The Caribbean Cruise (closed for JadeKnight)

SannaBlonde

Wife, girlfriend
Joined
May 27, 2025
Posts
133
The cruise ship was huge! Alice had never seen anything like it. She’d checked it out on YouTube but it was something completely different in real life, standing here under it ready to board.

‘Oh god, Peter. This is so exciting!’

Alice squeezed her boyfriend’s hand as they walked on. Boyfriend. No. Fiancée! The word made Alice buzz, god it was true. In six months she was going to get married. And this Caribbean cruise they were going on for two weeks was an engagement present from Peter’s parents. It was very generous. Alice’s parents thought it was too generous. But she liked it, and she respected his parents even if they were pretty different from her.

Peter glanced at his fiancée as they walked down a corridor of cabin doors trying to find their room, 369. He was a very lucky guy and his friends reminded him of it. Guys like Peter and his friends didnt usually catch girls like Alice but she did truly love him, he knew that. He just had to remind himself of it at times. Like now.

Alice was petite, just 5’2. She had long, flowing red hair and cute freckles on her even cuter face. She was 23 but most thought she was no more than 18 because of her innocent, almost naive looks. Peter loved that about her. He was also 23 and they had been a couple for ages - since they were 17. Neither of them had any other experience than each other.

Peter walked slightly behind her as they approached room 369. He wasn’t totally OK with how Alice dressed sometimes. He thought it clashed with her otherwise ‘innocent’ demeanor. Right now she was wearing a pair of insanely tight and small shorts that were fashionable now. Alice had a round ass that seemed almost a little too big compared to her slender, thin body. She had small tits, fitting perfectly in his hands.. Peter was getting a little aroused..

That was a problem. For them both. Peter’s family, who had paid for this cruise and were offering to pay for the wedding ceremony, were christian and felt strongly about sex before marriage: They were dead against it. And Peter had promised to honor that. Alice was not happy about it at all, it was the only issue between them that caused any friction. They did what they could - making out, fingering, handjobs.. And he could make her cum. But she longed for more… When Peter told her he was going to honor this even on the cruise, Alice felt a wave of frustration that was hard to handle. But a free cruise is a free cruise and she was in love!

‘Oh! Here it is!’ They both saw the numbers on the door and as they got out the key card, two men probably 10 years their senior stepped out of the door next to theirs. They accidentally bumped into eachother in the narrow corridor, gave Alice a long look, Peter noticing they took a good ogle of her ass, before saying ‘excuse us!’ And moving on.

Alice and Peter entered the room. It was small but cozy. They unpacked before going to a restaurant and then exploring the huge ship. Later, they ended up at a bar with a dancefloor. Peter was tired but Alice convinced him to stay for a drink and maybe dance a little…?
 
My brother, John and myself, Jack Robbins were twins, 34 and single. We had both been married once, but our marriages had fallen apart quickly. We had decided to just take things as they came, but did have one thing we had enjoyed doing together since the divorces three years ago. We took a couple of 'sex cruises' each year. On each cruise, we would select a married couple and tag team the wife without letting the husband know. This was our first cruise of the year, both anticipating what they would fine.

Stepping out of room 368, they had decided to start looking early. John bumped into Peter as he was coming out.

"Oh sorry. I didn't see you."

John gave a quick smile and nod as I closed the door behind him. I smiled as I took in a nice long look of the red head, liking what I saw. I did see her husband noticing, but I didn't care. Once the couple was inside, we went walking down the hallway.

"So what did you think of her?"

"Nice and young. Although the ring on her finger looked more like an engagement ring than a wedding band."

I laughed for a moment, "That makes it just as sweet. Let's look a little more before deciding though."

John grinned and nodded, the two of us heading through the ship. We grabbed some dinner at one of the many restaurants before cruising the clubs. As we entered one of the less crowded ones, I grinned catching sight of the lush redhead from earlier. It looked like her husband wasn't giving her much attention, so I nudged John.

"Go and distract hubby while I get started."

He nodded before heading towards Peter before I came near Alice. I reached out and ran a hand softly over her ass while making sure I blocked the action from her husband.

"Looking a little bored. Shall we take a spin on the floor?"
 
