Titus
03-04-2020, 04:55 PM
I finally realized my fantasy of watching my hot milf wife Tiffany have sex with another man. Well in this case a very young man in the form of seventeen year old Kyle.
My best friends son and a student of Tiffany’s. There was deception on both Tiffany and my part to make the fantasy a reality. I with the help of Kyle’s father manipulated Kyle into seducing Tiffany.
Tiffany fell for the seduction and cheated on me. She did feel guilty and would have ended it with Kyle. That wasn’t what I wanted to happen. I needed to find a way to bring it all out in the open without Tiffany finding out I had set it all up.
Well it wasn’t as hard as I thought it would be. Kyle’s young big cock was enough for her lust to override her convictions and assume the risk of continuing her relationship with him.
We brought Kyle in on the whole thing. First, to ensure he knew I was aware and ok with him fucking my wife. But also to ensure he didn’t get too emotionally involved. He accepted the fact it was a sexual arrangement and my plan for taking things to a new level.
The night at the school when he fucked Tiffany for the second time in her car, I told him to tell her he understood that she loved her husband and didn’t want to jeopardize her marriage. I instructed him to plant the seed that maybe I would be ok with her having sex with him. I had hoped to give her a way out of the guilt of cheating and continue to have my fantasy fulfilled.
After that rendezvous, Tiffany nervously approached me on the topic of sharing or watching her with another man. I had never directly told her about my fantasy. But I definitely gave her enough innuendos that she had a good idea that it turned me on.
We had a deep discussion with me letting her think she came up with a way for me to have my fantasy fulfilled...her plan was to seduce Kyle the next time she tutored him!
Like I said there was deception on both our parts. But it felt good that things were moving out into the open.
Kyle continued to come over every Sunday for “tutoring”. He would occasionally surprise her meeting her at the school on her parent teacher meeting night for some torrid car sex.
Over this time Kyle's dad and my best friend Chad was on me to see if Tiffany would have sex with him as well. I stalled him saying I was working up to it. But I wasn’t quite sure how to approach Tiffany.
Fucking a hot young stud that was single was one thing. But her fucking a guy the she considered more of a brother and also married to her ex-best friend might of been more of a stretch for her.
But knowing his teenage son was nailing my hot wife was definitely fucking with his mind. So finally Kyle had gone off to school. He got an epic fuck-a-thon send off from Tiffany. He spent the entire weekend in our bed with Tiffany before leaving.
At night I would listen to them fucking from the guest room. During the day I witnessed them spontaneously have sex downstairs a couple times. One time re-enacting their first time with him fucking her on the dining table. The second time her riding his big cock on our sofa before taking his cum in her mouth.
There were some tears between them when we said our goodbyes, with assurances he would be back on the holidays and summer breaks.
The biggest change after Kyle left was Tiffany dressed more provocatively for work than ever before when the next school year started. She changed her hair style into a shorter sassier look with a reddish tint. Her dresses definitely hugged her curves and accentuated her hourglass figure.
She made me join a local fitness club with her which in hindsight I really needed to do. I soon lost that dad belly and felt great. She loved my new look and the added stamina in bed I regained. I wasn’t ripped like Kyle but I could tell she was more turned on with me than she had been in a long while.
I would tease her about maybe finding a new student to tutor. She wouldn’t say no but was being very cautious about it which is understandable. She had some concern that Kyle might have said the wrong thing to one of his friends. But nothing seemed to point to that after he left.
She would pick up on conversation about her between students. Mostly how hot she was but nothing to imply anyone knew about her and Kyle. I think that had a lot to do with my and his dad's conversations with him about potential risk to Tiffany. More importantly how not keeping it close would impact any future sex between them.
After her first month back at school teaching, she told me she was hit on by the district super, her boss the principal and another male teacher. She told them all the same thing that she was married as were they. Of course the being married on her part wasn’t necessarily an issue for her now. But them being married was a no go. She also added all three men weren’t her type.
This didn’t bode well for Chad as he was married to Tiffany’s ex-best friend. They had a major falling out a few years back over her friend being jealous of Tiffany.
