Room Service – The guest

I don't often have to stay at hotels when I'm working but on the occasions it does happen I try to use the opportunity to go cruising with the intention of, not just having a quick thrill, but finding someone with whom I can indulge in some serious shagging back at the hotel. For that purpose I always make sure I pack toys, poppers and, of course, condoms. But perhaps the most important item is my laptop.

It's usually quite easy to sneak someone into a hotel and up to my room. I know many straight guys boast of having done that with girls they have picked up. When I am in a place where I do not know the best cruising areas I might be prepared to use various websites to find willing guys in the immediate area. Using this method I am not averse to using a rentboy to keep me happy. I'm not short of money and so the cost does not bother me. But I have found that many rentboys want to take the money and give little for it whereas I am more concerned that the lad I shag with is as much interested in giving pleasure as taking my money. Sometimes it all seems to fall into place as I recall happened a few years ago.

I was in my thirties and staying in a town I had never visited before. The first thing I did when I arrived at the hotel was to check out the gay venues and cruising for the place on my laptop, there did not appear to be anything nearby and the escort websites showed nil results also. It was nearly nine o'clock and I decided against exploring the town to see if there were any cottages or wooded areas that might have potential for cruising. Besides which I was hungry and had some work to do.

I checked the room service menu that was in the folder of hotel amenities left on the bedside table and rang for some sandwiches to be sent up. About fifteen minutes later there was a knock at the door and I let in the waiter who was carrying a tray. It has always been my habit to examine every young person who crosses my path to assess their physique and looks. The young man holding the tray ticked all the boxes of the criteria I used to determine if he was someone I would like to shag.

He was about the same height as me and quite slim. He had short naturally blond hair and a fresh face with perfectly formed lips that just seemed to say 'kiss me'. I reckoned him to be no more than eighteen. He smiled as he place the tray on a nearby table and then turned to me. He seemed to be eyeing me up and down too.

'Is there anything else I can do for you, sir,' he asked still maintaining that smile. 'I am at your service. If there's anything you want, any special service the hotel doesn't provide, then just ask me and I will be happy to oblige.'

He was staring at me with that infectious smile and I'm sure a twinkle in his eyes. I was sure now he was gay and I suspected he fancied me. I then remembered I had work to do that evening.

'Thanks,' I said. 'I may want something during my stay but I'm a bit tired tonight. Perhaps tomorrow.'

'Ok, sir,' the waiter said. 'But if you want company I'm sure I can make see that she isn't noticed by the management if she comes to your room.'

I seized the chance.

'I would not be thinking about female company,' I said and I gave him a knowing wink.

I could see he had read my signal as he said that whatever my needs he could help me.

'That's good,' I said and we were both looking each other up and down and both had the same thoughts in our mind.

This time he seized the advantage.

'My shift finishes at eleven. I'm free after that,' he said. He emphasised the I and winked at me and pursed his lips slightly. I had no doubt now that he was selling himself to me. On the spot I decided that in the couple of hours until his shift ended I could get my work done and then I was also free.

'Perhaps I'm not so tired after all,' I said. 'How about you bring me up a bottle of red wine and a couple of glasses at the end of your shift.'

'Yes sir,' he said. He gave me one more seductive look, turned and left the room.

I saw the shape of his butt within the tight trousers he was wearing. I knew for certain I had my night-time entertainment sorted out so I turned my attention to eating the sandwiches while I worked.

Just before eleven there was a knock at the door. He stood before me with the wine and glasses on a tray. This time I noticed his name was Luke. He brought them in and laid them down.

'I haven't clocked out yet sir,' he said. 'But can we talk about money now.'

I wasn't offended. In fact his being so upfront about me paying him for sex made him all the more attractive to me. I like people who come straight to the point and even at his young age he was not afraid to be bold. I knew how much I intended to pay him but I wanted to give him the chance to sell himself.

'How much money were you thinking,' I asked.

He gave me an hourly rate which was a little over the odds for a rentboy. I then asked him about the overnight rate and he quadrupled that amount. It was quite a bit over what I was willing to pay but I didn't show it. I was prepared to meet him part way though. I got out my wallet and slowly counted out the notes on the table where he had placed the tray. I had got to two thirds of what he had quoted for overnight and stopped. He had been counting the money as I laid it down.

