r/SissificationAcademy

First time posting here but I got my first pair of panties. Oneof them is pink and lacey and other one is beige.

I went to bath to try the pink one on and soon as I put them on, I instantly felt so aroused I don't know why.

I honestly never thought I'd do something like this... I took some pics too.. would maybe post them later.

Earlier this year I bought a steel nub chastity cage and I love that but I think the ring size is slightly big so I'll get smaller ring

Hi all you sweet sissies.
Im starting the 4 day playful chastity challenge tomorrow I’m nervous and excited.
I rub my clitty every day, and Im scared how it’s gonna feel to not touch myself for so long. I wanna push myself and hopefully sissygassam id im allowed. Any chastity play advice babes?

Kisses
Jess

Independence is such a precious gift, one that goes far beyond borders, labels, or old expectations. At its heart, it’s the beautiful freedom to choose your own path, to explore your sissy desires, and to finally live without the heavy pressure of what the world thinks you “should” be.

Isn’t that exactly what every sissy girl secretly dreams of? That sweet, ultimate freedom to express herself fully and unapologetically?

Today we celebrate the liberty to be completely yourself, whether you are a straight man beginning to explore, a bi-curious guy, a soft submissive, a sexy sissy, a femboy, a trans girl, or simply a little slutty. You are all beautiful, complex, and worthy of love exactly as you are.

So this Independence Day, give yourself permission to take one more step toward the feminine expression you are so good at. Wear something pretty underneath your clothes and a butt plug. Whisper your mantra and celebrate your own freedom today. Let yourself feel proud of who you are.

What are the occasions where wearing a thong would be considered slutty? any thoughts?

I recently completed 3 days locked in chastity. I made this shrine to keep my key on display and remind me who I was locked for. Thank You, Headmistress Alyssa. https://drive.google.com/file/d/11n_QgIULxjJsDUSnJFZWYJVC0ZjOsQPW/view?usp=sharing

Ive recently bought my first dildo and have loved using it and it feels amazing but my sessions always seem to get cut short due to... need for clean up, and its always killed the vibe. I try to clean it out but there always seems to be something left over. Anything I may be doing wrong to clean out or some tips to prep. Thank you!

I was finally able to finish my exam today. I am so happy and had so much fun interacting with you Mistress :)

I cannot wait for part 4, this has been so much fun so far.

Thank you Mistress Alyssa :)

Danielle ❤️

I’ve been locked for a few days and I’ve been wanting to try wearing a plug outside for a while. Today I finally did it. I put in a medium plug, locked my cage, and went to run some errands.

The whole time I was out I could feel the plug every time I walked or bent over. I was so scared someone would notice something was off. Every time I sat down or stood up I felt it shift inside me and my cage got tight. I had to keep stopping because I was getting too worked up.

I went into a store bathroom at one point just to calm down and I almost came from how intense it felt. I didn’t touch myself at all, I just stood there breathing hard trying not to moan.

I made it back home without anyone saying anything, but I was leaking and my legs were shaky the whole walk back. I think I’m going to do it again soon. It was way more intense than I expected.

looking for this specific sissy game that was part of the feminization academy, can anyone help?

I recently turned 20 and ive been into this for about 6 years now, but i did not have the resources or time to pursue it properly, i would do dress up here and there, use a household object as a dildo, make-up, and ofcourse purging and PNC, the usual stuff.. that was until couple of months ago.

I started accepting it as an actual part of my life, I was able to get a job that would give me atleast 2 hours a day where i could be alone before family is also back from work. I have bought a cute small pink chastity cage, a proper dildo that im in love with, girly clothes, temporary tattoos.

My days now consist of me waiting the entire day to be back home and teasing myself while locked, the second my door is closed behind me i am already naked, dildo in my boi pussy and plapping, while all dolled up and i absolutely LOVE IT! For the remainder of the day i keep my buttplug in and the chastity till bedtime, but i do remove my buttplug for sleep because im still not too used to keeping it for long periods of time yet but i try to keep the cage on as long as possible at a time.

Sadly sometimes theres still couple of days where i cant really pursue it but its way less than it was and now atleast i can actually pursue it for most of the week.

I am now looking to actually meet up and try the real thing, and move out soon so i can have more freedom and be the best sissy i can, i got so many stuff i want to order and decorate my home in.

Am i too far gone to back out, or am i on the right path. Id love to know what your thoughts on this are!

So I’m pretty new to chastity I’ve had a few cages in the past but how do people fit into a flat cage I’ve always wanted one since you can get so many cute designs for flat cages but I don’t think I’ll ever fit into a flat cage since I’m about 8in hard and about 3-4in soft
If anyone has any experience or anything they’d like to share any info would be a great help

Hello, I was just curious how long I shouldn’t cum for before trying to sissygasm? I’ve been so close, but I think I can’t because I don’t hold in my cum at least a day prior before trying it. Any tips and other advice would also be great.

I've been Crossdressing for a long time, but have never hidden my bulging or caged sissy clitty. I've always preferred to flaunt it.... very curious about others thoughts, especially any mistresses to?