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A collection of stories, pictures, thoughts ideas and more that are of interest to feminine and sissy males. I am open to submissions and guests posts on the blog. to email me just see my profile. Hugs...sissy terrie
Showing posts with label Chastity. Show all posts
Showing posts with label Chastity. Show all posts

Wednesday, January 28, 2026

Chastity: Do You Really Need a Keyholder?

Many years ago, I was the one who initiated the discussion of chastity in our relationship.  Diane was open to it and the experiment began.  There were a few failed attempts to make it work.  During those trial periods, in order to get used to the feel and discomfort of the cage, I was given the freedom to "self lock" and release myself when it became too uncomfortable.   Diane grew impatient with me and my whining and the whole idea was shelved until I was given a "last chance" in late 2014.

We officially began my "lock up" at midnight on 1/1/2015 and we are still going strong.  Fortunately, I have a loving and controlling keyholder.  Many people aren't as fortunate, or at least that's the way that I see it.  

But the fact is that most men who give chastity a try don't have a keyholder.  Perhaps many wish they had one, but there are probably some who are just find without one.

I found an interesting article on Medium on the subject.  I think you'll find it interesting. 

 

You don’t need a Master to feel mastered.

Some of us wear the cage for:

  • Discipline & Focus
    The days stretch differently when you’re denied. I write more. I scroll less. I show up cleaner in my work — and sharper in my flirtations.
  • Erotic Tension Without Release
    The cage doesn’t kill desire. It concentrates it. A stranger’s cologne on the street? Devastating. A hot barista? Earth-shattering. You feel everything.
  • A Different Kind of Masculinity
    Not every man needs to fuck everything that moves. Some of us find power in waiting. In choosing to ache instead of act.
  • The Ritual of Restraint
    For me, locking up after Key West felt ceremonial. Vacation was over. Playtime done. Click. Time to focus.
    I felt grounded. Balanced. In control of something primal.
  • Sometimes me.
  • Sometimes an app.
  • Sometimes I give it to a friend and say, “Don’t give it back until I finish this creative project.”
  • Sometimes it goes into a timed lockbox — no cheating, no shortcuts.
  • And sometimes? I’ll lock up while I’m out of town and mail the key back home to myself. (A little delayed gratification, courtesy of the postal service.)

But lately?
No one.

And there’s a strange, electric freedom in that.
You realize you don’t need someone else to tell you “no.”
You can do that yourself. And when you do, it hits different.

This is about choosing to want. Choosing to withhold.
Choosing to feel that hungry, sexy tension throb through you with every step.

If you’ve ever hovered over a product listing with curiosity…
If the idea of not being able to touch yourself makes you twitch in the best way…
If you’ve ever whispered “what if…” just once…

This is your sign.

Try it.

Lock it up.
Keep the key — or toss it.
And see who you become when your pleasure isn’t the prize — it’s the pressure.

You might find yourself walking taller.
Thinking clearer.
And feeling something you haven’t felt in years:

Aroused. Alive. A little dangerous.

 

Thursday, January 22, 2026

Size Advantage & Differences

Dominant BBW's have always been an interest of mine.  Mistress knows this and often teases me about it.

"I bet you'd love to submit to her?" She's often said to me, referring to an attractive BBW we see or someone we've met.  Maybe someday I'll get that permission.

On to my 'Thick Thursday" post...

I can relate to this submissive in many ways.  My similar lack of size in the presence of a confident woman with such a size advantage puts me in an immediate subspace.   

Photo courtesy of Big, Bitch & Bossy

If he's lucky, he and his little penis will end up in the same place I did. 

In chastity and pink panties. 

Love,

sissy terrie 💓 

Tuesday, January 13, 2026

Pre & Post Chastity

So first..get your minds out of the gutter.  I'm not about to show you a picture of my pre-chastity penis compared to what it looks like now.

Besides, neither one would be very impressive - depending on your perspective, frame of reference, etc.

