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A Pleasure Cruise  

JimmyB7474 59M
0 posts
4/18/2017 7:07 am
A Pleasure Cruise

The cruise ship left Miami on a Friday at 4 p.m. It was another magnificent Fall day with temperatures in the low 80s and brilliant sunshine. The ship was headed for Nassau, with a return stop at the cruise line's private island before getting back into Miami on Monday morning.



Jim was a twenty five year old investment analyst who needed a long weekend vacation and a day at the Atlantis casino in Nassau. The food and drink was a bonus, which he would take good advantage of. Not that he was a big eater. At 6'1" and about 190 pounds his friends and relatives never called him<b> overweight. </font></b>And lunches spent at a downtown gym kept him in condition.

He stood on the pool deck in a shirt and bathing trunks while the ship departed and headed east. Soon, he was lying on a lounge chair, a CD player pumping music through the headphones while he watched fellow passengers come and go.

Samantha was beginning to wish she hadn't agreed to join her three girlfriends on the weekend cruise. They were already intoxicated, and acting like it, before the ship had barely left Miami. Samantha was a twenty one year old student at the University of Chicago and a football cheerleader. This week was the only off week for the team during the season and she had been talked into the three day cruise to fill the spot of another cheerleader who couldn't make it.



Now she sat sipping an awful, fluorescent colored drink that cost a small fortune. She'd rather be in the casino playing a slot machine, she thought. And in another couple minutes the others will be too drunk to worry about where she was.

Jim listened to the end of a second CD and pulled off the headphones. More and more people were emerging from their rooms and the pool area was bustling. Not yet seeing any females that would keep him glued to his chair while he watched, he decided to return to his room, put on a pair of shorts and head for the casino.

He preferred the colossal casinos of Las Vegas, Atlantic City and the islands, but for now the boat would have to do. He'd never won big on a cruise, so his gambling budget was small. Quarter machines with a $20 loss limit. On good days he could last an hour.

Samantha looked at herself one last time in the cabin mirror. Her beige tank top showed off her deep tan and was tucked tightly into her white shorts, allowing her ample breasts to push against the material. One turn to approve the form of the shorts over her ass and she headed for the door. Maybe she'd win enough to allow for real shopping in Nassau, she dreamed.

As usual, empty slot machines were few and far between. When Jim found one, he quickly claimed it. With a roll of quarters in hand, he started playing. Six quarters later he won 25 and settled in, oblivious to the flurry of activity around him.

Samantha walked up and down the rows of slots, unable to find an empty seat. Eventually, an old woman rose from a machine, mumbling something Samantha couldn't understand, and probably didn't want to. She sat for five minutes, losing half of her roll of quarters before moving on. Two rows of machines later she was about to give up.

Out of the corner of his eye, Jim caught the movement of a young woman moving slowly toward him. She had long, dark brown hair and a definite Latin tan on her slender arms and legs. She moved with a certain confidence not common in someone he guessed to be nineteen or twenty.

Samantha was looking at the opposite row of slots when she heard a voice say, "I'm leaving if you want this one."

She turned to face an attractive young man just rising from his seat.

"Uh, sure. Thanks," she said with a smile.

Jim watched as she sat down.

"Has it been lucky?" she asked him.

"It was at first," he replied. "It cooled off pretty quick, though. That's not uncommon in here."

"Yeah. I know," Samantha said. She turned and dropped two quarters in, watching the machine eat them without retribution. Jim stood slightly behind her, studying the outline of her breasts and the smooth skin on her legs. She played two more quarters.

Jim instantly recognized the significance of the symbols in the five columns of the game and was prepared for the resulting ringing, dinging and clanging emanating from the machine. Apparently Samantha wasn't.

She watched as the machine signaled the winning of 100 quarters. As the first of the coins began to hit the bin in front of her, she raised her arms over her head, fists clinched tightly.

"Yes," she exclaimed. "Alright."

"Way to go," Jim added. "I'll get you a cup to put them in."

