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Losing my anal virginity - Part 2
Rick was laying with his head on my chest, lightly stroking my thigh as I stared up at the ceiling partly thinking about the pleasure I had just experienced and partly thinking about my aching anus. While we laid together in a sweaty, sticky heap I figured I would need some cleaning up before I could sleep comfortably.

“I should take a shower” I finally said. He stayed silent and simply continued caressing me. “Maybe we both should?” I added.

Still, no reaction. So I started to slowly roll towards the side of the bed and Rick finally lifted his head. “I suppose that’s probably a good idea” he conceded. “Although I was hoping to just lay here forever.” He admitted.

I giggled and just said “Come on, get up. There’s plenty of time for that, I just need a shower first.”

As I walked out my bedroom door, still nude, I could feel myself walking strange. I was a little more upright than usual and stepping gingerly. It kind of made me laugh inside, because I realized that my best friend had just given me the most pleasurable, but also the most painful sexual experience I’d ever had. When you’re in the moment, everything is amazing; even when it hurts. But the aftermath isn’t so comfortable. I was sure it would pass eventually, but took it easy anyway as I walked toward the bathroom.

With Rick in tow, I flicked on the light to the bathroom and caught myself in the mirror. My hair was a mess, my shoulders and knees were red. I quickly turned around and saw how raw my ass looked. I looked like I’d just been abused. “Look what you’ve done!” I yelled jokingly.

“Hey man, you asked for it.” Rick replied. It was true. I certainly did ask for it. Over and over.

I giggled again. “I know, and I’d ask for it a thousand times over.” I said with a wry smile.

I slid open the glass shower door and proceeded to reach in and turn on the water. As I bent over Rick grabbed my ass cheeks and gave them a good squeeze. “Hey, you gotta give it some time you know, I am a virgin after all.”

“No” Rick corrected me “You WERE a virgin. You’re not anymore.”

It actually wasn’t until that moment that I realized; I had just lost my anal virginity. I mean sure I’d had my fingers and toys and makeshift objects in there before, but this was actually the first sex I had ever had in my ass. Hearing him say those words gave me some type of wave of emotion. It felt freeing, somehow. He was right, I was no longer a virgin. It was something I had fantasied about for so many years and I’d finally done it.

I turned to look at him and simply smiled. He reached out his hand and touched my face. I did the same. We stood in silence for a brief moment and then he leaned down to adjust the water. “I think that’s good.” he said.

I could see him looking me over. My body still a little sweaty and my penis soft but slightly perched up on my tightened ballsack. It was sticking more outwards than downwards. He reached out and grabbed it with his left hand, and pulled me close to him. “You must be chilly or something.” He said. I looked down and nodded. He cupped my balls with his right hand and slowly began kneading both hands. I kept my head looking down, watching his hands and could hear myself murmuring under my breath.

He pulled me gently by the penis to the shower, the water hitting his back first as we both stepped in. As he continued backwards I slid the shower door closed and the water started hitting me as well, running down over his hands still on my cock and balls. As he continued to pump my penis, I picked up the bar of soap and began lathering his chest. I rubbed my slippery hands all over his body and squeezed myself against him while reaching around to soap his butt and back. All the while he didn’t let go of my meat, and it was stiffening quickly. As our soapy bodies rubbed against each other the water ran down between us creating a good lather. My cock was now so slick that he was hardly grasping it, just letting it slide lightly in his hands as it stood completely at attention.


I still had the soap in my hand and was continuing to rub it all over both of us, while Rick continued to rub only my dick and my balls. He was semi-hard by now, but he seemed disinterested in his own pleasure. I think he just wanted to service me at this point, and I was completely fine with that.

