Sandy Goes to Sea

by Jolyon Lewes

Chapter 2

Next morning, after sleeping poorly, a nervous Sandy put on his uniform and presented himself to Dan for a detailed tour of Samantha, which included all the passenger spaces, the engine compartment, the wheelhouse and the hidden spaces where only the crew went, like the bilges and the sewerage systems.

"It's the junior crew member's job to clean those out," said Dan, giving Sandy a big grin. "But we let you have a shower afterwards! We sail at midday and you'll be in the wheelhouse with Jack for the whole time but I want you to watch everything that's going on cos I'll quiz you later and a low score earns corrective training. OK?"

Despite the threat of a fate like Aaron's if he failed his quiz, Sandy enjoyed the tour of Samantha. Dan was good at explaining things and Sandy felt free to ask questions. He was smitten by Dan's magnetic personality. Dan formed the opinion that Sandy would soon be a better seaman than Aaron but that wouldn't be difficult. Aaron was kept on the payroll more as an attraction for the passengers than as a dependable seaman.

In his astonishingly short shorts, Aaron was obliged to display his cane marks as he moved about the ship whether he liked it or not. Dan seemed to love it when he saw passengers staring at Aaron's weals. Sandy thought this was horribly sadistic but couldn't help staring just as hard and often found himself conscious of his penis struggling to escape the confines of his embarrassingly short blue shorts. He wondered what poor Aaron had done to have his shorts cut so short. And he wondered what Dan and Aaron got up to in Dan's bed.

The three-hour cruise was much more enjoyable than Sandy had dared to predict. He stood in the wheelhouse with Jack the whole time, apart from when he had to take messages to members of the crew. He watched the slipping procedure when Samantha left the jetty and the mooring procedure when she came home again. He watched the crew about their business and saw William circulating among the passengers taking orders for drinks. He noted how passengers devoured with their eyes the beautiful young steward in the tiny shorts. Tiny they were but not as tiny as Aaron's.

Sandy studied the charts Jack showed him and took the wheel on a couple of occasions ("Just keep her head towards that jagged island ahead") and he tried to understand what Dan was doing with ropes and fenders and the gangway. He briefly visited hot little Sammy in his hot little engine compartment. He went to see Sally making the passengers' lunch and Aaron helping to hand it round while William ran the bar. He watched elderly male passengers performing contortions in their attempts to look up Aaron's brutally short shorts.

Once the voyage was over Jack took Sandy into the company offices. "That was a pretty good trip, Sandy. I think you're going to get on well here. Now, you've probably noticed some close friendships. Rufus and William are an item and so are Dan and Aaron. Sally doesn't go for boys. We've no idea what turns Sammy on. The company doctor said he wants to see you at work and he's coming down for this evening's cruise. So I'd like you to spend some time with me in the wheelhouse and the rest doing what Dan wants. Is that OK?"

Despite feeling horribly embarrassed about the brevity of his own shorts, Sandy had felt surges of excitement whenever he'd watched Aaron or William at work, their twinkling thighs catching the light and looking so smooth, bare and vulnerable and in Aaron's bottom's case, so ravaged by the cane. Sandy wondered if the doctor would wear company uniform and the thought excited him.

But first there was Dan's quiz to get through. To cut the story short, Sandy failed the quiz. He'd enjoyed his time in the wheelhouse with Jack but hadn't noticed little details that a seaman takes in his stride, nor even the big details, like the need when entering harbour to keep the red buoys to the left and the green buoys to the right.

"OK, Sandy," said Dan. "I'm afraid I'll need to give you a little corrective training. Usually I do it before a trip, cos it seems to please the passengers to see freshly-whipped boys but this time I'll do it afterwards, cos I know the doctor wants to be present to see fair play."

Poor Sandy was frantic with fear. Soon his bottom would be as ravaged as Aaron's and the fact that his shorts were slightly longer than Aaron's gave him no comfort at all. The prospect of coping with a three-hour evening cruise only to be caned at the end of it, regardless of how well he performed had him close to tears. Aaron's offer to sooth his bottom afterwards, while much appreciated, did nothing to alleviate Sandy's growing feeling of terror.

And then the doctor arrived. Looking even younger than he'd looked in London, he entered Sandy and Aaron's bedroom just as the boys had changed into clean clothes for the evening cruise. To Sandy's amazement the doctor was in Timbury Cruise Lines uniform; his shorts were awesomely short and very, very tight.

"Ah, Aaron," said the doctor, "I see you're still in those obscene little shorts!"

"Dan insists on it," said Aaron, blushing profoundly.

"And my dear young Sandy," said the doctor, "you're looking lovelier than ever!"

Sandy blushed even more profoundly than Aaron.

