Dad and Son Cruise to a New Understanding

As the cruise nears its end, Andrew and Michael’s bond deepens fast. Strip card games lead to total nudity, playful cock comparisons, and candy-firing contests. On their final night, they step onto the balcony for an intense shared release under the stars. What started as a simple trip becomes something far more intimate and unforgettable.

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  • 516 Readers
  • 3998 Words
  • 17 Min Read

This is a multi chapter standalone story, but left open-ended for potential expansion. If you are interested in seeing this story continued, be sure and let me know. Positive and/or constructive comments are always appreciated at: [email protected]


Day 5 of 7 -- Close Rematch

Andrew woke up first this day. He felt almost like a new person; more confident, centered. He stretched and playfully nudged Michael.

"Mmmm good morning bud," Michael yawned.

"Morning!"

Something inside of Andrew told him to act. Andrew rolled over, straddled his dad and rested his head on his dad's torso. Michael's heart melted.

"Are you ready for another excursion?"

"Oh yeah. Time to get off this boat!" He said with his face buried in Michael's neck.

"Alright then lets get this party going."

Andrew paused... and wrapped his arms under his dad, "I love you" and just let it hang in the air.

Michael wrapped his arms around Andrew, "I love you too bud."

Michael and Andrew disembarked and toured the local town. They had great food, sites, and conversation. More laughter than earlier in the week. Rain was on the horizon so they elected to return to the ship a little early. Good thing because the rain hit hard as they returned, thick and tropical.

At dinner Michael asked, "Gin Rummy tonight?"

"Hmm... Betting game?"

"What kind of betting? I'm intrigued." Michael said.

"For every hand you lose," Michael said, shuffling, "You have to take off a piece of clothing." Andrew smirked.

"So strip poker?"

"I guess," Andrew giggled

"You're on bud. My junk is old news. Yours is not."

They finished dinner, stopped by the bar for a card game drink. Michael picked Andrew up one as a nice surprise. They set up a table outside and got the game situated. Both of them were wearing flip-flops, underwear, shorts and a shirt.

Michael shuffled the cards and dealt.

They played a few games to limber up and it was pretty evenly matched. Now for the real high stakes playing.

They played their first game, Andrew lost, picking to remove his flip flops.

Another game. Michael lost, picking to remove his flip flops.

Another game. Andrew lost, picking to remove his shirt. Both of their crotches swelled under the table. Michael loved seeing Andrew confident without his shirt. Sitting there without a shirt, a nice drink, playing cards. He felt so proud.

Another game. Andrew lost, picking to remove his soccer shorts. Andrew stood up and put his thumbs in between his underwear and shorts. Pulled them down in one swoop move. His growing cock bobbed in his underwear. Andrew now was left only in underwear. One more loss and he's naked.

Another game. Michael lost, picking to remove his shorts. Like Andrew, Michael's elastic shorts clung to his growing cock which made it bounce as the pants went to the floor.

"Well... alright buddy, this is it. The last game?" Michael asked.

Laughing, "It could be! Let's do it!"

Another game. Michael lost, now having to remove his underwear. Andrew sat up as Michael stood up. Michael makes eye contact with Andrew and gives him a devilish smirk and then drops his pants. Michael was semi erect and growing. Andrew clapped to show support and encouragement. Michael bowed and then wagged his cock at Andrew.

"Hey Hey! I've seen that thing at work. It can do damage!" Andrew jokingly says.

Michael sits down and his cock rests against his stomach, "You want to keep playing?"

"Sure." That answer surprised Michael a bit. He thought Andrew would pull the rip cord and exit the game.

Another game. Michael lost, being naked he had nothing to offer. They decided to keep playing.

Another game. Michael lost, again they decided to keep playing.

Then another game. Andrew lost, having to remove his underwear. This was it. Michael had only seen a slight glimpse of Andrew's ass the other day but this was different. He was about to see his son's cock, straight on and 3 feet away.

"You ready?" Andrew asked.

"Are you?"

Andrew dropped his underwear, displaying his infamously shy cock. He threw his arms up in celebration and there it was. Not just his cock, but his hard cock. It was 6 inches, stood out from his body, super red from the excitement of the week, a head that was similar to his father's, a sizable vein on the side, a semi trimmed bush.

