Sun, sailing, sexy shorts = sex.

Note : This story is completely fictional!

It was my first job. My ambition was to become a trader in the City, but I didn't have any qualifications, so I knew it was going to be a matter of working my way up from the bottom of the ladder. I did not think then that it would be a matter of working the way into my bottom!
It was a small company in the City, but it made a lot of money. I was put in the back office. My job was to marry up finished contract notes with the documentation which came in from the counterparties. This was a pretty mind blowing job, and gave me no job satisfaction at all, since it just repeated work which had already been done electronically. But the owners of the company - my boss the COO (Chief Operations Officer), and his brother the CEO (Chief Executive Officer) were sticklers for detail.

Although I knew that the COO was married with two children of his own, various things gave me the impression that he fancied me. For example, when showing me what to do, he sort of leant over me a bit and touched my shoulders. He would give my shoulders a bit of a squeeze. Every Friday the whole office would go to the pub to unwind and recap over what had happened during the week. The COO would always leave these early to get back to his family, but once he did ask me whether I had a girlfriend, to which I replied that I wasn't really into that sort of thing yet. He said something like "ah, I see" and beamed at me broadly. Soon after that, he arranged for me to attend a conference with him in Paris as his "assistant". However, nearer the time I heard that his wife had decided to go with him, and he told me that he wasn't able to take me after all. He was very apologetic. He touched me on the shoulder and said he would definitely make it up to me. He said we would have to do something else "like that".

Every summer the two brothers took selected people from the office on their yacht over the weekend for "bonding". They would leave for the coast in their two cars immediately after close of trade on Friday and then return early Monday morning back into the office. So everyone had to bring in their weekend gear on Friday. It was all very well organised.

I had only been in the office for a couple months, but I was picked to go along. People in the office said this was unusual. The head of trading (Lorna) said "maybe they fancy you", referring to the COO and the CEO. I thought nothing more of it at the time but obviously she had a good instinct for such things.

It was a beautiful yacht, about 45 feet long with about eight berths. It was wooden built and because of its age, it had a tiller rather than a wheel. There were seven of us on board. Lorna was also with us and I got on very well with her. We sailed over to France on the Friday evening, then hopped along the coast a bit before heading back for the South coast of England on the Sunday night. We had lots to eat and drink and it was all great fun. I got to know everyone very well.

On the Sunday night the CEO announced that we would need to head back for Brighton because he needed to pick up a part for the boat which was on special order. So the plan was that the three traders and Lorna would take the train back to London from Brighton so that they could get back to work in time for the opening. Meanwhile I would remain on board and act as crew for the CEO and COO to help get the boat back to it berth in Lymington. It sounded fairly feasible, particularly since the four others wanted to get back to the desk, and as a paper-pusher there was no urgency for me to get back to the office on the Monday at all. I was quite happy, since I was being paid for another day at sea! As they left, Lorna turned back to me and gave me a peck on the cheek. She winked at me and said "I hope you enjoy yourself!". I grinned back at her.

There had been no shenanigans on the trip at all so far and everyone had been on best behaviour, but I definitely had the feeling that something would happen soon.

It was a beautiful day, although a bit muggy on land. After everyone had gone, I went below to change into my special summer outfit which I reserved for beautiful days. Nothing on top (I wanted to get a good tan), nothing on my feet (bare feet grip very well on the deck), and just a pair of khaki shorts. When I bought these shorts I thought they were very sexy. They were rather baggy, but very short - a bit like girl's hotpants but baggier. They were made of some soft material, which meant that if I wanted to, I could wear them without underwear which is what I did on this occasion. Wearing these shorts without underwear had pros and cons. The pro was that you could go to the toilet through the leg without having to unzip them, like at junior school. The cons were that firstly you had to be careful zipping them up and secondly sometimes when you walked around you got a friction hard-on - or maybe that was a pro?

When we were ready to cast off, the COO called down to me to come up and deal with the bow line. When I came up on deck in this summer outfit, I could see his mouth drop open. I was smiling, slightly bronzed and the star of the show. He could not keep his eyes off me.
We headed out south-west, and it was very calm. It was a little misty nearer shore and we were soon out of sight of land. Being a Monday, there was very little at sea, and we were well away from the shipping lanes. On the horizon we could see a couple of fishing boats. Despite the lack of wind, the CEO decided to put up the sails since we had plenty of time to get to Lymington. The COO said he was going to the forecabin for a rest. He had been on the last watch coming into Brighton and had not had much sleep. The CEO was on the tiller. There was just enough wind to fill the sails, but we were moving at no more than 2 knots over the water.

