I asked Cara if she would be interested in going on holiday and she agreed. I then started looking for some holidays and found one for adults. Cara and I booked annual leave and then I booked the Holiday.

The holiday was to Portugal; I cannot remember what part. Cara asked me what clothes to bring, and I helped her pick some two-piece burkini tied up at the side. And some nice dresses for the evening.

A week before, she dropped her suitcase off at my place and we double-checked that she had packed everything. A week later, we headed off to the airport and got booked into our hotel, which I had booked once we landed.

It was about 2pm once we got booked in, and we got changed as it was very hot and decided to walk around the area and along the beach. We noticed some nice restaurants that we would try over the week we were there. And then we headed to the beach and had a nice walk.

We had been walking for about 20 minutes, and then we noticed most of the women were topless, and some were utterly naked, even the guys. This is the first time we have seen anything like this before. They were all very friendly and said hi to us, and most of the women were very fit, too. I was talking to Cara, and I noticed she was in her own world as she did not reply to me. Then I noticed she was looking at a guy walking towards us, he was also naked, and we found out later he was in his 60s but did not look it and had a huge cock that was 9 inches and thick too. Anyway, he passed us and said hi, and we both replied to him. When he passed, Cara looked around to look at his ass.

Moving on, we returned to our hotel, showered, then ate, and had an early night.

The next day, we got up, went for breakfast, returned, changed into our swimming gear, and headed to the beach. As we were walking there, most women were topless or naked. We found an area in the shade as it was scorching hot and left our towels there. We went for a walk along the beach to see what else there was and then returned to where we had left our towels. Then we both went for a swim and the water was clear, and we could see all the fish. By now I was very horny as not having had any sex since we had arrived, and seeing all the naked women did not help.

Now, we had gone away from the beach, and there were no people close to us, and I could not reach the bottom. I called Cara over to me, and she came over and put her arms around me as if she could not touch the bottom. Cara noticed my cock was very hard, and it was to a point it was starting to hurt a bit. I said I must deal with this, and Cara just looked at me. I got my cock out of the side leg and then moved Cara's Swimming thong to one side, and then slid Cara onto my Cock.

Cara just smiled and just stayed still for a min as she just wanted to feel my cock inside her. Then have a couple of minutes, she was moving up and down fucking me. This lasted for about 5 mins before she cum, and I then cum not long after. Cara then said that was great, as thought we were not going to have any sex on this holiday. I said that we were going to have lots of sex this holiday now we got over the travelling getting here. And now we are going to see how brave you are. Cara just looked at me and I could see she was thinking what do I mean?

We sorted ourselves out and started swimming back to the beach; when Cara could stand on the bottom, I asked her to stop and swam to her. I then removed her swimming top and said you can go topless for the rest of the holiday when we are on the beach. Cara was very nervous and said, ok, boss.

When Cara got out of the water, she looked very nervous. We went to our towels and lay there until we were all dry. Cara did not have a temp to cover her breasts as I was watching her.

Then we decided to walk back to the hotel as we were getting close. Cara noticed the 60-year-old guy, and he told her you look great and carried on walking. Cara said thank you with a big smile. Then Cara put her top back on as we returned to our hotel. Now we noticed women were walking around the pool and outside the bar topless. I said to Cara tomorrow, you can stay topless until we go inside.

We got to our room, and I got out of my swimwear, lay on the bed naked, and just closed my eyes. Cara had gone to the bathroom, and I did not hear her come out until I could feel her sucking my cock. Then she slid on me and fucked me until we both cum. We fell asleep for a couple of hours and then got up and had sex in the shower and then got ready to go out for a meal. I noticed Cara had put some knickers on, so I asked her what this was. As I said, there was no underwear. Cara smiled at me, and then I took her hand and moved her to the table and bent her over and pulled her knickers down and, grabbed some lube and lubed her ass, then fucked her ass until we both cum. Then she pulled her knickers up and said you can go to dinner like that now.

