Gay story: A Change Will Do You Good – Chapter 3
by melanieatplay
My jaw dropped open.
“Are you serious?”
“It seems to be the natural progression of this evening’s activities.”
I sat and looked at him in stunned silence. Sucking him off was one thing, but this… what he was suggesting… this was taking things to a whole other level.
Again, he broke the silence.
“A few minutes ago you were looking at my cock like it was on the menu, surely you must be at least curious about it.”
“I’ve never done anything like that before.”
“Neither have I, we’ll explore together.”
I felt dizzy, almost delirious. I couldn’t believe I was actually considering this. Then, I had a moment of clarity and my world felt right. He made me feel safe and I knew we could trust each other with our secrets. I needed to be sure though, and spell it out for him.
“What happens in Vegas better fucking stay in Vegas, you get me?”
“Nothing we do will ever leave this room.”
I took a deep, nervous, excited breath and relented.
“Okay, so how do we do this then?”
“Get on your hands and knees, I’ll be back in a second.”
I acquiesced and watched while he walked across the room and fumbled inside his suitcase for a few seconds. Then, he returned to the bed.
“What did you just get?”
“Astroglide.”
“You travel with Astroglide?”
“It’s good to be prepared, right? It’s also great for jerking off.”
I’ll have to remember that.
I looked over my shoulder and watched as he squirted a generous amount of the lube onto his fingers.
“Are you ready for this?” He asked.
I took a deep breath.
“I think so, just go slow.”
I shivered and tensed up when he touched his lubed fingers to my asshole.
“Relax man,” he said in a voice barely above a whisper.
I took another deep breath and attempted to calm myself down.
Gently, he worked his fingertip inside me. I could feel him move it in and out, maybe an inch or so. Then, he began to go a bit deeper and there was a sharp, dull pain. Immediately, I tensed up again.
“Relax, Scott… you’re doing great.” He said encouragingly.
I took another deep breath and summoned my body to loosen up the best I could.
Abruptly, his finger sunk into me deeper and there was an intense pleasure emanating from somewhere deep inside my body. I let out a low moan and my cock stiffened to full hardness.
He was working his finger in and out of me easily at this point and it felt incredible.
“Okay… let’s try another.” He said softly.
He extracted his finger from inside me and squirted another large dollop of Astroglide onto two of his digits, as well as spattered a generous amount on my asshole. Slowly, he pushed his fingers inside me which produced an instant and sharp pain when it passed through my tight sphincter. I let out a deep, guttural moan.
“Go easy, man…” I said between gentle gasps.
He slowed to a snail’s pace while gently working his fingers in and out of me. The pain quickly gave way and deep, intense pleasure took its place. Before I knew it, I was almost subconsciously moving my pelvis back to meet the onslaught. This felt so unthinkable, so forbidden, so taboo… I had to admit though, it also felt incredible.
Abruptly, he stopped and withdrew his fingers from me.
“Okay, I think we’re ready.”
I took another deep breath and tried to relax.
“If this gets to be too much, just tell me and I’ll stop… okay?”
Okay, I said demurely.
He took his erect cock in his hand and squirted a generous amount of Astroglide on the head and rubbed it into the taught flesh until his penis was glistening. He then placed the tip on my aperture and gently pushed forward.
Instantly, a sharp, stinging pain coursed through my body and I tensed up.
“Are you okay?”
“Yeah, I’m alright… just keep going slow.”
I felt him push forward just a bit more and there was a dull, burning ache that originated from the pit of my stomach. I could hear myself begin to hyperventilate in an attempt to find a way through the pain. I buried my head in the pillow and gripped the sheets tightly. It was as if I could feel every millimeter of his slow, steady progress while he opened and simultaneously filled me. It was becoming very obvious that my best friend was much bigger than my ex-girlfriends vibrator.
I could feel myself reaching my breaking point. Tears were starting to form in my eyes and I honestly didn’t know how much more I’d be able to take. There was an intense, painful burning deep in my ass and just as I was ready to tell him to stop, I felt his body press up against mine.
“I’m all the way in Scott, you’re doing great.” He said encouragingly.
It felt like I had a tree trunk inside my body.
He remained motionless inside me for a full minute and let me begin to get used to this very foreign feeling. I felt so full, to totally stuffed. It was like nothing I had ever experienced before.
“Are you okay?” He said in a voice barely above a whisper.
“I’m alright.”
Gently, he moved backward and the dull, aching discomfort that I had briefly given a respite from reappeared. It felt like he was going pull back to the point where he’d slip out of me when suddenly, he changed direction and started to go forward again. He then placed his hands on my hips which somehow added a carnal, sensual feeling to the experience. Again, I could feel his body touch mine and I knew he was back inside me fully again.
At that moment, almost miraculously, the pain started to dissipate and I was left with the most pleasurable, lascivious feeling I had ever experienced. He was moving in and out of me slowly. Gradually in, and then languidly, leisurely, back out.
It felt as if my body was on fire and I could feel every single nerve ending as the intense pleasure began to overtake me.
Almost subconsciously, my hand reached down between my legs, and I began to slowly stroke my cock.
I could feel him pick up the pace just a little.
“Yeah… Just like that…” I moaned between tiny little sips of breath… “Just a little faster…”
He increased the pace again and started fucking me in earnest. I couldn’t even begin to describe the intense, carnal, pleasurable sensations that were coursing through my body. It seemed that he had adjusted the angle of his penetration somehow because his big, thick cock was now rubbing perfectly against my prostate.
I released my own cock from my grasp because I knew I was just seconds from exploding and I wanted to prolong this sensual experience for as long as possible.
“Are you okay?” He said between heavy, deep pants.
“Oh… God… Yeah…” I moaned, Please… Don’t… Stop…”
I wanted to say something more substantive, more meaningful, but it was as if my lust-addled brain refused to form coherent thoughts.
He tightened his grip on my hips and the gloves came off. His thrusting accelerated to an almost a frenzied pace while he forcefully pounded me out. Sweat began dripping off my face and I could feel his sweat trickle onto my back.
“You’re so fucking tight man… I can’t hold it,” he murmured almost to no one.
I grasped myself and started stroking. Almost simultaneously, I felt his cock pulse inside me. My world went dark as I shot my semen into the hotel sheets while he concurrently came in my asshole.
When I came down, and my wits were back about me, I could feel him begin to soften inside me and he gradually slipped out. I collapsed onto the bed, turned, and looked over my shoulder. Wes was almost stumbling backward in sheer exhaustion and collapsed in a chair near the bed.
We both caught our breath and enjoyed a couple of minutes of very comfortable silence until he spoke.
“So… what did you think?”
It was fucking incredible, I said honestly.
His face broke into a big smile.
“Yeah, you weren’t bad for a… you know… jock.”
We both laughed.
“So what’s on the agenda for tomorrow?” He asked.
I thought for a moment.
“I want to go over to the Stratosphere and check out the ‘Big Shot’. Oh yeah, and maybe a little shower sex.”
He smiled.
“So before we go to bed, why don’t you tell me one last gay joke for old times sake.”
I thought for a moment.
“Okay… these two queers walk into a cowboy bar and…”