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Do I Want a Sugar Daddy

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Our first holiday without our parents.
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Sean943
Sean943
115 Followers

My name is Jason, I am nineteen years old and from the South West of Scotland and I have just completed my first year studying Tourism at an Ayrshire College. I don't have a career plan as yet, as I have still to work out what I want to do; this is my story.

Although my parents are funding me through college, I also have a part time job in a local Morrison's supermarket stacking shelves at night, which gives me pocket and holiday money. I and four of my college friends have planned a ten day holiday camping and hostelling in Spain. We will start and finish in Barcelona, I have been there before with my parents but this will be our first holiday without parents.

Our first night will be together in a hostel in Barcelona afterwards we will split up, two will go camping in the mountains and two will go to visit a friend's family further south. I will be in Barcelona on my own for four days before we all meet up again; our parents don't know about this.

In our first day we all went into Barcelona and visited the various tourist places that we were told about on our tourism courses. Later that night after a few beers and something to eat at a Burger King, we all returned together to our hostel.

The hostel was the usual basic with four sharing a room with bunk beds; I was on my own with three strangers. Bit disconcerting but we seemed to get on ok, they were German but did not speak English, my German was equally lacking. Next day my four friends went their own way, I don't like camping; we would meet up in a few days' time.

I am five foot seven, with short brown hair, slim but not muscular, I have been told that I am good looking although I don't believe that, I don't have any girlfriend as such, still a bit too shy and reserved on that front. As it was a very hot day and my German roommates had all left early I went down to explore the local beach area on my own, dressed in only my new shiny red nylon swim shorts and matching trainers.

Not far from the hostel I came across a very nice beach area which was part of a multi-story hotel and holiday complex. You had to pay to use their private beach and facilities but with my student discount card I managed to get in for the afternoon for eight euros, which included the exclusive use of a sun lounger and free soft drinks.

I had been lying on the lounger for about an hour or so enjoying the sun, with my very dark wraparound glasses on, which allowed me to watch people walk by without them knowing I was watching them. I noted someone walk by me for a second time, both times he looked directly down at me without stopping.

He was only wearing blue nylon swim shorts which fitted him well, I think he was in his forties, give or take, taller than me, with a bit bigger build, he also had a good sun tan and fairish hair. Other than him noticing me I did not really pay him any particular attention.

With the sun beating down on me I was thirsty and decided to go and get a free coke from the bar. I had just been given my coke and found an empty table to sit down at. When the guy who had walked passed and looked at me, asked if he could sit down at my table, I said ok. He said that he had noticed me on my lounger and asked, was I alone, I said yes for the next few days until my camping college friends' return.

He introduced himself as Edward then asked me if I was staying in the complex, I said no I was in the student hostel just up the road. He enquired where I came from, I told him and asked him was he staying in the hotel, he replied yes on the fourteenth floor and was from Brighton in the south of England. He was over here for a week on business and was staying on until Thursday. For the next few days he would be on his own before returning to Brighton.

I had finished my coke and as he ordered a beer for himself, offered to buy me another coke or something stronger if I preferred, I said a beer would be good. Our drinks arrived, as the waiter put my beer glass down some foam and liquid spilt out off the glass and landed on my bare legs. Edward lifted a few of the paper napkins from the table and wiped my leg dry; it was rather nice the way he did it. The waiter was very apologetic someone had inadvertently bumped into him as they went past. I said no problem these things happen.

Edward suggested as the tables were starting to get busy that we return to the sun loungers, his was a couple up from mine. The waiter who had spilt the beer brought over our beers and moved Edward's lounger next to mine. As we sat there chatting, Edward told me his business was a dance instructor for championship dancers. I told him about my studies and that I worked part time in a supermarket for holiday money.

He asked me if I wanted lunch, before I could answer, he said he would put it on his company expenses, I said okay that would be very nice. We went over to the hotel restaurant but it had a sign saying no swim wear, which was all we were both wearing. The waiter also said that the terrace restaurant was full, we could either wait for a table or have it served on the balcony in Edward's room.