However before I embarked ever-so-willingly (and unknowingly) upon a life of chastity controlled by my Mistress-Wife I used to be able to comfortably tuck my little thing between my legs for a rather feminine looking appearance...

I thought it looked pretty convincing, until I had to stand up and start prancing around.

But once chastity began and you're "life-locked" so to speak, your tucking days are pretty much over.  It's nearly impossible to squeeze the cage and it's contents between your girly thighs for it to remain hidden.

Instead, that little thing of yours isn't going anywhere or doing anything anytime soon.  

Love,

sissy terrie 💕 

Tuesday, January 6, 2026

Sissy Gift Giving

In many traditions around the world, the Christmas season extends to January 6th.  In Italy for example, an older women will give out gifts on this date to little children in their Christmas stockings.

The photo below is perfect for the establishment of a tradition in Female Led Relationships.  What's better than a Dominant Wife buying themselves a gift for their subs and sissies to give to them?  You know, something they can really use!

Even better when you can put it somewhere else than inside a silly Christmas stocking! 

From the Tumblr site Denial Permanente

But all this is just fantasy for me.  Diane would never think of giving me anything that would lead me to try and act like a real man with Her.   I do fantasize about at least trying to bring Her to an orgasm with a man-sized member strapped on over my chastity belt.

If you're excited, fearful, curious or whatever about chastity, I think you'll enjoy the Denial Permanente Tumblr site.  See the link above.

Love,

Sissy terrie 💓 

Sunday, January 4, 2026

Wants vs. Needs

I enjoyed 23 orgasms in 2025.  That number may seem unremarkable to many but for me, that's nearly twice my average number since I've been locked in chastity.  When I expressed my gratitude to Diane more than a month ago She simply told me not to mistake Her generosity as a sign of weakness.  I've not had one since.  "You don't need that many" She added. 

I should also mention that 13 of those orgasms took place while I was locked in chastity; 'everything' taking place within the confines of my baby pink Holy Trainer chastity device.  

It seems like the increase in Her libido in 2025 is likely to manifest itself with a decrease in my own orgams in 2026.

My own libido hasn't changed and I would still enjoy having orgasms as often as possible, though none of them remotely resembling the orgasms that the average male enjoys.

As Diane loves to remind me: "Real men fuck their wives.  Sissies don't."

Love,

sissy terrie  💕

Wednesday, December 31, 2025

Another Year in Chastity

Tomorrow will mark the 11th anniversary of O/our (Diane and mine) commitment to a chastity lifestyle for me.  If we are being totally honest, I don't believe either one of us would have thought that we would remain faithful to it as long as we have.  I don't know exactly when the "turning point" was, we came to the conclusion that I will remain locked until it is no longer physically possible to do so.

Lots has happened in our lives since this journey began on 1/1/15.  Through it all, because of our mutual commitment this lifestyle, my chastity was almost an "afterthought", a part of our lives that didn't preoccupy us but was simply "always there."

All that being said, I want to share with you a post from Diane's now "silent" blog - To Love, Honor & Obey" - that I wrote on January 1, 2020.


Wednesday, January 1, 2020
 
2020 - Five Years in Chastity
 
 On January 1, 2015 we embarked on a commitment to a lifestyle of chastity for me.  It was a significant milestone in our Wife Led Marriage one that neither one of us took lightly.

We'd "toyed" with it in the past until Diane found it too high maintenance and tired of my whining.  My complaints of discomfort would lead to my being let out only to find me begging to be locked again.  It was all too much for Her.

"If we're going to do this again, I want you locked at least 50% of the time" She said towards the end of 2019.  I agreed, and so it began.   It was a special holiday for us. 
 
 
Within a couple of weeks I found myself locked more than that and decided to try sleeping in my CB-6000.  It was painful but I put up with it.  Soon, I was locked more than 75%, then 90%....and so it went.

Daily spreadsheets sent to Diane and eventually Her lover Karl documented my progress. 

