BondageDating

New scenario needed

Hey there - I've been reading here for a while and really appreciate your site. I'm part of a female-led relationship. My chastity is managed, and I take on…

member_930a68a51a 29 Aug 2026 #1

Hey there - I’ve been reading here for a while and really appreciate your site. I’m part of a female-led relationship. My chastity is managed, and I take on the cuckold role regularly, nearly every week. Recently, my Wife/Mistress has begun putting me through a feminization routine (wearing a bra unless we’re outside, plus panties daily, with clear lip gloss and nail polish worn around the clock). At home, I also have to wear eyeshadow every day. Twice a week, I need to present as “fully” female at work (since my job is off-site, this isn’t an issue for me). I don’t particularly enjoy dressing up nor do I believe I can pass well as a woman, but I’ve been told that being in these garments makes me much more submissive. So… I stay locked in chastity for 30 days before getting released. However, if I complete a “task” or chore that feels embarrassing or humiliating, I might get out up to two times each week. I thought I’d share this here and see what suggestions the community has. As we’re an active lifestyle couple, we own most of the toys, and I’ve gathered quite a bit of women’s clothing and cosmetics along the way. Does anyone have any ideas? Jimmy