It’s day four for stroke pet alex in cage at work. Since May is masturbation month, he was allowed several calls with stroking only. The cage is fun for married guys who work with hot ladies. The chastity cage comes off at night . . . → Read More: Chastity Training Makes A Boy Feel Owned]]>

A Good Day For A Caning

COCK CAGED AT WORK

It’s day four for stroke pet alex in cage at work. Since May is masturbation month, he was allowed several calls with stroking only. The cage is fun for married guys who work with hot ladies. The chastity cage comes off at night before returning home and then put on upon arrival at work. Is May really masturbation month? Anyways, alex was in the gym today and had to hide his semi. He’s off tomorrow with his wife somewhere so I found it inappropriate to allow orgasm. I did tell him to see if she would play the stroke and denial game though. We will see.

NEW JERK OFF TOOL

The Stockroom has a very cool looking jerk off tool called The Fun Factory Cobra Libre. That’s where I read it was masturbation month. I really wonder about that, anyways check it out. it’s on sale and looks like a very stimulating toy, going all the way down that shaft stimulating the most sensitive part of MY dick. The glans and the frenulum. Oh how sadistic and fun this toy could be in a stroke session with or without denial. Yes, since you were about to ask, it vibrates. Go look and buy one for stroking pleasure.

HUMILIATION?WHAT KIND YOU ASK?

Since I’ve been doing a lot of sensual humiliation lately using a condescending, sneering, and snickering tone, get your small dick on the phone for some of it. I find that small penis humiliation has to be treated a bit more gentle because little dicked men respond much better to gentle patronizing, especially if they are tiny dicked sissie ditzies with little floral panties. Agree?

Chastity Mistress Cassandra 1-800-730-7164

The saga continues of the hapless sissified groom, the frozen key, and the cuckolding wife. Spring and summer have passed and autumn holds no promise as the black men cum and go leaving Mistress happy and full of worthy . . . → Read More: No End To The Denial Of Orgasm]]>

DID YOU SAY YOU WANTED TO CUM???

Sissy Husband is a Locked Up Cuckold

The saga continues of the hapless sissified groom, the frozen key, and the cuckolding wife. Spring and summer have passed and autumn holds no promise as the black men cum and go leaving Mistress happy and full of worthy cream pies. The locked sissy knows he is in it for another long harsh winter on the Maine coast. Mistress has been importing big black bulls from the closest big cities promising them a good time for a week at a time. A week is all she can stand of a bull, as they bore her quickly, and she then needs to replenish the cock pool. Sperm donors come from near and far to have a week with the insatiable Mistress.

The Chastity Key Like Tears in the Rain

Mistress added a new game to her chastity sissy and he lost the last one. When the ice melted in the spring thaw, the slut witnessed the key flow down into a huge tank that he was ordered to open. Inside of the tank were thousands of identical keys. Mistress placed an ore and stirred the key soup. The sissy was then ordered to search for the key before the next freeze of the following winter to come. If the sissy does not find the key, then all will freeze until the next thaw. Orgasm denied yet again! Of course there is a spare key somewhere, but where could it be?

Chastity Mistress Cassandra 1-800-730-7164

A boy that I have been chastity training came to me with a cock already locked using a remote keyholder site called lockmyself. It’s pretty interesting and pantyhose sissy slut efie is hot on the idea of using it during the next program. This boy is called . . . → Read More: Cock Locked #004755, Welcome]]>

A cocklocked aussie?! Unusual, but true.

A boy that I have been chastity training came to me with a cock already locked using a remote keyholder site called lockmyself. It’s pretty interesting and pantyhose sissy slut efie is hot on the idea of using it during the next program. This boy is called danny down under which could mean a few things but it mainly means he’s an Aussie. He’s out of the program tonight and into plastic locks and cam viewing, however, I want him back and forth in the lockmyself program here and there just for the sheer frustration of orgasm denial. And…danny down under just called, after 2 weeks which is his personal best, was just released after 11 edges, locked with plastic this time, #004755. Now he needs a new goal of 3 or more weeks with or without edging. The boy is to give daily emails, comment to my blog, and make a shrine of worship like the one posted. It will include a small box with used numbered locks for the duration of training which will be forever.

