Unusually for me, I never told Gary about my late-night webcam flash while he was asleep. I kept it to myself, probably because I was both surprised at myself and also a little ashamed. I had come so far from the shy, faithful wife and mother that I was for so many years.
But I didn’t regret a thing, well, apart from not starting to come out of my shell a lot sooner. Here I was in my sixties greedily searching for more and more sexual adventures, and being lucky enough to find them on a pretty regular basis.
And now, I was getting prepared for my first attempt at pre-arranged holiday sex. Ben was arriving at 9 pm this evening. I had spent most of the day at the hairdressers and beauticians. I wanted to look and feel my best for him.
Gary was doing the driving. I don’t like driving in the dark. The roads are good but unlit for most of the way, and without being too blunt, Turkish drivers are not exactly the best!
I decided what to wear for the journey, and Gary watched as I put on a pink set of bra and panties, a pink button through blouse, and a white pleated skirt, shortish, but not a mini. He smiled at me when I was ready and told me I looked great in what he called easy access clothes. I looked at myself in the mirror and smiled at Gary as I undid one more button on my blouse.
We checked online, and the flight was running thirty minutes late. It could have been worse I suppose, but now I had a little more time at home to think about things. I was both excited and nervous, and I poured myself a vodka and coke to calm myself. Then it was time to go to the airport, just an hour’s drive away.
Gary and I hardly talked on our way to the airport. We were OK with each other, but I was nervous and anxious, and I think Gary was too. Even though you think you know somebody reasonably well from many long-distance chats, we both knew it could so easily go wrong. After all, it was the first time we had arranged any sort of meeting from a swinging site.
The airport was very busy, but we managed to find a parking space not too far from the meeting point. The flight had landed a few minutes before, but it took ages for anyone to come through. Then, everyone from the flight from Stansted seemed to come out together.
In ten minutes, it had gone down to dribs and drabs, and I began to think that Ben had changed his mind. Then, there he was, striding towards us with a grin on his face, towing a very large suitcase.
We recognised each other straight away. Ben had told me that he was six foot two tall, but his stature and presence still took me a little by surprise. He was 51 years old, and he looked very fit at first glance.
Ben shook Gary’s hand, then gave me a kiss on each cheek and a quick cuddle. We made our way to the car park making small talk. It was all very amicable. I liked what I saw, and I think Ben was pleased with the way I looked.
Well, in fact, that was the first thing he said when we got in the back seat together. “You look even better in the flesh,” were his first words to me in the car. I returned the compliment. We had an hour’s journey in the dark to look forward to, but I had already pre-warned Ben that we would come to a toll tunnel after ten minutes, so we would have to behave ourselves till then.
Even though he knew that, it didn’t stop Ben putting his hand on my leg, below my skirt, but just above my knee. My legs were bare. I had a lovely tan by this time of the year, and there was no need to wear hold-ups, stockings or tights.
I put my hand down there too, not to stop him, but just a holding hands sort of thing. As Ben touched me, we both got a feeling, which felt a little like a small electric shock. More than just a tingle, and I had never experienced anything like it before. I know Ben felt it too because he quickly removed his hand, and then smiled at me as he replaced it. This time there was no tingling.
So it looked like we had something special together to look forward to. He kept his hand on my leg, moving it just slightly every now and then, and just under the hem of my skirt. God, it was agony waiting for more, but we hadn’t long to wait now until we were through the toll tunnel.
I noticed that Gary was checking his rearview mirror a little more frequently than he had to, but apart from the fact that we were sitting very close to each other, there was nothing for him to see just yet.
At last, we were through the toll. There was little traffic on the road, and there were no street lights, so now we got even closer and we had our first passionate kiss. Ben was a great kisser, and he smelt so good too.
Our tongues played with each other for a very long time before Ben started to undo the rest of my blouse buttons. He slid my bra down exposing one of my boobs, and when his fingers touched my nipple, we got that same wonderful feeling again.
This time I gasped as it happened, causing Gary to check the mirror again. We were still sitting side-by-side, and as Ben sucked my nipple, his hands went around to my back to unclip my bra. He pulled it right off with his teeth, then laid me down on the back seat.
