A literotic sexstories: First massage by a guy by jjkrause ,
I normally go to a great rub and tug called ‘Massage 4 U’ and see my favorite spinner Lili. This time she’s not available, but her brother is. Initially apprehensive, my naughty nature gets the best of me…
I guess part of the reason I was in this predicament is that I’d come to my one of my favorite places, Hong Kong Massage 4 U knowing full well the massage I was about to get was going to be mediocre at best but would finish spectacularly. I booked a session with Lili (I know that probably isn’t her real name, which probably has an X, three i’s and is totally unpronounceable by English speakers) and made sure I was freshly showered and shaved. She always loved my shaved chest and balls and made these amazing cooing noises every time I rolled over and exposed my throbbing erection to her. The things that girl could do with her lips…
In any case when I arrived I was given the sad news that Lili had to cancel at the last minute, but her brother ‘Paul’ could take over for her. So I KNOW that his real name wasn’t Paul but it was nice that they were trying to make it easier for us to remember our masseuses’ names.
Normally I would have declined and rescheduled but I was really looking forward to blowing a week-old load all over Lili. Sometimes it would be on her face, other times on her tits or staggeringly cute little ass. We’d never actually had sex but occasionally she’d straddle my crotch and rub my erection with her folds until I exploded all over my own stomach. By the time our sessions were over we’d each come at least once and often times more than that.
So there I was getting a massage from Paul when things started to heat up. He was probably a foot shorter than my 6’4” frame, which in turn was five or six inches taller than his sister. He had amazingly strong hands and his deep ministrations on my shoulders and back had done wonders to dissolve the knots I’d developed during the week. Working his way down over my butt to my thighs and calves he continued his slow methodical manipulation.
“May I remove towel please? Need to work glutes.” His halting English was clearer than his sisters who was sometimes hard to understand. Occasionally we had to resort to charades which invariably led to laughter and shy pointing to various body parts. I usually pretended to not understand her until she reached out and touched the part she was referring to. This was what initially led us to the ‘happy ending’ type of massage but that is another story all together.
I reached back and yanked the towel off my ass, tossing it into the corner of the room.
“I’m all yours,” I mumbled through the face yolk of the table.
Where ever he was trained, he’d learned the art of arousal. His hands descended down my back and up onto my butt, slowly working a cheek in each hand. He could have contended that he was just working on the tension there, but we both knew better. His thumbs worked closer and closer together, eventually just brushing the sides of my puckered hole. I’d never had a man touch me there before and my brain exploded with new sensations. I’d licked and fucked a bunch of girls’ butts but was totally unprepared for the sheer volume of sensation that was coursing through my body. I involuntarily found myself groaning in pleasure. My hips lifted themselves off the table without my consent, urging more contact from Paul. I thought I heard him chuckle under his breath as he wove his magic.
Eventually he worked down the backs of my thighs and that is where he first ran his fingers along side my aching testicles. I was rock hard and half folded under one leg. Paul reached under my thigh and slowly pointed my cock straight down between my legs.
“There, more comfortable,” he said, placing the accent on the last syllable. Now it was my turn to chuckle, even as my face burst out with a heated blush. I was terrified for him to continue but was powerless to ask him to stop.
Paul drizzled more hot oil onto my ass, making sure some slid down my crack. Taking a cheek in each hand he worked them in opposite directions, spreading them wide to expose my hole. His thumbs slid down each side, not stopping until they were thoroughly buried deep on each side of my balls. He rubbed them all along my taint, then down onto my sack, slowly rubbing his thumbs over each testicle. With each pass he rubbed further until his thumbs were sliding onto the shaft of my throbbing cock. When they reached the underside of my crown I was gasping for breath. At that point I did’t care what he did. Too late I figured out that is exactly what he wanted…
After a bit he stopped and while I could tell he was moving around the room I couldn’t really discern what he was doing. Suddenly I was aware of him climbing onto the table between my legs. His hands gently worked my calves for a few minutes before heading north onto my thighs. Each pass was deeper into the void until once again he was directly massaging my aching cock and balls. Holding them with one hand he used the heel of the other to massage my ass cheeks, taking plenty of time to rub the heel of the other hand deeply between them. The edge of his hand passing directly over my tight sphincter sent sparks firing all over my nervous system.
Paul continued to work his hands up over my butt and onto the small of my back. With his knees down by mine he had to stretch out and gently let his chest settle onto my butt. He squirmed side to side letting his chest slide all over my butt and thighs. As he slid up higher I was suddenly aware of something poking down between my thighs.
“Oh my God,” I thought. “He’s as hard as I am!” For a minute I started to panic. “What is he planning?” I thought to myself. What ever it was, it felt really good so I forced myself to relax and see what he had in store for us. Paul hooked his elbows over my shoulders and pulled himself up on top of me.
The next thing I knew he’d lowered himself until the tip of his throbbing cock touched down right dead center on my puckered hole.
“Ohhhh,” I groaned as he continued to settle against me, his cock pushing deeper and deeper against my ass. Once he’d completely settled his weight against me his hips slowly started thrusting. The tip of his cock slid up and down my crack and I could feel every inch of him sliding back and forth between my cheeks.
After many minutes of this he picked his weight up off me again. He thrust his cock down between my cheeks until I could feel the tip against my balls. As he lifted himself up again his tip slid with agonizing slowness up my entire crack, pausing right on top of my sphincter before letting it ooze the rest of the way up my crack. On the next pass his tip centered against my rosebud and held perfectly still, waiting to see whether I’d accept his advances.
My body and brain were on fire with desire and for the first time in my life I understood why some women truly enjoy anal sex.
I moaned “Yes. Please,” and lifted my hips gently encouraging him. I swirled my hips on the table which spun my opening hole around him. Now it was his turn to groan. He settled a bit more and I could feel my hole opening up for him, letting his tip ooze into me.
The sensations were like nothing else I’d ever felt in my life. I could squeeze my ass shut which would push him all the way out and then relax letting him advance a bit further into my bowels. I was suddenly very glad that it was Paul back there and not some ex linebacker or basketball star! After a few contractions I felt my body give way and he sunk slowly into me until every inch was in my ass.
“Ooof,” I exhaled through tight lips.
“Are you ok?” Paul held perfectly still.
“Yes, it just feels so different! And amazing!” With that I lifted my ass to him, offering my body to his.
Paul started rocking his hips just an inch at a time and I could feel his cock start to slide in and out as my body relaxed. Soon he was properly fucking my ass, withdrawing until the tip just popped out and then stuffing all of him back inside. His thrusting became more frantic and he squirted massage oil all over one hand and then shoved it under me, searching for my raging cock. Grabbing my shaft he encouraged me to flex my hips in time with his thrusting. I fucked his fist with abandon, impaling myself on his cock and then pounding through his fist. Suddenly Paul started grunting and then with one last thrust pinned himself against my ass. I could tell he was coming and that was all it took to send me over the edge, blasting a load into his tight fist.
We collapsed together in a heap on the table. After a bit to wind down Paul got off the table and looked at me with a wolfish grin.
“My sister owes me fifty bucks. She swore you’d never let me do what I just did.”
I stood there in stunned silence processing what had just happened.
“Oh really?” I said, cocking my head to one side. “How’d you like to go double or nothing? I have an idea…”
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