She had let herself go over the years gaining a lot of weight and was also angry she never applied herself to anything other than being a house wife. She caught Chad looking at Tiffany at a party and lost her shit. The scene was pretty embarrassing.
When Tiffany tried to assure her she had no desires for her husband and she wanted to reconcile their relationship, Cindy was petty and rude towards her, utterly ending a thirty year friendship.
Chad wasn’t wet happy when I told him his chances of having sex with Tiffany looked bleak. The true friend that he was he understood even though it wasn’t what he wanted to hear.
A few weeks later Chad was over doing some home upgrade work for us. He was a savant with anything to do with vocational like work. If it was broke he could fix it.
One day Tiffany sat outside on our patio doing some grading. Chad and I were putting up some new trim. He couldn’t keep his eyes off of her. She caught him a couple of times but didn’t say anything.
Later that night she asked me what was up with Chad. I told her the truth that he had always found her attractive and had admitted to me he fantasized often about having sex with her. Her first reaction was that I or Kyle had told Chad something.
I had to think quick on my feet and not say the wrong thing. I told her the partial truth that neither of us told Chad. In truth he had been part of the very thing from the beginning. She freaked a little asking me if I though Chad knew something. Then she said “Oh fuck! What if Cindy finds out!”
I got her to calm down by telling her that no one knew anything about Kyle. I had my fingers crossed behind my back. I know it was lying. But this was the right thing to do.
She told me that she would only have sex with me and Kyle in the future, it was too stressful to manage anything more than that. I thought to myself, “Fuck!”
Tiffany went back to dressing more conservatively although she did keep the new hairstyle. Thankfully, Kyle did come home on holiday break, which sated my need to watch her fuck another man.
But it was the catalyst for getting her to fuck other men in the future. Kyle split his vacation time with his family and being at our place. About a week after he went back to school. It was on a Saturday and Chad and I had just finished sheet rocking my garage. Tiffany went out grocery shopping. Where she ran into Cindy.
Tiffany had politely tried to greet her. Unprovoked, Cindy went off on her publicly about taking her son's vacation time from his family. Tiffany had tried to calm Cindy down, telling her Kyle was his own person and decided for himself what he wanted to do. It went south from there.
Chad and I were in my kitchen having a beer. I was siting at the island. Chad was leaning against the counter. As I mentioned before Chad is shorter than I am but built stocky with big arms. Wide shoulders and a solid chest. He has a gut but even that is solid.
Tiffany stormed into the house without any groceries ranting about how unreasonably crazy Cindy was, adding how hard she had tried to repair their relationship. She was pacing as she vented. Chad and I remained stone still.
Tiffaffy stopped pacing and looked straight at Chad. I could see his Adam’s Apple move as we swallowed deeply. I think he thought she was going about to take her ire out on him because of his wife.
She looked at him long and hard. Tiffany just said,”Fuck it!” She walked over to Chad, took his beer out of his hand and placed it on the counter. She took him by the hand and led him out of the kitchen. He looked back at me and I just shrugged.
I followed them and she continued to lead him by his hand. At first I thought she was tossing him out of our house. She took a hard right leading him upstairs.
She shouts back at me saying, “Give us few minutes.” It hit me she was going to fuck my best friend. It was my turn to start pacing. I looked at my watch like ten times and it seemed like it had stopped. I went upstairs and could hear water running in the shower.
I peeked in and it was pretty steamy as she hadn’t turned on the exhaust fan. Chad was in the shower with her. Her back was to him with his hands around in front of her massaging her tits.
Her right hand was between their bodies stroking a cock that was a couple inches shorter than mine but much thicker. I had seen Chad naked in the locker room before, but had know idea how thick his cock got when hard.
Tiffany wasn’t much shorter than Chad but she looked petite compared to his wide back and big arms. She leaned forward with one hand against the shower wall as she guided his thick cock into her pussy.
She let out a sharp gasp as she adjusted to his thickness. His hands went to her hips as he started to fuck her. Now she had both hands against the tiled wall as the water cascaded over them.
