The Accidental Cuckold/Hotwife

This is a story that includes cuckold hotwife aspects. If that bothers you please save yourself the trouble and move on to another story.

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Jack:

My name is Jack and my wife's name is Jill. We are 47 years old. We both grew up in catholic homes and attended the same catholic college. We got married at 18 shortly after we graduated. Our sexual experience was very limited, we were both virgins and had our first intercourse three months before our wedding. Jull has blond hair, still has a great figure and weighs only 10 lbs. more than she did on our wedding day. I have not fared quite as well with a small paunch and rapidly receding hair

Although we didn't pay a lot of attention to penis size, we both knew instinctively that mine was a little less than average (about 5 inches). We both tend to refer to my penis as Little Peter. However, although small, it was very effective at producing a family; we had our 4 children by the time we were 25.

For years our vacations were "family" vacations. You know, lots of driving to camp sites or relatives. Now the children are out on their own we have done more as a couple, like going on cruses etc. We also have found we enjoy a small (one week or less) getaways. This is what we are embarking on today. We picked a small resort in the Caribbean islands for what turned out to be a lifechanging vacation.

Our flight arrived on the island around 4pm so by the time we checked in, we were hungry and tired. We went to the lounge restaurant in the complex for supper then a little TV viewing and we were off to dreamland.

Sunday morning, we took the shuttle to the nearby village to attend church, then walked around the neat little tourist town. We decided to go back to the lounge at the resort for supper and some dancing.

Monday morning started out beautiful with some morning sex. Even though we have been married 27 years our sex is distinctly vanilla as they say. I will describe it in detail. It is anything but erotic.

We always start with me having a hardon and snuggling up to Jill. After she wakes, we make out for about 10 minutes then she rolls on her back and spreads her legs. Because she never cums on Little Peter, we have learned we are both more satisfied if she cums from my tongue first then I move up to penetrate Jill. Jill hates tasting body fluids of any type, so she always has a tissue handy to give me to wipe all remnants of her vagina juice from my mouth. She always needs lubrication for vaginal penetration. After I am in Jill for four or five minutes I always cum. I roll off her and she immediately gets up and goes to the bathroom to, "clean up." Jill normally comes back for a brief cuddle then we get on with the day. I appreciate this all sounds very boring and unromantic and I suppose it is, but we love each other so much, even after 27 years, we have never looked outside our marriage for sexual satisfaction. I have never looked at pornography and I am confident Jill hasn't either. This will prove to be the last of this style of sex

We got up dressed and went to breakfast. After, we went back to our suite to pack for the beach. We took magazines and the brochures we had about our resort. Once at the beach, we were startled by many people in various stages of nudity including many men and women with nothing on! Shocked we quickly set up our chairs and got comfortable then we looked at the brochures. Sure enough, we had both missed a note in the description (clothing optional beach).

Jill then went through her normal modest ritual of lying on her stomach, undoing her top, and asking me to apply sunscreen. Then I removed my swim trunks and applied sunscreen to places I don't usually worry about. I kept a towel handy in case Little Peter decided to miss behave.

After dozing for a bit, I looked over at Jill and saw a sight I will never forget. A brown skinned man had set up less than ten feet from us and, while I was behind Jill, I could see that her head was such that if her eyes were open, she couldn't help but see him and the package he so proudly displayed. He was at least 3 inches longer than me!

When Jill decided to sit up again, it was comical to watch her try to reset the chair to the sitting position while holding her swim top over her beautiful breasts. The man beside was watching with a bemused smile on his face. After an hour or so, Mr. Big got up and carefully packed up his belongings. Jill was watching every move and, for me, just thinking about what could be going through her pretty head caused Little Peter to stir; I pulled the towel into place to hide my embarrassment.

As soon as Mr. Big was out of earshot, Jill looked over at me and said, "Can you believe that?" I just smiled.

We stopped at the deli for drinks and sandwiches to eat at our suite. Nothing was said about Mr. Big and as usual after eating we took a little nap.

When I awoke, I was horny, so I snuggled up to Jill hoping for some action. She woke up and said, "we already did that this morning." I thought yes but a lot has happened since this morning.