"Look at that buddy!" Michael celebrated, pointing at his son's cock.

"Like it?" Andrew asked in a small lapse of judgement .

Michael was thrown off by the question but answered, "Yeah, look at it, it's similar to mine in all honesty. Look at that vein!"

"Thanks!"Andrew was finally being seen and he did not care. His worry stripped away with his clothes.

Michael got up and moved to Andrew's side of the table, stood next to him and extended his arm to bring Andrew in.

"Look at our dicks together! Super similar and pretty nice. Great ancestry."

"I can see it now." Andrew touching his dad's cock head and then his own. Andrew Then wiggled his hard cock, accidentally hitting his dad's cock.

"Sorry dad."

"Don't be," Michael then slammed his cock into Andrew's

They both laugh.

"Do you want to play more?." Andrew asked honestly

"Sure, we have nowhere to be."

The boys continued playing for another hour until it was late. The entire time their cocks went from soft to semi to hard. They were naked, bare, and bonding like guys. Both were the happiest they've been with their relationship.

"You ready to hit the sheets buddy?" Michael asked as he yawned.

"One more game. High stakes."

"I'm all ears"

"Ready? If I win, I get to pay you back for last night. You win, you're safe."

"Pay me back? How?"

"I get to do what you did to me. All over my face."

"Andrew... are you serious?"

"Yeah! High stakes cards. Unless you're scared?"

"Oh I'm not scared... I... We... Wha... Ok fine I'm in. But let's do high card, low card."

"High card wins? Alright then it's a deal."

Michael shuffled. Andrew cut. Michael blindly picked an 8. Andrew took a breath and picked his card. He shows Michael.

"Well then alright." Michael said

Andrew looked at his card, it was an 8. Neither one lost, nor won.

"Looks like I am safe." Michael celebrated.

"Oh what a stupid technicality"

"Sorry bud!" Michael nudged and playfully wrestled Andrew.

"Ok, let's go inside."

Both came inside and went straight to the bathroom to brush their teeth. Each stood in front of the mirror, still naked. Andrew noticed his dad was still leaking pre-cum. He leaned over and dabbed his finger on his dad's cock head.

"Thanks buddy." Andrew said with a mouth full of toothpaste.

"Anytime."

They finished brushing and got into bed, both electing to stay naked.

"I almost had you tonight."

"Close but no cigar. Night buddy."

"Night dad."

Day 6 of 7 -- Over the Railing

Andrew was already awake when Michael opened his eyes. Michael felt it before he saw it. The quiet focus in the room. Andrew sat propped against the headboard, sketchbook resting on his knees, cock and balls out and resting in peace. Pencil moving steadily across the page.

Michael blinked and squinted toward him.

"Are you drawing me again?"

"Maybe," Andrew smiled without looking up.

Michael rolled onto his back, laughing softly.

While Andrew finished the sketch, Michael scrolled through his phone, tapping quietly. A few minutes later he locked the screen and set it down.

At breakfast, Michael cleared his throat casually.

"So... I booked something for today."

Andrew looked up from his coffee, "What?"

"Last full day," Michael said. "Figured we should do it right. What are your thoughts on a half-day spa package?"

"Seriously?"

"Massage, pedicure, facials. The whole thing."

Andrew laughed, "I've NEVER had a facial before!" Referencing his surprise one a few days ago.

"Ohhhh you're bad!" Michael belly laughed. "Then it's time."

They finished breakfast and headed for the spa. The spa was quiet and warm, tucked away from the busier decks. Soft lighting, low music, the faint scent of something clean and herbal in the air.

They entered the men's dressing area and it was empty. They changed into robes without rush or clothing underneath, moving slow and easy around each other. The comfort and nudity between them felt natural now -- no hesitation, no guardedness. Just routine.

Michael started a flashing contest which Andrew playfully joined in. Why not? They had seen each other naked many times by now.

The treatments were unexpectedly incredible. Andrew felt himself relax deeper than he had all week. Michael did too. By the time they left, both moved slower, voices softer, the edge worn off everything.

The afternoon drifted by with both wandering the decks, sitting in the sun, talking without effort. Dinner that night felt almost dreamlike after the spa. They lingered longer than usual, laughing easily. Michael even bought another drink for Andrew.

