This story is a work of fiction. It contains scenes that involve sex between consenting adult males and if this offends you, or if you are underage, or prohibited by law from viewing such material, leave now.
Nothing in this story should be taken to imply that Leonardo di Caprio is gay or that the events portrayed are in any way real or based on knowledge of actual events or people. It is a work of pure fiction. I have no personal knowledge about his private life.
All comments, good or bad, gratefully received at magicman3649@hotmail.com.
LEO'S MASSAGE
I'd just spent three months travelling around Asia and the Far East, and had spent the past few days having a whale of a time in San Francisco, the gay capital of the world, where I'd been visiting a friend who was living out there. I was now on my way home to London for my sister's badly-timed wedding and a two-week break, before setting off on the second leg of my world tour, taking in Australia and New Zealand.
The flight home was via New York, where we'd been told that the transferring flight to London had been cancelled and we wouldn't be able to get another one until tomorrow, but the airline had offered to put all passengers up in a hotel for the night.
As my bad luck (or so I thought at the time) would have it, I was last in the queue to be checked in, and it turned out that the person before me had got the last spare room in the hotel. There were a couple of nearby hotels but they were also fully booked.
"There must be something you can do," I pleaded.
"I'm sorry," replied the manager, although he had the most unapologetic look on his face.
"You could share with me," came a male American voice from behind me. Why would someone actually offer to share a room with me? That didn't seem normal. I wasn't thrilled at the prospect of having to share with a stranger but I turned around apprehensively, hoping that he would at least be good-looking.
Frozen to the spot, I stared at his face with my mouth hanging open. The prospect of having to share with a stranger had suddenly become a thousand times more appealing.
The stranger was Leonardo Di Caprio.
"I got a twin room, with a spare bed," he said.
I continued to stare at him, unable to speak. I must have looked pretty stupid.
"If you're interested," he said, when I still hadn't said anything.
"Y.. yeah," I managed to stutter.
The manager turned to Leo. "Are you sure, sir?" he asked, looking a little concerned. I decided I didn't like him at all.
"Sure," Leo said cheerfully, speaking to me rather than the manager. "To be honest, I could use the company." I decided it was time to pull myself together instead of acting like some star-struck teenager which, at 19, is exactly what I was.
"OK," I said, confidently. "Thanks. I really appreciate it."
"No problem," smiled Leo.
Grudgingly it seemed, the manager tapped some buttons on his computer to make the necessary arrangements, while I introduced myself to Leo and told him how much I liked his acting in 'The Beach', and I was duly issued with a key.
We walked to the room, which was on the ground floor, and once inside, we sat and talked for a while - it emerged he was travelling to London on the same flight as me (although in first class, unlike myself), to see some friends on a week off in between filming. Leo was very down to earth and seemed more interested to talk about me than himself. I told him about how I was taking a year out to travel before going to university, and that I'd so far been to India, China, Vietnam, Malaysia, Burma and Thailand - we talked at length about Thailand, because of course Leo had spent many months there filming 'The Beach'. Our conversations flowed as smoothly as the beers we were slowly emptying the minibar of, and at times it was easy to forget I was talking to an internationally famous and utterly gorgeous film star. Leo was so easy to talk to, I felt like I was catching up with a mate I hadn't seen for a while. He had obviously meant it when he said he could use the company, and I could see how it was nice for him to talk to someone 'normal' for a change. However, when we both started yawning, we realised what the time was and how tired we both were, and decided to call it a night.
As we got ready for our (sadly separate) beds, Leo took his top off, and I felt a stirring in my groin. I had already decided not to tell him I was gay, because I didn't know how he'd react. Judging by the string of supermodels he'd dated, I was almost certain he was straight, and nothing he'd said or done so far tonight gave me any reason to doubt this. So while I didn't want to take my eyes off Leo's topless body, I had to be careful not to make things too obvious. There was a large mirror at the dressing table, and luckily it was at just the right angle so that I was able to see his reflection through it without him noticing.
