Still a "Wannabe" but it seems Inevitable Now

[CTHotwifeHusband]

Hello -- Really excited to be a registered user here, posting for the first time. My amazing wife has not yet cuckolded me, but at this point (after years of discussion, experimentation, and online play) it seems pretty inevitable.

Backstory: we are both in our early fifties, second marriage for both of us--met in 2012 and married in 2016. Our sex life was sometimes pretty uneven, shifting from periods of high-intensity and frequency and kinkiness to long periods of dormancy, in which we were both frustrated and not communicating well. I am not well endowed (6" fully erect) and B would often express frustration with the inability of my "average" cock to satisfy her, and would end up talking at length about previous boyfriends / lovers (as well as her first husband) who were much better endowed and much better in bed. And she would muse aloud about looking for sex outside of the marriage. Obviously this sort of talk stung, but she could she that it really excited me as well--hence the entry of SPH and then HotWifing into our sexual dynamic.

I started buying her bigger and bigger dildos, a thrusting dildo, and finally a fucking machine--and THAT really spiced things up, as she went for long rides on 8, 9, 10, and even 11-inch cocks, that would pound her mercilessly (often while I serviced her orally or with a wand on her clit). That would have been 2018. We were having less and less PIV sex, as she rode the fucking machine more and more often (for longer and longer sessions), and as this progressed she decided to lock up my "inadequate" cock in a cage, which she began doing as of Valentines Day 2019. (I loved the idea, and still do--and while not caged 24/7 at this point, that is my default state--happy to say more about that if anyone is interested.) I didn't quite realize it at the time, but this was the beginning of my becoming pussy free (not there yet, but that too seems inevitable.)

With my useless cock now out of the way, B broached the idea of setting up an online profile to see about finding a "real man" to satisfy her. We'd been talking on and off about this for several years, so it didn't come as entirely a surprise, and I was finally able to admit to her that I was extremely excited by the idea of her fucking other men and becoming her chaste cuckold. While I continued to be humiliated by my sexual inadequacy when it came to fucking her, I was more and more turned on by the idea of her fucking other men--as was she.

However this was February 2020, and with the swift onset of the Pandemic, these plans were suddenly shelved. To my surprise, B seemed to put the entire idea of her as a HotWife the shelf, and our sex life (now much more regular, if not daily) went back to the fucking machine, oral sex, and a lot of masturbation (for her--I was in a cage more and more, and in panties, another way in which she had begun to emasculate me).

Fast forward to the fall of 2024, when I was travelling for nearly a month, and B was at home. We had phonesex a lot (for all my other sexual shortcomings, it turns out that I have a good erotic imagination, or at least one that excites her), and she would send me photos of herself in sexy outfits (often latex) or masturbating. When I returned, B seemed more sexually revved up than ever, had bought all sorts of new clothes and makeup, and was always dressing in provocative ways (even to go the grocery store), and we were having sex A LOT, everything but PIV (although she did allow me twice to penetrate her anally (apparently I'm the right size for that), and was suddenly giving me occasional blowjobs again). One night lying in bed she returned to the idea of creating some online profiles to see about securing what she still called "real cock," and I agreed wholeheartedly.

What happened next changed everything: she admitted that she had already done so, without consulting me, and that during my absence she had not only been sexting, and having phone and video sex on pretty much a daily basis, but had in fact made plans on several occasions to hook up with several of the men that she had been flirting with. She said that in the end she didn't (wanting to consult with me about that and explain things), but I'm still not sure whether or not she did. She said she felt more sexually vital than she had in years--and that there was no going back at this point. I was so overwhelmed by everything she was telling me that it took me the entire weekend to process it, and some long anguished conversations between the two of us. From B's perspective (and the way she outlined it), this was the logical development of our entire sexual relationship--and the next step was cuckolding me, her devoted husband who was / is unable to satisfy her sexually. I agreed (did I have a choice? I too was excited about taking the next step we had so often discussed and fantasized about), and simply asked her if we could do this slowly and deliberately. No problem--B wasn't going to settle for just any random fuck.

