Part 3

by Castgimp



"Bob. Bob are you awake?" I was sound asleep. Or at least I had been. It took me an instant to figure out where I was and who was calling my name. I was on the couch. The voice was John's. He was in my bed across the room and it was the middle of the night. I couldn't see my clock, but it felt like the middle of the night.

"I'm awake now. What do you want John?"

"I'm sorry man. I gotta take a leak, and I don't think I can get there on my own without killing myself. I'm really sorry."

"It's all right. Hang on a second." I had a piss hard-on like there was no tomorrow, and it didn't look like it was going to go away on its own. "Let me take a leak first, and then I'll give you a hand."

In the bathroom I had to stand back from the toilet and lean in toward the bowl pressing my hard pecker down toward the water. I hated taking a leak when I was that hard. It hurt. Still, I didn't want to parade around in front of John with a raging erection poking through my shorts, and emptying my bladder was the only thing that was going to take the steam out of this sucker, at least temporarily.

With a little patience, and a little rearranging, I was able to face John with a basket that was a little less imposing. We'd been through the piss routine earlier in the evening. He just needed help getting from the bed to the bathroom. He didn't need help taking a piss. At least he said he didn't. I imagined that he braced himself against the wall with one arm and balanced on one foot while he hauled out his pecker with his free hand and pissed. It seemed precarious, but I wasn't about to offer to hold his dick unless he asked me to. Standing outside the bathroom door I listened to him piss. He released a long, forceful stream of water. He really did have to go. I smiled to myself. I wondered how long he had been awake, having to go, working up the gumption to wake me to ask for help. He swung the door open when he was finished and I helped him back to the bed.

"We really need to get you a pair of crutches. How do you feel?"

"Not too bad I guess. My ankle doesn't hurt as long as I don't move it. Getting in and out of bed like this is painful. It's better when I'm lying down."

"Does it throb?"

"No. Not really. My back fucking hurts though. I think maybe I pulled something fighting with you this afternoon. It's really sore and stiff tonight."

"You're fucking falling apart John. Do you want a back rub? I give a pretty mean massage." This was a gamble.

"Sure, if you want. Doctor Bob to the rescue again." He smiled this time as he said Doctor Bob, and the hard sarcastic edge from earlier in the evening seemed to be gone from his voice.

"Lie down and roll over on your stomach. Hang your foot over the end of the bed so you don't hurt your ankle. I think I even have some almond massage oil somewhere that my sister sent me. Hang on." As long as we were awake in the middle of the night and he was going to let me give him a backrub, I was going to milk it for all it was worth. I grabbed the oil from the medicine cabinet and found John face down on the bed, his two feet hanging over the end, one naked and one lovingly wrapped in an ace bandage. "You're probably going to have to pull your shorts down a bit so I don't get oil on them." I thought for sure he would balk at this, but to my surprise he lifted his hips and pulled his shorts all the way off, leaving me with a perfectly naked wrestler lying on my bed. His ass was beautiful. I had admired it in the shower for years, but staring up at me from my own bed it was a vision of masculine beauty. It was firm and round and hard and tight, even in this relaxed position. John didn't have an ounce of fat on him. The remnants of my piss hard-on had quickly transformed itself into a full-fledged poking out through the top of my underwear straining hard-on that was interested only in the sweet young virgin bum that was laid out on display in the bed this prick was used to calling home. Fortunately John's face was in the pillow, facing away from me, and so my rigid peg remained undetected for now. "Start with his shoulders," I told myself, "and go slow. Don't blow this."

I sat on the edge of the bed next to him, and splashed a little bit of the oil between his shoulders. He flinched when the liquid hit his back, but then relaxed under my touch. I worked the oil into his skin with my fingertips, pushing and pulling the muscles in his shoulders and back. He began to emit a low hum, almost like a cat purring, which I took to be a good sign. He seemed to be enjoying this. I dribbled some more oil in the middle of his back, and worked it out towards the sides, and down, toward the small of his back where his waist narrowed and his spine ended in a lovely convex curve. "That feels good. That's where I'm sore. My lower back is really stiff. Oh yeah that's it." I worked my fingers harder into his flesh, rolling the skin and muscles in and out from his spine. I used the ball of my hand beneath my thumb to work his back muscles back and forth. "Oh man Bob if this is what you learn in that first aid class, sign me up. Oh man that feels good. Oh yeah right there. Oh god yes." I was about to come in my shorts. I needed to either end this massage session and head back to my couch across the room, or else I had to bust this thing wide open. I'd been playing with John's body all day, but he seemed to be the only one getting any pleasure out of it. I dribbled some more oil at the base of his spine and watched as it slowly began to run between the cheeks of his ass.

