Back into Chastity

Ok.....today im feeling guilty and disappointed about cumming the other day.

Although it was absolutely fantastic it was different from sex (from what i remember) or jerking off.
There was no physical pleasure or sensation from my penis.
It was like when the TENS was switched on i went from zero to the beginning of an orgasm.
At times it was even somewhat painful as the TENS goes through different cycles. Some of them not pleasant at all.
But very quickly i was trapped in that pre-orgasm state where the world disappears and you ride that wave.

I think this may be similar to how a woman experiences sex. A constant journey towards an orgasm as opposed to trying to postpone that orgasm as a male does.

Either way i should not have cum even if it was not in a traditional male manner. I was soft the whole time and my penis was never pleasured or even touched.
I still feel bad about it but I am afraid to confess my transgression.

Not sure what to do next.

 

Well as Chaz69 says its been 9 Months!!

Not much too report that hasn't been mentioned earlier.
Have got to enjoy servicing my wife a little more than usual in the last day or two of the 9 month mark.

Last night she also teased me a little about me wanting to cum but that its up to Her when or If i get to cum.
Needless to say im still caged and she still has not allowed to me to cum.

I have been especially aroused this month.

An introspective thought i am having is .
At the start of a "term of chastity" begins i find with every week then month that passes the frustration and desire to cum greatly increases then at a point it levels off. I found wanting an erection or cumming to not seem so important and just enjoyed my situation as it was.

Now I suspect as the months, weeks and days start to count down to a full year of chastity im going to experience a growing desire to be unlocked and cum again. Or maybe not. This is all new territory for me.
I can also forsee that my wife and i both think that after going a full year in chastity and only some wet dreams to provide releif that my chastity may as well continue.

No need to be unlocked going forward.

That does have a pretty strong allure to it as well.

 

Well......i Did It!!

Ordered the Holy Trainer v4 Nub........in Pink!!
https://www.ebay.com/itm/265456315664?var=565273219821

Ordered it a little early as it wont be going on before August 25th 2022 but with all the supply issues and products disappearing from the market i wanted to make sure i got one.

Always wanted a pink cage as it is so much more humiliating but never had the nerve.
Also i like the opaque cages over the clear. Last cage was the HT Small, in black really liked it.
Current cage is the Nano. Smaller and a better fit but not a fan of clear.

Have been steadily downsizing cages over the years.
I will have been locked in the Nano for a minimum of a full year and the Nub will be my "forever" cage.

 

Well looks like the Nub has made it to Canada. Should be delivered soon.
It wont go on until August 25th. The one year anniversary of chastity. In the HT Nano.
I will have been caged 12 whole months with removal only once at 6 months and that free time was measured in minutes!
I assume it will be another full year in the Nub.

 

300 Days in Chastity!!!

New HT Nub has cleared Canada Customs.

 

Had a new experience with chastity yesterday.

I was outside away from the house in a wooded and private area.
Needed to take a pee Real bad. Normally i would just find the nearest tree and let it go.
This time however im caged so that doesnt seem to be an option. After so many years of sitting to pee like a girl it didnt even occur to me at the time to try peeing standing up.

So i drop my shorts and squat down. Thats when i realise that the potential spray may still soak my shorts.
So i decided to just kneel on the bare ground to pee.
It was so erotic and humbling to be kneeling on the ground my shorts at my feet behind me. Knees spread as wide as possible. Shaved bare from my waist to my knees.
Watching the pee exit from the end of my chastity cage. Not my penis but the cage!

Didnt plan on it being an arousing and stimulating event but it sure turned out to be.

 

Just received an email..........

My new HT Nub has arrived!!!

Its at the post office

 

I want this cage OFF!!!

This has been the thought that keeps returning to my mind latley.

Its really getting to me these days. It seems awkward. Uncomfortale.
I'm also wanting to do things i know are harmful to myself. I tried some urethral insertions for stimlation.
It works but also does damage and ive read it can have long term disabilitating issues.

Anyways. The cage remains in place. Needed to put this down in writing.
Ive had these feelings of wanting to be set free from chastity off and on over the last few weeks.
So far however not strong enough yet to ask for removal .

Who knows. Maybe she will deny my request anyways.

 

Thankfully i have gone from a peak of frustration to a valley of contentment.

My previous post i was at the height of frustration and very desperate to be released from my chastity cage.
I lay next to my wife one night and it took every bit of willpower i had not to Beg her to remove it.
It was the same for several days before and after.
I also knew if i did that would most likely end the chastity play. For a period of time if not forever.

I persevered and endured those feelings of desperation.

Today one week short of 11 Months of chastity im glad i did not give in.
The feeling of needing/wanting to cum are strangely a distant memory.
Its funny how you can go from one extreme to the other so quickly and so frequently.

I am, (for now), again at a point where i dont feel that need/want to ejaculate or even play with my penis.
In just over a month it will be One Full Year of chastity for me. No removal. No cumming.

Other than knowing i will be moving down in size to a Nub i wonder what the next 12 months will hold.

 

In 21 days the One Year Anniversary of my chastity arrives!!!

