Craig, Part 5

Landon

“Thanks so much for coming on this trip with me”, Laura said as she hugged me.

We had just finished our whale watching tour, and it had been a pretty amazing day. I had loved it, and sharing it with my best friend meant everything.

Though on the way back, I did feel a little bad. Laura had no idea what my experience of this trip had really been. And I’m not sure if I would ever be able to tell her. Fucking her Dad while he was having a sex sleepwalking dream, blowing her brother-in-law to-be and getting hit on by her sister’s boyfriend were going to be my main takeaways from this holiday. Maybe after some time had passed I would be able to tell her some of the things that happened. But I definitely couldn’t tell her while we were still on this trip.

We got back to the cabin and after the intense experience everyone did their own thing. Carrie and Ken went for a run. Laura, Tanisha, Melissa and Landon went to take a nap, although for the latter two I imagined there would be make-up sex before any sleeping.

Dale

I decided to change into my swim trunks and lay down on a towel on the grass by the edge of the lake. The breeze felt so good. I was just finished applying sun block when Dale appeared.
“Hey man!”
“Hey, Mr B!”
He was in his swimming trunks as well and laid his towel right next to mine.
“That was quite the day, wasn’t it?”

We chatted for a while as I watched him apply sunblock on his chest and stomach. His light skin definitely needed it. I tried not to stare as I took in the mountain views instead.
“I saw how happy Laura was you were with us today, when we got off the boat”, he said. “I guess we’ll have to let you join us more often.”

I chuckled. I was pretty sure I was just a placeholder for Laura until she actually found a boyfriend to go on these family trips. I knew she had taken previous boyfriends on family trips, even. But I wasn’t sure if Dale knew Laura’s motivation for inviting me.
“I would love to join you guys again, Mr B!”, I said.

Dale

Dale asked me to rub sunblock on his back. He turned to lay down on his stomach, the curve of his ass an eye-grabber. I was careful and rubbed the lotion on the half of his back that was closest to me.
“You can… you know… straddle me”, he said.
“Uhm. OK.”

As I sat over him, my cock grew against his ass. I hoped it wasn’t too noticeable as I quickly finished the job. Towards the end, he wiggled his ass against my cock. I wasn’t sure what that meant, but I knew I had to go in the water to cool off.

What was happening on this holiday? I didn’t have this much game back in Seattle. But it was like every man on this trip wanted me. I also suddenly realized that despite the hooking up I had done, I had yet to have an orgasm on this trip. It wasn’t safe to jack off at night with Laura sleeping so close to me. I was starting to feel quite horny, even though it was only Day 4.

The cold water helped me shake it off, even though my cock was still a semi at the very least. But I figured I had cooled off enough to walk back out. As I did, I saw Dale smiling at me, watching me walk up. It seemed like he had a hard-on himself in his shorts.

Dale

“Just a heads up, I can see the outline of your cock in those trunks”, he said as I sat down next to him.
I didn’t know what to say.
“Don’t be embarrassed, it’s a nice cock”, he laughed.
I laughed with him. I had no idea how to interpret this. Thankfully he quickly changed the subject.

After a few hours passed, people started to wake from their naps and return from their run. Laura and Dale started on a big dinner for everyone. It was a great night with the entire family on the patio, enjoying a home-cooked meal.

Tanisha announced that the following day she wanted to treat her daughters to a day of wellness and shopping.
“Mani-pedis, massages, and new outfits for all the girls. On me!”, she said.

I sat next to Laura and Tanisha, but non-verbally I had a conversation with each of the men as well. Dale gave me a wink at some point. My mind immediately shot back to his comment about the outline of my dick. Landon smiled at me at one point, shortly raising his eyebrows. I figured he was meaning to say that he’d had sex with Melissa again, which I could have guessed. By the end of dinner, Ken also shot me quite an intense look. I interpreted it as a flirtation, but I couldn’t be sure.

The next morning, the women left all happy and cheerful. Even though Carrie didn’t really seem like that type of girl, she was happy to spend the day with her sisters and her Mom.

