My best friend at school (it feels so long ago now that we're 41!) was a very lively and fun loving girl called Kay. We met at high school and instantly became inseparable. I was shy but she helped me to come out of my shell quite a bit and she encouraged me to be myself and to be proud. Her family went on holiday to Paphos, Cyprus every year and I would go with them. When we were 17 we started to go together twice a year without her family. We always stayed at the same hotel/apartments on Tombs of the Kings Road and had become quite good friends with some of the local bar and restaurant owners over the few years we had been going there. We would go out clubbing with them to the non touristy places and they would take us to see the delights of Cyprus that were off the beaten track. Kay had had flings with a couple of the guys but I tended to stick to other holiday makers or the squaddies who were based there rather than the locals. I guess I didn't want to deal with any awkwardness with the people who were becoming friends of ours. This particular holiday I'm writing about, I was 19 years old at the time, 5ft 4, Size 16 with mid blonde hair that came down below my shoulders, a size 36DD chest and had been able to easily pass for 21 for the last couple of years. Kay was louder than I was, quite bolshy and cock hungry, but I was catching her up and loving finding out about myself and having as much fun as I could. One big difference between us though, was that she had no inhibitions at all and I was only really just starting to lose mine. This holiday and finding out I loved skinny dipping did wonders for that though!
We had arrived the day before for our 2 week holiday and had pretty much gone straight out drinking. It had been a late and messy night and we decided to have a relatively quiet one tonight - quiet for us that is! We had a drink at the pool bar before heading out, it was fairly quiet as it was early May but we enjoyed this time of year there. We sat at the bar and laughed with Andros, the barman, and the few others who were there. One of the guys was a Cypriot who lived in the hotel 6 months of the year and I had noticed he kept watching me. We finished our drinks and headed out to the bar down the street, it was one of our favourites and was where we always started our nights out or where we went if we just wanted to chill like tonight. We knew the owners, Costas and Christos quite well, we had known them for a couple of years now since they had bought the bar and they were some of the locals we would go clubbing with. There was always banter between us as when I first met them, I had mistaken them as a couple (to be fair, I was drunk and one of them told me randomly that they had been 'partners for 3 years' - I didn't realise he meant business partners at first so they always gave me some stick for that. Costas had flirted with me off and on but I had always just laughed it off. We wandered in, grabbed our favourite table on the patio outside and Laura the waitress appeared with drinks we hadn't ordered - it seems we we were predictable! We ordered some food and another couple of drinks and settled in for what we classed as a 'night in'. Our plans however, were not what Costas and Christos had in mind as we kept getting pulled into the games they had going on and more random drinks appeared on our table for us!
We gave up around midnight, said goodnight and headed back across the road to the hotel, quite a bit drunker than we had planned. As we passed through the pool area in the hotel heading back to our apartment, Andros was still serving a few people at the bar. Some of them had been there with us earlier in the night and they called us over to join them. We shrugged and wandered over. The older couple and the Cypriot from the start of the night were all there, joined by a guy around our age that I thought I had seen during the day in the pool with his girlfriend and one of their sets of parents. We ordered some drinks, paid for them and started to chat with the others. I commented that I was so not used to this heat and recalled the conversation Kay and I had had in the Princes bar earlier about skinny dipping and how I'd never done it. Someone jokingly pointed to the pool behind us and said why not try it now then? I'm not quite sure why the alcohol made that a fabulous suggestion, but somehow it did and stripped off my shoes, skirt, top and panties and giggled as I turned around, walked to the edge of the pool and jumped in. It felt amazing! I swam up and down, floated on my back watching the stars and giggled while the others watched and cheered, me not quite believing that I had actually done it. Kay was cheering me on proudly! The aging hotel night security guard appeared and told me I needed to put some clothes on and come out of the pool as it was late. I huffed at him spoiling my swim but I made my way over to him and climbed out of the pool as he handed me my clothes. Soaking wet, I pulled on my skirt and halterneck top, which were rather pointless as they just formed a second skin around my body. I headed back to the bar, dripping water everywhere as everyone laughed and Andros handed me my drink. The Cypriot, Nicos, was still watching me from the end of the bar and I smiled at the fact that seeing me naked hadn't made every guy at the bar run for their lives! I was suddenly exhausted though, and we said our goodnights and headed to our apartment and to bed.
I woke up in the morning and had a moment of complete embarrassment at the memory of the night before. Kay was already up and drinking a cuppa when I when I wandered through. I made a coffee and sat on the opposite sofa and we both burst out laughing. I told her how amazing it had felt in the water, so liberating and also quite arousing as the cool water covered my boobs and pussy. She agreed, she also loved skinny dipping and said she wished she had joined me - and that Nicos had also said he wished he had joined me. Apparently he had been asking her about me while I was in the water. I finished my drink, jumped into the shower and we went out to the Prince for a late breakfast, waving to to Andros and the couple from last night as we passed the pool bar. Over in the Prince, Costas came to sit with us as we ate and Kay took great delight in telling him about my midnight swim. He laughed and said that I could have gone swimming in their outdoor pool attached to the bar and that he'd have loved to have seen that. He grinned as I blushed when he told me that he wouldn't have made me put my clothes back on! He said they were all going out clubbing again that night and did we want to go with them, we accepted without a second thought and made plans to meet them at a particular place on Bar Street at 11pm,we finished our food and headed to the beach to recover in the sun.