He had a stunning physique, a well toned chest and a perfect six-pack. He was much better looking, if that was possible, in the flesh than in pictures or films. He'd been pictured a while back looking a little chubby but he'd obviously been looking after his body since then, because there was absolutely no faulting it now. How I wanted to walk over to him and just give those small, pert nipples a little squeeze. He disappeared into the bathroom and I sank back onto my bed, reflecting on the stroke of luck that had brought me to share a room with Leonardo di Caprio.
"All yours," he said when he emerged from the bathroom five minutes later, to my disappointment still wearing his trousers. By the time I'd finished in the bathroom, he was already tucked up in bed, his trousers on a chair by the end of his bed, and - dare I believe it - his undies too. He was in bed naked!
My groins stirred again at the very thought, and I quickly stripped to my undies and climbed into bed, my hard-on growing rapidly. With a little bit of luck, I would get to see him getting out of bed in the morning, maybe even with a hard-on... I felt an overwhelming urge to masturbate furiously but didn't dare. We exchanged goodnights (and in my head goodnight kisses) and Leo turned out the lights from a switch above his head.
Surprisingly, I fell asleep quickly - it had been a long day. When I woke in the morning, it took me a few moments to remember where I was and, more importantly, who I was with. A wave of excitement swept through me and I quickly turned around to see if Leo was still in bed - but to my disappointment, the bed was already made and Leo was sat on the sofa, reading the morning paper. He was dressed casually in a plain white T-shirt and jeans, and hadn't put any socks on yet. His hair was ruffled, so I was guessing he hadn't been in the shower yet, which meant I might still get the chance to see some more bare Leo flesh.
"Morning," he said, when he heard me stir.
"Morning," I replied with a smile. "What time is it?"
"Nine. We need to check out at eleven."
"Right."
"Cuppa tea?" he asked, in a mock English accent, and I laughed and said yes. He stood up and walked over to the kettle. With his hair in a mess and dressed in casuals, Leo looked sexier than ever. If only I could wake up to this every morning...
I got out of bed and threw on a T-shirt and a pair of track suit bottoms, deciding to leave the shower for later. Leo made me a cup of tea and himself a coffee, and we sat out on the balcony. I yawned, still a little sleepy.
"Tired?" he asked.
"Mmm."
"Yeah, I got eight hours and I'm still whacked. They got a masseuse downstairs but she doesn't work on Sundays."
"Surely they could make an exception for you?"
"I don't like to take advantage of my status all the time. I fuckin' wish I had this time though," he said, stretching his arms out.
Suddenly I had an idea. I'd learnt some massaging techniques when I was in India, and this could be the perfect opportunity to put them to good use. If Leo wanted a massage, Leo was going to get a massage. It was such a spontaneous idea that it probably wouldn't work, but it was certainly worth a shot.
"When I was in India," I began. "I was staying with a friend, an Indian friend I'd met in London. And, you know, they're really big on massages over there."
Leo was looking at me with interest, waiting for me to carry on. So far, so good.
"I don't think Indians are that well known for it, but they give the best massages. First thing in the morning, they really wake you up. Man, it was fantastic."
"Sounds good, it's a shame we got no Indians here, huh?"
I was hoping he'd say that.
"Well, Mr di Caprio," I smiled. "This might just be your lucky day."
Leo raised his eyebrows and gave me that cute, innocent, kind of inquisitive look I'd seen him do so many times on screen. Only in the flesh it looked twice as cute.
"I made a point of learning a few of the techniques from my friend. It won't be professional but I can give it a go if you want."
It was crunch time. It could go either way. Leo paused to think. Would he want a massage from someone he'd known for a matter of hours and who'd probably just seen someone do it once in India? Someone who just wanted to take advantage of the situation and run his hands over his bare flesh for his own perverse pleasure? I don't think I had acted overly eager but then again perhaps I hadn't stressed strongly enough how good it was.
"Sure," he smiled. "Why not."
Result!
"Cool," I said, trying to hide my delight. "It's the full works, though, a complete body massage, top to bottom, yeah? And be warned, it's an intense experience. Not like your feeble Western massages."
"I think I can handle that."
Leo finished his coffee and I couldn't gulp my tea down fast enough. We returned inside.