He looked at me, I said ok, never had a meal on the fourteenth floor balcony before. We took the lift up to his floor, his room door was just adjacent to the lift. He opened it with one of those credit card type keys.

His room was very nice and the view from the balcony over the beach and sea was stunning, the nice breeze was cooling too. We were both looking at the view when the door opened and the waiter brought in our lunch and served it on the balcony. The meal was very nice as was the cold beer's.

After we had finished our meal Edward asked me quite bluntly, but politely, was I gay; He said he was. I didn't know what to say and said no I don't think so; why did you ask me that?

He said that this hotel complex was frequented by people who are gay. He continued; have you ever thought you might be gay too.

I hesitated in answering as I had, more than once had people openly accused me of looking or being gay. I didn't know how to answer his question, trying to be polite and not offend. I explained, at College I knew a few students whom I liked, that were openly gay and a few who were not out, as they weren't sure if they would be accepted by their families and friends if they were.

I also had a friend called Craig who worked with me at the supermarket and helped me with my accountancy studies. When his halls of residence closed, and couldn't find alternative accommodation that he could afford, he moved in with a gay sugar daddy he had met called Malcolm. After that came out my mother was unhappy when Craig came round to help me with my studies in my room, not that we ever did anything, other than get a few photographs taken together.

Malcolm's friend Tim, a photographer, had paid us to model for him in swimwear and underwear on a secluded local beach, once we were naked together as it was also a local naturalist beach. They weren't pornographic, just a bit erotic harmless fun, nothing more than that. We were just holding each other or sitting together, once or twice we also modelled for him it in his apartment or studio. He sold the photographs to some naturalist and other magazine's that we had never heard off. We got paid for that too.

Before I could actually answer his question he said; it would make me happy if you were, or willing to find out if you are. I said I don't know; got flustered and sort of blurted out; I have never had sex like that before, or any sex. He replied, 'don't worry I can show you'.

By now talking about it I was starting to get a bit excited and aroused and could feel it pressing against my shorts, as I found what he said quite exciting and thrilling. I think Edward could see that too.

Edward put his beer down and mover over to me, our bare legs now touching. He leaned over and touched the inside of my leg, as he had done when the beer was spilt on me. With the inside of his hand he very gently caressed the inside of my leg back and forth. I twitched as he touched my arousal I also started to feel wet which you could see through my shorts.

As Edward leaned over to me; I could feel a strange but nice sensation passing through our body contact where we were touching. He then started to caress it with the back of his fingers. I twitched again at this and could feel more wetness form. At this point he started to nibble my ear lobes, never had someone do that to me before, it was very sensual. I started to go very hard which was arousing me further.

His ear nibbling suddenly stung, as I turned to face him, he put his fingers across my lips, I smiled. I had never had that done to me before, not this way; I liked it too, my arousal was starting to hurt in the tightness of my swimwear. He then re-started to rub the back of his fingers on my arousal, my hardness grew in intensity and I could now feel myself now wet.

Slowly he moved his hand inside my shorts and touched me skin to skin, then started to stroke me with his hand, I could feel myself starting to cum when he did this. I think I did. I could now feel his hands slowly sliding off my shorts; I really liked it. He removed his own shorts also, it was the first time that I saw someone, since Craig, shaved and touched it smoothness.

We sat their naked touching each other, both having very hard erections, I was not embarrassed by this. He started to caress mine; I did the same to his. It wasn't long before I could feel cum building, and then start to slowly move forward and outwards, as I twitched with each of his slow gentle strokes. My strokes on him became more erratic the more excited I became, I couldn't control it anymore and suddenly cumming over both of us. We both laughed at what had just happened.