He returned with a large plastic cup just as the last of the coins fell from the machine.

"Happens every time," Jim said miserably.

"What?" Samantha said smiling. Then she covered her mouth with her hand.

"Oh, shit. I'm sorry." She looked honestly troubled.

Jim laughed. "I'm just kidding. I'm happy somebody finally won something in here."

Samantha finished scooping the coins into the cup.

"I've got to go," Jim said. "You owe me a drink at least."

"It's a deal," she said. "Thanks for the seat. See you around, maybe."

"I hope so."

Samantha watched him walk away, smiled and put in two more quarters.

Jim had a late dinner before heading to the lounge adjacent to the ship's largest bar. He was halfway through his first beer when he looked more closely at the table of young women at the far end of the lounge. The brunette he talked to at the slot machine sat with her back to him, accompanied by three other girls. Their laughter could be heard, but not the conversation.

"A refill, sir. Compliments of the ladies." Jim snapped his head around to see a waitress placing a second beer on the end table next to him.

"Oh, thanks. Here." Jim gave her a tip and she smiled back at him.

Jim looked once more at the girls' table. This time, Samantha was turned in her chair, looking back at the young man. Jim raised his bottle as if toasting them and she waved timidly. More laughter ensued.

He debated whether or not to approach the girls, but ultimately decided against it. Instead, he stopped at the bar on the way out and bought the table another round.

Jim lay in his cabin that night thinking more than once about the girl, her smile and her body. He would undoubtedly be watching for her tomorrow.

The ship docked in Nassau the following morning and Jim, along with the remainder of the passengers, debarked. He watched in vain for the young brunette before getting in a cab and directing the driver to take him to the Atlantis casino.

Four hours of gambling later he was about ninety dollars ahead and extremely hungry. A small restaurant with tables overlooking the main walkway next to the casino caught Jim's eye and he ordered a sandwich and beer.

He was staring mindlessly at a striking blonde who was walking past when a voice brought him back to reality.

"Having any luck?"

Samantha stood next to him, hands behind her back.

Jim gazed up at her in surprise. "Better than yesterday," he managed to say. Then added, "What are you doing here?"

"I saw you get in the cab at the boat and I figured, how many places are there for a gambler to go in Nassau?" Samantha tilted her head teasingly and smiled.

"Sit down," Jim said, pointing to the other chair at the table. He caught himself admiring her again from the bottom of her shorts to the top of her t-shirt.

"I promised my girlfriends I'd go shopping, but by noon I'd just about had it," She said. "By the way, my name's Samantha but my friends call me Sammie."

"Hi. I'm Jim. Thanks for the beer last night."

"And thanks for the round. You didn't have to do that," Sammie said.

They talked until Jim finished his meal, then they went back into the casino together. After mixed results at the slot machines, Sammie asked Jim to teach her how to play craps. They had better luck there and Jim could see the men enjoyed watching the girl throw the dice and celebrate her winnings.

Late afternoon arrived quicker than Jim wanted it to.

"Listen. We have to go," he said, looking at his watch.

"OK. I'm ready," Sammie said. They grabbed their winnings, cashed them in and headed for the exit.

"Thanks for the lesson, Jim," Sammie said. Then, to his surprise, she kissed him lightly on the side of his face.

He fought the urge to put his arm around her as they went outside to get a cab. The cab drove past white sand beaches and resort hotels. Before long, they were back at the dock and aboard the ship.

"What are you doing after dinner?" Sammie asked when they got to the elevators.

"I didn't have anything planned. How about you?" Jim said.

"I really don't want another evening with my drunken friends," Sammie said with a disgusted look on her face.

"OK. How about stopping by my room and we'll head somewhere," Jim suggested.

"Perfect."

"It's 5085. Same deck as the casino," Jim told her.

"What time?" Sammie asked.

"Is eight OK?"

"I'll be there," Sammie said.

The elevator door opened and they headed for their respective decks. Jim watched contentedly as his new cheerleader-friend said goodbye and walked out of the elevator, her ass snug against the back of her shorts.