Now three months later, B is very much an online HotWife, sexting on a daily basis with who knows how many men (and several couples), having phonesex multiple times a week, and masturbating for various men on camera. (She likes me to watch--she's a total exhibitionist at this point--so I am often in the playroom with her, caged and plugged and photographing her and so turned on and yes jealous and humiliated ... and so happy that B is more and more sexually satisfied). We've met up with four men so far (drinks or dinner), but none of them has intrigued her enough to proceed. She wants there to be an imaginative connection as well, something beyond a nice cock, and the possibility of a regular hookup, and that is proving to be elusive. But--again--it seems inevitable at this point that she will click with somebody. (We may be meeting someone else next Friday ... TBD.)

So that's where we are in March 2025. I didn't realize this would be such a long post! If anyone is interested in hearing more, I'll be happy to add to this thread. Thanks for reading.

[Bogdan]

Wow, impressive intro!!! Welcome CTHotwifeHusband, would like to read more of your wife...

[CTHotwifeHusband]

Hello Bogdan --thanks for writing and for the welcome (excited to be here).

As for B..., she's 54 (I'm 55), 5'10" (legs that go on forever), athletic body, smart, witty (she's a dangerous flirt!), enchanting voice, dazzling smile ... generous and compassionate. And highly sexual (always has been).

Although she doesn't describe herself as dominant or as a Domme, she has always (and now increasingly) taken the lead sexually in what is becoming an increasingly FLR sort of marriage. Caging, panties, pegging: these were all her initiatives. Our sex life is organized in terms of her pleasure, and that is the motivation behind this exploration of the HotWife lifestyle: how to provide her with sexual pleasure that I can't.

This is very much a consensual adventure. I just want to clarify that she took the lead and I am following (and am thrilled to be doing so).

I hope that helps in terms of filling in some of the details.

[snoogaloo82]

Yep, I'd definitely be interested in hearing more about how things are going.

[CTHotwifeHusband]

Update: B has been sexting since last week with someone who seems promising (right age, experience with HotWives, seems literate, respectful, and funny) and last night had videosex with him. They're hooking up via cam again this evening, and the plan is for the three of us to meet Friday for drinks and get to know one another. (He lives app. 60 minutes away.) The venue will be the bar area of an upscale restaurant, where they can sit together and I can sit elsewhere--nearby if necessary but outside of the privacy of their conversation.

Woke up in the middle of the night to find her sexting with him and playing with herself. I lay there quietly in my cage and camisole, heart racing as I sensed how turned on she was. Excited and apprehensive--we've been talking about this off-and-on for so long, sort of hard to imagine that this might actually progress beyond a public meeting.

My query: how best to prepare (emotionally) for Friday? And what sort of provisional plans to make? She's uncertain (if this guy passes the test) of how far she would want to take it on a first "date," at the same time she is really impatient for a "proper fuck." At the same time as she keeps on saying "I don't know" (regarding Friday), she is increasingly impatient to make this "real" beyond the realm of sexting and videochatting and talking with me about it.

My breathing is short just writing this.

If this develops, I will move over to the cuckold forum.

[CTHotwifeHusband]

Update: B has been sexting since last week with someone who seems promising (right age, experience with HotWives, seems literate, respectful, and funny) and last night had videosex with him. They're hooking up via cam again this evening, and the plan is for the three of us to meet Friday for drinks and get to know one another. (He lives app. 60 minutes away.) The venue will be the bar area of an upscale restaurant, where they can sit together and I can sit elsewhere--nearby if necessary but outside of the privacy of their conversation.

Woke up in the middle of the night to find her sexting with him and playing with herself. I lay there quietly in my cage and camisole, heart racing as I sensed how turned on she was. Excited and apprehensive--we've been talking about this off-and-on for so long, sort of hard to imagine that this might actually progress beyond a public meeting.

