My Best Work Trip Ever

Tom followed me out of the room and we headed to the elevator. The taste of his cum lingering in my mouth, I wanted more.

“You’re eager for more, aren’t you?” he asked

“Hell yes,” I confirmed “You’re fucking hot.”

“Nice to see such an eager young man. And don’t worry, there’s a lot more where that came from. We need a little break, and you passed that first test with flying colors. Plus I needed to gauge your experience.” He said as we got on the elevator.

“Gauge for what?” I asked with excited inquisitiveness as the door shut

“For how comfortable you are with cock” he responded as he grabbed my ass and kissed me.

I loved how big his hand was on my ass cheek, and the way he conveyed his control of me through his tongue was getting more intense. He was just an inch or two taller than I was but his build was thicker and more muscular. His power was intoxicating and my hand found its way up his shirt through his chest hair and grabbed his pec.

I liked how I almost looked small next to him. At 6’1” I’m not exactly short but Im much more of a swimmer's build type body. I felt comforted by the dominating presence he had physically and mentally.

We released just before the door opened and we walked out of the hotel to the street.

“This way,” he pointed, and we walked up the street. “I can tell you’ve at least got some experience with cock, no doubt you’re eager for it which I like to see. Some young guys talk big but get freaked out when it’s game time. I’m glad you showed up and ate my load, shows enthusiasm I haven’t seen in too long.” He said as we started walking.

I like how forward he was and it made it easy to just chat. We had our little flirty feel out on the shuttle and we were already passed any bullshit. His laid-back t-shirt and jeans look matched his attitude and he walked with that quiet confidence that kept making me horny.

“Yeah, I like cock and I like pleasing guys. I have ever since my first time and I’m kind of over being shy about it.” I said

“It did seem clear from the moment I walked up to the stop. You had your eyes on my dick the whole time. Then in the shuttle, there was no doubt. I needed a good blow too, you did perfectly.” He said

“Thanks, man,” I said “Your cock is big too, I almost couldn’t take it, my jaw is a bit sore. I hope you don’t tear my ass up too much later.” I said as I looked over and smiled.

He smiled back and said “Little gentle, little tear it up. We’ll find a good mix I’m sure. Have you been fucked much?”

“Still trying to gauge what I can take?” I asked back with a little laugh

“Ha, yes a bit. But I’m fairly certain mine won’t be the first cock to fuck you.”

“No, not the first. I’ve messed around with a couple of buddies here and there, they say I’m not too bad” I said with a sarcastic laugh.

“I’m looking forward to finding out for myself,” said Tom “Here, this is the place.”

We went in had a seat at the bar and ordered a couple of beers. He gave the bartender a nod and introduced us. This was the place Tom always came when in Portland and he seemed right at home. The bartender's name was Jeff and he welcomed Tom back to town, asked if I had ever been, and welcomed me since I hadn’t. Then he went to pour our beers.

“Have you always preferred to be on the receiving end?” Tom asked as Jeff left.

“Yes, that’s always been where I wanted to be. The first time was like a light being turned on. I knew I was meant for cock.” I told him “After that, it took me a bit to fully accept it outwardly.”

“Outwardly?” He asked, “What do you mean by that?”

“Oh just that I wasn’t exactly trying to hide it anymore. I guess maybe people don’t assume because I act straight.” I said

He laughed “Act straight, it is crazy how so many people are still caught up in all that shit. The assumption is they can have you figured out just by a few indicators, what garbage. Because you’re right, I wouldn’t have assumed either way. The fact you knew from the start that you’re a total bottom is sexy. Knowing how much you like cock is going to make it very freeing to fuck you. Not sure if you’ve had any threesome experiences, but Jeff would join us if you’re interested.”

“Oh really?” I asked. “I haven’t, I’ve always been a bit curious but I never have.”

I checked Jeff out, I hadn’t really looked initially but he was more my build. Swimmers' body type, about my height with broad shoulders and on the slimmer side. He was older than me but not quite up with Tom, I guessed in his mid-forties.

“It always seemed a bit intimidating to me. Exciting, but I’m not sure I can handle two at once yet.” I finally responded with a nervous laugh. I knew I loved cock but I’d always kind of enjoyed focusing on one.

“Needless to say, I’m happy you stared me down at the airport either way. I probably wouldn’t have said anything otherwise.” Tom threw in. I could tell he didn’t want to add any extra pressure and he changed the subject.