Sammie ate dinner with her friends, divulging very little of her afternoon ramblings. Jim ate at the snack bar, nervously anticipating his evening.

At 8:05, a soft knock caused Jim to take a deep breath, check his pants and shirt in the mirror and walk to the cabin door. Sammie smiled at him broadly from the hall and Jim welcomed her in.

She wore a pinkish red, sleeveless dress with spaghetti straps and a neckline that complimented her full breasts. The dress clung to her waist and hips before spreading and stopping a few inches above the knees.

"Here. My treat," Sammie said, handing Jim a small paper bag.

Jim opened the bag and pulled out a bottle of wine.

"Oh, wow. Thanks. You didn't have to do this. I thought we were even," Jim said with a smile.

"Well, if I totally bore you we can at least drink," Sammie said enthusiastically.

"I don't think you have to worry about that," Jim said. "I'll go get some ice. Have a seat."

Jim returned to the room quickly with a bucket of ice. He opened the bottle and used two bathroom glasses to pour out small amounts for each of them before placing the bottle in the bucket. He handed Sammie her glass and sat beside her on the couch which, when combined with the one across from them, served as his bed at night. Sammie crossed her legs, causing her dress to ride up and reveal even more of her deep tan. Jim tried not to gaze too long at the girl's legs, but certainly enjoyed the opportunity while he had it. They talked for several minutes about Sammie’s cheerleading experiences at Miami, her friends and their antics so far on the cruise, and Jim's hobbies. The conversation came easily and comfortably, neither one feeling pressured to reveal more or less than they had to. Jim's offer to take Sammie somewhere else on the ship was kindly declined with her saying the quiet of the cabin was a nice break from the mayhem of her friends. She did accept his offer for a refill, however. Jim took the two glasses and walked to the small table holding the bucket of ice. He was returning the bottle of wine to the bucket when he felt a pair of hands on his hips.

They moved out onto the balcony a joining Jim's room. The very small area offered a private view of the Island of Nassau with no prying eyes from the neighboring balconies. The effect was beautiful and romantic.

"What I'd really like is to stay here with you," Sammie said in a low, soft voice, her lips an inch from his ear. Jim's heart jumped before he regained some control of his senses. "I'd like that very much, Sam." Her right hand slid around his waist and down the front of his pants until resting on his crotch. Pushing her body against his, Sammie moved her fingers over the young man's cock. She felt the outline of the cock as it hung and began to thicken. Jim put his hands behind both of them and laid them on the girl's ass, feeling the fine material of her dress slide easily over her panties. Underneath, he felt the firm round ass he had watched so intently whenever the chance arose. The cock below Sammie’s fingers was becoming hard. She deftly reached inside Jim's pants and re-positioned it under his boxers so it pointed up. Her fingers skimmed over the shaft, the boxers' material scarcely hiding the heat beginning to emanate from the cock. Just as nimbly, she removed her hand and returned it to the outside of his pants.

"If I give you more wine will you do that again?" Jim managed to ask.

"I don't need it," Sammie said. She kissed his neck and bit lightly on the bottom of his ear. Jim turned slowly and faced the girl attached to his body. He put his hand behind her head and pulled her towards him. They kissed long and hard, their hands frantically moving up and down each other's back and over their shoulders. Sammie felt the hardness of his cock pressing against her as they kissed and exchanged explorations by their tongues. Sammie moaned when Jim's hand once again moved over her ass and pulled her closer to him.

"I want to undress you," she whispered. Jim didn't answer. Instead, he took her hand and led her the short distance over to his couch/bed. In less than a minute, the two halves were joined to make a small bed and Jim was standing in front of the beautiful young brunette. She wasted no time in unbuttoning his shirt and pulling it out of his pants. She drew it open and lowered her head, allowing her tongue to glide over one of his nipples. Her hair fell across his chest, enhancing the sensations he felt. She licked down the middle of his chest, around his navel and across his stomach. Kneeling, she unfastened his belt, unbuttoned his pants and pulled down the zipper.

