Disclaimer: This story is based on real experiences from my life, but I have changed some of the times, locations, and names. This story contains explicit male-on-male consensual sex.
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About a month after the trip to Reno, Rick (my team lead) told me that I was going on a mission to Hawaii with both Bryan and Jake. Bryan winked at me from behind Rick's back.
At the airport, Bryan and I sat at the bar and had a beer before boarding our flight. When we walked back to the boarding area, we met Jake and his fiancé, Wendy, who had never been to Hawaii.
The next day, after work, I did some shopping, and I was walking through the hotel lobby when I noticed Jake heading towards the elevator from the gym. He was only wearing shoes and a pair of Army physical training shorts that seemed too small for him but displayed to the world his magnificent ass and impressive bulge. His body gleamed from the sweat covering him. When I got closer, I could see that he wasn't wearing underwear because I could see the outline of his cock clearly through the shorts. I wasn't the only one checking him out; I noticed several heads turning as he walked through the lobby.
At the elevator, Jake greeted me and I'm pretty sure he caught me staring at him, but he just smiled and offered to help me carry my groceries to my room.
"Thanks, man," I said as we got into my room and put my groceries away.
"No problem," he said sleeping me on the shoulder, "Do you mind if I use your restroom really quick?"
"Go for it," I said.
I was sitting on my bed flipping through the channels when I heard my bathroom door open. I looked over and Jake was standing there, completely naked, his massive cock hanging between his legs. Unlike Bryan, Jake was completely shaven.
"Bryan told me what happened in Reno," he said swaggering toward me, "I just texted him but he's on a run and said to have fun with you."
"But Wendy -" I started to say.
"Wendy's asleep from the dicking I gave to her before the gym," he said now standing right in front of me and slapping my face with his cock, "And what Wendy doesn't know, won't hurt me."
"I - mmmppphhh -" I tried to talk but as soon as I had opened my mouth, Jake stuck his horse cock into my mouth. I didn't fight it, I just started bobbing up and down on his meat.
"That's it, bitch," he said thrusting his hips back and forth, "Suck that dick."
I spit his dick out and started stroking it while I took his balls into my mouth.
"Oh, yeah... That's a good fag, lick my balls," he said in his condescending voice.
I spit his balls out of my mouth and said, "Hey!"
He didn't skip a beat but just shoved his cock back into my mouth and face fucked me.
"Don't talk back," he admonished, "You're a hole to be filled when I need it."
With his entire cock down my throat, I couldn't say anything back.
"You ready for my load?" he said, breathing heavily, "Mmmppphhh... I'm getting close."
He pulled his dick out so only the head was left in my mouth and let a torrent of cum loose. Some of it leaked out and dribbled down my chin.
"Turn around," Jake told me.
He grabbed my shorts and pulled them down showing off my Andrew Christian briefs. I felt him grasp my briefs and pull with both hands tearing a hole in them.
"I want you in a jock from now on," he said slapping my butt rather hard.
Jake spit on my hole and then pushed in. His dick wasn't as big as Bryan's, but it was still over 6". While Jake and Bryan were just a few months apart in age, Jake fucked me harder and faster (he had more stamina than Bryan). He pounded away at my ass and part of me could only feel sorry for his fiancé if this was the way he fucked her.
He had been holding on to my hips while he talked to me, but as he got closer to climax, he grabbed me by my shoulders and continued to drill me.
I knew he was getting close to orgasm when he slowed down his pace, but his thrusts got more powerful. With his last thrust, he filled my hole with his man milk.
"I'll see you at dinner, buddy," he said giving my ass one last slap before getting dressed and leaving.
I lay there for a moment before taking a shower and then a nap.
I went to dinner with Bryan, Jake, and Wendy. Jake and Bryan spent most of the dinner making sexual innuendos about me and Wendy wasn't getting them which made them laugh harder. Back at the hotel, Jake and Ryan said we were going to the bar for a few drinks, but Wendy said she was going to bed. We had one drink then they told me that we were going to my room. In my room, they tore my clothes off of me. Looking at me wearing another pair of briefs, Jake asked, "Why aren't you wearing a jock like I told you to?"
"Fuck you," I threw back.
"It looks like our cum dumpster needs to be punished," Jake said and then whispered something to Bryan which made him chuckle.
Jake pushed me onto the end of the bed and started fucking me hard. As I was being drilled, I looked over and saw Bryan sitting in the chair jerking his huge cock. I was so mesmerized by Bryan's cock that I wasn't paying attention to Jake, but I felt him ejaculate into my rectum. I thought Jake would've pulled out, but he just kept fucking me.
With an impressive feat of strength, he reached under the back of my knees and lifted me so that my back was now against his chest. Jake lifted and dropped my body onto his cock a few times before he pinned my legs back against me.
Bryan walked up and asked, "Are you ready for your punishment?"
Before I could answer, he pushed the head of his cock to my hole which was already filled with Jake's dick.
"Holy shit!" I let out as his cockhead forced its way into my hole and Bryan covered my mouth. It felt like they were going to split me in half. I could feel some of Jake's semen leaking out of me as Bryan's cock slid in.
Bryan held me by my ass cheeks. He and Jake began lifting and dropping me down onto their cocks, letting gravity do the work of impaling me. I whimpered and moaned as they double-penetrated my ass. Both of them grunted when they shot their loads into my butt.
Jake pulled out of me and Bryan gently laid me on my back on the bed. He then started fucking me again. I rested my feet on his shoulders while he held onto my legs as he pounded me. Jake knelt over my head and said, "You need to clean my cock before I go back to Wendy."
He then shoved his cock down my throat. He kept face fucking me and shoving his cock down my throat but a few times I started to choke. I slapped his leg a few times before he pulled his dick out and let me catch my breath. Not giving me much time, he shoved his dick back in my mouth. He then had me lick every inch of his cock and balls.
Bryan was fucking me good and his dick was rubbing along my prostate. I started masturbating while on my back and I finally blew a load all over my stomach and chest. Bryan climaxed and gave me the fourth load of the night into my sore hole.
Both of them got dressed that is Jake was heading towards the door he looked back and said, "You better be in a jock tomorrow."
After they left, I went over to my laptop. Unbeknownst to Jake or Bryan, after Jake had fucked me earlier, I'd set my laptop with a program that worked with my phone, and I had been able to record everything tonight.
I then took a really hot shower and then went to an adult store near Honolulu. I found a few jockstraps and went back to the hotel (we were staying on the north side of Oahu).
Back at the hotel, I sent the video to a fuck buddy named Dimitri whom I'd met in college. He and I were friends but when either of us was both single or just bored, we'd fuck each other.
Every day for the rest of the week either Jake, Bryan, or both spent the evening after dinner fucking me. Whether or not we had dinner together, I'd be lying on the bed in a jock with my ass face in the door. I'm giving each of them the key to my room so they could `cum and go' as they wished.