this speed. Their weekend would end back in port shortly after lunch,

 “I lost track of you last night honey, everyone else ok?” He asked.

 She smiled, “Not sure, Brian and Kim went off to one stateroom and I bet will sleep in. I lost track of the others, but Lily was really into the guys.” She looked at Dennis and smiled. “Dennis and I were in his bed later and spent most of the time alone. We got up about an hour ago”

 “Well Kim is downstairs having coffee,” John replied, “the rest must be sleeping it off.

 They all smiled.

 

Ten Hours Earlier

 John admired Tanya’s figure as she cleared the plates from the table. Dinner was excellent. She had prepared grilled Amberjack with roasted potatoes and a fresh arugula salad. Everyone loved it. Lily got up to help and John enjoyed watching her thong-covered ass sashay from the table to the galley. The view was not quite as good as the one he had earlier on the beach, the one of her sucking his cock looking up at him, but it was right up there. He was enjoying this trip immensely.

“After dinner drinks?” he inquired.

He and Dennis quickly prepared the requests. Cosmos for Sara and Lily, Scotch for Brian and Miles. White wine for Kim. Beer for Jamal and Dennis. John poured a glass of bourbon for himself, neat. 

The sun had fallen just below the horizon and the sky was a beautiful red tone. The weather was perfect. He knew most everyone had rested a bit after the beach. The girls had laid out and taken cat naps both on deck and below, including Tanya. That was fine with John, he wanted her well-rested for later. 

Sara got up from the table and moved to the large sectional at the aft of the yacht. She was in awe of the view. She sat to enjoy the serenity. 

Taking her moves as a cue the table broke up and moved aft with her.  Miles sat next to Sara and Kim near Brian. John smiled, he liked these easy non-partner pairings, it was natural and would make the rest of the night flow. 

Miles and Sara were quietly chatting and he moved his hand to her breast and then quickly under her sundress. She laughed and nodded “yes” to whatever he said. Miles set his cocktail on the table and moved to his knees and John saw his wife part her legs. Sara moved a bit and let Miles get comfortable. He dove between her thighs and began to sensually lick and kiss her. He hiked her dress up. She was nude underneath and he went right to her pussy and began to pleasure her. He casually lifted her legs and draped them over his shoulders and made himself comfortable between her thighs. Everyone else just looked, some in envy that they hadn’t thought of it first. 

Sara loved it when Miles went down on her. Like John, who was amazing at licking pussy, Miles was an eager oralist. He used his tongue more than his fingers but was adept at both. He knew just how to get her close and keep her there. She held his head lightly and sipped her Cosmo and sighed. 

She saw Brian who was sitting between his wife and Kim move his hand from Lily’s thigh and ask Kim if she wanted some too. Sara thought that was a bit odd, yes swinging was the plan, but Lily and Brian were still newbies. She thought he should be more attentive to his wife or at least acknowledge her. But instead, Brian mirrored Miles’ movements and he removed Kim’s thong and began kissing her inner thigh. Lily didn’t seem to mind, so that was a good thing. 

Always attuned to the mood of the room John did not leave Lily waiting long. A few minutes passed and Sara was internally pleased with the turn of events. The three women were sitting back on the sofas as the yacht was cruising slowly as the sunset. Tanya and Jamal were making up the salon and would be free in due time. Each of the wives had their legs parted and a man, not their respective partners, was skillfully and very willingly performing oral sex on them.   

She raised her drink in silent toast. Kim and Lily smiled and did the same. Sara saw that Lily was squirming a bit and she knew that John was doing her just right. Except for Kim, no one on this ship could eat pussy as well as her husband. 

Lily was very content and as each moment passed she was getting closer and closer to nirvana. John had delicately kissed her inner thighs and then licked slowly around her partially split pussy lips. He savored her scent, and could tell her juices were flowing and he began to flick the tip of his tongue across her sensitive clit. He couldn’t help the need to reach between his legs and stroke his hardening cock just for a moment before bringing his hand back to her body. He let his hands move up her stomach and reach to tease her nipples as his tongue probed her slit, licking her more firmly. She squirmed a bit and he moved his tongue back to her clit, licking and then sucking it some. Simultaneously he moved a hand under her butt and smoothly inserted his middle finger into her ass. He felt her tense then relax and in moments she shuddered. His chin was wet from her orgasm. 

