As promised, my experiences with the room steward. I know this sounds like total fiction, or a story from Literotica, but I wrote this for my own private personal journal archive so I could relive the experience in the future. It has quite a bit of detail and I apologize for the length. It was a fantastic experience!
Cruising the steward
I was headed for Panama and a 10 day cruise from Panama, through the Panama Canal, and around the Caribbean before ending in Miami. I enjoyed 4 days in Panama before boarding the ship, each day visiting a different Colombian or Venezuelan escort in her apartment for some delicious Latina honey from those sexy providers.
On the first full day of the cruise, we were going through the Panama Canal so I was aboard the ship all day. Much of this time was spent inside the cabin, simply watching the transit from the balcony. I also had a hammock strung up on my balcony and I spent much of the time there, watching the Panamanian country roll by or reading a book. As usual, I am naked whenever I am in my cabin, including on my balcony.
In the afternoon I called housekeeping for a bucket of ice so I could keep my drinks cold. Shortly thereafter there was a knock on the door and I decided to just answer the door naked and take the ice bucket. I’m sure that is a regular occurrence for housekeeping! I opened the door wearing nothing but a smile and a cock ring, and accepted the bucket of ice, said “thanks!” and closed the door. Later, that same guy showed up to clean my room so I knew he would be my regular room steward. I was naked in my hammock and reading a book, but I was also discretely stroking, as I had been doing all day. I just thanked him from the balcony but had no other interaction. I finally got a better look at him though, and he was early 30s, slim, decent looking chap of typical cruise ship Indonesian/Malaysian/Filipino origin. As he moved through the cabin though he was close enough to me to clearly see that I was naked. He also probably could tell that I was gripping my dick.
The next day we were at sea all day and I spent good portions of the day in my hammock on the balcony. I called for more ice, expecting another quick door drop-off but when the knock came I went to the door and he opened it with nothing in hand. I am standing there stark naked and he says “I need the bucket, then I can refill it.” So I turned and as he stood there with the door open I walked naked to the far side of the room to the desk that is next to the balcony sliding door, got the ice bucket, and walked naked back across the room to hand him the bucket. He just smiled and said he would be back in a bit. I told him to just knock then bring it in when he returned.
Where he didn’t seem too appalled or disgusted with me being naked, I began a journey that would become steadily more emboldened over the coming days, starting with my decision to be naked in the hammock again when he returned, knowing that he would be bringing the ice bucket over to the desk that was about 5 feet away from where I was laying naked in the hammock. I began stroking myself until he returned, and when he came back into the room with the ice bucket and put it on the desk, he was standing there for a moment looking at my naked body, particularly my growing cock that I conveniently left clearly visible between my open legs. He took a good look, then said he would return later to do the regular room cleaning.
When he came back a few hours later to do the daily cleaning, I had a $20 bill tucked in my book and I was going to give it to him as a tip and a thank you for cleaning the room and keeping me supplied in ice. I also made a point to put my book down and just lay there with one hand back under my head and the other hand slowly stroking a full erection, clearly visible from the room. The stewards always prop open the cabin door into the hall, but if the bathroom door is open it screens most of the view from the hall. As he made up the bed and cleaned the bathroom he would keep glancing over at me but he didn’t get over by the desk and balcony door for me to give him the $20 and then he finished up, closed the door to the hall and was gone. After he left, my dirty mind kept running wild with fun and pervy fantasy scenarios and I was stroking gently and continuing to edge. After about 20 minutes I couldn’t keep edging any longer. I grabbed some lube and got back in the hammock and started really stroking myself, building up to blowing my wad.
I was feeling good and getting ready to cum when all of the sudden there was a knock at the door and the steward walked back in! He held the trash can that went under the desk by the balcony door. He walked over to put the trash can back under the desk and said “Sorry, my supervisor called and I had to go do something, but now I can finish the room.” He said this as he was standing 5 feet away from me and I very clearly was stroking my shiny lubed cock. I continued to stroke it right in front of him, then said “Uh, OK. Sounds good.” He stood there for another few seconds, watching my hand stroking up and down on my fully erect cock, then turned and went back to finish working on the bathroom. That thrill of being caught by him with my dick in my hand was too much for me and I stroked it a few more times and came with a full spurting climax, shooting cum all over my stomach, cock, hand, and arm.
