Wednesday, December 7, 2016

Chastity 2016 - Locked 98% of the Time

At some time yesterday, i don't know the exact hour or minute, i unceremoniously hit the 98% mark for time spent in chastity so far this calendar year.  In about a week, i should also hit the 96% mark for our "Lifestyle-to-Date" percentage. 

i've brought up the subject before and without sounding boastful or even self-congratulatory, i think they are both significant milestones.  They're even more impressive considering when we first began this on January 1, 2015 we informally agreed that we would shoot for 50% of the time as a target and the whole process was sort of probationary.  Diane's feelings that keeping me in chastity was too high maintenance. 

There's a certain amount of submissive pride attached to the accomplishment so i was a bit disappointed that this morning's Daily Chastity Report didn't generate any type of congratulations from Diane or Paul, at least not at first.  Until about twenty minutes ago, this is the only message i received from Diane with a cc to Paul:

        "We're getting together after work.  Wait for me for dinner, be home around 7:30.  Love D"

Did anybody read the report?  How often do they read it?  It's not a great deal of work, but there is some time associated with it.  Being ignored has a masochistic appeal to it but it does have its limits.

Then a couple of hours later, this:

         "Congratulations on reaching 98%!  Just noticed it and both of us are very impressed and
           think you deserve some type of special reward!  Maybe an early Christmas present?
           Or will we wait for Santa?  Love D"

The loneliness of indifference is gone, replaced by the feeling of suspense along with the loneliness of being a sissy cuckold waiting for his wife to come home late for dinner.


sissy terri

Tuesday, December 6, 2016

Polka Dots & Petticoats

Sissies love polka dots....

And sissies love petticoats....

They go so very well together....

So why wouldn't we want to show them off to everyone?


sissy terri

Monday, December 5, 2016

An Early Christmas Present

Perhaps it was just to prove a point.  Her point.

Just one week after allowing me to enjoy an orgasm (my only one for November) while locked in my cage, i was granted the same privilege once again. 

This most recent orgasm was indeed a surprise since Diane thought it would be a good idea to put me on an "orgasm cycle" similar to a menstrual cycle:  one orgasm every twenty eight days.  If She'd stuck to that schedule, my next orgasm would have taken place on Christmas Day.

Yesterday's took place while i remained locked in the Holy Trainer, which seems to be the standard operating procedure for my orgasms now.   The surprise came after i'd pleasured Diane and She told me to lie on my back on the bed.

"Move up a bit" She said.  "Closer to the headboard.  Right there" She said when i had moved up maybe a foot or two away from the headboard.  She straddled my face while grabbing the headboard with both hands, a perfect position to enjoy more oral attention.  i reacted instinctively and did my thing.

After a few minutes She let go of the headboard, grabbed Her Magic Wand and handed it to me. 

"Here, play with yourself while you please me" She said.

In the "old days" i would simply touch myself using the prescribed "sissy masturbation technique" and i would ejaculate in no time.  Yesterday, i had to rely on the vibrations of the Magic Wand against my pink Holy Trainer to bring about my climax.

Yes, it took a little longer but the length of time did not lessen it's intensity. 

The orgasm itself culminates in a very visual physical reaction as my sissy juices fill up and spill out of the "cute little pink prison" (Diane's term for my Holy Trainer.  The varying levels of vibration also play a physical part in the kinky sex scene.  However, there's far more that feeds the Diane's verbal teasing.

Yesterday, i made my mess shortly after She reminded me how sexy it was how Paul gets to cum in Her pussy while i get to cum in my cage.    It was a lovely early Christmas present.

The brain indeed is the most important sex organ a sissy has at their disposal.


sissy terri

Saturday, December 3, 2016

From the Sissy Mailbag: Turtling in Chastity

It's a very busy Saturday for both of us.  Though it's not all drudgery as i'm due to give Linda a pedicure at 4:00 PM.  Some tasks are just more enjoyable than others.  Pedicures are one of them.

So i'm taking the lazy way out of posting today by sharing a letter i got from "sissy Shirley" asking me for some chastity advice.  Here it is, totally unedited:

Hi Terri,
Firstly, that you for sharing your blog. I have been following for quite some time. You are very lucky to be in the position you are in, and you seem quite happy about it.