It's been five years now and I'm proud to say that I am now locked basically full time.  I'm now over 99% since we started. 

We've gone through several cages and settled on my pink Holy Trainer and another stainless steel cage.  I've been discovered a few times while going through scanners at airports and raised a few eyebrows.  I get anxious about it but its worth it.  Most of the time I slip through without any extra attention; an indication that TSA has obviously seen this all before. 

At this point there's no turning back.  Long term chastity has caused penile atrophy and full erections are a thing of the distant past.  I orgasm once per month on average and often it's when I'm locked.  When I'm "out" my little "softies" make the orgasms feel very, very feminine.

Joyfully, I wouldn't have it any other way.

Happy New Year and may your 2020 be filled with many joys and blessings.

Love,

sissy terri

A special thank you to all of our loyal followers over the years, those who are just joining us and people who just stop by.  You've been special to both of us, particularly during more difficult times.  Diane will probably join me here on this blog over the next few months (trying to get her added as an 'author' is more difficult than I thought - I just can't seem to get it to work) and we wish you nothing but the best in 2026.
 
Love,
 
Ms Diane & sissy terrie  👄👄👄

Monday, December 22, 2025

Chastity, Castration, Then What?

When the clock strikes midnight on next Wednesday evening and we kick off 2026, I'll be celebrating the start of my 12th year of being in chastity.  

I'll write more about that later but for now I'd like to share this cute and tantalizing (to some)AI generated "sissy magazine" cover. 

 Special thanks to:  Sissy Dolly 💗

Though I haven't totally "lost my manhood", I've certainly had to come to grips with the changes (emotional and physical) chastity has brought about in my life.  I think I've dealt with it pretty well.  Moreover, I'm very grateful to Diane for gifting me with such a lifestyle.  

Love,

sissy terrie 💗 

Monday, December 15, 2025

Sissy Bubble Baths

 So....


 I hope I'm not the only one who loves bubble baths.

A busy weekend and Monday here.

I promise tomorrow's post will be longer.

Love,

sissy terrie 💗 

Saturday, November 29, 2025

Chastity & Orgasm Denial

 A little chastity and orgasm denial humor...

 

Mistress' control over my orgasms coupled with my long term chastity have for the most part, made orgasms a "rare occurrence" compared to most men or real men.  But I'd be the first to admit that I am not like most men or a "real man."

As Mistress (and some close friends) like to remind me: "Real men fuck their wives."

I know I've been away from this blog for awhile, but would love to hear from others who share things like chastity, orgasm denial and the like.  I can't be the only one....

Love,

sissy terrie 💋

Tuesday, November 25, 2025

Chastity Update

Let me start with a quick "Editor's Note."  I had to delete a spam-like, porno ad from one of the comments here.  So starting tomorrow, I'll be moderating the comments on the blog.  I'll do my best to be timely in doing so.  Thanks so much for your understanding!

                                                   ********************************* 

Chastity was, and will continue to be a frequent topic on this blog going forward.  As some of you know, I've basically been locked in a chastity device just about 99% of the time since January 1, 2015.  Soon I'll be moving into my 12th year.  

Here's a link to a previous post to refresh your memory: Panties & Chastity - Constant Reminders.

I'd also like to provide you with a more accurate update on my "progress."    As I write this, I've been locked up 98.80% of the time since we committed to a serious chastity lifestyle.  

Lingerie, Cross Dressing & FemDom

A commitment like this doesn't come without challenges and some serious changes.  These changes physically, emotionally and lifestyle related.   When we started, I never really thought it would last this long but I committed to Diane that I would do my best.  I took it one day at a time.   That was 3,974 days ago.  I can honestly say that it has made me a better submsisive.   I'm grateful.

I'm also thankful that Diane's lover never insisted that She be locked in chastity...not that She would have agreed!


