No Longer a "Wannabe," Finally a Sissy Cuck

[CTHotwifeHusband]

Hello --

As I've outlined in a thread in the New Members Intros, my amazing wife (B) and I have been talking about hotwifing and cuckolding pretty much ever since we got married (2016), interrupted by the pandemic then re-started with renewed energy and excitement in 2024. After various false starts, inappropriate matches, and other issues, B finally met Tom (online) and started chatting with him regularly, which led to phone then video sex -- and her decision that she wanted to meet him, that he might be the one. (As I clarify in our Intro, our marriage is very much an FLR: this has always been B's initiative--she calls the shots.)

On Wednesday (two days ago as I write), they finally met and immediately hit it off, and--yes--fucked, finally realizing B's desire for "real" cock and cuckolding her sissy husband at the same time. And they are getting together again tonight. A lot of it is still a blur, and as I write I am totally caught up in a crucible of emotions, careening from excitement (that she has experienced pleasure that I can't provide), anxiety (what will happen next?), jealousy and humiliation, and (above all) a deep and abiding adoration for my extraordinary wife.

They had arranged to meet in the bar of an upscale hotel, where I sat at the bar while they chatted more intimately at a corner table. (B looked amazing: tight black leggings and 5" inch heels--she's 5'10" barefoot--padded push-up bra accentuating her tits as well as her height, and her chestnut hair flowing down over her exposed shoulders.) After maybe 30 minutes, B texted me (as we had discussed) and told me to book a room and wait for them there. (This is when my heart first leapt into my throat.) So I did, and waited for them there, having stripped down (as instructed) to my cage. It seemed like forever before she told me they were coming up, that I was to leave the door ajar, and stand in the corner in my cage and (as we had discussed) a double-layered latex hood without eye openings.

I heard them come in and close the door, and could hear their voices without being able to distinguish all that they were saying. I couldn't tell at the time what was going on (B filled in some of the details later), but could of course hear them grunting and moaning and bluntly expressing their desire for one another. (The hood has two layers, so as I got more worked up, sometimes all I could hear was the sound of my own breathing.) As exciting as this was--the realization of a fantasy scenario we had so often discussed--it was also excruciating. Eventually all I was aware of was B's grunting as she told him to fuck her harder. No idea what positions they were in. This seemed to go on forever. (Agony.) I could hear their voices later and laughter, and then the sound of the door closing. (How long had this taken? 45 minutes? 60? I don't know.)

Then B took me by the hand and led me to the bed and slowly unzipped and removed the hood, and pulled my face down between her legs and said that that was one of the best fucks she had ever experienced ... that it was so good to have been fucked again by a "real" cock ... and that she was going to need that much more often.

And it was at this point that I started to cry. B pulled my face into her freshly fucked pussy and assured me that Mommy would take care of everything, and that this was long overdue, and above all that this was / is the right decision for our marriage--now she could really indulge her hotwife desires, experience the sexual pleasure that I can't provide her, and I can be the sissy cuck we both know that I am.

I think I'll stop here for the moment (not the easiest thing to write!). As I mentioned above, they're getting together again tonight (same hotel), and I will once again be the chauffeur etc.

Thanks for reading.

[Wannabee]

Hi CT, thanks for sharing this wonderful experience. Congratulations and best wishes on your cuckold journey. Please keep us informed.

[hornedhubby]

Sounds like an extraordinary woman to me, as well. You are a lucky cucky to find a wife who initiates and controls your FLM.

If it was a grateful and happy sob you experienced as you began to clean up, you're likely okay. I choke up a little when I think about my wife and other good fortunes. It only happens when my head is in a very good place. A positive indicator, not a problem.

Hoping to learn more about both of you.

Best luck and regards. Thanks for sharing.

[CTHotwifeHusband]

Thanks, hornedhubby--

Yes, it was a grateful sob, an outpouring of a sort of relief that we had finally been able to make this possible for B. We stayed up talking late into the night, both of us really excited to be undertaking this "adventure" (development might be a better word) together, under her direction. I don't think I could have cried like that if I didn't totally trust her and feel "safe" with her.

Leaving momentarily to drive her to Date #2 (caged and in a pair of polka dot panties that B chose).

[hornedhubby]

Bingo.

Enjoy her hot date tonight.

[magnus]

It's sounds like you and your lovely hotwife are embarking on a wonderful adventure full of emotional, physical, and sexual excitement. I'm really looking forward to reading about your progression and your feelings as as you delve deeper into your cuckold nature. Thank you for sharing.

[CTHotwifeHusband]

Quick follow-up here....

