Cruising with Tommy

By Bill Jonners

Published on Jan 9, 2017

Gay

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This story is completely fictional. It is the tale of an innocent-looking teenager and his relationship with the captain and other men on board a cruise liner.

Comments welcome at colin4men@gmail.com

CRUISING WITH TOMMY

Chapter 4

Tommy groaned when the alarm went off. He had been having a dream where he was sharing a bed with Captain Lund. "It must be nice to wake up in the arms of a man," he said to himself as he forced himself to sit up. The movement brought a reminder that he had a butt plug up his arse. He moved his hand to touch it and looked over at Pon. His roommate still had his eyes closed but Tommy decided to wait until he was in the bathroom before doing anything more.

The butt plug came out easier than it went it and Tommy felt empty without it. But there was no time to play with it. He washed the plug and then continued with his morning ablutions.

"Time to get up, Pon," he said when he returned to get dressed.

"Eh? Ughh!" Pon groaned and pushed back his duvet. His eyes were closed as he toyed with his 'morning wood' for a few moments. Tommy couldn't keep his eyes away. Pon then stretched and got out of bed. "Later..." he mumbled as he made his way to the bathroom.

Tommy finished dressing and then hurried off to fetch the captain's breakfast. Once again he received a blowjob. "I love this job," he thought as he went to get his own breakfast.

He was still sitting at the table in the staff canteen when Willy, the Chief Steward, joined him. "How are you settling in, Tommy?" Willy asked.

"Good. The head waiter seems quite pleased with me," replied Tommy.

"And the captain?" asked Willy.

Tommy blushed. "Yeah, he's pleased too."

Willy nodded. "Okay. As long as you're happy. Are you going ashore today? We'll be arriving in Trondheim soon."

"No. I went off in Bergen so I'll stay onboard and give others the chance." Tommy looked at his watch. "Sorry, but I need to go. I have to help serving guest breakfasts this morning."

"Okay, Tommy. You know where to find me if you want to talk at any time." Willy smiled.

"Thanks, Willy." Tommy returned the smile and went off to the main restaurant.


Tommy worked the breakfast shift with Pon. He found the service to be more rushed than at other times of the day as the guests were eager to get on with the day's adventures. He was introduced to Miguel but they didn't get a chance to talk until most of the guests had gone.

Miguel was a little taller than Tommy at 165 cm (5ft 5in). Tommy found out that Miguel was 19 and this was his second summer on the ship. He seemed to wear a permanent smile and Tommy thought he was very cute. "Is your cabin near mine and Pon's?" Tommy asked.

"Oh, I share with Mr Fox. You know him? He's First Officer," replied Miguel.

"I haven't met him yet," said Tommy.

"He's my man. Big and strong," said Miguel proudly.

Tommy just nodded. He remembered what Pon said about Mr Fox liking rough sex.

"Who are you having sex with?" Miguel asked.

Tommy's mouth fell open but he recovered from the shock at Miguel's openness and said, "The captain."

"Nice. He's got a big cock. I've had him a few times." Miguel smiled. "Anyone else?"

"No, not yet." Tommy tried to pretend it was perfectly normal to chat about sex but he was relieved when Pon came over and said they could all leave. Miguel announced that he would be going ashore so he went off to change. Tommy and Pon went back to their cabin to relax.

Tommy wanted to find out more about Miguel and Mr Fox but Pon was more interested in what he was doing with the captain. "I sucked him off last night," Tommy admitted.

"Cool. Were you able to take all of his cock?" Pon asked.

"Nobody could take all of it!" Tommy said firmly. "You know how big it is?"

Pon laughed. "I remember...and I could take it all. It takes a bit of practice to manage a big cock but even you might get there eventually."

"But how...?" Tommy didn't think it was physically possible.

"Well, first of all - don't rush it," said Pon. "You need to be relaxed, and don't forget to keep breathing through your nose. Did you gag when it went close to your throat?" Tommy nodded. "You need to practice to keep that reflex under control. Perhaps using your dildo. Meantime just take what you feel comfortable with."

"Any other tips about coping with the gag reflex?" Tommy asked. "I want to do a good job."

Pon shook his head and smiled. "The captain will enjoy just having your innocent lips around his cock. You can wank the bottom of his cock while sucking him, and use your tongue to stimulate him as well. But I find that humming when I start deep-throating a big cock stops me gagging. You might like to try that."

"Thanks, Pon. When did you start having sex with other guys?" Tommy was curious.

Pon laughed. "A long time ago. I guess I was thirteen when I started sucking adult cocks."

"Wow! So young." Tommy was surprised.