"You OK to strip down to your underwear?" I asked, trying hard to hold back my excitement at the prospect.
"Sure," he replied, and in no time he had his T-shirt off, revealing again his perfect chest and six-pack. I picked up a hotel brochure from the desk and pretended to flick through it, holding it up in such a position that I could see him out of the corner of one eye, without it looking too conspicuous. He reached down and casually unzipped his flies, and soon his jeans were down around his ankles and he was stepping out of them. Even without looking directly at him, I had to fight another hard-on. All that was between me and Leo's cock now was a pair of white Calvin Kleins. What I wouldn't give to be stripping him of those...
"Where do you want me?" he asked.
"Up the arse," I thought.
"Just there on the floor", I said.
He lay face down on the soft carpet just by the sofa. I swallowed hard, took a deep breath and walked over. I felt like the jammiest bastard in the world.
"I'll start with the shoulders, OK? And I'm gonna sit on your back."
He grunted his approval, and I sat with my knees on the floor either side of him, taking most of the weight, so that my arse was just resting lightly on his back. I placed one hand on the top of each of his shoulders and began massaging. His hairless skin felt soft and smooth, and as I worked on his shoulders I looked at his ruffled hair again, thinking how sexy it made him look.
"Is it OK?" I asked him, working my way down his shoulders to his biceps.
"Uh-huh", came his approval.
Next I came to his forearms, still soft and smooth but with delicately short blonde hairs along their length. Here I varied my technique and with a strong grip on each arm, moved my hands up and down his arms.
Taking each of his fingers in turn, I moved my fingers up and down them, pressing firmly as I went. Then I pulled several times on each of his fingers, before making my way back up to his hands and up his arms, performing more or less a reverse of my previous actions.
"Ready for a few karate chops?" I asked.
"Uh-huh," he replied.
I proceeded to perform the "karate chop" up and down his back, lightly at first, and when I was sure he was OK with it, a little more vigorously. Leo's head was facing one side, his eyes were closed and he had a slight smile on his face. He looked like he was enjoying it. I moved down the small of his back and kneaded the skin like I had done his shoulders. Whilst doing this, I was thinking about my next port of call, which would be those lovely firm buttocks... mmmm. The trouble is, I still couldn't risk doing anything too suggestive - I wanted to make the massage last as long as possible, and I didn't want anything to jeopardise the chances of that. So in my wisdom, I decided to skip over his buttocks - for now anyway.
I moved my attentions to the tops of Leo's thighs. I saw him briefly open his eyes, and I couldn't help but wonder whether he'd been expecting me to rub his buttocks, despite the fact that he was still wearing his boxers. No, stop fantasising, I thought.
At a leisurely pace, I continued kneading and rubbing my way down towards the calves. Leo's legs were just another perfect part of his perfect body - not too thin, not too fat, well-toned, just as soft and smooth as the rest of him, but with a fine covering of short, light blonde hairs. They were possibly the sexiest legs I'd ever seen. If only he'd let me see what was between them...
I scolded myself silently for letting my mind wander. Keep your mind on the job, I told myself, as I realised I'd been massaging the same two circles of skin for probably two minutes now. I moved further down.
Leo's feet, needless to say, were gorgeous. They were soft and hairless, and even his toes had only a scant few hairs on them. I massaged his feet thoroughly, moving up and down them several times
"You alright?" I asked.
This was met with the now familiar "Uh-huh".
I'd now covered his entire body from top to bottom, well the back of his entire body anyway, and I was trying to decide what to do next. I knew what I wanted to do next - slide those undies off and give his buttocks the massage they deserved - but I couldn't risk it... could I...? I started massaging my way back up his legs while I made my mind up. I could just do it, and see what happened... no that was stupid... if I was going to do it, I should ask him first... he would just say no, and I'd carry on up his back... then again, it might make him realise I was only in this for one thing... perhaps I could massage his buttocks without asking for the undies off... if he said anything, I could just explain that this was a normal part of an Indian massage, and if he'd rather I didn't, I'd just carry on up his back... yeah that seemed like the best option. Fuck it.
