THE ISLAND RESORT
This is Chapter Two of the story. It like the first is all about fantasy. Nothing real, no one is real, no names are of any real men, or places. If male to male sex offends you, then pass this story by. The sex is unsafe and not being promoted so, if your active, use safe practices always.
Give to Nifty too, its easy and it keeps this site open and free.
THE ISLAND RESORT
It was Sean that called me first, actually the next day. He had set up a training date for the aircraft checkout and wanted to confirm the dates. We discussed them and I agreed on the dates. He had set up airfare to Tampa for me, a hotel and car and had a training date set up that would get me qualified to fly the float plane. All this was happening fast. My ass was still a bit sore from the fuckings I had taken just 48 hours prior. Sean also said he had enjoyed my ass and he hoped he would get many more opportunities to fuck it in the future! He said "My cock fit you just perfect and I could feel every movement of your ass as I stroked it" I told him, I did enjoy his cock in both holes and yes I was sure that we would get to play again in the near future! He told me on my survey, I did not show my submissiveness, and Paul asked him if I had been lying on purpose. Paul had picked it up right away in the office, and confirmed it that night after dinner. Sean then said "I also have a couple buddies that would love to fuck you with me, if you ever want to take care of a few younger men! I responded with "One never knows when our paths will cross and what might happen" He laughed and said good bye.
Not long after, Mr. Washington called, and said he needed to meet that night to sign some papers and also hoped I was ready for some more play! I told him to come over anytime. He had to get the papers signed and to get the house on the market and he needed to do an evaluation for the comps, to get it on the internet. We agreed to meet at 7 PM. He then asked if I could meet him naked, as he wanted to see my sexy ass and my big cock and balls! I laughed and said "Of course!
At 7 PM he knocked at my door. I let him in and I was naked. He grabbed a handful and walked into my kitchen sat down and explained the papers needed to get the house on the market. He then stripped himself and asked me to show him the house, so I did. I saved the master bedroom for last and once there he laid me on my own bed and got between my legs and started to suck my cock and rim my bare ass too!. He felt good and it was not long before he approached my bare asshole with his long skinny cock and pressed it into me. We fucked like that for a few minutes, and he eventually came. He then gave me a long slow, blow job and got me off and took every ounce of my load deep in his throat. He said, "you have a great home here, and some great tasty cum too! I think I need to come by every day and make sure your investment is holding up!"
We both had sex for the next two weeks before I left for Tampa. Everyday he would come over and we sucked and fucked each other until our balls were drained! He did get the house on the market, and had a few showings before I left for Tampa. On the day I arrived for the training, he called me and said we had a contract and for what we asked for. The profit would pay for the new condo and even with his cut I had enough to put some away too.
The training was fun and easy and I enjoyed it. My next step was to go back home to clear out all the stuff I was not taking, stuff built up over the years! I sold all my furniture, and most of the stuff went to an auctioneer and I only moved my clothes and some personal things. The truck came a week after I had closed and I was on way to Ft Meyers. Washington and I said our good bye's knowing we would see each other often in the future.
The Condo was just getting the final touch and was not ready to close, as it needed another week. So, Sean had me put up in a hotel while I waited to close the deal. He flew down himself and checked into the same hotel and we met for dinner the night he arrived. We had a nice dinner, he told me all about how he met the two partners and he got involved with them. He was a Yale graduate and he met them at a friends dinner party, a nude dinner party! They had sex that night the three of them and he was hired the next morning, and has been with them ever since for nine years now!
We went up to my room and he had my clothes off in seconds, and his too! We spent the next three hours naked and drained, both of us! He fucked my ass at least three times, and we both sucked each others cocks numerous times. He filled my mouth up more than once! My ass too! I never got to fuck him, but I never felt I had to, as his cock was so proficient fucking me that I was in total bliss! We closed the next day and he took me over to the condo and we christened the place with his cock filling my bare ass once again! He left for NYC the next morning, but we had sex that night before he left back in his hotel room! Once again, I had a sore asshole and two drained balls! He had a great body and a great cock, and I know why the two Partners kept him around!
My first two weeks in Florida were flying the float plane, getting used to the sea plane base and the folks that ran it and getting the condo up to speed, and twice I met the staff on the island. Once I landed the float plane and parked it in the hangar I took off the white shirt and white shorts I had on. I was met by the manager Winston. He came from a long like of Queen server's! He had been with the Royal Staff for many years, but retired early when approached by the two partners. He was naked when I pulled the plane into the hangar and I had to admit, he has as big of a hanging swinging cock as did the Room Service boi Jimmy! The thing was about 12 inches hanging and he had good size nuts too but not as big as Jimmy's. We chatted as I shutdown the airplane and as I stripped naked. Then he showed me the hangar, the cabin that was the pilots and then he walked me to the main complex. He described the routine of the staff, who they were and their talents too. He was aware of the decision that I had a Yes or No vote in having sex with the guest and staff, but he told me flat out that it was a bad decision! He told me he was going to address that with the owners on their next visit. I said "I am ok with it as it is"
I was shown the cabins and the main cabin meeting room, and the staffs living quarters and then he introduced me to the staff. I met Thomas the chief. He was about mid 30's a big guy but in shape and he sported a good size cut cock. He seemed nice and I was told a great cook. Then I met Roy and Earl. The twins! They were about mid 20's and muscular and had 6-packs to die for and both were cut and hung as well! Very attractive brothers. After meeting them I felt, there would be no way in hell any guest would want an older man like me when these two boys were on duty! They were just two beautiful specimens! They were nice too and very friendly! Then the last staffer was Charles. He was about the same age as the twins but maybe a bit taller, and brooder in width but his cock was almost as large as Winston's! So, the staff was all hung and attractive and polished too, I could tell.. I was the one out of place with this group. I had a better body over Winston but he has such a huge cock and set of balls that I was sure he was asked to fuck a guest everyday!