Cara just smiled. She was wearing a red dress with a low top, and she was not wearing a bra. We got to the restaurant and had a chat and a nice meal. Then I noticed the 60-year-old guy walking over to us; he introduced himself as Frank and told us he owned the restaurant and the hotel we were staying in. He told Cara she had a lovely body and asked if we would like to attend their party tomorrow night. It was a boring work party, and having another company, especially from the UK, would be nice. We both agreed, and he would send a car to pick us up at 8 pm. We both said we would see you then.

We went back to our hotel and had lots of sex, and then the next day, we had lots of sex and went back to the beach and then back to our room for some more sex. Then we both got ready for 8pm.

We went to the front of the hotel and waited, and the car was dead on time and very nice too. He took us to the party, and we got some drinks and then Frank patted me on the back and said glad you are here as this is getting boring as it is all work talk. He left to chat with some important guests, and we had some food and drink; then, about an hour later, he found us and said come with me. He took us to another large lounge, and we sat there and chatted about the UK. He told us about himself and his life.

The lady came in, and he introduced her to us as she was his wife and the same age as him but did not look it as she was very fit. His wife said some people are asking for you, and he said we will return soon. I then looked at Cara and asked what was going on with you, and she said nothing. Then I told you fancy him, and she said no, but can’t get his cock out of my head. Then I asked would you fuck him, and she just smiled.

Anyway, not long before, he returned and said they were all good and enjoying themselves, and all the essential guests had now left. Then he told us he was a millionaire and owned many businesses that mostly ran themselves as he was trying not to work much and enjoy life now.

I asked what you liked to do to have fun, and he said I had only just started in the last month and had not done much. I walked along the beach, and I said we had noticed, and he smiled, and Cara went a bit read. And then he told me his wife typically comes with me as she liked walking naked, too.

I then said Cara liked the look of your cock, at that point, Cara poked me and went all read. Even more, when Frank said I had noticed, we all smiled. He then goes along the beach and likes looking at all the women, as he has only been with his wife. I then asked if he was looking for other women, and he said he was thinking about it. And I said would you like to fuck Cara; Cara went very wed in the face at this point, and he said yes as she is beautiful.

I spoke to Cara, and she said ok, as she would like to see if I can take his cock. I then took her hand and took her over to Frank. Frank then said what now and here. I said yes if that is not an issue for you and your wife, and he said no.

He took Cara's dress off and was surprised she wore no underwear. Then laid Cara on the huge sofa and then started licking her pussy and feeling her breasts. This went on for a while, and he did make Cara come once and then moved up to her Breasts and licked and sucked them while fingering Cara's pussy. 

I noticed Frank kept looking at the door and asked him if he was okay and worried about his wife. He said no, it was fine. Then he took his clothes off and got Cara to sit up, and told her to feel his cock and have a taste which Cara did. He was getting very hard, and it was much bigger than both of us thought. Then he sat back down on the Sofa and then guided Cara to him, and asked her to slowly slide onto his cock. At this time, he asked if he needed to use a condom, and I ask have you only been with your wife and DD, and he said yes. I asked Cara if you were ok and she said yes. I then let Frank know He can cum inside her if he likes. Frank had a big smile on his face.

Cara then slowly started sliding his cock, and as she was highly wet, it was ok. Then she began sliding up and down his huge cock, and I could see more and more of his cock was going inside her. Cara managed to get most of it in, but not all the way, as she is small, 5’2. She cum twice, and Frank has still not cum yet.

Then he lifted Cara off and laid her on the sofa and then got on top of her and put her legs above his shoulders and then slid his cock into her slowly and then started to fuck her. I don’t know how his wife did not come in as Cara was getting very loud and squirting, but Frank just kept going, and he was now pounding her, and then he cum very hard, and his cum did not stop coming out of his cock. It was running everywhere.

Frank got up and helped Cara up, and he got some paper to clean themself up. He thanked Cara, and Cara thanked him as that was great, she said. And you have a fantastic cock.

Frank then said I will get some more drinks and will be back. Cara said, " OMG, I can’t believe what we are doing I said, enjoying life, and she smiled.

Frank returned with the drinks, and we started chatting again, and I think it was about midnight now. About 30 minutes later, his wife came in with a drink and sat down, and we started chatting. About 20 minutes later, he told his with he Fucked Cara and hope that is ok as they have no secrets. She then said that was fine, and we just laughed and continued chatting.

