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This story, like many of my other stories, has elements that are based on real personal experiences.
However, the names and places are all fictitious.
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Jimmy By Simon Peter
We'd been at it for more than fifteen minutes. Jimmy got right onto my dick the second we stepped into the apartment, and he'd been suckling since then. He proved to be a hot cocksucker, for a first- timer. He started by licking and working the head, slobbering down the shaft to my hairy balls, and then swallowing my whole 20-centimeter shaft, right down to the base, with a lot of gagging and slobbering.
Jimmy's strong point as a cocksucker was treating the whole pubic area with love and passion. He also would use his lips, tongue, throat, as well as his nose, eyes and hands all over you, mixing sensations in such a way that you would feel your whole body, not just your dick, responding to his ministrations.
His fondling of balls and nipples, his rubbing the spit-covered cockhead on his eye lids and face cheeks, his fingering the crack, all would contribute to fantastic feelings of lust.
I picked up Jimmy some 45 minutes ago at the corniche. I was cruising in my car along this area of the corniche where I knew there might be some guys looking for a quick lay. I had had a couple of experiences with guys that I was able to pick up there. Both times ended with them stroking me and giving me a blowjob as we drove north along the highway.
Jimmy was strolling along on the sidewalk when I drove by. I saw him glance at me, although the evening light was fading. He looked cute, early twenties, but he looked nervous, too. I was not much older at 22, but compared to the way he behaved, it looked like I was a lot more experienced.
I decided to try to pick him up. I was excited about the idea of doing a young, inexperienced guy. I parked the car and watched him walk over in the side mirror. I was wearing my sweatpants without any underwear, and my cock started to erect as I thought about the approaching sex. He passed by me, giving me a sideways glance. He didn't stop, but sauntered a few meters away and leaned on the rail pretending to watch the sea. His butt looked delicious in his low-hanging jeans. I stayed in the car, now that there was no way I could hide my erection inside my sweatpants if I climbed out. A few moments later, he turned around and leaned back at the rail, giving me a furtive glance every now and then. I knew that I had to make the first move. He was too scared!
I dangled my hand outside my side window and waited. The next moment he glanced towards me, I discreetly motioned for him to come over. He pretended not to notice at first and looked away, but after some hesitation, he finally strolled over.
"Hi," I greeted him, trying to sound as friendly as possible. He bent down a little to look at me and greeted me back in a low, somewhat quivering, high voice. Oh, boy! How tense he was.
"I'm Eddie," I introduced myself.
Still bending to look through the window, but now getting to see my crotch and my erection, he croaked, "Jimmy."
I noticed his glances, so I pointedly looked down at my erection and back at his face. His lips were quivering.
"Do you want to get in?" I offered without any further waste of time, seeing how nervous he was. I didn't want him to change his mind. He nodded his head, walked over to the passenger side and slid in. He was now able to get a good look at my bulge when the headlight turned on, then off as he closed the car door.
Without wasting time, I took his hand and placed it on my hard dick. He inhaled, his eyes growing wide, his mouth open.
"First time you feel another guy?" I asked.
"Uhuh," he mumbled, tentatively but eagerly feeling my hardness. I could feel him shiver in his seat.
Encouragingly, I put my hand over his and rubbed it up and down my cock shaft. He moaned and pressed. He was gazing at my crotch, but he kept glancing out of the window, in case someone was passing by.
"We could go to my place, if you prefer," I suggested when I saw his anxiousness and discomfort. I realized that it would be difficult for him to blow me in the car as we drove along the highway. To make him relax, I needed to get him to somewhere private. Normally, I wouldn't invite a total stranger from a cruising area, but this time I made the decision to get Jimmy in private. He looked too delicious to limit him to a quick head in the car. I wanted to fuck him properly.
"Eddie," he mumbled. "You are right. This is my first time. I have no idea what I am doing here." He was still holding onto my dick inside my sweatpants, but his other hand was fumbling at the door handle. "I am not a pay-guy, you understand."