'That's yours if you stay the night with me,' I said. I could tell by the way he looked at the pile of money what his answer would be.

'I'll be back in just a few minutes when I have clocked out and changed,' he told me and he walked over to pick up the cash. I was in no position to know if I could trust him to return.

'No,' I said firmly. 'It will be there when you return. Pick it up then.'

He nodded and left the room. I had not given myself any time to freshen up since arriving at the hotel and wanted to take a shower. I stripped and found the bathrobe which I put on. It had crossed my mind that his young man, if he had been on his feet for several hours, would, like me, be in need of a shower. What better way to get to know each other than to mutually wash ourselves. I had no sooner wrapped the robe around me when there was a knock at the door. He stood before me dressed this time in t-shirt and jeans. A vision of young masculinity to satisfy my sexual desires.

'Hi Luke, come in,' I said. I had remembered the name on his badge. 'Call me Jack.' I didn't want him calling me sir.

'Hi Jack,' he said and he stepped inside. The door closed behind him and I let slip the bathrobe so that I stood before him naked. He looking me over and I sensed that his mouth was watering. But before we went any further he went over to the money and stashed it away in a bag he was carrying. He faced me and once again examined me from head to toe.

'I was thinking of having a shower first. Would you care to join me?' I asked. It was more of a command than a request but he responded as I had expected and was about to take his clothes off when I walked up to him and placed a hand on each shoulder to stop him.

'Let me do that,' I said and slipped his coat off him. His t-shirt was not tucked into this jeans and I got my hands inside it so that I was touching the bare flesh of his chest. It was smooth and I could detect the muscles of his abs and pecs as my hands went exploring. Being a masseur at my local athletic club I knew my way around the male body and could tell that Luke did some exercise and was generally fit, probably from swimming.

He was running his hands through my chest hair and occasionally rubbing my nipples. This was a good start. I eased his t-shirt off and felt his warm body next to mine. His body was supple and compliant as I held him against me. I was getting hard and I judged by the firmness that pressed against my groin that he was too. I sensed that Luke was waiting for me to make the next move and I kissed him on the lips. He was obviously relaxed as his mouth opened as my lips touched his and the full extent of contact that can be made with the lips and interior of the mouth occurred immediately and we were both consumed with the pleasure it gave us. It was only natural that our tongues should now wrap together.

I knew Luke was not inexperienced with regard to how to react to another man but I wondered whether he was ready for the things I had planned for him. I resolved to take things at a slow pace. It was obvious that he was not going to hurry me. We stopped kissing and I undid his jeans. I could get inside to feel his arse cheeks and with my hands on each cheek I pulled him close to me again. I had slid his jeans and his pants over his bubble butt and they slid down to his ankles. I was in direct contact with his hard flesh. He was aware of mine too and I could see an expression of ecstasy fill his face. He was grinding his groin against mine. I loved the way he so subtly indicated how horny he was for my body. He seemed to be getting so carried away that I steered him to the bed and he fell back first onto it.

Our mouths were wide open hungry for each other and our tongues danced wildly. I then thought it was time to exert my authority over him and stopped what we were doing and got up off the bed. He just lay there while I removed every last bit of clothing he was wearing.

'Let's have that shower now,' I said. 'We've got all night.'

He didn't object as I led the way to the bathroom. He was looking at my nakedness and when I turned and he saw my erect cock for the first time I could see the look of delight that came into his eyes. One of my biggest assets is my cock which is ten inches long and eight inches in girth. He was staring at it in its full glory. I wondered if he was at all worried about taking that inside him. He certainly didn't show it. If I had my way and he was up for it, it wouldn't be the largest thing he would be taking that night.

We were under the shower soaping each other. I let his hands go everywhere over my body and when he got to my cock he treated it like something sacred. I knew that all my objectives for the night were going to be achieved from the way he treated my throbbing piece of meat. We quickly dried each other and then as a deliberate act of frustrating him I suggested I give him a massage. I needed some refreshment and opened the bottle of wine which had been left untouched on the tray. I took a big swig of it and handed it to Luke. He gulped down a good mouthful as well.