The pants dropped over his slim hips easily and she lowered them past his knees to his ankles. Directly in front of her face now was a tent formed by Jim's bulging cock inside his boxers. She wrapped her hand around it and squeezed gently, causing it to throb. Sammie grasped the waistband of the boxers and pulled them delicately over the cock and down his legs. Jim had never before felt his penis pulsate like it did at this moment. It was continuing to harden, but was nearing full erection. He desperately wanted it inside the girl's body.

Standing in front of him with her feet slightly apart, Sammie slid her hands down the sides of her dress until reaching the hem. She wrapped her fingers around the end of the dress on both sides and pulled up a couple inches. Already, the bottom of the dress was only a foot from her waist and Jim stared at the girl's exposed legs as if in a trance. As if in slow motion, the fabric rose until the young man caught the first glimpse of her white panties. Sammie lifted the dress higher and Jim saw that she wore bikini style, high cut panties that clung to her pussy. The girl smiled as she watched his eyes follow her hands, then linger between her legs as she raised the dress higher. An instant later he looked up and watched her pull the dress over her breasts and above her head. In that short moment, Jim admired the fullness of her breasts even as they were pulled upward. When Sammie lowered her arms to drop the dress to the floor, the splendor of her breasts became evident. They hung with a maturity that seemed beyond her years, yet pointed up at the nipples with a -like quality.

Sammie complied with his unspoken wishes by running her tongue over the length of his shaft, then slowly wrapping her lips around the tip. Little by little, she put more of the cock in her mouth until her lips hit the base. Just as smoothly, she raised her head until the cock was again free.

"God, that feels good," Jim moaned. Sammie looked up with a smile. Then she took off his shoes as he leaned against the bed. As she stood back up, Sammie ran her fingers along his legs, over his waist and up his chest. They kissed briefly.



"I think it's time we moved this inside." Jim said. Sam pouted a little but got up to move back into the cabin.

"Sit down," she told him while placing her palm on his chest, pushing lightly. Sammie kicked off her shoes as Jim settled onto the bed, his cock rising out of his lap.

"Very nice," Jim said sincerely. "You're really beautiful." Sammie just smiled. She stepped forward and put her knees on the bed on either side of Jim's waist, then sat on his legs. She put her arms around his neck and kissed him once again. Jim raised his hands and engulfed her breasts in his palms. He kneaded them with his fingers and pinched the nipples softly. The girl sighed with pleasure as the young man found the one spot above her waist certain to excite her. With almost imperceptible force, Sammie pushed against Jim and they fell to the bed. Sammie caught herself with her hands and leaned forward enough to allow her breasts to hang directly over Jim's face. Immediately, she placed her right nipple on his lips. Jim opened his mouth eagerly and guided the breast in with his hand. He sucked timidly at first, but soon was ravishing as much of the breast as he could. Concentrating on the nipple, he licked and nibbled the bottom half of her breast while squeezing the remainder with his hand.



A minute later, Sammie offered him the other breast and he gladly accepted. The invisible connection between her breasts and her pussy had been made and she felt a growing desire that she knew would lead to an orgasm soon. In fact, it often led to multiple orgasms, but she didn't know this man well enough to determine if she'd be totally satisfied tonight or not. With those thoughts in mind, she reached between her legs and seized hold of Jim's rock hard cock. She stroked the length of it several times while he worked on her nipple and breast.

"I want you inside me," Sammie said, looking down at Jim. He nodded, but before he could say anything the girl was holding his cock in place and moving her body over it. He watched her hips gyrate as she inched forward and backward until the head of his cock was at the opening to her cunt. Effortlessly, she descended onto the shaft and felt it slide inside her. The moistness surrounding her cunt added to the warm sensation Jim already felt in his cock. Within seconds, Sammie was sitting upright, Jim's entire cock buried deep inside her.

