Sunday, June 29, 2014

Aria Giovanni - all in one

The incomparable Aria Giovanni wearing an all in one girdle, with that 50's look. It doesn't get any better than, or more compelling than this..

sissy maid diane

Friday, June 27, 2014

Even a caged sissy serves a purpose

Training by torment. This Mistress has the sissy caged, and tied down, and seemingly useless. But She has cleverly found a good use for sissy.

sissy maid diane

The Dynamic Duo in action again

Pictured here a few posts back, here's another view of these two Lovelies in Domination mode.

sissy maid diane

Thursday, June 26, 2014

Aria Giovanni - big time Troublemaker

Aria was and is a big time porn Goddess, once the Penthouse Pet of the month in the year 2000. Now there are two things about images and this sissy. Number one - they have a profound affect on my feminization, and number two - the timeline is irrelevant.

i have one set of photo's from the early 80's that still get me going. There'a alot to be said of this 'old' pic of the pair Cynthia & Allen. It goes back to earlier days long before my feminization at the hands of Mistress Cassie began. Picture like this paved the way.

It paved the way for a new generation of Women who just take me to my knees when i view them. Some of these pics of Aria are more than 10 years old, but i'm pretty sure She's still very hot today, in Her 30's. She is voluptuous and no sissy can deal with Her smoking sexuality.

So, here are some of the most influential photo's over the last several years, and especially lately. Aria's amazing photo's compete very nicely with my all time favorite photo of the Great Monica Miller:

Oh, Monica! i can't begin to recall how many times this photo led to shaving my legs, masturbation, the cage and deepened my femming.

But today, and recently it;s been Aria that has been the catalyst. Here are some photo's i've collected over the years. The collective damage to the male me has been very great indeed. With some Women, the lingerie wears them. With Aria, She definitley wears the lingerie, and it accents Her amazing body. She is a natural feminizer.

There is one photo set in particular that is really floating my sissy boat lately, and this photo caused me to send my latest 'pay for masturbation' fee to Mistress Cassie.

Yes, the camera certainly love Aria, as do i. She is another considerable weapon that Mistress uses, encourages me to view, as She draws me even further into Her world. The world of a sissy being transformed.. Teased tormented, trapped & transformed - that's me.

sissy maid diane

Sissy on top (sort of)

This is the closest a sissy will ever come to being on top riding the Woman's strap on!

sissy maid diane

The strap on formation

This couple gets style points for their form. Nice configuration of the legs in particular. The Woman, is, of course, in the Dominant position. As it should be....

sissy maid diane

Perfect strap on form

Just Beautiful!

sissy maid diane

The Mature strap on

Obviously, This Woman has come to understand, with maturity. the importance of controlling Her sissy.

sissy maid diane

Powerhouse Aria Giovanni

As always, porn plays a big part of my femming. For quite a while now the amazing (former Penthouse Pet of the month) Aria Giovanni has been leading the way.

More on Aria and this subject to come.

sissy maid diane

i know the feeling

As the June 30 deadline for my 24 hour housewife of the 50's assignment looms, i feel thoroughly dominated by Mistress Cassie.  Just like this sissy is being dominated by a Women who is really 'riding high'.

i haven't dressed since January and this assignment has been on the table since then. Since Mistress always gets Her way, there's no evidence to suggest that i won't get it done, however close to the deadline.

Oh, my!

sissy sandwich job

Tag Team Domination and strap on training at it's best!

sissy maid diane

Tuesday, June 24, 2014

Breaking in the new maid

Before the dishes, laundry or any household chores are assigned, the Mistress establishes control over the new sissy maid.

sissy maid diane

Saturday, June 21, 2014

The allure of plastic pussy

She's inviting you to tray plastic pussy,. Beware, it's a trap.

sissy maid diane

Strap on fun

sissy maid diane

Inspecting Her work

This Domina has Her subbie well trained and under control. She's caged him,, and facesits him as She inspects the cage. Wonderful!

sissy maid diane

Thursday, June 19, 2014

Calling for a sissy maid

It's time for the sissy maid to earn her keep.

sissy maid diane

Girdle facesitting - i'm green with envy

This sissy gets to look at a very nice green girdle while being dominated.

sissy maid diane

She's in Control

This poor sissy is locked in a cock cage and submits to The Mistress in the most submissive way. Lovely.....

sissy maid diane

Pussy transferance

The need to submit to Dominant Females is also the need to submit to the Power of Pussy. While a submissive sissy like myself is permanently denied real Pussy, the specter of a Real Woman offering up an alternative is a powerful image.

