Looking for someone to help me become more feminine and sissy like

NSFWDigital Request

Backup of the post's body: Hey there! I’m a closeted sissy, and I’d love to find a girl who’s willing to talk me though the ins and outs of what it means to be feminine, and indulge in this kink a little bit more.

I cross dress when I have the ability/privacy, and would be willing to share some of those pictures and get your thoughts on them. But what I’m really looking for is someone to shape me into a more feminine sissy, outside of just the sexual stuff. Tell me what kind of music I should listen to, the kinds of soaps and lotion I should buy, how to talk/think, just anything that would make me feel more like a girl. I love this side of being a sissy but I find it so hard to really explore in an exciting way.

I have a budget of around 50-100$ for this, but I can be flexible depending on what we do and for how long. I would ideally love to find someone who I can have an ongoing “mentorship” with, where you give me consistent advice as I try to sink further and further into being a sissy. My budget for that is definitely more flexible and open. I can do cash app, Apple Pay, Venmo, PayPal, or Amazon GC.

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Posted Aug 12, 2026, 3:27 AM UTC

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