Ken, Landon, Dale and I decided to go for another of the amazing hikes in the national park. There was still so much more to explore, and I was excited what beautiful nature we would encounter this time.

We had agreed on a trail called Hurricane Hill that was 3.1 miles and would take less than two hours.  We were promised a gorgeous mountain view at the top.

Ken

At first, Ken and I walked ahead of Dale and Landon. Ken and I chatted about how for both of us it had been the first time to go on holiday with the Barner family, and how much we had enjoyed it.
“I enjoyed getting to know you as well”, Ken said.
“Same!”, I replied.
“Would love it if you would come down to Portland some time and we can hang out. Or I’ll come up to Seattle?”
“Sure!”, I said.
“Show me your favorite queer bars!”
“That does sound fun”, I said.
“Maybe we can fool around a little, you know…”
He elbowed me in my side.

I looked at him as I chuckled. He was not kidding. And honestly, it would be much more comfortable than hooking up on this trip with Carrie and the entire Barner family nearby. Ken was hot as fuck. If we had been alone and knowing that Carrie would be fine with it, I would have been all over him.

As the four of us watched and took pictures of a view that we encountered, I squeezed Ken’s ass. It was hot. Landon and Dale were right there. But also, his ass was just the perfect amount of fleshiness and muscle. He quickly squeezed my cock, without even looking at the other two guys. But we got away with it.

Landon

We continued our hike and I ended up walking next to Landon. Dale and Ken were in front of us. We chatted about the hike and the trip so far at first, but at one point I just couldn’t resist.
“Seems like Melissa let you back in there yesterday?”, I asked him.
He chuckled.
“Yeah. She explained that her sex drive just isn’t as high as mine and I’ll just have to find a way to live with it.”
“Oh, I’m sorry man”, I said, even though it was what I had advised Melissa to say.
“That’s OK. It’s not the same when she isn’t into it anyway.”

We walked a little longer in silence. It seemed like Landon was working up the courage to say something.
“I, uhm… I am curious though. That blowjob was so good… Do… do gay guys just know what they’re doing? More so than women?”
I chuckled and looked where Dale and Ken were. They were too far away to hear. I shrugged.
“I don’t know”, I said, “I don’t know how women give blowjobs.”
“It’s just… you were into it, you hit all the right spots. It felt… so good. It kinda made me curious… about, you know… gay sex.”

I had to laugh.
“Wow, I didn’t know I had that effect on you.”
Landon laughed with me. I thought back to Melissa’s column about how she has used her sex toys on him before and that he loved it. It made sense that he was interested in trying the real thing.

“I do feel a little bad about what we did though”, Landon said, “and I don’t see myself just experimenting with a random WeHo gay. But I, uhm… Yeah. I don’t know.”
“You just want to explore?”, I asked.
“Yeah!”
“With someone you know?”
“Yeah! And trust!”

I smiled.
“That makes sense.”
“I’d want to do it before we get married though. And it’s sort of hard to get away with it on this trip.”
I looked over his sweaty muscles as he had taken off his shirt in the hot sun.
“I would be down”, I shrugged.
I looked at him and he smiled again. His eyebrows shortly raised. I now knew what that meant.

Dale

I then walked next to Dale for a while.
“I like that it’s just the boys today”, he said, “It’s an opportunity to get to know you all better!”
I smiled. He was such a sweet man.

“I have a confession to make”, he then said. I felt myself get warm and immediately thought back to the first night.
“What is it, Mr B?”, I said, trying to remain calm.
“I’ve been having dreams… ever since we got here”, he said. “And you’re always in them.”
“I am?”
“Yeah… They’re… quite sexual dreams.”
“Oh.”

Again I didn’t know what to say. I just knew that the first night hadn’t been a dream.
“I think it’s because you’ve grown into such a nice-looking, well-built man. It’s like it’s a new you!”
I smiled.
“Well, thanks Mr B!”
“And I just admire you, you know. For being yourself so openly.”
“Aww, you’re too kind”, I said.
“No really”, Dale continued, “if I could go back…”

There was silence. Well, there were the birds. The sound of our shoes hitting the trail. The breeze rustling the leaves of the many trees. Ken and Landon talking a few yards ahead of us. But Dale was silent.
“I, uhm… I guess I shouldn’t finish that sentence.”