We hadn’t even fucked and I couldn’t wait for our evening to start. I returned my focus to him.

“I’m glad you caught my eye too, you’re fucking hot. I’m half hard just sitting here next to you.” I said, “What’s your favorite place to shoot?” I asked, I couldn’t wait to get him off and have him shoot another load. Drinking down that first one made me hungry for so much more.

“Breeding an ass is the best by far. I like leaving it where it belongs, deep inside you.” He responded. “Don’t get me wrong though, watching you eat my first one was hot. Makes me look forward to giving you more.”

I couldn’t believe he was so easily talking like this to me at this random bar. It was relaxing and the rest of the world seemed to fade away. His upfront way of talking about fucking me was hot. It was so matter of fact. I had always talked about sex with guys in this taboo or secretive way. Even my first fuckbuddy got freaked about anyone knowing and disappeared. It felt relaxing to just say what I was thinking.

“I can’t wait for more, the way you fucked my face was intense. I want to feel you let loose on my ass.” I said feeling more confident about what I wanted. I swear the bartender kept listening to our conversation and smiling but

“Well, we better make this a quick trip then. Let’s eat and get back, sounds like I’m gonna need a lot of energy.” He said as he smiled again. His smile was so inviting and all I could think about was giving him my ass and making him cum.

We finished up our food and beers and headed back to the hotel. I mentioned I needed to jump in the shower after the long day so Tom stopped off at the hotel bar for a drink and I went up to his room.

A bit later I heard the room door open and Tom came in, “I’m back” he yelled into the bathroom.

I was just finishing up. “K, I’m almost ready stud,” I yelled back.

When I came out he was sitting against the headboard of the bed with his legs a bit spread and his huge cock laid out in the middle.

“Fuck you’re big man,” I said

“Come suck me,” he said

I crawled onto the bed and grabbed his cock with one hand and started to lick up the shaft. Our eyes were locked on each other as I did and I could see the pleasure start to wash over him. My other hand found his muscular thigh and I gripped it as my mouth took in his cock.

“Aww yeah” he sighed in relief, echoing my own feeling as his cock entered my mouth.

I loved feeling it back in my mouth, I plunged my head down as far as I could right away and cupped his balls with one hand as my other pushed on his thigh. His hand found my head and pulled me down so his cock could feel the back of my throat. We both knew we wanted to check my reflex and his cock settled in as I held my breath.

“Oh yeah boy, much better. You’re a quick learner.” He said as I pulled back and ran my tongue around the rim of his cock head.

I plunged my head back down almost to prove it to myself again. I loved how his shaft felt running past my lips and my tongue reached down toward his balls.

“Fuck yes, love my cock” he said as I pulled off and switched my hand and mouth.

His cock felt perfect in my hand as I angled it up and licked the base. Then I took in one huge lump from his sack and felt the fragile roundness with my tongue as he moaned. I stroked his shaft as I gently sucked his testicle. His hand caressed my head as he enjoyed the sensation and watched me.

“Now the other.” He instructed and I kissed away the first before sucking in the other. “Oh yeah,” he continued to moan as I looked up and saw his head rock back. I sucked and stroked him as he started to run his hands down my back.

“Mmmmm that ass, I want that ass,” he said as I switched my mouth back into his cock. I lifted my ass up and he could just reach it with both hands.

He pushed my head to one side and pulled my ass toward him to flip me around. I spread my legs along either side of him and propped my ass up for him as he grabbed both cheeks and spread them open.

I moaned with the wave of excitement that hit me as his tongue found my hole. I pushed my head down into the bed as he rimmed me. His movement was again slow and deliberate and I could feel his intensity as he prepped my hole.

His tongue retreated and I could feel his fingers rubbing around the edges. He took a quick breath and spit, spreading his saliva over his fingers and my ass. Then he rand two fingers down along my crack and once the tips found my hole he started to push them in. I relaxed and felt them slide into me and sighed.

“Aww fuck yeah,” I said. I hadn’t realized how much I had been missing that feeling and how amazing it felt. I couldn’t wait for his cock but he continued to finger my hole. I felt him reposition his hands and spread my cheeks again. He pushed his fingers back in and I felt my hole being pulled open from each side. He spit down my hole and I felt the cool saliva send a shiver through me. I reached back and found his hard cock as he slid more fingers into my ass. He worked my hole as I stroked him. I was so fucking turned on my cock started to drip with precum.

