To get started here is how I learnt that I am a sissy:
I am 24 and I think the hints of me wanting to be a sissy were there ever since I hit puberty. I used to be attracted to mom’s clothing. The colors, the variety of clothing. I used to go through the laundry basket, picking up the outfits that I liked the most and would try them on. I would even try mom’s underwear which feels a bit weird but then it felt good.
The realization hit me very recently in the covid years. I was at home and had lots of time browsing the internet. I met a guy on Reddit and in a few weeks he made me do things I didn’t think I would do. He made me shave my body, he made me twerk for him, he made me dance. I loved this state of submission. Unfortunately, the lovely stranger ghosted me but the discovery was permanent, I was a different person.
I also discovered the pleasure of anal stimulation and that I am still working on. 2 weeks ago I bought my own panties for the first time and it broke another shell.
So yeah, that’s my story. I have a long way to go but I am greatly enjoying the sissy life.
I didn’t know what a sissy was, but i already have worn mom’s clothes ( underwear, dresses, bras, bodysuits and stockings) since i was maybe 12. I was fascinated by how colourful and soft the fabric for woman’s underwear was and i was kinda jealous and hearthbroken when i grew too much to wear mom’s clothes without damaging it and getting busted.
When i moved in my own place my passion rekindled and i started buying my first lingerie set by amazon, while at the same time discovering reddit and the sissies sub. I was fascinated that i started posting after a while, experimenting new things like anal and chastity while wearing girls underwear. Recently i decided to buy my first dress and went also for a corset and fake boobies so at least i can pretend to be a girl when i’m home.
As of today i bought my 3rd cage ( hopefully this one is the correct size) and a brand new set of vibrating buttplugs.
Amazing. Hopefully when I have my own place, I will also have my own wardrobe full of beatiful colorful clothing that I love.