I would have still given him the $20 that was in my book, but my hands were covered in lube and cum! I was breathing heavy from the encounter, and he was gone in a few minutes. What a thrill to be naked and jerking off in front of the steward, who seemed to not have any problem with my actions!
The next day he stopped by the room when I was out for breakfast and had the room all cleaned and my ice bucket filled up before I returned. I did however see him in the hall and gave him $20 to show my appreciation and generosity.
The following day I was headed ashore all day in Cozumel, but before I left the cabin for the day I was sure to leave the closet sliding door open because on the shelf at about chest level I left out a bunch of cock rings, some anal plugs, some skimpy g-strings and thongs that I like to wear, and some condoms and lube. I figured I would send an open message that I like to play. There was no way he wouldn’t see those items on the shelf. I enjoyed my day, ending with a nice visit to the hooker bar and cheap motel that are located close to the International Cruise Pier where I was able to bang a nice chica for over an hour before returning to the boat. By then the room was all cleaned and the ice bucket filled when I returned around 5:00 p.m.
After showering I was hanging out in the room with the balcony door open when there was a bit of noise on the adjacent balcony, then the door in the balcony partition wall opened up and there was the steward as he was working his way from balcony to balcony doing some cleaning. The only problem was that one of my deck chairs was in the way of the partition door. He peeked around the edge of the partially opened door at the chair so I stepped out onto the balcony to grab the chair and move it aside, letting him onto my balcony. Once again, we end up standing face to face with me stark naked other than some cock rings (as I’m almost always wearing one of some kind around the base of my cock and balls). He merely says “I’m cleaning the stormwater drain”, which runs along the base of the wall right below the sliding door. I stepped back into the room and stood there while he went down on his knees to quickly clean the drain. Just standing there facing him as he was on his knees started my dirty mind churning and I started getting a chubby. As he stood back up, I stepped back further into the room and beckoned him inside. I waved him inside and said “Come here for a minute. I just have a quick question.” He stepped inside and I said quietly, in case any of the neighbors were on their balcony, “Does this bother you?” while gesturing to my naked body and exposed cock. “Is this OK? Is it a problem? Does it make you uncomfortable?” And he said, “No. It is not a problem. It is OK with me.” Then I grabbed my cock, which was really starting to stiffen, and stroking it gently I said “What about this? Is this OK?” and he looked at my cock and again said “That is fine.” I thanked him, saying “Great, because I enjoy doing it.” And he was out the door and on to the next balcony.
The following day we were supposed to stop at Costa Maya but the weather was very blustery. The ship docked, but the captain wouldn’t let anyone off the boat because there were big waves splashing into the pier, and at times washing across the pier. It was raining hard and blowing and ultimately a few hours later, the captain announced that they were surrendering on that port stop and going to cast off and head back out to sea for a slow sail south to Belize. So we were stuck on the ship all day. As such, I decided it was time to up my game with the steward. I was just hanging out in my room reading a book or working on a laptop when he knocked on the door. “Housekeeping!”. “Sure, come on in!” Do you want me to return later?” “No. Now is fine.” With that, he came into the room, where I was sitting on the bed and reading a book while reclined on some pillows. Naked, of course. Wearing a cock ring, of course. And I was sure to be sitting on the side of the bed that was tucked in behind the bathroom wall & closet sliding doors so it was not visible from the hall in case someone walked by as the cabin door was propped open for housekeeping.
He began to tidy up the desk and couch, emptying the trash can under the desk. I set aside my book and just lay there with my legs open, casually stroking my growing erection. Every time he walked by the foot of the bed he would glance at my cock as I stroked it.
When he was finished in the bathroom, he came back by the bed and said “Do you want me to make the bed…..?” and I said “Yes” and then I got on my feet near the head of the bed, backed into the corner by the closet and small nightstand – completely out of sight of anyone passing by in the hall, but very clearly visible to him as he made the bed. He looked at me inquisitively and I said “I will just stand here while you work on the bed” so he began to strip the sheets and cover and pillows from the bed. While he was doing this, I just stood there facing him across the bed, stroking my cock. Once again I said to him “Is this OK? Does this bother you?” and he said “It is not a problem. It is OK with me.” So I kept doing it, squeezing and stroking myself into a rock hard erection as he began to remake the bed. He even began making small talk “Where are you from? I’m from Indonesia” We talked about his work and miscellaneous things. Chatted about how the ship was going into port for refurbishment and how he was going to switch ships and go on the Holland America Rotterdam next.