"Oops." I tried to sound nonchalant. John didn't seem to react. I started to work the very lowest part of his back, and then the tops of his ass cheeks, kneading his flesh with the oil. I held my breath and traced his ass crack with my finger. He didn't say anything. Testing my luck, I pushed my finger further into his oiled crack, rubbing slowly back and forth as I went. Unbelievably, John began to emit that same soft purr, that low hum of pleasure I had heard a few minutes earlier. Encouraged, I forged ahead. With the warm oil easing my way, I explored his ass further, poking and prodding until I reached his puckered center. I hesitated, resting my fingertip lightly on his asshole, not moving, afraid to either remove my finger or push my luck any further. Gently, I began to assert a little pressure, pushing my finger more firmly into his soft moist flesh. His hips lifted, ever so slightly, to meet my pressure with a little of his own. I started to bounce my fingertip up and down, just barely penetrating his asshole with my down strokes. He continued to lift his ass to meet the pressure. With each bounce of my finger I wiggled a little further into his warm insides. I was pushing past my first knuckle into his tight pucker when he raised himself up on his elbows and swung his head around to look at me. I froze.

"Oh Jesus Bob."

"Do you want me to stop?"

"No. Fuck no. You give the best fucking back rub I've ever had. Oh fuck."

Given an apparent green light, I forged ahead. I pushed my finger in further, reaching inward. He sucked in his breath, but met my finger with renewed pressure from his hips. With my other hand I reached around and began to gently massage his balls, rolling them between my fingers. He continued to purr and hum, and then his purr became a low moan. He began to grind his hips down into the sheets, slowly fucking the bedclothes. I didn't know if we were ready for anything face to face yet, but I was not going to let him waste another load without me. I slowly withdrew my finger.

"Roll over," I gently coaxed, "give me some room." He rolled, slowly, with his back toward the wall, exposing his hard cock. I slipped my shorts off and climbed up on the mattress next to him. We were both breathing unevenly. I reached across the short distance between us and touched his hard abdominal wall. "You OK John?"

"Yeah. I'm kinda scared," he whispered.

"Me too."

I let my hand trail gently down his front to his cock, and slowly closed my fingers around it. It was hard, and hot, and pulsed twice quickly in my hand. Tentatively, he reached across the mattress and took hold of my hard cock. We held on to each other, not moving, barely breathing, and looked each other straight in the eye. I don't know what he saw when he looked at me. I saw longing, and fear, and hunger, and beauty.

"Jesus, Bob I'm scared."

"You're also very sexy my friend. Just relax. I'm not going to make you do anything you don't want to do. I want you to enjoy this buddy. Two guys, like this, together, is the best thing in the world. I want this to be the best thing that ever happened to you. You can tell me to stop if you want. I'll be disappointed, but I'll stop. I'm only going to stay here like this with you if you want me to." I let go of his cock and stroked his side, trailing my fingers playfully down along his hip, and then back toward his ass. When I reached the light fuzz that marked the end of his thigh and the beginning of his ass I tugged on it gently, and then rested my fingers between the warm crack between his cheeks.

"I want you to stay here with me," he whispered hoarsely, with a visible effort.

I pulled myself up tightly against him, and hugged him as hard as I could, pressing our bodies together. He wrapped his arms around my back and pulled me against him harder still. We lay there entwined, face to face, shoulder to shoulder, hard cock to abdomen, knees alternating, both of us mindful of not banging his sore bandaged ankle.

Tender as this naked moment together was, John's ass was calling my name, and I had a load that I'd been dying to explode inside him all day. Falling in love is great, but I didn't harbor any illusions that this thing with John was going to turn into the great love of my life. I was hoping we were working ourselves up for some great sex together, and that John wasn't going to back out. I knew the key was his ass. He was in touch with his dick but not with his ass and I had already made him purr twice tonight just toying with his hole a little bit. I pulled myself out of our embrace and found my way with my hand back to his sweet oiled crack. John rolled onto his back and spread his legs apart, welcoming the new interest in his butt hole. I plunged my middle finger deep into his tight mineshaft, forcing it all the way in, and bringing the palm of my hand up firmly against his balls. I pushed and rubbed that tender firmness beneath his testicles, that internal extension of a man's cock that is so close to the center of his being. With the finger I had lodged in his guts I began to push and pull the warm wet flesh I could touch, lightly grazing the soft hardness of his prostate. John's response was aggressive. He scooted his hips down on the mattress trying to take up more of my finger inside him. He moaned a low plaintive note as he humped my finger, and then reached down with his hand to push my hand harder up against and inside him. He bent his knees and drew his legs up, instinctually, opening himself.

I knelt between his legs, and with my hands in the crooks underneath his bent knees I gently raised his legs and hips up in the air, exposing his ass. I moved in close between his legs and rested the undersides of his knees on my shoulders. His feet and his injured ankle swung free behind me. With my hands under his lower back I raised his hips and ass up farther, toward my head.

"Jesus Bob what are you doing?" He was scared.

