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In 1995 I was 22 years old, traveling with my best friend Jeremy to Vegas for what was promised to be a wild weekend. What he failed to mention was that we were actually going to Vegas because he and his girlfriend Amber were planning to elope.

Jeremy and I went to high school together in Texas, then went to UT together where he met Amber and I slept with a few dozen women but never got attached to any of them. I’m not a big guy, 5’6” around 140 lbs but I’m lean. I have always been lean, but I got pretty cut my sophomore year of high school working with my old man doing construction over the summer. I mostly just moved bricks all day long, but once I saw the results and more importantly the way women noticed me the next school year, I decided to keep it up, which is how I met Jeremy, in the gym. He was recovering from a broken leg and I was using all the equipment wrong, so he became my fitness buddy.

This is not a story you think it is, I was not in love with my best friend. In fact, I had never had a gay thought in my life until this weekend in Vegas. I know most guys will tell you they “always knew” or had “an inkling” that they were gay, but honestly, the thought never crossed my mind. With Jeremy as my wingman, and my natural good looks and charm, not to mention I have that big dick energy women love (it’s only 7” cut) so it was always easy for me to get what I wanted when I wanted it.

So what happened?

It wasn’t until we checked in at the MGM Grand and I heard Jeremy tell the lady he had booked two rooms that I realized something was up.

I waited until we were in the elevator, “You got us separate rooms?”

“Yeah, well, tonight you and I will share a room, tomorrow night I’ll be sharing a room with Amber,” he winked.

“Amber is coming?” I asked, trying not to show my disappointment as the elevator door opened.

“Well, yeah,” he grinned.

“Why would you not share a room with her tonight?” I asked.

We turned down a long corridor, and then he found our room and unlocked it, “Well, it’s bad luck to see the bride the night before the wedding.”

I’ll be honest, it took a lot out of me to fake excitement for this news. Nothing against Amber, but she’s a pill and when Jeremy is with her…well he’s a wet blanket.

“Oh wow, that’s awesome, wait, what is going on?” I asked, a bit taken aback.

“I asked Amber to marry me, she said yes, and well, we’re here to get married this weekend,” he grinned, tossing his bags on one of the queen beds.

I dropped my bag on the floor, “holy shit man, that’s fucking amazing, I’m so happy for you,” I lied and hugged him.

“I’m glad because I want you to be my best man,” he told me, not breaking the hug.

“Fucking, of course, man, shit, this is awesome,” I might have overdone it a bit.

“Ok, so the plan is, we’re going to drop this key off at the concierge where Amber and Lana can pick it up when they get in, then we are going to get drunk and win some big money at the blackjack tables. How’s that sound?” He asked.

“Sounds like a plan to me,” I gave him a bro-hug handshake.

We did just that.

At one point I was up $5,000, then I was down just as much. The drinks flowed, the waitresses flirted, the cards were good, the cards were bad. Between the two of us around 3 am we were just above breaking even so we called it a night.

The next morning-ish, I woke up to a knock on the door. I stumbled past Jeremy’s bed where he was passed out or maybe dead, and answered the door. A young woman was on the other side with a breakfast I don’t remember ordering. I noticed she looked at me funny and realized I was only wearing a pair of tighty whities.

“Just…put it over there I guess,” I told her, then signed Jeremy’s name to the bill.

I spanked Jeremey on his boxer-clad ass, “rise and shine buddy, it’s your wedding day,” I called out as I uncovered the breakfast.

Jeremy popped up, then ran to the bathroom and vomited. After a few minutes he came back out and we ate breakfast in silence.

We spent the day getting him ready for the wedding. He got a haircut, and got us both new suits, we had a light lunch and met up with Amber and Lana at the Chapel.

They signed some paperwork and recited some scripted vows, kissed, and took a photo. It was…sweet I guess. Amber looked great in her dress. Lana looked amazing in her little black dress and I was pretty sure I would be taking it off her before the night was out.

Boy was I wrong.

