Almost there!

[Xenon44]

Major development!!!

I revealed my cuckold/hotwife fantasy to my wife several years ago, and some of the background is in Our Wannabe Adventure: https://www.wifewantstoplay.com/threads/our-wannabe-adventure.42091/

Deb doesn’t have much interest in my fantasies, but she has been willing to go along . . . up to a point . . . in order to please me. Until now, that has meant coming with me to a sex club and sometimes dancing for me, baring her breasts, and she even became OK with having sex with me while others watch. This is indeed exciting for me and I am so thankful! But I have dreams and fantasies of a more purely cuckold nature and she has been totally uninterested.

The new development is that Deb and I had an encounter with another man in which she crossed many of her previous boundaries! After weeks, months really, of conversation, patience and open communication, Deb finally agreed that we could meet a man, just the three of us, in a hotel room, and that, if the mood was right, she would allow him to caress her breasts. I know, this doesn’t sound like much, but I’m excited for every baby step that we are able to take, and I actually recognize that allowing touch is a gigantic step for her.

This adventure is on the longer side to tell, so I will write more on the "installment plan."

 

[Xenon44]

 

[Xenon44]

Without too much trouble (though it took some time), I found a fellow and we arranged to meet. Tom and I spoke a couple of times and I (sheepishly) explained the pretty limited boundaries. He was about our age (early 60s), tall and quite handsome. We had a wide ranging conversation about hotwife psychology and methods of encouraging her. One of the things he mentioned is that G spot stimulation can be really fantastic, but also challenging to master. He offered to see if he could get that to work for her. Of course, I knew Deb at this point would not be willing to consider anything like that.

Deb and I had casually met men at sex clubs, and she was never much interested in them as potential sex partners. As a result, she thought that it might be easier if this encounter were totally anonymous for her – she would not see his photo, would wear a blindfold, and would listen to music through headphones so that she would not even hear his voice. We would start with a full body massage with Tom restricted to her top half and me from the waist down.

Once Deb felt relaxed and comfortable and had transitioned to a place where her mind could turn off, the plan was that she would take the initiative to roll over onto her back, exposing her breasts and her body. Oooh, I get excited now just thinking about that. The other pre-determined limits: no kissing on the lips, and nothing involving Tom‘s cock (She danced once with someone who pressed his cock against her and it really freaked her out!).

I know, it’s quite an elaborate plan, but as I have been waiting literally years for this to take place, I was excited just by making the various arrangements. It’s true that I was nervous that Tom would think this too limiting to be worth his while, I shouldn’t have worried: he was quite interested and had some good ideas, about encouragement generally and about the anonymous approach.

 

[NeedaDomInMI]

A genuine bull should respect your boundaries. I hope she wants to move her boundaries out further the more comfortable she gets.

 

[Adventurous 1]

Major development!!!

I revealed my cuckold/hotwife fantasy to my wife several years ago, and some of the background is in Our Wannabe Adventure: https://www.wifewantstoplay.com/threads/our-wannabe-adventure.42091/

Deb doesn’t have much interest in my fantasies, but she has been willing to go along . . . up to a point . . . in order to please me. Until now, that has meant coming with me to a sex club and sometimes dancing for me, baring her breasts, and she even became OK with having sex with me while others watch. This is indeed exciting for me and I am so thankful! But I have dreams and fantasies of a more purely cuckold nature and she has been totally uninterested.

The new development is that Deb and I had an encounter with another man in which she crossed many of her previous boundaries! After weeks, months really, of conversation, patience and open communication, Deb finally agreed that we could meet a man, just the three of us, in a hotel room, and that, if the mood was right, she would allow him to caress her breasts. I know, this doesn’t sound like much, but I’m excited for every baby step that we are able to take, and I actually recognize that allowing touch is a gigantic step for her.

This adventure is on the longer side to tell, so I will write more on the "installment plan."

Patience is it's own reward isn't just an old saying! These things take time and every woman is different in her progress.

 

[Xenon44]

A genuine bull should respect your boundaries. I hope she wants to move her boundaries out further the more comfortable she gets.

It was an interesting combination -- he certainly was very respectful of boundaries, and asked several questions to clarify in order to make sure that we were all on the same page. And he also had several ideas about ways that we (he and I working together in an effort to help Deb become more comfortable) could move things along. Mostly I said, "Deb and I have talked about that and I don't think it will work this time." But once or twice I filed his ideas away in hopes of being able to use them.

 

[Xenon44]

Patience is it's own reward isn't just an old saying! These things take time and every woman is different in her progress.

Yes, that concept has really helped with us. Deb is sometimes so eager to please me and really wants to help me fulfill my fantasy, but she just isn't comfortable with it. Once she allowed things to go farther than she was really comfortable. Unfortunately, due to her eagerness to please, she did not stop things, and, even worse, she didn't tell me how uncomfortable she had been until months later. At that point I realized that I have to take some ownership to make sure that things go at a pace that is so slow that she will absolutely feel comfortable, relaxed, engaged, to the point that she really enjoys it for her own pleasure, and not just because it makes me super excited and happy.