 I couldn't survive without the oral servitude that's expected of me.  I'd be lost with out it.

love,

sissy terrie  

Wednesday, June 26, 2024

Chastity Memories

There was a time in my nearly decade long time in chastity where I would have to switch between a steel cage (mostly a jailbird) and a plastic one (CB XOOO series with a plastic numbered seal) so that I wouldn't set off metal detectors at airports, sports and concert venues or any other location that had metal detectors.

With the Holy Trainer devices that don't set off metal detectors all that has become a non-issue.  Plus, I've gotten over the possibility of scanners picking up my device.   It's no big deal.  It happens far more often than you think.

As I passed through security last week at the local airport, I thought about one of my old metal cage.

It might not look that comfortable, but compared to the plastic CB models, it certainly was!

January 1, 2025 will mark 10 years of chastity for me....but who's counting?

Love,

sissy terrie 💓


 

 

Friday, May 10, 2024

Joint Decision Making

In a Female Led Marriage, not ALL decisions are made solely by the wife....

 

From the Tumblr blog Bi Top For Cuckold Couples

“You’re much, much smaller than him.  Even when you’re at your most erect state and he’s still soft, there’s still no comparison” Michelle told the cuckold.  “And besides, you still have that nasty masturbation habit.”

The cuckold blushed with shame.  It was useless to argue.  She’d caught him masturbating numerous times and even though it had been awhile since the last time she caught him, he knew that she knew he still did it.  All he could say was “I’m sorry.”

“Well, that’s why we’ve decided to put you in chastity.”

The short piece above brings back vivid memories of my own initiation into chastity.  After we'd tried it several times before my becoming a cuckold, D had felt it (and me) were too high maintenance for it to work.  But after She began Her relationship with Karl, the decision to put me into chastity was a joint one.  It came with the caveat that suck it up and stop my complaining about it. 

I approached it more maturely and with less whining.  At the same time, we changed cages and spent more money so that I could be more comfortable.  That was more than 9 years ago.  

Love,

sissy terrie

 

Wednesday, August 24, 2022

Painful Memories

My first chastity device was actually a CB-3000,  a molded plastic cage that was quite popular when male chastity began it's rise in popularity decades ago.  It was clear and colorless and quite frankly, with all its little spaces capable of inflicting serious pain because of all the pinching it caused, very, very uncomfortable.  

I then graduated to the CB-6000 which, pleasing to many sissies who liked being locked, came in pink.  No less comfortable, it was the cage Diane put me in when it became time to "put up or shut up" about wanting to be in chastity.  I endured the pain and pinching but only a short while.  Diane then ordered me my first steel cage called the Jailbird.  Though still very restrictive, it was far more comfortable than the CB series.  I would be put back into the CB-3000 when there was need for me to go through metal detectors.  Instead of the little brass locks, Diane would use numbered plastic locks to keep me secure. 

Here's a photo that brings back memories of the CB-3000 and CB-6000.  I'd recognize those keys anywhere...

...as I would Diane's leather crop, which used to be Her favorite disciplinary toy in those days.  

Love,

sissy terrie


Friday, August 13, 2021

Panties & Chastity - Constant Reminders

I've had an extremely busy week which has prevented me from posting.  There's been some travel, meetings, delays, etc.  Nothing out of the ordinary for most people with real jobs but being being semi-retired and a "mostly" full time sissy hubwife to my Mistress, it's been very different for me.

Some things however are "constants" in our Wife Led Marriage, which I'm sure is true of other serious Female Led Relationships.  Along with always being obedient to Diane, here are couple of things that stand out for us:

  • Panties - I wear them 24/7/365.  There are no exceptions without Her permission and it's been years since I've worn "boy" underwear.  
  • Chastity - I remain in chastity even when I travel and am away from Diane.  It was hard to deal with when I first started "wearing", but over the years, it's become rather routine.

The latter was the topic of a discussion I had with my sissy sister Nancy the other day when she asked about an "emergency" escape mechanism for those times I was separated from Diane.  I explained to her that Diane has emergency situations covered.  I always emergency access to a spare key with me at all times.  The key is in a sealed envelope that has Her signature and rubber stamp across the seal.    There are several of these envelopes; one at home, one in each of our vehicles and one for me to take with me when I have to travel.  Her lover also has a key along with Her best friend Linda.  The latter two are more symbolic than anything else.