As I reached the tops of his thighs, I just carried on casually upwards, gently grasping the undie-covered flesh and squeezing it tenderly... perhaps a little too tenderly, but I was past caring now. And anyway he wasn't objecting, infact I'm sure his smile was a bit broader than it was last time I looked. Which is what led me to ask him impulsively, without even thinking about it.
"Would it be OK if I took these off? It'd be much easier."
"Sure", he said.
Whoa. Did he say 'Sure'? Had I heard him right? Had Leonardo di Caprio just agreed to me stripping him naked?
Cautiously, I put my hands on either side of his boxers and slid my fingers underneath the waistband. He readily lifted his body a couple of inches so that they would slide off easily. I pulled down and before I knew it, there it was in front of me, Leo's bare arse. Wow. What a sight. I could hardly contain myself, as I pulled the undies right down and slid them off completely. I was quickly getting hard now, and there was nothing I could do to stop it.
I made sure Leo's eyes were still shut, took a quick sniff of the undies, then chucked them behind me and got straight to work on that beautiful arse.
Just like his legs, Leo's arse had a thin covering of blonde hairs, and they felt warm and gentle as I caressed them with my hands. Using both hands, I grabbed a few inches of his supple buttock-flesh at a time, and kneaded it gently like it was soft, warm dough. I slowed my movements right down because we weren't in any hurry and I wanted to savour every moment of this dream-come-true experience. And it was literally a dream come true. Leo had been the subject of my sexual dreams several times before, and each time I'd woken up with my dick throbbing hard and wet. And I'd lost count of the number of vivid daydream fantasies which had involved him, and the number of times I'd jerked off to him.
Speaking of my cock, it was hard and throbbing now and aching for attention. But ignoring its silent pleas, I realised I'd let my mind wander again, and I steered my thoughts back to the task in hand. Around his buttocks I moved, and started to vary my technique a little by making circles on his skin with my thumbs pressed down. I wanted to do much more, see much more, and I started wondering how much I could get away with. Warily, I moved towards his crack and gently used my thumbs to part the cheeks. Starting at the top, I continued this exercise down his crack, wandering adventurously close to that arsehole I was desperate for an eyeful of. I couldn't see it yet, but I was sure if I went down low enough... I had a quick look at Leo's face, he still had his eyes shut, and his lips curved into a little smile. He was definitely enjoying this, although I couldn't imagine he was enjoying it more than I was.
With an spontaneous surge of braveness, I ventured as far down as I could and used my thumbs to part the buttocks there. Leo stirred a bit and I withdrew my hands, but not before getting a brief glimpse of pink. My cock twinged, as if to remind me it was still hungry for this hunk in front of me, and I looked down at the notable bulge it had made. The last thing I wanted right now was for Leo to see that. I quickly reached into my jogging bottoms and boxers, and gave my dick a quick tug, oozing a couple of drops of pre-cum onto my fingers. I then pulled it flat against my stomach so that its head was poking out above the waistband of my boxers, then pulled my jogging trousers back over them, thus removing the bulge.
I returned to massaging Leo's behind and whilst doing so, I realised I was a mere few inches away from Leo's exposed manhood. I began to imagine what it looked like, as I had done many times before, and I decided there and then that I had to see it. He'd let me pull his boxers off, it couldn't be asking for much more to let me see his dick. No matter what it took, I was determined I was going to get a look at it. When was I ever going to get the opportunity to see Leonardo di Caprio's penis again? I couldn't let a chance like this go to waste, or I knew I'd regret it for the rest of my life.
The best way was simply ask him to turn over, so I could massage the front of his body. This was by no means a conventional part of an Indian massage, but if I explained that it was, then maybe he'd buy it. I made sure my throbbing manhood was still safely tucked under the top of my boxers, took a deep breath and then went for it.
"Right, d'you wanna turn over so I can do your front?" I asked in a laid-back kind of tone, as if this was the normal thing to do next.
Leo hesitated. His eyes were open. I was half-expecting him to just roll over, but as he finally spoke I realised I'd been a bit presumptuous.
"The front too?" He sounded quite surprised and I could hear the reluctance in his voice.
"Er - yeah."
