Hey everyone!!! Let’s play a game. Every sissy that regularly posts here(you know who you are) say hi and share a short story of things you’ve done to explore being a sissy!
I’ll go first:
When I was younger, I met an online dom. Tbh I don’t remember much about them now, they claimed to be a woman and I remember receiving some nudes but tbh, I didn’t care. They were into me sending them videos of me using dildos, and they were the one that first asked me to do anal training. I’d have to send a different training video every day, and sometimes they’d give further instructions on how they wanted me to use my hole.
I have… no idea who this person is. None. I’ve degraded myself in so many filthy ways, for this complete stranger all because I wanted to feel validated in using my ass and feeling like a girl.
Anyways, that’s all behind me now, but it definitely instilled a love of instructions/tasks as well as sending videos of myself. So I’m sure it’s had some ramifications.
Hi all ☺️! I started exploring anal play and chastity around the time I discovered how to masturbate with my penis (ie, puberty). I’ve never really had a sissy experience with another person - I’m working my way towards that. It’s taken me a long time to understand and accept my sissy urges. I identified as bi when I was around college age and fooled around with a couple guys. I remember getting fucked by one - it wasn’t great sex - but afterwards we were in a takeout pizza joint having a late night meal, and I felt his come leaking out my ass. That really turned me on. I remember a guy calling me pretty and buying me a flower once - that made me blush. It took me a while to realize that having sex with a guy would be 10x hotter for me if I could present femme as opposed to as a guy. Relationships with women haven’t been great. Both me and my partners expected me to have typical heterosexual kinks, which I don’t, and I’ve been in places where I’ve used my sissy fantasies to help me finish during vanilla sex with a girlfriend. I’ve enjoyed being 1 of 2 male couples sharing a room for hookup sex. And I remember the first time I put a plug in my butt (right after buying it from a sex shop) and walking around with it. I think I’m slowly figuring things out and learning the ropes. I’m hoping I can start hooking up as a sissy this winter 🥰