"So many in Europe have a hang up about sex." Pon shook his head. "It's natural to experiment. But I guess Thailand has always had a much more accepting attitude towards being gay or kateoey. Oh, that's what westerners call ladyboys. I always knew I liked older men."

Tommy nodded. "Me too. I always masturbated thinking about teachers or older guys I saw on television." He paused and then went on. "Maybe I should try sucking the dildo. Will you tell me if I'm doing it correctly?" Pon nodded his agreement and Tommy took the fake cock from the cabinet next to his bed. Lying back, he kissed the cockhead, closed his eyes and took it into his mouth. He slowly took more and more. When he started gagging he pulled back a little and opened his eyes to look at Pon.

The Thai boy nodded his approval and said, "Slowly."

Tommy tried again and managed a little bit more before he started gagging again. He took the dildo out of his mouth and sat up. "The problem is that it doesn't feel like a real cock. Could I maybe... suck you?"

"Of course." Pon grinned and added. "Let's both get more comfortable."

Both boys were in t-shirts and their uniform trousers at that point. Tommy followed Pon's example and stripped down to his underwear - a thong very like Pon's.

Pon lay on his back and placed his hands behind his head. "Help yourself."

Tommy looked at the bulge and saw that Pon was semi-erect, like himself. He licked his lips and then moved closer to pull the thong aside and free the growing cock. He caressed the dark-skinned cock with his fingertips and watched it become fully erect. The uncut cock was slim and 16.5 cm (6.5 inches) long.

"I know it's not very big but you should be able to take it deep into your mouth," said Pon.

"It's about the same size as my cousin's and I only sucked the end of his," responded Tommy. He bent down and took the cock into his mouth. Soon he was sucking it eagerly and getting Pon worked up. Almost without realising it, he took the cock deeper and deeper into his mouth. He started gagging at one point, paused and then carried on. He tried humming as Pon had suggested and was able to take more. Eventually his lips were round the base of Pon's cock and the cockhead was lodged in his throat.

"You've done it, Tommy. You have taken it all," Pon cried.

Tommy pulled back a little and started teasing the cock with his tongue while playing with Pon's shaved balls. Having achieved his initial goal, he now wanted to suck Pon off.

"You're going to get my load soon if you don't stop," Pon warned while running his fingers through the younger boy's blond curls. Tommy didn't stop. He licked, he sucked and he teased the cockhead with the tip of his tongue before diving back down on the cock once more. "I am going to blow, Tommy! Here it comes! Aaaah!"

Blast after blast of creamy cum burst into Tommy's mouth and he swallowed every drop. Then he licked the cock clean and sat back with a smile on his face. "Did I do okay?"

"You know you did. That was great," said Pon. "Shall I suck you off now?"

"I would rather you fucked me with the dildo," replied Tommy. "The captain wants to fuck me soon and I really want him to fuck me. I need to get prepared."

"Are you ready for that?" Pon wasn't sure.

"Yeah! I've dreamt about it for so long," replied Tommy. "I know he's bigger than most but that will make my first time very special." He stripped off his thong, revealing his erection.

"You've got a big one," Pon said with a smile.

Tommy looked down at his cock and grinned. "Not nearly as big as the captain's." He lay down and pulled his legs back, displaying his hairless arse crack and his pink puckered hole.

"Have you had anything up there apart from your finger and the butt plug?" Pon greased up the dildo as he spoke,

"Well..." Tommy blushed slightly. "I have used a carrot a few times."

Pon smiled. "I think many gay boys have done the same. Now move your pillow under your butt to raise it up a little. Yes, that's better. And rub some KY over and into your pussy." He tossed the tube of lubricating jelly to Tommy.

"My pussy? I guess he's right," Tommy said to himself as he applied the jelly.

"Now put your hands just under your knees and hold your legs back," Pon directed. "Are you comfortable?"

"Yes, this feels okay," answered Tommy.

Pon placed the dildo against the entrance to Tommy's love-hole and rubbed it up and down a little. "Okay, I'm going to penetrate you with it now. Push out as I push in."

Tommy tried to follow Pon's directions but he was a bit nervous. "Push out and let it in," said Pon. Tommy pushed and then gasped as the fake cockhead passed through his sphincter. "Well done. That's the difficult part. I'm going to push deeper now."

A look of discomfort flashed across Tommy's face when Pon pushed the dildo in a little further. With the next push, the dildo nudged Tommy's prostate. "Oooh!" Tommy moaned. Pon realised what had happened and started using slow fucking motions. Tommy sighed and said, "That feels good." He then began wanking his cock as he enjoyed the feeling of being penetrated. "Maybe you should fuck me, Pon," Tommy suggested a few minutes later.

