Poll

Subby has been caged for several weeks and I am going away for the weekend.  Should I:

Leave him caged and explain that he will be given a treat upon my return, provided he doesn't cheat?
0 (0%)
Uncage him but say "If you relieve yourself whilst I am away then your freedom is gone for a month"?
0 (0%)
Leave him caged and offer no reward except his continued servitude and loyalty to his beloved KH?
0 (0%)
Something else which will tease and frustrate him whilst I am away?
0 (0%)

Total Members Voted: 0

Voting closed: January 21, 2022, 10:36:29 PM

New to being a keyholder

  • 50 Replies
  • 11710 Views
*

Offline odslutpuppy

  • *
  • 31
  • Gender: Male
    • View Profile
Re: New to being a keyholder
« Reply #45 on: January 24, 2022, 10:20:24 PM »
Greetings Mistress Dominique,
I'm sorry that I missed the deadline to participate in your poll. Personally, I would have voted for option 3 (but when it comes to deciding the fate of someone else, I tend towards the meaner/trait building side of the spectrum).

From the teaser posted it sounds like both you and Subby had an interesting, enjoyable weekend. (Okay.... maybe enjoyable isn't the right word for his - hehehe).

You asked how "that" conversation would go with your bestie - probably easier than the conversation between you and Subby when the topic was originally brought up. We tend to gravitate towards people who are a lot like we are when it comes to picking friends (especially besties!) If my experiences are any indication, you may be surprised at how much your friends have picked up on (I know I was). It may well be a case of you not opening the subject in fear that it would be TMI and make things awkward. And your friend not bringing it up in fear of embarrassing you and making it awkward. In your shoes, I would have been tempted to respond to her question with: "training and discipline... until he knows better". Could always end it with a wink and a smile/chuckle. Opens the door for further questions but still lets you laugh it off as a joke if things get tense.

Looking forward to hearing more about how the rest of the weekend went.

Be well Mistress Smug.... I mean Mistress Dominique. 😁
Be careful what you wish for... you just may get it and not in the way you expected.