Chad’s muscles flexed as he continued to fuck her from behind. Tiffany was throwing her ass back to meet his thrust. She was gasping and urging him on. Her eyes went closed as she came loudly, her pleasure echoing in the shower.
She had him stop fucking her. He stepped back, his thick cock sliding out of her gaping pussy. She turned to face him and theykissed as she continued to stroke his cock.
The exited the shower and briefly toweled off. I was leaning against the door frame. Chad looked at me with a huge smile on his face. Tiffany led him to our bed, telling me to shower as they passed by me on the way to our bed.
I showered quickly and dried off. By the time I entered our bedroom. Chad was spread eagle on his back on our bed. Tiffany was riding his fat cock with the hands pressed against his muscular chest.
She locked over at me with glazed over eyes. She told me to bring her my dick. I stood by the bed as she sucked my hard cock while she continued to grind on my best friend's cock.
She was moaning around my cock as she came with a shudder. She climbed off of him and moved between his wide spread legs and started sucking his slick looking cock. She looked at me saying, “Fuck me.”She then resumed pleasuring him with her mouth.
Chad was moaning as I continued to fuck her. I couldn’t believe how far my previously conservative wife had come along. She had a cock in her mouth and pussy and was giving us both all we could handle. I pulled out and came on her ass and back.
Tiffany rolled onto her back. Chad moved on top of her. Her legs automatically went up and wide as he mounted her. Soon he was pumping her hard and fast. She was gripping both of his hard ass cheeks in her hands. She came again with Chad groaning loudly as he busted inside of her.
He collapsed on top of her with his cock still twitching inside of her. She stroked his broad back as she came down from her own orgasm.
Chad rolled onto his back saying how amazing it had been. She leaned up on one arm saying, “If your wife thinks I have been fucking you, we might as well enjoy it!" Chad laughed telling her he really did enjoy it very much.
He cleaned up and left for home. I immediately fucked Tiffany again. She got off telling me how good his fat cock felt and she loved the fact she had fucked both of Cindy’s men.
Afterwards I told her how much I enjoyed her time with Kyle and what had just happened. I told her I hoped there would be even more new experiences in the future... part three soon.
My best friends son and a student of Tiffany’s. There was deception on both Tiffany and my part to make the fantasy a reality. I with the help of Kyle’s father manipulated Kyle into seducing Tiffany.
Tiffany fell for the seduction and cheated on me. She did feel guilty and would have ended it with Kyle. That wasn’t what I wanted to happen. I needed to find a way to bring it all out in the open without Tiffany finding out I had set it all up.
Well it wasn’t as hard as I thought it would be. Kyle’s young big cock was enough for her lust to override her convictions and assume the risk of continuing her relationship with him.
We brought Kyle in on the whole thing. First, to ensure he knew I was aware and ok with him fucking my wife. But also to ensure he didn’t get too emotionally involved. He accepted the fact it was a sexual arrangement and my plan for taking things to a new level.
The night at the school when he fucked Tiffany for the second time in her car, I told him to tell her he understood that she loved her husband and didn’t want to jeopardize her marriage. I instructed him to plant the seed that maybe I would be ok with her having sex with him. I had hoped to give her a way out of the guilt of cheating and continue to have my fantasy fulfilled.
After that rendezvous, Tiffany nervously approached me on the topic of sharing or watching her with another man. I had never directly told her about my fantasy. But I definitely gave her enough innuendos that she had a good idea that it turned me on.
We had a deep discussion with me letting her think she came up with a way for me to have my fantasy fulfilled...her plan was to seduce Kyle the next time she tutored him!
Like I said there was deception on both our parts. But it felt good that things were moving out into the open.
Kyle continued to come over every Sunday for “tutoring”. He would occasionally surprise her meeting her at the school on her parent teacher meeting night for some torrid car sex.
Over this time Kyle's dad and my best friend Chad was on me to see if Tiffany would have sex with him as well. I stalled him saying I was working up to it. But I wasn’t quite sure how to approach Tiffany.
Fucking a hot young stud that was single was one thing. But her fucking a guy the she considered more of a brother and also married to her ex-best friend might of been more of a stretch for her.