I never went anywhere without my massage oils and, having got them out of my bag, I had Luke lie on the bed face downwards so that I could massage his back from his shoulders to his butt. My aim was to make him totally relaxed in mind and body. To enhance the effect of the massage I gave Luke some poppers to sniff as and when he wanted. As I rubbed his back he sniffed at the bottle allowing himself to drift off into a kind of oblivion where he was conscious but completely at ease. He was like putty in my hands. I spoke to him gently as I worked magic with my hands. To tease him further I ensured that from time to time my cock and bollocks rubbed against his body. I knew without looking that he was getting very aroused sexually which was just what I wanted. He was probably daydreaming about what it would be like when I was fucking him.

I was only going to massage his back so when I had finished that area of him I stopped and told him to lie still and let me move him as I wanted. I fetched all the pillows and lifting his chest off the bed placed them under him. When I had finished Luke was still lying face downwards but his upper body was about two feet higher than the rest of him. He was still totally relaxed and his chin rested on the pillows so that his face was looking straight ahead. I approached so that he could see my cock which was pointing directly at his mouth. He said nothing but opened it as I had intended and my cock went inside.

Not every guy could do what Luke did. He was able to open his mouth really wide and take my thick helmet which was a little thicker than my shaft. I gently pushed it in his mouth and he started to lick around it with his tongue. Then it went in a bit further and his tongue was flattened to the floor of his mouth. I knew I was reaching his throat and went even slower. As I had hoped Luke had deep-throated before and allowed my cockhead to reach the end of his mouth without gagging. I knew now that what I expected him to do would happen.

I have always been interested in the human body and what it can endure. One of the things I have found out when studying to be a masseur was that it was capable of stretching much more than would be expected. I knew that although at the moment Luke's throat would be narrower than the girth of my dick he would be able to let me stretch it as I entered his gullet. I was pushing into his mouth slowly but firmly and when I sensed the tightness of throat I applied just a fraction more pressure and I was rewarded by the walls of his digestive tract giving way and I slid in further for the full length of my ten inches so that his nose was buried in pubic hair and my balls were touching his chin.

I knew that in a few seconds he would be finding it difficult to breathe unless I pulled out of his throat so, after savouring having my dick in him for a moment, I pulled out of him by about four inches. He took a big breath and I seized the opportunity to pick up the poppers and hold the open bottle under his nose. He breathed in deeply and I waited a few seconds for the rush to his brain then I pushed my cock back into him again. He lay perfectly still which was what I wanted since to achieve what I was doing to him he had to maintain a straight line from the entrance to his mouth through to passageway leading to his stomach.

I repeated pulling out and pushing in for about five minutes stopping a couple of times to feed him the poppers which he inhaled with deep breaths. During this time Luke had attempted to stimulate my cock by using his tongue on my helmet and compressing his lips around my shaft. It was the tightness of his throat that gave me the most pleasure though and given time it would have been enough to bring me to a climax. But this was not my intention and I fucked his mouth until I was getting cramp from the position my legs were in. Although Luke was at the right height to take me, it was a bit uncomfortable for me and muscle pain was setting in.

I handed back the poppers to Luke and got off the bed to stretch my legs a bit before coming round to Luke's arse. For what I was going to do next I needed to change his position but I wanted to do it without him having to raise himself from the bed. This was so as to maintain the relaxed state that had built up in him. I moved most of the pillows from under his chest to under his lower abdomen. Now his arse was in the air and his head was resting on just one pillow. I had gently felt his hole when I was massaging him and knew he was almost hairless in that area. I was tempted to rim him but I also had other ideas. Instead I finger-fucked him for quite some time getting a feel for how elastic his hole actually was. I easily got three fingers in him and knew he was ready for what was to come next.

My bag was nearby but I had to remove my fingers from his hole as I looked for the inflatable dildo I had with me. I had bought it so that my boyfriend and me could have some fun together. Now I always made sure I had it with me on my travels. Before it is pumped up it just looks like a reasonably large object shaped like a penis. But when it is inflated it grows to twice its girth and a couple of more inches in length. I decided to tease Luke a bit and rubbed his cheek with the dildo in its non-inflated state. I saw him smile when he knew what I was about to stick it in him. What he didn't know though was that, once it was inside him, I was going to inflate it to its maximum size and his hole was going to stretch around it.