"Can't two young, horny guys have some fun together without the money issue?" I needed to set his mind at ease, that I was not a hustler.
He hesitated, looking into my eyes, trying to decide, his hand still groping and fondling my hard dick.
Finally, he nodded, squeezed on my cock shaft and removed his other hand from the door handle.
We arrived at my apartment, and the minute we walked in and I closed the door Jimmy was on his knees, pulling down my sweatpants and hungrily feeding on my cock, bringing me to full erection in seconds.
And that's what he is still doing now, fifteen minutes later.
I am totally amazed at the way he is treating my dick. This has to be one of the most fulfilling and exciting cock sucking I have ever had. And to think the kid is inexperienced and nervous! I want to shoot down his throat. His cock-sucking is so delicious, sending sensations down to my nuts. True, he can't take the whole length. But the way he holds onto the lower part of my shaft and strokes it as he sucks and licks around the ridge sends quivers throughout my body. He looks up at me with such an innocent boy look, his lips stretched around my meat that my knees weaken.
I hold onto his head and pump faster into his mouth. When I finally shoot, he moans and swallows, never letting go of my dick. I want to squirt on his pretty face, but he has my dick buried between his pursed lips and won't move away. He keeps sucking even after I finish dumping my load. When I finally manage to pull away, I am still hard. I am not surprised since I can go more than once when I am with a hot partner, especially when I am feeling as horny as I feel now. He holds the shaft, and licks the glistening head.
Looking up at me Jimmy says, "Wow that was intense, Eddie. And you are still hard."
I smile down at him, "Jimmy, baby, as long as you are holding onto my dick, it will stay hard for you. You like it hard, don't you?" He is smiling wickedly. Hmmm. Where has all the innocence and inexperience gone? I pull him up and strip him. Boy, he looks so fucking hot naked. As soon as I strip naked myself, I run my hands over his smooth chest and down to his quivering dick. It's long, impressive, but pencil thin. He throws his head backwards and moans as he thrusts his pelvis out pushing his dick further into the palm of my hand. I stroke him slowly as I bend and lick his exposed neck. He tastes soapy and clean. I run my tongue down to his nipples. I feel them harden as I lick around them. He fucks the palm of my hand, but his dick is dry. I spit into my palm and fist him again. Now he is slick as he pumps in and out of my grip. I rub his ass cheeks with my other hand and press my erection on his hip. Moving up to his face, I find his mouth and probe it open with my tongue. It's electrifying. He returns my kissing hungrily, moaning deep down his throat. His mouth tastes salty with the remains of my semen. He sucks on my tongue as he reaches down to grab my cock.
We stay like this for some time, discovering each other's body and stroking each other's erection.
When we move to the couch, we are both panting with lust. He is so hot, but so inexperienced. He makes up for his lack of experience with his enthusiasm for man-sex. I have to be careful with this kid.
I am not sure how he will take my intention of fucking him up the ass.
I take my time. I lay him down on his back and work all over his smooth boy body. I kiss, nibble, lick, and tease. I work his nipples, lips, dick, balls, and thighs. I rub his face cheeks, under his balls, inside his crack, around the hole, simultaneously. When I try to insert my finger tip into his hole, he squeezes shut and bucks up. I release him, for the moment, sticking to rubbing around the hole and up and down his crack. Now that I have initiated him to relaxing under my working on his body, I move to the next step.
I lie next to him and tell him that he can do the same to me. He emulates my caressing and licking, working my body hair with wonder. I can feel him shivering as he licks my balls and inside my hairy crack. I turn over on my belly and let him discover my ass.
Jimmy doesn't hesitate. He rubs his face inside my butt cheeks. He slides the tip of his finger into me, and I thrust back to make it slide all the way in. He inhales audibly as his finger disappears inside my body. I instruct him to stretch my hole by turning his finger round and trying to insert another finger, which he does. He marvels at the way I am receiving his finger fucking and I realize that this will encourage him to accept my probing when my turn arrives. He gets back on my cock and in no time I am feeding him another load of hot semen.