Alice knew Peter wasn’t much for dancing and not for drinking either, it was part of his family background too. But she could normally pull him with her out on the dance floor for a a couple of songs at least. So that’s what they did. Alice could sense he wasn’t having the time of his life but he was making a little effort at least. In a way she was actually relieved- dancing made Alice horny and she wasn’t sure she wanted to feel that way considering…

‘Why don’t you go sit over in that booth, I’ll bring us drinks!’ Alice called out over the volume of the beat. Standing at the bar she glanced over at the booth but from where she was standing she couldn't really see. Being short didn't help either...

She felt a hand on her ass, from nowhere. She swiveled round and looked up at a man and recognized him straight away as one of the men from the corridor. Alice like all girls - especially ones with round protuding butts like her own - was used to being molested by strangers in nightclubs and bars, to the point that she seldom reacted aggressively. Besides, she wasn't that kind of person. She was prepared though to react, and had this man looked differently at her, maybe grinned stupidly or something, she would certainly have told him to go fuck himself. Instead he asked her to dance and in a pleasant way.

Alice glanced over, still not being able to see the booth but holding two drinks in her hands. She wanted to dance and thought that maybe Peter wouldn't mind?

'My fiancée is right over there. Let me give him his drink and ask if he's ok with it..?' They walked off and Alice reached the booth first, surprised to find a man sitting opposite Peter. It took her a second to see that the two men must be brothers!

'Hi honey..' Alice looked over at the man.. 'Oh Hi...' before returning to look at Peter.
'Is it ok if I go dance a little bit more..? I'll be back soon!'
Alice knew Peter well enough to guess that he wouldn't mind, especially seeing as he seemed to be having some kind of interesting conversation with the guy, and that he preferred that to dancing..

'Yeah.. sure.. why not!'
 
I grinned seeing that my brother had easily gotten the fiancee's interest. He always knew the right things to talk with other men, keeping them busy for me.

"I won't keep her away too long."

I had made sure my hand was off of the young woman before we reached the table to not alarm the guy too much. However, once we were back on the dance floor, my hands found that pretty ass to squeeze. Wanting to see if i could get her to break out some, I spun her around to face away from me. I put one hand on her stomach to hold her back against me as I moved to the music. I especially enjoyed feeling her ass against me, the bulge of my large cock pressing back.

John had offered to get another drink for Peter, getting it despite protest. On the way back to the table, John slipped a molly into Peter's drink. He wanted to see how much one tablet affected the guy so that we could figure out how to proceed next.
 
The man - who Alice didn’t have a name for yet - was nimble and confident as he led her to the dance floor where they were swallowed up by other people. Looking at him now she fully understood that both he and his brother (she was guessing still) were very cool, hot guys. Alice was a bit ashamed of thinking that way but it was true.

They started dancing and she was taken by surprise by how he pulled her close, hands on her ass like it was perfectly normal. It didn’t help that the song was a latin tune, and that other people were in fact dancing similarly. Oh what the hell, Alice decided to relax and have fun. It wasn’t the end of the world.

He swirled her round and caught her from behind, She yelped and giggled at the sheer boldness of his move. She was wearing just a short top and no bra and he had his hand on her bare belly as he pushed Alice against him. It was thrilling- and surely wrong somehow. She gasped as she felt something hard press between her ass cheeks.. oh god…
________________

Peter did feel a little awkward with Alice on the dance floor with some stranger but his brother assured him he shouldn’t worry at all, and besides weren’t they having a better time here talking? Peter did agree. The guy got them a second drink and they drank. It didn’t take all that long for Peter to start feelng weird. He wasn’t a drinker but.. this was different. Anyway, he felt good!
 
I grin as she gasped from pressing back against me, ass cheeks spread against me. She seemed to fall into step with me in the dancing, a nimble little body. She was the one I had decided my brother and I would enjoy for the cruise. I guided her through the latin music, pulling her away from me a couple of times to twirl her around by her hand. After each twirl, her ass was against my crotch with a hand on her bare belly. As the song finished up, I did pull back from her. I let my hand rest at the small of her back as we went back to the table.

John and Peter seemed to be enjoying themselves, as it seemed Peter looked like a happy drunk. John was the first to pipe up.