Re: New to being a keyholder
« Reply #46 on: January 30, 2022, 10:48:53 AM »
Hello Chastikey et al,
I entitle this story as “A ladies weekend end away, a sissy’s weekend in servitude Part 2.”
I have been home a week from my girly jaunt and thinking back over the last week, I still can’t stop smirking or giggling at the thoughts and photos.  “Photos?” you might be asking, well read on and let your imagination run wild😉
Picture me on my hotel bed, just putting my phone down having sent Hubby my “Arrived safely” message.  I had a grin on my face as any minute now Subby was going to see a very disappointing gift on his pillow.
Whilst Hubby was checking the fluids in my car, I was going through his clothes pulling out all of his socks, pants and t-shirts to hide them away.  No, I wasn’t planning for him to go commando for the weekend, he-he, no, something much better than that.  The day before my trip, I had gone to clothes shop famous for providing attire for the more elderly lady.  There I found the most awful pop-socks, pants that would warm your armpits and polyester tops that would generate enough static electricity to power a small town😉  As some of you will know, I have a hang-up about Hubby’s cross dressing and so, thought that a comical picture of him in unflattering underwear would dispel other images that I had already started to create.  It certainly helps, I can tell you!  Poor man, should I feel guilty?
On Hubby’s pillow were the instructions: “Hello Slave, enjoy your weekend.  Below are a list of tasks that you need to complete before I return.  Do them well and I will have a nice surprise for you.  Do them poorly and your junk will be caged for so long they might just shrivel up and fall off!”  I then listed just enough jobs, such as cleaning, food shop and other chores that bore the hell out of me, that would fill his time and prevent him from getting distracted.  “Finally, you will notice that some of your clothes are missing and have been replaced with something else more suiting to a cross-dressing sissy such as yourself!  I will send you other instructions when I can be bothered to.  Remember, have your phone near you, do NOT keep me waiting.  Mistress Dominque”
I picked up my phone and texted: “Hello Sissy.  Describe to me how the new clothes feel.  Send me a photo but I do not want to see your snivelling face!”
10 minutes later he replied “Hello Mistress.  The clothes are baggy but fit.  The top is sweaty and the socks keep falling down.”  The photo, which was attached, looked like something from a 60s brochure: he looked ridiculous! Perfect!
“Why did this take you so long?  10mins!  Reply within 1 in future.”
“Sorry Mistress.  I was cleaning the toilet and couldn’t get the marigolds off fast enough.”  Now picture that image. Ha-ha-ha 😊
After this, and a bit of cruel smirking on my part, my girlfriends and I went to the spar.  After much giggling and chatting about life in general, I returned to my room, got dressed for lunch and met them in the bar.  Chatting about what we would do with the afternoon, shopping without annoying husbands in tow at the top of the list, prompted me to send a picture of a very sexy lingerie set to my Subby with the message of “What are your thoughts about these?  And be honest.”
The reply was suitably quick and read “They are beautiful but not really your style or colour Mistress.  Your beautiful skin is much better suited to dark lace or silk.” Hmmm, not what I was expecting but he was right, the set would not suit me.  Damn, the man might actually have a good eye for clothing…at least female clothing anyway!
Later, I sent a series of pictures showing stockings.  The reply was fast once again, subby is obviously training well😉  I even put a picture of a man wearing stockings to near his reaction.  His reply to this was most interesting of all.  “Sorry Mistress, I don’t know how to answer this one.  I don’t like seeing cross dressed men as they look silly.” What?!
The next photo obviously was a great choice, as he replied: “Mistress, this is teasing me too much.  Please stop!” and I swear there was a groan there.  Obviously, I didn’t stop.  Over the rest of the weekend, I sent a whole array of photos and by the end had a good idea of what his style was and a few good ideas of what he could get me for valentines and birthday too!
I had a wonderfully relaxing weekend and on the last day bought Subby a gift that I had spotted in a small boutique.  When I returned home the house was spotless, Subby was waiting at the door to collect my bags and there was a delicious smelling roast coming from the kitchen.  I nodded my approval and could see him relax with that.  Yep, definitely trained.
Later that evening, and after the children had gone to bed, I instructed Subby take me through his weekend, step by step.  It appeared that he had covered his clothing with baggy layers, to hide his ‘undergarments’.  Unfortunately for him, he got rather hot from all the chores I had set him and the polyester vest didn’t help.  Shame😉
“Well dear, you have pleased me.  I have put a tote bag on the bed, get it for me and I will reward your servitude.”  Hubby almost ran up the stairs and promptly returned with the bag.  He found me on the sofa with his key in hand.  “Now sit down. And close your eyes.”
I deposited onto his hands, black satin pyjamas.  The short sleeved top and shorts had an ivory edging and I knew, from the text conversations, this would be perfect for his feminine taste.  “Without opening your eyes, tell me what you think.”  I whispered to him.
“It is light and smooth.  I love the texture.”  He said, lightly gliding his hands over the fabric and even put it to his lips.”  Interesting, he really is in for the whole tactile experience.  The way he inspected the clothing was not dissimilar to how he gets me aroused. 
“You may now open your eyes.”  Clearly, he loved what he saw.  “Now, you may wear these to sleep in but not in front of me, do you understand?” 
“Yes mistress”
“Now, I am tired and need to sleep.  You can use the spare room.  I will now unlock you.”  The next thing was very surprising.
“If it pleases Mistress, I would like to remain locked.”
“Yes? As you like.”  I was not expecting this.  Hubby is a very complex person!
The next day Hubby was so relaxed and affectionate.  In fact, the rest of the week was filled with surprise flowers, early returns from work and very high levels of attentiveness.  I will have to go away more often!
Yours, and definitely pleased with myself,
Mistress Dominique xxx

Re: New to being a keyholder
« Reply #47 on: January 30, 2022, 10:49:52 AM »
Hello Odslutpuppy,

So good to hear from you and, if I have not already done so, 'Happy New Year'! 

Yes, you are certainly meaner than me, but that is what I love about you.  That said, I will take on board your points when I next go away: it will keep Subby on his toes to be treated harshly without explanation or rewards.  Poor soul:-)

Regarding "...that conversation"  in one sense i would love to have my bestie in the know, but as much as I love her, she is not very discreet, certainly when the gin is out.  It would be fun as she already gives Hubby a hard time about everything as it is, but once that box is open there is no going back.  Still, things change and who knows what will happen in the future.  I certainly find myself treating Hubby differently and instinctively so.  Observant people have probably already guessed.  It would be fun to know whether there are any other husbands being trained but I suspect not.