I took a small step back to put the soap away, and Rick took the opportunity to get down on his knees. As I turned back to look at him, he glanced up at me and asked “Can I show you something amazing?” I nodded in approval. He shimmied himself into a more comfortable position, sitting back on his feet and pushed my body back so we were out of the falling water. My shoulders were leaning against the shower wall, my back arched. He lifted my right leg and I instinctively put my foot on the edge of the tub. Never letting go of my cock, he used his other hand to rub my body. He grabbed my stomach, and then squeezed my butt, rubbing all over with his slippery hands. My dick was rock solid and an inch away from his face, but it was still soapy. He gazed at it as he rubbed my butt and stroked my shaft. Reaching under my lifted leg, he slowly pulled his hand down sliding his fingers along my crack. When he got to the bottom he cupped my balls and gave them a squeeze. Then he repeated, putting his hand back on my butt and sliding it down again. He did this several times, and I simply tilted my head back and enjoyed the soothing sensation, all the while he was still stroking my penis. Each time he reached back, he would be a little firmer as he slid his fingers across my crack. Until finally, during a downward stroke, he curled a finger and it popped in my hole. I barely reacted, it felt so soft and relaxing and wonderful. He continued sliding down, removing his fingertip and repeating the process again. Over and over he would slide his fingers down my crack, inserting one along the way.

Then he changed it up a little and simply started rubbing my hole. I was surprised that it didn’t hurt given how it felt just minutes ago, but it seemed to be a soothing motion he was using. https://notes.io/DSCW As he continued to lightly stroke my cock, he fingered my hole with more and more force and eventually inserted a finger until it was in as far as it would go. Obviously nowhere near as thick as his penis, I barely felt the finger sliding in. He then backed it out a little and when he pushed back in he inserted another finger along with it. That I felt, and it felt great. But it wasn’t the motion of the fingers going in that felt so good, as it was with his penis earlier. This time it was what he did while he was in there.

I felt him curl his fingers and touch my prostate. It felt amazing, but then he started circling his fingers inside my ass and I couldn’t really tell anymore if he was actually touching my prostate or not. But something inside me started to feel really incredible. When he was fucking me earlier with his solid, thick cock I would feel him slide past my prostate repeatedly. But this was different, very different. I guess having the flexibility and control of fingers can really find a different spot. I had used many toys and my own fingers before; hell I’d even had a girlfriend finger me in the past. But this was something special. Rick really knew what he was doing.

As he continued to swirl and curl his fingers inside my body, I started to lose control. I couldn’t keep my balance, and Rick knew he had to help support me. He removed his hand from my penis and put it on my pelvis, to help keep me in the right position. My cock remained standing straight up and Rick knew this wouldn’t take long. He planted his hand against me with his thumb just under my balls and his other hand still firmly mounted with fingers in my ass. Now intently looking at what he was doing, Rick really started going for it. I could feel the speed of his fingers inside, and my body started to writhe uncontrollably. Suddenly I felt my balls tighten and my orgasm build. My cock started bouncing as it throbbed and Rick knew I was there. How was it so quick, I wondered? But I didn’t actually care.

He jammed his fingers in as hard as he could to keep hold of the right spot as my body was squirming. I could feel the heat in my balls and then deep inside, and finally it hit me! A long rope of cum squirted from my dick. It went straight up, chest height, and came down right on Rick’s face. Then another, and another, which Rick had prepared for by that time, opening his mouth wide to catch what he could. I couldn’t help but grunt wildly with each surge as my body heaved. My pleasure seemed never-ending as I continued to gush semen onto Rick and shower floor. I must not have had much left because the rest simply oozed out and down my shaft as my orgasm continued to send me through wave after wave of intensity. My cock continued to bounce up and down as I was still surging with pleasure long after I had any cum left to give. All the while, Rick’s fingers still firmly planted inside me and not a single stroke of my cock. My orgasm finally started to subside and he slowly removed his hands. Never in my life had I experienced such an intense and long-lasting orgasm.

Rick came to his feet and met me face to face. He had lines of my cum on his face and shoulder, which had to be one of the sexiest things I’d ever seen. I'd never had a girlfriend who let me do that before. There's just something next-level sexy about seeing your load on a smiling face. I was in such a state of euphoria I could barely keep my eyes open. He leaned towards me said “That, my friend… is a P-spot orgasm.”

I could feel myself grinning and I pulled his head to me and kissed him. We shared some of my cum from his lips and I could feel it between our noses. It was the sexiest, most satisfying moment of my life. We continued making out as my foot dropped to the floor and I regained my balance. I could feel my softening dick touching his as our tongues intertwined and our faces started sticking together.