“Lean back up,” he said as spit on my hole once more.

I propped myself up and he held my ass right above his waiting cock. I reached back and grabbed his cock to guide it in as he lowered me down. It met my crack and I stopped rubbing it against my hole a few times before centering it and slowly sitting back.

I slowly lowered myself and felt his cock push into my hole. I let out another sigh of relief as the exquisite euphoria engulfed me. He felt huge and the stretch gave me a moment of pain. I lifted off as I kept his cock in my hand and then lowered back down.

I loved how he just gently held my ass as I became more comfortable with the size of his cock. “Fuck man, you’re so big,” I said as I started to open up and lower further.

“No rush, you’re perfectly tight.” He said

I felt him add some pressure as he could sense me relaxing and opening up for him. I took my hand from his cock and braced against his hip as I lowered further.

He took his hands from my ass as I took him in and sat on top of him. He wrapped his muscular arms around me and grabbed my pecs as we enjoyed being locked in like puzzle pieces.

He kissed the back of my neck and said “Good boy” as he pushed his hips up to drive his cock even deeper.

“Aww fuck yeah,” I moaned. His cock felt so amazing pushing its way into me. I loved feeling my ass wrapped around his pole. I could feel the masculine aura thick in the air and we started to roll. His cock stayed deep in me as I leaned and braced forward on the bed. He took his cock slowly out of me and then brought his legs under so he could kneel behind me. My ass was his for the taking.

I heard him pop open some lube and he said “Fuck boy, your ass is perfect.” As he spread the cold liquid on my hole and then on his cock.

I looked back at him with my head buried in the bed and said “It’s all yours stud. Have your way.”

That was all he wanted to hear. He slid his cock deep into my ass. His hands grabbed my hips on each side and pulled me back towards him as his cock found its home in me. I heard him let out a faint growl as he started to slowly and powerfully pound me. His cock felt fucking perfect and the way he was enjoying my hole made me want to please him even more. He was slow but deep in his pace, with each thrust he would hold deep inside me for just a moment before thrusting again. Even listening to him breathe with such intensity as he fucked me was driving me wild. He panted with a tone of total manliness as his cock found its pleasure in my ass.

I was angled solidly in the bed and he took his hands from my hips and leaned back to watch his cock pound my hole. He slapped me hard, stinging my right cheek.

“Fuck yeah boy, take that cock” he said as he did the same to the other side.

It felt amazing, I loved feeling that sting on my ass and the way he fucked me. I’d been fucked hard before and I always enjoyed it but there was something very different. He had a strength and control that was new. It was as if the boys that had fucked me before were just letting their dick have all the control. Whereas Tom had complete control over his and it created an intense sense of connection. After a few moments, he slowed his pace way down.

“Can’t beat you up too much, it’s still early.” He said as his big hands gently rubbed my ass.

“Yeah, you can. Spank my ass.” I ordered

He liked the encouragement and smacked my right side even harder than before.

“Yeah, you like that?” He said as he gladly accepted the invitation to get more physical.

“Fuck yeah,” I said aggressively.

He grabbed my ass and propped himself up over it, then he squeezed hard and started to pound his cock into my hole.

“Aww yeah, take that cock.” He groaned as I tried to brace myself against the onslaught. The bed bounced with intensity and I couldn’t get enough as I started whimpering “fuck yes, fuck me” with each impact of his cock.

He moved his hands onto my back and pushed me into the bed. I flattened out and he braced his legs on the back of mine. The change of position didn’t slow his pace and he continued to fuck me hard as he pushed me into the bed at each corner. I loved feeling his dominance and intensity as if he just knew how to fuck me. His power was so fierce and I could feel his raw sexual masculinity flowing into me.

He slowed his hard pounding and finally pushed himself up using my ass as support.

“Damn, you can take it. Such a perfect ass.” He said as he grabbed my ankle to flip me over. I took his cue and turned over on my back. He grabbed my other ankle and lifted my legs over my head then moved his hands down to the back of my thighs to push me back and expose my hole more. I grabbed my ankles and pulled as he reached back to grab more lube.