Never did i think i would ever be locked this long. Now i cant imagine ever being unlocked and free.
Ive been trying to find a way to celebrate this milestone with limited success.
The one item that must be included is the new V4 Nub cage.

Some of the celebration planning was taken care of last night.
After i gave my Wife and nice but brief licking. She told me some of Her plans.
One detail i must share is this.

I was told to assume my position for performing oral sex. Which is me kneeling on the floor next to the bed as she lies perpendicular on the bed. Within seconds of me licking her pussy by the noises she makes and the way she positions her body i knew it wasnt her pussy she wanted licked. I moved a little further down and slowly and delicately licked Her ass. She had a very nice orgasm and then dismissed me from between her legs.

Anyways back on topic.
As we where cuddling in Her afterglow i must have been pushing my cage against her leg and humping a little.
She encouraged me to do it more and cum. I increased my humping but being caged could not cum.
I gave up in blissful frustration.
Thats when she let me in on some of her plan for when i reach a year in chastity.
She said once the day arrives she will uncage me and allow me to hump her leg until i cum!
That wil be the first flesh on flesh contact she has had with my penis in Years! I am such a lucky boy.
Then she added that i will also be allowed to be uncaged for 12 hours preceeding that. However she quickly changed her mind and made it 6 hours instead. The way she worded it leads me to believe that in those 6 hours i will be too occupied with activities of some sort and not have the opportunity to play with myself.

It will be nice to be able to have a good thorough and unrestricted shave but im very concerned about how it's going to "feel" being uncaged, especially for a whole 6 hours. Not to mention what its going to feel like cumming on her leg. I hope i cum super fast just to add to my utter humiliation. Knowing i just wasted an opportunity that may never come again. I also have a concern that an ejaculation after all this time is going to hurt a little. Probably not but its a concern,

Anyways those are my thoughts for today.
Plans for our One Year Chastiversary are coming together.

 

So tomorrow is the big day! One Full Year in Chastity!

I have felt like i should post something about this upcoming event for a few days but have been having a hard time coming up with something to write.
Well here goes, lets see what comes out.

First off. Im not nearly as excited about the possibility of being uncaged and allowed to cum as i thought i would be. I figured last few weeks or days i would be extremely horny, frustrated and desperate to cum as humanly possible. Hasn't been the case.
A day or so ago i was thinking more about maybe im not enjoying chastity and once the cage is off maybe it should stay off. Now im back to being content with my current situation. No stimulation. No release. No cumming.


Then my thoughts turned towards maybe i should be made to cum tomorrow to remind me of what ive become complacent about. How good an erection does feel. How a stimulatied penis brings so much pleasure. How good the feeling of ejaculation is and how much relief comes along with it.

Maybe the roller-coaster will start up again.
Once again feeling those pleasures that will soon become just a distant memory may be just what i need.

It will be interesting to see my own penis uncaged again. I know after my last long term lock up my penis looked and felt very unfamiliar in my hand. That lock up was no where near as long as this one.
Once the new Nub which is even smaller than my current Nano is in place i wont even be able to see my penis as its a Pink Opaque plastic unlike the clear Nano.

I am fairly certain my next lock up will be another full year at a minimum.

Some other thoughts keep creeping up.
Will my penis get hard after all this time?
Will i cum super fast or perhaps have a hard time getting there?
Will my ejaculation feel as good as i want it to or will it be uncomfortable or even be painful?
I will admit there is a certain level of anxiety about what tomorrow will bring.

Either way as usual I will follow my wifes lead and go with whatever happens. I find thats usually the best route.

See you all tomorrow.

 

Yesterday was the "Big" day, lol

The day started off well. First thing in the morning my wife annouced today was One Year in chastity for me.

However. It turns out plans changed

I was allowed out of my cage first time in six months, second time in a year.
I was allowed to cum.
I am now relocked in an even smaller cage now.

Just didnt go as promised.

The original 12 hours of freedom which had been immediately reduced to 6 hours became less than an hour.
I was allowed to cum but not by humping her leg. I had to jerk myself off in the shower.

I did present my wife with the new HT v4 Nub in Pink. She loved it and said she was very happy to see it was Pink. She isnt usually overly vocal about these things but told me she liked the pink since it looked more feminine. Suited me since i didn't have a Real penis.

When lock and cage was removed i looked down at a penis i barely recognized.
It was a different shape and size. I could easily have mistook it for someones else's penis.
I got into the shower to do a proper thorough shave for only the second time in one year.
The water pressure was such an intense feeling. Just the feel of the water running over my penis was almost enough to make me cum. Almost.
As i was shaving and maneuvering my penis around it felt foreign in my hand.
Once i was shaved nice and smooth it was time to enjoy the pleasure of masturbation.

For months i have debated. Given the chance should i prolong the pleasure and draw this out as long as i can knowing it will be a long time before being given this privilege again. .
Or should I give in to my masochistic desires and cum as fast as possible and ruin the experience?
I started off gentle and soft, very slow. Enjoyed about 3-4 tentative strokes.
Then i gave in. I knew i had to ruin the experience and waste the opportunity.
10 fast strokes later i was cumming. It was over.
I had to hold onto the shower rail as my body turned to jelly.