 

[Xenon44]

Interestingly, during the week before our planned encounter, Deb kept coming to me with thoughts and questions. She had never done this before: I had always been the one to broach anything about fantasies. On one of these occasions, a couple of days prior to the event, she said that she might be willing to expand the boundaries. Wow! She was actually starting to look forward to it instead of it being something that she did solely as a way of pleasing me! She said that, if she felt OK, she might be willing to allow him access to her lower half, including him stimulating her pussy, so long as there was no penetration.

Of course the bull was glad to hear this, and suggested that, when someone like Deb has been caught up in the various conventions and habits of a lifetime, sometimes she just needs permission to “let it go.” It seemed like that was exactly what was happening, like a flower just beginning to open.

I wonder if others have had that experience of seeing their wife gradually open up to allowing herself to freely and easily enjoy herself. Deb has spent so much time and energy caring for others that allowing her own exclusive pleasure has been actually a new experience -- and beautiful to see!

 

[Xenon44]

The day arrived. Deb climbed onto the massage table that Tom brought, blindfold in place. She decided to forgo the headphones, and seemed very comfortable lying nude face down on the table. As soon as our bull came in (he waited outside while Deb got settled), he commented on how beautiful she is, and then began to work magic with his fingers. She was moaning and relaxing with every touch of her neck, shoulders, back. You could tell she was really releasing and enjoying the sensations. “Let it go,” I kept telling her.

The bull took his time. I was doing a bit of massage also, but mostly standing in the background, as I enjoyed watching, and wanted to give her the full experience of a new and sensual man. If there was any question as to whether Deb was ready, that question was answered a moment later, when, as Tom was massaging her thighs, she spread her legs apart slightly to allow better access. Oooh, such an exciting moment! Tom was so patient with her, taking care with every part of her body. A moment later, Deb’s feeling of comfort arrived and she rolled over, exposing her breasts and pussy to our mutual touches.

Tom and I glided our hands up and down her body, carefully avoiding her breasts so as to enhance her anticipation. Sure enough, her nipples stiffened. Eventually, Tom and I both caressed her breasts and then rubbed our hands all the way up and down her gorgeous body.

Tom took one breast in his mouth and fondled the other nipple between his thumb and forefinger. I began with a gentle massage and stimulation of her pussy. It was clear that she was in heaven, totally relaxed, enjoying herself, moaning in pleasure. Tom and I soon swapped places and I focused on her breasts while Tom moved down to her pussy. I also began kissing her on the lips, our tongues flicking in and out. Deb really enjoyed the way he used both thumbs to press up on her labia on either side of her clitoris.

At that moment, I remembered Tom’s description of G spot stimulation which I had previously mentioned to Deb, and asked if she might like to let him give it a try. She nodded, and another barrier fell away as Tom gently inserted his fingers in her pussy and found her G spot right away. Tom is an expert and exquisite lover. “Oh my God. This is amazing,” Deb said. Tom increased the speed of his motions. Deb became highly aroused, moaning and writhing under his touch. She even squirted a bit, something she had never done before! Honestly, each time Deb opens herself to allow something more is incredibly exciting to me, dating back to the first time she agreed bare her breasts on a sex club dance floor several years ago. So erotic to find her both opening herself to her own pleasure, and, at the same time, submitting to something that I desire. We are progressing slowly, but in such an exciting way!

We moved over to the bed, and Deb decided she no longer needed the blindfold! Another border crossed! She now gazes upon him for the first time. On the bed, Tom and I continued pampering and taking care of my beautiful wife. I handed her favorite vibrator to Tom. Deb immediately responded with arousal. She was feeling amazing. Although she did not orgasm, she enjoyed herself. As for me, I was thoroughly enjoying the experience, but in the moment had some performance anxiety. I slid up behind Deb on our sides, and she rubbed my flaccid cock against her pussy, soon generating an erection adequate to penetrate her. Tom was on the bed in front of Deb, admiring the scene. He was totally respectful of our boundaries and even specifically asked whether he could watch her pussy opening to accept my cock. This added an additional element of excitement for both of us.

I began pumping into her slowly and steadily, my hands reaching around to caress her breasts. She pressed back against me, and we began a gentle rhythm. I accelerated and started pounding her more forcefully. For some reason I lasted a long time, despite all the excitement, and for the next 10 minutes or so I pounded her furiously, taking a break every little while when I got winded. Deb was moaning, the entire time, enjoying the experience. Eventually, I exploded in a fantastic orgasm. What an awesome experience!