You can lock your own cock too!

A boy’s review of the lockmyself program:

I read up on the chastity link “Lock Myself”. The most important aspect is the chastity duration which is controlled by what they call “games”. These are well designed with a “game” for almost everybody’s taste. One interesting thread used in several of these is the penalty for asking if time is up. In these modes, the chaste must ask (rather than being told) to be unlocked. If the period has not been completed, additional denial time is added. This creates the conflict (to use the Rika term) of waiting longer for the highest chance of success against the desire for release. Nice touch! The site is not setup for separate Mistress / slave accounts so you would either have to share account name/password or rely on the slave to input your desired game and time periods. Also, it is a pay site so you have to buy credits to use the site. Overall, the site seems well designed but the value is somewhat minimal given the relatively unsophisticated features. You are much more fun that a machine!

A radical chastity program for pantyhose slue efie.

The story continues, of the hapless cocklocked groom who has been sissified, cuckolded, humiliatingly milked with an aneros, and taken out of the cage for countless times. The poor little cock teased and denied with absolutely no orgasm, only edges upon . . . → Read More: The Frozen Chastity Key]]>

It's May and you are still locked....

More on the Chastity Groom

The story continues, of the hapless cocklocked groom who has been sissified, cuckolded, humiliatingly milked with an aneros, and taken out of the cage for countless times. The poor little cock teased and denied with absolutely no orgasm, only edges upon edges like a sexually frustrated Sisyphus. The ornate lock box on the coffee table adding to the frustration and torment.

Finally Spring has come, and a long Spring it is in the state of Maine, the key floating in slush in the water jug. A deal is a deal, and the key is fetched. With trembling hands the poor groom enters the lock to find it is not the key for the cage. All keys are locked in the box he has been staring at all Winter. With over 100,000 possible combinations, he will simply have to work on it. He is a top notch programmer and math geek after all. Let’s test his skills. To be continued…

The New Whore’s Mistress Speaks

The new whore’s girlfriend Alex has sent several emails expressing glee in sharing this cuckolded  boy. This week a key is coming to my mail facility. Sharing a slut like this is ultimate heaven.

Ms A writes:

Chastity Mistress Cassandra 1-800-730-7164

So who wanders into my line? None other than a boy in chastity locked up by his Mistress wife who ordered him to call me. So far if you notice the comments section, the slut has been commenting on every . . . → Read More: Chastity Training Cuckold Style]]>

...And you said chastity training please?

SHARING A KEY WITH A CUCKOLDING WIFE

So who wanders into my line? None other than a boy in chastity locked up by his Mistress wife who ordered him to call me. So far if you notice the comments section, the slut has been commenting on every post. If anyone wants to comment back to this slut, then do it! This lucky cuckolded chastity slave is owned by a very kinky lady who enjoys the key sending game. I have accepted the challenge. While she is out with big dicked males, slut is at home calling and whimpering. My message to this slut is to have his wife mistress contact me again for further information on her latest dick and key exchange. I see a very worthy relationship in our future.

Speaking of keyholding, I had a fantastic fantasy call worthy of fiction. It’s a spin on the old freeze the key method except the song does not remain the same, it has a cruel twist at the beginning of spring.