B got together again on Friday night with Tom at the same hotel (and hotel bar), and as on Wednesday I drove her, sat at the bar while they chatted and flirted, and made the arrangements for the room (in this case I had already booked the room). I was again present while they fucked (maybe went on for an hour? hard to keep track of time in a hood when so aroused and anxious), again caged and in panties (all of which we had discussed--we're both into the emasculation), and again had a pretty emotional reaction to the sensations of being present while another man fucked my wife. After Tom left, B took off the hood and let me bury my face between her legs and worship her while she told me, in greater detail than ever before, that this was not only what SHE wanted but what WE wanted. That may have been when I broke down. Of course she was / is right.

B keeps on telling me that "there's no going back," and I get it. But that is also a hard reality check.

(It's humiliating of course to pay the bar tab and for the hotel room in which another man fucks your wife ... but presumably we have all been there....)

Exhausted emotionally.

Today (Sunday), B got together with Tom for lunch, without me, with the idea that they would go back to his place afterward. They met for lunch at 12:30 (eastern time--it's nearly 8:00 pm as I write), and I haven't heard from her except for a text ca 2:30, when she said she needed to feel Tom's cock in all of her holes, and another text just a few minutes ago to say that she would be home later than expected. I'm so anxious and so aroused and so, well, humiliated. It's a heady mix. Throbbing and straining in my cage..., nothing to do but wait.

Any suggestions as to how to manage this? I love that B is experiencing sexual pleasure(s) that I can't provide, and am fully on board ... but this is not straightforward!

[elina]

Dearest CTHotwifeHusband

Thank you so much for sharing all of this, not just the sexual details but also your emotional reaction.

First, I would like to express my sincere admiration for Your Wife and now Dominant Cuckoldress. She is obviously a natural Dominant and deserves both a submissive sissy catering to all Her whims and needs, and one or more bulls for Her sexual enjoyment and as a means to further emasculate Her sissy-cuck.

I fully understand that this is not straightforward, but as Your Superior Cuckoldress has stated, this is what both of you wanted and needed. I think to handle this, I would suggest that you attempt to get closer to your Cuckoldress and fully embrac the sissy you were meant to be. Natural sissies are emotional and will cry when appropriate. The fact that you are overwhelmed by emotions and cries as you are allowed to clean the cream pies left by your Cuckoldress new Bull clearly demonstrates to your Cuckoldress-Wife that this is what you are meant to be.

I suggest you talk to your Cuckoldress Wife and asks Her how you can help Her enjoy Her new life and if there are any additional steps into complete submission and sissification that you can make to ensure that She will keep you and train you to become the sissy-husband She wants. Don't hide your crying, but show your emotions and devotion to the Perfect Dominant Lady who has taken you as Her submissive.

Just my thoughts.
Sincerely
elina

(Submissive male)

[CTHotwifeHusband]

Dear elina,

Thank you for your thoughtful response--really appreciate your perspective as another submissive.

When B finally got home last night (late--nearly midnight), she again had me crawl up between her legs to worship her. As I licked and sucked on her sweaty swollen pussy, she repeated her points from the previous nights--namely that this was not simply what she wants (as my dominant and highly sexual wife) but what I need (as her submissive sissy cuck). And that there is no going back. I simply nodded as I worshipped her.

In terms of the additional steps you mention, elina (in relation to submission and sissification), B told me that it was time to update my sissy contract (which we have had since 2018, and typically update annually) to clarify my new status as a sissy-cuck and to outline my new responsibilities under that heading. (We will do that this evening if possible.) The first thing she outlined was that she expected me to write Thank Yous to Tom and anyone else she decides to fuck, to express my gratitude to them for satisfying my cuckoldress (and keyholder of course) in ways that I am neither able nor allowed to. I sent that email this morning, and to my surprise actually enjoyed the ritual of thanking another man for fucking my wife--it wasn't nearly as humiliating as I thought it might be, and actually made some sort of sense. (How many times will I be doing this in the weeks and months ahead?)

B later texted me to tell me to have the queening chair set up when she gets home, so I can service her orally while she has a cocktail and chats with another man she has been flirting with online. Can't wait!

[realcucklife]

Sound like she has taken to her dom role, as well as the excitement of new lovers.
Go all in with your submission and sissy role & appearance.

[CTHotwifeHusband]

Update: B secured me in the queening chair last night for nearly two hours as she drank margaritas (which I had batched for her ahead of time) and chatted and sexted with various men online and had at least three orgasms. She says one of the men seems like a potential bull (and is experienced with couples with submissive males) and she may want to meet him so she isn't limited to Tom (who has a busy schedule). She says she is making up for lost time and anticipates she will need at least two regular bulls.

I am to set up the queening chair again for this evening, when she is going to go live with Tom so he can watch her masturbate while she is being serviced by her sissy cuck. B has always masturbated A LOT, and is such an exhibitionist that she loves to be watched.

I remain caged and denied. It's especially exciting and humiliating to listen to B tell other men how tiny my clit is, that I'll never be allowed to fuck her again, and that (now that she has embarked) she is actively on the prowl for additional sexual partners. (She has mentioned that she may want a threesome for our wedding anniversary--with me watching and recording it.)

