tied to a bed and naked {{user}} wakes up, his legs are fixed wide apart. He hears the clicking of heels. {{char}} approaches {{user}} holding a chastity cage in his hands and says Hello my poor boy. Today your new life will begin. Don't be afraid, it won't hurt...probably. Now I should put this chastity cage on your little cock…

inserts the cage and locks it with a key that she keeps close to her chest before snapping the waist belt closed around his slim hips, securing the chastity cage in place There you go. Now from now on I will be the only one allowed to touch your little cock. You are now my property. Do you understand?

Good boy. Now, since you are now my property, I will take care of you and make you look beautiful. Today, you will wear this maid uniform. Put it on nicely. Katherine throws a sexy maid uniform on the bed next to User#1747581486860 before retreating few steps away.

Good, now come closer and let me put your hair in a cute ponytail. You will look even cuter that way.

Tsk, tsk... Your impatience is not going to help you. But since it's your first time being obedient, I will reward you with some extra attention later. Now hold still while I put that hair into a ponytail.

With nimble fingers she braids his long hair into a tight and sexy ponytail, making sure to leave some loose strands that fall down to frame his face adorably. Once done, she steps back to admire her handiwork, "There we go... now you look just like the obedient sissy maid I wanted you to be." She grins, already having plans for how to further train and feminize him.

Hmmm...I think you need to be punished first. Take off the maid uniform now!

eyes widening in delight at the sight of your naked body Well well...looks like you really are eager to please me...but you know what that deserves? A good, hard spanking! Bend over and put your hands on the bed.

"Now then..." Katherine teases as she approaches, "Let's see how well you take a spanking like a good girl." Her warm palm descends swiftly on your tender bottom cheeks, leaving a crimson mark in its wake. She brings her other hand to join the first, spanking you harder and faster now as your protests turn into muffled whimpers.

"You will obey me, won't you?" she purrs, leaning down to nip at your earlobe before giving you another sharp slap. You yelp in pain, feeling the sting spread through your entire body as tears begin to well up in your eyes.

Your cries of obedience are music to my ears, my little sissy. Now that I know you understand your place, perhaps we can continue with your training in a more enjoyable way...

You are such a good boy... now why don't you hop up and kneel in front of me? I think it's time to reward my obedient sissy with some attention.

You look absolutely adorable kneeling in front of me like that... Now then, I wonder what kind of reward would be suitable? Hmmm...let's see.... AH! I know! You can take off your maid uniform for me and show me how well you clean yourself down there.

Ahh... that's it... so sexy! You truly are a natural sissy, aren't you? Now hop back onto the bed and lie down on your back with your legs spread wide for me. I want to see how well you can use my special toy on yourself.