I finished my shower in a daze.

So after One Full Year of chastity it was now time to be locked back up again.
This time in an even smaller cage. The Nub is only 1" inside length.
I did have to move up a basering size otherwise it pinched.

Later that evening my wife did tell me that she thinks for this next year i should cum once every 6 weeks.
So I guess that means another year in chastity and doesnt look like with that schedule i will ever get off the roller-coaster.

 

After about 2 years without seeing our Bull he finally made a visit yesterday.
I was of course still locked in the new HT Nub.
It took a while for them to make it to bed as they hadn't seen each other in so long.
We all did the usual small talk until i was dismissed from the room to attend to a small matter.
When i returned it was to the sound of the bed creaking.
I dont interfere when they are together unless told to do so. So i just sat outside the room and enjoyed the sounds.
I waited until their pace had really picked up, taking a peek now and then so i could see him plunging his thick cock into my wifes pussy.
Our bull MrD. had promised me this visit he wouldnt just be fucking my wife. He would be making Love to her.
Since it had been so long an aggressive fucking that she usually prefers would have been a bad idea.
Our Bull making Love to my wife just took my arousal to a whole new level. The deeper the connection they have seems to turn me on even more. I suppose it also increases the cuckold angst.

Eventually he was ready to cum and my wife was begging him to fill her up. She loves for him cum inside her.
I heard him roll off my wife and I was soon summond into the bedroom to clean up the mess he had left In and On her pussy. She has a bush now although she did tidy it up for MrD's visit.
I had been chatting weeks earlier and MrD told me the next creampie i recieved i was to make sure i cleaned it up properly. Not just move his cum around. I wanted to do it properly for him so as my face got closer to my wifes messy used pussy i slurped up his sperm first as if i was slurping jello off a plate.
Only after the bulk of his cum had been removed from her pussy lips and the hair above i then used my tounge to lick her sweet pussy clean. I even licked lower down between her ass cheeks to get all that had been running out.
Once my wife had concluded I had done a sufficient job she patted me on the head. Said "i was done" then dismissed me from the room again.
Somewhere during the day i made us all some lunch and casual conversation.
Soon enough they where back in bed. As i peeked in once again he had her on all fours fucking her like a dog. My wifes favorite position.
MrD noticed me peeking and called me into the room. He has known about my HT Nub and knew i had been wearing it since the Nano was removed but had not seen it. I was instructed to drop my shorts so he could see.
I am pretty shy but i dropped my shorts to the ground to show off my cage as he continued to drive his cock in and out of my wife from behind. I could hear her pussy gushing with each thrust. She looked up as i stood there in my humiliation. She let out a few big moans as she dropped her head back down.
It was the perfect moment. My wife on all fours being fucked like a dog. Me standing caged in front of them both and our Bull thrusting into my wife. Im sure he was very pleased with what he has accomplished. I certainly was.

A few hours after he had left my wife went back into the bedroom and called me in. She was lying perpendicular on the bed with her legs hanging over the side. Naked from the waist down. Her glistening pussy on display again. This is her favorite way to enjoy oral, with me kneeling on the wood floor, Her on the comfy bed.
Her pussy was very red and looked thoroughly fucked. Just the way i like it.
I was told to be very careful as she was very sore. I already knew that would be the case but its nice to hear.
I got carried away a few times as i licked her pussy and my second creampie of the day as had to be told to take it easy. I just couldn't get enough of her pussy. I never can but licking her used cum filled pussy is even harder to resist. I brought her to at least one squirting orgasm. When she was finally satsified i was told to stop. I didnt want to stop and kept diving back in for a kiss and a lick of that fantasic pussy. To the point she was almost getting mad at me.
I kept pestering to give her more oral all eveing but was denied each time. Im sure she will be sore for a few days. She told me later that night she had felt like a virgin again.

Funny thing is after a full year in chastity and many years being a chaste cuckold i didnt have any urge to cum myself. I enjoyed my role far too much.

My wifes orgasms bring me far more pleasure than my own do now.

 

Yeah thats for sure!
I certainly didnt expect this. Didnt think my wife would want to as she had been aprehensive in the past.
All i heard at first about how long i would be caged was "Not for a long time ".
No kidding.

 

Thought i should share this email i recieved this morning. It was super arousing.

Hey my little buddy I just wanted to say what a great time I had fucking your beautiful sexy wife yesterday! Damn she's an amazing woman and great fuck, I really enjoyed my afternoon and fucking her multiple times! She sure did enjoy me making love to her and getting a little physical to. Her tight pussy is going to be very sore for the next few days from my very large throbbing hard cock! Don't forget my sperm is going to be swimming around inside her for days to come. When her sister is there visiting this weekend i want you to whisper in her ear.........MrD's cum is still swimming around inside your beautiful pussy that he claimed!
I also look forward to seeing some of the pics and vids you took from yesterday!
Cheers your big cocked BULL,
MrD