Edward stood up and took my hand, we headed towards the bed, both with erections which was a sublime feeling, which I was excited about, and he sat me on the bed, kneeled down and started to give me slowly an oral massage, I could feel is lips run up and down me. Although I knew what he was doing I never had that done to me before. As I had already been aroused it wasn't long before I started to respond to his caressing and sucking of me, all too quickly I could feel myself cumming again but this time with more intensity and volume.

I had my hands pressing on Edward's shoulders steading myself, as I started to unload I pushed Edward back and pulled away from him, I then cummed all over his neck and chest and my legs. By now I was a hyper having been brought to climax twice controlled by someone else for the first time.

I flopped back onto the bed exhausted, drained, palpitating. Edward stood up leaned over me and asked, did you like that, I said yes I did and I would like to do it again. He said how about we try it another way, I asked how, he said roll back and hook your legs over my shoulders. As I did he leaned over straddling me and started to stroke me with his erection. I found it so tantalisingly and each stroke increasingly exhilarating, after about two or three strokes, he asked me, do you want me to ease you first.

I was really enjoying him stroking me but said what do you think, he said the first time it can be a bit tight and painful. I said ok let's do that first, not really knowing what was going to happen. I then felt his finger enter me and move about inside me, although he had put oil on first, it was uncomfortable but not too painful, and then it eased. He said 'yes you are a bit tight but that's ok I will ease you further', he then used two then three fingers, although tight and a bit uncomfortable I was ok with it.

Edward said let's try it now; I said ok. I could feel him enter me properly, initially there was pressure, as I relaxed I could feel him slowly slide up me, slowly and gently. It was a nice relaxing feeling as he entered then withdrew slowly and then withdrew fully, then started to enter me again. This time it was ok, only pressure, I could feel him slide in until he was fully in, I could also feel him touch inside me. He said as I withdraw now try and hold me back by squeezing me, which I did, then ease as I re-enter, after a few more gentle undulations we started to get into a nice exciting comfortable rhythm.

By now I could hear Edward's breathing become louder and his undulations become slowly more erratic as he started to reach climax. Although I tried to keep in rhythm with him I started to feel a rush too, the bed springs were becoming noisier or was it us, we were both now erratic together. I could feel intense excitement and suddenly I could feel him unload within me. It was warm with a little pressure and a filling up feeling, as he withdrew I could feel it drain away slowly. What a fantastic feeling.

We both flopped over onto the bed and smiled at each other, Edward reached over and kissed me, it was the first time that I had ever done that with someone like him. He then put his tongue in my mouth and as out tongues touched I found it very satisfying. We lay there caressing each other. He took me by surprise when he asked me would I like to move into his hotel room with him for the remainder of his holiday. Without thinking I said 'yes'. 'We will go and get your things later after we get cleaned up'.

We both went into the shower together and sensually washed each other with bath foam. I said I would like to be smooth down below like you. Edward said we can do that now if you like, I said yes 'can we'. Edward then showed me how to become shaved like him, he helped me, it was very daunting but an exciting thing to do together.

We then dried each other off and went to retrieve our shorts from the balcony, I had forgotten that I had messed them up earlier but we washed them and let them dry in the sun. As they were drying we sat there naked together drinking another beer, Edward asked if he could take a private photograph, of me; for him; I said 'ok'.

I posed naked leaning on the balcony looking over the royal blue sea, as he photographed me. Then I turned to face him as he photographed me full frontal, I was quite excited about getting photographed. We then went inside as I lay on the bed he photographed me in various positions, we also took a few selfies together embracing each other, just erotic nothing more.

We went back out on the balcony as we sat there naked together drinking another beer, we reviewed the pictures that he had taken of me and together. We deleted a few but most of them were good, periodically Edward would caress me, making me hard again as I did to him. I asked Edward could I try penetrating sex on him. He said yes and we returned to now our bed.

I wasn't sure what to do but Edward talked me through it, this time he lay face down and eased pillows under his stomach and pulled his knees up. I didn't need to ease him but applied the oil on him and myself, it was quite a nice feeling. I tried to enter him it was a bit difficult to do at first, but I applied more pressure until I forced entry.