Tom left quietly and we relaxed together, really enjoying each other and the warmth of the experience. Deb was glowing, absolutely glowing with a beatific expression on her face. “That was awesome,” she said. “I so loved being pampered by two wonderful men. I want to do it again!” She kept saying these things over and over again. I so had wanted this experience to be positive for Deb, one that she not only could tolerate as something that a wife does to please her husband, but as something that she herself truly enjoyed. She has had so much difficulty over the years, just releasing into her own pleasure. And now, here she is, just reveling in the experience of being cared for by two men at the same time.

 

[Tallycouple]

I think he has earned his reward now. The next visit should have a much deeper massage! 😉

 

[Xenon44]

I think he has earned his reward now. The next visit should have a much deeper massage! 😉

Absolutely -- his care and selflessness were extraordinary. He truly dedicated himself 100% to her pleasure, and that is a large reason why this was so successful for Deb -- she was confident that he would respect her boundaries, and that gave her the courage to let go and enjoy herself. I agree that he has earned more, but it is of course up to Deb if she will be ready for that -- stay tuned!

 

[dickhurtz]

great stuff.

 

[Xenon44]

great stuff.

So, what do you think? Am I a cuckold? She allowed so many things way beyond anything she had done before, including digital penetration and incredible arousal. She allowed herself to enjoy the pleasure of another man and really enjoyed it: the expression on her face was beatific and incredible. She clearly loved it, and so did I. She did not experience his cock, and still has serious doubts about whether she ever will, but it was so exciting to see her in such rapture and since she did so many things that a married woman is not "supposed" to do that the taboo element is really powerful as well. And for me the demonstration that another man can be so attracted to her that he will treat her with such care and compassion was an incredible turn-on as well.

 

[SNJ_Dom]

So, what do you think? Am I a cuckold? She allowed so many things way beyond anything she had done before, including digital penetration and incredible arousal. She allowed herself to enjoy the pleasure of another man and really enjoyed it: the expression on her face was beatific and incredible. She clearly loved it, and so did I. She did not experience his cock, and still has serious doubts about whether she ever will, but it was so exciting to see her in such rapture and since she did so many things that a married woman is not "supposed" to do that the taboo element is really powerful as well. And for me the demonstration that another man can be so attracted to her that he will treat her with such care and compassion was an incredible turn-on as well.

You're not a cuckold, at least not in the way I'd define it. You dipped your big toe into wife sharing, and were more like a stag/hot wife couple. What you go with this from here is up to you of course, depending on what you actually WANT.

 

[Xenon44]

You're not a cuckold, at least not in the way I'd define it. You dipped your big toe into wife sharing, and were more like a stag/hot wife couple. What you go with this from here is up to you of course, depending on what you actually WANT.

Yes, of course -- that's why the title of this thread -- and mild compared to the adventures of many on this site. Still a pretty awesome feeling. And yes, I'm still hoping/working for more.

 

[SNJ_Dom]

Yes, of course -- that's why the title of this thread -- and mild compared to the adventures of many on this site. Still a pretty awesome feeling. And yes, I'm still hoping/working for more.

The question is, what "more" do you want? Do you merely want to share her? Or do you want to take a backseat role to her sexual adventures? Or something else?

 

[Xenon44]

The question is, what "more" do you want? Do you merely want to share her? Or do you want to take a backseat role to her sexual adventures? Or something else?

Oh, yes, I have really enjoyed the sharing element, and she really wants to be connected to me – mostly through touch but also visually. I tried during this encounter to step back a bit so that I could play more of a spectator role, but she is not ready for that yet. My hope is that she will eventually be comfortable giving herself solely to another man while I watch. For me that would be a double pleasure – I get to watch her experience a heightened pleasure, and I also get to see how attractive she is to another man. Which brings up another theory that I read somewhere that one reason behind the cuckold lifestyle is that their cocks get hard due to competition with another man. That’s not it for me – for me it is super exciting to see that my wife is attractive not only to me but to other’s as well.

 

[SNJ_Dom]

I think the arousal just comes from seeing "your woman" being so purely erotic and sexual.

 

[dirtdevil101]

what a beautiful journey!

 

[dickhurtz]

So, what do you think? Am I a cuckold? She allowed so many things way beyond anything she had done before, including digital penetration and incredible arousal. She allowed herself to enjoy the pleasure of another man and really enjoyed it: the expression on her face was beatific and incredible. She clearly loved it, and so did I. She did not experience his cock, and still has serious doubts about whether she ever will, but it was so exciting to see her in such rapture and since she did so many things that a married woman is not "supposed" to do that the taboo element is really powerful as well. And for me the demonstration that another man can be so attracted to her that he will treat her with such care and compassion was an incredible turn-on as well.

i think she is exploring the LS.& she will proceed at her pace, as she feels more comfortable.

she may be, subtlety, testing your patience, & tolerance.