Sara saw Lily shudder and her toes curl. She knew that Lily was experiencing her first orgasm of the evening. 

While she was enjoying Lily’s pleasure, Miles had moved a bit lower with his tongue and although she wasn’t usually a big fan of what he was doing she tilted her hips to let him deeply tongue her rosebud. Sara tingled. He was playfully teasing her with light licks around it then almost pushing his tongue into her opening. It was sexy and kinky. At the same time, his finger was rubbing her clit and she quietly moaned at his touch. She saw Kim and Brian moving and switching places. Kim unzipped his slacks, she leaned over and began to suck Brian’s cock. Her head was bobbing up and down in rapid fashion. Sara looked at him but he seemed oblivious to everything but his own pleasure. 

Sara closed her eye and let the pleasure overcome her and she felt the warm rush of another orgasm. She had lost count since the start of the cruise but each one was great.

“Mmmmm, Miles that was lovely as always baby.” She cooed as he slid up to kiss her. John walked over to her and he also snuck in a quick kiss. He smelled of Lily. 

“Enjoying dessert baby?” He smiled and she nodded. 

Kim continued to blow Brian as the rest of them recharged. She saw Lily move closer to Brian and he cuddled with her as Kim licked around the head of his cock. He sat forward and groaned. Kim lifted her head from his hard cock as he spurt a rope of cum across her lips. She tried to catch it in her mouth but failed. She pumped him until he stopped pulsing. His sticky load covered her hand as she let go. He apologized for the mess. She just smiled and said not to worry. 

Miles had also taken a pause. Everyone was enjoying the moment and almost in unison had more of their beverages. Tanya and Jamal had finished up and joined them. John looked lustfully at Tanya then at Sara, silently asking permission. She nodded yes.

“Interested in losing that crystal?” he asked, Tanya blushed and giggled. 

“Mind if I join?” Brian asked eagerly. 

Before John could say anything or Tanya object Brian got up and took Tanya’s hand. The three of them headed away. It was bad form for Brian to ask in but John was too polite to comment.

“Lily I know I shouldn’t talk since I just finished enjoying your husband’s cock, but that man needs to learn some manners,” Kim said ruefully. “Had you guys established any ground rules” 

Lily said they had discussed threesomes and staying together but not much more. Kim pointed out that it look like the rules had changed and she should feel empowered to enjoy the rest of trip in any way she desired.  Sara agreed. So did Miles laughing as he said so. 

“So, Lily what do you want to do, you should get first choice.” Sara asked. 

Lily blushed and said that she was intrigued by all the black men on board and seeing them walk around obviously turned on by the women on board. Sara told her to feel free to explore all the offerings. 

Lily looked over at Miles, they exchanged knowing grins, both got up and walked toward the stairs going below. She looked back over her shoulder and told Kim and Sara that if Dennis or Jamal were free “they know where to find us.” 

“You go girl!” 

Kim cheered her on. Sara couldn’t help but laugh. The women realized they were left out of all the activities but knew Dennis and Jamal would be free shortly. In the meantime, they enjoyed their drinks as the yacht quietly cruised to the bay where they were going to anchor overnight. 

Kim moved next to Sara and told how grateful she and Miles were for their friendship and everything that went with it. She let her fingernails lightly run over Sara’s upper body focusing on her right breast and nipple. Sara tingled and drew Kim’s lips to hers. Kim slowly licked down her neck and shoulders, spent some time suckling her breast and slid a finger into her wet pussy. In moments the finger was replaced by Kim’s tongue and Sara let her eyes close and she relaxed to enjoy the touch of a woman. 

Minutes passed before Sara opened her eyes and looked at Kim now resting her head on Sara’s thigh. They were both in a state of bliss. Sara had orgasmed twice more. 