I greased it thoroughly and placed it on the rim of his anus, told Luke to take a good sniff of the poppers and pushed it firmly. It went in right up to the base from which a tube protruded which was attached to a rubber bulb which when squeezed pumped air into the dildo. I moved it in and out a few times to ensure that his anus and rectum were well lubricated.

When I started to inflate the dildo my hands were occupied with applying all my energy to the pumping up the device. I thought it was only fair that I should tell him what was about to happen.

'Wow,' he said. He didn't seem at all worried that he might feel some pain.

'If it seems too much tell me and I'll stop,' I said. 'I don't want to deliberately hurt you.'

He just smiled and so I carried on using the pump. I could see the dildo had expanded and his hole was now significantly stretched beyond what my fingers had achieved. I looked at his face and it looked peaceful, just as I had hoped. He knew what his role was and was playing the part to perfection. It took five minutes for the dildo to be fully inflated.

'How does that feel?' I asked when I knew I could not get any more air in it.

'Really good,' he told me. Then he added that he would like to see what his hole looked like with such a large object penetrating it.

I looked around the room for a mirror and saw one hanging on the wall. I took it down and told Luke to roll over on his back with his legs in the air. I held the mirror so that he could see his hole reflected in it. He seemed to be impressed with how much his hole had been stretched and I believed he was happy with what he saw.

I could see from his expression that he found having this fat object stretching him beyond previous experience a really horny feeling. I know that the anal passage plays a part in infant masturbation and this natural event never leaves us. The pleasant sensation we feel when we shit is caused by the anus being stretched to excrete. If this is recreated using an artificial device then the same pleasure and maybe more can be simulated and this was what Luke was experiencing. While he was admiring himself I decided to give him a hint of what was likely to happen to him.

'That looks as though it's ready to be fisted,' I said. I guessed he had never had anything bigger than a large cock in his arse before but I also reckoned that the thought of a fist being pushed in him would give him an extra thrill also. 'But not yet. It's time for some fucking now,' I said wanting to keep him dangling on a string a bit longer.

I didn't deflate the dildo but started to pull it out very slowly so as to ensure he felt the ridges and bumps of the object as it passed back through his anal ring. It was significantly bigger than when I had inserted it and I again rubbed it against his cheek so that he could appreciate what he had achieved.

His hole gaped open for a few seconds after the dildo came out and I could see into the depths of his arse. I found that a real turn on. It was tempting to put my hand in there straightaway but instead I put a condom on my dick and rummaged once more in my bag until I found the prostrate vibrator which I intended inserting into Luke. He looked at it and a curious expression crossed his face. I explained to him what it was and how I was going to use it. I pushed it inside him and moved it around until I got the reaction from Luke that told me I had it resting against his prostrate. I hadn't switched it on yet.

I got my dick in position against his hole and holding the vibrator so that it did not move out of place I pushed and started to enter Luke. I slid in really easily as he was now used to a much larger object being inside him. Once I was fully inside I switched on the vibrator and I noticed at once that Luke was feeling sensations he had never encountered before. Although he was mentally aware he was not capable of controlling his body. Seeing his helpless state and knowing I was in control of it increased my pleasure and I started ramming my cock into him with lots of force.

Because I was the the only one of us in control I set my mind not to come too quickly. This was easier said than done because the prostrate vibrator was stimulating my cock as well as Luke's prostrate. It was a wonderful feeling as my dick found the inner depths of his rectum. If he had been able to caress me at the same time or if I hadn't been wearing a condom, I would not have lasted more than a couple of minutes. As it was I kept up a vigorous action pounding inside him for fifteen minutes until I could hold out no longer and jets of cum flew from my cock. I continued pumping until I was satisfied I had no more spunk to ejaculate. As soon as I stopped Luke seemed to return to the real world again.

I slowly pulled my dick out of Luke making sure that the condom did not fall off my cock once it came out as I knew it was heavy with the amount of cum I had off-loaded. It had slid up my shaft a little bit and was hanging from my cock. It was obviously full of my cream. I believe that cum is sacred and should be revered by the person to whom it is given. This is easy if a condom is not worn or if the blowjob ends in swallowing. But when it is collected in a condom it seems like sacrilege to simply discard it. I picked up a handy wine glass and after carefully removing the condom emptied its contents into it. I switched off the vibrator and took it out of Luke. All stimulation inside his hole stopped. He had fully returned to earth after having been on cloud nine.