"No, that wouldn't be a good idea," said Pon. "Apart from the fact I much prefer being fucked to doing the fucking, the captain wants to be your first. Anyway this dildo is bigger than my cock so it's better for you to practice on. How does it feel now?"

"It feels great, Pon." Tommy smiled. "Being fucked is even better than I imagined."

"A real cock feels much better. Try squeezing the dildo with your arse muscles," said Pon. "Most guys love having that done to their cock."

Tommy concentrated on controlling his arse muscles. "I hope I'm doing it right."

"It's something to remember for the future. For the first few times it will probably hurt too much to think about doing that," said Pon.

"Does it really hurt?" Tommy was concerned.

"I won't lie - it does. Just like it hurt when the dildo first entered you just, and you know the captain's cock is much bigger." Pon saw the worried look on Tommy's face. "Don't worry though. It soon passes and then there is only pleasure, just like you are experiencing now."

"I hope you are right," said Tommy. "The captain likes sex every day."

Pon laughed. "So do I, and I bet you will be wanting to get fucked every day too before long."

Tommy grinned. "I am already having more sex that I dreamt possible just a few weeks ago. I love it when the captain fingers my hole while sucking me off. Oh, I think I'm going to cum. Yeah, here it comes!" Tommy jerked his cock one more time and started spunking off. The first jet hit his chin. The next two landed on his chest and the remainder pooled on his flat stomach.

"That was something special." Pon grinned. "Firing like that, you are going to be very popular."

Tommy blushed slightly, and then his mouth fell open in surprise when Pon bent down to lick the cum from his body.

"Hmm, very nice. I love the taste of your cream," Pon said when he sat up again. "Now ease the dildo out gently and wash it. You can use it on your own again later."

"Okay, thanks," said Tommy. "And I guess we'd better get ready for the lunchtime service."


Tommy was looking forward to practicing what he had learned from Pon when he set off for the captain's cabin that evening. He certainly hoped to be able to take more of the man's cock into his mouth.

"Come in, Tommy," said Per. "I'm just about to have my shower." The captain had taken off his shirt but he was still wearing his uniform trousers.

Tommy thought he looked hot. "Maybe I could shower with you, captain," he said with a smile.

"It would be a tight squeeze, but it could be fun." Per pulled Tommy closer. "Let me undress you. But first..." He put his hands on the boy's butt and pressed their bodies together before giving him a passionate kiss.

Tommy allowed the man's tongue to explore the inside of his mouth but forgot to breathe. When they parted, he gasped and took a deep breath. Then he smiled and said, "Wow."

Per grinned and started to unbutton Tommy's jacket. "Sorry, but you are just so fucking cute."

Tommy blushed slightly but he accepted the compliment as he stood passively and allowed Per to undress him. His cock was fully erect before the thong he was wearing was peeled off.

"Beautiful," said Per, looking the boy up and down as he took off the remainder of his own clothes.

"No, that is beautiful," said Tommy as he gazed as the captain's semi-erect cock. Per just grinned and pushed Tommy into the tiny shower cubicle.

The pair soaped each other up and their hands wandered everywhere. Tommy concentrated mainly on Per's cock which was soon fully hard and standing at an angle of about thirty degrees. Tommy loved running his fingers along its 23 cm (9 inch) length while he marvelled at its thickness. He also loved fondling the hairy, egg-sized balls and looked forward to tasting the sperm they produced. Per spent more time fondling Tommy's small, well-rounded buttocks but he also enjoyed playing with the very stiff 17 cm (almost 7 inch) upward curving cock and small, hairless balls.

Eventually the captain turned off the hot water and the pair dried themselves. Then Per lifted Tommy and carried him to his bed. Almost immediately they moved into a sixty-nine position and started sucking each other's cock.

Tommy played only with the cockhead at first, sucking it and then teasing the glans with the tip of his tongue. Then he gradually took more and more into his mouth like Pon had taught him.

Per meantime was enjoying the pre-cum which flowed liberally from Tommy's cock. As he licked and sucked the boy's cock his fingers played with the hairless balls. Then as Tommy took more of his cock, Per licked the hairless balls, along the perineum to the smooth arse crack. His tongue started licking the pink puckered hole almost at the same time as Tommy started humming and allowed Per's cock to touch his throat.

Tommy was pleased that he had been able to take more of the man's cock without gagging but the feel of the tongue probing his arsehole really turned him on and he wanted to do more to please the captain. He forced the cock deeper than he should have and gagged. Then he coughed and had to let the cock slide from his mouth. "Sorry, captain," he said when he stopped coughing.

