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Pleasure Cruise Chap 3

"Sara enjoys the crew"

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Chapter 3

Jamal brought the tender to the stern of the yacht, and he helped Kim step onboard the 20 ft inflatable boat. The Calypso Dancer was his first private weekend job and after what he had witnessed so far, he was ready to be hired full time.

He had known Dennis since he was fourteen and had been hanging out around boats for years. His goal was to be a Captain on a private yacht, and he knew he had to put in his time. This gig was a great start in more ways than one.

Kim smiled and said thanks as she stepped into the dinghy. They had anchored about ¼ mile offshore of a small, deserted cay that was a great location for an afternoon swim. A luscious redhead with a great suntan, Kim had been flirting with him the entire trip. He guessed she was in her early 30’s with a curvy figure and a nice tight ass. She was wearing a small black bikini which left her breasts mostly uncovered. He had seen her husband, Miles, give him a look now and then that made it clear he did not mind Jamal staring at his wife. The woman clearly had a thing for black guys. That was fine with Jamal.

Lily, the other female guest, climbed on board next. He knew everything about her body having watched her and the wife’s owner fuck her boyfriend earlier that day. She was hot. He wondered if she might take some clothes off as they headed to shore. She had that vibe about her. Brian her boyfriend was the last to climb on board.

Tanya had packed a cooler full of food and drinks. It was stowed under the seat. He had packed small folding beach chairs and umbrellas to use on shore as well. After he dropped them off he would return for others who wanted to join. He could only fantasize about what was going to happen onshore given this crowd. Dennis had told him the trip would be crazy, but this was more than he imagined.

He expertly steered the craft away from the magnificent yacht and headed to the shore. Brian was standing next to him while the two women sat in the rear of the boat for the short ride. He was disappointed that everyone just sat as he drove. They barely even talked. He quickly pulled the craft onto the sandy beach and helped the three guests disembark. He helped them arrange everything and laid out a huge blanket before setting the umbrellas out to create a shady space.

No sooner had he finished when the women took their tops off deciding to lay out in the sun. They each applied sunscreen and Jamal realized they were doing it for his benefit. His cock swelled underneath his khakis. He saw Brian looking at him with a rueful smile.

“Too bad you need to get back to the boat. I think this afternoon here is going to be something you don’t want to miss. I know they might enjoy your company.”

Jamal wanted to remain but he had a job to do. Reluctantly, he headed to the dinghy and moved away from shore. His last image was of Kim lying next to Lily her hand covering her bikini-covered pussy, her fingers doing who knows what.

As he pulled up to the Calypso Dancer, he saw movement inside the salon, but the tinted windows made it impossible to make out any details. He climbed on board and tied off the craft. He slid the door open to the main salon and saw Dennis walking up the stairs, naked, his cock stiff like a flagpole. It was glistening and Jamal didn’t need to imagine why. Dennis acted like it was an everyday occurrence.

“Did you get them to shore OK?”

Jamal nodded and asked what he was supposed to do next.

“Well, if I were you, I would get out of those clothes and head below with us.”

Dennis opened the galley wine cooler and grabbed a bottle of champagne. He turned and gave a “come with” sign with his free hand. Jamal needed no further encouragement. He followed his boss down the tightly curved stairs to the bedrooms. His gaze immediately locked on Sara, nude, relaxing against the headboard of her bed her hand reached across Miles’ lap fondling his substantial cock. Dennis was a good 7-8 inches and Miles put him to shame. He was at least 8” and not completely hard. She was flush, her skin a slight red tinge, her nipples taut, erect. He glanced lower; her pussy lips were parted … inviting.

“Thanks for getting the champagne, Dennis. I see you brought company. Did the others get set up on shore?” She asked Jamal, who nodded.

Dennis handed the champagne to Miles who slid off the bed and began to open it. Dennis climbed onto the bed over Sara who parted her legs to allow him to move between her and in one swift movement he grasped the base of his hard cock and easily slid it deep into her waiting sex. He had clearly been there before. Jamal had a perfect view of his boss slowly fucking her. She wrapped her legs around his back and told him to take her.

He wasted no time. As he watched, Miles walked over by the bed and set two flutes of champagne on the nightstand. Dennis and Sara were in sync now his cock plunging completely into her welcoming sex.

Sara saw Miles set the champagne down but let it sit where it was. She wanted to take a sip and savor the taste along with the remnants of Miles’ cum, but Dennis had her in quite a state. She had been with him a few times in the past, but she seemed to forget how completely he filled her pussy. His cock had a unique curve, and he was girthy in addition to his length. Right now, he was deep inside her and she could feel the tip press her G spot every time he withdrew. She moved her arms down and grabbed his ass with both hands and pulled him deep into her and kept the pressure on his ass so he would stay in her longer. She couldn’t help but groan in pleasure.

