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Re: [timmyboy38] Well, it seems I'll get what I wished for!

Posted: Wed Jan 13, 2021 7:34 am
by timmyboy38
Very short update: I forgot to bring my wife the flowers she requested while shopping for groceries. So, right now I am wearing nipple clamps while working behind the computer.

Re: [timmyboy38] Well, it seems I'll get what I wished for!

Posted: Fri Jan 15, 2021 8:02 am
by timmyboy38
Another shortie:

Introducing small rules and things on a weekly basis has worked out well. My wife seems to accept new additions to our lifestyle when I choose the right moment. As I mentioned before, I am now in a 3.5 week lockup period, but I don't like the biweekly releases as they kill the mood a bit. But I do no need the hygiene and I love cycling, so I suggested this: twice a week, I will be unlocked but I have to get back in after no more than 2.5 hours. This gives me sufficient time to exercise and shower. If I am late, I will be punished with extra lockup time.

Next week, I shall have to undergo an outstanding punishment, however. This means a week continuous lockup with extra padlock, so I won't be cycling then. That's what you get when you masturbate without permission. The next time, she may be less lenient.

Re: [timmyboy38] Well, it seems I'll get what I wished for!

Posted: Wed Jan 20, 2021 12:38 pm
by timmyboy38
Today, I had a day off and for some reason felt the need to write a little poem about our new lifestyle. Things are progressing so well I am happy as a clam :D . I already managed to introduce nipple clamps and the Wheel of Lockup as punishments for uncompleted chores. Today, I was able to slip in a new one (pun intended); the wearing of an inflatable butt plug. The required wearing time will be extended depending on the infraction. The Obedience app allows us to keep track of chores and punishments, which is great.

And now, without further ado, my little poem in which I try to touch upon the duality of chastity:

I lead a life of chastity,
But to me this is not a tragedy.
Yes, I am always locked,
My orgasms have been blocked.
It’s true, my sex is caged,
Sometimes it makes me outraged.
My desire almost makes me sick,
Fortunately, I have my wife’s pussy to lick.
Although I do not always feel at ease,
It is her I want to orally please.
To my wife I am constantly drawn,
If I please her well, I may even receive her strap-on.
But if chastity play seems like a prison camp,
Then why do I long for that nipple clamp?
While my wife gives me an intimate hug,
I wonder about wearing a butt plug.
My masochistic nature has finally been revealed,
And I ponder about the riches it will yield.
My wife is always on my mind,
Our sex life has been redefined.
A life in chastity is what I crave,
And my wife to punish me when I misbehave.
I hope to be forever under her control,
Dear wife, I give to you my heart and soul.

Re: [timmyboy38] Well, it seems I'll get what I wished for!

Posted: Thu Jan 21, 2021 10:57 am
by timmyboy38
Short update. Gave my wife another early morning oral, how nice! Her fourth or fifth orgasm during my lockup period while mine was over two weeks ago. Will have to stay locked for another while.

On the hygiene front: By using my pinky, I can clean almost the entire tube of my Holytrainer 4 while keeping it on. First I put lots of soap in the tube and then I dig in and start rubbing. After, I thoroughly rinse with a jet of water. Works great! I have been locked for five days without noticeable hygiene issues. However, my HT 4 has some give between the ring and cage. Will it break? I just posted a question about that in the devices section. Thanks for any info!

Re: [timmyboy38] Well, it seems I'll get what I wished for!

Posted: Fri Jan 22, 2021 8:48 am
by timmyboy38
Had a conversation through Facebook Messenger with my wife just now, while being at work. It seems we have made another significant step, and I'm surprised at how easily my wife obliged me. Be careful what you wish for...

This was it:

Me: By the way, I really liked being locked up for a week continuously. Perhaps we should make this a permanent arrangement? That is, I get unlocked only once a week for cycling/thorough cleaning for a period of 2.5 hours. During the week, I can weight lift and jog with my cage on. What do you think? The decision is yours, of course.

My wife: How wonderful that you feel so well after one week! Sounds like a great plan to me πŸ˜‰.