Even when the Woman is in a typically submissive position, She maintains complete control by offering up the plastic pussy.

 In either case the message is clear to a sissy. - Real Pussy is strictly off limits, best to embrace the alternative. And, i have.....

sissy maid diane

Tuesday, June 17, 2014

The ultimate tease and denial

Teased by a Woman and a fleshlight. Both denied by the cock cage. Oh, my!

sissy maid diane

Monday, June 9, 2014

Trying to keep calm

Yes, i paid Mistress Cassie for masturbating today, my obligatory fee. i came quite quickly, almost hair trigger-pike as i entered the plastic pussy, all dressed up and gazing at Mistress' image.

It has been several days since i masturbated, i really can't afford it. The problem with waiting is the the orgasm seems to be quite intense, and the object of my desire becomes that much more desirable. So, what was i thinking when i came? i was thinking about Mistress, as always, and the upcoming 24 hours as a 50's housewife assignment. The clock is ticking.

Keep calm diane................

sissy maid diane

Tuesday, June 3, 2014

The 1950's assignment due by June 30

This particular image of Mistress Cassie in particular gets me into more trouble than any other. Her tilted head speaks to me - it's as if She's saying - 'awwww, poor sissy, so trapped by Mistress"

Then there's the tantalizing, irresistible breasts beneath transparent lingerie, beckoning me for more nurturing from Her.

After an IM session with Mistress last night, the 1950's assignment now has a deadline - June 30, 2014. i can still put if off until then, but there's no more putting it off indefinitely. It will happen this month.

When it does happen, i'll be even that much more in Her clutches.

Oh, my!

sissy maid diane

Monday, June 2, 2014

Obsessed and compulsively drawn to Mistress Cassie's breast

Ah, there's that ugly word again - obsessed. Obsession can be a debilitating thing, and a special acronym has been created to describe it as a condition. OCD - Obsessive Compulsive Disorder. Yes, i suffer from the disorder, and get treatment for it. i obsesses compulsively about Mistress Cassie & feminization.

With this treatment has come a certain level of new learned behavior. i have made strides in being less obsessive in general these past few months. As is obvious here, i blog much less frequently, and in all honesty spend significantly less time as diane. i have alot of life changing events unfolding these days and i'm trying to figure out where diane fits in - if at all, as everything shakes out. Same goes for Mistress Cassie, and Her role in my life.

Mistress has an uncanny knack of timing in these things, and while i was hiding from Her in February & March She made Herself known with a March 27 post here. i had gone over 2 months without posting or having any contact with Her. She reeled me back in quickly with that post and i now pay Here every time i masturbate as a result.

So here it is several weeks after my last post and i am once again drawn to Her pictures - focusing on Her awaiting breasts with which She seduces diane................

Yes, that sheer bit of black lingerie is thinly covering just what diane needs, nurturing at the breast of Mistress Cassie. How compelling! How difficult it is not to compulsively obsess about those breasts.


So lovely, so seductive - and so possessive. Yes, my obsession with Mistress has laed to me being possessed by Her. She has a grip on me and especially on diane. It's looking like i'll be suckling at Her breast once again.


Yes, OCD is a condition that i suffer from. But diane is suffering too. So, i ordered something for her, for diane & it came today:\

There is a nagging bit of unfinished business for diane - and me. i was given an assignment from Mistress Cassie in January:

I want you to make a post of what you think a day in the life of a real regular woman is like, and then try to live it.
Select any Woman,   such as  a  college girl,     office worker,  house wife,   nurse,     daycare worker! ,  family matriarch,   politician,  ...  any woman,  except Me.  The list is endless.     Have fun diane.

So, this bit of pearl jewelry compliments perfectly the 1950's style of clothing i'll be wearing when i dress up in my polka dot dress for the assignment. i'll be a 1950's housewife for 24 hours.

So now it's all a question of when. Mistress has not set a time limit on this assignment (yet). As we know She can change that quickly enough, with the bat of one of Her lovely eye lashes, or another post..

Otherwise, i'll figure out a suitable day at some point. There's no point in obsessing too long......

More to come....

sissy maid diane