I hope you enjoy the gag in the second instalment of my girly weekend away as I am quite proud of my inventiveness.

Stay safe,

Mistress D xxx

*

Offline odslutpuppy

  • *
  • 31
  • Gender: Male
    • View Profile
Re: New to being a keyholder
« Reply #48 on: February 01, 2022, 04:33:54 AM »
Mistress Dominique,

Your wicked inventiveness always serve to enhance the enjoyment in hearing what "poor" Subby has to "endure". (lucky lad)

You're quite right - once that box is opened there is no going back. And it is a risky business - only you will know when, or even if, the time is right. I can certainly understand your hesitancy given the "gin discretion". Who knows what the future will bring.

As to the gag - I hope that you take this in the spirit in which it is intended. While I enjoyed it greatly, it was somewhat anticipated/expected. Maybe because it is a wonderful combination of his interest in feminine attire and a humiliation aspect brought in to discourage that interest. A nice touch but just a little predictable for my personal liking....but that's just me.

Glad to hear that the weekend away was so successful. Looking forward to hearing what the future will bring. (Hope you don't mind if I live a bit vicariously through you and Subby.)

Respectfully,
Osp
Be careful what you wish for... you just may get it and not in the way you expected.


Re: New to being a keyholder
« Reply #49 on: February 18, 2022, 05:29:43 PM »
Hello Chastikey et al,
I entitle this story as “7 gifts of Valentines - Part 1”
Hubby and I feel privileged.  Yes, we work very long hours, have had many knock backs over the years and have had to work as a team to get everything that we have.  Do we want more?  Yes!  Not material things, what we want is a deep, dark, red and a passionate life.  For the last two years we have been getting there, exploring chastity and everything that goes with that.  Material items pale into insignificance when you have chastity in your lives.
For the most recent valentines, we wanted to avoid the commercial motivation and instead move towards the darker aspects of our desires and just use the date as a focus.  We agreed that the 14th would just be a date in the middle of a fortnight of fun, pain and discipline.  True to tradition, “Ladies go first” and since Subby is the biggest lady in our relationship, he started the fortnight.
Hubby tried his best, a dozen beautiful roses on Valentines-7, chocolates V-6, lingerie and so forth.  I will admit, he has good taste and the heels he bought me on Valentine’s day were particularly sexy, extenuating my ankles and firm calves.  They also feel amazing!  Subby’s reward each evening was whether he had permission to pleasure me, would have to watch me pleasure myself or was cuffed to a horrid wooden stool, only able to hear me.  The stool is something that I found in a skip whilst we were out walking and clearly has had a tough existence: one of the legs is unstable, the seat is missing a strip of wood so uncomfortable on a bare bum and the lack of a backrest makes access to his bare back, complete.
“Subby, do you like the lingerie that you bought me.” I asked whilst he was balancing on the stool and I hovered behind him.  “Yes, Mistress and they look amazing on you!”
“Hmmm, but who are they really for, my slave?”  I whispered this into his ear and quietly backed away.  God, the panties felt amazing and the bra gave me a cleavage that I did not know I owned!  I don’t normally get very excited by lingerie, too much a ‘sterotype’ sort of thing imposed on women by society.  Give me PJs and no bra any day of the week!
“Sorry Mistress, I don’t understand?”  Perfect answer! Swish, crack and yelp!  The cane left a red welt across his shoulders.  I waited for the pain to sink in, realisation to dawn on his mind and then 3 more swings, the last two across the bulge of his bum resting on the stool.  He nearly fell over at this point but recovered just in time.
“Who was this lingerie set really for, slut!”
“Honestly Mistress, I have not worn them!”