The issue of multiple keys was a bit challenging when we first bought the Holy Trainer.  Each device comes with only two keys that align with the device's locking mechanism.  Diane wasn't able to order additional matching keys.  Fortunately, She found a locksmith who could replicate the keys and the problem was solved.  She ordered 10 new ones.

When I asked Her why so many She just shrugged Her shoulders and said "you never know..."  Other than the keys I listed above, the extra ones are locked in our home safe and "secured" in the same way the others are.

She's got Her bases covered pretty well, and Her sissy secured.  


Love,

sissy cuckold terrie 👄

Monday, July 5, 2021

Chastity Check

You know you're a cuckold when your Wife's Bull checks to see if you're in your chastity device as soon as he walks through the door. 

 

Love,

 

sissy terrie

Friday, July 2, 2021

Lovingly Locked

 I used to be able to do this...

Not so much anymore...

At least not without Her permission.

Love

sissy terrie 💓

Friday, June 18, 2021

Male Chastity - Comfort & Compliance

It's unlikely you're going to find the chastity belt that works best for you with your first purchase. Most of us spend more money than we should in search of that perfect fit. We start out with a cheap "knock off" because we don't want to waste money if we're not going to be serious about a chastity lifestyle.  But the cheap devices are so uncomfortable we're likely to get discouraged before giving chastity a chance.  

I've been in all of these devices and a couple others I gave away.   In many ways it was a trial and error process.   

Of those shown the most comfortable is the Holy Trainer (far left) and what I'm currently wearing followed by The Jailbird (middle).  The least comfortable was the CB-6000 (second from the right).

Realistically, when it comes to chastity as a lifestyle, some level of comfort matters if you're going to reap its benefits or reach the goals your keyholder might have in mind.  

Here's something from the long time blog Astonished by Her:

 Oh Lock Me, Boss Woman, Mother Woman

 

One law of Matriarchy

if i'm kept from masturbation, 

i'm more compliant.

i become more affiliated with Gynarchy.

Her needs, Her orders find home in my body.

Her stature grows, 

Her whims are honored.



The picture and prose resonate with me.   I'm also kept from masturbation unless it's in Her presence and I'm very compliant.  Nearly six and a half years will do that to you.

I'm happy honoring Her and Her whims.

Love,

sissy terrie 💗

Tuesday, April 27, 2021

Panty Poll Peek

Reminder:  Voting closes at 7 AM tomorrow morning on last week's "Panty Poll."  If you haven't voted yet there's still time.

Here's a hint of what's in store for this week's poll which will start tomorrow morning....

Here's something cute I thought I'd share from back in the day when most chastity devices weren't metal detector friendly!

Love,

sissy terrie 👄


Saturday, April 10, 2021

Limitations

We hosted Mistress' lover Karl last night.  Mistress had a long week and was deserving of whatever She wanted last night.  I wasn't upset that, having not seen Karl in more than a week, She wanted to spend some time alone with him.

The sounds emanating from the master bedroom aroused me.  So much so that I really wanted to touch myself.

 

I opted not to.  Chastity would have prevented any real pleasure, so I just thought about the two of them together.

Love,

sissy terrie 👄

Monday, March 1, 2021

The Monday Pantie

How many of you are old enough to remember "Day of the Week Panties?"

Collectively, they made a very soft and sensual statement about one's femininity.  I love the photo.  I've always blushed when hanging my panties outdoors to dry and think my face would turn an even deeper shade of red if the days of the week were daintily embroidered on each one of them!

Oh, and let's not forget today is "Blue Monday." 


 

Just thinking, what if...


 ...Mistress allowed me to have a "Cage of the Week?"  That could be problematic.

Love,

sissy terrie 💝

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