Just a real short background, I am 40, interested in chastity, denial, am into very low level closet feminisation (mainly just wearing female knickers, etc.), and the idea of cuckoldry. Unfortunately my wife of 12 years is not into any of this at all, so for the moment I just "play" with all this on my own. Hopefully one day this will change, but I am very cautious not to force my wife into something she isn't interested in or comfortable with. We have a bit of an agreement I will not bother her with my "kinks", and she will leave me to it. Perhaps she will come around one day.

 At the moment I am very much into male chastity. I have had a Holy Trainer (pink, of course, V2 short, smallest ring available) for a little over a year, and while my efforts are not even close to comparison with yourself, I self lock for periods of up to a month at a time, only allowing myself out for a few minutes a day for cleaning. I find for successful use, I need to lube the inside of the tube daily, which makes things always moist, which is fine, but I am very aware of hygiene. I have tried wearing it without lube, but I tend to "turtle" inside during the day, particularly when sitting, so when I go to the loo it goes everywhere as nothing is lined up. I work a fairly physical/active job which sees me sit/stand/move about most of the day. With lubrication inside, I never have this issue as things can slide around and always seem to go back to normal position. In general, I love the HT, and actually miss the confined feel when I am not wearing it. If I didn't have to remove it daily for cleaning and lubing I would be in heaven.

I have read with interest your comparisons between your HT and your Jailbird. I am very interested in the JB, mainly because I think it would be possible for longer term use without the need for removal for cleaning due to the open design. Obviously I will need to measure carefully, but I am thinking along the lines of one of the smallest options available, so everything is snug at all times. I am quite small (hence the "turtle effect" in the HT when dry). I guess the risk is without lubrication I will still encounter the same problem.

Am I at all on the right track? I note Dianne is not overly attracted to the less feminine look of the JB, but as I play alone I am not too concerned by that. I guess my main brief is long term wear, so hygiene and comfort are top of the list.

I thank you in advance for your response, and thank you once again for a most enjoyable blog.
If you feel any of this discussion would benefit your other followers, please feel free to share any of it on your public blog, all is ask is I remain anonymous.

"sissy Shirley"

"Shirley's" request for anonymity resulted in my giving her some advice and asking if i were to publish her letter, what name would she like me to use.  Hence, i went with her selected femme name.

i'll share the advice i gave her in a day or two, but i'd be interested in hearing from others in chastity about the problems they've had, either in general or with specific models. 

Oh, and by the way...if you're not familiar with the terms "turtle" or  "turtling" check out the following link:  Turtling: What it is, and How to Avoid It.


sissy terri

Thursday, December 1, 2016

"Once Every 28 Days?"

A fellow sissy (is that an oxymoron?) who's been experimenting with chastity asked me this morning when my last orgasm was.  It was a timely question.  i had planned to post something today about my last (and only) orgasm in November, a month that will go down as having been locked in my Holy Trainer 100% of the time, excepting for hygiene purposes.  Those hygienic breaks include cleaning up after a sissy orgasm in chastity. 

The last orgasm took place last Sunday evening, after the kids were gone and on their way back to their own little love nests.  It was a nice way for the holiday weekend to come to a close.  Diane wanted to thank me "for being such a good sissy wife." 

Dressed in nothing but black heels, white thigh highs and a short white babydoll nightie (i don't count the Holy Trainer as a piece of clothing) i waited patiently for Her to come in the bedroom.  i had everything else ready for the kind of lovemaking She had in mind.  All She had to do was strip down and get strapped in.  i assisted Her with both those tasks. 

i offered to please Her first but She would have none of it.  "I just had an orgasm yesterday I think" She said.  She didn't "think", She knew.  "It's been awhile for you" She chuckled.  "Let's take our time.  I want you to enjoy this one."

We did.  And i did.  There was plenty of foreplay while She wore Her strap-on.  Lots of kissing, licking, and yes...some sucking.  Plenty of straining in my pink little cage as well.  The Hitachi lay on the nightstand fully charged for a long time.  i wondered when She would finally put it to use. 

Diane made love to me slowly, sensually, patiently and very deftly.   It was clear that She wanted me to orgasm solely from Her expert use of the strap-on, relying on Her finding my P-Spot at just the right times.  When She knew i was getting close to ready, She had me turn over and get into the doggy style position.  It's not Her favorite but the one that seems to work best for Her to reach that "special place."

