Troy
Part 2
I had to allow my baby lover to continue with his keelboat training because I knew he wanted to go to the youth regatta in Tortola. At the same time I was working on his future qualifications. I decided to short circuit things for him by sending him to England to do the RYA Dinghy Instructors Course. When he came back I would then put him to work to gain experience before feeding him into a RYA yacht master course on the island.
I organised my leave from the job to take him to England and be with him every day. It was a residential course but after he finished each day he would leave the accommodation to spend the night with me. Well, that was how I hoped it would work. A lot of water was to pass under the bridge before then.
The first hurdle was his school certificate. I made sure that would be a good one by employing a tutor to give him an extra boost, at the same time I was enjoying his company more and more. His parents didn't appear to mind him spending nights at the training locations, for that, read, my villa.
Our love making became incredibly intense with 69ing being almost heart stopping for both of us. I couldn't believe how lucky I was to have the love of this wonderful boy. He had no idea how wealthy I was when we first made love so I knew there was nothing devious in his attention to me, and quite honestly, even if there was, just one day with him would have been enough to give me a warm glow forever just thinking about it.
Success at school. Success at the Tortola meet and I had one very happy boy in my arms by the end of the summer.
"Can I stay here forever now John? My parents will let me and I can always tell them that I'm a residential cadet/ instructor now."
He was grinning and I swatted his butt as I replied.
"Devious little bugger, I ought to throw you out."
The smile on my face told him I wasn't serious.
"Can I then?"
"Of course you can. So, what do you want to do now that school is finished?"
"I want to become a fully fledged instructor and then do my Yachtmaster."
Mmm, great minds think alike. But now was my chance to shock him.
"Ok, how about we short circuit the process and I take you to England to do your instructor's certificate before I employ you here at the academy?"
Goggle eyed again before I was almost drowned in kisses.
England for Troy was an incredible experience. He was so far advanced in his knowledge and experience that he qualified very quickly leaving us nearly two weeks to sight see. I took him to London first and we booked in to the Inn on the Park in Park Lane, our suite looked out over Hyde Park and the monument. The first night there I think he was reeling from the luxury and the experience. The next day I didn't overload him but we did see some of the wonders of the capital city. That night he asked me to make love to him completely. The request brought tears to my eyes. I had wanted to do this for so long but I loved him so much I wouldn't risk traumatising him with anal intercourse, I was too big, I thought.
He saw the tears and thought he had done something wrong.
"I'm sorry John, have I said something wrong?"
I laughed then.
"No you Klutz, I love you so much and have wanted to do that for ages, I was just worried that it would traumatise you taking my monster in your bum."
He laughed then.
"Oh John, you have no idea how much I have wanted you to fuck me for ages. I fantasise about your wonderful cock sliding into me."
"Huh, the reality might not be what you expect."
"But you will do it tonight, won't you?" appealing look and then, "Pretty please."
I couldn't have said no even if I had wanted to, which I didn't.
"Of course I will, but we need to get a douche. It will have to be perfect this first time."
If I had encountered any scat while I did it and it showed on my penis I was sure he would never want it again so I had to be a bit clinical.
Giving him a couple of enemas was funny, he was so keen for me to penetrate him he would have put up with anything.
I decided before we made love it might be fun to trim his pubic hair to give him a neat patch, and shave his balls, he was a little hairy down there and I really would enjoy making love to him more if it wasn't quite so hairy. It was fun, he was tickled pink at my action.
Into bed then and I started. Gentle kisses to start with, always with words of love thrown in. I tried to tell him how incredibly lucky I thought I was to have a lover as totally gorgeous as him. By the time I got to his genitals I was almost ready to cum. I spent a long time just licking his cock and balls, spreading his legs and bending them so that I could do the same to his perineum, and eventually his perfect little pinkie. I soon had him spacing out so I made him turn over and come up on his knees. I spread his cheeks and then tried to tongue fuck him, alternating that with some more serious licking. Then came the fingers, well slicked up I only added a second one when he was totally relaxed with the first. I worked up to four before starting to use lube. Playing with his cock and balls with one hand and licking his cheeks I soon made him cum. That was when I turned him over, lubed my penis and with his legs well back and wide I eased my glans over his sphincter. He was wonderfully relaxed, but I could still pick up the pain in his eyes and he started to go soft. I held still until the pain disappeared before easing a couple of inches in to him. His cock was the thing that told me he was enjoying it because he hadn't said a word. One very hard boy cock again and I eased in some more and slowly fucked him until I was fully inserted, over the second barrier had proved less painful than expected so I then started long slow strokes, never taking my eyes off his. When I saw him smile I knew we were home and dry so I started playing with him as I sped up a little. Slow rotation of my hips as I pushed in each time and he started to orgasm. Quite incredible, I had never seen a boy multiple orgasm before, but Troy did that first time and surprisingly so did I, only a couple compared to his four or five, but he was nearly a quarter of a century younger than me.