After Jeremey and Amber went back to their room to do married people sex, Lana and I went to the casino where she made it clear she wasn’t interested in me and told me she was going to find herself a sailor and that I shouldn’t wait up for her.

I found myself at a blackjack table with a mix of people. One guy and his wife were celebrating their 20th anniversary. An older woman was a local and was there to spend her pension. Two guys were on leave from the Navy. Aparently there were a bunch of sailors at this hotel.

“If you guys are looking for an easy lay, let me know,” I joked, thinking about Lana.

“Thanks, but you’re not my type,” the one sailor said. Then he elbowed his buddy, “Perkins here might take you for a ride though, you’re just his type,” he joked. His friend turned six shades of pink.

I just laughed it off. “I meant for my female roommate, though if there’s a bunch of you here she’s probably already getting railed in someone elses room,” I laughed. They also laughed.

As we all played, luck was on our side. With the exception of the dealer getting blackjack a few times, we all managed to be up at the table.

The one sailor who said I wasn’t his type, his name was Howler, or at least that’s what Perkins called him, I didn’t catch a first name from either of them. He told me he was married, but Perkins laughed about the idea that Howler was faithful, making a joke about different ports and different holes that I didn’t quite understand.

After about an hour the older married couple decided to walk away while they were up. The elderly woman moved to another table, she said it was bad luck to stay at one table too long. Me and the Navy boys soldiered on.

When Howler got up to go to the bathroom Perkins slid over next to me.

“So what’s your story?” He asked.

I told him a vague overview of my story, the bullet points really.

“So you’re single then?” He asked after hearing my story.

“Yeah, that girl Lana is just a friend of a friend,” I placed a bet. “What about you?”

“Me?” He asked.

“Yeah, what’s your story?” I reiterated.

“Oh you know, joined the Navy straight out of high school, been living that life and will probably always live that life,” he snickered.

“No wife back home?” I asked, knowing the answer.

He laughed, “Not for me.”

“Different hole at every port?” I joked, calling back to what they said earlier.

“I try,” he smiled at me.

We drank and talked some more, played a few more hands and I was up a crazy amount of money, I was in a great mood.

“Howler never came back?” I pointed out.

Perkins looked around, “Yeah, I think I saw him flirting with a woman over at the bar a few hands ago, he’s probably got her back in our room right now,” he rolled his eyes.

“Tell you what, if I win the next hand, you can crash in my hotel room,” I told him as the cards were being dealt.

He gave me a look I didn’t quite recognize, “I'm up for that.”

The couple to my right both bust. I took a hit and got 21. “Fuck yes, that’s what I’m talking about!” I shouted.

Perkins gave me a high five and a bro-hug, “fuck yeah, how much are you up now?”

“More than enough, let's get out of here before I do something stupid,” I stacked my chips.

We stumbled back to the hotel room, which if you’ve been to the MGM Grand know it can be a hike to get back.

I opened the door quietly, just in case Lana was in there, “shhh,” I hushed Perkins as we entered a dark room.

I walked slowly in and found a lamp to turn on, the dim glow revealed an empty room. “She’s not here, must be out getting railed by one of your sailor buddies,” I laughed.

Perkins locked the door, walked over to me, and with a smile leaned in and to my shock kissed me.

I pushed him off of me, “what the fuck?”

“Oh shit, sorry, I thought,” he stammered and held his hands up like I was pointing a gun at him.

I felt angry, instantly so angry, I’m not a homo, how could he think…

“I thought that’s why you invited me up here,” he interrupted my train of thought.

My anger went from a ten to an eleven, but then something happened, I could taste him on my mouth, his scent was in my nostrils, I was suddenly overcome with…with a need to kiss him again. I lunged forward and grabbed his head with both hands, his prickly short sandy colored hair tickled my palms, I looked into his dark blue eyes and saw an lust I had never seen before, and I felt it in return. His light pink lips turned into a smile and I could smell the alcohol on his breath. He closed the gap between us and kissed me again, his passion in this kiss was intense as he fisted my hair and walked me back to the nearest bed and then started tugging at my clothes.

I didn’t know what was happening or even how this worked but I just…every fiber of my being knew I wanted this to happen.