I was about to add "if you want me to", but thought better of it - I didn't want to give him any excuses to say no.
"Er - no, that's fine," he said.
Shit. This couldn't happen. I had to see that cock.
"Hey, come on," I said in a gentle tone. "This is a proper Indian massage, remember."
"I - er - I" - he didn't seem to know what to say, but he seemed very unwilling to turn over. I guess if I was in his shoes (so to speak, seen as he wasn't actually wearing any), I'd probably be a little apprehensive about baring my manhood to someone I'd only known for a few hours. With this in mind, I decided to use another approach.
"It's alright, man, I've seen a few dicks before, you know. Don't be shy."
"I dunno, man."
"Come on, there's no need to feel uncomfortable or anything," I said, hoping that would re-assure him. But there was no response. My heart was sinking like a lead balloon. I was aching to get a glimpse of the Leo manhood and I was running out of ideas. How the fuck was I gonna get him on his back?
"Leo, man, there's nothing to be embarrassed about. Come on...", I urged.
I decided I wasn't taking no for an answer. I put one hand underneath him and gently tried to roll him over. He resisted for a few moments but finally, to my surprise and delight, he succumbed, and he was on his back.
I'd promised myself I wouldn't look straight down at his cock, and make things too obvious... but now it was my straying eyes that wouldn't take no for an answer... I couldn't help myself... I glanced down there, and suddenly my jaw nearly hit the floor. Leonardo di Caprio was lying stark naked in front of me, his dick hard as a rock and pressed flat against his stomach. I couldn't believe my eyes. It was the most gorgeous sight I could ever have imagined. About eight inches, not too fat, straight as a pole, foreskin stretched back to reveal the head, and with a perfect set of balls. I felt like I was gonna shoot my load at any second.
But quickly becoming conscious that I was staring at his cock, I looked up at his face. He wore an embarrassed and anxious expression, and suddenly it occurred to me why he'd been so reluctant to turn over. I had to say something to re-assure him.
"You're enjoying this more than I thought," I said, with a cheeky grin and, to my relief, he responded with a weak but definite smile.
I wondered what to do next - well I know what I wanted to do next, but I still didn't want to overstep the mark... not just yet anyway.
I gave him a comforting smile and said, "Let's start with the shoulders then."
Kneeling over him as before, I started to massage his shoulders, gradually progressing down the arms and to the hands, in essentially a repeat procedure of previously. Leo closed his eyes again, seemingly enjoying my work. After swiftly moving back up the length of his arms, I came to the chest - I was gonna enjoy this more than anything so far. I knew I had to play it easy though, which meant the nipples were definitely off limits.
I started by moving the tips of my fingers down the centre of his chest, from the top down between the nipples, to his belly button, and back up again. After repeating this several times, I firmly stroked the skin all around the nipples, taking great care not to inadvertently touch them. It took a lot of will power not to "accidentally" let my fingers stray. After a few more moments of this, I found was yearning for another glimpse of the hopefully still erect Leo manhood, and I wanted to move further down his torso anyway. I got up and moved further down his body, so that my knees were now straddling his upper thighs. I was happy to see that his hard on was still intact. However, Leo had opened his eyes as I was shifting around, so I took care not to look too intently at it.
"You OK?" I asked him casually.
"Yeah," he said, and he gave me a warm smile, which I returned.
I was feeling fantastic right now, like the jammiest bastard in the world. Millions of people, both men and women, would kill to be in my position right now - knelt over a nude and erect Leonardo di Caprio, stroking and rubbing every inch of his mouth-wateringly sexy body.
I started massaging Leo's six-pack stomach and sides, and if I'd found it difficult to resist the temptation of touching his nipples, it was nothing faced now with the task of avoiding touching his erection. It was right there, begging to be felt, and I summoned up all the will power I had - I couldn't risk things, not now. But will power was never something I had a great deal of, and I edged closer and closer, until I was making circles around his cock with my fingers. To my surprise, Leo seemed to be enjoying this because his eyes were closed again, his head was tilted back and I could have sworn I heard a faint gasp whenever I got too close to his cock. This was becoming too much for me. I had to ask him. All he could do was say no.