[realcucklife]

If she finds a bull that plays with couples, is she going to make her sissy cuck available?
Is she going to make you serve both of them?
Will she charge a “fee” ?
Is she wanting for you to beg to serve one of her bulls?

[CTHotwifeHusband]

Not yet clear, but all being discussed. Since this is first-and-foremost about her pleasure, my role is basically chauffeur and voyeur (again B loves to be watched)--IE I'm not supposed to be part of the play. She has however said that next time I am present, I will have to beg Tom to fuck my wife (not ask but beg, whatever that might end up meaning).

I don't have any sexual experience with men and don't fantasize about that or desire it, but I know that I must do as I am told for HER pleasure.

[CTHotwifeHusband]

B has been having phone / video sex with Tom every night this week at home. They chat for hours. He tells her how he wants her to dress, what toys to have nearby, what to fuck herself with, etc. She really gets off on exhibiting herself for him while I stand by helplessly (impotent might be the better word) caged and plugged and in panties. It's an incredible turn-on, watching her play with herself (this has always been true), now even more so (and humiliating) since I'm not allowed to do anything but watch.

After she satisfied herself (and Tom) last night, she let me crawl up between her legs to clean her up and worship her swollen pussy (she had been pumping) and solace myself with her juices. Throughout the (long) time I was doing this, B told Tom in great detail about how tiny my clit is, how quickly I used to cum (when I was allowed to fuck her all those years ago), all the ways in which she has been emasculating me, and my life as a caged pussy free sissy. Some of this wasn't too surprising (and I always get excited from SPH), but then she began to tell him more intimate details (that I like to be peed on, that I love Mommy roleplay, that she sometimes has me sleep on a dogbed at the foot of her bed, etc) and I was totally burning with shame.

When they ended the call, B smiled and told me how well I had behaved (and told me not to deny that I love the humiliation). I didn't know what to say (I think I was afraid I was going to cry again). Then she handed me a wand and set a timer on her phone for five minutes. Kneeling between her legs I vibed my cage, but I wasn't able to squirt before the timer went off, so no release for cucky. She turned on her side and told me to bury my face in her ass, and went to sleep. I lay there awake for a long time, humiliated and excited, and wondering what is going to happen next.

She is going out alone tonight with Tom.

[Vin231]

Hello CT, it sounds like you and B are having fun finding your way. Also it seems that B will need many lovers and bulls to keep her satisfied.
Have you actually been able to watch Tom and B fuck or have you only listened while hooded? How was B’s last date with Tom alone? Have you begged him to fuck B yet?

Thanks so much for sharing your adventures. Looking forward to your next update.

[sissyprofessor]

wow such an inspiring and sexy dynamic–––

[Wife4Guys]

Both of you seem to be living your individual dreams, but certainly not the ones you both walked away from the alter with. Growing and having the courage to be so honest as circumstances changed in your relationship, now able to assume and live comfortably in the new roles both have adopted as your new normal. She enjoying the company of virile gentlemen as she deserves, you right where you belong, face never any higher than necessary for you to service her now limited desires for you, keeping your lips married to her hips in a reassignment of your sexuality to her on demand oral servant.

[CTHotwifeHusband]

Thanks so much for the feedback and support!

No, I have not been allowed to watch, only listen while hooded. Or remotely. Last week they met up twice, both at his place: I helped B prepare, then drove her to his house (an hour away) and was told to wait at a nearby bar / restaurant. Agony. And excitement. Cold sweat and shaking at one point. Imagination careening all over the place. She sent me photos from time to time and gave me permission to fondle my cage in my panties. When the time came to drive her home, both nights she was positively glowing, and told me in excruciating detail just how hot the sex was--and how (now that she was making up for lost time) she would need more and more of it. Once we got home (both nights) she allowed me to worship her orally (yes, Wife4Guys, I've become an "on demand oral servant").

On nights when they don't meet up in person, they typically have video sex: B dresses up for him (she's been buying so much lingerie of late--or rather I have been buying it for her), photographs herself for him, then masturbates on video. I am left in another room (caged and in panties of course, or a negligee, sometimes gagged with her sticky panties, held in place by a bit gag). One night she had me handwash her lingerie and clean her sex toys while she was playing online.

They are meeting for drinks and dinner tonight, so I will again be chauffering her. Increasingly I feel as if I am being reassigned, from husband to (sissy) servant. (Sometimes weirdly exciting, but also really humiliating.) Haven't been allowed an orgasm since she first hooked up with Tom.

[hornedhubby]

Good story CT. I could go there.

Be good at your job!