A CHASTITY WEDDING NIGHT

A very dominant and cruel woman marries a sissified submissive boy with a penchant for bondage. They have never had sex. She wanted to save it for the honeymoon night in their new opulent house on the coast of Maine. She has teased and denied his cock on many occasions but never allowed penetration. He is looking forward to this evening. She has alluded to trussing him up and climbing on top, carefully mounting his cock to ride it slowly till dawn. All was well until the champagne went to his head and he passed out, only to wake up with a metal cocklock on, all locked and secure. He sees that she is dropping a key into a semi frozen 5 gallon water bottle, then adds water to fill the bottle. She drags it to the porch and leaves it to freeze in sub zero weather. She always dreamed of a December wedding dressed in white velvet. He is to remain in chastity until the spring thaw which comes quite late in Maine. In the meantime, the coffee table is adorned with a custom made brass lock box with combination lock on the bottom. Another key is inside for an emergency.

This story will wrap up in a few days, but if you feel compelled to add a comment as to how this story could possibly end, then go ahead. I must say I have decided but if a more sadistic ending is suggested, I will consider it.

Chastity Mistress Cassandra 1-800-730-7164

The Tool Box

Several lucky boys got to cum last week with a dice roll. Stroke pet alex, and higgy. Never again will use only one die. Both boys guessed the right numbers and got to cum. These boys must have had their intuitive thinking . . . → Read More: Giantess Shrinking Creme]]>

The Tool Box

I HATE IT WHEN THEY CUM

Several lucky boys got to cum last week with a dice roll. Stroke pet alex, and higgy. Never again will use only one die. Both boys guessed the right numbers and got to cum. These boys must have had their intuitive thinking caps on. How disappointing for a tease and denial queen.

AND THE PANTY WAIST GETS PASSED

I’m passing pantyhose slut efie over to Princess Britany here and there. We did a 2 Ms call last week for fun. Now fuckie is buying her racy fishnet stockings. This will be a double cucked sissy slut who also gets to be shrunk by two strict and sadistic giantesses. The slut does have novel ideas in pervert fiction. This slut should post pervie fiction on Lulu and send me the proceeds.

EFIE’S SHRINKING ADVENTURE

mistress, an idea for a fantasy

the amazing shrinking cream  and the perfect chastity cage

mistress has had one of Her slaves, an industrial chemist develop 3 potions.

(1) A tube of cream that shrinks individual body parts. This cream is designed to shrink individual body parts,especially cocks.  The cream shrinks at a factor of 1 : 50

(2) For general, whole of body, shrinking Mistress has a spray which shrinks at a factor of 1: 100

(3) Mistress also has an antidote which is a spray that reverses the shrinking process and makes the slut and its body parts larger restoring the slut and its body parts to their original size

The cream, is perfect for masturbating slaves like fuckie, because the cream can be applied (using latex gloves!) to the slut’s palms , if fuckie  tries to stroke, her cock will shrink and the harder and faster she stokes the smaller her cock  becomes, so a 5inch cock will shrink to 1 tenth of an inch. Mistress can then use the shrinking body spray to shrink the whole body down by a  further factor of 100 so a slut who is 5feet6 inches (66 inch) will be shrunk down to a little more than 1 inch, when used in combination, the cream and the spray will will result in a cock that is 1/500th of 1 inch.

The fun part comes when Mistress uses the second spray, for this She can place a very small steel tube over the slut’s penis so that when the slut grows back to full size the cock will grow by many factors  (5,000). more than the rest of its body and the cock at full original size will  fill the tube entirely. If planned correctly,at full size the cock will be jammed inside the tube with no hope of extracting it, and no chance of stroking the cock Mistress wiil spray all of the antidote spray on a tissue and throw it in the trash in front of the slut so the slut knows there is no reversal and its cock is trapped inside the tube forever

enslaved Pantyhose slut to Mistress Cassandra and Princess Britany

THE CHASTITY MISTRESSES

Ms Meredith and I may have a chastity boy caller to split in half and train relentlessly. Always I hear cb6000 when my heart cries Neosteel. It may be very comfortable with balls free and fondleable, but that cock is very neatly and safely tucked away with just enough room to create the most delicious frustration. Now diddle that one poor frustrated boy!

