Todays Skylar’s Sexy Diary post is all about Miss Lilly, me, and a sissy named Mallory.

Meet Mallory

Mallory began calling me within my first week here at LDW back in February.  She was a professed Sissy and was looking for a Goddess to lead her down the sexy sissy path.   I was just the Goddess to do it.   As a matter of fact,  I gave her, her sissy name!

During our time together she purchased many clothing items suggested by her Goddess and I watched her confidence grow as she tried new things.  From short skirts, sexy lingerie, heels and thigh highs and garter belts,  her collection was growing.  She purchased her first dildo too!!

Mallory loves feeling glamorous and also loves ritual, and soon found the beauty rituals that helped get her in the sissy mindset and ready for our calls.   She is particularly fond of making her dainty feet feel pampered and pretty.   We tried new things and she flourished.

Mallory was even a contestant in June’s Sissy Pageant and turned more then a few heads with her leggy poses and sassy stance.   I was so proud of her, I still am.

Miss Lilly, Me and a sissy named Mallory : The Call Begins

I decided sweet Mallory was ready to be shown off and ready for a two Mistress call.  She was nervous, but I let her know I would be holding her hand, ever step of the way.  She put her trust in me and I chose the perfect Mistress to bring to the party…Miss Lilly.

Miss Lilly is such a wonderful mix of sweet and saucy. She has a bit more sadist to her than I which makes for an interesting dynamic.   She and I work very well together and we put Mallory through her paces.

I love my sissy calls, especially THIS sissy.  Watching her discover herself,  finding pleasure in new experiences, with me as her guide as been incredible.

Mallory was in super sissy mode from head to toe.  Make-up done to perfection, a sexy maid outfit, thigh highs, heels and a glorious blonde wig falling over her shoulders.

Introducing pain play

During the session a bit of CBT was introduced,  this was a first for Mallory.  She followed instructions to the hilt, allowing the journey to take her to new places.  I watched as she hit her balls over and over again, feeling new sensations.

We teased, we tormented and we laughed together.  Mallory enjoyed having a new set of eyes on her beautified body, and I could see she was enjoying the attention.   She began to relax with Miss Lilly and the call was getting very intense and exciting.   She began to doing a bit of teasing of her own, flashing us a bit of ass and striking some very sexy poses.   I was thrilled to see her thriving on the call.

For a Goddess and sissy who have been working together for months, it’s really fun to change things up by brining in a third party, to the party as it were.  lol.    Both sissy and Goddess loved showing another Mistress what the sissy has achieved.  Yes, I enjoyed showing her off!

We instructed Mallory to head to the bed, and lie on her back and finally take off her little panties.   She was than commanded to begin anal play.   Mallory delivered with a brand new dildo purchased just for the call.   It was hot and all of us knew it.

Two Mistress Calls

I am a BIG fan of two Mistress calls, for an unexplainable  erotic magic happens.  The Mistresses work off each other, almost in a sexy improvisational way.  Unexpected things happen and without a doubt, it’s always a great call for everyone involved.

I have no doubt that this Miss Lillly, Me and Sissy named Mallory, will be doing more calls in the future!

Want to experience the Lilly-Skylar dynamic for yourself?  We are available for calls AND Skype sessions.

You can reach Miss Lilly at Lilly@enchantrixempire.com

And you can reach me, Goddess Skylar, at Skylar@enchantrixempire.com

Stay tuned for upcoming posts on my,  “Skylar’s Sexy Diary!”

Find me on Skype as:  Sky Willow