Me: This is exciting πŸ™‚. Let me know when this new arrangement starts πŸ˜‰.

My wife: Well, let's start right away! πŸ˜‰


Wow :? . And she also agreed that after my current lockup period, which has been set at 3.5 weeks (due to infractions on my end), she will do her coin flip again. That means that if I flip tails, I will remain locked and have to spin the Wheel of Lockup again.

But our conversation continued!

Me: How about we also change the rules of the Wheel of Lockup? With an extension of up to a month?

My wife: Sure, you can change it tonight!


The Wheel app is on her phone. After an extension period, she can repeat her coin flip as much as she wants.

We only started this chastity lifestyle three months ago, but things are progressing fast! I am once again proud of my wife :D :twisted: .

Re: [timmyboy38] Well, it seems I'll get what I wished for!

Posted: Mon Jan 25, 2021 5:39 am
by timmyboy38
Technical update: Found that my foreskin piercing hurts throughout the night, and even bleeds a bit. I think this is because I do not wear underwear in bed. No underwear means my cage slowly slides a bit down from my body, as there is no support. This happens when I lie on my side. This causes the weight of the cage, which is limited but still, to be completely supported by my piercing. This is likely causing the discomfort. During the day, I have no problems, as my underpants effectively pull the cage up against my abdomen, preventing the cage's weight from pulling on my piercing.

I can test this theory tonight, by wearing underpants. I just don't like the feeling of the elastic band of my underpants around my lower abdomen when I sleep. I guess I can get used to it, just like I did with the cage.

A life in chastity means to you have to adapt. If my piercing keeps giving me trouble, a PA could be a solution. I'm open to it, but the wife is afraid... :lol:

Re: [timmyboy38] Well, it seems I'll get what I wished for!

Posted: Wed Jan 27, 2021 7:39 am
by timmyboy38
A Birthday Pegging

Yes, my wife gave me the birthday pegging I was hoping for :D . Before that, I had to lick her pussy and fuck her with the strapon. I am now at three weeks of almost continuous caging without teasing, sex or orgasm, so my frustration levels were off the charts.

After, she bound me on our bed for an infraction. Per my suggestion, I had to wear an inflatable butt plug (ouch) with harnas :twisted: , nipple clamps, ball gag and blindfold while tied to the bed with arm and leg binders. I was tied for an hour, and my wife sometimes entered the room and started tickling me and playing with my clamps (another ouch). I hope to be tied for longer periods.

I had a great birthday! :twisted: :D ;)

Re: [timmyboy38] Well, it seems I'll get what I wished for!

Posted: Thu Jan 28, 2021 3:41 am
by timmyboy38
Another Hour of Reflective Desire

My wife punished me again yesterday. Our paper waste had accumulated too much, so I got a mark in our Obedience app. That meant another painful hour of being shackled to our bed with the plug, clamps and gag. :twisted:

She tickled me several times during this, and I love that! I was straining in my cage.

Re: [timmyboy38] Well, it seems I'll get what I wished for!

Posted: Mon Feb 08, 2021 8:06 am
by timmyboy38
Bad news.. the HT4 cannot be worn for more than a week continuously. Old news for some perhaps, but not for me. My skin was in a bad condition. Now I will go four days in, three days out.

We are now considering a PA piercing and a Bijou from Evotion, although I read mixed reviews about them. Either way, I need a non-metal semi-open cage to allow for skin breathing, and a PA because my foreskin piercing is quickly rejected by my body.

One step forward, two steps back... :x

Re: [timmyboy38] Well, it seems I'll get what I wished for!

Posted: Mon Feb 22, 2021 9:40 am
by timmyboy38
Short update.

- My piercing was rejected by my body and fell off two nights ago. 1/4 inch of migration in several months. Now, all tube devices are useless due to easy pull-out, bleh;
- No chance of getting a PA due to persistent lockdown, plus gauging up for a bijou takes lots of time (and some money);
- wife has had zero interest in any form of sex lately due to lockdown-induced fatigue, so it's mostly lock and forget;
- ordered a cherry keeper with extra head lock ring as a last try.

I think this could be the end of the chastity road for us.