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Exposed: Sissy Penny

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I am a 35 years old closet sissy with an athletic body trying always to look as sexy as possible.

My goal is to look feminine and not just a man in lingerie.

I adore women and the main reason I crossdress is trying to look like the girlfriend i would love to have. I love skin tight clothes and i adore high heels.

I want to find a girlfriend that will love me the way i am.

I always fantasized about being in chastity by my girlfriend and where that could lead me. I do not like men and do not wish to serve one also.

I consider my self a man with fetishes one of which is crossdressing. It is not a mandatory fetish but one that can spice things up a bit. I don’t know why I made this submission, I guess I needed to confess my feelings.

One of my fantasies is to be dressed as a maid in ballet boots, on a locking corset and in an arm binder with a locking gag as well locked in chastity and forced to serve my girlfriend and her friends in a kinky party.

The need to be trained in becoming a better serving sissy is something that exists in my mind for quite some time now and hopefully in the near future this will be a reality.

I hope you all loved this diary submission and hopefully this will persuade many more to do the same.

With Love Sissy Penny. <3

Thank you for sharing! It’s important for everyone to understand that not all sissies/crossdressers/panty lovers/ etc are made alike. There is no such thing as a one size fits all box.

Many of us fetish lovers and seekers just do it because we like it, we want it and we are going to engage and enjoy.

I hope you make that connection you seek that goes above and beyond. Best of luck, Doll!

Mistress Lillith, Sissy Stories

Justen- Forming Ritualistic Female Habits

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My Sissy Justen is in his 2nd almost 3rd week of Mistress Lillith’s 12 step sissy training program. He seems to be progressing along nicely.

During his first week, he had affirmations to repeat daily. Words are very powerful and the more he recites his personal affirmations, the more he believes them and gets into that sissy subspace of a mind.

This week he is prepping the feminized body in a few different fashions as well as setting up some ritualized feminine routine.

As girls we do have daily routines that we do to keep our selves chic, sleek, and sexy.

Part of his requirement is to write regularly in a diary and have it submitted here for all to read, and so HE can keep track of his progress.

Here is one of his submissions:

Justen Said—“Today I took a bath using the feminine soap I bought and at the end I said my affirmations. Since my body was loose because of the bath I tried to do a little yoga, which I find hard because I have no flexibility at all! When I finished I laid and calmly slept. After that I talked to my Mistress which I enjoy, she is the only person I can talk this stuff to. I asked her to if she can give me a name and she said to give her time. Then I told her about myself so she can have an easier time with my name.”

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Naming my sissy isn’t something I take lightly. This training is an intense 12 week course that is designed to get you on a long term path to feminization and sissfication. I am working on a name for naming Justen and it will be a ceremonious day when his new hame is revealed and HE becomes a SHE.