He licked and sucked both my nipples, going back and forth, and I felt his hand going up my skirt. Ben was kneeling on the floor of the car as his hand traveled higher and higher. He pushed my skirt right up, moved my panties to one side, and started playing with my pussy.
He teased me for ages, running his fingers all around, but at last, he entered me with two of his fingers. He was still giving my boobs a lot of attention with his tongue too. I don’t think Gary would have been able to see too much, but I was beginning to make a lot of noise.
The whole scenario of being with a new man in the back of our car while hubby was driving was very exciting. Then it got even better when Ben moved back along the floor a little so that he could move his tongue in between my legs.
Ben removed his fingers for a moment and pulled my panties back over my crotch, then started licking my pussy through the scanty material. This was a first for me, but it felt good, stretching the material, which by this time was very wet inside and out.
Then he started fingering me again. His tongue had found my clit, and now his fingers were stretching the lace even more as he went up and down my pleasure hole. I couldn’t hold on any longer and had a wonderful orgasm as he carried on.
Ben didn’t stop. He must really have liked the taste of my cum because he kept going doing exactly the same for ages. Then he stopped, pulled my soaking panties to one side again, and brought me to yet another cum in no time at all with his lovely tongue.
I had no idea where we were or how much longer it would be before we got home, but I did know I wanted more. I sat up, and Ben joined me back on the seat. He hadn’t had any attention from me as yet, so I undid his belt, unzipped his fly, and reached in for his cock. He was hard already as I freed it from his underpants and went down on him.
Ben eased his trousers down a little more to make things easier, and I wanked him with both hands while running my tongue around his knob. Ben was a tall guy, and I was pleased to find out that everything was in proportion.
Ben whispered to me that I was really good at what I was doing. I thrive on praise, so I carried on but took one hand off his cock so that I could get more of it in my mouth. Ben’s hands cupped my boobs while I was in action, and my nipples were really hard now.
I heard Ben breathing more heavily, and then there were some little groaning noises. Now I had a dilemma. I really wanted to taste his cum, but I also wanted a good seeing to when we got home, which was probably not too far away by now.
My logic told me I had got seven days and six nights, so there was plenty of time for everything, and I did really want a good fucking. So, I stopped, nibbled his ear while I told him why, and then our tongues played with each other constantly.
My nipples were really enjoying all Ben’s fondling too. They felt like they were almost bursting. So when Gary announced that we would be home in five minutes, I had a feeling of disappointment, but also one of anticipation.
Ben went to pull away a bit, but I stopped him and whispered that five minutes was a long time. The result of this was that as Gary pulled into our drive, Ben’s trousers and underpants were still around his knees and I was topless, had soaking wet panties on, and I couldn’t even find my bra.
And that’s how I entered our front door! Ben had pulled his trousers up so he was half decent. But I wasn’t, and I didn’t even care. Gary was laughing his head off as he opened the boot to get Ben’s stuff out. Ben gestured that he wanted to help Gary bring the stuff in, but I literally pulled him inside and straight up the stairs to our bedroom.
We had both got all our stuff off before I heard the front door close. There was a definite urgency on my part to have another man take me, and I was pleased to see that Ben’s big cock was already ready for action as we got on the bed together. He also had a great body. Not quite a six-pack, but he obviously looked after himself.
I wanted to feel that lovely cock inside me straightaway, but Ben chose to go down on me again. I opened my legs as wide as I could as his tongue made it’s way all around my aching pussy. God, he was good, and then he entered me with two fingers, and I had a lovely climax which Ben felt as he sucked and licked it.
Then he removed his fingers and put them in my mouth so that I could taste myself. I was still enjoying licking them when he guided his cock into my pussy. It was heaven. He nibbled my ears as he pumped away, and I wrapped my legs around him, trying to pull him further up me.
It was quick, but what a lovely fuck it was. I felt his big cock twitch inside me as he shot his lovely cum right up me. And as we finished, Ben gripped me so that both our hands were entwined, and we experienced that wonderful electric tingling sensation again.
This was our first night, and we had so many more of them to come. I already knew it was going to be one hell of a week for both of us.
We showered together quickly. I found a bathrobe and gave Ben one of Gary’s dressing gowns, and we made our way downstairs where Gary was sitting in his armchair looking very pleased. We had left the bedroom door open, so he would have heard everything.
