r/sissyology•
SissyKim56

Help a new girl out, my introduction to sissyhood

NSFW

Hi everyone so glad to be here starting my journey. I've just moved into a new house where I have a bit of privacy(I'm 20 and virgin) and so excited to start girlhood. I've got some girly stuff that I've not used yet ie wigs, hooker heels, cage, corset, lingerie, skirt, nail polish and plugs(even though I'm 100% straight just curious.)

Now I have a few questions if that's ok:

What stuff should I be and what tips would you give to a complete beginner?

Should I masterbate or cage myself as I've not cum in like 4 days and all this sissy stuff is making me sooooo horny?

Is 20 too young to be doing stuff like this?

Should I post pics on reddit? The idea gets me so excited and I've already got a captions instagram page

Also, am I on the road to being gay? I wanna be super slutty but I only like women and I'm 100% straight but apparently a lot of people start that way then you see their holes getting pounded on Reddit with like 2000 upvotes haha

I'd really appreciate any responses or messages, it can be as NSFW or pushy into sissyhood as you like, if anything that draws me in more. Please would love to be encouraged, make friends or chat

Posted Sep 14, 2026, 8:01 PM UTC

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