"Leo, is there, er... any part of your body you don't want me to touch?" I thought that was a good way of putting it.
Leo didn't say a word, infact he didn't even open his eyes; he just shook his head.
Fireworks exploded inside of me.
I moved my right hand so that it was directly above Leo's erect member. And then I brought my index finger down so that it touched the head with barely more than the finger tip, and then moved slowly down the shaft, never pressing down any more than the finger tip. Leo's body gave a quick tremble and this time he let out an audible gasp. It was a shock to discover that he'd clearly been wanting this just as much as I had.
My own erection twinged again, and before I went any further I reached into my track suit bottoms and pulled the waistband of my boxers back up over my cock, which shot forward happily. Something told me Leo wouldn't care that much if I had a huge bulge in my trousers. I thought of actually taking my trousers and undies off, but perhaps that would be going a step too far. And anyway I had more urgent business to attend to...
Returning to Leo's hungry erection, I repeated the same trick, gliding up and down its length, using two fingers this time, but still as gently and delicately as I could. This is what my first boyfriend used to do to me - it used to feel like your dick was being tickled by a feather and it used to drive me wild. And it was certainly having the same effect on Leo, as he let out another loud gasp. There was a look of pure ecstasy on his face, and I grinned with the satisfaction that gave me.
I continued this procedure for several minutes, gradually adding more fingers and then finally grabbing his erection with my entire hand so that it turned into full masturbation. I yanked Leo's foreskin right back and a couple of drops of pre-cum oozed out onto his stomach, which I wiped up with my finger and licked clean. However, I didn't want him to climax too early so I moved my efforts from his cock to his balls. Taking them both in one hand, I massaged them gently, squeezing and caressing. Deciding Leo's nipples were no longer out of bounds, I slid my free hand up his chest and started playing with his left nipple, at first just stroking it, then circling around it with my fingers and finally giving it a little pinch, and Leo moaned. I did the same to his right nipple, and then moved my hand slowly back down his chest and abdomen and over his erection, all the while still playing with his balls in my other hand. After giving his cock another little squeeze, I ran my fingers through his soft blonde pubes. This really turned me on, and it must have aroused him too, because his cock gave a small twinge and he gave another gasp.
I then started rubbing the insides of his thighs and as if on cue, Leo began subtly raising his knees so that his legs started to spread. Slowly but surely, his gorgeous pink ring came into view, and I realised Leo was making me a crafty invitation. I couldn't ever remember feeling this horny. Man, it was unreal. I moved my hand which was attending to his balls down towards his glory hole, and touched it. Leo produced his loudest gasp yet. It was clear he'd never been touched like this before. I slid a finger into his warm hole and swirled it around.
"Ohhhhhhh!" he moaned. I penetrated deeper into him and I could see the pleasure in his face.
I moved my finger in and out, in and out, to variety of moans from Leo. He was undeniably enjoying this. My cock twinged to remind me it was still there and still hungry, and I paused for a moment to adjust myself. Leo opened his eyes and looked up at me.
"You're enjoying this more than I thought, too," he said, motioning to the sizeable swelling in my jogging pants. Guilty as charged, I just grinned back at him.
"Why don't you set it free?" he said.
I didn't need a second invitation. I pulled down my trousers and boxers and my erection shot forward excitedly.
Leo was staring at it in awe. "Wow," he whispered. He was looking so cute and horny, I just wanted to kiss him. By now it seemed like there was nothing he was going to try to resist.
"How about a tongue massage?" I asked, making my best sexy eyes at him.
"Sounds good," he replied, with his best sexy smile.
I took my T-shirt off so that we were both as naked as each other. I moved forward so that my face was above his, and paused momentarily to marvel at the cutest face in the world, still not quite believing this was the Leonardo di Caprio. Then I moved lower and met his lips with mine, and it was like electricity flowing through our bodies. I shuddered, as we passionately explored each other's mouths with our tongues. Leo was a great kisser, and no doubt he'd had plenty of previous experience. As we kissed, I felt Leo's hands on my arse - this was the first time he had consciously touched me, and it felt good. Gradually he started to massage my buttocks, repaying me for my efforts.
