Cruising with Tommy

By Bill Jonners

Published on Feb 20, 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 6

When Tommy woke up, the first thing he thought was, "Tonight is the night I will lose my virginity." He reached down and checked that the butt plug was still in his arse. "Good. That should have loosened me up a bit."

He got out of bed carefully and made his way to the tiny bathroom. He felt a mixture of relief and loss when he removed the butt plug but then carried on with his usual morning routine.

Tommy served the captain breakfast in his cabin as usual but refused to let the man suck him off. "I think I need to be hornier than normal for what's coming this evening. You don't mind, do you? Let me just suck you off this morning."

Per didn't mind. He was delighted that Tommy was still willing to being fucked later that day. And he enjoyed the blowjob from the innocent-looking blond teenager more than ever.


Before Tommy went offshore to look around Tromso, he inserted the butt plug up his arse once again. It felt really strange to walk around outside his cabin with it in place but soon he almost forgot it was there. Tommy's Uncle Dag had spent some of his national service in the Tromso area and that was why he had been keen to look around one of the world's most northern cities. He found lots of old wooden houses, some dating back to the late 18th century, in the city centre. He visited Tromso Cathedral - Norway's only wooden cathedral - and the much newer Arctic Cathedral, which is actually a parish church rather than a cathedral. Tommy thought of taking the cable car up Mount Storsteinen but decided to return to the ship early. No matter what he did, his thoughts kept returning to sex with Captain Lund.

Back on board, Tommy removed the butt plug, showered and put his uniform back on. "Working will take my mind off the captain," he told himself. However most of the passengers were still ashore and there wasn't much for Tommy to do. He soon found himself chatting to Willy, the chief steward. "Still enjoying your job, Tommy?" the man asked.

"Yes, sir," replied Tommy with a smile. "It's good to travel and meet new people."

"And your special duties with the captain?" Willy lowered his voice when he asked this question.

Tommy blushed. "I'm enjoying them too. He's a sexy man." Willy nodded and waited for Tommy to say more. "Actually I'm a bit nervous. I have agreed to...to go all the way with him tonight."

"Ah. I can understand you being nervous," said Willy. "He is...erm, pretty well endowed I believe."

"He's huge! But Pon said he will be gentle with me because it will be my first time," said Tommy.

"I've never heard any stories about him being cruel but the first time is bound to hurt. Are you sure you're ready for this?" Willy was concerned.

"I know it will hurt a lot at first but Pon says the pain soon passes and then it becomes amazing," said Tommy. "And I am ready. I have wanted this for a long time."

"Okay, but don't be afraid to tell him to stop if it becomes too much," said Willy. "He'd never want to harm you." Willy knew this was true. He knew the captain wanted the boy to love being fucked so that he could sex with him regularly and share him with others. "And I am always here at any time if you just want to talk."

"Thanks. I really appreciate that, sir," said Tommy.


While Tommy had been thinking of nobody but the captain, Per thought again about his hot sexual encounter with Jules the previous evening. He wondered if the French boy might be willing to have another session in the afternoon while Tommy was ashore. He searched for the boy when he entered the restaurant for lunch, and then cursed when he saw him. The boy was quite clearly flirting with Mick Cummings, the chief engineer. "Little slut," he thought. "He'll go with any man in a uniform." Per nodded at Mick and sat down at a table a short distance away.

Per had almost finished his lunch when Mick came over to say hello. "I have struck lucky. That cute boy I was talking to just now is begging for it. He's coming to my cabin in ten minutes."

With a smile, Per told Mick that he had fucked the boy the night before. "He's tight but he likes it rough. Don't hold back."

"Yeah? That's good to know." Mick winked at Per and went to his cabin to freshen up.


After dinner was served, Tommy rushed to his cabin to shower and get ready for his special date with the captain. Pon arrived shortly afterwards and collapsed on his bed. "Are you excited?" Pon asked Tommy.