I let him unbutton my shirt, revealing my nearly hairless chest and abs as he untuked it from my dress pants. Then the hook and bar fastener that held my pants fly closed, before I kenw it I was standing there in a pair of hanes fashion briefs, shivering with excitement. He pushed me gently down onto the bed. Then took a step back and slowly stripped out of his clothes.

My heart was pounding faster and faster as each item of clothing fell to the floor. His body was impressive. He stood at about 5’11” maybe a solid 6’, he had well defined muscles but not a body builder, the kind of muscles you get from working on a ship in the Navy. He had a happy trail that started just below his belly button and went into his white briefs that hugged his hips and his package.

I had never checked out another guys package before, but in this situation I felt I was not only allowed but encouraged, so I looked, and slowly looked up his abs to his defined pecs, and then the prominent Adam’s apple to his clean shaved but prominent chin, his smile…he was laughing at me.

“What?” I asked, nervously.

“You’ve never done this before.” He said.

“I’ve…I’ve never done this before,” I geustured to him and more so at his package.

He leaned in and kissed me, pushing me back on the bed, he gently spread my legs as he crawled onto the bed with me, hooking them on his thighs as he took charge of how we were positioned on the bed. I just went along, letting his tongue explore my mouth as my hands explored his muscular body.

“Mmm, fuck,” I groaned under him as I felt his hard dick brush against mine through our underwear.

His big hands felt their way down my body and hooked onto my briefs, pulling them from my ass and then up my legs as he held them in the air until I was completely nude. He smiled down at me and licked his lips. He went straight for my dick, licking up and down my shaft, jerking it slowly and I rubbed my hands through his crew-cut hair and moaned lightly.

“Yeah, suck my dick,” I grumbled and he did, he popped it into his mouth and deep throat me in a way no woman ever did. “Oh fuck, yeah, that’s it,” I rocked my dick up into his throat. He bobbed and didn’t gag at all, even though some animal instinct inside me tried to impress him with the size of my dick by getting it deeper into his throat, but he didn’t waiver or slow down. He just kept going, like a pro, and fuck did it feel good.

“I’m…close,” I warned, to my own surprise as I had never even cum from a blowjob before.

He doubled down, bobbing faster, sucking harder and he slid a finger over my hole which I had never had anyone play with my ass before and wow, why did no one tell me how good that would feel. I tried my best to hold back but this was all too much.

“I’m about to cum,” I warned, and then felt my balls tighten up, he suddenly and without warning slipped his finger deep into my hole, “oww, fuck,” I gasped and my orgasm retreated. He pulled my dick from his hole and slowly jerked it as he wiggled his finger in my ass and I clenched hard.

“Just breathe, I promise this is going to feel so good,” he continued to jerk me slowly and I tried to take a deep breath.

“Fuck Perkins, this doesn’t feel good,” I said through clenched teeth.

“It will, I promise,” he adjusted his hand and slipped a second finger into my hole.

“Oh fuck,” I clamped my hole on his fingers, “Nope, no…pull it out,” I wriggled on the bed trying to pull away. Until he hit a spot inside me and it shot pleasure through my body. “Oh fuck,” I said in a different, more pleasureful voice.

“That’s it, that’s the spot,” he hummed and pressed on that spot gently.

“Holy fuck, what is that?” I realized I didn’t feel pain anymore, just this new pleasure.

“Just enjoy it,” he said, shifting his body so he could finger my hole and lean over me to kiss me.

My legs opened nice and slutty for him to keep tapping that button iside me as we kissed passionately.

“Perkins, fuck that feels so good,” I grumbled, breaking our kiss.

He kissed my neck and nibbled my ear a little. He slowly pulled his underwear down in the front, releasing his cock which rubbed on my leg a little. He quickly spit into his free hand and then rubbed it onto his dick. He slowly pulled his fingers from my hole and leaned back on his legs, looking at me, my dick, my hole. He spit on my hole and rubbed the head of his dick on my hole.