About an hour later, I said we needed to go and then Frank said you can stay the night and go back in the morning. We said ok and chatted for another hour, and then his wife turned to us all and said Cara, you can sleep with Frank and I will have me. As it is not fair for Frank to fuck someone else and not me, as I have not had anyone else apart from Frank.

So we all went to our rooms and swapped partners for the night.

Cara Told me Frank was the same all night and fucked her until 4am And did try to fuck her ass, but he was too big. He told Cara his wife did not like her ass fucked, which I did not know at the time, lol.

Frank's wife's name is Janice. When Janice and I got into our room, I asked her if I needed to know anything, and she asked like what. Is there anything you don’t like, and she said no. I then said I had not got any condoms on me, and she said that was fine as I was past that age of having kids and had only been with Frank.

I then moved Janice to the bedroom wall and started kissing her, then slid my hand up under her skirt, moved her knickers to one side and started fingering her.  Then I removed her dress and underwear, moved her to the bed, and sat her on the edge. Then I dropped my trouser, and then Janice slowly pulled my boxers down, showing my hard cock. I said no, we're as big as your husband's, and she said good, as that is too big for me.

Then she took my cock in her mouth, and she was sucking it for a bit, then licking my bulls. Then I laid her back and spread her legs, and gave her a good licking, but she did not cum. She said she only cums with a cock. So, I then moved her up the bed and then licked her breasts while teasing her pussy with my cock. Then she said enough and pushed me onto my back and went on top of me. And then she slid onto my cock, and she took her time as she seemed to be enjoying herself, and she appeared very tight, like she had not had sex for a while.

I was trying my best not to cum, and then she cum with a scream, and then I could not stop myself, and I cum inside her. Janice said that was great and needed that. And we just laid there, then Janice got in a 69 and started sucking my cock and said I need it again, and I will get you hard again. And I was licking her pussy, and this time she was getting very wet and cum after about 10 mins. At which time she had me hard again and then turned around and started fucking me. She then said you are the first person that made me cum by licking me.

This time she took a bit long to cum, and when she did, she collapsed on me. I did not feel like I was about to cum, and she said that was fantastic. I want to fuck you all night, and I said if you keep me hard, go for it, and she smiled.

I then got up and got her on all fours, and she thought I was going to fuck her pussy. I put a lot of her juices from her pussy on my hand and started putting it in her ass. Then started fingering her ass to get it ready for my cock. Then I lined my cock up with the entrance of her ass and then put my hands around her hips, and pulled her closer, and she was trying to push away and then gave into me. And now my cock was partly in her ass, slowly started to fuck her, and now and then, I pushed a bit more of my cock inside her until it was in and then began to fuck her now. And after a min, she started to enjoy it as she was pushing back onto my cock. Then we both cum, and she said I enjoyed that after the first 3 mins of getting used to your cock in my ass.

Then we went to sleep, and when we got up, we fucked a couple more times and a gain in the shower. Then I dressed and went to the kitchen, where Cara and Frank were. And told us they had a great night. Frank said he videoed it and would make a copy for me to take before we went back home. We all chatted and then we said we would be on our way, and Frank arranged for a car to take us back to our Hotel.

On the way, Cara told me she had a great night, and Frank tried to get his cock in her ass, but it was too big for her. When we got back to our hotel, we had sex for the afternoon in between some sleep as we both were up all night.

We then went out at night to a restaurant and had a good chat about our holiday, as we only had a couple of days left. Cara then told me that Frank booked us a massage and would send a car to pick us up tomorrow at about 11am. That sounds great, as I could do with a good massage.

The next day, we got up and had breakfast. Then, we returned to our rooms for showers and got ready at 11am. We went to the front of the hotel, where the car was waiting for us; it took us to a very lovely posh building.

We went in and let them know Frank booked us a massage. Then we were both taken to a room with two beds and asked to take all our clothes off, lay on our tummies, and put the towel on us.

We both did what we were asked and then two women came in and introduced themselves—then moved the towels down so they were covering our bums. Then they put oils on us and gave us a fantastic massage.