But knowing his teenage son was nailing my hot wife was definitely fucking with his mind. So finally Kyle had gone off to school. He got an epic fuck-a-thon send off from Tiffany. He spent the entire weekend in our bed with Tiffany before leaving.
At night I would listen to them fucking from the guest room. During the day I witnessed them spontaneously have sex downstairs a couple times. One time re-enacting their first time with him fucking her on the dining table. The second time her riding his big cock on our sofa before taking his cum in her mouth.
There were some tears between them when we said our goodbyes, with assurances he would be back on the holidays and summer breaks.
The biggest change after Kyle left was Tiffany dressed more provocatively for work than ever before when the next school year started. She changed her hair style into a shorter sassier look with a reddish tint. Her dresses definitely hugged her curves and accentuated her hourglass figure.
She made me join a local fitness club with her which in hindsight I really needed to do. I soon lost that dad belly and felt great. She loved my new look and the added stamina in bed I regained. I wasn’t ripped like Kyle but I could tell she was more turned on with me than she had been in a long while.
I would tease her about maybe finding a new student to tutor. She wouldn’t say no but was being very cautious about it which is understandable. She had some concern that Kyle might have said the wrong thing to one of his friends. But nothing seemed to point to that after he left.
She would pick up on conversation about her between students. Mostly how hot she was but nothing to imply anyone knew about her and Kyle. I think that had a lot to do with my and his dad's conversations with him about potential risk to Tiffany. More importantly how not keeping it close would impact any future sex between them.
After her first month back at school teaching, she told me she was hit on by the district super, her boss the principal and another male teacher. She told them all the same thing that she was married as were they. Of course the being married on her part wasn’t necessarily an issue for her now. But them being married was a no go. She also added all three men weren’t her type.
This didn’t bode well for Chad as he was married to Tiffany’s ex-best friend. They had a major falling out a few years back over her friend being jealous of Tiffany.
She had let herself go over the years gaining a lot of weight and was also angry she never applied herself to anything other than being a house wife. She caught Chad looking at Tiffany at a party and lost her shit. The scene was pretty embarrassing.
When Tiffany tried to assure her she had no desires for her husband and she wanted to reconcile their relationship, Cindy was petty and rude towards her, utterly ending a thirty year friendship.
Chad wasn’t wet happy when I told him his chances of having sex with Tiffany looked bleak. The true friend that he was he understood even though it wasn’t what he wanted to hear.
A few weeks later Chad was over doing some home upgrade work for us. He was a savant with anything to do with vocational like work. If it was broke he could fix it.
One day Tiffany sat outside on our patio doing some grading. Chad and I were putting up some new trim. He couldn’t keep his eyes off of her. She caught him a couple of times but didn’t say anything.
Later that night she asked me what was up with Chad. I told her the truth that he had always found her attractive and had admitted to me he fantasized often about having sex with her. Her first reaction was that I or Kyle had told Chad something.
I had to think quick on my feet and not say the wrong thing. I told her the partial truth that neither of us told Chad. In truth he had been part of the very thing from the beginning. She freaked a little asking me if I though Chad knew something. Then she said “Oh fuck! What if Cindy finds out!”
I got her to calm down by telling her that no one knew anything about Kyle. I had my fingers crossed behind my back. I know it was lying. But this was the right thing to do.
She told me that she would only have sex with me and Kyle in the future, it was too stressful to manage anything more than that. I thought to myself, “Fuck!”
Tiffany went back to dressing more conservatively although she did keep the new hairstyle. Thankfully, Kyle did come home on holiday break, which sated my need to watch her fuck another man.
But it was the catalyst for getting her to fuck other men in the future. Kyle split his vacation time with his family and being at our place. About a week after he went back to school. It was on a Saturday and Chad and I had just finished sheet rocking my garage. Tiffany went out grocery shopping. Where she ran into Cindy.
Tiffany had politely tried to greet her. Unprovoked, Cindy went off on her publicly about taking her son's vacation time from his family. Tiffany had tried to calm Cindy down, telling her Kyle was his own person and decided for himself what he wanted to do. It went south from there.