My query: how best to prepare (emotionally) for Friday? And what sort of provisional plans to make? She's uncertain (if this guy passes the test) of how far she would want to take it on a first "date," at the same time she is really impatient for a "proper fuck." At the same time as she keeps on saying "I don't know" (regarding Friday), she is increasingly impatient to make this "real" beyond the realm of sexting and videochatting and talking with me about it.

My breathing is short just writing this.

If this develops, I will move over to the cuckold forum.

[Bogdan]

Update: B has been sexting since last week with someone who seems promising (right age, experience with HotWives, seems literate, respectful, and funny) and last night had videosex with him. They're hooking up via cam again this evening, and the plan is for the three of us to meet Friday for drinks and get to know one another. (He lives app. 60 minutes away.) The venue will be the bar area of an upscale restaurant, where they can sit together and I can sit elsewhere--nearby if necessary but outside of the privacy of their conversation.

Woke up in the middle of the night to find her sexting with him and playing with herself. I lay there quietly in my cage and camisole, heart racing as I sensed how turned on she was. Excited and apprehensive--we've been talking about this off-and-on for so long, sort of hard to imagine that this might actually progress beyond a public meeting.

My query: how best to prepare (emotionally) for Friday? And what sort of provisional plans to make? She's uncertain (if this guy passes the test) of how far she would want to take it on a first "date," at the same time she is really impatient for a "proper fuck." At the same time as she keeps on saying "I don't know" (regarding Friday), she is increasingly impatient to make this "real" beyond the realm of sexting and videochatting and talking with me about it.

My breathing is short just writing this.

If this develops, I will move over to the cuckold forum.

Enjoy the moment and be there for your wife, and perhaps him if it works out nicely. I hope the best for you all

[CTHotwifeHusband]

B spent much of the evening last night (Tuesday) sexting and masturbating with Tom. After an hour or so, she told me to come into the bedroom and strip down to my cage. Once I had done so, she spread her legs on the bed and indicated that she wanted me to service her orally while she was having phonesex with him. I was incredibly turned on by this (we had talked / fantasized about this scenario many times in the past) and got right to work. She began referring to me as "cucky" and her "sissy" and told Tom all sorts of previously private details, such as how small I am, how long I have been caged, how long it has been since we have had PIV sex, etc. We were both getting incredibly turned on by this, not least the revelation to a "stranger" of these details of our FLR. Then B pulled my face into her pussy and thrust herself into my mouth as she spasmed in another orgasm. "Good cucky," was all she said.

After that I was sent out of the room, so stood in the hallway rubbing my caged clit, more turned on than I have been in some time.

After she got off the phone, she called me back in, let me get into bed with her, and told me that she thinks Tom is the one, and that she is ready to "let loose" as a HotWife. We made out for a long time, and she even sucked on my cage for a bit. Then she fell asleep and I lay there, my heart pounding, excited and anxious about actually / finally being cuckolded by my gorgeous wife.

[CTHotwifeHusband]

Update: B just called me at work to say that she is so impatient to meet Tom (and vice-versa) that they have rescheduled their "date" from Friday to this evening. She is at home getting ready. I am to leave work as soon as I can, head home to help her prepare, then drive her to the hotel bar where they are going to meet. She says she wants me in the vicinity. And that she is ready to "accelerate" if she and Tom click. She also described herself as "ripe."

After so many false starts with so many men over the years, this is the first man who really seems to have captured her attention and her interest enough.

Will move this to the cuckold forum if things progress as it appears they will.

Really nervous, heart pounding. Excited and anxious.

[Swanilla]

Update?

[CTHotwifeHusband]

Just started a thread in the Cuckold forum about what happened on Wednesday night. (They're getting together again this evening.)

Finally embarking on my life as a (sissy) cuckold ... what an emotional rollercoaster (as you all know).