Ben went to his luggage. First, he got out some duty-free booze, then opened his big suitcase, and got out a big carrier bag. He handed it to me and told me it was a present for me. I looked inside and saw that it contained underwear. Quite a lot of it too. “Gary let me know what sizes to get,” said Ben. “I’d like to watch you try them on later if that’s OK,” he continued. “But, shall we have a drink first?”
So then the three of us happily chatted away. It was as if we had known each other all of our lives. I found out that Gary and Ben had been messaging each other and that’s how Ben knew what sizes of undies to get me.
We made a few plans about what to do with our week. Ben was interested in seeing some of the wonderful sights around here, as well as dining out and about. That was all OK with us, and we made up a story about Ben being one of Gary’s old work colleagues for when we met any of our close friends in the village.
Our second drinks had almost disappeared when Gary shocked both of us by asking if he could watch us make out. He just came straight out with it when the conversation was about nothing sexy at all. I was in my dressing gown with nothing underneath, and Ben still had Gary’s borrowed one on, which was actually ridiculously short on him.
I looked at Ben and gave him a smile and a bit of a come on. He stood up, dropped his dressing gown, and walked over to me. He pulled me up out of my armchair, flung my dressing gown to the floor, and laid me down on the settee. He loved giving oral, and he went straight down on me. One of my feet was on the floor, and the other nearly over the back of the settee as I spread myself for him.
Gary moved from his chair to mine so that he could get a better view. Ben was probing me with his fingers while sucking on my clit. I was loving it, and I looked straight a Gary, making sure he knew how much I was enjoying it.
We didn’t move from the settee but adjusted our positions several times while we enjoyed each other’s bodies. I gave him a blow job, and he fucked me long and hard. I straddled him first, then he took me doggy fashion. I was still looking at Gary a lot of the time. He had his cock out and was playing with himself.
Then, I straddled Ben again. We both loved that position and we came together, both of us making a lot of noise about it. I collapsed on top of Ben and we cuddled while we got our breath back, his lovely cock still inside me.
The first night of my six with Ben had turned out fabulously. I loved being fucked in front of my hubby, Ben was OK with everything, and I still had a lot of sexy lingerie to try on!
It was very late by this time. I showed Ben to his room and he followed me carrying his suitcase. We were both still starkers, so he must have had some view going up the stairs! He thanked me and kissed me goodnight. Part of me wanted to stay in there with him and wake up with him in the morning, but I went back into our room, where Gary was already in bed.
Gary was still up for more. He hadn’t cum watching us. I was exhausted, so I asked him to save it, gave him a cuddle, and went to sleep.
We were all up early the next morning. It was sunny and warm. After breakfast, we all had a swim in the pool and chatted on sunbeds together while the sun warmed and dried us. Ben wanted to go and have a look at some of the ancient architectural sites nearby, so it was a perfectly normal day for us all.
Chatting between the three of us was so natural. We had lots to find out about each other, and the day went quickly and smoothly. In the evening we had arranged to go and eat at Ray’s bar in the village. I had been honest with Ben about my young Turkish lover and I think he was curious to see him.
I was dressed and ready before both the men and I went on my pc while I waited. I noticed I had some messages on the swinging site we use. Mike had been in touch, and he was online and requesting a video chat.
There was no time really, but something made me agree. With what had happened before, he wanted a flash again. I told him I couldn’t, explaining very truthfully the circumstances.
He accepted that and very calmly asked me to come back online that night after I had been fucked because he wanted a longer look at my boobs that last time. I made no promises and said goodbye, signing off just as Ben appeared downstairs ready to go out.
We had a really lovely evening down at the bar. Several of our friends were there, and Ben chatted easily with all of them. The story about him being one of Gary’s old workmates seemed to go OK.
Ray, my regular young lover, was too busy to chat with us too much, but at least Ben got to meet him. I suppose he was just curious. Gary stayed sober so that he could drive us home. Both Ben and I were happy with a few drinks inside us, but not to far gone.
When we got home, Gary wanted a beer. So we all sat together in the lounge. Ben and I joined him in a nightcap. We chatted about all sorts of things and made plans for the next day. As Ben finished his drink, he looked at me and said, ” Right Jill, it’s time to try on some of my presents.”