After a while, I flip him on his stomach and start on his backside, from the nape of his neck all the way to his feet. He tastes delicious. His lightly haired crack is very inviting. I use a lot of spit to probe his hole, starting with the tip of my finger, while at the same time I fondle his balls as he presses down on the mattress and dry-fucks it.
My God, he turns me on. I have two fingers inside him already, stretching the rim muscles. He moans and writhes under my hand. I move onto his dick, pull it from under his belly backwards between his thighs, and start blowing him. I can feel him shudder with excitement as my lips wrap around his cock head and then down the shaft. After a few gulps of his sweet boy cock, I feel his balls starting to shrink and I know he's going to dump a load. Stroking his dick faster, I open my mouth near the head waiting for the hot juice. He shoots onto my lips. His cum tastes salty as I lick and swallow some of it. His moaning is coming out in pants and heaves, shooting more of his boy cum onto my tongue and open mouth. I make it a point of spreading his cum up his crack with my tongue, making his puckered hole wet.
When I lie on top of him, my cock snug and throbbing between his ass cheeks, he mumbles, "Please, don't hurt me, Eddie."
My heart goes out to him, especially since I know that he will hurt no matter how gentle I am. I have prepared him to the best of my abilities, using all my techniques. Now he has to take it. It will soon turn to a pleasure he has never known or imagined, I know. My cockhead presses gently on his slick hole, covered with his own cum and my spit. Holding my cock shaft, I press the head into the hole. He grunts. I turn his head sideways and work on his lips. When I penetrate the rim, he cries out with the pain. I hold still and keep kissing and licking his mouth and face, my cockhead already inside him feeling the hard squeeze of his rim muscle.
"Easy, baby," I whisper in his ear. "Relax. I will be gentle. Don't panic, Jimmy. Relax and enjoy our love making."
I lift his butt up making him rest on his knees and elbows, his head buried in the pillow. I am still just inside him and I feel that his hole muscle which was gripping around the ridge of my cockhead so tightly start to relax. I hold his hips with both hands. As a reflex he pushes back on me and my shaft slides a few centimeters deeper. He whimpers and squeezes hard. I hold his hips tighter and lick up and down his back. His whole body is shaking. As his whimpering recedes, I manage to get more of my shaft inside him.
"Eddie," he moans into the pillow. "It's starting to feel so nice inside me, but my ass is burning. Please, go slow."
"Yes, baby," I respond and push more into him. I am almost halfway in. I start pulling out and then back in, nudging slowly, gently, with more of my cock getting buried with each thrust, taking my time, enjoying breaking him in. His moans increase in intensity.
With both my hands holding onto his hips tightly, I finally shove the rest of my cock into him, all the way to the hilt. He cries out but doesn't pull away. He presses his butt back into my groin. When I grind on his ass, he grinds back. I release his hips and push him down on the bed with my full weight on top of him. I bend over his back biting on his ear and licking his neck.
"Oh," he moans. "It feels wonderful. I feel so full. Eddie, yea. So full. You're so big inside me, Eddie.
Fuck me, oh fuck me, Eddie."
I have been waiting for this, for Jimmy to beg. It makes me hornier.
I start the fucking, first with long, slow, thrusts, increasing my tempo and hard pounding until it turns to a hot intense fucking session. He writhes and moans. I reach under him and fist his cock. I feel it getting wetter in my palm with his pre-cum. I press on his hardness and work the rest of his body, leaving his erection plastered to his belly. My pounding increases in intensity, becoming urgent. Oh, man, he is going to be one sore of a boy by the time I empty my load inside him.
My thrusting is faster, deeper, harder. When I explode, it's as if a volcano has erupted out of me.