Eventually the CEO said to me that he thought we were in an area where there were lots of lobster pots. So he asked me to go forward and point them out. He gave me rather more precise instructions than necessary, I thought. He told me to open the forecabin hatch and to stand inside looking forward. He explained that this was the best position for me as lookout, since only my head and shoulders would stick up above the hatch. This would avoid my obstructing his view ahead.

The hatch could only be opened from inside the forecabin so I had to go inside the boat to the front, enter the forecabin, climb up on one of the bunks, open the hatch and stand with my body through the hatch, holding onto the forward side of the hatch opening. The COO was there lying on his back holding a book above him in his hands, and as I entered the forecabin I apologised and said that I had been instructed by the skipper to look out for lobster pots. The COO gleamed and said this was no problem. There were two bunks in this forecabin, they formed a "V" shape, made to fit the "pointed" end of the boat. The COO was lying on the right hand bunk with his feet at the bow. The position I had to take up meant that once I had my body through the hatch, my legs were astride at an angle of about 25 degrees with one foot on his bunk and one on the other bunk.

Standing in this position as required by the skipper, I realised that since the COO was right below me, he had a near perfect view of my private parts. All he needed to do would be to move his book to one side and look right up my shorts! The thought of this made my prick twitch. And the thought that he might see my prick twitch made it twitch even more.

Slightly nervously, I said to him "I can't see any lobster pots". He replied "I can, I can see yours!". I giggled and moved my legs and pulled my shorts out a little, saying "Is that better?". This was clearly the signal that he wanted, because then I could feel his hand go up the front of my shorts and slowly gather my balls and prick together in his one large hand. He held them like this for some time, during which time I was just getting larger and larger. Eventually I was so big that it was beginning to hurt against the shorts and there was no alternative but to take them off. I gingerly upzipped them and down they went after clearing my prick which popped out. Meanwhile I was still looking for lobster pots, but not seeing any. I looked back at the CEO on the tiller who just looked back at me grinning widely.

I could then feel the COO feeling me all over - my lower back, and down into the slit in my bum and up round the underside again to the balls and prick. Then he sat down at the "V" of the two bunks so that he was right in front of my prick, and he took it in his mouth in one piece. In those days my prick was fairly small as pricks go, and the COO had no difficulty in swallowing it whole. While he sucked me I could feel both of his hands on my bum pressing hard and feeling the muscles there, and from time to time venturing into the slit in the back even into the hole inside the slit.

The sucking carried on for a while, and eventually I started to feel as though my prick was the only part of my body which existed. Instinctively I took my hands of the hatch opening where I had been holding on, and held onto the COO's shoulders instead. This meant that I had no hold on the boat, and just at that moment we hit a wave causing me to fall backwards to the rear of the hatch, but the COO was holding my hips hard and still had my prick deep in his mouth. The wave passed, causing the front of the boat to dip sharply, and this caused me to lift up out of the hatch since I was not holding on to anything except the COO's shoulder. I heard the CEO shout "bravo" from behind me. He must have seen that I was naked and was in the process of being sucked off!

The excitement of all this caused me to come and come again into the COO's mouth. After a while I could feel the COO move away from me completely. My legs were feeling weak but I had regained my position in the hatch and hung onto the front of the hatch opening, with my head bent downwards in relief and pleasure. After what seemed like a couple of seconds, but it was probably a lot longer, the CEO who must have been watching all this, shouted to me that my lobster pot duty was over, and that I was no longer on lookout.

So I rather weakly dropped down into the forecabin onto the floor, but still facing forwards. By this time the COO had moved away from his position in the "V", and he was now behind me. I could feel the heat coming from his body and he seemed to be breathing deeply. He grasped the hair on the back of my head, I could feel him bending down and kissing the back of my neck, he pushed my head and the top of my body forwards down onto the "V" of the bunks, I could feel him finding the right place to go, his torso pushing against my bum, pushing pressing inserting extracting pushing harder deeper and on and on until he came which I could feel dripping down my thighs each drip reaching the back of my legs and probably dropping onto the floor.

I then heard another "bravo!" I looked up and saw the CEO looking down at us through the hatch, he dropped down and told his brother to look after the tiller. He then took me and held me the same way as his brother had. I could feel him holding me with one hand and taking down his trousers with the other. He had me there and then. By then I was very lubricated with cum and spit. It was all very quick and very smelly and squidgy.

As I came back on deck I could see the COO. He was entirely naked, he was astride the tiller and the end of it was sticking forwards from between his legs. I could see that his prick was resting on the top of the tiller and that he was erect again. I was not too sure whether I could take it again so soon or what would happen next. But I was sure that already I was very much in line for a promotion and a secret bonus when we got back to the City.