Chastity Mistress Cassandra 1-800-730-7164

Sissies will not like what pantyhose slut efie said in e-mail.

Mistress if i may make an observation?

i was reading your blog post sissy dress-up dolls and i have dressed up as most of those, but it strikes me that dressing-up in panties and bras, pantyhose as acting . . . → Read More: What I Look For In A Chastity Slave]]>

SISSY DRESS UP TOYS

Sissies will not like what pantyhose slut efie said in e-mail.

Mistress if i may make an observation?

i was reading your blog post sissy dress-up dolls and i have dressed up as most of those, but it strikes me that dressing-up in panties and bras, pantyhose as acting a sissy maid and the others is very sexy and very exciting, but it should be a privilege. if a sissy boi has been bad, she should be made to dress as a milf, and not allowed to dress in anything sexy until You approve, that would soon sort out the boi!

I’m sure some would love to dress as MILF, especially my older gurls who enjoy being suited up business style.

Speaking of efie, who is very contrite for cumming without permission, she is back sending me pantyhose for my collection. I can’t wait to visit my mailbox later on. Efie is ordered to buy a tennis outfit. Instead of tennis balls in the pouch, she is to fill it with a dildo.

CALLING ALL CHASTITY SLAVES

It’s time to fill up the stable again. I can’t just have efie as the lone gun. I am looking for serious chastity slaves, part time, full time, and boys who cum and go. Mostly chastity training requires patience from both sides. Miss Meredith and I offer 2 keyholder sessions giving you more attention should you deserve it. We check on our boys whenever we can, but there are no guarantees that you will be notified on cam every day. The point is to make it random which gives the element of surprise. I make a point to train only boys with webcams, after all, anyone can say they are locked. Another option is the locked cock with a newspaper, but who is to say a boy won’t unlock after the picture is taken. The perfect chastity orgasm denial slave is single, available for cam, completely submissive, and able to follow an agreement. My dream chastity slave is all of this. Add cuckolded by a wife that is dominant and enthusiastic of having me on board. This way she can be in charge of the key, to keep it or send it to me at will.

Chastity Mistress Cassandra 1-800-730-7164

The new moon is upon us tomorrow, and I will be on early, around 9am pacific till around 4:30pm. So plan on having fun with me during those times, when I will let everyone cum, even b because I feel generous and I changed the rules for that. The big exception . . . → Read More: Welcome To My Cumfest]]>

CUMFEST TOMORROW

The new moon is upon us tomorrow, and I will be on early, around 9am pacific till around 4:30pm. So plan on having fun with me during those times, when I will let everyone cum, even b because I feel generous and I changed the rules for that. The big exception is efie because efie gets non attentive every time she sneaks a blast. I have never given efie permission ever to cum. She just does it like a spoiled little brat with no discipline. I was intending to work much later tomorrow but I have plans for the evening. Speaking of efie, her cumfest must be over because she is talking about a green pantyhose purchase for me. Well get to work. So join my tease and please cumfest tomorrow as I leave orgasm denial for the next day.

SEXY SUPERHERO FANTASIES

Fantasy land doesn’t necessarily mean a trip to Giantess Island. A good superhero fantasy is always welcome, like the one I had today. I watched a bunch of YouTube old episodes of Batman with batguy. After that I was invited to cam to see batguy dressed as Bruce Wayne, then the clothes came off and under that was a great Batman costume. Very high grade quality. Now batguy wears a condom while jerking off because this costume is just amazing and it must not be stained. Under the costume is a pair of tights with crotch cut out for the sake of  convenience. We simply cannot get away from pantyhose and the like. Where do I fit in? I am Dragonfly Woman and I have a huge strap on.

SISSY DRESS UP DOLLS

Costumes for sissy bois while I’m on the dress up trail; cheerleader, schoolgirl, ballerina, slut, conservative suit girl, sissy maid, rubber doll, baby doll, a doll doll, a blow up doll, a petticoat girl, 50′s  gurl in a poodle skirt, Marie Antoinette, a tranny Diva, a flight attendant, a go go dancer, a stripper, etc…did I forget anything?