Loads of hot cum shoot into him. My cock is slick with cum as I keep on fucking. He is thrashing and bucking under me when he realizes that I am filling him with my jizz.
"Oh, ah, you're shooting inside me. Fuck, I'm so full. More, Eddie. I want more. Shoot, Eddie."
I flex as he squeezes his rim muscle on my erection, milking my rod. I am slobbering all over the side of his exposed face. Eventually, I pull out, my cock semi-hard and twitching, dripping the last of my cum.
We lie down side by side, panting and sweating.
I kiss him. He is still quivering all over, and his whimpering sounds like those of a puppy dog as I engulf his erected penis between my lips. All it takes me is a few gulps down his long, thin shaft for me to draw out his cum. He squirts into my mouth and on my face as I pull off his shooting dick. His mouth is wide open as he can barely control his breathing. He cums in spasms of ecstasy, as if his whole body and soul are ejaculating through his love piece. I totally enjoy his jizz as it trickles down my chin.
He is completely exhausted, and he pants heavily as he slumps his hot body next to me. Without even opening his eyes, he fists my cock and plays with it slowly, lovingly. I roll on top of him. Both of us now covered with cum and I hold him with both arms, my body pressing heavily on his. We grind and kiss.
Eventually, I let go of him and reach for my cigarettes. When I light up, Jimmy reaches over and again fists my cock and strokes it.
"I just can't get enough of you, Eddie," he croaks, as he watches his hand going up and down my hard shaft. "Do you ever get soft?"
I eye his own dick, which is now also fully erect. Laughingly I say, "You're not doing so bad yourself, Jim, my boy."
As sure as rain in April, we get on each other again, sucking and fucking. His ass is sore. I go very gentle on him and he seems to revel in my fucking his ass. He keeps begging me to let him mount me. And I do willingly even though I am usually the "top" in my gay relationships. But he is so sweet and his thin, but very long penis, gives me hot sensations without stretching me too much. I get the pleasure without the pain, which is really a blessing.
"Can you stay overnight?" I bite on his ear after our third, or fourth, or whatever, round.
"Let me call my dad," he answers, brightening at my invitation. "My parents are divorced and I'm staying with dad. He doesn't really care where I spend my nights as long as I return in one piece. He is probably fucking his bitch girlfriend as we speak," he adds somewhat bitterly.
That settled, we go into the shower and bathe together. I love soaping and cleaning his boy-smooth body. He adores my body hair. He runs his fingers down my hair trail and plays with my wet, thick pubes.
"You are so sexy, Eddie," he says as the warm water washes the soap away. He looks at me with adoration. "I wish I were hairy like you. I hate being so smooth, like a chick!"
"Hey," I say. "Give it a couple of years and you'll find yourself shaving off all the extra hair."
"No way," he shakes his head, still fondling my pubic hair. "There is no way in hell that I will shave my body hair, if I ever grow some, that is."
"Whether you do or you don't," I say cajolingly, "you will always find in me an adoring and willing lover. You can come to my bed anytime and in whatever shape, Jimmy."
With that, I turn him around, make him rest his hands on the wet shower wall, and push my hard cock up his sweet, tight, soapy ass. He is much more receptive, practically sucking my hard, thick cock into his body. When I shoot inside him, he whimpers and loses his load all over the wall and onto the floor.
We both watch as his semen washes away down the sink, and with my own juice trickling out of his ass hole onto his thighs and dripping down into the soapy water, also joining his love juice down the sink.
The night is spent in more fucking, but now he is topping me. His ass is too sore for more fucking and I am more than willing to feel him fill me up with his hot rod. Sweet Jimmy!
We stay together for about two weeks until his dad decides to move to another town. Although I haven't seen Jimmy since he moved away, I remember with a lot of fondness the two weeks of sweet, hot lovemaking we have enjoyed.
We did promise each other to stay in touch and we did send each other a couple of emails, but it sort of drifted away. The last I heard from him was the exciting news of the few hairs appearing on his chest!