We both breathed deeply to catch our breath during the break and I rested my arms on my legs as I was folded in half in front of him. Our eyes met as he rubbed more lube on my ass and pushed more up into me with his fingers. The energy in our gaze rose as he stroked it onto his cock. He didn’t look away as he inched up to me and held his cock aimed for my hole. He put it in and then pinned my arms against my legs pushing them into my thighs. Our gaze was locked on the other as he slowly returned his dick so deep in my ass.

He found his slow pace as he watched me unspokenly beg for more. At that point words were useless, we could sense what the other wanted, and he increased his force. He was a couple of hard thrusts in when he took my wrists in his hands and pushed my arms over my head. He pinned them against the bed as he bent over and shoved his tongue deep into my mouth. The entirety of him filling me up from every direction was insane. I wrapped my legs around his torso as we made out with his cock pounding my ass. I was in total ecstasy as this man made me his. I kissed him back with passion and our tongues intertwined as his hips beat down into me. We kissed as he fucked me and I felt his pace quicken for just a moment before he slowed.

He pulled away from our kiss and said “You have me so turned on, but I don’t want to cum quite yet.”

I smiled back “That’s exactly what I want,” I said

“Ride me for a bit first, then I’ll breed you,” he said

I was so curled up, we slowly unrolled and he pulled out. He laid back on the bed and his amazing cock stood straight up. I still couldn’t believe I was being fucked by such an incredible stud. I straddled him and reached back to guide his cock into my hole. It felt amazing to have control and I slid down and back just a bit. I loved the way his cock filled me up, I couldn’t get enough.

I put my hands on his chest and braces as I rose and rode his cock. His hands found my thighs and helped push me down with each bounce. His pecs felt perfect as I squeezed and pushed them as I rode his dick. My look must have changed to one of total pleasure because he slowly developed a sly devilish smile as he watched me have my fun. I think that’s when he finally realized how much I truly love cock.

“Yeah,” he growled slowly as this look of animalistic energy washed over his face. “Now it’s my turn,” he said

He leaned up and stopped me with a deep kiss. Then he pushed me off him to the side and moved so he was kneeling. I was lying on my side and he moved my legs so he could get to my hole. He returned his cock to my ass and didn’t waste any time. He grabbed my hip in one hand, my thigh in the other, and went for it. It felt like his previous intensity had been a test for this moment. I could tell I had passed because the look in his eyes had changed. I felt that raw sexual energy well up and flow through him as he fucked. He pressed me into the bed as all his force focused. I wanted to see him cum so badly, I reveled in his ferocity as he got close and begged for his cock.

I felt him quicken as his grip grew and he dug his nails into my thigh as he pounded deep one hard last time.

His explosion was epic. He yelled out “FUUUUCK” as he pumped his seed into me. I felt the intense passion flow between us as I took it in. Seeing Tom so pleasured was exactly what I was waiting for. I twisted my head so I could see his face flushed with pleasure and relief. I loved seeing him so pleased and I loved that I could bring him that pleasure.

He gave me a few more thrusts and his grip started to soften. He leaned back and gave me a few hard pats on my ass.

“Fuck man, I needed that so fucking bad.” He said

“I did too, you’re awesome” I sighed.

“I’m impressed young man, you rocked it. Your ass is perfect.” He said as he started to pull out. “I can’t wait for more” and he gave me another hard thrust.

I smiled back “I’m yours for at least a few more days”

“Fucking perfect.” He said as he pulled away and sat back. “I could fuck you every day.”

“I’d go for that,” I said “but I’d better head to my room for tonight”

“All your stuff is here, just stay I want to hold you and have you here for the morning.”

“Ok,” I said, I wanted to stay I just didn’t want to assume “I’d like that”

I got up, went into the bathroom, wiped off, and brought out a towel. He was laying back on the bed, his cock still hard. I went over and wiped it off.

“Fuck man, I love this cock” I told him and took him into my mouth one last time.

He put his hand on my head as I enjoyed him for a moment longer.

“I know,” he said with a confident sigh.

Then he pulled me up and wrapped around me as we spooned. It felt incredible and safe being his, I was so happy to be holding his cum.

He bit me gently on the neck and wrapped his leg around mine.

“Sleep well, and dream about what you want me to do to you tomorrow.” He whispered

“Ok, but only if you do the same,” I said as I grabbed his arms and closed them tighter around me.

I couldn’t wait for more of him and I loved feeling his thick cock against my ass as I fell asleep.