Had Dale really lived his life this way because of societal pressure? Did he actually feel like he missed out on relationships with men? In his sleep he did seem like he had some experience. Though it was also obvious he loved Tanisha very much. I was too scared to ask.

“I just wanted to say, I am proud of you. I do consider you part of our family and you grew up into a man any parent can be proud of.”
“Thanks”, I said, but my mind was racing.

Finally, we made it all the way up and I was astonished by the view of all the other mountains. Landon put an arm around me. So did Dale. Ken made it into a group hug. For a second I thought they all knew about each other’s desire for me. But when I remembered their interpersonal relationships, I realized that had to be impossible.

The way down went so much faster and before we knew it we were back in the car driving to the cabin. I had so much to process, I didn’t know where to start.

When we got back, the women were still out and they were likely to remain gone for a while. The first thing I wanted to do was take a refreshing dip in the lake. But before I could go upstairs to get changed, Dale asked if we could talk.

Dale

I could understand he wanted to clear the air, because what he said during the hike had definitely confused me. Both about the sex dreams as well as the implication that he was into men as well. He asked me to go in his and Tanisha’s room, so we could talk in private.

We sat on the bed.
“I just wanted to apologize”, Dale started, “for saying what I said. I know that must have been a bit too much. And I would just like to clarify that I am very happy being with Tanisha and I love her very much. I mean, yes I experimented in college, and I sometimes have thoughts… and dreams…”
He stopped halfway and seemed to get distracted by my face.
“You’re just so beautiful, Craig.”

I felt myself blushing as I looked down.
“It just reminds me of my college days. I think that’s why I am having sexy dreams about you.”
“To be honest, Mr B…”, I started.
There was no turning back now.
“I… I ran into you sleepwalking in the nude on the first night. You…. You initiated sex with me, and… I fucked you on the sofa that you woke up on.”

Dale

Dale seemed shocked.
“Fuck”, he finally said.
I wasn’t sure if he would get angry with me.
“So it was real!”
He seemed so happy.

Suddenly his arm stretched out. He grabbed the back of my neck and kissed me. I felt my cock spring up into an erection. After a while, Dale stopped himself.
“Thanks for telling me”, he said.
I saw him adjusting his cock in his tenting shorts.
“That’s so hot for me to know. Now get out of here, I am a married man!”

Dale smiled and jokingly pushed me away. I walked out of the room, but before I did, I heard my name.
“Craig?”
“Yeah?”
“Not a word, OK?”
I smiled.
“Not a word.”

Ken

I felt so warm, I wanted to jump into the lake even more now. I walked upstairs and inadvertently ran into Ken. He was naked.
“Uhh”, was all that came out of my mouth.
His body was gorgeous. I had now officially seen all of the men in this cabin naked. His wide shoulders and chest, his muscular arms and small waist, his beautifully small cock. I took my time watching all of it.

“I was waiting for you”, Ken said.
My cock had just started to go down, but it wasted no time to increase in size at this view. I noticed Ken’s own cock did the exact same thing.
“Y-You were?”
“Yeah! I was sure we could both use a shower after that hike and I didn’t want to waste any water showering by myself.”

I was so fucking horny. Being surrounded by these three men for days and even having sex, but not cumming… It was starting to become a lot.

Ken now had a full erection. He was beautiful. Probably 6 inches, his head now pointing at my face.

“So? You wanna join me?”
I realized I hadn’t said anything. I smiled.
“Uh, yeah. Of course.”

Ken

Ken walked ahead of me and I followed his round ass into the bedroom and then bathroom. He turned the shower on. Then he faced me, still rock-hard.
“I think it would be best if we get you out of these sweaty clothes”, he said.
“You make a good point”, I agreed.

Ken helped me take my clothes off. He admired my chest and abs as I continued taking off my shorts and underwear. My hard cock shot up once it was revealed.
“Fuck, dude”, Ken whispered.
He softly jerked my cock.
“You are fucking hot”, Ken said, his face now close to mine.