That night, we had been drinking on Bar Street until meeting the others. We split into 3 taxis and headed to the club. It was a fun night and we were pretty drunk by the end of it. We grabbed a taxi and were heading back to our hotel before I realised that Costa and Christos were in the cab with us heading back towards the bar and not home. We pulled up outside the Prince and climbed out as Costas said he had left some things in the bar and did we want a last drink of the night, or perhaps a swim.. and I laughed as I realised that he was hitting on me again and it was time to make the decision as to whether I did as I always did, make light of it and leave, or go in and finally take up his advances. I walked past him and through the door he held open, followed by him, Kay and Christos..
They got us another drink and as Kay and Christos headed to the other side of the bar, I giggled and crossed the room to the glass doors out to the pool area. Costas followed me and opened the door, I walked through, dropped my shoes that I had been carrying at the pools edge and turned to face him. I had a final thought of 'well here goes..' as I put my glass down on the nearest table, dropped my dress and pulled off my thong, standing naked in front of this handsome 30 something guy that I had kept at arms length for the last couple of years. My nipples were getting hard in the night breeze, I giggled again, lifted my hands in a 'what the hell' gesture and jumped into the pool. I was standing in the waist high water watching as Costas stripped off his clothes and shoes. I had never seen him without clothes on and I have to say that my mouth was watering at the sight! He was tall with muscles but not skinny. He had broad shoulders and chest, a reasonably flat tummy and a rather impressive cock that was already standing to attention saluting me as he sat on the edge of the pool and slid into the water. He moved towards me, the water splashing against me, when I had a sudden wave of self consciousness wave over me. He stroked my cheek with his hand, stepped forward and kissed me on the mouth as he pressed against me. I pulled back suddenly embarrassed but not knowing why. Costas smiled and said he had wondered when my bravado would waver but rather than taking the micky out of me, he was really sweet as he pulled me into him and kissed me again.
I could feel his hard cock press into my skin just above my pussy as I reached up to wrap my arms around his neck. He scooped me up and I wrapped my legs around his waist, pressing my smooth pussy against him. His mouth moved down to my boobs as he squeezed my ass which was filling both his hands. He moved over to the edge of the pool and knelt down in the water, pressing my back against the side of the pool. He shifted his position until his cock was sliding between my legs and I dropped my head backwards and groaned as he guided himself inside me. Costas leaned forward as he slowly thrust in and out of me, he told me he had imagined this for the last two years and had wondered how it would feel to be inside me. I had to admit, from my side at least, it was feeling pretty damn good! We kissed again as we fucked in the water. I had never fucked in a pool before and it was exhilarating. Costas moved his mouth between my mouth and my boobs as he thrust into me. There hadn't been much foreplay, but he wasn't rushing to finish either. He was moving slowly but was making sure he was thrusting deep into me. I could feel that I was close to cumming, I dug my fingers into his shoulders and let myself fall over the edge as I groaned loudly. He started to build up speed, holding me tighter as I felt him start to throb inside me. He buried his face in my wet hair as he emptied himself into me. We stayed wrapped around each other for another few minutes and laugh as we flirted with each other. He gently pulled out of me and stood up to stretch his legs. I also stood up and leaned back on my elbows on the edge of the pool as we continued to chat, my back to the bar. I could hear Kay calling my name and I called back to her. She said she and Christos were going back to the apartment and asked if we were coming too, I looked at Costas, who just smiled and shook his head so I called back no, we were staying here. He moved towards me again and bent down taking my nipples in his mouth one at a time as I stroked the back of his head. After a little while Costas took my hand and led me out of the swimming pool and back inside the bar. He lead me over to the pool table, leaving a trail of pool water behind us and grabbed a couple of cushions from the seats as we went. Once at the pool table he placed the cushions at the far end and trapped me against the edge, his hands cupping my face as he kissed me hard and deep. As he kissed his way down my neck, he said between kisses that last time was he just needed to be inside me, this time he wanted to take his time. I couldn't help but shiver with delight at the thought!