Rick broke our embrace and said “Come on, let’s get you to bed so you can rest.” Then he turned around the put his face under the water. I stood there, still leaning against the wall in shock and complete bliss just staring at his butt and his body while he cleaned himself off. As I stood back admiring him, I had the profound thought that I had just had a life-altering experience. This is it. This is me now. I am gay.

Eventually, I snapped out of my stupor and took my turn under the water and we finished up and got out to towel dry. He took the opportunity to pat me dry with the towel and we walked nude hand-in-hand back to my bedroom. We both got into bed and pulled the sheets up nice and high. I had never had a man sleep in my bed before, even with all the parties and sleep-overs and everything. But I’m glad that it was Rick. He had just showed me the greatest ecstasy I’d ever known, and I was grateful. I didn’t usually sleep in the nude, but I would obviously make an exception here. I reached over him to turn off the bedside lamp and rested my head on his chest saying goodnight. As I caressed his body, my hand found its resting place on his penis while I dozed off to dreamland.

-----------------------------------

I woke up spooning Rick; my arm over him, my face directly behind his neck, breathing in his skin. But I had had such a peaceful rest, which I hadn’t had in a long time. As my groggy eyes opened, I realized how cozy I was nude under the sheets with him. Of course my first thought was of my raging hard-on, as is customary each morning, but this time it was pressed against the small of his back. Even with girlfriends I hadn’t yet experienced this since I never slept naked. I squirmed a little to adjust my legs and let my arm fall down into a more comfortable position, where it grazed over his 7 inch meat; stiff as a board. Makes sense he would have one too, even if he’s still sleeping. But was he?

I moaned a little and shifted again to test if he’d respond. Nothing. Part of me wanted to get up and go relieve my morning problem; we had been drinking quite a bit the night before after all. But the other part of me never wanted to move from this spot, and also thought maybe it’s not such a “problem” anyway. As I was pondering which course of action to take Rick’s body fidgeted and I heard him take a deep breath, then whisper “Good morning.”

“Mornin’.” I replied coyly, as I caressed his hip while lightly pressing my rigid shaft against him.

“Ohh!” He cooed. “Is it going to be a good morning?” He asked as he turned his head a little to face me.

“Let’s find out.” I said as I pulled the sheets down a little and then ran my hand over his side and hips. I caressed him for a few seconds before my hand found its way to his morning erection again. He moaned as I lightly stroked it and kissed his ear. To my surprise, he rolled away from me slightly; causing his dick to fall from my grasp, but his ass began to present itself.

“I did say last night that we could switch places.” He reminded me.

“Mmm, ok. Sounds good to me.” I said simply, thinking mainly of my rock hard aching dick. It almost hurt from how hard it was, already throbbing, begging for release.

So just like that, we were already back at it. It felt so natural with him, it was crazy. I didn’t hesitate at all to reach over to the side table and grab the goods, while he turned completely on his front and spread his legs a little. When I got back to position, unrolling the condom onto my shaft, he was plenty ready for me. I lubed him up and got up on my knees and bent over him, hovering above him from behind. His head was sideways in front of me, squished into the pillow. He tried to look at me through his peripheral vision and softly said “I want you so bad. Put that thick cock in me.”

That was all the encouragement I needed. I pointed my cock downwards with one hand, guiding it towards his ready hole. As my tip made contact and spread the lube around a bit I heard him moan again. “Mmm yeah.” I anchored my dick at his nub and gave a good solid, yet slow push. “OH.” He gasped. “Fuuuuuck yeah.” He continued, as I persisted my entry. I was sliding into him with ease, and stared down watching my shaft disappear. “Just like that.” He whispered. “I like it slow.”

I could feel how solid my dick was, with no flex or give as I pushed into him. For a brief moment I thought how his glorious hard rod must be getting crushed into the bed while I pressed, but I’m certain he would say something if he was uncomfortable. My mind immediately went back to the sensations I was feeling in my own rod. His ass was so warm and welcoming the deeper I got into it. In no time at all my full six inches was inside my best friend and I held it there while I let my body collapse onto his. “Ahhh God, Chris, that’s so fucking good.” he said. I had to agree. I kept my body pressing down, my hairy chest against his back, and only moved my hips backwards to withdraw my dick slowly. My arms were mimicking his on the bed, up above his head, grasping the pillow. As I pulled out and began to slowly reenter, he closed his eyes and repeated “Ohh yeah, fuck me slow buddy.” So I did.