After what must have been nearly ten full minutes of snogging, I moved my tongue down to Leo's neck and then slowly down south, pausing to suck his now erect nipples. Leo let out a trembling purr, and I knew exactly how he felt because having my nipples sucked turns me on something crazy too. Whilst we were both enjoying ourselves here, there was something else I was dying to get in my mouth, so I moved swiftly down and found it. I grabbed Leo's cock and then put my tongue on the exposed head and swirled it around, savouring its sweet taste. Leo's every moan seemed to somehow contain more pleasure than the last. Gradually I took more and more of his manhood into my mouth, until I felt the head touch the back of my throat - I had Leo's whole eight inches in my mouth. Moving my head up and down, I licked and sucked at it like there was no tomorrow. When his moans started to sound like screams, I felt he was nearing orgasm, and I took his cock out of my mouth so that I could finish him off by hand - I wanted to see Leo cum. I took his member in my hand and started jerking him off - and only a few seconds later, he screamed, that look of pure ecstasy on his face again, and a jet of brilliant white cum shot out of his cock and all the way up to his chin. All I could do was watch in awe, as shot after shot of cum erupted from Leo's cock, assisted by my gentle masturbating, spraying his chest and stomach with a shiny covering of white.
After the last of his cum shots, Leo lay there breathing heavily for a few moments.
"That was fuckin' awesome," he said eventually. "And you were right about the intense experience."
"Glad to be of service," I grinned, giving his chest and stomach another massage, but this time by smearing his man-juice all over it, like it was massage oil.
"You ever tasted cum?" I asked him, guessing that he hadn't.
"No," he confirmed.
Without bothering to ask whether he wanted to or not, I scooped up a huge dollop of the stuff onto my tongue, and delivered it to his waiting mouth, transferring most of it straight onto his tongue from mine. He swallowed, a look of uncertainty on his face.
"You get used to the taste, I promise".
"I hope so," he laughed.
We looked at each other for a few seconds, and then his gaze moved down to my still erect and hungrier than ever cock.
"Wanna touch it?" I asked, and without waiting for a reply, I knelt down either side of him and sat down on his cum-stained stomach. Tentatively, Leo reached for my cock and slowly moved his fingers up and down the shaft. I quivered all over.
"I've, er - never done this before," he said. "I mean, not with another man."
"It's OK," I told him re-assuringly.
He began to softly wank me off, the look on his face like that of a kid who's discovered an amazing new toy. I reminded myself of the amazing fact that Leonardo di Caprio was jerking me off, and that I was his first guy. I was loving the feeling, both physically and emotionally.
His chin was still dripping with his own cum, and I took some of it off onto my fingers and then licked them clean, relishing the taste. I then took some more of it and this time put my finger in Leo's mouth. Leo licked it clean, and now he didn't seem so unsure about the taste. He continued to lick my finger and wank me at the same time.
"You wanna move forward a bit?" he asked.
At first I didn't know what he meant, and then I realised with delight that he wanted my cock in his mouth. Willingly, I did as he asked, and soon he was sucking me off. Now it was my turn for the moaning and gasping. There was no doubt about it, this was a fantastic blowjob, especially as this was his first time.
"That's so fuckin' good," I said, in between gasps of pleasure.
And then I felt it - I was about to erupt.
"I'm coming!" I screamed, intending it as a warning, and expecting Leo to take my cock out of his mouth. But he just kept on licking and sucking, and soon I was shooting straight in to the back of his throat, and he was gulping it down eagerly. It hadn't taken him long to get used to the taste! This easily ranked as one of the best orgasms of my entire life and, to my surprise, I kept cumming and cumming, way beyond my usual amount.
When I'd shot all of my load and Leo had licked clean every last drop, I took my dick out of his mouth, and slid my body down his, so that I was lying on top of him, and we were looking into each other's eyes, me trying to get my breath back. He put one hand on the back of my head, and pulled me in to another passionate kiss, which lasted for several minutes.