I was taken by surprise when I suddenly entered him, the oil allowed me to slide in slowly as far as I could go until I touched hardness. I could feel him wince a bit and said sorry. He told me now to withdraw completely and re-enter; which I did. I then started again but this time the pressure entering was not a lot, I undulated back and forth for the first time.

It seemed like a very long time before I felt anything build within me, I thought I was doing it all wrong and then I could feel the climax sensation start to build, spasm by spasm. As it built I became more excited the more excited I became the more it built. It wasn't long before I felt that I would climax but tried to hold back, I was really enjoying this experience and wanted it to last for ever.

I couldn't hold back anymore and I felt it cumming this time out of control, not like the first time Edward had made me cum, it was erratic spasms then unloading. It was held back by the pressure inside Edward, as I withdrew the pressure eased and I could feel it drain away; my first time ever having a sexual climax in someone. We separated and lay there together.

As my first time was rather messy we decided to have another shower before going to collect my things from the hostel. As we got dressed, Edward asked what do I want to do tonight, would I like to go to a Molly-house that he know and was part of the hotel complex.

I didn't know what that was; he explained it was an old Edwardian name for a sex club were everyone dressed up in sexy dresses. I had always wanted to try cross dressing and said yes; but where would we get the clothes to dress up, he said the club provided all that, including makeup.

We walked down to the hostel in our swim shorts and trainers, explained to the caretaker that I was going to leave but would be back in a few days when my friends returned. Was that ok, he said no problem, just let me know when you are back. We returned to the Hotel Arts with my case and Edward booked a table for eight. This time we would be properly dressed.

We sat on the balcony watching the sun set until it was time for us to get changed to go for our meal. Edward had sent me a copy of the photographs that he had taken off me and together. As Edward was getting changed I sent a copy of them off to Craig telling him that I had met Edward and that I was staying with him for the remainder of the week and what we had done together.

Craig was very supportive, which made me feel good and that I had done the right thing. He said that his cruise ship, which he was a Junior Purser on, was coming into Barcelona for the day on Thursday and that we should meet up. As Edward was returning to Gatwick on an early flight that day and it was the following day before my college friends would return, it was a great idea.

I told Edward what I had arranged with Craig and he was very relaxed about it, saying that it was a pity he could not meet Craig too. I showed him the photographs that had been taken off Craig and I together on the beach and at Tim and Mike's apartment, he really liked them and asked if he could have a copy. I said yes why not and sent him copies.

As we were now ready we both went down to the restaurant, the meal was very good and we shared a bottle of wine between us; I felt very relaxed. The restaurant was made up of couples like us, I could now see why Edward though I was gay and spoke to me this morning; I was very relaxed about it. We finished our meal and the wine and a Drambuie with our coffee.

We headed off to the Molly-house club, must admit I was very intrigued as to what this would entailed. The wine, the beers this afternoon and the Drambuie had made me very relaxed, I would normally have been very nervous trying something new like this. It took us about a half hour walk there, it was a very discreet entrance, when we went in Edward showed his hotel key card, that was all the formalities required.

Two young nice looking boys dressed in very sexy short dresses came over to us and said please follow us and we will help you get dressed. I went with Raul into a room full of dressed manikins like a clothes shop. I picked a yellow short flared skirt and a matching sheer top that was almost see through.

Before getting changed Raul painted all my nails and applied makeup and made up my hair more Girley like, I looked really good when he finished. He then brought over underwear for me to put on. The bra had padding that looked really good and the matching pants were good, tight and comfortable on. He then helped me on with my short skirt and top. As I looked in the mirror I really looked the part with my bra seductively shining through.

I went out, Edward was there dressed in a short black number, as they say, he looked very sexy too. We also were given name rosa-blanca.ru to wear, mines was Gill and Edward's was Kate, which was to be our name's for the night. It was fun being called Gill. We then went into the main party area and were introduced to other guests.

Sean943
Sean943
115 Followers


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