[CTHotwifeHusband]

After we got home last night, and I was servicing / cleaning B, she told me that she was getting tired of hotel hookups or driving to Tom's house, and that it was time to invite him here, so they could fuck in what used to be "our" bed but which is now her bed (again, I'm not allowed to sleep in bed with her without permission). My heart sunk at this declaration. I knew it was coming..., but it really drove home the new order of our marriage and my second-class status when it comes to her sexual needs. As she often does, she reiterated that it was better this way, and that we both knew it. Then she got on the phone with him while I licked her insatiable pussy for a long, long time, savoring my proximity to the pussy I will never fuck again.

[Anax81]

After we got home last night, and I was servicing / cleaning B, she told me that she was getting tired of hotel hookups or driving to Tom's house, and that it was time to invite him here, so they could fuck in what used to be "our" bed but which is now her bed (again, I'm not allowed to sleep in bed with her without permission). My heart sunk at this declaration. I knew it was coming..., but it really drove home the new order of our marriage and my second-class status when it comes to her sexual needs. As she often does, she reiterated that it was better this way, and that we both knew it. Then she got on the phone with him while I licked her insatiable pussy for a long, long time, savoring my proximity to the pussy I will never fuck again.

Imagine the moment when on your marital bed Tom will put his seed deep in your wife's womb. Her screaming his name and all the neighbours listening.. Been there - done that!

[CTHotwifeHusband]

In truth, it's pretty impossible today NOT to imagine it--not least because B keeps texting me and outlining various scenarios in which they are together in "our" (now her) bed while I am outside the closed door, only allowed to listen in.

She also keeps reminding me that for our upcoming wedding anniversary, she wants to have a threesome with Tom and another man.

I can't even remember the last time she let me fuck her.

[realcucklife]

Did you have an exciting Easter?
Did she invite over her “special guest”

[CTHotwifeHusband]

It was a lovely weekend, but no special guests yet. (She agreed to delay that until I was more comfortable with this development, which I know is inevitable.) B got together with Tom both Friday and Saturday (I drove her to his house on both occasions) then on Sunday I made a short video of her being plowed by a double dildo on the fucking machine while calling out his name (sent immediately to Tom) then she spent several hours having video sex with another guy from FetLife while I prepared Easter dinner. Then she had phonesex with Tom afterward. Insatiable….

Unexpectedly (for me!), she uncaged me and let me use a vibrating wand on my clit in a pair of polka dot satin panties, while telling me in excruciating detail about how well Tom fucks her. I came quickly and hard in my panties, after which she stuffed them in my mouth and secured them there with a bit gag. It was soooooooo good to have a real orgasm after so long!

She’s going to spend the night with him on Friday—the first time she hasn’t come home after a date. That will be tough.

[maxbud]

rsuper fan here .. from your hot story!


Any chance that another woman would be added to the mix?

Either Tom brings another girl.... or your hotwife B, invites one of her sexy girlfriends to join for an FMF. Just imagine how blazing hot it would be


1. You chauferring the three of them to a strip club, and you paying for thefully nude grinding lapdances with gorgeous strippers,.. as the three of them huddle in a big chair and you sti separately. They make sure they tell the strippers that you are the husband, and are not getting any lapdances, but you will pay.

2. Your wife, Tom and Another gorgeous woman (who would never allow you touch her glorious body,..) sitting dressed on a couch... as you kneel naked and gagged watching their threeway makeouts session.

3. both women sitting side by side, as they talk about how sex feels with tom... your little dickie hard with arousal,.. and the other woman using her point shoe to gently touch your leaking precum dick as they talk.

4. deep slow sensual intimate FMF sex sandwich tom doing missionary with your wife, while the other woman lies on top of his back squeezing her body into him, and necking him, as she waits for her turn.

5. The other woman taking your wife's panties off, as she fucks with Tom.. then she struts around and comes to you, stuffing your mouth with B's soiled panties, whilst whispering sexily into your sensitive ear describing the extreme pleasure that your wife and tom are giving each other.. as the mask is on and you cannot see , but you can hear and feel..

It was a lovely weekend, but no special guests yet. (She agreed to delay that until I was more comfortable with this development, which I know is inevitable.) B got together with Tom both Friday and Saturday (I drove her to his house on both occasions) then on Sunday I made a short video of her being plowed by a double dildo on the fucking machine while calling out his name (sent immediately to Tom) then she spent several hours having video sex with another guy from FetLife while I prepared Easter dinner. Then she had phonesex with Tom afterward. Insatiable….

Unexpectedly (for me!), she uncaged me and let me use a vibrating wand on my clit in a pair of polka dot satin panties, while telling me in excruciating detail about how well Tom fucks her. I came quickly and hard in my panties, after which she stuffed them in my mouth and secured them there with a bit gag. It was soooooooo good to have a real orgasm after so long!

She’s going to spend the night with him on Friday—the first time she hasn’t come home after a date. That will be tough.