They were both excellent, and I could see Cara enjoying hers too. Then I noticed the lady had moved her towel to her feet and was now naked. Now the lady had moved to her bum and was massaging that and put a lot of oil on Cara's ass. Then I felt the towel move to my feet, and now I was naked, too. And my lady put oil on my ass; now I noticed the other lady was close to Cara's ass and was putting on more oil on her. And now she was massaging her ass hole, and now I could see Cara getting turned on.

Now, the lady gave her some water, and my lady gave me some too, as well as a pill. I asked what it was to help you relax more, so I took it. I was still young and did not ask as many questions back then as I would now. Then I felt my lady massaging my ass, and then both of them a few mins later started sliding their fingers in both our asses. And I must say it felt excellent and was making me very horny, and I was getting worried a bit as my cock was now starting to get hard. And I had to move a bit to get comfortable.

This went on for a while, and they both noticed Cara was enjoying this, and she just carried on until Cara cum.  Then they turned us over, and Cara was ok and enjoying herself, but they could tell I was a bit nervous as I was rock hard at this time. And they both said don’t worry, it is fine, and they were nice and friendly ladies and nook after us and gave us cold drinks that tasted very nice.

They then started on our chests and shoulders and slowly moved down until our waste. I could see Cara enjoyed this and liked her Breasts being massaged. Then a few more mins, they both moved down to Cara's pussy and my Cock. She was massaging around Cara Pussy and spent a bit of time around there. Then, I moved my legs for a few minutes. Then my lady spent a bit of time around my cock and then massaged my cock, which felt nice. But I was thinking, why don’t I feel like I want to cum. Then she moved to my legs for a few minutes. Now, all this took about an hour and a half. And I must say I felt relaxed, and Cara said the same.

Now they started moving back up, and I could see Cara's lady moving back to her pussy; this time, she was putting a bit more oil around it and massaging the sides, then started to rub her clit and fingering her. Cara was now moaning by now, and then the lady started licking her pussy.

Then my lady moved up to my cock and started massaging it again and then started sucking my cock. I told them they didn’t need to do that, as I thought we were there for a massage. Then the lady locking Cara said we work for Frank, and he gets the extra, but only him. He has paid us extra for you both, and we both heard good things about you and want to do this. I said OK, and as long as you want to do it. And then they both carried on.

I watched the lady with Cara; after a while, she used a wheel on the side of the bed and lowered the bed to just below her waste. Then she stood by Cara's head, took her top off, and dropped her white trousers to the floor; now she was naked. Then she stepped forward and had her legs on either side of the bed and then lowered her pussy onto Cara's face for her to lick it. Cara did, and then after a couple of minutes, she laid on Cara in a 69 position and started licking Caras's pussy.

Then the lady sucking my cock took all her clothes off and then climbed on top of me. And then I was rubbing her pussy over my cock, and then after a min started moving closer to her pussy entrance. Then slowly put my cock inside her. Then she started fucking me until she cum; now it was very strange as I did not fill like I wanted to cum. Then she lowed my bed and put her pussy other my mouse for me to lick, and she tasted very nice. Then she started sucking my cock.

After a while, both ladies swapped, and the other one started on Cara’s body, and the other one started fucking me until she cum. Then she got me to lick her pussy.

This was when I asked them what was in the drink or pill, as I didn’t feel like I wanted to cum. But I can feel the inside of their pussies when my cock is inside them. They just smiled at me and said it was a secret, and I have never found out about it until this day.

Then they took us to another room that had a big bed. And they laid me down on my back and put Cara on top of me and told her to fuck me. She did; after a minute, Cara looked at me like something had happened. A minute later, I noticed one of the ladies’ heads pop over Cara’s shoulder. Then the lady said I hope you don’t mind, Cara, as I have stuck a double dildo in your ass and my pussy. After a min, Cara was enjoying this and did cum hard, too and squirted a lot. The ladies licked her dry.

Now the ladies said let's fuck me once after another. So one would fuck me and then the other and then Cara. Now when Cara fucked me, I could feel like I wanted to cum, and the ladies could tell too. And they told Cara to keep fucking me, and after a while, I did cum, and I must say I could not believe how much I cum. It was coming out of Cara, and the ladies were both there licking it up from her pussy. Cara told me she enjoyed them licking the cum from her pussy.