By the time I went soft we were both wasted and just rolled into each other's arms and slept for a couple of hours. The mess of dried cum between us when we woke had us almost hysterical, it was totally gross but we couldn't stop laughing as we headed for the shower.
I think I can honestly say that was the happiest day of my life. I had never felt so contented and so in love, it was a wonderful feeling. I think Troy felt the same judging by the adoring looks I kept getting. I spoilt him seriously after that. The weather was very good and I thought he should see some of the beauty of the Western Isles of Scotland. We flew up to Oban and then I took him on a helicopter tour. It was perfect and by the time we settled into our hotel in Fort William his eyes were as big as saucers.
"Oh John, that was marvellous, I could stay here forever."
I laughed, "I don't think so, it gets very miserable here a lot of the time. Even in summer the mists can hide all this beauty and the winters are cold, with lots of snow."
He thought about it and then smiled. "That's ok, we'd just have lots of excuse to stay snuggling in bed."
Yes, I could have lived with that, but it was time to think about returning to our island in the sun. We had another couple of days on the way back to London to look at the Lake District. We had a cottage on Lake Windermere, just for two days and toured the area in a 4x4. Lots of time for loving though and it was idyllic. I thought we might come back here next summer as well. We could do some sailing on the lake as well and I knew he would love that.
A wonderful flight home and we quickly settled back into my villa. I employed Troy full time now as an instructor. My staff didn't take long to realise that Troy and I were lovers which caused some problems. Caribbean males will frequently indulge in homosexual acts but frown on homo sexuality. The age difference added to the problem and the atmosphere deteriorated. That was not good for the cadets and it certainly wasn't good for the staff. No choice I had to clear the air. I ordered all staff into a meeting a half hour before cadets were due. The only female was the secretary and I had already talked to her. She was totally on my side, to her Troy was the most delightful boy she had ever met, and thought it was `lovely', her word not mine, that we were lovers. I excused her from the meeting because I thought it might get heated.
"Good morning Gentlemen. I've called this meeting because I believe the atmosphere is getting out of hand. The cadets are not happy and neither are you. That situation can't continue. I can offer you several alternatives to the present situation and we will vote on it. Troy and I are in a relationship which I know is the cause of the bad feeling around here. That isn't going to change and we are not going to put up with the misery that you are all heaping on us and the cadets. Here are your alternatives. Lighten up and get on with your lives and your jobs. Let Troy and I worry about Troy and I. The second alternative is that I will accept the resignation of any staff that can't live with us. The third alternative is that Troy and I will resign from the Academy and leave you all to sort out a replacement."
When I gave them the third alternative there was an almost uniform gasp from everyone. I knew that I had done a good job while I had been here, the disorganisation of the past had gone and everything was running smoothly, new equipment had been bought, old equipment refurbished, everybody had been happy until Troy and I became lovers.
"I'll take any questions you have and then Troy and I will leave you. When you have decided what you want to do we'll be in my office."
There were no questions so we left and let Janet bring us coffee.
"If they decide they don't want us here Troy let's take off in Gypsy and island hop for a few months. You can log all the mileage to count towards your Yachtmaster and when we come back you can take Gypsy with an examiner and do your qualifying sail. We'll go direct to the East Coast of the States sometime for you major qualifying passage before then."
He was lovely, he didn't want me to give up this job because he knew I loved it, and he loved instructing as well. He had the best of both worlds. He instructed in dinghies during the week and sailed and raced with me in keel boats at weekends and for the big regattas. It was half an hour before the senior instructor knocked on my door.
"We're ready to give you our decision Boss."
All of the boys looked embarrassed as we entered and James, my senior instructor addressed us.
"We don't want to lose you, Boss, we think you've done a great job since you arrived. Also, we like Troy, he is always happy and does more than his fair share of work, so we want you to stay. We'll get used to you being lovers I guess because we don't want either of the alternatives."
I looked at Troy and he smiled back at me.
"Ok, you've wasted enough time, get out there and instruct."
It transpired that they just needed the air cleared about our relationship. The atmosphere returned to normal quickly and Troy told me he took some good natured joshing about our relationship. They wanted to know if I was good in bed, huh, typical young males, sex had to be the only interesting subject to discuss.
"What did you tell them?"
"I told them to mind their own," and then he laughed.
Peace and tranquillity reigned again and my love for this boy continued to grow. No traumas and as he reached the age of consent so he obtained his Yachtmaster and Senior RYA Instructor. He could now proceed through life earning a reasonable living totally independent of me. He chose not to deciding that being my lover was reward enough, although he did continue to work whenever the opportunity arose as we wandered the world, staying a few months here and a few months there, sometimes in the yacht but often just taking a long rental on a villa somewhere we both loved. I had put the Youth Sailing back on track and handed over to another soul eager for ulcers, I thought, when I realised how much work I had put in to make it a success.
+++++++++++++++++++++++++++++++++++++++++++++++++++++++++++++++++++++++++++ I would like to keep this one going but I can't think of anywhere to take it.