"Yes, but scared too," replied Tommy as he dried his hair. "Do you think you could fuck me again with the dildo to loosen me up a bit?"

"Yes, of course," answered Pon. "In fact, I have a slightly larger dildo you might like to try."

"Larger?" Tommy wasn't sure."

"Only a little larger - a bit longer and slightly thicker," said Pon. "Let me show you." Pon went to one of his drawers and brought out the black latex dildo. "As you can see, it's not a big as the captain's dick."

Tommy took hold of the dildo and looked at it carefully. Then he smiled at Pon and said, "Yes, let's try."

Pon greased up the dildo while Tommy lay on his bed fingering his arsehole and thinking about Per. He took the tube of lubricating jelly from Pon and started preparing himself for penetration. His cock was rock hard, thinking about finally losing his virginity.

"Ready?" Pon said as he watched his friend fucking himself with two fingers.

Tommy nodded, pulled his fingers from his hole and then spread his legs wide. A few weeks earlier he would have been very embarrassed at the mere idea of displaying himself so wantonly but now he didn't care. "Put it in me," he told Pon.

Pon rubbed the fake cockhead against the pink puckered entrance to Tommy's hole. "Now don't forget to push out. That will open you up." He then applied some pressure.

Tommy let out a little squeak as the dildo pushed through his sphincter. Pon paused and watched as Tommy relaxed a little before pushing the dildo deeper. Tommy winced a couple of times but soon the 20 cm (8 inch) dildo was deep inside him. "That feels good," he said. "Now fuck me with it, Pon. Please."

Pon took hold of the fake balls at the base of the dildo and began to fuck Tommy. He went slowly at first but gradually his movements became faster and faster. When he noticed that Tommy was leaking copious amounts of pre-cum, he paused and said, "I think that's probably enough. You don't want to cum before you have taken the captain's cock."

"You are correct," said Tommy. "I was enjoying that but it's better to stay horny and cum while he is fucking me."

"You know it will hurt at first," said Pon as he eased the dildo from Tommy's arse. "However, if you're like me, you will soon love it. Nothing is better than cumming while being fucked by a big cock."

Tommy smiled. "I hope you're right." He wiped his arse crack with some tissues then hurried off to the bathroom to clean himself properly.

A short time later Tommy knocked on the door of the captain's cabin. Despite trying to remain calm, his cheeks were flushed and his cock was fully erect once more.

"Come in, my darling," Per whispered as he pulled Tommy inside and locked the door. "I have been looking forward to this moment all day." Before Tommy could respond, he pulled the boy into his arms and kissed him passionately.

Tommy surrendered to the man's wandering hands and probing tongue. Almost before he realised what was happening, he was naked and lying on top of the bed.

Per almost ripped his clothes off as he gazed at the small blond boy waiting for him. At that moment Tommy looked so young and innocent and Per could hardly wait to ram his cock up his virgin hole. However he knew he would have to start slowly. "So beautiful," he said as he smiled at Tommy. Then he kissed his lips once more. Slowly he worked his way down, kissing and nibbling each of Tommy's large dark pink nipples, planting more kisses on his flat stomach and then licking the pre-cum on Tommy's cockhead. Briefly avoiding the throbbing cock, Per attacked the grape-sized balls, licking and sucking them.

Tommy moaned in appreciation when Per finally took his slim, leaking 17 cm (almost 7 inch) cock into his mouth. He squirmed on the bed, clutching at the bed sheet, as the experienced boy-lover took him closer and closer to a climax.

Suddenly Per moved back. "Are you sure you are ready for me to make love to you properly?"

Tommy smiled. He thought it was nice of the captain to say 'make love' rather than 'fuck." He nodded. "Yes, Captain. I'm sure."

Per smiled and pushed the boy's legs back. He gazed at the hairless arse crack and the tiny twitching hole, and then dived down and gave Tommy his best ever rim job.

