unfortunately or (fortunately) no one stops you

The sharp and random tugs on the cage were brutal painful and compounded by the fact that you were walking in heels for the first time. Ashley gratefully would slow down from time to time. The down side to that mercy was the fondling of your balls, and the **** of your chest. The attacks on your chest were kisses, bites, squeezing, and sucking on your nipples. Breathing hard from the long **** walk you feel relief at hearing you made it to the tailor. However that relief would soon be shown to be miss placed. "Hello Mister Tailor i am bring you a new maid to be uniformed". Ashley announced hearing the heavy thuds of the Tailor you guessed he had been in the little office off his workshop. "Ah Maid 43 it so good to see you. You said there is a new maid here with you"? Pausing and looking thought paperwork strewn across his deck he glancing at you. "No new maids have been cleared by the family". He states with authority "so who is this, don't answer maid 43 i will find out from them". The Tailor having notice all of the lock chooses to only unlock the blindfold reveling most of your face. "Now i see young Master Player and don't think i failed to see that the Master here is wearing your cage 34". Now standing back you can see the Tailor is quite tall still a head taller then you in your heels. Moreover you notice is slim figure, his short black hair, sinnister grey eyes, and his shallow wrinkles. Remembering all your past interaction with the Man all you can think of he is at least a decade older then your father. The other solo thought is his kindly and harsh punishment of servants. While you were in deep thought the Tailor and Ashley had a quick conversation. "So young Master you wanted to play as a maid for some amount of time". Realizing he was waiting for a reply you nod your head yes. "Young Master since you agreed to this know that i will modify your body. Nothing like giving you breast but other thing will be done. I will have to shave your adam's apple and remove your gag reflex but these will be the only invasive surgery i will do". Shaking your head violently left to right you barely see the Tailor move forward. Now with his ice cold fingers grabbing your balls he speaks. "Young Master you fail to understand the gravity of the situation. As it now sits you are caged with a witness and video footage that you agreed to be a Sissy maid". Rubbing your balls till you start to leak he lets you stew on his words. "I could install a chip right now and take you as my personal toy". The truth of his words shocks you as you see all the errors you made so far. Using one hand to take the precum that's leaked from your cage you feel him press a finger into your ass. The other hand grips your face forcing you to look up into his striking grey eyes. "However i will not **** you to be my toy. I want you young Master to make that choice all on your own. I think three months as a maid will break you. So i do minor changes to you that if you are stronger then i give you credit will not negatively impact your life. I will also be changing your cage so 43 can go back into her proper home". As he says this looking over to Ashley who does not even protest. "Your new cage will not be unlocked by a manor lock but a unique one of my design. As well if you make the three months you will be keeping the cage even if you don't chose to wear it. Now it time to hear you answer". A loud click rings in your ears as the ball gag in unlocked and falls to the hard wood floor. You open your freed mouth and can only moan from the Tailors **** on your prostate. "Sorry young Master please speck your mind". With that the Tailor removes his finger and your ass feels so empty now that's gone. "Fine Sir Tailor let do this". You say as he walks back into his office with a grin on his face.

(There will be a time skip here)