I started to get nervous, Perkins was about to fuck me. This was 1995, I knew what was going on in the world and knew about the dangers of gay sex.

He pressed the tip of his dick on my hole, fuck it felt good too.

“Mmm, I have a condom in my wallet,” I told him.

He kissed me, “we don’t need one,” he whispered and pushed the tip into my hole gently.

I nearly screamed, “ahhh…shiiiiit, no, we need to,” I tried to explain.

“No, don’t worry, I can’t get you pregnant,” I felt him smile as he kissed my neck and his hips shifted and he got his dick a little deeper.

“Ah, fuck, that hurts man, you’re too big,” I told him, but was not in any position to push him off of me.

“It’s ok, just relax, trust me,” he looked me in the eye and then kissed me and pushed a little deeper into me and started sucking my tongue at the same time.

I just moaned into his mouth and let him push in, as his dick started to slowly glide over my new found pleasure spot inside me, “mmmmhmmm,” I groaned.

He bottomed out inside me, I never felt this full before and the pain pleasure combo was intoxicating. It took forever for my body to relax from his intrusion, but he slowly started to pump his dick into me anyway, occasionally adding more spit for lube. When my hole finally relented and he could push with a little more ease, he started to build up a rhythm.

He Held me tight to him, kissing me slopily, holding my head to his as he fucked me like an animal. We moaned into each others mouths, the pleasure I was feeling from this pummeling was so intense I just wrapped my arms around him and the heels of my feet hooked onto his plump ass cheeks as I held on and let him own my hole.

“You like that?” He asked.

“Fuck, it feels so good, Perkins,” I grumbled, delirious from the pleasure.

He humped into me harder and faster, “Yeah, I knew you wanted me to fuck you,” he kissed me again, picking up the pace even more.

I just moaned and accepted it, feeling his dick slide in and out of my hole with greater ease now, I had no idea getting fucked could feel this good.

He leaned back and pulled my legs up onto his shoulders and started to really fuck me, the sound of his hips slapping my ass with every thrust could be heard in at least the next room. Thankfully Jeremy made sure his room was on another floor.

“Fuck yeah, I’m getting close,” Perkins looked at me from between my knees, pounding my hole harder.

I felt his cock swell inside me and his hips slammed one last thrust into me and I felt his dick twitch and he let out a loud moan. My eyes shot wide as he spasmed and unloaded his cum inside my hole, thrusting and grinding every rope of his hot semen into my bowels.

“Oh…fuck,” I groaned, the intensity of his shared pleasure, his orgasm slowly subsiding as the last of his cum dribbled inside me and he collapsed on top of me, pinning me to the bed.

He shuddered one last time as his dick deflated and slipped out of my hole. “Shit,” he grumbled in my ear.

“You came inside me,” I held him tight.

“Yeah,” he caught his breath, “felt so good,” he gently kissed my neck again.

We lay there for a few minutes and he slowly rolled off of me, then cuddled me.

In minutes he was asleep, I just lay there, confused, afraid to wake him. Reliving the moments leading up to this act of debauchery and questioning if this was a one-off or if this was the new me. I passed out at some point.

Waking to the sound of the door opening and getting caught on the latch lock.

“Carlos, open the door,” I heard Lana’s voice.

“Fuck,” I shook Perkins. “Wake up, fuck, Lana’s back,” I tried to wake him up.

“Carlos, just open the fucking door or I’m going to kick it in, I need my clothes,” she was shouting through the crack in the door.

“I’m coming, hold on a sex, ah..a sec,” I shouted, hopping from the bed and looking for my underwear. I grabbed a pair of briefs and pulled them on, they were white and a little baggy on me, clearly they were his underwear.

I pushed the door closed, undid the latch, and opened the door, feeling a waft of cool air from the hallway as Lana pushed passed me and I closed the door.

“Umm, Hi,” I heard her say.

I slowly closed the latch on the door.

“Umm, hi,” I heard Perkins say.

I leaned my forehead on the cool hard door and took a deep breath. The choices of what happens next run through my head.

“Wait…” Lana started, putting two and two together on her own.

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