"Why don't we get the happy couple back to their room? Come on man."

John offered his shoulder to Peter to lean on. I decided to trail behind with Alice, keeping my hand on her back.

"Is he normally like this?"
 
The dancing was… Thrilling. Dirty maybe.. too much.. I should get back to Peter.. what am I doing.. these thoughts passed her mind but so did the effect of grinding her ass against this man and repeatedly having his cock shoved against her. She could feel how it had pushed her shorts and her thong deeper into her crack..! Alice was a not a little dazed and confused by the whole thing.

They went back to the booth, the brothers introducing themselves as Jack (her dance partner) and John. Alice stared at Peter, shocked at how out of it he seemed.
‘Honey are you ok??’ She asked, holding both his hands as he got up to greet her.

‘Yeah I’m great..’ He replied weirdly.

John and Peter offered to help them back to their room, well they didn’t ask as much as just do it. Alice followed along, seeing Peter supported by John as the four of them moved along down the corridor.

‘No, certainly not!’ Alice replied Jack.
 
I shook my head softly, feigning concern for Peter. I figured that John had spiked Peter's drink, and the guy was just a lightweight at handling things.

"Probably could be due to anything, the boat rocking, sea air, alcohol, a combination of them, or something else. You'll probably wanna keep an eye on him."

After John helped Peter into the room, I started to followed with Alice. However, I decided to make things a little spicy for her. I pulled her close to me, my hands on her ass in a soft, tight squeeze. At the same time, I pressed my lips against hers for a moment before pulling away from her.

"We're right next door in case you need anything."

John came out a moment later, giving her a good night as if everything was alright. The two of us went into our room for the evening and off to bed.
 
Alice just stood there dumbfounded. Did this man just.. kiss me? Right here, right now?? As the two men left she still stood there, slowly touching her lips where his had been and still feeling where he had grinded, and doing her outmost to ignore the glaring fact that her pussy was throbbing.

Alice turned round to find Peter asleep with his clothes on. That annoyed her but she got undressed and crept under the covers. The orgasm didn’t take longer to reach than two minutes. And she wasn’t thinking of Peter…

Next morning they ate breakfast in silence. It’s how Alice treated him sometimes, like when she was angry. Right now she was mostly confused and worried about last night and how a stranger had made her feel and react.

It was a beautiful hot day and the next stop was the pool. They got into their swimwear - Alice wearing a skimpy white one with a tiny thong that Peter wasn’t too happy about.

They laid down on sunbeds, Peter with airpods in and Alice reading a book.
 
I decided to check out the pools while John went off to one of the casinos on the boat. Wearing a pair of black swim trunks and flip flops, I made my way out to see what I could find. Now I wasn't super fit or anything, but I did work out enough to keep myself in pretty good shape. I had a little bit of chest hair that ran down the center of my chest from below my clavicle to my waist, as far as what could be seen.

I wore a pair of sunglasses and a towel over my right shoulder as I stepped onto the pool deck. Looking around, I grinned as I spotted that familiar redhead further down the boardwalk. I made my way towards the couple, taking in what they were doing. It seemed that Peter's eyes were closed with airpods, and she was in a book. I picked up an abandoned bottle of sunscreen on the way over before stopping beside Alice.

"I hope you didn't forget to put on a little protection."

I shake the bottle back and forth in one hand.
 
Startled, she looked up from her book and from behind sunglasses saw a tall figure over her, partly blocking out the sun. It was.. Jack! For a moment she thought it was the other one - John - but it took just a few seconds to recognise the voice of the man who had shocked Alice last night

‘Oh.. Hi! Jack, right?’

She saw the bottle in his hand, half expecting him to speak, say something about yesterday, but no…

‘Well.. To be honest I forgot mine in the cabin. Which is incredibly stupid. Being a pale redhead you would think I knew better, haha! Alice giggled and then glanced over to Peter who was clearly in his own world. Maybe even asleep.
 
Last edited:
I chuckled for a moment at her words, shaking my head. I don't bother to ask if she actually wanted some sunscreen, but went ahead with things.

"Yes, you are a naughty girl for doing something like that. Well, mistakes happen and no need for punishments, yet."