“Like that baby?” Dennis whispered. She nodded and nibbled his ear and then his neck. She moved her hands lower and with two fingers massaged the root of his shaft. He squirmed. She continued to tease him in that way. Sara groaned each time he plunged deep into her. After experiencing Miles and now Dennis, Sara was getting close to her third orgasm in the last thirty minutes. She wanted to feel Dennis explode deep within her.

“Fuck her good Captain. She loves the way you do her.”

She heard John’s voice and looked over Dennis’ back to see her husband, nude, standing in the door to the bedroom. Tanya was next to him wearing her new WFASTR (We Fuck and Suck To Ride) shirt. Sara was not surprised. In fact, she was pleased. She smiled then was brought back to the moment as Dennis continued to get her closer and closer to orgasm. Just as she was about to go over the top, he pulled himself from her and leaned back on his haunches, his cock stiff and coated with her juices. He sighed and said he needed some champagne. She knew he knew he had her close and stopped on purpose. He was teasing her.

Everyone sipping champagne was a bit surreal. Sara was sitting up in the bed, her labia swollen and her skin flush from enjoying thirty minutes of Miles and Dennis, who were both naked. Miles’ enormous cock was drained and hung long and thick between his toned thighs. Dennis, at least ten years older and not quite as fit, was slowly losing his rock-hard erection and was sitting back on the bed between Sara’s spread legs.

Near the door stood John, also nude, Sara had no idea whether he and Tanya had recently fucked or not. His cock was flaccid and while nothing to sneeze at paled in comparison to the two cocks that she had just enjoyed. Sara admired Tanya's taunt nice butt that protruded where the shirttail ended.

Then there was Jamal, the only person fully clothed, with a glass of champagne and the biggest eyes she had seen as he took in the scene. Sara raised her glass in a toast toward Jamal.

“Jamal, are you enjoying the trip so far? Care to join the party?”

He looked about and nodded.

“Well then get out of those clothes and let’s get a look at you.” She smiled.

As Jamal was getting his shirt and then slacks off Sara got up and walked over to John and kissed him.

“Honey, I have an idea. Why don’t you take the dinghy to shore and see how our guests are doing while Miles and I stay here with the crew. We can meet back on board on say… two hours? Is that OK?”

John looked at Miles who laughed and said that sounded fine to him. John was eager to get back with Tanya but also wanted to enjoy Lily. He saw no downside to the suggestion. He grabbed shorts and a t-shirt, gave her and then Tanya a kiss, said to have fun and headed out and up the stairs.

Jamal had stripped and Sara beckoned him to her. He was going to be fun. He was already hard as a rock. Younger than she was used to, he was quite a good-looking guy. Stockier and obviously fit, Jamal was 5’9”, strong defined pecs, a body that showed he had spent hours hauling lines and working on boats he had almost no fat on him. Sara reached for his stiff thick cock knowing he hadn’t been with anyone since the trip began.

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Dennis moved from between her legs and sat at the side of the bed and pulled Tanya to him and began to lick and suck one of her supple breasts.

Lying sideways, her body behind Dennis’ Sara began to more aggressively “welcome” Jamal to the party. She brought his cockhead to her lips and kissed him tenderly and then licked the flared mushroom head. He reached for her head to pull her onto his cock. He started to thrust into her mouth. She resisted slightly and looked up at him.

“Jamal,” she protested. “No need to hurry we have all afternoon. Be patient.”

He mumbled an apology and let go of her head. She smiled and kissed the head of his cock once more. Precum leaked from the head. She licked it. She did not want him to feel bad about her comment.

Tanya had moved to the foot of the bed and was massaging her calves, Dennis turned to face Tanya, reached for one of her breasts, kissed her, and thrust his tongue into her warm mouth. They all continued with light foreplay before Sara stopped teasing Jamal and fell onto her back, still stroking his fat cock and spread her legs for Tanya.

Dennis moved away to give Tanya room and the gorgeous caramel skinned beauty reached for Sara’s butt, lifted her ass slightly and pulled her closer to the edge of the bed and began to slowly kiss and lick her way up the inside of Sara’s tanned thighs before outlining her still swollen labia with her tongue. Sara sighed and caressed Tanya’s loose curls. She felt her warm tongue massaging her, dancing around her clit but not hitting it.

“Oh my God girl you are good!” she purred.

She looked up at Jamal and had him straddle her face and took his cock which was one of the thicker pieces of meat she had ever seen and pressed it against his stomach so she could begin to lick his shaft from his ball sac all the way up to the tip. She took one ball and then the other into her mouth, gently suckling them as she fondled his shaft, stroking him slowly. Based on his reaction she knew he was enjoying the attention, so she went back to his sac and began to bathe it with her lips and tongue. She was turned on knowing she was turning him on. She let her tongue dart about, farther back nearer his butt and then all the way back up to the mushroom head.

“Suck my cock, Ma’am.” She heard him almost beg. She opened her eyes and gazed up the shaft, and his body and saw him looking down at her, his eyes pleading.

“Don’t you want to fuck me?” she asked Jamal.

“We all do. And her,” Dennis said, smiling, from the chair where he had decided to watch.