"Let's just check you both over," said the doctor, producing a stethoscope. "On your beds, please."

Sandy had a sudden hope that he'd be pronounced medically unfit to be caned and lay compliantly on his bed. He felt the doctor's bare thigh pressing on his own bare arm and his heartbeat accelerated. The doctor muttered comforting words and Sandy relaxed, except that his penis was rigid.

"Lovely boy," said the doctor, patting Sandy's leg. He turned to Aaron. "On your tummy, please, Aaron. I need to examine your weals."

Aaron's little shorts were much looser than the doctor's and gave easy access to his bare buttocks, his white briefs having vanished into his crack. Sandy watched in fascination.

"Hmm," said the doctor. "Very nasty indeed but you'll live to fight another day. OK, boys – let's get to sea!"

Both boys could see the doctor's highly-aroused state and Sandy couldn't help feeling aroused by this lithe twenty-six-year-old's magnificent body, as hairless as his own. Sandy hoped he'd look like that in nine years' time. He wondered if Uncle Ken had met the doctor.

The evening cruise went well; the weather was good, the passengers imbibed heartily, Aaron and William were photographed from every angle and so was the doctor. Sandy was able to stay in the wheelhouse with Jack but he saw Dan casting him the occasional lecherous glance and knew it wouldn't be long before he'd have to face the cane. As the cruise drew to its close and Samantha sidled in to the harbour Sandy found himself trembling with nerves, his stomach churning.

"Don't leave the ship," said Dan to Sandy. "I give it to you below deck. Can't have the public watching!"

Sandy was terrified. It was nine-thirty in the evening, the sun had set and in his sparse clothing he should have felt cold but he was sweating with fear. Why hadn't he realised corrective training meant a beating? Even the thought of Aaron soothing his bottom didn't cheer him up. He looked miserably at the last of the passengers meandering off to pubs for a cosy drink.

"Hello, Sandy, my lad."

Sandy felt a hand on his shoulder. It was the doctor.

"I've come to witness your corrective training and to make sure nothing goes amiss. You're shaking – please don't be scared – all the boys have to go through this – and I'll be here to look after you."

The doctor's presence made Sandy feel better, although it probably wouldn't make the coming pain any easier to bear. He turned his pretty face to the doctor and received a nice kiss on his cheek.

"Come on, then," said the doctor. "We'd best go below."

He guided Sandy down to the place of punishment, actually Samantha's bar. Dan was waiting. He had a long, slender cane in his hand and was smiling. It was a predatory sort of smile.

"Ah, Sandy," said Dan. "I've rather taken to you. You've got a great body. Aaron's my Bosun's Mate but you seem to be a quick learner so in time you could take his title. I don't think he'd mind. Now one thing I like is to see my handiwork on display and the passengers like to see it too. You should see the tips Aaron collects!"

Despite his terror Sandy was listening and wondered what Dan was going to say next.

"So as well as teaching you seamanship my corrective training will boost your earnings. What a bargain! Only one thing – the cane marks must be visible to the punters if they're going to cough up! Aaron doesn't like me hitting his thighs so I go for his lovely little bottom. That's why his shorts are short enough to show the weals there, especially when he bends over to grab a rope or whatever. I'm going to give you two on your bum and two on your thighs, then you can decide whether you want your shorts made as short as Aaron's."

"Shorts down then, Sandy," said the doctor. "Then over this table and I'll be the other side to hold your hands while Dan is doing the business."

In a dreamlike state Sandy unzipped his blue shorts. They fell to his ankles and he leant over the table. The doctor grasped his wrists and held them firm. Tears welled up in Sandy's beautiful brown eyes.


Dan pulled up Sandy's shirttail then yanked up on the waistband of the skimpy briefs to expose most of the perfectly-formed bottom. He stood back to admire his target and swished his cane about. It made a noise that had Sandy shaking in fear. Then there was a silence that seemed to last an age. At last, after a tantalising 30-second wait Dan struck the crown of Sandy's bottom - with his hand. It was more a gentle slap than a stroke intended to produce pain. Sandy was expecting a vicious cane stroke but all he felt was the pat on his bottom and the doctor's grip on his wrists relaxing.

The doctor slid his hands onto Sandy's hands and gently helped him into an upright position. "We really had you there, my lovely boy!" he said, smiling at the bewildered boy.

"Initiation ceremony over, Sandy and you passed!" said Dan. "You can pull your shorts up now. Come in, guys!"

To Sandy's increased bewilderment into the bar came Jack, Aaron, Rufus, William, Sammy and last but certainly not least, Sally. Hastily pulling up his shorts, Sandy turned to face them and as they began to applaud him he blushed as deeply as ever he'd blushed before. Not only were there tears on his soft cheeks that everyone could see but if that wasn't enough he guessed Sally must have seen his bare bottom. He wiped his face with his sleeve and tried to smile.