Holding the bottle in one hand, I flip it over and apply a bit on her bare stomach. My other hand gently rubs circles over her flesh to make sure it's evenly applied. I move down her waist to her legs carefully. I even press my thumb along her covered pussy in slow, teasing motions as I move up and down her legs. I get around her breasts and down her arms as well.

"Now for the back."
 
Alice didn't expect jack to actually help her with sunscreen. She thought he was probably just kidding, innocently and childishly messing about. So when his hand moved over her belly just like that, she was not a little caught of guard.

'Oh! You don't have to do that, it's.. ok.. oh...' She protested mildly, being mid-westernly polite as was her way. Staring down she studied his movement over her, once or twice getting far too.. close. Private. Alice kept thinking she was going to say something but instead she found herself staring as he kept at it, now up over her upper body too. She realized somehow that the only thing going to stop him was if she jumped up, yelled, or woke up Peter. Or if Peter would just wake up anyway and... do something. But none of that happened.

No, instead she acquiesced when he prompted her to flip over.
 
I was pleasantly surprised she didn't do anything to protest or try to stop me. Well, besides the little attempt at protesting. It was cute after all. I did keep an eye on Peter, smirking a little at seeing him asleep on the sunbed. If Alice had forgot to put on sunscreen, then so had he. I was sure he was going to be quite sunburned by the time he woke up. Nasty things, sunburns.

"You'll probably have to do my back for me. My arms aren't quite long enough."

I began to rub the sunscreen on her back, carefully and gently. However, after applying sunscreen on her back, I used my hand to give her a nice deep massage. I even untied her top, just so the string wouldn't be a bother. I soon moved downward, lingering on her ass for a good bit before moving down her legs. Once her legs were done, it was back up her body once more.
 
Alice kept her head turned towards Peter, to keep an eye out. At this point, when Jack undid her bra, she knew full well it had gone too far. But.. it felt so good! Just a little bit more… she thought to herself.

His hands were incredible. She both relaxed and tensed, his movements pushing her body against the sun bed and she let out a whispering ‘ooh’ at one point.

When he came up over her again, she finally said something:
‘I think i’m good, thanks…’ Alice looked back at him and began to sit up.
 
"If you say so."

I smile for a moment before giving her ass one final squeeze before standing up. Glancing over at Peter, I grin a little at a thought. I keep the bottle of sunscreen in my hand, stepping back.

"It looks like this stuff is waterproof, so I think I'll go for a dip in the pool. Maybe we'll bump into each other on the dance floor."

I give her a playful wink as I turn towards the pool. My swim trunks don't do much to hide the large erection that I got from rubbing her down.
 
Alice watched this weird and wonderful man walk off and jump in the pool. She gulped and felt a vibration in her when she caught a glimpse of what was.. his erection..?? Jesus...
'Everything ok, darling?' Peter had woken up. Alice felt guilty but relieved he hadn't woken up until now.
'Yeah fine..' she replied.
'I'm gonna go for a swim, wanna join me..?' Peter had already got up from the sun bed and was looking down at her.
Alice wasn't sure what to do - for a brief moment she had been tempted to jump in the pool just to be with Jack.. which was totally wrong in so many ways but.. still.. Now that Peter was going in, she had no desire to be with them both.

'Nah.. I'll think I'll go back to the cabin and just have a rest from the sun... Meet you for lunch?' They kissed before they parted ways. Alice walked back, feeling confused and upset at what was going on. Why did that stupid Jack have to be like that..?

She closed the cabin door behind her and flopped down on the bed.
 
I had just dove into the pool and come up for air when I noticed Alice was walking away from the pool area. I wondered if they had a fight and needed some alone time. Well, maybe I could play a bit of white knight and begin to getting my way with Alice. Deciding to not appear to eager, I stayed in the pool for a few more minutes before getting out. I was outside their room when I noticed my brother come walking down the hallway with a big grin.

"Hey, you look like the cat who ate the canary. Did something good happen?"
"I won a couple of thousand at the casino and was about to take a swim. You?"

He pointed to Alice and Peter's door I was about to knock on.

"Just going to see if I can start breaking in our cruise toy."

John smiled as he opened our door.

"Just let me know when she's ready."