We spent more time enjoying the resort site, more beach time and decided to visit the dine and dance lounge for dinner.

After dinner we got up to dance and we noticed Mr. Big was there with another couple. When we returned to our table Mr. Big came over. He introduced himself as Joe and asked our names. After a bit of small talk, he looked at me (Jack) while asking Jill for a dance.

Jill:

After a quick Latin style dance a slow one started. Joe is a wonderful dancer, so I agreed to stay for the dance.

Joe said, "You are a beautiful woman and I would love to fuck you." ... I almost passed out.

Once I recovered, I said, "WHAT?"

Joe said, "I know that was very direct, however since people come and go so quickly here, I have found the direct approach either gets me a date or a slap."

"Well you almost got a slap from me," I said. I didn't say any more about his proposition and I was soon back at the table with Jack. The couple with Joe soon left and after paying the bill Joe left also, smiling at me as he passed by.

Jack and I had a few more dances, I decided to wait till we were back at our suite before I told Jack about my conversation with Joe.

Jack:

When Jill told me about the conversation she had on the dance floor, I was shocked, but I could see Joe's logic.

We went to bed early because Tuesday we had to get up early to catch a shuttle to the port to enjoy a daytime luncheon cruse. When we returned to our room, we had our usual noon snooze.

I woke up to a new surprise. Jill was playing with Little Peter and soon she took him into her mouth. She has never given me a blow job in her life which means I have never experienced one before. It was beyond description. The beautiful warmth surrounding my penis was quickly bringing me to orgasm. I told Jill and she said, "go for it baby," of course she had her handy tissue ready to capture all of my seed.

Jill rolled over and said, "my turn." I did my usual oral sex. Again, Jill rushed to the bathroom after she came.

We walked to a cute little restaurant we saw in town on Sunday. When we returned home, we didn't stay up long after a very tiring day.

Wednesday started out with our usual morning sex, but I noticed a small difference. Jill seemed to be initiating things more than usual she also did not apply lube before she allowed penetration.

After breakfast we went to the beach. It was not crowed yet, so we were able to pick the same spot we had the first day. I felt something had changed and I was soon to KNOW things had changed.

Jill started off on her tummy and she reached around and undid her top. She asked me to apply suntan lotion to her back then, after I finished, she slipped off her bikini bottom and asked me to put lotion on her bum. I couldn't leave the inside of her legs exposed now could I? So I put some lotion on her upper legs coming very close to her sweet pussy.

I snoozed sitting for a while then I heard a bit of commotion from Jill. There she was completely naked adjusting her chair so she could sit and read. Then I noticed Joe had set up close by with a perfect view of Jill. She bent her knee on my side giving Joe a better view. I soon needed to place a towel over my groin to avoid embarrassment.

After an hour or so, Joe picked up his things and walked over to us; his naked cock inches from Jill. He stood there for a moment looking down at her beautiful tits. He asked if we planned to go to the lounge this evening because he wanted to talk to us. We said we would be there around 6:30. He then reached down and gave one of Jill's nipples a quick squeeze; Jill let out a little squeal, then he was gone.

We picked up our deli lunch as usual then to our suite for lunch and the afternoon snooze. When I awoke, I got another surprise, Jill wanted to get in the 69 position with her on top. We were soon sucking and licking each other. I told Jill I was about to cum and she said, "go for it." We both came together AND SHE SWALLOWED EVERYTHING!

When we arrived at the lounge Joe was nowhere in sight. We ordered drinks and food and by the time we were finished the band started playing. Once the first couple dances were over, we saw Joe arrive with a couple friends.

Joe came over to our table and asked me for a dance. As soon as we were on the floor Joe asked me if I had shared with Jack that he wants to fuck me. I told him I had, then he asked me what Jack said. I told him he didn't say anything. Joe thought that was a good sign.

Joe lead me back to our table and sat down with us. Joe asked if we were familiar with the terms hotwife and cuckold. we told him we were not. Joe told us he would like to take us to a very nice traditional restaurant on Friday evening then we would come back to his suit where he would like to fuck me with Jack watching. Joe said he didn't want a decision from us now, but he gave us a business card with his phone number on it and a URL for a web site we should visit together tonight or tomorrow morning where they explain the cuckold lifestyle very well. Tomorrow, if we want to go ahead with his plan, we should text him saying we will meet him in the lobby Friday evening. If we don't want to go with his plan, we should still text him and say regrets. He told us he would be away on business all day tomorrow Thursday.