"Just relax John. You're going to be OK. Just lie still. I won't hurt you." I moved my lips toward his ass and began to lave his sweet crack with my tongue. He sucked in his breath as my tongue touched his flesh. I probed deeper, spreading his cheeks with my thumbs, drinking in the sweet and sour tastes of his ass and the almond oil. I was salivating like crazy, and gobs of warm viscous spit trailed out of my mouth and over and into John's warm opening. I poked my tongue into his tight pucker, forcing my wet muscle in, and his ass yielded to the pressure, relaxing and opening itself to me. John had taken up another moaning hum, in a different, higher pitch this time. As I pushed deeper with my tongue, washing his warm insides, his moan transformed itself again into a high keening wail. I fucked him with my tongue, forcing it in and out of his beautiful asshole, pushing my tongue harder and deeper each time, so that my face was mashed up against his ass and his testicles bounced astride the bridge of my nose. John's guttural moans resolved themselves finally into words.

"Oh yes Bob. Oh fuck. Oh fuck yes. Oh fuck. Oh yes." I could see his head thrashing back and forth from side to side on the mattress below me. My cock slapped hard and wet against my abdomen as Bob cried out. "It's now or never," I thought to myself.

I withdrew my tongue, which was beginning to ache with the effort of reaching, and pulled my face away from John's ass. I lowered him slightly, his legs still flung up over my shoulders, so that his ass was level with the middle of my belly. I drew my knees together, forcing my cock out in front of me, and with one hand balancing John's hips up off the mattress, my other hand guided my hard dick toward John's wet puckered hole. I stroked myself quickly, to distribute the pre-cum lube that continued to leak from my piss slit, and pressed the head of my cock up against John's opening. I rested there a moment, and then pushed, ever so gently, against his asshole, forcing the top of the head of my cock inside. He grunted, and clenched his teeth together audibly, but didn't say anything. Slowly I forced the rest of the head of my penis inside. He cried out. John's ass was very tight, despite the very wet and welcome warm-up he had received from my mouth, and his ass hole tightened around my cockhead, trying to force me back out.

"Ouch Bob that hurts."

"I know it hurts. I'm sorry. It's going to hurt a little bit. It always does the first time. Just relax and ease into it. Once you get past the pain you'll be amazed how good it feels." I pushed into him a little further. His shoot was slick with spit and oil but his sphincter fought the invasion. My cock was considerably longer and broader than my finger or tongue had been. I pushed again, easing myself in about a third of the way against his resistance. He cried out again, louder and more forceful this time.

"Bob stop. That really hurts. I don't think I want to do this." He tried to withdraw his hips away from me, but I held him firm, and followed his movement with my own hips, pushing all the while further inside him.

I considered my options, briefly, and decided that withdrawing was not an option. I needed this, and John needed this. I had talked many a scared virgin through this first assault before. I knew the speech by heart. "Just relax. Don't fight it. I'll go slow." I rested inside him, not moving, until he relaxed his body. And then I pushed, hard and fast, and found myself all the way inside, imbedded right up to the hilt, my groin resting against the upraised cheeks of his smooth ass. As my cock hit home, driving past his resistance, he opened his mouth as if to scream, but no sound came out. "There now, that wasn't so bad, was it?" I teased.

"Fuck you."

I started to move inside him, slowly, in and out, just a little at a time. His insides were warm and wet and deliciously tight. The walls of his gut caressed my cock. He felt like warm wet velvet. As I moved more inside him, farther out and then back in with each stroke, he finally started to relax a little, and the outside ring of his asshole began to loosen just a bit its vice-like grip on my cock.

"There we go John. Now doesn't that feel good? Isn't that just what the doctor ordered?" John didn't say anything. His eyes were screwed shut. He seemed intent and focused and was concentrating his entire being on the long hot sword that was churning his insides. As I picked up speed, riding his gorgeous hard body, trying to find a rhythm, he began to move with me, his hips rocking, his legs swinging over my shoulders, to give him some leverage. I leaned forward as far as I could, scooping his legs forward with my shoulders, and bent down to reach his lips with mine. Pushing as far as I could I was just able to graze his lips with my tongue. He opened his eyes, startled, and amazed, and then reached up with his head off the mattress to meet my face and our mouths opened to each other. Extended as I was all the way over him, arching his back about as far as it would go, I was still able to move inside him a little, rocking my hips, bouncing against him, as we kissed and caressed our faces and tongues with warm wet spit. John was hungry for more, opening his mouth wide and reaching out with his tongue for contact with my face. I pulled back a little and shifted again and reached with my free hand to bring his hard cock up to my mouth. I was flexible, but not that flexible. I could just reach the top of the crown of his cock with my tongue. I licked it, and it jumped in response. John moaned, verbal again at last. I reached down further, straining my neck, and pulling so that my cock nearly withdrew from his ass. In this stretched position I was just able to get my mouth over the whole head of his cock. I swirled my tongue around it, bathing it in spit, and locked my lips around its base. The head of his cock filled my mouth, and I could taste his precum oozing out onto my tongue. I tried to move my cock inside him, but I couldn't. I was stretched as far as I could and was risking disaster in another minute.

Part 4


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