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Ring Around The Cock

So, we’ve all heard of “ring around the collar”, right?

But I’m wondering if you pretty little sissies out there have heard about “ring around the cock”?

I recently had a very fun show and tell session with one of my favorite Mistresses, Ms. Constance, and her very, . . . → Read More: Ring Around The Cock

Sissy Show and Tell with Ms. Constance

The other day I had the pleasure of having a two Mistress session with one of my favorite Mistresses here at LDW, Ms. Constance.

And if you have never done a session with Ms. Constance, you need to do that immediately. This woman is so real, so awesome, so cool, so laid back, so . . . → Read More: Sissy Show and Tell with Ms. Constance

Why I Adore My Sissies

Having a sissy is like owning your very own doll.

She is a pretty little plaything that I can dress up in girly, frilly clothes and control. I can keep her all to myself, or I can share her with all my friends. Even some of the boys like “playing” with my dolls ~wink~. . . . → Read More: Why I Adore My Sissies

This Mistress Doesn’t Do “Girlie Talk”

Are you looking for someone to share ‘girlie’ talk with?

Someone to discuss shades of lipstick and designer pumps? If so, you’ve come to the wrong Mistress, sissy boy. What I have in store for you goes much deeper.

Do not misunderstand me … I adore sissies! I am fascinated by the process of . . . → Read More: This Mistress Doesn’t Do “Girlie Talk”

A Sissy Maid and Her Chores

You are wearing those fabulous silk panties again, aren’t you?

You secretly desire being stripped down before me; your masculine persona will gently fall away as each article of clothing is removed. I want you to stand in the center of the room, baring only your desires and emotions … and your silky panties. . . . → Read More: A Sissy Maid and Her Chores

Chastity Slave Update: Part 2

Another excerpt from one of my long-term chastity slaves…with my personal thoughts in bold. XO

Week 28 Chastity and Emasculation Report

Thursday thru Monday were hectic. My assignments were all put on the back burner. Tuesday night the skies opened up and the event was cancelled, so when I arrived home I took a bubble . . . → Read More: Chastity Slave Update: Part 2

Chastity Slave Update: Part 1

Let’s take a short break from our discussion of cuckold challenges and check in with my long-term chastity sissy slave, Bella. Her world has been quite busy lately, but like a good obedient sissy, she always finds time to pamper her Mistress and complete all of her assignments and reports.

Here is an excerpt . . . → Read More: Chastity Slave Update: Part 1

Is Sissy Ready To Venture Out?

Recently, my long-term chastity sissy, Bella, asked me if I felt it was time for her to venture out. For every sissy, this is an exciting moment that must be approached with care and caution. As much as it might thrill you to get fully dressed in stockings, dress, heels, makeup,and wig and strut . . . → Read More: Is Sissy Ready To Venture Out?

Sissy Shopping: In Stores or Online?

Stockings. Panties. Bras. Slips. Sexy little dresses.

They don’t just magically appear in your closet, do they? And as any good sissy knows, shopping is one of the most pleasurable experiences of being feminine. The thrill and excitement of purchasing and then wearing a new silky garment is simply wonderful.

So, I am . . . → Read More: Sissy Shopping: In Stores or Online?

All You Need Is a Little Sugar: Part 2

That night, having done my research, I cooked up a nice batch of sugar wax. I won’t go into all the how-to details of ingredients and instructions (there is a plethora of information available on the Internet), I enlisted the help of my all-too-eager slaves to assist me in sugar my more intimate regions. . . . → Read More: All You Need Is a Little Sugar: Part 2