I continued to gradually flow in and out of him with long smooth strokes. My cock was throbbing so bad now I could already feel myself building to release and it’d only been a few minutes. I fucked Rick nice and slow, eventually lifting myself up into a plank and basically doing pushups as I slid into him repeatedly. He moaned and groaned in pleasure with each lengthy thrust; as did I. My muscles started to strain, so I sat back up on my knees and spread his cheeks wide while I pumped into him deliberately. I looked down at this amazing site of my solid dick gliding into my best friend and really couldn’t hold it much longer. Suddenly I heard his groaning turn to panting and he started begging again. “Yes. Chris. Push. Hard. HARD!” he pleaded. It was only then I realized that thought I’d had earlier was probably backwards. His stiff dick being pressed into the mattress was actually feeling good, and he was about to cum. So I stopped.

I pulled my dick out of him and it swung upwards, smacking into my stomach. His eyes flew open and he turned to look at me. “What?” he implored.

“I’m sorry. I just...” I started to try to explain. “I want your cum.”

A grin came to his face and he rolled, pushing me over onto my back. It was lightning fast the way he mounted me, straddling my body in no time. His happy cock bouncing on my stomach as he got into position, the tip already oozing pre-cum. He reached down between us as he raised one leg and took hold of my shaft. “Holy fuck, that’s hard!” I heard him mutter. Then in one swift motion, both his knees were back on the bed and he had easily impaled himself on my rock hard member. “Ahh.” He repeated yet again, as he rested onto me. Now that we were face-to-face he planted a kiss on me, holding my head for good measure, and slowly began to rock back and forth. My cock wasn’t sliding in and out with long strokes anymore, my hips were moving with his. I was fully inside him permanently now, and he leaned down creating full body contact while he wrapped his arms around my head and we made out.

He continued to ride me while we kissed. His tongue thrust deep in my mouth when I bucked my hips in an attempt to get my already entirely engulfed dick further inside him. His ass was molten hot now and it was sending me over the edge. In between us I could feel his solid shaft gliding in the pre-cum he’d been dripping. His movements were getting heavier now, faster. He gripped my head harder and I felt the hum of his purrs in my mouth while our tongues intertwined. I couldn’t take much more and made an involuntary moan that separated our mouths. He lifted himself slightly; his cock now in sight, rubbing on my pelvis. I looked down in anticipation. He bucked his hips a few more times quickly. “Oh my god.” He whimpered. “OH fucking god. Yes.” Then he slowed almost to a stop and buried his head in my shoulder. A few seconds seemed to pass and then suddenly his cock bounced and burst cum towards my chest. He let out a muffled grunt into my shoulder as he continued to climax. Another huge spurt of his juice leapt from his dick and hit my chin. At the same time his ass was contracting on the base of my cock and it was all I could handle. I gripped his back and he fell onto me while I cried in pleasure. I came hard and long, while he did the same. I couldn’t help but grunt myself as I emptied my balls into him, throb after throb of ecstasy. I could still feel his pulsating cock between us oozing his delicious syrup onto me. Then I could feel the fading of my orgasm. All too soon it was over, and he laid on me in a heap of exhaustion.

After a good 30 seconds of panting and recovery, he propped himself up with his hands, and looked at me. A big smile came to his face but neither of us said anything. I looked down at my chest and reached for my nipple, wiping some of his cum from it and bringing it to my mouth. I had told him I wanted his cum and I wasn’t lying. As I licked his sap from my fingers he sat back onto his knees, my dick still deep inside him. His own dick stood up with him as he leaned back, still rock solid. In fact we were both still rock solid. He reached down and smeared some of his cum around in my chest hair, attempting to scoop it up. He brought some to my lips, and then some to his own. He leaned down again and kissed me. While we made out with his cum in our mouths he pulled his ass up very slowly, but not so far as to let my dick fall out of it.

Then to my surprise he pressed back down again, my thick stiff member sinking back into him. I think he'd realized that my morning wood wasn’t about to quit. And as I wrapped my hand around his still firm meat while we continued our cum kiss I thought “This really is going to be a good morning.”

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