Chastity Mistress Cassandra 1-800-730-7164

Some guy commented on this picture and said “Meh…fake tits”. Wtf is “meh” anyways. The tits are real…ok? So if I were to go through the pain of a tit job, they certainly would be much bigger. Often I think this pic would look great with . . . → Read More: A Novel Ditzie Sissy Name]]>

QUEEN OF DE-NILE

The Tits are Real…Ok?

Some guy commented on this picture and said “Meh…fake tits”. Wtf is “meh” anyways. The tits are real…ok? So if I were to go through the pain of a tit job, they certainly would be much bigger. Often I think this pic would look great with an alien head. I’m renting Stargate SG1 series to re-watch carefully. I want to learn how to enter other dimensions through a portal decorated with rainbow glitter. Now on to news.

Cumfest Coming Soon

As the new moon comes closer, some of my boys are getting tenser. No worries, all except one, will cum. Unfortunately O will be out of town and won’t be able to call. Mostly this boy travels anyways, and he is put on orgasm denial during these times with chastity cage in tow. He does not worry about it being seen through the xray machine. He is absolutely unafraid to explain it. The chastity device in tow is always a cb6000 so it’s not to be worried about, and so far he has never been asked. When it comes to overseas flights I tell boys to just leave it home and don’t bother. It just isn’t worth it. Mark it on your calendar, March 22nd. I have changed availability for that day. I will be taking calls from 10am to 5pm pacific.

Ditzy Sissy Names

I have this sissy caller who likes ribbons and cheerleading outfits. Blond wig of course. Jenny, Jennifer, Tiffany, ditzy mitzy, are all favorite names. I personally like “Ditzolina” which is sung to the tune of Thumbalina. It’s fitting because of the lyrics thumbalina thumbalina tiny little thing which describes the short bus sissy stick that Ditzolina has. Ditzolina loves lots of gooey lipstick reapplied after every blowjob to real men, and there are plenty of these in her little fantasy. Sadly, I can never keep her on for cum eating once she blasts as there is a click. It would be perfect for her low calorie cheerleading diet.

Chastity Mistress Cassandra 1-800-730-7164

Locking a boy in a posture collar would not be practical. It would place tremendous strain on the neck after all. A smaller kid leather option is perfect and comfortable. I would like to see matching cock lock and collar . . . → Read More: Do You Want To Cum This Month?]]>

A ROSY FUTURE TO BE OWNED AND COLLARED

THE BEAUTY OF FASHIONABLE COLLARING

Locking a boy in a posture collar would not be practical. It would place tremendous strain on the neck after all. A smaller kid leather option is perfect and comfortable. I would like to see matching cock lock and collar sold as a set. The metal collar would be a fashion statement, but the leather collar would be for everyday wear. The boy would do household chores in the leather cocklock and the whole house would be under surveillance to make sure he does not slip out and illicitly stroke.

A CUM FEST

The next new moon is March 22nd and I will have a cum one cum all day, no exceptions. Everyone gets to cum but you have to stroke for me in the most creative ways. If I’m not happy with your performance, I can change my mind. In fact I can always change the rules. Why the new moon? Because it means a beginning, a fresh start.

ORGASM ACCIDENTS BLOW

Oh, I just got an email from b. He was dying for a call and emailed that he had an accident. He does not get to cum on the new moon. Accidents are no excuse. Boys like this need to be locked 24/7 in chastity and the key should be in a crono vault by Dreamlover Labs. Boys like this are never to be trusted with a numbered plastic lock. Also, a flimsy birdcage like a cb device should be thrown out the window and a metal device should be the only option. I think I will keep b as a pantied up sissy since he seems to have more control in cross dress fantasy, believe it or not.

Chastity Mistress Cassandra 1-800-730-7164