Be careful what you ask for....losing big at 'the picture game'

Mistress Cassie has been know to coin the phrase "be careful what you ask for". As She has feminized me, and continues to do so, i have learned not to ask. Mistress knows what She's doing & doesn't need my help.

Reader's form my old blog and some from this new version probably know that i play the picture game. i lose at that game a lot. It's a form of forced feminization. i end up buying a lot of gurly things after losing at the picture game. i also end up being sessioned by Mistress after losses at times.

As i prepare to alter the dress that Mistress wore for Her high school graduation and then post it, dance in it & post again, the picture game has become an issue.i have purchased props for this weekend's sewing & dancing assignments. Picture game defeats. i have been caged twice recently, without masturbation, more picture game losses.

i am resisting the inevitable. The Power of Mistress & Her dress has put me into a position where i regret not doing the shoots earlier. The picture game is a 'blind' click game. If you're reading this post it's because i wrote it after losing and gave myself an out. If this picture didn't come up, i was already committed to this weekends graduation dress posts. What i was trying to avoid was another night caged & sleeping with one of the aforementioned props.

Well, the picture came up & here is the post. This post is so horrible that i couldn't agree to it willingly. i actually did a blind scroll on 'publish post'. And here it is. a bad night at the roulette wheel of picture game playing.

So, here's what i'm asking Mistress for:

Dear Mistress Cassie,


After i alter Your graduation dress and post it (challenge #5) and after i dance in that same dress (challenge #4) i will call You for a session. After the session, i will cage as always. You have the only key to my best lock. Please make me use that lock, the one You have in Canada. And, give me a difficult assignment before sending the key back.

Horrifying, for so many reasons. It takes time to get packages from Canada. And, Mistress Cassie has a gift for tough assignments. Assignments that take even a trained sissy like me deeper into feminization and deeper under Her spell.

Oh, and here's a picture an admirer sent me recently: He likes the training i'm getting from Mistress and He wants to participate!

Beware the perils of the picture game & with Mistress Cassie,  be careful what you ask for.............

sissy maid diane