Friday, March 18, 2016

Blow job memories - sucking cock for Mistress Cassie

Since 2008, i have been undergoing feminization by Mistress Cassie. Not long into the process Mistress had me start a blog as a sissy assignment. The idea was to have an online diary of sorts tracking my progress under Her tutelage. i embraced the idea and populated the blog pages with results of sissy assignments from Mistress, complete with photo's of me as diane.

Ultimately i added features like captions and favorite porn pics. But this blog is not the original! In 2008 until 2011, the original blog was established. Google decided to take it down in 2011, for reasons still a mystery to me.

Soon after it's removal, i started this second blog. My first posts were a collection old photo's i had saved. Thankfully! All of the original posts were lost. Of the many post that i wish still existed, none meant more to me than a post about giving my first (and only) blow job for Mistress Cassie.

Some months before this break through event, Mistress had assigned me to suck cock. i put out ads on places like & looking for men who were interested in sissy cross dressers. i made it clear that i was a submissive sissy, being trained by a Mistress, and wanted a cock to suck. Ultimately, i made contact with a number of men, most notably "J".

It was now 2009, and after several chat sessions with J i invited him over to my house. These first pictures, taken by J were in my living room.

This was still relatively early on in my training and aren't really must among my favorite pics. i got better at my 'look' as mt training progressed in years to come. But this was a very exciting evening and it was wonderful having someone there to take pictures. i only wish he had taken more!

J was an extremely nice guy and patient. He was very understanding about what i was doing and was very gracious about taking pictures.

After these initial pics and some conversation, i got a little more flirty - interested in getting him going:

 i lifted my skirt and gave him a peek underneath. i still have these panties - and everything else!

Soon after this moment, it was into my bedroom. Again, J was very cooperative about the picture taking, even though there were only two in the bedroom. i wish there were many more. Sigh

But here i am - sucking cock for Mistress Cassie:

Wow! i have been a lifetime cross-dresser and fantasized for years about submitting to a Dominant Female, but i never ever thought i'd actually suck a cock. And i swallowed. All for Mistress Cassie. She has taken me places i never imagined.

Finally, being a well trained sissy,Mistress Cassie taught me proper sissy etiquette. i wrote J a thank you note before he left.

Later that night i was sessioned by Mistress Cassie by phone. It was the first time that She called me Her sissy cock sucker. And when i had cum for Her and She had me in my cock cage, She coo'd "Good girl"It was delicious.

There were a number of close 'blow job' calls after that, but i was stood up more than once. Men!!!!

But that one blow job will never be undone and i have no regrets. It was the single biggest lesson in feeling like a Woman that i have ever received. And after all, wasn't that the point?

i am so aroused right now, reliving that night and seeing the pics again. It would be so easy for Mistress Cassie to put me right back on the feminization path, To summon me to Her. So easy.................

sissy maid diane

Tuesday, December 22, 2015

Taking Her panties for a test drive - Caption

i just love this photo, so much so that i masturbated and caged. Again, wistfully dreaming of a return to caging by Mistress Cassie.

sissy maid diane

Monday, December 14, 2015

Asking for trouble

It's been a long, long time since Mistress Cassie put me into my cock cage. I have self caged, of course - i can't help it. Sometimes, like now, i long for Her to cage me. 

Ah, but a sissy must always remember - 

"Be careful what you wish for".............

sissy maid diane

Friday, November 6, 2015

Still a panty slave, still Mistress Cassie's slave

Anyone who follows this blog knows that i am currently (and for some time) resisting the powerful pull of Mistress Cassie.

This is not my first attempt at escaping Her grasp, It has been well over a year since my last session with Mistress. She knows (and i know) that She can pick up where She left off very easily.

This knowledge i live with every day. It's simply impossible to walk away from Her with the amount of training and hypnosis that She has invested in me. She's too good at what She does,

It remains to be seen how long i can hold out. \before i submit to Her once again. Maenwhile i have returned to caging after masturbation.

What is clear is that i am still the property of Mistress Cassie,

sissy maid diane

Monday, November 2, 2015

More blow job fun

sissy maid diane

Caging material - panty power

Today i found myself viewing this old favorite. i ended up dressing and caging for the first time in ages. Panty power - sigh...............

sissy maid diane

Breaking in a new slave

This Mistress is clearly experienced at training sissies to be Her slave. The sissy laying on the bed is an advanced sissy, and is helping Mistress teach a new slave.

On her knees - as she should be - the newbie is getting her first taste of cock. A taste she will, no doubt, become accustomed to, as frequent blow job for male suitors is surely in her future.

After this portion of today's training Mistress will reinforce the session by giving the newbie the strap on.

Alas,  i am an experienced and well trained sissy. Even though this is the case, i'd much rather be the new sissy on her knees. Yes, i have been trained to suck cock - by Mistress Cassie.

And, i still serve Her........

sissy maid diane

Saturday, June 6, 2015

Cock sucking office sissy caught by the Boss

I thought you dirty cock sucking girls would like this post from

Today's recording is about 25 minutes long and tells the lovely story of a sissy (you) who has been called to bring files to the bosses home (Me).  As you can guess, this sissy is soon enough in red panties, lipstick and pantyhose,  and of course has a big black cock in her mouth.

A sissy dream come true?  Possibly.
A hot sissy fantasy? Absolutely.

Buy from Mistress Cassie through Sissified by the Boss MP3 file.

Be good girls now, and do what the Boss tells you to do! hahahaha Mistress Cassie

What I want to know is how many sissies fantasize about Men at the office? Big, Sexy, Manly Men at the office?

Thursday, June 4, 2015

First of a new series of Hypnosis Recordings by Mistress Cassie

Hello sissies! I know you horny sluts really need to be controlled. And I have just the way to Control you all, right where you are.

So many of you are too shy to actually pick up the phone and call ME like Diane does. Maybe you should be scared, look what happened to Diane after her first hypnosis session with Me. She got hooked, feminized and controlled.

 It is your turn! This button below takes you to the Introduction Hypnosis recordings,  a perfect beginner step for sissy girls.

  Buy from Mistress Cassie through

We will be talking soon.

Mistress Cassie

Wednesday, April 15, 2015

A sissy maid's many duties

A properly trained sissy maid has many household duties. Attending to Mistress and Her house is what it's all about for the maid.

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Whether it's laundry, cooking, or cleaning, the maid is always busy pleasing Mistress. Many chores are completed unsupervised, but the maid is occasionally blessed by being allowed to give personal attention to Mistress.

If the maid is lucky, Mistress will reward her by providing attention to the maid, frequently with a strap on.

The maid is truly blessed when Mistress entertains. This gives a sissy maid the opportunity to make her Mistress look good. In such situations the maid must make the guests feel comfortable and take care of all of their needs. It is what she has been taarined for.

Yes, a sissy maid has many duties............

sissy maid diane