Soon Tommy was moaning loudly, his cock dribbling pre-cum and he opened himself up to the rough, probing tongue. He threw his head from side to side, muttering, "Yes, yes" before finally calling on Per to fuck him. "Fuck me now, Captain. Shove your beautiful big cock inside me!"

Tommy had his hands behind his knees, spreading his legs and offering up his virgin hole, while Per quickly applied a generous amount of KY jelly to his very thick 23 cm (9 inch) cock.

No words were spoken as Per took up position. He placed his cockhead against the entrance to Tommy's hole and looked into the boy's blue eyes. Then he pushed forward. Tommy groaned at the pressure and then remembered he had to push out. He closed his eyes and pushed, telling himself that the captain's cock was only a little bigger than the dildo he had taken earlier.

A loud scream filled the air when Per's cockhead burst through Tommy's sphincter. The pain was much worse than Tommy had imagined and tears filled his eyes.

"Hush! The worst part is over," said Per. However he didn't wait for Tommy's permission to go on. He gave a second thrust and sent another 5 cm (2 inches) into the virgin hole. Tommy wailed again, hardly surprising given that the cock was as thick as his wrist. Another thrust brought another scream from Tommy.

Per looked down and saw that Tommy had lost his erection. Then he looked further down and saw that half of his cock was now buried inside the hot, vice-like grip of the boy's arse. He rarely got the opportunity to fuck a virgin because his size put most off so it was a real thrill to take Tommy's cherry. Not only was Tommy the cutest blond he'd seen in a long time, his 160 cm (5ft 3 in) stature fulfilled Per's occasional fantasy of fucking an underage boy. He smiled at Tommy as he slowly pushed more of his cock into the tight hole.

Tommy cried out, not as loud as before. He blinked away his tears and looked up into the captain's eyes. The man was smiling. "He must know he's hurting me," he said to himself. "Doesn't he care?"

One final, brutally hard thrust resulted in Per's cock being buried deep inside the no longer virgin hole. Tommy screamed again but Per just smiled. "You've done it, Tommy. You now have the whole of my cock inside your tight pussy."

Tommy wanted to say, "Take it out. You're killing me" but he just gritted his teeth and moaned loudly.

"You're perfect, Tommy. The perfect little bottom boy," said Per. "Now I'm going to fuck you. Okay?"

Tommy just groaned and Per began making short thrusting movements. His cock moved slowly backwards and forwards, rubbing against Tommy's prostate in the process. Tommy whimpered a few times and then let out a cry when Per made a rather forceful thrust. "Sorry," said Per. He returned to a series of slow fairly gentle thrusts and gradually the pain eased for Tommy. The pressure on his prostate soon resulted in him regaining his erection. "You like this now? You like being fucked?" Per asked.

Tommy wasn't sure how to answer. He had been warned that it would hurt at first and he still felt pain around his arsehole. However he couldn't deny that he liked the feeling of the big cock moving inside him, rubbing against something inside him. He looked up at the huge, hairy man and felt very horny. "Yes, Captain. I like being fucked."

Per began to fuck the boy harder. Tommy gasped at the harder thrusts and saw the man smile each time he let out a moan. "It turns him on to fuck me hard, to hurt me with his cock," Tommy said to himself. Instead of gasping at the next hard thrust, Tommy cried out. He wasn't surprised when Per fucked him even harder.

Tommy was pleased with himself for working out what turned the captain on. However he found that he was now enjoying the fuck even more than before. He wrapped his legs around the man, his feet pressing against Per's back as he allowed him to fuck him. He moaned, he gasped and he let out the occasional scream of pain/pleasure.

Per was more aroused than he'd been for a long time. He had taken Tommy's virginity and the submissive boy was now allowing him to fuck him as he pleased. His movements became faster and more forceful. Soon he was like a pile-driver, hammering into the tight hole with his huge cock.