Luke's eyes were following my actions and I knew he wanted to eat my cum as much as I wanted him to do so as well. I passed the glass to him and he knocked it back into his mouth as if it had been a shot of spirits except he did not swallow it straightaway but played with it in his mouth.

I reckoned that now the main focus of pleasure should turn to Luke who had so willingly let me use his body. He had not even come himself although his cock had remained rigid throughout the couple of hours we had been shagging.

'It's your turn to come now,' I said to him. 'And I want to give you the best orgasm you have ever experienced.'

He could see I was greasing my hand and wrist and must have guessed what my intentions were but he just lay still. When I was sufficiently greased up I told him to hang is arse over the edge of the bed so that I could access his hole easily. His shoulders were supported by the pillows and his feet were resting on my shoulders. He could see what I was doing and most important he was able to wank himself.

Although his hole had closed up again I knew it would still be quite elastic and so, when I pressed my clenched fist against it, I was not surprised when it yielded to the pressure and my hand disappeared steadily. He had the poppers in his hand and he took a good sniff from it as I got inside up to my wrist. I moved my hand around and allowed my knuckles to rub his prostrate then I used my fingers to do the same thing. He took hold of his dick and started to wank. He had been so close to the brink of coming that it did not take long before his cock erupted and long streams of cum shot from it and landed some way up his body. He wanked until the orgasm died down but he still got a sudden jolt every so often for some time afterwards. It was not until his spasms had stopped that I slowly removed my fist. It had served its purpose.

He lay on the bed and the only movement he made was to scoop up his cum and eat it. I was really thirsty after all the exertion and took another swig from the wine before handing it to Luke who looked as though he could do with it.

In fact we both were in need of some sleep and, although Luke was cuddling up to me and getting aroused again, I didn't respond but instead suggested that we get some shut-eye with a promise that there would be some more shagging when we woke up. I snuggled up behind him ensuring that he was aware of my cock which had already gone to sleep but which even in its flaccid state was large enough for him to feel it. It took no more than the closing of our eyes for sleep to overtake both of us.

I sensed rather than saw that Luke was awake. It was only five o'clock. We had slept for just under four hours. The only way to get awake enough to carry on shagging was to have a shower and try to wash the sleepy feelings away. I suggested this and we both went into the bathroom. We had no inhibitions by this time and we performed all the necessary actions to complete our toilet. I always carry a douche with me and Luke used it on himself thoroughly.

When we got back on the bed I wanted to show him that I was capable of shagging in a more conventional and loving way and we joined our bodies in all the standard positions. I wore a condom again. It was tempting not to but on the otherhand it was not worth taking the risk for my sake or for Luke's. It was great to be holding him in my arms knowing how good he was at giving pleasure to guys like me. He had asked nothing from me (apart from money) up to this point but now he asked that I come in his mouth and not in the condom. To which, of course, I readily agreed. Without trying he had asked just the right thing. He and I seemed to have an affinity. In another world I might have fallen in love with this boy but that is the stuff of pipe dreams and anyway I already had a boyfriend.

He wanted to get away from the hotel before it got busy with staff and guests milling around. He quickly got dressed and left me. I was never to see him again. I went to the conference I was attending and had so much difficulty staying awake that when I did get back to the hotel I just had dinner in the dining room and then went to my room and fell asleep. I left for home the following morning. I've shagged with many young guys when I've stayed away but no-one before or since has come up to the same level of excitement and sheer endurance as Luke. He may have cost me but he was more than value for money.

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Epilogue
If you have read the story called 'Room Service' before reading this you will know they both follow the same events but from the viewpoint of the two quite different characters involved. Jack and Luke mutually recognise the signals being given off when they meet as hotel guest and room service waiter and they are both intent on seduction. Their motives however are different. Luke is primarily after money until he realises what a proficient shagger Jack is. He on the other hand is after a young, compliant body to stretch both physically and mentally.

I leave it to the reader to decide who, if either, gets the better part of the deal that is struck between them.

Please let me know what you think of both stories. Your reviews, good or bad, are always appreciated. Thanks!