Back in the room, they brought drinks with them and changed into their pajama clothes. Soccer shorts and a simple t-shirt. Michael opened the balcony door allowing the warm night air to slip inside. They settled into bed, placed their backs on the headboard, and turned on a new action movie that quickly proved more ridiculous than impressive.

"Mind if I take off these clothes? Enjoy the breeze?" Michael asked.

"Go right ahead"

Michael disrobed and got back into bed quickly, "Care to join?"

"Sure. It's our last night."

Andrew pulled off his clothes and turned. This was the first time Michael had seen his cock truly flaccid. It dangled there and was a nice reminder of how innocent Andrew was.

Michael reached into a small bag and tossed something onto Andrew's lap. Mini chocolate-coated candies.

Andrew grinned. "Where'd these come from?"

"Secret stash."

They debated keeping with the terrible movie or changing to something else. Both were laughing at exaggerated explosions and terrible dialogue. Andrew went to the movie menu and kept scrolling. Andrew stopped on one title, it was a dating show where the contestants are naked.

"Want to watch?" Andrew inquired.

"Sure, sounds like we may fit in," Michael responded as he gestured to their nude selves.

They began to watch and there was a plethora of genitals and the cameras didn't shy away. Both Michael and Andrew began to get hard.

Out of the blue Michael gets out from under the covers, "I am not going to pretend this is not happening." Showcasing his rigid member.

"Me neither then." Andrew then slid out exposing his arched cock.

"Feels much better to have it out."

"And be seen," Andrew added.

"That's my boy!" Michael nudged

They both sat there with their exposed cocks while watching the dating show. Andrew and Michael ate the small candies. Michael then interrupted.

"Check this out." Placing a small candy on his cock head, bent his cock back and launched it. The candy missed his face but hit his pectoral muscles.

"Oh my god dad." Andrew laughed. Then immediately trying it himself. His landed on his navel.

"You have to know when to let go of the candy to get the best launch. Try again."

They both tried at the same time. Michael's went further.

"Here, try this." Michael then grabbed a candy and Andrew's cock. Andrew gasped. Michael was the first person ever to touch is cock.

"Fire!" Michael let go and the candy hit Andrew in the throat, "See, works better. You try."

Andrew then picked up a piece of candy and grabbed his dad's cock.

"I meant try it on yourself," Michael laughed.

"Oh sorry."

"No it's fine, try it on me. You're already handling it."

Andrew loaded the candy and slingshot it. It did better but not as good as his dad. Andrew went to try again. This time the candy went even less far. It had gotten stuck in Michael's pre-cum.

"Whoops! Operator error," Michael said.

Andrew picked up the pre-cum covered candy and plopped it in his mouth.

"Did you really just eat that?" Michael said, shocked.

"Uhhhh yeah... that ok?"

"Yeah. Absolutely, I just didn't expect that."

"Cant waste good chocolate," Andrew continued to laugh.

Both continued to eat candies and launch their candies using their cocks. Taking turns using their own and each other's tools.

"I think I want to try." Michael said out of nowhere.

Michael then grabbed Andrew's cock, gave it a squeeze, producing a good bead of pre-cum. He used the candy to scoop it off Andrew's cock head. He threw it in his mouth instantly.

"Hmm ok," Michael kept chewing and tasting.

"How is it?"

"Ya know, not bad. I had never tried pre-cum before."

"Well there is plenty more where that came from if you ever want more," Andrew nudged. They both laugh.

"You will be my first stop for sure."

Andrew blushed and hoped that was actually true.

"I have an idea," he said.

Michael glanced over. "Yeah?"

Andrew immediately shook his head, "Never mind."

"Nope," Michael said, smiling. "Now you have to say it. Come on, bud."

Andrew let out a breath, "It's dumb."

"Say it."

Andrew looked toward the balcony and blurted it out before he could stop himself.

"What if we go out there naked and just... scream into the ocean air? Like -- last full night. Just yell."

Michael blinked. Then grinned.

"Let's do it."

They climbed out of bed and stepped onto the balcony, warm air wrapping around them. Lights off and dark. For a second they just stood there. Then Michael let out a loud, ridiculous yell into the dark while simultaneously shaking his hard cock about.