I quickly finished my drink, glanced and smiled at Gary, stood up and took hold of Ben’s hand. We went upstairs to his room together.
The bag of lingerie was on his dressing-table and I pulled out a purple shiny baby doll. I held it up against me and Ben nodded in approval.
“Would you help me off with these please, Ben.”
“No problem,” he said as he started to unzip me. I was eager, so I helped him to get me naked as quickly as possible. As I pulled the baby doll over my head, Ben started to strip too.
What I hadn’t realised was that the baby doll had a peephole top. My nipples stuck proudly through the gaps in the material. I turned to look at myself in the mirror and though I say it myself, it looked pretty good on me.
Ben took one look at me and laid me down on the bed. He was hard already, and there was hardly any foreplay before he entered me. It was a quick and wild fuck, but very satisfying. As he shot his load up me, he grabbed my hand, and again we both felt that electric tingling sensation. It was wonderful.
The day and evening had been quite tiring, so I suppose it was no surprise that we both fell asleep almost straight away. I woke first and wandered over to our bedroom, where my Gary was also sound asleep.
I seized the opportunity and went downstairs, fired up my pc, and within five minutes I was in a video chat room with Mike. There I was on my webcam in the baby doll with my nipples poking through and completely visible to him. He was impressed.
I watched spellbound as he said some lovely things about what he would like to do to me. He unzipped his shorts and starting wanking himself off for me to see. It was turning me on, and I felt very naughty, so when he pleaded with me to take my baby doll off, I didn’t think twice.
Then he asked me to play with myself, and I did, first with my boobs, but then I let him watch me frig myself. I couldn’t believe I was acting so wantonly, but there was something about Mike that just seemed to compel me. He shot his load on camera, and I came myself just afterwards.
We said our goodbyes, and I returned to Ben’s room. He was still asleep and I snuggled next to him and drifted off again.
The week continued much the same. A swim and some sightseeing in the daytime, meals out, and a decent fuck when we got home. Ben had a thing about doing it in as many places as possible, so we managed the conservatory, the kitchen worktop, the office, and even outside on a chair in our gazebo at night.
Gary listened most of the time but watched our kitchen fuck from very close quarters. I loved all the lingerie Ben had bought, and both guys had a good view as I modelled them one by one. That was on the evening before we got it together in the conservatory.
That night too, we all had a drink together out on the patio after the sex had finished. I had slipped a kimono on and both the men were just wearing shorts. I brought the tingling sensation up as a subject.
Ben had apparently experienced once before. It was with a lady work colleague many years ago. They had both been stocktaking, and as they went to count the same stuff, their hands had touched, and they both pulled away immediately they felt the sensation.
Ben was happily married at the time, and so was the lady concerned, so they never followed it up. They just both knew that if they ever got together it would be very exciting.
Gary said he had never felt anything like that with anyone, and I, of course, was honest and said it was the first time I had felt the sensation, but if it was used at the same time as you had an orgasm, it was incredibly good.
Then Ben told us both what a fantastic time he was having. Everything about it was right, the company, Turkey itself, the sex, had all been better than he could have hoped for. Gary said straight away that he would be welcome back anytime he wanted, and that we had both enjoyed his company too. He told us that he would start planning a return trip as soon as he could.
When the time came for Ben to fly home, we had to be at the airport for midday, which meant leaving at about 11 am. We had enjoyed each other’s company so much, I was quite tearful, but Ben and I had enjoyed a good shag first thing in the morning, after which he had told me he would definitely be coming back for more of the same.
So, the first organised week of holiday sex had come and gone. It had been wonderful in every way. And away from hubby and my holiday lover, I had acted like a complete slut and was now looking forward to another week with someone else. Someone I had hardly spoken to but had already watched wank himself off, and had flashed my boobs and pussy to him shamelessly.
And, of course, there was my young Turkish lover Ray, and my girlie friend Mary to keep me happy as well. A lot to keep my hubby very happy, but I was certainly doing things more for myself now. I hadn’t even told hubby about the video chats with Mike, but I would have to say something soon because I knew he was looking at flights.