This isn’t strictly chastity, but I’m guessing you’re the community to tell about this.

I’ve got a fairly new partner who is potentially dirtier than I am. She’s at least very willing to try everything. Tomorrow night is a hotel date night where I’m introducing her to sounding (both giving and receiving while I’m in my cage) and she ordered a strap with lace frills to fuck my ass while I’m caged. I’ve gotten her into receiving anal a bit and she’s licked and fingered my ass a bit, but she’s very excited to give like she gets.

I have some boxer briefs with a ring for a toy that I use to fuck her while I’ve got my cage on and I got a new larger dildo for that as well. It’s going to be 20 hours of pure debauchery and we’re both so excited for it. We’re cramming a lot of kink into a short time. Maybe I’ll get enough stimulation for long enough to cum from anal. Wish me luck (if anyone is interested, I’ll post back on Sunday as to how it all went).