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Wife’s Business Trips - Chapter 2

"Jason"

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Author's Notes

"With my wife’s permission, I have decided to write about her experiences whilst travelling for business. These stories are based on my memory of her detailing these experiences to me. Carol also reviews them before posting."

Welcome to chapter two of this series describing my wife’s business trips. As detailed in chapter one, Carol travels across the country for work. She stays at Airbnbs to keep costs down. During these stays, she meets many interesting hosts. She returns to some hosts multiple times if she enjoys her stay. She sometimes even fucks the host! Carol always informs me in advance when this is likely to happen. We both get a lot of excitement from these exchanges. Carol’s first encounter was with an elderly gentleman by the name of Keith. Keith gets no sex from his wife. He was delighted when Carol offered her pussy to him. He still fucks Carol when she travels to his locality. Keith loves it when Carol visits, and he can release several months of sexual frustration. He also releases several months of cum into Carol’s pussy, which she loves.

Carol has lovers in other localities also. This chapter is about a single mature man who took a liking to her. His name is Jason. He is a middle-aged bachelor. He is short and stout, with a receding hairline. He lives alone in a 3-bedroom townhouse. He lives in a regional city, which Carol visits regularly. He is not the typical guy who Carol would be attracted to. However, he is pleasant and easy-going.

Carol found Jason easy to chat with. He is an accountant. He started his career with a multinational company where he quickly climbed the corporate ladder. Work hours were very long, but the money was good. He had traveled around the world and spent several years in Asia and the Middle East. But he had been unlucky in love. He told Carol that his transient lifestyle and long work hours had not been conducive to his relationships. He decided to quit corporate life and return to his hometown, where he purchased the townhouse and established his own firm.

Carol is a very generous lady who loves to make people happy. She was a virgin when we married and still attends church regularly. She is now also a very happy hotwife who loves to make all men happy. Carol was sympathetic to Jason’s plight. Jason found Carol very attractive. Carol knows when a man is attracted to her. When this happens, she can not help flirting with them. Carol stayed at Jason’s house several times before anything happened between them.

Carol and Jason had flirted for several months. But Jason was too shy to progress any further. Carol then received a message from Jason. Jason advised Carol that a family with a young baby would be staying in the room next to her and that she could cancel the booking if she wanted to. I jokingly suggested that Carol should just sleep in Jason’s bedroom.

Carol kept the booking. When she arrived, Jason offered to swap bedrooms with her for the evening. Carol politely declined, and she told Jason not to worry about it. Carol had dinner with Jason and watched some TV. By this stage, the other family had gone to their bedroom and seemed to be settled. Carol then also went to bed.

Carol awoke just before midnight to the cries of a screaming baby. She had personal experience with our four babies, but she had not remembered one being this loud. She texted me a message with an angry emoji. I suggested that she make a cup of tea and wait until the baby settles again. Carol went down to the kitchen. She was wearing a black, short-skirt nightdress. When she got to the kitchen, she discovered that Jason had also been awakened. He made them both a cup of tea, and they chatted about their quandary. Jason was wearing boxer shorts. He had thrown on a t-shirt for modesty, but he was unable to hide the modesty within his shorts. Carol’s nightdress showed off her thick thighs and a wide bum. She has a thin waist and big, saggy, mature boobs. Her nipples poke through her nightdress.

Jason obviously liked what he saw. Carol could clearly see the outline of a shaft under his shorts. Jason once again offered Carol his room, which was one floor above hers. Carol told Jason that she couldn't do that, as Jason would then suffer a poor night’s sleep himself. Carol then suggested that they share his bed. Jason has a big king-sized bed with more than enough room for both of them. Jason was taken aback by Carol’s suggestion. It took him a moment to process. Snapshots of Carol, half-naked in the bed beside him, flashed before Jason’s imagination. Jason quickly finished his tea, and he went to prepare the room. Carol messaged me to tell me that she was about to go upstairs to Jason’s room. She didn’t need to say anything more, and I knew not to ask anything more. I started vigorously wanking at the thought of another man fucking Carol! But I didn't receive any further messages from her until the next morning.