She heard the commotion in the stateroom and couldn’t resist seeing what her husband was up to. She and Kim untangled and she walked and opened the door to the stateroom. She inwardly smiled. Sitting off to the side of the bed was Brian, his hand wrapped around his cock stroking but otherwise not really involved. She had seen this scene before with John. He liked to make sure things went his way, even if that excluded one of the men. 

Tanya and John were on the bed facing away from the door, Tanya was on her knees almost In the yoga position downward dog, her head resting on the bed, her knees parted. Partially standing over her with his arms outstretched pressing against the forward wall of the stateroom was John. Her eyes were drawn to where their bodies connected. The crystal was no longer ensconced in her, In its place Sara witnessed her husband’s hard pulsating shaft moving in and out of Tanya well-lubricated ass. He was moving slowly and surely like he always did making sure every available inch of his cock was penetrating her stretched opening. His ball sac was tight, his cock hard and she knew he was very happy doing what he was doing. Sara knew he loved anal sex. He craved it sometimes. He loved it more than she did. By far. 

Tanya seemed to be enjoying it as well. Her moans were not of pain or discomfort, but pleasure. Brian stood and moved to Tanya’s face but she didn’t react. John cautioned Brian not to push it, everything was up to Tanya. He just stood over her stroking his cock. She was too focused on what John was doing for her to react to Brian. 

John moved his body forward and now stood directly over her and drove his cock almost straight down into her. Her body tilted a bit and Sara had to admit that she had a very attractive pussy. Her lips flared and her clit was easy to spot; surrounded by her caramel skin. If this was her first attempt at anal sex she was getting an award-winning introduction. 

Kim tapped her on the shoulder and titled her head with a “follow me” look. They walked a few steps to the guest suite and opened the door. Sara looked in and could only think…  ”Wow.” 

Like Tanya, Lily was having the time of her life. Of that there was no doubt. She was on all fours on the bed, Miles underneath her, she was sitting on his face, his tongue dancing between her thighs as she squirmed and almost squealed with pleasure. Standing in front of her, his back to the headboard and slightly hunched because of the height of the room, was Jamal. Lily was alternating between licking his hard cock and stroking it with one hand. In the other hand, standing astride the bed was Dennis, his cock more relaxed, like it was taking a break. The cum that was dripping off of her fingers and hand explained his engorged condition but no longer erect condition. The men were smiling and lighthearted. There was a sense of joy in the room.

Sara was pleasured and envious at the same time. She rarely enjoyed three men. Even rarer were three experienced men with very nice, very hard and very black cock. No matter what her previous interracial experience Lily was, like Tanya in the stateroom, getting a marvelous treatment. She couldn’t help but watch more. 

The guys moved around some and Dennis caught her eye and disengaged from the crowd and moved to Sara. She smiled and they kissed. Lily lifted her body and Miles moved behind her and easily slid his cock deep into her wet waiting pussy. Lily gasped with pleasure. Jamal lowered his body so they could properly spit roast her. Lily welcomed his cock into her mouth. In seconds they were in sync and Lily was enjoying both men. 

“I hope there is more for me?” Sara whispered to Dennis as they both watched the show. 

“Always” he nodded. She smiled.

She told Kim that she and Dennis were “turning in” and to enjoy the rest of the evening. Sara and her Captain went to his smaller quarters on the yacht. He had already unzipped the back of her sundress before they went the short distance to his quarters. She quickly undressed and they slid into his bunk. It was close quarters, but she had been there before. 

“Dennis, when it’s just us on board from now on use one of the other bedrooms. This is tight.” She giggled as they tried to get comfortable.

He slipped back out and when he climbed back in he had reversed himself so his head was down by her feet. He raised himself over her and said, 

“Here we have more room this way” and buried his face between her legs once more. His cock, still slick with his cum and Lily’s saliva hung down close to her face. Sara lifted her head and kissed the tip. 

They both moved to lie side by side and began to quietly pleasure each other. Dennis was not in John’s league when it came to oral but he wasn’t bad either. Sara pulled her top leg up higher opening her hips to him. He was kissing and licking her all over her lips and pelvis and she enjoyed the feeling. She reached to cradle his cock in her hand. He still wasn’t hard, she wondered how many times he had cum today. She knew he had stamina, but this trip was pushing the envelope of any man, even Dennis. 