Chad and I were in my kitchen having a beer. I was siting at the island. Chad was leaning against the counter. As I mentioned before Chad is shorter than I am but built stocky with big arms. Wide shoulders and a solid chest. He has a gut but even that is solid.
Tiffany stormed into the house without any groceries ranting about how unreasonably crazy Cindy was, adding how hard she had tried to repair their relationship. She was pacing as she vented. Chad and I remained stone still.
Tiffaffy stopped pacing and looked straight at Chad. I could see his Adam’s Apple move as we swallowed deeply. I think he thought she was going about to take her ire out on him because of his wife.
She looked at him long and hard. Tiffany just said,”Fuck it!” She walked over to Chad, took his beer out of his hand and placed it on the counter. She took him by the hand and led him out of the kitchen. He looked back at me and I just shrugged.
I followed them and she continued to lead him by his hand. At first I thought she was tossing him out of our house. She took a hard right leading him upstairs.
She shouts back at me saying, “Give us few minutes.” It hit me she was going to fuck my best friend. It was my turn to start pacing. I looked at my watch like ten times and it seemed like it had stopped. I went upstairs and could hear water running in the shower.
I peeked in and it was pretty steamy as she hadn’t turned on the exhaust fan. Chad was in the shower with her. Her back was to him with his hands around in front of her massaging her tits.
Her right hand was between their bodies stroking a cock that was a couple inches shorter than mine but much thicker. I had seen Chad naked in the locker room before, but had know idea how thick his cock got when hard.
Tiffany wasn’t much shorter than Chad but she looked petite compared to his wide back and big arms. She leaned forward with one hand against the shower wall as she guided his thick cock into her pussy.
She let out a sharp gasp as she adjusted to his thickness. His hands went to her hips as he started to fuck her. Now she had both hands against the tiled wall as the water cascaded over them.
Chad’s muscles flexed as he continued to fuck her from behind. Tiffany was throwing her ass back to meet his thrust. She was gasping and urging him on. Her eyes went closed as she came loudly, her pleasure echoing in the shower.
She had him stop fucking her. He stepped back, his thick cock sliding out of her gaping pussy. She turned to face him and theykissed as she continued to stroke his cock.
The exited the shower and briefly toweled off. I was leaning against the door frame. Chad looked at me with a huge smile on his face. Tiffany led him to our bed, telling me to shower as they passed by me on the way to our bed.
I showered quickly and dried off. By the time I entered our bedroom. Chad was spread eagle on his back on our bed. Tiffany was riding his fat cock with the hands pressed against his muscular chest.
She locked over at me with glazed over eyes. She told me to bring her my dick. I stood by the bed as she sucked my hard cock while she continued to grind on my best friend's cock.
She was moaning around my cock as she came with a shudder. She climbed off of him and moved between his wide spread legs and started sucking his slick looking cock. She looked at me saying, “Fuck me.”She then resumed pleasuring him with her mouth.
Chad was moaning as I continued to fuck her. I couldn’t believe how far my previously conservative wife had come along. She had a cock in her mouth and pussy and was giving us both all we could handle. I pulled out and came on her ass and back.
Tiffany rolled onto her back. Chad moved on top of her. Her legs automatically went up and wide as he mounted her. Soon he was pumping her hard and fast. She was gripping both of his hard ass cheeks in her hands. She came again with Chad groaning loudly as he busted inside of her.
He collapsed on top of her with his cock still twitching inside of her. She stroked his broad back as she came down from her own orgasm.
Chad rolled onto his back saying how amazing it had been. She leaned up on one arm saying, “If your wife thinks I have been fucking you, we might as well enjoy it!" Chad laughed telling her he really did enjoy it very much.
He cleaned up and left for home. I immediately fucked Tiffany again. She got off telling me how good his fat cock felt and she loved the fact she had fucked both of Cindy’s men.
Afterwards I told her how much I enjoyed her time with Kyle and what had just happened. I told her I hoped there would be even more new experiences in the future... part three soon.