Sissy report

by | Nov 14, 2018 | sissy | 11 comments

Are you a sissy who loves to dress?

Listen to me read you this blog about being a sissy.sissy question for Experienced Mistress

I love holidays.  I think the BEST holiday for a sissy is Haloween.  Think about it — all sorts of vanilla women dress as sluts and guys who want to wear lingerie or dress en femme get to be girly girls.  Best. Holiday. Ever!  And perfect for ANY sissy.

Sissification and your Mistress

Any kind of feminization is special for a Mistress — I think it’s an honor and a privelge to be in charge of creating a “look” for you and then helping you to be your en femme best (or worst if you’re into humiliation! ~laughs~)

LOVE this comment about the Haloween outfit

This special lil cupcake writes:

“The outfit was such a hit — and I added a little princess crown and wand so I could be a pretty little fairy princess! EmojiEmojiEmoji.  I also wore a blonde wig (hair down to my shoulders, loved that!),  some fake nails painted bright red, and some pretty silver high heels!”

I’m telling you that princess had a SHORT skirt and just happened to lean over — a lot!

Oopsie.  Tee hee

Mmmmm, and then the self proclaimed faggot writes:

“It was such a great night, I got to be myself in front of everyone there, I just loved it!!!!”

What did you do that makes you feel special?

Your Experienced Mistress,

Ms Olivia

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11 Comments

  1. princess on November 15, 2018 at 8:02 am

    No sissy party for me…i wish there had been!……But i did go out for a sissy drive fully dressed for Halloween! Got out and pumped some gas so some could see! I was scary but exhilarating! Great post Ms O!

    • Olivia on November 24, 2018 at 3:16 pm

      Ohhhhhhhh nice!

  2. Sissy Greggie on November 15, 2018 at 11:52 am

    Mistress Olivia’s suggestion to wear my pink tutu with my sheer yellow onesie was the BEST suggestion ever! Everyone just loved my outfit that night and they all laughed so hard when I would lean over to shoot pool or when I twirled around (which I got so many requests to do!)!

    • Olivia on November 24, 2018 at 3:17 pm

      twirl like the sissy you are !!!!!!!!!!!!!!!!!!!!!!!!!!!!!!!

      • Sissy Greggie on November 25, 2018 at 1:25 pm

        Always!!! 🙂

        • Olivia on November 25, 2018 at 4:42 pm

          🙂 🙂 🙂

  3. Ted Bauer on December 28, 2018 at 12:50 pm

    Yes Mistress thankyou delightful

    • Olivia on December 28, 2018 at 1:04 pm

      You’re welcome 🙂

  4. Ted Bauer on December 28, 2018 at 12:51 pm

    Yes Mistress thankyou did not post

    • Olivia on December 28, 2018 at 1:01 pm

      I have it set to post only after I reply. It’s not an auto post.

  5. Ted Bauer on December 29, 2018 at 12:41 am

    Yes Mistress,thankyou Mistress.