She threw her head back in satisfaction and began raising and lowering her body. When her rhythm was established, Jim eagerly thrust himself upward to meet her downward motions. Jim had never felt a girl as tight, or as well lubricated, as the one on top of him now. The combination was driving him closer to an orgasm every time she moved, but he wanted it to last forever. It didn't help to watch her gorgeous breasts heave up and down with her movements. Sammie re-positioned herself so Jim's cock rubbed against the top of the inside of her cunt, an area that was always hypersensitive and caused instant arousal. Her eyes were closed as she attempted to capture every feeling that rushed through her body. Without even realizing she was doing it, she found herself squeezing her clit between her thumbs and index fingers.



"Oh, God, Jim. Your cock feels wonderful," she said, leaning forward slightly. She was now running her hands over her entire breasts while Jim gripped her ass tightly. Sammie constricted her cunt muscles around his cock and relaxed them again, repeating the process twice.

"Jesus, Ahh…," Jim moaned after the first contraction. The next one left him speechless. Sammie was ready. She had to cum. Placing her hand first on the base of Jim's cock, she slowly raised it until it rested on her engorged clit. Jim watched intently as the girl played with herself, massaging the skin slowly at first before increasing the pressure and speed.

"Oh, fuck. Yes. Fuck me, Jim. Harder," Sammie begged him. The young man took her hips in his hands and forced his cock into her with greater speed and energy. "Yes, yes, yes. God, yes. I'm cumming…now," the girl said breathlessly.

Jim felt her body shake, freeze in place, then shake again with a new frenzy. Sammie moaned incoherently and her hair flew back and forth trying to keep up with her head. The sound of their skin hitting against each other filled the room when Sammie’s shouts didn't. Jim began to feel the wetness between Sammie’s legs flow onto him as her orgasm continued. Despite paying full attention to the obvious ecstasy Sammie was in, Jim felt the cum stirring in his balls and flowing into this cock. He groaned loudly and lifted his ass off the bed.

"That's it," Sammie said. "Cum with me. Come on." The cum exploded from Jim's cock as it never had before. He plunged his cock into her repeatedly, each time releasing more cum and groaning louder.

"Oh, yes. Keep going, baby," Sammie urged. Jim's cock pounded her cunt time after time, long after Sammie’s orgasm had ended. But she worked her cunt muscles the best she could, draining the last of the cum from Jim. His cock began to soften and he loosened his grip on the girl's waist. He ran his fingers along the outside of her thighs, laying his head down on the bed and catching his breath. Sammie gradually leaned forward until she was lying on Jim, her breasts flattened on his chest. They both stretched their legs out and Jim wrapped his arms around her.

"That was amazing," Jim said.

"Let's do it again," Sammie said, playfully jabbing him in the ribs.

"Shit. Good luck." said Jim.

They both laughed and Sammie kissed him, her hair falling on his face. She rolled onto her back next to him. Jim looked at her tanned body briefly before turning on his side and resting his head on the top of her left breast. He laid his free arm on her stomach and reached up to gently feel her other breast. They both closed their eyes and said nothing. They spent the night under a sheet; hands roaming, feeling, and holding. When they woke up, they were on their sides, Jim behind Sammie pressed hard against her ass and his arm around her tightly.

"Good morning," Sammie said after turning on her back and kissing the man next to her.

"Jesus, you wore me out," Jim said groggily. "It was my pleasure. Honestly."

Jim traced his fingers around the outline of her breasts, her belly button and her pussy. When he got to her clit, she sat up, took hold of his hand and pulled him off the bed with her onto his feet.

"Come on. It's time for you to wake up," she said.

Sammie led him to the bathroom, never letting go of his hand until she leaned into the shower to turn on the water. Jim watched her shapely ass as she bent over, teasingly moving his hand over it and between her legs.

"Stop it," she said sternly, smacking his hand with hers. "You'll have your chance." She stood up and smiled at him over her shoulder. Sammie pushed open the shower curtain and stepped in. Jim quickly followed.

Pulling the curtain shut, Jim watched from behind as his companion put her head under the water and let it soak her long, straight hair. She wiped the water from her face, then tilted her head back and let the water flow from her hair. She turned sideways, backed up slightly and said, "Go ahead. Get in."