Sara had to laugh and looked down at Tanya and asked her if she was up for that too. Tanya smiled and stood up. Sara stroked Jamal, looked at Tanya, admired Miles and craved Dennis. Choices, choices…

She reached for Tanya and in unspoken movements they got into sixty-nine, with Tanya on top. When Tanya turned Sara saw the crystal plug still inserted in her.

“Is this from John?”

Tanya nodded and told her that he had said her ass was off-limits until he returned. Sara laughed and said, “Well, it is ‘his’ boat. His rules.”

She had Tanya position herself appropriately and she was looking up and close at her lovely caramel-skinned, cleaved labia, surrounded by tight curly cues of pubic hair. She lifted her head a bit and kissed her inner thighs and licked around and over the plug before moving lower to her moist lips. Tanya responded by pressing back onto her face. Sara felt her own pussy being attended to and in all likelihood, prepared for more cock, by Tanya’s lips and tongue. They pleasured each other for a few minutes and Tanya quickly took Sara over the edge that Dennis had gotten so close to shortly before. She loved the warm rush that went through-out her body as Tanya hit her clit just right.

As she was recovering from her orgasm, she watched Dennis get onto the bed and slid forward over her face, his cock in his hand, engorged, his ball sac just above her. She watched as he rubbed his cock head along Tanya’s lips and then saw him slowly guide it into her waiting slit. She darted her tongue out and licked the underneath of his shaft as it passed by. She kissed his balls as they rested above her. She heard Tanya groan in pleasure.

He began to slowly fuck her. His thick cock moving deep into her and now coated with her inner juices as it moved slowly in and out of the woman above her.

Sara felt her own legs parting and, although she has no view, she knew what was next.

Jamal’s cock was thick, one of the thickest she had seen, and she felt the head entering her and then a fullness as her lips were parted for the rest of his girth. She was glad she had just cum because her body was totally relaxed and accepted him without any discomfort.

Jamal was eager and he had grabbed onto her legs, spread them wide as he held them and began to thrust hard and deep. She loved it!

The two men, at each end of the intertwined women were in control now. Jamal rested Sara’s legs on his shoulders and moved closer making sure every inch of his aching cock could get deep into her tight but willing pussy. He thought to himself that he had died and gone to heaven. Tanya was trying to keep licking Sara, but Jamal was being too fast, too hard and she just stayed out of the way. Miles had walked up and stood beside the bed, so Tanya turned her attention to him.

Miles was content to let this little hottie attend to his cock. Tanya reached for his shaft and lifted it to her lips kissing his swollen head before taking it into her mouth. He was now the third person in the past hours to have the same thought.

“This lady is talented!”

Just as she had taken care of John earlier and with the same enthusiasm she had expressed with Sara, Tanya engulfed as much of his cock as she could. It quickly hardened and she held the thick rod in her right hand as her mouth bobbed on him. She enjoyed sucking dick, and this was some dick she was enjoying.

Dennis was more patient. He had his hands on Tanya’s taut ass, spreading them, admiring the wiggling crystal that was just above his probing cock. He had hired well, he mused to himself as pussy lips around him each time his cock slowly pulled itself from her velvety tunnel. He kept it slow and easy enjoying every thrust.

Not forgetting who lay beneath Tanya, Dennis slowed and let his cock fully escape her warm pussy and guided it into Sara’s open mouth for a lovely diversion of pleasure. She reached for his shaft and sucked him a few times and then she put it back in position to re-enter Tanya. They quickly established a rhythm. Three of four thrusts into her pussy and then some oral. Wash, rinse, repeat.

The pattern was only interrupted when Jamal announced he was going to cum and Tanya stopped blowing Miles and moved back to lick his body as he slowed and unleashed a warm load of cum into Sara. Dennis saw that Tanya now had Jamal’s cock in her mouth, hopefully getting some for herself. Jamal was just repeating over and over.

“Oh my fucking God… oh my fucking God!”

He fell back a bit and Tanya went right back to Sara, undoubtedly enjoying her body and Jamal’s seed.

Dennis refocused and moved quicker and quicker inside Tanya no longer letting Sara taste him. In short order he reached his climax, and he felt his cock pulse as he too sent his load into his crew member. He slowly withdrew from her and saw his cum ooze out and fall into Sara’s waiting mouth before she, too, covered Tanya’s pussy with her mouth and enjoy the mix of Tanya’s secretions and Dennis’ semen. He slid off the bed and saw that Sara was not going to stop until Tanya came. Which did not take long, Sara’s tongue was flicking over her swollen clit like a hummingbird’s wings and in no time Tanya’s toes curled and she shuddered.

The girls rolled apart and lay on the bed fully sated. Jamal and Dennis exchanged glances and Dennis just nodded. Miles still hard as a rock was not bothered that he had not cum. There was plenty of time left for that. Dennis gave Jamal a look that translated to, “I told you, didn’t I?”

Sara broke the silence.

“Who wants more champagne? I wonder what the others are up to."

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Written by LadyWriter
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