Andrew burst out laughing and shouted too -- not words, just sound -- letting it carry out over the water. Andrew also shook his cock. They leaned on the railing afterward, hard cocks out, laughing harder than they had all week. Michael turned around to head back inside, still smiling.

"I'll meet you inside in a few," Andrew suggested in a low voice.

"Why? What's going on?"

"I just wanted to hang out here a bit more. Alone."

"Alright Bud..." Andrew trailed off as he saw Andrew's silhouette slowly playing with his cock. "Oh so you mean alone time?"

"What?"

"You want to be alone to jerk off."

Andrew paused, exhaled and said "Yes, I've been hard and soft so many times this weekend. I've had blue balls multiple times. I need alone time and I thought it would be a story to do it on the balcony before I left."

Michael walked towards Andrew, "Oh blue balls are the worst. I had them earlier this week... until our little accident. But yea, that makes sense bud. I can head out. Have fun and be safe." Before turning, Michael squeezed Andrew's cock head and said "boop."

Andrew loved that. "Well dad actually, before you go. W.. why don't you stay?

"You want me to stay?"

"Well you could join too if you want."

"You sure buddy?"

"Yeah. I want you to stay and if you want, join me in jerking off."

"Sure bud. That would be nice and I think I need a release."

Both of their cocks were fully erect and visible to each other via the bedroom lights. Michael sat down in a chair and Andrew followed. They were facing each other. They both proceeded to slowly work their cocks over. They didn't say a word. They could only hear the ocean and the sound of their cocks flapping in their hands.

Michael broke the silence with a head tilt backwards and a moan. Andrew followed suit by sucking in air and moaning.

"Are you having fun over there son?" Michael asked

"Mmmmm yes sir."

"Good!"

They continued to tease their own cocks for almost 5 minutes.

"What is your plan for cumming tonight dad?

"I am open to suggestions."

"What if we got close to the railing and shot into the ocean?"

"That sounds like a hot plan. Let's do it. Are you getting close?"

"Close-ish. You?"

"I could get there soon. Want to stand up and go to the railing?"

"Sure."

Both got up and walked to the railing. Both looked at each other and continued jerking off. Both did not lose eye contact as they moaned and stroked themselves.

"I'm getting close bud," Michael whispered.

"Go for it dad," Andrew moaned as he also stopped so he could watch.

"Here I go!"

In the subtle light, you could see Michael's load spray over the railing. Rope after rope of cum. Michael continued to milk his cock until he was satisfied.

Andrew started jerking again. "Jesus dad, that was so hot," Andrew said confidently which then quickly gave way when he realized what he said, "Oh sorry. I should not have said that."

"Don't apologize Andrew. It was hot and I liked you watching. Keep going, bud. You've earned this."

Michael stood there watching his son work his cock. Michael took a step and Andrew thought his dad was leaving. Instead, Andrew felt his dad's presence right behind him. Michael's torso connected with Andrew's back. Michael took both of his arms and wrapped them around Andrew. His left arm went above his shoulder and crossed his chest. His right hand went across Andrew's belly and held him close. Michael's still swollen cock was against Andrew's back. Smearing his still oozing cum.

"Is this ok?" Michael whispered.

"Yes sir."

Andrew continued to jerk off while Michael embraced him. Andrew moaned as Michael began moving his hands. Michael leaned to Andrew's ear and whispered, "Since you lost the card game the other night, thought maybe I could give you a consolation prize?"

"Yes dad," Andrew moaned in a whisper.

Michael put his hand to his mouth and spit. He then reached around and took hold of Andrew's cock. He began to stroke. Andrew's knees weakened but Michael was his rock. He didn't let Andrew move.

"Feels so good dad!"

"Good. You've been so great to me this week. I think it's time I helped you."

Michael continued to stroke.

"You're the first person to touch my cock," Andrew sighed.

"I am glad to be the first. You're my boy."

"Dad... Dad.. I'm getting close!"

"Let it shoot bud. I got you."

That was enough to send Andrew over the point of no return. His cock pulsed and shot his load. Like his dad's, it went over the railing.

"Oh that's right bud. Look at that! You're a porn star!" Michael celebrated.

Michael continued to stroke Andrew for a while. Getting every drop of cum out.

"You feel better, bud?" Michael inquired.

"I feel so much better. I needed that... and I'm glad you were here."

"I am glad I could help too. Never done that before."