The warm water felt good as it poured over Jim's tired body. He turned around to find Sammie with a small bar of soap in her hand. She placed it on his shoulder and proceeded to wash his arms and chest.

"Turn around," she said softly.

Jim felt her hand cross his back several times, then both hands were on his ass and she cupped the cheeks in her palms. Next, she washed the back of his legs. When her hands moved to the front of his calves, he felt a tingling in his cock. Sammie worked her way upward until she was unhurriedly washing his balls. Soon, she was doing the same to his cock, which was growing longer and harder by the second.

When the cock was hard, but not fully erect, she put the soap down and let the water run over the young man's chest and legs. Using her hands on his hips, she got him to turn and face her.

She kneeled down, fondled the cock for a few seconds, then placed it in her mouth. Water streamed down Jim's back as Sammie’s tongue flicked around his cock. The girl's head bobbed up and down, intent on making him as hard as he'd been the night before, when Jim satisfied her like no man had ever done before.



Before long, she had succeeded. That was when she stood back up and exchanged places with Jim. With her back facing him, she said, "Fuck me from behind, Jim. I want to feel you inside me again."

Jim leaned against her and said, "Will you squeeze me like you did last night?"

"Let's find out," she answered.

Sammie put her hands against the wall of the small shower stall and spread her legs. Jim watched the water splash on her back and onto his chest, then flow down over her ass and between their bodies. He stroked his cock a couple times and guided it towards her gaping pussy. The sight of the young girl's firm ass and thighs nearly made him cum as soon at the tip of his cock entered her cunt. When he had entered her completely, he reached around and put his hands on her breasts.

Sammie emitted the now-familiar sigh when Jim squeezed her nipples and pumped his cock into her. With increasing speed, Jim fucked the cheerleader harder and harder. Soon, one of his hands dropped to her clit and began a rough massage of the small penis-like protrusion.

"Oh, Jim. Make me cum again. Yes. Right there," Sammie said over the sound of the rushing water.

The young man was near an orgasm himself and wanted desperately to time his with hers.

"Squeeze me, babe," he said to her.

Her cunt muscles tightened around his cock and quickly got the predictable results.

"Yes. Yes. I'm cumming," Jim groaned.

He rammed his cock into her and smacked against her ass loudly. Sammie felt the throbbing cock spurt cum against the walls of her vagina and she began her own orgasm. Her body shuddered repeatedly, hardly noticed by the man shooting several loads of cum into her. Their moans combined into an odd mix of undecipherable sounds of lust. The farther back she pushed her ass, the harder Jim fucked her. He gripped her by the waist, but still had trouble maintaining his position inside her during their dueling orgasms.

It ended with periodic twitches from both of them and a mutual decision to simply stand and hug each other under the water.

After they had dried each other off and returned to the bed, they sat and looked at each other.

"Do you want to go eat breakfast?" Sammie asked.

"Yes. And I know what I want for lunch," Jim said, his hand between her legs.

Ahhh yes, definitely a pleasure cruise....

My blog JimmyB7474 is called Into The Woods (erotica) entertaining stories about a guy named Jimmy. Enjoy.


Flannel_Jammies 64M  
24 posts
4/22/2017 5:47 pm

Awesome blog and post. I enjoyed the read and the sexy, descriptive, and graphic language you use leaves me breathless.

Brilliant!


JimmyB7474 replies on 4/26/2017 11:44 am:
Glad you like it. I'll be posting here each week (or sooner) so keep coming back for more. Jimmy B.

JimmyB7474 59M

4/18/2017 7:17 am

Paradise Beach is a wonderful place to play! And the Atlantis Hotel is one of a kind big and luxurious for a casino. If you ever get a chance to go, you MUST visit the underground tunnels to the salt water aquarium. Jimmy B.

My blog JimmyB7474 is called Into The Woods (erotica) entertaining stories about a guy named Jimmy. Enjoy.


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