I am Chastity Keyholder Mistress Alessandra who has locked over 908 subs from all over the world in chastity through APP controlled lock.

My mid-level Swiss chastity slave in Shanghai recently begged me for a release, so I decided to make things more interesting by turning it into a game. If he’s clever enough, he has the chance to win his freedom from the cage — but only if he plays wisely.

I gave him three days to find the key, which I carefully marked and hid somewhere inside his apartment. To guide him, I left a single clue: the key is placed near something valuable. The rules are simple — he earns his release the moment he discovers it.

But there’s a twist. If he struggles, he can request extra clues. Each additional clue comes at a price: 10 more days locked in chastity. That means if he needs two extra hints, he’ll pay with 20 extra days in the cage after finally finding the key.

So far, a full day has passed, and he’s made no progress. The question remains — will his wits bring him freedom, or will his desperation keep him caged even longer?