I sent Carol a message which simply said “so did you fuck?” Carol replied with a thumbs up. She then sent me the details. Carol and Jason got into either side of the bed. They couldn't hear the baby crying, but neither of them could sleep. There seemed to be sexual tension in the air.

After what felt like eternity, Carol rolled onto her back. As her eyes adjusted to the darkness, she could see why Jason wasn’t sleeping. Jason was also lying on his back. Carol saw the silhouette of a large tent formed by the top sheet. There was obviously a very large tent pole holding this structure up. Carol moved closer to Jason to explore the area. Her hand moved across into the tented space. She then took hold of Jason’s shaft. It felt huge and bigger than anything she had felt before.

As explained previously, Carol had a very conservative upbringing, and she had not seen many cocks. She had previously thought that my cock was big, but this one was massive! Carol was frightened. She went under the cover to give Jason a blowjob. The head of Jason’s cock filled her mouth. She needed both hands to stroke it.

Carol licked, sucked, and stroked Jason’s cock. She could only get her mouth partially down his shaft. She stroked it more than she normally would. She enjoyed exploring his full length. Jason then started to moan. Carol quickly placed her mouth over his cock again as he shot several jets of thick cum straight down her throat. Carol swallowed it all, and she proceeded to clean his cock as it went soft. They both then went to sleep.

At about six am, they were both awoken again to the muffled sound of a baby crying. Carol cuddled up to Jason, and they began kissing. He had another erection. Carol went down to give him another blowjob. The sun was beginning to rise, and the room was dimly lit. Jason’s cock looked as big as it had felt. Carol licked and sucked Jason until he was super hard. She then kissed him briefly before lying on her back with her legs spread. She wanted Jason inside her.

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Jason moved over the top of Carol and positioned his cock at the entrance to her pussy. Carol was nervous but also excited. She looked down to see his huge shaft ready to impale her. Carol adjusted her position for the ideal entry angle. Jason pushed on Carol’s pussy with the head of his cock. Carol’s pussy slowly opened as Jason pushed harder. There was an audible pop as Carol’s pussy took Jason’s full girth. Carol gasped. Jason asked if Carol was Ok. Carol was not making gasps of pain. She was making gasps of pleasure. Jason's cock was slightly stretching her pussy, but it felt great. Carol told him to continue.

Jason then inserted his full length. Carol gasped loudly. She felt completely full. She could feel Jason deep within her pussy. She could feel his cock touching places where she had never felt another cock before. It felt incredible. Jason then began to slowly thrust in and out of Carol’s pussy. Jason’s big cock was stimulating her G-spot with just the right amount of pressure, and Carol was soon cumming.

Carol is not a squirter, but she produces a lot of liquid when she cums. Her pussy juice covered Jason’s shaft and provided extra lubrication. Jason then began to thrust faster and harder. Carol orgasmed again. Carol moans very loudly when she orgasms. She screams when she has a very intense orgasm. This was a very intense second orgasm. Jason slowed down after Carol relaxed. They both paused whilst Carol caught her breath. Jason then started fucking her again. He gradually increased his speed and depth. Carol would begin to moan when she was getting close to cumming. Jason would then pound her hard until she was screaming again with delight..

This cycle continued for at least forty-five minutes. Carol lost count of the number of times she orgasmed, and she didn't think that she could cum again. She told Jason that she wanted him to cum. She told him to cum inside her. Jason increased his speed and force one last time. Jason spread Carol’s legs wide and high. He began pounding Carol very hard. Carol felt some discomfort, and she instinctively pushed her hands against Jason’s chest. This seemed to make Jason fuck her even harder. Jason pounded Carol into his mattress. His big cock went deeper into her pussy. Carol could feel the head of Jason’s cock pounding her cervix. Carol began to cry in shock with each thrust. This aroused Jason to the point of orgasm. Jason started moaning very loudly. He paused with each thrust. He held his cock deep inside Carol as he deposited each surge of his cum.