We kissed. More careful, more sensual than Dale’s kiss just a second ago. His hand on my back, carefully pulled me close. My cock poked him in the stomach and I felt his on my thigh. Once Ken ended the kiss, he said, “You are one hot fucker.”

We got in the shower and we soaped each other down. His body felt so nice to the touch. His hand on my cock also felt awesome. Ken made sure to rinse me off completely, our cocks still rock-hard. He then kneeled and took my cock in his mouth.

Ken

My knees instantly buckled. I felt so good so fast. I was dying to cum. And Ken was so good at sucking dick, I knew I wouldn’t last long. I had to use his shoulders to stay upright as I felt myself cumming into his mouth.

“Fuck”, I said, “you’re good.”
As he wiped the corners of his mouth, Ken smiled. “Thanks! Imagine what we could do if I get a hotel room in Seattle.”
I chuckled.

Ken said he was going to take a short nap. That did sound good, but my mind was still overwhelmed by everything that had happened. I changed into a tanktop and some shorts. I walked downstairs and outside. I found Landon on the patio.

“Hey”, he said.
He stood up and gave me a hug.
“I am so happy I got to know you”, he said.
“Same here”, I agreed.
“Sorry if I dumped too much on you during the hike there.”
“That’s perfectly fine”, I said.

Landon

We sat next to each other, a beer each.
“It’s OK if you don’t want to have sex with me”, he suddenly said. “I mean, I understand. I’m your best friend’s sister’s fiancé. Or you may not be into me…”
I chuckled.
“That is definitely not it.”
“It isn’t?”
“No, you’re really hot.”
He smiled and nodded, looking down. He seemed pleased with that answer.

I was sure that if I hadn’t just gotten my cock sucked by Ken, I would have suggested I show Landon what this gay sex is all about. But for now, I just sat back with my beer. Tomorrow was our last day in Port Angeles and the 8 of us would rent a boat and be on the water all day. So I could understand if Landon was anxious for this to happen now. But he didn’t seem anxious. Or pushy.

Instead, he got up, took off his tanktop and shorts down to the exact swimsuit he wore during the kayaking trip.
“I need a cold dip after that”, he said as he walked toward the lake.
Watching his round ass in the small swimsuit got a rise out of my cock. I was not done for today. I wanted to fuck Landon’s ass.

Landon

When he walked back towards me, his thick muscles shiny from the water, his swimsuit clingy, I knew. I stood up. My cock pushed the material of my shorts forward. Landon stopped walking and looked down at my crotch.

“C-Can we…?”
I smiled.
“Yeah. Yeah, we can.”

No-one was around as Landon and I walked to his and Melissa’s bedroom. I sat down on the bed. Landon closed the door behind us and pulled down his swimsuit. His thick erection bounced into view.
“So, what do I do first?”

I licked my lips at the view.
“I, uhm… Did you ever get your ass eaten?”
“No? Is that good?”
“Fuck yes.”

Landon seemed excited. He smiled and his cock was at full mast.
“Why don’t you get on the bed on all fours?”, I suggested.
Landon did as I said. I kneeled on the bed as well and started by squeezing his meaty cheeks. They felt so nice in my hands. Lightly hairy, round and jiggly.
“Do I have a nice ass?”, Landon asked me.
“Yeah”, I said.
“I’ve been slacking on my squats”, he admitted.
“Don’t worry about it”, I said as I licked his hole.

Landon

“Oh!”
Landon was surprised at the sensation but soon loved it.
“Ohhh wow… Thank you so much for this…”
He rested on his elbows, giving me better access as I went to town.
“Fuck yeah…”
I jerked Landon’s cock at the same time and I noticed he had a constant stream of precum dripping on the bed.

I couldn’t get enough of eating his ass, until unexpectedly, Landon was already cumming.
“Ungggg… Uh! Uh! Uh!”
An exclamation for each spurt of cum that hit the bed. We hadn’t even been going for 5 minutes and Landon had already orgasmed. From Melissa’s columns this was nothing out of the ordinary.
“Fuck that was hot”, he said. “Now what?”