All of a sudden, we were interrupted by a knock on the door, and a look of terror swept across Leo's face. He lay there frozen, and then there was another, louder knock. Leo's body was still covered with cum, and there was still some on his chin...
"I'll go," I said. We both got up and Leo scrambled into the bathroom. I opened the door a few inches, and just stuck my head out. (My body still had Leo's cum smeared all over it, from when I lay on top of him).
"Room service?" Leo must have ordered breakfast earlier and forgotten.
"Er, just leave it out there, thanks." He probably wanted a tip but I was in no state to give him one, so I closed the door. Sighing heavily with relief, I returned my attention to Leo. I could hear the shower running already.
"Want me to rub your back?" I asked with a grin, and tried the bathroom door, but it was locked. He probably wanted a bit of space, I thought, so I lay on the bed and reflected on all the new and great experiences I'd had in the last three months but how none of them compared to the last hour.
Ten minutes later, Leo emerged from the bathroom, solemn-faced and with a towel wrapped around him, which I felt like stripping him of. I smiled at him but he didn't even look at me.
"You alright?" I asked. "Breakfast is outside."
"Shower's all yours. We have to leave in twenty minutes."
I looked at the clock on the wall; he was right. I'd been so busy enjoying myself that I'd lost track of the time. I headed for the bathroom, but before I went in, I turned to Leo.
"Sure you don't wanna come in with me?"
"I gotta get ready."
His tone was cold and emotionless. He was certainly a different Leo to the one that had been eagerly swallowing my cum just a few minutes ago. I showered quickly and came out to the room to get dressed. While I was doing so and Leo was putting gel in his hair, he didn't say a word to me. There was definitely something the matter, and eventually I plucked up the courage to ask him.
"What's wrong?" I asked.
Leo didn't say anything but looked at me curiously, even suspiciously I thought.
"It was good, wasn't it?" I asked.
He sat down on his bed, and looked as though he was searching for the right words.
"Yeah it was good, it was... it was great."
I smiled, and he continued.
"The thing is... I've never done anything like this before, I mean... God, I feel like such a fuckin' idiot..."
I looked at him blankly. I didn't understand what he was getting at. He took a deep breath.
"If this gets out, it... it wouldn't be good for my reputation, for my career."
Suddenly I understood. He was worried about people finding out he'd slept with another man.
"So," he continued. "How much do you want not to go to the papers?"
I stared at him incredulously. "Go to the papers?" I asked. The thought had never so much as entered my head.
"I don't know how much you'd get for this kind of story these days, so just name your price and-"
But I cut him short.
"Look... I don't want your money. And I'm not gonna go to the papers. What happened is between us."
Leo considered this for a moment but didn't seem entirely satisfied.
"How do I know you won't?" he asked.
"Because I've just fuckin' told you." I was starting to feel a bit irritable now.
"I don't know if I can trust you."
The cheek of the guy!
"You did just now didn't you?"
"The thing is, in this business, you... you hear stories... kiss and tells have really damaged people's careers, and you don't know who to trust..."
"Well then you shouldn't have let me give you a massage in the first place."
"No, I guess I shouldn't have."
I regretted saying that, and Leo got up to pack the rest of his things. I went for a piss I'd needed for a while and when I got back, he was packed and ready to leave. Without waiting for me to finish getting my things together, he turned towards the door.
"Have a nice flight back," he said. But I couldn't just let him leave like that. For one thing, I was hoping for an upgrade to first class. For another, I was hoping against hope to see him again.
"I was kinda hoping for an upgrade," I said cheekily, and I wish I hadn't said it, because Leo replied with a look that said no fucking chance.
"Look, I don't care about the upgrade," I conceded. "Will I see you again?"
I realised what a stupid question this was, and I got exactly the same look in return. I was going to ask him for at least a goodbye kiss, but I knew that would meet with the same response.
"Well... thanks for a great morning, and... take care of yourself." It was the only thing I could think of to say.
"You too," he muttered, grabbing the door handle and pulling the door open.
"Leo," I called after him. "Don't worry, OK? No-one's ever gonna know."
He finally met my eyes and gave me a weak smile. Then he turned and left. It was the last time I saw him.