I talked to them all briefly then Winston and I went to his living quarters. He wanted me to sign a few papers, and go over flight schedules and how the guest made request, etc. We chatted for a few minutes and then he said "You have a great body and nice package, but I am told one of your greatest assets is that ass of yours and that you like to submit! " I looked at him and did not say a word but wondered how or whom told him that? He then said "I think to make things work smoothly here, you need to get between my legs and suck my cock right now. If your smart you will, and you have been starring at my cock since we first met, so now is your chance to get personal with it! I tried to say No but he interrupted me and said "Now, Boi, get to it" He pulled my neck and head down and I found his semi erect cock at my lips,, so I did take it and stroked it and then licked and sucked it. The head was wide, and he was slick with his pre-cum. I had to really stretch my lips around it and then I could only get about half of it in my mouth, and the cock had to be over 12 inches in length!. The girth of the Monster was also stretching my mouth and as I worked it as best as I could he kept yelling at me to "Come on Bitch, swallow my cock, You love cock, so take it all the way Bitch"
After a few minutes of this he was very hard so he turned me around and bent me over his desk and ran two fingers in my ass with some lube,, then three and then he placed that massive cock at the entrance and he pushed and he pushed until the head was in. Then slowly he raped my ass. He fucked me and kept at it for a long time, occasionally he stopped and lubed my ass and his cock with extra lube. He was also very vocal, constantly calling me names, telling me that he was fucking my ass, and that he was the dominant Mother Fucker on this island and I was never to forget it" To be honest, the fucking felt painful at first and then painless and wonderful. I have not had a cock that big in my ass before but once in and once he got the rhythm going it felt unlike most of the fucks I had previously! His strokes were long and he would pull that big head out right to the end of my ass and then shove that 12 inches back up as far as he could. Each stroke was making me moan and I found myself yelling "Fuck me, Fuck me, come on Fuck me with that big cock" He came in my ass and once he pulled out his cum just poured out as my hole could not close on its own! His comment after was "OK, now we know who is in charge here, and we will get along as long as you keep me in the loop always." "But first Bitch, get down and clean my seed off my cock, clean it good or I will take a strap to your ass" I was in such a euphoric state I was eager to do that, so I turned and got down on my knees and took that now semi hard shaft and cleaned every inch of it. That took me over 10 minutes, there was so much cum as the thing was still dripping!
I acknowledged his comments and walked to my new island cabin! Once again my asshole was sore and as I did his cum I could feel two streams of his jizz running out of my asshole and down the inside of my thighs!
The next two weeks I settled into my job flying back and forth guest and supplies. I ate my meals when on the island with the staff, and got to know the guys fairly well. Winston had called me up to his living quarters twice in that period and each time he fucked me much like the first time he had done that. So, I figured it was a dominant thing and he was aware of my submissive nature or he just wanted to show his boi`s that he was the KING COCK here. I had asked one of the Twins one day when he had come down to my cabin if Winston was fucking all the staff or just me. He said he thought he had fucked everyone at one time or another as it seemed more of a power thing than a sexual thing, but since he had such a huge cock everybody was happy to get it. He himself had been on the receiving end of that thing a few times. I chatted with Roy a while longer before he said he had to get back as he had to some maintenance work on one of the guest cabins private hot tubs. He left and as he left I realized I had a massive hard on. The staff as someone put it were just gorgeous, and they were!
On a normal day I would fly from either the mainland or the island depending on where I was in the morning. I picked up the guests or dropped them off at the sea plane base, which was a part of the marina. The resort had a Limo service that would take the guests from the main airport to the sea plane base. I just took them back and forth and it was about a 15 minute flight. The resort had a no clothing policy and once the guests were in the plane, they were allowed by the resort to strip and fly to and from in the nude and MOST did it. I was asked to go naked with many but I always said "No, but I do join you once on the island" I always landed in the water and drove the plane up a concrete ramp and stopped so the guests could deplane and take any luggage they brought. Most had only small toiletry bags and that was it! Once they were met by one of the staff and driven to the main complex I parked the plane in the hangar as it was a drive through open hanger. Then I stripped out of my shorts and shirt and went nude. I would usually just go to my cabin, but sometimes sun bathe nude on the beach, or at times go to the main complex and either eat or socialize with the staff and sometimes the guest. The resort also had a small fishing boat, and I was usually designated to drive it to a few known fishing spots and let the guests fish or scuba dive too. Many just wanted to take a nude boat ride. I think I had more blow jobs on that small boat than I got when on the island!