I felt like his hole was ready. I slowly let my cock enter him. He seemed a little anxious at first, but his hole must have remembered what to do as soon I slid all the way in.
“Oh fuck. Oh fuck you’re big. That feels amazing.”
Landon had running commentary as I slowly started fucking him.
“Oh yes. Oh fuck. Oh thanks so much. Please don’t stop.”
I rested my hands on his ass and he reached back to hold on to my wrist. He squeezed.
“Fuck that feels good.”

Landon

I started going faster and his voice went up an octave.
“Oh fuck yeah! You’re the best, Craig! Fast feels so good!”
I increased my speed even more.
“Yes! That’s the spot! I… I’m cumming!”

Landon came a second time in less than ten minutes. He collapsed on the bed face down, catching his breath.
“Your cock feels amazing, man”, he said.
He rolled over onto his back. His forehead was sweaty.
“This shit is intense! Now I know why gay guys are always looking for sex!”
I chuckled.

Landon

Landon’s cock was still rock-hard. I took his left ankle and let it rest on my shoulder. He smiled. He looked at me with such lust and desire still. It was like I had changed his life with this experience. I took his other ankle and spread his legs apart, nudging my hard cock at his hole.

“Fuck. There’s a position where we can look at each other??”
I chuckled.
“Oh yeah.”
I slipped into his ass so easily again and his eyes widened.
“Oh, thank you so much. You are the best!”

It was a treat to watch Landon as he took my cock. His eyes rolled back every now and then. He threw his arms over his head, his biceps bulging. His muscular upper body shook back and forth with each thrust. His cock never went down and happily bounced around.

I took his cock in my hand and jerked it as I fucked him.
“Ohhh… If you do that, I-I’m… Uh! Uh! Uh!”
Landon’s cum shot on his abs as his eyes were completely rolled back. It was so hot I had o pull out and cum all over his chest and abs as well.

I could tell I had now completely worn him out. His hair was messy, he was breathing hard, catching his breath. He looked up at me.
“Thanks so much for… For showing me this. It was better than I could ever have expected.”
I smiled.

Landon

Landon gestured for me to come down. I positioned a hand on each side of him and leaned down for a kiss. It was a romantic kiss. Different than Dale. Different than Ken.
“Come cuddle”, he whispered.
He wrapped his arms around my back and his legs around my waist. It didn’t take long for him to fall asleep. I had ravaged him. And I was kind of proud of it.

I was careful not to wake him up as I left the bed and took my clothes. I looked back one more time to see the snoring musclegod sprawled across the bed with half-dry cum on his chest and stomach. I closed the door behind me.

Just as I got dressed and walked up to the living room, the front door opened. I’m sure my face must have looked flushed as Tanisha, Laura, and then Carrie and Melissa entered.
“Hey, how was it?”

It didn’t take long for Melissa to go to her room to leave the bags of clothes she had bought. I knew exactly what she would encounter there.

On Day 6, we all had a great time on a rented boat. Looking at cliffs, swimming in the ocean and just enjoying the outdoors for one more day. In the evening we had dinner together one last time and reflected on an amazing trip.

The next day it was time to return to normal life. As I hugged goodbye to Dale, Ken, and Landon, I knew I could never look at them the same way. But I knew I was looking forward to seeing each of them again.

Ken

Laura drove us back to Seattle. I wondered if she would ever know what had really gone down on this trip. Maybe I could mention what happened with Ken. But even that seemed a little weird for her to know.

I looked out the window. I kind of wanted to see Dale again. Talk about what he was feeling. Did he feel like he missed out on anything?

Ken seemed eager to come see me. And I knew that would be an amazing time. I had a feeling he would be an awesome bottom.

Speaking of awesome bottoms, Landon had a talent. I could only hope he would use it. And preferably with me.

I wondered what would happen next with each of these guys when Laura interrupted my thoughts.

“I hope you had an OK time with my family.”
“I definitely did. I had the best time.”
“Good. Because everyone wants to see you back on the next trip.”
I chuckled.
“Yeah, I had a feeling they did.”


THE END