He got the sheet in place at the foot of the bed, plus on his side of the bed. Then he did the same thing with the bed cover. Then he looked at me and said nervously, “I need to make that side of the bed”. I just pushed my back deeper into the corner of the room and said “Come ahead.” So he came around to my side of the bed and was pulling the sheet and cover up and into place, and putting pillows into place, mere inches away from me as I was standing there stroking a massive erection. He was giving it a good side-eye look from close up.
He finished up and stood back at the foot of the bed and said “Is there anything else?”. At that, I gestured to my cock and I I said to him, “Would you touch my cock?” He stammered and said “Oh, no, I can’t do that.” I told him that I knew he wasn’t supposed to do that, and I didn’t want to get him in trouble but I wouldn’t tell and no one would know. I again invited him to give it a squeeze and he declined. At that, I pulled another $20 bill from under the pile of cock rings and g-strings in the closet and said “I will give you this if you will rub it for one minute. Just 60 seconds.” He looked at me stroking my cock, clearly conflicted, and ultimately said, “I can’t. Sorry!” I told him I would still give him the $20, which I did. Then I again said to him “It is OK if I stroke this while you are in the room?” and he said it was fine, but he couldn’t touch it. I thanked him yet again for allowing me to play by myself, with myself, while he was there, and I told him it was exciting for me and was probably my favorite part of the cruise. He said it was OK, then said he was done and then he left.
After he was gone I lay back on the bed and masturbated feverishly while reliving the encounter, until I shot a huge spurt of cum up in the air and all over myself. So fucking hot to stroke myself in front of a stranger and it made me so horny! It was one of the biggest cum shots I have had in a very long time. (I am so fucking hard right now, telling this story! Haha!)
The next day he again cleaned up the room and filled the ice bucket while I was off the boat, but late afternoon I called for a refill on the ice bucket and each time he came in to get the ice bucket and then return with it filled, I was laying on the bed naked with my legs wide open and stroking an erection while he came in and out. Each time, his eyes would be locked on my cock as he walked by but we both never said anything about it. Still a thrill to be stroking a full hard-on in front of the cruise steward!
The final day of the cruise was an at sea day on our way to Miami. It would be the last time to perv out and flash this impressionable man and I had all day to do it and get my last kicks. Mid-morning I called for some ice and once again he strolled into the room to get the ice bucket as I was laying on the bed with my legs wide open, stroking my cock. The first time he entered, I said “Tell me some stories about your work experiences. Surely you have been flashed many times?” He claimed to NOT have been, which I don’t believe. I said “You have never had a woman flash you naked in the cabin, just for the thrill of it? No couples fucking around or naked?” and he said no. In my mind, I’m thinking of a dozen scenarios that would be super kinky fun. She is leaning on the balcony while I fuck her from behind as the steward brings in the ice bucket to put on the desk five feet away. Or laying on the bed while she is on her knees sucking my cock with her juicy ass and pussy up in the air at the foot of the bed for him to see while walking by. Taking a moment to stop, drop his pants, and bang her as she sucks me. So many fun and nasty scenarios.
But he said no. After he brought back the ice, I said again, “You haven’t had other men doing this in front of you?” and he claimed no. He was just standing at the foot of my bed watching my cock as I stroked it, and once again I thanked him for letting me do it because it is one of the highlights of my cruise and I really enjoyed it. He said “No problem” and was on his way, saying that he would return later to clean up the cabin. When he returned though, he blazed through the bathroom, emptied the trash at the desk, cleared a few miscellaneous dirty dishes and was out the door in a flash, without even offering to make the bed – probably because I was laying on it with my legs wide open, stroking a huge erection as he quickly walked back and forth a few times at the foot of the bed. I think he was afraid I was going to rape him or something on the last day of the cruise. Haha!
I had a great time flashing and stroking in front of the room steward. It will remain one of my most favorite memories of any cruise I’ve taken. And I’m sure I will be trying to discretely push those limits again in the future when I travel by myself!