"Well, Sandy," said Jack, "this is your second welcome to Samantha and probably the one you'll remember! Sorry if the initiation ceremony's a bit childish but we've all had to suffer it and you coped very well. You should have seen the way Rufus fought and spat and scratched when he thought he was going to get the cane!"

Rufus was grinning sheepishly as he came up to shake Sandy's hand. "Well done, mate. I blew my top but I see you're made of stronger stuff!"

Sally kissed Sandy and called him a sweet little thing.

Everyone shook Sandy's hand and said kind words. Last was Aaron, whose shorts seemed shorter than ever. "Welcome to the gang, Sandy. We're not sailing till midday so we've got a long lie-in to look forward to!"

"The bar is open!" announced Jack and sure enough, the hatch slid up and William was in position ready to serve drinks all round. Dan put his arm round Sandy's shoulder and led him to the bar where William passed each of them a glass of Cava. Soon the crew of Samantha was enjoying the party, apart from Sammy, who'd gone to tend his beloved engine. Once it had registered with Sandy that the caning thing was all part of a joke and that he'd now been accepted by the crew and that corrective training didn't mean anything sinister or painful he began to enjoy himself too.

William chatted to Sandy and asked him what he'd done before joining Timbury Cruise Lines.

"Oh, I was useless at school and tried catering college but got thrown out. I'd no motivation to do anything but my uncle said I should go to sea and I've ended up here. It looks like fun - well, now I've got over the initiation thing, it does."

"Catering college?" said William. "You might take over from me in the galley! All I do is make sandwiches and hand out drinks but it's fun with a crew like Jack's." He manoeuvered Sandy to a corner of the room. "Do people say how cool-looking you are?"

"Well, no," said Sandy, blushing yet again. "I don't really have any friends."

"You do now!" said William. "Me for starters. And Aaron. We saw your photo when we knew you were coming here and I wanted you to share my room but so did Aaron and we tossed for it and he won. He's over the moon - the photo only showed your face but your legs are just fantastic! You don't shave them, do you?"

"No!" said Sandy, blushing yet again. "That's what the doctor asked me at the interview. No, I don't!"

"No need to, obviously," said William. "It's ultra-short shorts for boys like us until we start to get hairs on our legs. Company policy. It could take some of us years!"

"Well, another one with smooth legs is the doc," said Sandy. "How does he get into those shorts?"

"Yeah, he's bloody gorgeous," said William, dreamily. "For an old man."

Sandy was beginning to realise his legs had become a topic of conversation in Timbury Cruise Lines. He'd landed with a bunch of people who thought as highly of his legs as he did himself. For many months he'd prepared for a wank by stroking his smooth, firm and rather shapely thighs. Now it looked like others might like to do it for him. William for one. Then there was the cute little Aaron who'd said something about Sandy's yard of gorgeous bare leg. Sally had said he had fantastic legs 'but let's not go there,' thought Sandy. Lastly, the doctor had several times complimented Sandy on his legs. 'I wouldn't mind him stroking my thighs again,' thought Sandy, closing his eyes. He drank some more Cava.

"Hey, sexy legs - come down to earth!" It was the delicious Aaron. "You look like you're in another world."

"Oh, sorry!" said Sandy. "It's all a bit confusing. One minute I'm going to be thrashed, the next minute everyone's making me drink and telling me I'm great!"

"You're not bad," said Aaron. "This party's nearly over and we can go to bed. Long lie-in tomorrow, remember. Oh, here's the doc. I'll make myself scarce."

The doctor, brandishing a bottle of Cava, strode to Sandy and refilled his glass. "You'll do well here, Sandy, of that I'm sure. You won't need much more corrective training - you're much brighter than poor little Aaron. I can't wait to see you next time I'm down this way. I'll take you somewhere nice for dinner. Oh, and when you next see your Uncle Ken, give him my love, won't you?"

And with that, the handsome young doctor kissed Sandy on the cheek, patted his bottom and minced smartly away, his skin-tight shorts massively tented at the front.

In a few minutes most people decided it was time for bed and left William to tidy up and lock up. He looked yearningly at Sandy who was being escorted off the ship by Aaron. 'One day,' thought William, 'I'll get someone a bit more gentle and less hairy than Rufus. Someone who doesn't hurt me when he has his way with me.'

"Let's have a proper look at you then," said Aaron to Sandy once they'd got to their room. "Clothes off and onto your bed."

"I'm a bit shy ..." said Sandy.

"Come on!" said Aaron. "You've seen my bum - it's only fair I can see yours!"

