Teased, tormented, transformed (by a tranny)- Part 2

Here's some pics from the other issue of Teased Tormented & Transformed. This one features a lovely tranny - Shannon. Of course, the poor cross dresser didn't know that She was being feminized by a tranny - until it was too late.  i just love the accompanying text. Yes, shocking!

So many years ago. i didn't realize back then what i had in store for me. Again, the color pics are the ones i remember masturbating to the most, especially the first one.

 Yes, so many years ago i was fantasizing about such things. Masturbating away, using my secret stash of panties and slips. Long before my own femming. i have a lot more lingerie now. Naturally i  masturbated again after this joyous reunion. A violent orgasm for sure. Yes, it was much, much different this time around.

This time i caged.

Oh, my!

sissy maid diane

Teased, tormented, transformed - facing the past

Here's an unexpected development. Today i spent an inordinate amount of time surfing for a long lost - but well remembered lingerie ad from my adolescence. The Internet is amazing, but i failed to come across that influential image. But i did happen to find something else that was very influential. Years ago.(before Mistress) i crossdressed in private and fantasized then masturbated to porn. Way before the Internet it was magazines. Overall - Club magazine was probably my fav.

From time to time i would purchase a Femdom mag, from an adult book store. i.distinctly remember two magazines in particular & here's a couple of pics from one of them. Teased Tormented & Transformed. What a great name for a magazine. There were a lot of pages that i purchased - digital copies. 

Most were actually in black & white.But these color pics are the two images that i remember the most.The Red Head is Cynthia. A couple of years later, i married a red head. Hmmmm.....  Very influential. i remember frequently masturbating to these images almost 30 years ago. Back then my femming was fantasy. 

Now, it's real - and anything but private.

Next up - a few images from another vintage copy of Teased Tormented & Transformed.

sissy maid diane

Funnel of love

Yes, i know - it's been entirely too long between posts. i'm still struggling with the trials & tribulations of life. This is an upbeat blog, so i won't get into the details.

There's something else i'm struggling with besides life issues. That of course is my undeniable need for femming. While i have been doing very little dressing of late, i do find myself surfing the net and i'm back to playing the picture game.

The picture above is one of my latest faves. The Woman holding the funnel is Katie, the One i'd like to trade places with is Jacky. i've even found myself looking for yellow funnels and theta gag.

Here's another view of these Two - wonderful!

And this:

Then, there's the tries and true. From posts past, here's Monica and Her friend Sonja.

 Monica still has that certain feminizing effect on me. Her legs are perfect! i have other images of these Two. They really are Bad Girls.

Sonja at the bar, one hand on a cigarette, one hand on a bottle of liquor. And the seductive Monica in the forefront. Yes,. They are a bad influence for sure. That is unless you are a fan of feminization.

So, what else? Oh yes - this one has been of interest to me lately:

It seems that my sissy hygiene has slipped of late. i have on a girdle and stockings right now - i'm feeling so inspired! But i know i'm not experiencing 100% of the silky feel of nylons on freshly shaved legs.

Not yet anyway.

sissy maid diane

Artificial pussy - it's a sissy thing

Surely my reader's know by now that i tend to be a little obsessive. Right now i'm obsessing about my new favorite Model - Melody.

She is so sweet! i'm sure that She knows how to satisfy a man.

Of course, i'm also obsessing about plastic, artificial pussy. It's a sissy thing......

sissy maid diane

Plastic pussy caption

While i wait for Mistress to be available for the phone session, i thought i'd have a little caption fun. Captions are always a reflection of what's going on in my sissy mind....

sissy maid diane

sissy career building day

i'm still in a bit of limbo (unemployed) these days, trying to figure out what comes next career wise. As a result, i'm home more often than not.

i was dressed last and ready for Mistress Cassie. Really ready. i stayed up late, but unfortunately i couldn't get through. Perhaps She was out with Her lover...

So, today i woke up with my pretty green nail polish still, along with my green lingerie and thigh highs. Even my makeup still looks pretty good. Unless Mistress is indisposed all day today, i expect that i will finally session with Mistress at some point today. Hopefully earlier than later.