Jason collapsed onto Carol. He rolled onto his back and told her that she was fantastic. He then kissed her again and went for a shower. Whilst he was in the shower, Carol took a pic of her used pussy. I placed my phone on the bed and I wanked as I looked at the image of cum dribbling from my wife’s pussy.

Carol had a shower and got ready for work. She came back home that evening. She was exhausted from the lack of sleep and being fucked so hard. She removed her pants as she entered the house. Her pussy was tender, and she asked me to be gentle. She told me that Jason’s cock was much bigger than mine. I kissed her, lifted her onto the kitchen table, and spread her legs. She said that Jason had pounded her for hours before filling her with cum. I gently inserted my cock and fucked her slowly. She told me that there was probably some of his cum still deep inside her pussy. I began cumming immediately.

I asked Carol if she wanted to return to Jason’s Airbnb. She sheepishly told me that she would like to. Jason had used her like a whore. He had fucked her until she could hardly walk. But his cock seemed to be the perfect size for her. It had given her multiple orgasms. She wanted more. I knew that I couldn't prevent Carol from fucking Jason again. I could not provide Carol with the same big cock experience. I felt humiliated. But I was also excited.

After several more visits to Jason’s, Carol soon became accustomed to his size. She asked him how big his cock was. He told her that it was just over nine inches in length when fully erect. He didn't know the girth. Needless to say, Jason has a very big cock. Jason told Carol that his previous girlfriends were too small for him. He could never enjoy sex with them. They would ask him to stop. But this was usually just as he was about to climax, and he couldn't stop.

Jason fucks Carol hard. Carol loves it. When she has been fully satisfied by Jason’s big cock and has cum multiple times, Carol tells Jason to fuck her harder. Jason puts Carol’s ankles behind her ears and pounds her pussy hard. Carol then tells Jason that he is too big for her. She pleads with him to stop. This makes Jason fuck her even harder, and he cums shortly after.

Carol stays with Jason for one or two nights during each visit. Jason fucks Carol each evening. He knows that Carol is a big cock whore. Carol waits in his bed with her legs spread. Jason enters the bedroom, stroking his nine-inch erection. Without saying a word, he gets into position and begins fucking Carol. She has tried most positions with him. But her favorite position is on her back with her legs spread wide. In this position, she can watch the full length of Jason’s cock as he thrusts. He also likes to see the alarmed look on her face as he pounds her hard. Jason fucks Carol for at least one hour before he cums. On one occasion, he fucked her for nearly three hours before he finally came. Carol was exhausted. Her pussy was sore for days. But she returned to Jason’s house the following week, and she stayed another two nights with him. Jason loves that he can fuck Carol bareback and dump his load inside her. She then returns home to me full of cum.

I fuck Carol as soon as she arrives home. She enjoys this, and she loves to see me reclaim her. Carol adds some dirty talk to our reunion. She tells me that she was fucked by Jason’s big cock. She removes her pants and spreads her legs. She tells me again that her pussy was fucked and filled with cum by Jason’s big cock. When I ask her how big his cock is, she tells me that it is much bigger than mine. She tells me that she loves Jason fucking her. This makes me very hard. As I am positioning myself between Carol’s legs, she asks me if I am going to put my little dick in her. I grunt an acknowledgment, and I begin fucking her at my full speed. I tell her that I am going to cum inside her. Carol replies by saying that Jason’s cum is too deep for me to reach. She tells me that I will need to shoot deeper than I ever have to reach his semen. This makes me cum almost immediately.

I think that I might now be a cuckold. I certainly don't mind being referred to as a cuckold. I actually enjoy it.

Published 
Written by Thefamilyguy
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