I chuckle with a smile before knocking a couple of times on the door as he heads inside our room to change.
 
Alice took her bikini off after a while and took a shower. The room was very small and so was the bathroom, but she knew better than complain - everything was free for them after all.

She stood under it for a long while, and moved her hands over her own body slowly. She massaged the soap into her, taking particular care of her belly, her breasts, her thighs and pussy.. oh god.. yes that felt good.. If only Peter would fuck me.. just another few months left..

She was beginning to rub herself when she heard a knock on the door. Who the hell was that? Peter? Maybe he forgot his key card? Alice wrapped herself in the towel hanging on the rack, noticing that it was really too small and hardly covering her ass. She closed the bathroom door and called out 'Peter? Is that you?' as she walked towards the cabin door. No answer. Alice opened to find Jack standing there...
 
I smile for a moment at seeing Alice answering the door in only a towel. It barely covered her and told me she had just gotten out of the shower. The towel hugged her figure nicely, making me want to see what was underneath.

"I hope this isn't a bad time for you. I had noticed that you had left Peter out at the pool and was just checking to see if everything was alright. Do you mind if I come in?'

I placed a hand on the door frame for a moment, but I wasn't going to force my way in. After all, it was much sweeter when the ladies pushed things forward without realizing what they were doing.
 
This guy..! Alice couldn’t make heads or tails of him. He was clearly flirtatious but also kind. Seemed to care. Noticing things. And he was also very attractive and she was finding out she had less defense for that then she thought.

Taking a step back, she let him in.
‘It’s pretty small, but I guess your cabin looks the same?’
It was really small, the floor space was so minimal it was impossible to stand close to someone. Alice felt like she had to back into the wall.
‘I’m fine, I just didn’t feel like going into the pool…’
 
I smile as she moved aside to let me. The room was smaller than my brother's and mine, so I figured that their room was the middle line for the changeover in room designs. I decided not to spoil the surprise since i figured i would be having her in my room soon enough.

"It's pretty close."

Moving inside, I was nearly pressing against her, perfect for what I was wanting to do next. Once she closed the door, I slid an arm around her waist. Since I had ended up with my back towards the bed, I pulled her back gently with me. As I sat backward, I pulled her down on my lap so her legs were spread over my lap to straddle me. My shorts had come down partially so half of my still erect cock was exposed so her bare pussy lips were pressing against it.

"At least you are fine."

I whispered gently in her ear before suckling softly on her earlobe.
 
’Oh! No!’ Alice’s voice was a high pitched squeal, a blend of surprise and protest. It happened so fast. Jack sat down and her body - tiny and petite compared to him - just seemed to come with him as he sat. She wasn’t sure how her legs straddled him, the panic to keep the towel round her seemed to distract her from everything else.

If she she hadn’t masturbated in the shower just a minute before he knocked on the door, Alice might have reacted differently. But she had, and so when she suddenly felt something hard nudge at her from beneath it was like she just caved.
‘Ooh!’ She squealed again, but it was more from a place of arousal now. Alice did her best to keep the towel in place.
‘What are you doing, Jack! Please I.. can’t..!’ A giggle passed through her smiling lips.
 
I could tell it probably wasn't going to take much for Alice to accept things. I might have needed to work things a little slower, but there was just something about her that made me what to kick things up a notch sooner. I was surprised by how light she was, making things all the better.

"I just want to make sure you are more than fine. It's quite alright."

I grin before kissing up and down the right side of her neck, licking playfully as well. My right hand finds it's way to her towel covered breast, squeezing and rubbing the cloth against her sensitive nipple. I gently rock beneath her so that the tip and underside of my shaft rub up and down her bare pussy and clit. I use my other hand to squeeze and knead her ass under the towel.
 
His voice was soft, calm, soothing. He kissed her neck so she couldn’t help giggle again and pull away. At the same time her pelvis seemed to live a life of its own as it grinded against him, needy and desperate for that which Peter would not give her.

When Jack squeezed her tits she couldn’t keep her hands over the towel any longer, holding on to his strong shoulders instead. And so it fell off, down on the floor. Completely naked straddled on his lap, her pale white body exposed.

’Oh jesus.. what about Peter…??’ Alice whispered.
 
Back
Top