He continued to kiss his way down my neck, across my throat, my shoulders and chest. He cupped one of my boobs in his hand and started to squeeze and knead it slowly but firmly as his mouth and tongue started work on the other one. I groaned loudly as his teeth grazed my nipple my hands moved from the edge of the pool table to the back of his head as I pressed him a little further into me. Still kneading one boob, his mouth travelled downwards again, down over my tummy to my smooth public area. I pushed him back and manoeuvred us around so that his back was now against the pool table and I pressed my naked body up against his as I kissed him hungrily, my tongue exploring his mouth before I lightly nipped his lip with my teeth. My hands moved down his chest and his tummy and I looked down as I took hold of his cock which was hard again. I started to stroke him, slowly at first, long, deliberate strokes as he groaned loudly, his eyes closed and his head fallen backwards. I knelt down in front of him, planting kisses along the length of his shaft then over his balls. I took his balls in my mouth, one at a time as I continued to stroke his cock. I replaced my mouth with my hand, massaging his balls with one hand as I wanked him with the other, my tongue licking the wet tip of his cock. I moved my hand to the base of his cock as I covered the head with my mouth, sucking and flicking my tongue across it. My mouth moved further down, his cock filling my mouth as I continued to suck and tease him. He took hold of my shoulders and guided me back up to standing, he kissed me again before lifting me up and sat me on the edge of the table. He spread my legs wide and started to suck and nibble my clit, his tongue dancing over it and making me moan again. His tongue, licking up all of my juices, found its way inside me as his finger found my clit. I cried out with sheer delight, unable to stop myself as his mouth and fingers took me to heaven. Finally he stopped, just as I was starting to build to another orgasm. He stood up and told me to slide up the pool table. I did as he asked and lay on my back with my head on the cushions he had placed there a while ago.
He climbed on top of me, spread my legs wider with his and rubbed his hard cock along my pussy. I half spoke have whispered to him that I wanted him inside me, my arms wrapped around his shoulders as he grinned and slid his cock inside me for the second time that night. The last time had been awesome, but he had been right, it had been simply getting the last 2 years of lust out of the way and now we were exploring and plundering each other, yes with lust, but this time with passion and the need to pleasure the other person as well as ourselves. He started slowly again, deep deliberate thrusts as my lens wrapped around his ass pulling him into me further. We increased our speed, building up the need as well we built up the pace. I was crying out again, every thrust was hitting the back of my cervix and the mix of pain and pleasure was pulling me to the edge again. I tried to hold on as long as I could but I cried out and dug my fingers into his back as my body went rigid and the orgasm consumed me. He kept thrusting into me as my muscles constricted around his cock but before the orgasm had fully subsided he pulled out and flipped me over onto my front. I came up onto my hands and knees and could feel the wet patch on the fabric underneath me from my juices. He held my hips and pulled me back onto his hard cock again, much harder this time, much faster and I could feel the orgasm building in me again almost straight away. I kept groaning, I couldn't stop it, my pussy was his and I had no control over butterflies rioting inside me. He pounded into me over and over again, and I was struggling to match him, consumed with the fire that was now consuming me as I came again. He was groaning behind me as he started to throb inside me, another couple of hard, deep thrusts and he went rigid, I could feel his warm seed filling me again. When he had finished, we collapsed onto the table, him still on top of me and inside me as we caught our breath again. We lay like that for a couple of minutes before he slowly pulled out of me turned me over and pulled me over to his chest. My thighs were soaking with our mixed juices and I could feel it dribbling out of me. We lay like that for a little while, I'm not sure how long, laughing and talking about everything and nothing. I eventually said I should go back to the hotel, I checked the time, it was 5am. I asked if he was coming back with me as I figured Christos was still there but he said no, he needed to be back in the bar by 9am and he didn't want to disturb me if I was sleeping. We climbed off the pool table and as he helped me down, he smiled and made me again, gently this time. I nipped to the bathroom to clean up then came back to the bar and got dressed. We locked up and he walked me across the road to our apartments. He kissed me again and still holding my shoulders, he asked me why tonight? I had laughed of his advances for the last 2 years, so 4 2 holidays in all, why now did I accept them? I thought about it for a minute or so and soon my head, I had no idea why. I always found him attractive, I was flattered by his attention, enjoyed it even, but maybe I was just scared it would change that, but I really didn't know. He nodded and smiled, he asked if I regretted tonight and I burst out laughing. No, I definitely didn't regret it! We kissed goodnight, and I went inside as he walked away.
Back at the apartment door, there was a shock on the door handle - our sign that we had company. I let myself in but headed for the sofa instead of the bedroom. I lay down and quickly feel asleep while I was recalling the nights events. I woke up a few hours later, Kay was on the other sofa reading and Christos was nowhere to be seen. She made me a coffee and as I tried to wake up and shake off the hangover that was brewing, we chatted about the events of the night before. The rest of the holiday followed a similar pattern, days at the beach, shopping or hanging around the pool followed by nights out and many more nights spent with Costas. We hooked up a lot over the next 4 years until Kay and I stopped holidaying together. I still think about going back sometimes with my husband, but I'm not sure I really want to go back as I enjoy the memories I have too much! I'm no angel, and he wasn't the only guy I hooked up with on that holiday, I became well aquianted with Nicos, the guy from the apartments who kept watching me, but that's another story for another day, if you want to hear it....