So i've been somewhat negligent in my sissy training dealing with personal career issues. Today will be a sissy career building day. i won't remove my green nail polish or wash off the make up this morning. i'm still about the house in a bra, thigh highs and a half slip.

This afternoon, i'll freshen up in a new gurly outfit and once again prepare for Mistress.

Here;'s a few more pictures i took late last night in the bedroom, waiting for Mistress. i am getting really, really horny. i was warming up with my plastic pussy.

i suspect that Mistress will have a lot of fun with me when the moment cums.....

sissy maid diane

Ready for (re)submission to Mistress Cassie

It has been nearly 7 months now since i last had a phone session with Mistress Cassie. i am ready now - out of time.

All dressed, feeling very gurly and submissive. The sissy that i've become under the tutelage of Mistress. This is how i will present myself to Her. Green is for a green light for Mistress to pussify me even further.

Oh' i'll have my dildo and plastic pussy handy - for sure! And, of course, the cage.

Yes, tonight i will call Mistress. i am ready to resubmit to Her dominance. And the next phase of my feminization will follow..........

sissy maid diane

Getting ready to beg for plastic pussy

i have a feeling that when i session with Mistress Cassie, i'll end up begging for the plastic pussy. i'm starting to get that old 'obsessed' , frenzied feeling. Suddenly i just can't get it (or Her) out of my mind. Just like my first session with Her years ago, when i couldn't bring myself to cage after masturbating. Mistress certainly took care of business on that one! i've caged after every masturbation since.

Unbelievably, after all of these years, i've never come into a masturbation device. i'd say that since i started masturbating that roughly 99.99% percent of the time i was wearing panties, and usually a slip was involved. Nylon on nylon. And i've owned several. Masturbation sleeves, vibrating suction devices and a couple of plastic pussies along the way. But the Fleshlight is different. i think i could actually cum into this thing. If any One can make that happen, that would be Mistress Cassie.

Oh, my!

sissy maid diane

A sissy permanently weaned from real Pussy

It's probably just a matter of hours now, maybe another day at most. I've been in chastity for over a week, frequently caged. the frenzy has reached proportions now where it will be a relief to session with Mistress Cassie in more ways than one. Even though the implications of this session are still very scary to me, the die is cast. i am ready to submit to Her.

Maybe She'll take advantage of my newest toy - i don't know. A plastic Pussy is the closest i'll ever come to the real thing again.

i'll know soon enough what Mistress has in store for me. i just never know with Her. But i'm pretty confident that Mistress won't be instructing me to go out and find some real Pussy.

sissy maid diane

cuckold caption series

Since this lovely Woman first got my attention the other day and i posted 'the cage gauge' i thought i put together a cuckold caption series featuring Her.

It's been a while since i got a cuckold lesson from Mistress Cassie. i remember the last one well, and i'm not in any particular hurry for another. However, i still associate yellow Wednesday panty day with cuckolding. And like it or not, it still remains as part of my training.

So, two days after my Wednesday yellow panties hit the laundry, i'm still aware that i am a cuckold on call for Mistress Cassie.

sissy maid diane

Girdles and a Woman's breasts, building blocks for femming

A few years ago now, Mistress Cassie came into my life and trained me to be Her sissy. Long before that however, i was influenced a number of things that ultimately made me more vulnerable to Her feminization.

Two of the earliest influences, during puberty, were girdles and Female breasts. As i watched my Female classmates bodies develop, i also got peeks of their undies, often girdles, while in school. my goodness, that was a long time ago. And i was getting schooled all right.

The seeds of Female domination and my own submissive nature were being sewn back then. Mistress Cassie is reaping the benefits now.

Yes, i came across this photo today and those days long ago when it all started. i've always associated masturbation with not only the Female anatomy, but with the lingerie that these lovely Creatures adorn. Make no mistake about it, i associate the Female breast with nurturing. And what item of lingerie is more appropriate to symbolize control than a girdle?

Mistress Cassie provides all of my nurturing now, its just spelled T R A I N I N G

sissy maid diane