It didn't take Her long.  Soon, my sissy juices began to ooze out of the cage.  It seem to take forever.  i continued to leak well after She'd withdrawn and lay by my side.  She may have wanted to thank me, but i was thankful to Her as well.

As orgasms go, is was one of my best.  When they're so infrequent, they tend to be that way.

In contrast, Diane had one or more orgasms on twenty-four days this month.  There have been some very busy days and as numbers go, it wasn't one of Her best.  i'm not pointing out this disparity between our orgasms as much as i'm just stating a fact; data that somehow helps support the lifestyle we've chosen.

"You really seemed to enjoy that orgasm" Diane said later. 

"i did.  Very. very much" I told Her as i gave Her a hug and kiss.

"Maybe once a month is a good number" She said.  "Or how about this:  Once every twenty eight days?" She asked rhetorically, not giving me time to answer.  "Just like a menstrual cycle."

Who am I to argue.  "Sure.  Something to look forward to" I responded.

Then a few minutes later, this...."If I'm counting right, twenty-eight days from now will be Christmas Day.  Now wouldn't that be special?" She asked.

There was no need to answer.  It would be special.

Should i buy something really pretty for the occasion?

Or maybe Santa will leave something under the tree.


sissy terri

Sunday, November 27, 2016

Sounds of Sex

Having a large home has its advantages.  Not so much when you're the sissy wife who has to do much of the housework but when it comes to sex, distance between the master bedroom and some of the guest bedrooms is a big plus.

For a cuckold being sent to the furthest corner of the house like i used to be can be erotically frustrating (and humiliating).  We have this desire to at least hear the sex sounds emanating from the love nest and when we can't hear them, the frustration mounts.

When there are guests in the house, having stay in the guest bedroom that's farthest away allows Diane to be worshiped on a schedule that meets Her needs. 

Our recently married daughter and son-in-law were here this weekend and Diane told me to get that "room on the other side of the house" ready for them.  When they arrived late Wednesday night, my daughter asked "Why that room?  Why not my old room?" 

Diane had the right answer:  "I thought you'd enjoy some privacy."

And my daughter's retort:  "Are you sure it's not you guys who want the privacy?"

There were a few laughs and Diane quickly changed the subject.

Later that night Diane was ready for some worship after long and stressful day.  However, before i began my duties i couldn't help but ask Her if She thought our daughters had any inkling of our kinkiness.

"I don't know.  Maybe.  Doesn't matter anyway" She said nonchalantly.

"Think she'd sneak out of the room and listen?" i asked, the thought on my mind because of her earlier comment. 

"She is a bit mischievous" Diane smiled.  "But I'm not going to worry about that.  Now get down there."

i didn't worry about it either.  i must have given Diane pause though.  When She came, She was a bit more subdued than usual.


sissy terri

Thursday, November 24, 2016

This Thanksgiving, Grab a Breast

A rather curious day yesterday.  The submissive (moi) got more satisfaction than the Mistress (Diane).

"More" is a relative term.   Simply put, i got my submissive fix in the morning when i gave Linda a pedicure before she ventured out into the Thanksgiving travel madness.  i was quite satisfied with the finished product when i was done, but slightly disappointed that she has TSA Precheck status and wouldn't be removing her shoes at the airport for all to see. 

There was a little surprise at the end of my morning task; a request to plant a kiss on her pretty feet once the polish had dried.  It caused more than a slight tingle inside the Holy Trainer.

On the other side of the FemDom coin Diane was a tad disappointed that She had to cancel Her date with Paul.  Duty called at work and She wasn't free until late in the day when the cuckold window of opportunity had closed.  She got home just minutes ahead of one of our daughters and new son-in-law as the Thanksgiving holiday was set to begin.

From the texts Diane shared with me, Paul seemed to be the most disappointed of the day.  Trying to match wits with our President-turned-comedian, Paul whined that "now the only thing I'll get to stuff this holiday is a turkey."  There were a few more, each of them showing his eagerness to reschedule the date soon.

Diane's long day at work led to an earlier than usual bedtime.  The crispy clean sheets, meant for the two lovers, didn't go unnoticed.  "Thanks for changing the sheets" She whispered sensually, a tease of sorts given the reason for the change.   She was soon sound asleep.

Happy Thanksgiving to all our readers.  Have a great day and......

...behave yourselves!


sissy terri