It was a fantastic time again, and we then got dressed and headed home.

Not much happened until the day we went home as Frank popped around and said, you go back tomorrow and asked if he could spend another night with Cara. Cara agreed, and he said my wife will spend a night with you.

Cara had a great night with Frank, and they were up most of the night having sex. Nothing different to last time.

Now, Janice took me into her room. She wore a nice dress and said having one more night with you was nice. I then asked if I had a friend I told her about, and she asked me to meet and have some fun. I said I was not sure I could cope with two women, and she said we would make it work. Then she went and got her friend, who was the same age as Janice but a bit prettier and looked younger than her age. Her husband had passed away about a year ago, and she had not had sex for the last five years and came across as very nervous at first.

Once I knew this, I told her she did not have to do anything she did not want to. She just smiled.

Then Janice got right to it and took my shorts off and got my cock out, and started working on it while her friend was watching. Then she grabbed her friend's hand and pulled her over and got her to touch my cock, and then told her to have a taste. Which she did after a minute or so, and then she seemed to be enjoying herself. Then Janice told me to take all my clothes off and lay on the bed. Then she removed her friend's clothes, and she had a fantastic body. She did not realise until later she never had kids and was very fit with firm breasts.

Janice laid her friend next to me, and I gave her a nice kiss, then started working down her body, working on her breasts and then made my way to her pussy. I spent some time on her pussy, and she tasted very nice, too and was getting wet by now. I then returned up and asked her if she was okay. And she said yes, are you sure you want to go further, and would you like me to wear a condom? Janice replied yes, she would without a condom. But I asked her friend again, and she said it was fine to carry on.

I then started to line my cock up with her pussy and teased her for a bit. Then I began to push my cock inside her slowly, and she was very tight; it took a little while to get my cock inside her. Once I had it fully in, I started to fuck her slowly, and she started to enjoy it very much until the point she grabbed my ass and pulled me closer to her. And then sand harder, please, so I did. And it was not long before she cum and was very loud and then said wow, I needed that. And did not release how much I needed that until now.

Then I rolled off her, and Janice sucked my cock dry, and her friend was just watching her. Then her friend was shocked as Janice then moved other to her friend and started licking her pussy and licking on me cum out of it.

Her friend was not sure about this until Janice started licking her clit and made her cum again.  Then she told her friend to lick my cock until it got hard again. Then Janice jumped on and fucked me until she cum. Then we all lay there, and I told her friend, don’t do anything you don’t want to do even if Janice tells you. Then both of them lol; Janice is a sub, and I told Janice she will need to be told what to do. Then I asked is there was anything you would like to do, then her friend said I would like to try your cock in my ass. I asked if she was sure, and she said yes, I was.

So Janice got some lube, and I slowly inserted my cock as it was now hard again and fucked her friend's ass until she cum. Then I asked what you thought, and she said I am not sure about that but might give it another day.

Then we all fell asleep until late morning, and then I woke up with both of them on each side of me. Then they both woke up and then started playing with my cock as Janice's friend said I need to have your cock one more time so she did and went on top and fucked me like no tomorrow until we both cum. She cum first, then me not long after.

Janice again sucked my cock and licked her friend of my cum. Then we got dressed and sat in their front room with Frank and Cara. We chatted for about two hours, and then we said goodbye as we went home in the morning. Frank said, you could come back again, and Cara just said yes, we will, as this was a great holiday, and I would like to do it again. I just smiled and said good to me. Then Frank gave me their address and phone number so I could stay in touch.

We then packed our suitcases and went out for a meal, and then, an early night, we got our flight back to the UK. Cara said on the flight back that she needed a rest for a week as her pussy was sore. But I would do it again. I replied that we would stay in touch and go out again, as I would like to meet Janice's friend again.

We did go back again, but Janice was not well and in a care home, which was a shame. Frank said Janice's friend would like to spend some time with me, so we all swapped partners for the week. And we had so much fun.

We did go and see Janice, but she did not remember us. And that was the last time we went there as Frank passed away a year later just before we were planning to go back a third time.