She ran her tongue all over his cockhead and then his shaft. She cleaned him, savoring the taste of his last encounter. When she was satisfied she had gotten all of his cum off of his shaft she turned her attention to his balls. They were tightening as a result of her attention to his manhood. She knew he loved to have her lick and suckle them gently, unlike many men she had been with Dennis allowed her to take her time and proceed at her pace. She paused as she shuddered as he made her cum. She gasped and then resumed licking and kissing his ball sac.

Dennis began to move and she paused and looked down their bodies to his face. He had that “are you ready?” look and she nodded. He slid off the bed and moved up to her face and took his heavy engorged cock and fed it into her eager mouth. 

“Make me hard” he whispered, “I need to fuck you again.” 

Using her hands and mouth Sara skillfully complied and in moments his cock was stiff and they were both ready. He climbed above her, she pulled her knees up and apart, making herself available to him. He guided his cock with one hand to her opening and, in one smooth motion, it slid deeply into her. He stopped pushing only when he felt the root of his cock come in contact with her hips. She gasped and he began to buck, thrusting his thick black shaft deep into her. She loved it. 

Dennis had similar thoughts. Resting on his elbows so as to not to crush her he looked at her, with her eyes closed, her mouth partially open, she winced each time his cock fully entered her. He couldn’t help but let his mind wander to his situation. He was getting paid to operate and Captain a million-dollar yacht and whose owner had a wife who was good-looking, loved to suck his cock and was ready to fuck on a moments notice. The stars were aligned. 

He quickened his pace and was about to cum when Sara reached for him, pulled him from inside her and stroked his wet cock until he came across her stomach. She giggled softly. 

“Mmmm, I wanted to see how much was in the tank after all of today.  Pretty impressive.” 

She scooped a portion of his hot cum off of her belly and licked her finger clean. He lowered himself to her and they kissed warmly.

Ten minutes later they were asleep.

 

Mid-Morning 

The sun was moving higher in the sky and the harbor was just coming into view on the horizon. Dennis looked at Sara. 

“Will you go tell Jamal to start to get the lines ready for us to arrive> We are 30 minutes out and everyone needs to … well… get ready to disembark soon.” 

he left the bridge and wandered down to the deck. Kim and Miles were relaxing on the sofa, she was wearing just her bikini bottoms and one of Mile’s short sleeve shirts, unbuttoned of course. Miles was lying across her using her lap as a pillow reading his cell phone. He was wearing just boxer briefs, nice and tight, his toned body on display. 

Jamal and Tanya were in the galley cleaning up, both dressed for work. Sara walked over and told Jamal Dennis needed to get the lines ready. He immediately went off to get working. Tanya poured her a fresh cup of coffee.

“Have you enjoyed the trip? We are so glad you decided to work this weekend.” 

Tanya actually blushed and Sara could tell in spite of her dark complexion. 

“This has been amazing, I knew some of what to expect but …” 

“John was good to you last night I hope, you seemed to be enjoying it. 

Tanya nodded and blushed again. 

“We expect to see you on board or maybe at the house more often if you are interested. I know the guys enjoyed it and I can assure you we did too. I know John would love to have a repeat of last night if you do. That is up to you.” 

“I’d like that too.” She replied. 

Sara leaned over to give Tanya a short, wet kiss, then headed back to the group leaving Tanya to finish up. 

Everyone was in their rooms getting packed up and ready to get to shore. Sara was looking forward to seeing the looks when they docked. She knew the Calypso Dancer had a bit of a reputation. She loved it. 

They docked within the hour. Everyone mingled on board saying goodbyes. It was obvious that most were sad the weekend was at an end. 

The group congregated near the stern of the yacht the two dockhands couldn’t help by look at the guests. Lily was especially affectionate as she first kissed Dennis, then Jamal, who couldn’t help but casually caress her ass. She then kissed John and Kim before she moved to Miles.

They embraced in a more passionate and subtle way, clearly swapping tongues and Miles letting his hand trace her breast, then her ass as if it was his. Sara realized that Lily, like her, was hooked. 

They would have to do this again. Soon.

Published 3 years ago

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