Our Weekend with the Military

My boss Matt and I had been planning to attend this conference for almost a year now, and he’d quietly suggested that we should stay the weekend even though meetings were over that Friday morning. I felt guilty lying to my wife about having stuff over the weekend, but I also knew that I desperately needed time away. Besides, my wife was leaving in a week for a girl’s trip, so I knew she’d get time she needed to herself as well.

It was Friday morning after the last conference meeting, and my boss and I had decided to head back to the hotel and spend the day out by the pool drinking beer and letting loose. All of our colleagues were in a rush to get to the airport and weren’t concerned that we seemed to be taking our time. We said goodbye to the last of our group and went up to our rooms to pack. Since we were supposed to head out today, my boss and I had reserved another room for us to stay in for the weekend.

While we had never had the conversation about both being bisexual, we were both well aware that the other liked cock. There were the stares at hot guys in our office and the awkward look at each other when we realized the other one was also looking. We’d never done anything about it, but we both felt the sexual energy and excitement of the weekend ahead.

We brought our packed bags back down to the lobby to get our new room key since it hadn’t crossed either of our minds to get it when we were down there earlier. The place was largely cleaned out except for a few guys in their military uniforms joking around. We’d just been handed our key and were walking back to the elevators when a serviceman was standing by himself looking at his phone. In a blur, one of his buddies came quickly by us and ran up to his friend and pulled down his pants. The man chuckled as he stood there with his pants around his legs and his bare ass hanging out of his jockstrap. The man bent over to pull up his pants and gave us a closeup look at his big butt and muscular legs. We both stood still for a second watching him slowly pull up his pants. He turned to us when he’d pulled them up to his waist and immediately apologized to us.

“Gentlemen, I’m very sorry that you had to see that,” the handsome man said through his smile. “My friends are just a little excited to have a weekend off to drink beer by the pool.”

“No problem here, man,” Matt smiled back at the man. “We’re here doing the same thing. I’m Matt,” he said introducing himself to the handsome soldier.

“I’m Peyton, but my buddies call me Moose,” he said shaking Matt’s hand.

Peyton quickly turned to me and smiled as he stuck out his hand.

“Clint, nice to meet you,” I said shaking his hand and locking eyes.

“Well, I better go catch up, but it was really nice meeting you,” Moose said. “Let me buy you a beer when we get out to the pool,” he smiled at both of us.

“Deal, man,” Matt said quickly. “We’ll see you down there.”

Matt and I were both quiet in the elevator as we each thought about what had just happened. He finally turned to me and chuckled.

“I know,” was all I said to my boss.

“It’s going to be a great fucking weekend,” he said back to me before the elevator opened.

We both got out of our business attire and stood in our underwear as we tried to find our bathing suits in our luggage.

“Nice underwear,” Matt said to me causing me to look at him and then down at my own underwear.

“Great minds,” I said laughing as we stood in the same white pair of briefs.

“I love briefs,” Matt said as he ran his hand over his bulge and continued to look for his bathing suit. “And jockstraps.”

I looked up at my boss and we both smiled at each other. I watched him openly as he pulled off his briefs and pulled his bathing suit up his body. His low-hanging balls clearly needed some relief below his thick, cut cock.

“Well, how do I size up?” Matt asked as I dropped my briefs and stood naked in front of him. I didn’t try to cover up as he looked at my cock and my muscular body.

“It all looks great to me,” I said with a smirk as he watched me pull my bathing suit on. “Now let’s go drink some beers with some soldiers.”

We met up with Moose and his buddies about a half hour later and quickly became drinking buddies. We must’ve each had 6 or so beers as we tried to keep up with the soldiers. Matt was busy talking to Moose’s buddy Riley as Moose and I talked a few feet away in the pool. The chemistry was intense as my new friend found ways to touch me in the water.

“Guys, we’re heading up to shower,” another military buddy called to Moose and Riley. We’ll catch up with you later,” he said with a smile.

I looked at Matt who was looking over back at me and the four of us just kind of met in the middle of the pool.

“You guys aren’t going to go with your friends?” Matt asked in a tone that let me know he wanted them to stay.

“Nah, we see those assholes all the time,” Moose laughed. “I was kind of hoping you guys would want to hang out with us?”

“Sure,” I responded too quickly. “What do you want to do?”

“Hmmm,” Moose scratched his chin. “We could take some of these beers up to your room and chill.”

I looked at Matt and waited for his response.

“That sounds good to me,” he said. “Clint, you down?”

“Sounds great,” I said looking at Moose and then at his friend Riley.

There was a lot of flirting in the elevator as we coupled up -- me with Moose and Matt with Riley. Moose had his on my back the whole way up to our room. We opened the door and each “couple” fell to a bed. We were both quickly making out with the hot, younger soldiers who were just as hard and horny as we were. Before I knew it, Moose was slurping on my engorged dick, and I could hear slurping coming from the next bed. I was able to look over to see Riley with his face in Matt’s hole. I knew I wanted to get my face in Matt’s hole before the weekend was over, but I turned my focus back to the stud sucking me off.

“Fuck, baby, eat my ass,” Matt begged as Riley never left his butt.

Moose looked up at me and pulled his mouth off my dick. He smiled his sweet smile at me and asked, “you want to rim my ass like that, sexy?”

I didn’t respond in words and instead helped Moose get on his back and pulled his bathing suit off quickly. I pushed his legs over his head and my tongue went deep into his tasty butt. I knew his ass was big and hairless from the incident in the lobby, but Moose’s ass was even more impressive up close. It smelled like chlorine and his scent, which I had already become infatuated with. Having my tongue in a man’s butt, kissing his body and feeling his muscles had me hard and leaking as I savored every second. I came up from feeding on his ass and crawled up to his face and leaned down to kiss him.

The sex was non-stop all night in both beds with Matt and I getting fucked countless times, and eventually the sun started coming through the window. Curled in Moose’s big arms, I asked him if he had to get back to his buddies.

“You’re not getting rid of me that easily,” he smiled. “Besides, it’s your turn to fuck me. Your hole must be sore from taking my cock all night.”

There was laughter from the next bed and we both turned to look at Matt and Riley who were looking back at us.

“I think Moose and Riley need a load deep in their asses before we all head to breakfast -- then we can make plans for the rest of the day,” Matt said taking control.

Moose whispered into my ear, “I want you all to myself, stud,” with a smile. “But for now, why don’t you get your hard cock into my needy ass.”