"Don't apologise. I know you don't have much experience but you were doing great," said Per. "Don't rush things. It takes time to learn how to take a cock like mine."

"It's beautiful but very big," Tommy said quietly.

"Maybe you'd like to try something different," said Per. Tommy nodded and Per went on. "Would you like to lick me in the same way as I am licking you?"

Tommy had never thought about rimming before but he knew it felt good being on the receiving end. He also knew that the captain was clean back there, having just come from the shower. "Yes, I'd like to try."

Per lay face down on the bed and spread his legs. "Help yourself," he told Tommy.

Tommy climbed over the captain and knelt between the man's strong hairy thighs. He looked at the big beefy buttocks and then reached out to caress them. "That feels good, Tommy," said Per. That comment encouraged Tommy to go further. He ran his hands over the two mounds once more then parted them to gaze at the dark puckered skin around the captain's arsehole. It was surrounded by fine dark hairs and this sign of manliness turned Tommy on. He bent down and could smell nothing but skin and a faint reminder of the shower gel. He moved closer still and planted a gentle kiss on the entrance to Per's hole, bringing a sigh of pleasure from the man. This emboldened Tommy and he licked slowly along the crack. "So good," murmured Per. Tommy licked the crack a few more times before concentrating on the puckered area. He gave it several short fast licks and then pressed with the tip of his tongue. "Oh Tommy," gasped Per when the tongue entered him. Per whimpered as the boy continued to pleasure him with his tongue.

After a few minutes Per used his hand to push Tommy away and then he turned onto his back. "I'm getting close, Tommy. Please suck my cock again."

The man's cockhead was wet with pre-cum and Tommy eagerly licked this off. Then he tried to get the tip of his tongue into the piss-slit in search of more before taking the cockhead into his mouth.

Per lay back enjoying the sight of the cute, fairly inexperienced blond boy sucking on his huge cock. Tommy obviously loved what he was doing. "You're doing a great job, my boy."

Tommy smiled at the captain with his eyes. He liked being called 'my boy' and he liked making the captain happy. He bobbed up and down, mostly sucking only the top half of the thick cock but sometimes taking more into his mouth. He had one hand wrapped around the base of the cock and he wanked it as he sucked. His other hand toyed with the man's big hairy balls.

"I'm going to cum now, Tommy. Here it comes!" warned Per.

Tommy didn't slow down at all and seconds later a blast of hot spunk hit the back of his mouth. He did his best to swallow but blast after blast filled his mouth and some cum dribbled from his lips. "That was great, Tommy. You're getting better and better." Per smiled at the boy who was now using a finger and his tongue to scoop the lost cum into his mouth.

"Thanks, captain. Your cream tastes great." Tommy returned the smile.

"I remember how sweet yours tastes. Come up here and let me suck your cock," said Per.

Tommy straddled the man, almost sitting on his chest. Pre-cum was dribbling down his rock hard cock when the captain took hold of it. Per licked the clear juice from the cockshaft and then started sucking on the knob end. Per's hands gripped the firm young buttocks at first but then he wet his index finger and gradually inserted it into Tommy's tight arsehole.

Tommy sighed and gave himself up to pleasure. He didn't know whether he enjoyed the mouth on his cock or the finger fucking his hole more.

Per paused sucking to ask, "Have you been using the dildo?"

"Yes, captain. Pon helped me this morning," replied Tommy.

"Good! I'm hoping to fuck you before we get back to Oslo," Per responded. Then he forced a second finger inside Tommy's hole. This was a little uncomfortable but Tommy accepted it without complaint. He was looking forward to being fucked - to real sex, as he called it.

Soon Tommy was enjoying the feel of two fingers fucking him and occasionally touching his prostate. He looked into the captain's handsome face and said, "I am about to cum, sir."

Per rammed his fingers in and out of Tommy's hole with more force and seconds later Tommy gasped and began spunking off. Per eagerly swallowed every drop. Then he lay back with a huge smile on his face. "That was great, Tommy."

"I loved it too, captain." Tommy smiled and then climbed off the man and lay down beside him. He was silent for a few moments before saying, "I wish I could sleep here with you."

"That would be nice but it's impossible. We could never keep it secret," said Per.

Tommy sighed. "I know. Maybe in the future...onshore?"

"Maybe. Now you'd better get off to your own bed." Per patted Tommy's thigh. "And keep practicing with the dildo."

"I will." Tommy smiled and got out of bed to get dressed.

To be continued

Next: Chapter 5


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