“Oh, I know.  Your slovenly body wouldn’t squeeze into them.”  I hissed with mirth.  “No, but think, who is getting the most satisfaction from me wearing them, you or me?” 
“Oh, sorry Mistress, me.”
“Yes, yes, yes, yes, YES!” And each affirmation was followed with a swing of the cane.  His back was glowing and Subby was panting.  As I moved around him, leaning over so that he got an eyeful of my beautifully cupped breasts, I could see that he had tears in his eyes.  Did I feel guilty?  Of cause not, the little slut had pre-come dribbling from his cock and was getting off on this as much as I was.
“So, you have once again thought of yourself first.  When are you going to learn that your thoughts should be about serving me and not what makes you feel horny?”
“Mistress…”
“Oh shut up!” Grabbing a gag, I silenced him.  Satisfied that the cock shaped mouthpiece would both mean he was humiliated and was unable to do anything other than gurgle.
What I did then, in front of him and completely oblivious of whether he could see or not drove him mad.  Panting, I looked up as my body was starting to come down from an incredible high and could see that he was hard and desperate to break his bonds.
“You are still enjoying this!  Spread your legs!”  I picked up the crop, which is never far away these days.  Stroking his groin, it only made him harder and I could see the tension in his eyes.  Three hard hits across his circumcised cock caused to deflating end to that.  This ‘treatment’ was new to him and he was clearly shocked.  “I am going to shower, stay here.”  Not that he could go anywhere, he-he.
When I returned, his manhood had shrunken down to a pathetic stump.  Wrapped in a dressing gown I pulled on a pair of marigolds.  “You look pathetic and I don’t even want to touch that lump of flesh with my bare hands.”  The pre-come was useful now as I pushed his junk through the ring of his cage and locked him up.
I removed the gag, admiring the red marks that it had left across his cheeks and neck.  “I acknowledge that you have worked hard to please me for the last 7 days, and even though the lingerie was born out of a selfish act, they clearly show that your feminine side is being trained well. Tomorrow I will start to reward you.  Remember, what I do for you will solely be focussed on what you need slut and are not for me, do you understand?”
“Yes Mistress, thank you Mistress.  I am here to serve you!”
“Yes, you are.”
The next day I was with Hubby again.  We both love the openness of our relationship after a ‘session’ as there is no sexual tension, just companionship.  Though we had to work, the breakfast and evening were cuddles and chats.
“Ok dear, it is shower time.  Would you like to go first?  I have put a towel out for you.”  My eyes made it clear to him that this was a non-negotiable. 
What Hubby found was a fresh towel wrapped around a new razor, a bottle of Veet and a note which read “From your neck down, all hair must go.  If you want to wear woman’s clothing then you are going to feel like one.  It is your turn to know what it takes to appease social conformity and expectations.”
I personally hate the smell of Veet but the benefits are superior to a razor and certainly last longer.  Hopefully my Subby read the instructions with the Veet and uses the razor on key areas of his body, because if he doesn’t, it won’t just be hair that he removes!
I am pleased to say that the result was excellent.  Seeing him stood naked, totally void of hair, other than for a few hard to reach places, was wonderful.  I’m not a fan of a ‘manly and hairy chest’. Hubby is/was and certainly looked embarrassed as I inspected him, razor in hand rectifying patches that he had missed.
“Photo time”
“What! Mistress please?” 
“Hahaha!  This is only day one of my gifts.  You do like it though?  Feel it, this is much better, don’t you agree?”
As he stroked his body, I could see that he had mixed feelings, one of joy and another of shame.  How was he going to keep this hidden?  What if somebody asks questions when he goes to the gym?  Well, that is his problem!
Mistress Dominique xxx