The main brochure and web site on the resort did explain that it was no clothing, no option, and a brief description on each staff member, and implied that the staff were there for ALL needs, but they did say that the pilot was a part of the staff but not there constantly and he was not part of the guest services of the resort! Winston tried to fight that, but the Partners kept their word. I was still meeting Winston, on occasion especially when the guest list was thin. Usually the cabins were full and there was a waiting list but not every cabin was taken every night. It was an expensive resort and the food and booze was free as it was all inclusive, and that also included the sex! Guests were allowed to have sex in their cabins, which all had sliding doors that let in the sun and wind and had that open Caribbean feeling. So, if they wanted to fuck in their cabin and let others watch they could and many did, and if they wanted to fuck or suck on the beach they could or they could fuck and suck any guests that was into it or wanted it and then when that was not an option the staff was available! Some guests flew down just for a day or two and came as a single, and used the entire staff when they could! The staff between taking care of the cabins, food etc,,, were also busy sucking and fucking the guests. I asked Earl, one of the twins one day how many times a day did he have sex with a guest. He said "I drain my nuts everyday, as usually I suck or fuck a guest or two in the morning, usually one in the midday and often one or two in the evening and that is everyday! I was amazed he had that kind of stamina! Now that I was older, once I came hard it took a few hours to get my load back!
When I was not on the island, I spent time in my condo. I rode a Harley and rode with a group of members when I was free, and I played a lot of golf as I joined a local club and I worked on my games as much as I could. I even hit floater golf balls into the ocean off my beach and due to the winds and current they were brought back right in front of the sea plane ramp. I was living a nice life. I was basically available to pick up guests everyday but the schedule was usually set up to two weeks in advance. Since no one wanted to cancel the flight schedule stayed steady. I flew about 4-5 days a week and even though the resort had the plane flying twice a day, if no guest or supplies were needing a ride, I would not fly. If I was on the mainland I stayed there, and likewise if on the island I stayed there. Only once did I end up on the island for a 3 day period.
Winston liked to drop in about once a week to my cabin. I had an open door policy and my sliding walls and windows were always open. Only did I keep toiletries, nothing more.
As I became more entrenched with the staff too. I developed a nice friendship with both twins and Thomas the chief. He was a bigger man, he qualified as a BEAR, being somewhat hairy, but he was in shape, not fat, not out of shape and he too had a nice 7-8 inch cut cock. He was a friendly guy and he loved to be fucked! He would come over to my cabin to get away from the complex and I would often fuck his ass and he loved the ability to get away from the staff briefly and still get his sexual needs taken care of. He also was into having his bare ass spanked, and he liked to get a red stingy ass and then have me fuck him. Likewise, Charles the really stunning stud would come over and he liked it when I gave him a massage and I always fucked him with a long thick dildo, and I ended the massage sucking his cock until he blew his load. I gave him a massage once a week at least! So, between Winston and his occasional fucking and the twins and Thomas and then Charles, I was having sex about 4-5 times a week when on the island. I generally did not interact with the guests. That did happen but not much. I was a bit of a hike and since the staff was so good looking and so good at providing sex, most guests stayed close to the complex.
Mr. Washington came down once each quarter as he said he would and this time when he did he stayed in my cabin. I still did my flights back and forth but I always stayed on the island when he came down. We ate at my cabin, and fucked, we sunned at my beach and fucked and we slept at my cabin and fucked and fucked and sucked most of the day and night. I liked him, and he was the one that got me into this new lifestyle. I had been discrete and very selective and any sex I was having was few and far between! Now, I was either sucking or fucking or getting sucked and fucked almost everyday. I had changed my mind on the label I had thought I was. I felt I was turning gay, if one can turn? Can one turn from thinking he was BI and not Gay to Gay? I was not sure, but I seldom thought of any pussy anymore, and when I was on the mainland, I was not interacting with many if any females, mostly due to my busy time involved with the island but I was not seeing and making an effort to meet and fuck any females?? I gave it some thought but felt it was the time and constant nude men and ability to have open sex at any time that was making me feel like this!
I was sitting on my cabin veranda and enjoying the beautiful ocean breeze and the cool air flowing over my skin, and reflected on how my life had changed in just a few short months. I got a hard on thinking about all the sex, and all the men I had met and either sucked or fucked and how much I enjoyed the big cocks that I was being fucked by! Sitting there, in my bliss, I turned to see Winston starring at me!
"Lets go boi' he said "I need to fuck that sexy ass of yours"! I immediately got up and followed him to my bed.
As always this is just fantasy. Nothing more. No one is real, there is no place like this that I know of and this author does not promote the unsafe sex that is in this story! If your smart, you will always practice safe sex.
Please email me at hungboi630212gmail.com I respond to each email and enjoy comments good or bad. I often add things that my readers suggest or have done to my stories too.
Thanks for reading and this story has more to come. hungboi