Jack:

We were stunned, my mind was saying "no way" but my body and Little Peter were tingling with excitement. We went back to our room and opened our laptop. We read to each other one paragraph at a time. The web site assured us that many more people than we would think were in this lifestyle. It also claimed that when couples have good communications, they usually enjoy the lifestyle with an enhanced sex life.

Jill:

Halfway through the article I was wet, wet, wet; I couldn't believe how I was feeling but I was also very concerned about our marriage. No matter how thrilling the sex could be, I didn't want to put our marriage in the slightest jeopardy.

Jack:

The next morning (Thursday) we were too preoccupied with our decision regarding Joe to have morning sex, instead we agreed to go to breakfast then come back to discuss the decision.

When we returned back to the suite, we logged onto the cuckold lifestyle site to refresh what we read last night, then I took the lead, "Jill as you have no doubt noticed I have been sexually excited watching you change from a very modest person to a bit of an exhibitionist. A week ago, I wouldn't have dreamt of watching you have sex with another man; however, I realize the cuckold angst they mentioned on the website is affecting me. I am sexually aroused, scared and jealous all at the same time. I would never encourage us to do something that would endanger our marriage; however, I think we are good communicators and strong enough in our love for each other for me to handle watching you with Joe."

Jill:

I could hardly believe what I was hearing; however, I have never been so sexually excite in my life, even on our wedding night! I said, "Jack are you saying I should go ahead and have sex with Joe?"

Jack said, "It is your body and only you can decide if you want to go ahead. I am only saying I will not hold it against you in any way if you fuck Joe. I will love you as much as ever, and I think I will enjoy watching. I am certainly enjoying the sex we have had since this all started."

Jill said, "Oookyyyy I guess we send the text agreeing to Joe's proposition."

After that, we prepared for the beach. To my surprise, Jill walked us deep into the area with the most people and then proceeded to strip. After an hour of sunning she said, "do you realize we have been here all this time and we haven't been in the water yet? Let's go."

I hesitated because Little Peter was acting up (more like rising up). Jill said, "put on your swim trunks if it will help."

We laughed and splashed and soon Jill pulled my trunks off.

We did our usual lunch and snooze routine after which I was looking for sex. Jill shocked me when she said, "Sorry buster but this pussy is now on reserve for Joe. You must wait till after I have been with Joe. No masturbating either."

She later told me I was so cute with a pout on my face.

I can't believe the thrill I felt when Jill denied me sex at this time. Technically I was not yet a cuckold, but Jill was already assuming her role as a cuckdress.

That night we both slept fretfully and of course no sex for us Friday morning. After we had our noon snooze, I woke up expecting to cuddle a bit, but Jill was already up and on the computer. As soon as she saw me awake, she said, "Hi sweetie, now your awake I would l would like you to shave me." I must have looked a little baffled since she said, "My pussy of course, and I don't want you playing around and make sure you don't nick me!" It was all I could do to avoid playing around, then, once I finished Jill turned over and presented her bum to me.

I said, "Are you planning anal? You have never let me in there."

Jill said, "I don't know but, I want to be ready in case," She saw that cute pout again. Jill said, "you know what they say on the web site a hot wife often does things with her lover she won't do with her husband."

When finished, I went to the computer where Jill had left the web page open. It was labeled, "How to give a great blow job."

Watching Jill get ready was very very hot. Soon she said, "don't you think you should get ready also we have to leave in 20 minutes."

When we walked into the lobby, the whole dynamic of our 27-year sex life changed forever. Joe reached out and shook my hand then he turned to Jill and complimented her on how she looked. Joe then drew her into his arms and gave her a sensual kiss on the lips. Not an open mouth French kiss, but the kind of kiss you see a couple give each other when they greet each other at the airport. The pang of jealousy was so strong I almost turned and left. Joe then took Jill's hand and lead her to the car. He put her in the passenger side front seat. It was obvious I was to ride alone in the back seat. They walked from the car to the restaurant arm in arm while I followed like a puppy dog.