Sandy took off his shirt, sandals and shorts and stood facing Aaron in just his diminutive briefs. He felt himself trembling again. And blushing. "Will this do?"

"Bloody hell, Sandy," said Aaron, smiling sweetly, "you haven't had much experience, have you? Let's sit on my bed and chat."

Sandy was much happier to do that, especially as the sight of Aaron's caned bottom peeping from his shorts was giving him an erection. Sandy swallowed hard and asked the question he'd been dying to ask ever since Dan had pretended to cane him.

"One thing really puzzles me, Aaron. If corrective training doesn't really mean being caned by Dan how come your bum's a mass of cane marks?"

"Glad you asked, Sandy. Dan's caned me and William a couple of times since we've been here but that's because we were stupid and deserved it. This time it was different and now it's my turn to blush. When we saw your photo William wanted to have you in his room but so did I and we were about to come to blows about it when Dan came up with this idea: if we were going to trap you into thinking you'd be caned for failing Dan's test we needed to show you what his canings were like. Dan said whoever agreed to take a really vicious caning could have you in his room. William backed off then but I agreed to it. I only hope you're worth it!"

"Thanks," said Sandy in amazement. "I don't know what to say. But isn't Dan expecting you in his room, like last night?"

"Not every night, mate. And the doc's here, isn't he? He'll be Dan's guest tonight."

"Bloody hell! Is the doc like that as well?"

"With bells on! What's more, he likes Dan to cane him! Bloody gorgeous, isn't he?"

"Yeah," said an astonished Sandy, trying to picture the doctor being caned by Dan.

"So I'm stuck with you, tonight," said Aaron. "Only joking – I'm really looking forward to it. Are you ready for me?"

"But I've never done anything with another boy ... or girl ..."

"I'll show you then. I'm only little but I'm older than you so I'm in charge!"

Sandy looked at Aaron, whose blue shorts didn't even cover all of his bottom and saw physical perfection. He felt an urge to kiss his new friend.

"Right then!" said Aaron, smiling sweetly. "No time to waste, you're even more gorgeous than the doctor and I want you tonight! Let's get into bed and I'll show you what Dan does to me. I promise to be gentle. You're gonna love it in Timbury, Sandy!"

"Just one more thing," said Sandy, stalling for time. "Why are your shorts so much more revealing than anyone else's? Even more than William's - or mine?"

"My turn to blush again," said Aaron. "As you know, I'm always making mistakes. I've nearly been kicked out several times. But about four months ago, when the weather was bloody freezing, Jack said I could stay but only on condition I wore shorts of his design. My bollocks freeze, my bum pokes out, it's bloody embarrassing but I keep my job. It's excruciating when we've got young passengers on board: the boys mostly look embarrassed for me but the little girls giggle and point and try to get their fingers inside my shorts. OK, so do a few boys. But the old men love it and I get loads of tips from them, specially if I agree to sit beside them for a few minutes. I'd seriously suggest you get shorts like mine - or you could borrow a pair of mine - they're all the same size. Oh wow! The passengers would love it - and so would I!"

"So much to learn," said Sandy, changing the subject a subtly as he could. "This is a whole new world!"

"Plenty of time for that," said Aaron. "But I've noticed you get a hard-on looking at me, just as I do looking at you. If you're a bit nervous, I could start with those fabulous legs of yours and move slowly upwards. Could take all night."

"First, let me just get this straight," said Sandy. "You volunteered for a horribly painful caning just so you could have me sharing your room. Is that it?"

"In a nutshell," said Aaron. "And the more I look at you the more I think it was worth it!"

"Bloody hell!" said Sandy. For the first time he could remember, he felt wanted by someone. It was a good feeling.

Five minutes later the lights were out and Sandy was lying in bed with his silken thighs being stroked and for once it was not he doing it but someone else, the delicious Aaron. Sandy proved an eager student that night. He had to be gentle with Aaron's aching bottom but otherwise it was cuddling, French kissing, writhing about, stroking, sucking, spilling seed and several other things Sandy had never before even dreamt of. One was kissing the weals on Aaron's bottom to make them better. Curiously, it seemed to work.

After some wild and exciting sex, Sandy was cuddling the sleeping Aaron and thinking about his day. He didn't want his shorts any shorter even it meant missing out on tips. No, they were far too short already. And what about the handsome young doctor knowing Uncle Ken? Was it a sexual relationship? Sandy pictured Uncle Ken patting the doctor's bare thighs. And what about Aaron? Sandy had never cuddled another boy, let alone had sex with one and now, after the most exciting night in his young life, he was lying with the sweetest and sexiest boy in the world. Was this better than catering college? You bet it was!

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