Re: New to being a keyholder
« Reply #50 on: February 20, 2022, 01:19:40 PM »
Hello Chastikey et al,
I entitle this story as “7 gifts of Valentines - Part 2”
The next morning, I was woken to a gasp from Hubby from the ensuite.  I stretched languidly after a very relaxing sleep, giggling to myself as I remembered what had been Day 1 of Subby’s introduction to what a ‘conditioned Valentine’s woman’ is expected to be.  I did think that I would ignore him and snooze for a little longer but I was intrigued and my brain won’t switch off once it is intrigued; plus I knew that he would be fussing over whatever it was that he had discovered in the bathroom for the rest of the morning.  Hmmm, that might be something to refer to this evening😉
“Morning dear, everything ok?”
“Is this normal!” He asked as he came through the door and back into our bedroom.  He was holding the front of his boxers open looking worried.  As the curtains were still drawn I couldn’t really see much but the light from the ensuite did glint off his freshly ‘mowed’ chest.  Hmmm, that looks good!
“I’m not sure, what is the problem?”
“My nuts are red raw and itch too buggery!”
Looking down I could see what he meant.  “You didn’t use the Veet all over your body, did you?”  I knew full well that he had but, LOL, welcome to being a woman!
His eyes looked up and he genuinely looked scared. “Yes, shouldn’t I have?”
“I did tell you to read the instructions.  Veet is effectively paint stripper you know.”  I laughed at this point, though perhaps I shouldn’t have as Hubby would be in A&E if I didn’t put an end to this quickly.  “Just keep putting on baby lotion and you will be fine.”
“But, what if…”
“Enough!  Do as I say and you will be fine.”  I was surprised by the steel in my own voice.  Honestly, I am a very sympathetic person but, recently, I have found that I drop into character very easily.
“Yes Mistress, sorry, I didn’t mean to question you.”
“Once you are done, wash you hands and I think a cup of tea would be really nice.”  And off he went.  My brain was still in ‘Mistress’ mode so whilst Hubby was in the kitchen, I planned how his next gift would be delivered.  This would take subtlety, I want to keep the humiliation building up but I am not ready to share what we have with friends, certainly whilst the children are too young to understand.  Plus, with Hubby, gradual build up always drives him crazy!
After breakfast, I laid out Hubby’s suit and a short-sleeved shirt.  “Why this shirt dear?  It’s still a little cold for short sleeves?”
“Yes, and more so now that your shaggy body hair is gone.”  I grinned.
At this point his predicament started to dawn in his mind.  “But people will see!”
“Yes?”
“But what do I say, how do I explain why there is no hair on my arms?”
“Tell them…tell them that you wife has decided to take control of your image.”
“What, I’ll sound like I’m hen pecked or something.”
“Aren’t you?  This is what you have asked from me, no?”
He nodded, head down.  “People will laugh.” 
“No, they won’t, not the woman anyway.  They will be thinking how beautiful your skin looks and thinking about either their own or whether they can get their husbands or partners to ‘man-scape’.”  I said this firmly but also with a hint of lust in my voice.  The latter wasn’t wasted on Hubby, he could see that I liked him this way and that I was also buying into his need to feel feminine.
Midday I sent him a text from work “How is your day going my smooth slave?”
“There have been a few questions, some of the guys laughed, one actually said that he ‘scaped himself.  The women asked how I did it and most said that I looked better for it.  This attention has been difficult for me, you know that I’m an introvert.  However, it is making me feel so…good.  Thank you, Mistress, I love you!”
That evening, after the children had gone to bed and we had cuddled watching a trashy mini-series, I led Hubby up-stairs.  “Sit here my beautiful slave, I have a second gift for you.”
I studied his face, getting a clear image in my mind of what I wanted.  “Now, this will cause some pain, very little pleasure but you will love the outcome.”
“What are you going to do?  I’m not sure that I want makeup on Mistress.”
“No, and nor do I.  I am going to reduce those bushy mounds above your eyes into something more pleasing.”
“Oh, ok.”  The quietness of his voice is always an indication that something deep inside was pleased but his social conditioning was concerned.
It was actually quite fun to pluck away.  Watching him wince is always good and this was a lot less effort than using a cane or crop.  Thinking on it, I should have made him undress but, hey-ho, hindsight and all that.  I was pleased with the end result, not too feminine and his freshly sculpted eyebrows framed his piercing blue eyes well.
“What do you think.”
Instantly he answered “I really like them Mistress.”  Then, without pausing he scooped me up in his arms and dumped me on the bed.  My god, he was as horny as hell!  Should I uncage him, this could be amazing?  Nope, no time for that, it would appear, and certainly penetration was a long way from his mind as he roughly removed my clothes and buried his face into all of my crevices!  Bloody-hell, Subby has become adept with his hands and mouth!  I completely lost sense of time and had to bury my face in the pillow so as not to wake anyone!
“You have pleased me slave.  But I am exhausted and need to sleep.  Go to the spare room and sleep there.”
With a look of shock, Subby left the room.  I didn’t give it a second thought as I was asleep in moments.
It is only day 2 but this valentine is proving to be the best in our history!  There might be high expectations for Day 3 but, perhaps a step back is necessary instead.
Kind regards,
Mistress Dominique xxx