Joe was obviously known at the place because the hostess greeted him by name and took us to one of the best seats in the house. The conversation during the delicious meal was surprisingly engaging. I didn't feel alone until they got up to dance.

When they returned Jill excused herself to go to the lady's room and Joe asked if I would mind driving us back to the hotel. They both got into the back seat when Jill caught my eye in the rearview mirror. She mouthed, "I love you," and blew me a kiss. I did the same back. Then she disappeared into Joe's arms.

Joe's suite was a much nicer one-bedroom unit. We sat in the living room to enjoy an after-dinner drink then Joe took Jill's hand and lead her to the bedroom with me following.

Once in the bedroom, Joe gave us instructions. First, he told me to strip and put on the hotel dressing gown. I said, "right here?"

Joe chuckled and said, "Well yes, you can use the bathroom if you like but I think we have all seen you naked before." Joe then pointed out the tripod at the foot of the bed and told us he would record the "action" on my cell phone for our use only. He wanted me to take off Jill's clothing on thing at a time.

Jill:

We were now lined up with Joe in his shorts, standing by the bed behind me, in front of me Jack approached and gave me a kiss then proceeded to remove my blouse. This was so hot I could feel myself getting very wet. After my skirt was off Jack removed my brazier and took a moment to hold my breasts then he said, "I love you," I said the same back to him. Jack then turned me to face Joe.

Jack:

Once I removed Jill's brazier, I held her breasts for a moment and thought how beautiful they were even after feeding four babies. Once I turned her to face Joe the moment had arrived, I was about to release to another man my exclusive claim to her sex. I pulled down her panties; her pussy was soaking wet.

Jill:

Once Jack removed my panties he sat on the chair and I went over to my lover. I couldn't wait to pull down his shorts and release his beautiful big cock.

I immediately began to give him a blow job using the ideas I read about on the net. I was obviously doing OK because after a few minutes Joe asked me, "Do you want me to cum in your mouth or in your pussy?"

I said, "I want you to cum deep in my pussy!"

Joe reached down lifted me up and placed me on the bed. He pushed me back and crawled up between my legs, spread for the first time ever for another man.

Jack:

The thrill and extreme jealousy were so overwhelming I almost passed out. I looked down at Little Peter and he was happily standing at attention between the folds of my dressing gown.

Joe was able to bring Jill to orgasm with his tongue almost immediately. She is usually very quiet when she cums, but this time I am sure her moans and groans could be heard up and down the hallway.

Now the moment was upon us. I was about to be cuckold. Joe moved up on Jill. She didn't reach for a tissue like she does with me. Instead she kissed him, mouth open, and tongue probing.

Jill cautioned Joe to be gentle since he was so big. Joe carefully pushed the tip of his cock past the entrance to Jill's pussy. Soon they were fucking with long strokes; Jill was lifting her body to meet every stroke. Their rhythm was as beautiful in bed as on the dance floor.

Jill:

I cannot begin to explain the thrill I felt when Joe pushed the tip of his penis into my pussy. I was so wet and in no time I felt his balls touching my bum. I strained to look down and was amazed to see he was indeed completely buried in my vagina.

Although I was having orgasms pretty much one after the other Joe was pacing himself. Then he rolled off me and signaled me to get on my hands and knees. Jack and I never make love in any position other than missionary, I considered the position I was in now is degrading; however, Joe's cock was soon deep in my pussy and we were having wild sex with Joe giving me a good slap on the bum every so often. I didn't think I could have a stronger orgasm, but I did while Joe filled me with cum.

Jack:

After their wild sex they collapsed beside each other on the bed. Soon they were cuddling and kissing. They were talking to each other, but I couldn't understand most of what they were saying. I wanted to masturbate so bad during the whole session, but I had promised not to.

Jill rolled off the bed and walked over to me. She gave me a tender kiss and said she loves me, I told her I love her too. She told me they want some time alone and that I should pick up our clothes and the phone from the tripod and return to our suite. She said she would join me in the early morning.