To Tommy's surprise, this harder fucking really turned him on. Yes, it hurt but somehow it felt good. His cock was rock hard and he knew he was leaking lots of pre-cum. He wanted to ask Per to fuck him even harder but he couldn't bring himself to do that. So he started moaning louder and saying, "No. It hurts," very softly. This encouraged Per to fuck him harder. Tommy started screaming again and Per's actions became even faster. Suddenly Tommy cried out and began spunking off.

With Per bent over him, Tommy's cum spurted out and landed on the man's hairy chest. Blast after blast fired from the over-excited teenager and left both him and Per with cum-covered bodies.

Per didn't slow down. He kept fucking hard for another five minutes before he grunted, rammed his cock as deep as possible into Tommy's arse and filled him with a huge amount of thick man-cream. Finally he collapsed on top of the boy and hugged him tight.

Tommy was glad the captain couldn't see his face because he had a huge smile. He had finally lost his virginity and it was a fuck he'd never forget. He clung tightly to the sweating, heavy-breathing man and wondered how long he would have to wait for his next fuck.

"That was amazing, Tommy. You're a really great fuck," Per said when he finally moved off the boy.

Tommy gasped when the softening cock plopped free from his arsehole. Then he said, "Thanks, sir. I enjoyed it too."

"Good. Now get your sweet mouth down here and clean my cock," responded Per.

Tommy didn't look happy at the idea. "You want me to lick your cock, after it has just been up me?"

"Of course. All good boys clean their men like that after being fucked," Per replied.

Tommy didn't seem convinced but he stood up, displaying a cock which was still hard. Then he knelt down between the captain's hairy legs and looked at the semi-hard cock. He thought it looked a bit slimy but it wasn't dirty. He tentatively stuck out his tongue, licked at it and decided it didn't taste too bad. He gingerly licked the cockshaft from the root up to the glans, working his way around it. Then he opened his mouth and sucked the cockhead.

"Good boy. That's how to take care of your man," said Per. He ran his fingers through the blond hair on Tommy's head as he watched the boy take care of him. After a few minutes he said, "You've done a good job. Now let me check out your pussy. Lie face down on the bed."

Tommy lay down on the bed and soon felt the man's large hands on his soft, firm buttocks. Per spread the arse cheeks and looked closely at the puffy red hole. Per smiled when he saw some of his sperm leak out. "It's a bit tender but there are no tears. I've got some soothing cream which will help. But first..."

Tommy whimpered when he felt the captain's tongue lapping at his tender arsehole. Then he relaxed when he realised it felt good. "Better than good," he said to himself.

Per very rarely tasted his own cum but this was a special occasion. The cum was leaking from Tommy's just deflowered arse. He stuck his tongue inside in search of more, driving Tommy crazy in the process. Tommy moaned and pushed back against the probing tongue.

Per grabbed hold of Tommy's hairless balls, tugging them while he rimmed with greater enthusiasm than normal. His other hand took hold of the boy's cock and squeezed it. He felt some pre-cum on his fingers. "Yes, he loved me fucking him and now he's turned on by me playing with his arse. The perfect bottom boy, just as I thought."

"Oh, I'm going to cum again!" cried Tommy.

Per quickly flipped the boy over and took the throbbing cock into his mouth. Seconds later Tommy let loose with another load of spunk. Per swallowed it all and licked the cock clean. "That was delicious. Now let me get you that cream," said Per.

Per applied some of the soothing cream on the swollen entrance to Tommy's hole and then gave him the tube. "Apply some more before you go to bed and then when you get up tomorrow."

"Will you fuck me after breakfast tomorrow?" Tommy asked with a shy smile.

"I'd love to but it won't be possible," replied Per. "I need to be on the bridge early as we approach Nordkapp. But don't worry, I'll fuck you another good fuck tomorrow evening."

"Okay," said Tommy. "Will there be enough time to suck you off after breakfast?"

"Of course." Per smiled. "I know you like to start the day with a big mouthful of man-cum."

To be continued

Next: Chapter 7


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