"Me neither. Glad we could be each other's first."

"Me too." Michael said as he kissed Andrew on the neck. "You want to head in?"

They crawled into bed and turned toward each other. Michael studied Andrew's face in the low light.

"You okay?" he asked gently.

Andrew didn't hesitate. "Fuck yeah," he said with a small smile. "Maybe the best I've felt in a long time."

Michael felt something settle warmly in his chest hearing that.

"Good," he said quietly.

Andrew scooted a little closer. The ship hummed steadily beneath them. Within minutes, they both drifted off -- deeply, easily -- the last full night settling around them like a gift.

Day 7 of 7 -- Connection & Disembark

Andrew woke before the alarm. The room was still dim, the early light just beginning to stretch through the curtains. For a moment he stayed still, listening to the low hum of the ship and the faint sounds of movement somewhere down the hallway.

He slipped quietly out of bed and walked to the balcony still naked, sliding the door open with care. He stepped outside barefoot and rested his hands on the railing. The sun was rising slowly, soft gold spreading across the water. The ocean moved steadily beneath them as the ship eased toward port.

He let the light settle across his skin without thinking about it. Earlier in the week, he would have hesitated but now he didn't. He felt lighter, happier and more understood. He felt closer to his dad. Not just comfortable, but truly seen as an individual. And, maybe more importantly, he felt like he understood Michael too. Not just as Ben's dad. Not just as a coach. But as a person.

Behind him, the bed shifted. Michael blinked awake and noticed the open balcony door. He saw Andrew standing there freely naked and smiled faintly. He stood and walked out without speaking, stepping up behind Andrew and wrapping his arms around him in an easy morning hug. Their naked bodies touching once again and still utterly comfortable. Andrew leaned back into it.

"Morning," Michael said softly.

"Morning."

"How'd you sleep?"

Andrew smiled, "Best I have all week."

Michael nodded, "Same."

They stood quietly for a moment, watching the horizon brighten.

"Look at that," Michael said after a while. "Pretty amazing."

Andrew nodded. Michael's voice shifted slightly.

"Hey... thanks for coming with me."

Andrew turned his head slightly, listening.

"This trip ended up being really special," Michael continued. "Despite it being different, I wouldn't change a thing."

Andrew felt the words settle warmly. Michael exhaled, still holding him.

"I'm really happy about how this week went. About everything. You're pretty amazing, you know that?"

Andrew answered each piece as it came, "Thanks."

"Yeah."

"I'm glad too."

When Michael finished, Andrew turned inside his arms and hugged him properly; solid, real. Naked bodies intertwined. They held it for a moment before stepping back and turning side by side again, looking out at the water one last time.

Eventually, reality returned.

"We'll be docking in a few hours," Michael said gently. "We've gotta get packed."

Andrew nodded and they went back inside. Suitcases reopened and they began to fold the clothes and pack away.

The room slowly returned to what it had looked like when they first arrived -- only now it felt smaller somehow, full of memory. Micheal elected to take a shower and promptly invited Andrew to join. Both stepped in quickly as they were already naked. The water cascaded down their bodies. Andrew had turned and began washing himself. He felt his dad pull him and he turned around. Michael pulled him in and they hugged gently.

"Andrew, thank you for a great weekend," Michael said while cradling Andrew's head in a hug.

"Thank you for taking me and wanting to be alone."

"I am glad we did. I think you've pushed me to love in a different way than I ever have."

"What do you mean?"

"What we experienced on this cruise is different from what I have with anyone else. Including your brother."

"So... so this won't happen with anyone else? This is just ours?"

"Correct. I'd like this to only be our thing. I promise that this is just something special between you and me. Some may not understand but I think we needed this to grow closer."

"Thanks dad. I love you."

"I love you too son. I always will."

They both finished cleaning, dried and got dressed.

They now had to say goodbye to the upgraded suite and to the room that allowed them to bond. They rolled their luggage down the long hallway for the last time. At the parking lot, they stopped for a second and looked back at the ship.

Michael gave a small wave. Andrew did too. Both smiled at each other and got into the car. Michael turned the key and the engine started.

"Hey dad before we go..." Andrew interrupted

"Yeah bud?"

"Thoughts on doing a cruise again sometime soon?"

"It would be my pleasure... and yours."


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