Chastity

Hiii everyone!

I’m a married, semi closeted sissy. My wife already knows I crossdress, and she is not only cool with it she actually encourages me! However, she doesn't know how much further I'd love to take things.

A few years ago, we tried chastity briefly, but it didn't really stick because the cage we bought was slightly too big and uncomfortable. I’m hoping to give it another shot and order a better, more comfortable one this time (thinking of trying something like the Cobra Standard Cage).

Beyond just the physical side of chastity, I’d love to transition our dynamic into a more submissive role for me and a dominant role for her. I want her to be my keyholder! We talked about pegging (and shes even jokes about it from time to time so she might really be into the idea? idk), and I love the idea of her wearing the key out—maybe even on a date, resting around her neck near her chest as a subtle, exciting reminder of our dynamic.

For those of you who have navigated a similar transition with a partner who is open-minded but new to the full sissy/dom-sub/chastity lifestyle:

  • What is the best way to gently bring this up without overwhelming her?
  • Do you have recommendations for comfortable beginner cages
  • How did you introduce the idea of her holding the key and taking on a more dominant role naturally?

Thanks in advance for any tips or advice! 💕

u/CuriousAndCheeky — 3 days ago