Monday, January 20, 2014

'Head'ed in the right direction

Mandy is a lovely Woman for sure, and She knows how to please a man.

Here She has got him to come - next that cock needs to go back in Her mouth . Just one sissy gurl's opinion................

sissy maid diane

Analysis of proper deep throating

Now this cock has been properly seated, deep into the sissy's throat. X-ray's don't lie. A nice big load is sure to follow - as it should be..........

sissy maid diane

Swallowing preferred

Yes, She's done a fine job here. But what about swallowing! Many porn pics and vids like to sahoe the man cumming - that makes it real. But as a sissy gurl, i think the real reward of a blow job is the load down the throat!

sissy maid diane

Modern day lingerie ads

While i'll always have a special soft spot for 1950's and 1960's lingerie ads, newer ones are inspiring as well.


All it took was a quick search to come up with a few Models who are really paying tribute to timeless lingerie essentials, just in a more modern way. It seems that garters and stockings never go out of style. Thank goodness!!

sissy maid diane

And into a girdle i go...........


i've looked at so may girdles of late, that i found myself wearing one today. A blue long line girdle, in fact.

sissy maid diane

Classic Lingerie ads

sissy maid diane

Sunday, January 19, 2014

More vintage lingerie ads

Just preparing myself for the upcoming 50's assignment.  :o)

sissy maid diane

Blow job practice

Girls having fun and learning at the same time.

sissy maid diane

Girdle ads and eye contact

Lingerie ads and especially girdle ads got my attention and were a big influence on me during puberty. Whether it was in Women's magazines or the lingerie catalogs from major retailers, it was the closest i could get to porn at that age.

Many of the ads featured Women in demure poses without eye contact. The lingerie, the Model's figure and femininity were nicely on display.

But what really got my attention was the ads with Model's that made eye contact with the camera. That made it much more personal.

i didn't know it at the time, but these lovely Women were feminizing me at an early age. Every time i  masturbated to these images, i was drawn further down the cross dressing road, and ultimately towards being a submissive sissy. Yes, the die was cast at an early age..............
sissy maid diane

What to do for a 50's dress?

Hmmm, i need something appropriate for being a Female all day, a 50's housewife dress. Something that will accommodate on of my many petticoats.

What to do????

Problem solved & on the way!

sissy maid diane

Saturday, January 18, 2014

There's no hiding the femininity of a petticoat

A sissy can wear all shorts of girly underthings undetected, and still feel oh so feminine. Panties, bras, garter belts, girdles, stockings, and camisoles.

But one of the most feminine of items of all was very popular in the 1950's - the petticoat. There's no hiding this, either the garment or the sheer girliness of it.

When i've completed my '24 hours as a Woman' assignment i will have a new appreciation of this garment for sure. i'll be a 50's housewife after all. Back then, a petticoat was required wearing fgor girly girls.

sissy maid diane


When a sissy becomes a 50's housewife

Not only am i going to spend 24 hours as a Female, it will be as a 50's housewife. i'm expecting that it will require a lot of effort. It wasn't easy being a 50's housewife, i think. Lot's of expectations, and like today, a lot of work just being Female. Back then, The chores, the hair, the dress, the apron, the girdles, stocking heels, nylons,  - while at home!


 What scares me is that i will find, and get trapped in, the prefect role for sissy diane. Oh, my!!!


sissy maid diane

The 50's Housewife & discipline

While i (probably) won't have a 'husband' coming home on my assignment day, 50's Housewives did. And after a hard day's work, he better come home to a clean house & properly prepared hot meal. Or else............

Even the Iconic Actress & Comedienne Lucille Ball got turned over Desi's knee - on national television! If i don't get this assignment right, i expect Mistress Cassie to mete out a similar punishment.

At least the husband had the decency to wear a tie, after the Housewife spent the day in heels and a dress!

Now, of course, the husband is more likely to receive the spanking. Oh, yes - things have changed! But not for me, i am a sissy bride forever linked to the 50's & 60's - and to Mistress Cassie.

sissy maid diane

Preparing for the latest assignment - the 50's housewife

i am a product of the 50's - a baby boomer.Ah, those were the days! Not necessarily for the housewife though. She was required to wear many hats, much like today's 'House' Woman, with a very big difference. Today's stay at home Wife is much, much more liberated. Rather than being a virtual servant to the husband and kids, today the Woman is at least an equal partner in the relationship - or should be!

Ah, but this post & the upcoming assignment will be a tribute to the 50's Housewife. my recollections will be on display, and i am preparing myself for the inevitable surprises that will accompany my being a Woman for 24 hours. It seems a logical choice given my recent sissy 'marriage' to Mistress Cassie.

Among other things there will be housework and cooking. Also, i'll change my TV viewing habits and many other habits that day. It will all be documented, including pictures.

One of the things i find fascinating - and exciting - is the clothing worn by Women of that era. There are many images of Women wearing heels & a dress in the 50's while doing housework. Oh, my - it's a good thing that i have plenty of gurly undergarments that are era appropriate!

Much more to come on this.........

sissy maid diane


Friday, January 17, 2014

The new sissy assignment from Mistress Cassie

Well now! i have a new sissy assignment from Mistress Cassie. This one via E-mail:

Today at 3:41 PM
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.

It's interesting to me that with as much training as i have received from Mistress these past 5 1/2 years, i've never actually spent an entire day as a Woman. i have come to learn that there's are many challenges (and rewards) being Female, but this will be be entirely new. Starting with the way i prepare for bed one evening until i prepare for bed the next, it will be 24 hours Female for me.

The logical choice is housewife, as i live alone - in a house! Unfortunately it won't be for a couple of weeks, as i have conflicting responsibilities coming up. But i will be completing this assignment, like all the others.

There will lots of pictures, of course.

sissy maid diane