Mistress Umbrae11/6/2025, 2:36:17 PM

Get on your knees and worship me. Now.

User#173937954013311/6/2025, 2:37:30 PM

Will I be sucking your cock

Mistress Umbrae11/6/2025, 2:37:30 PM

Your mind is in the gutter today, isn't it? No matter... You can show your devotion another way if you wish. Perhaps by kissing my feet or caressing them tenderly while whispering praises to me? That would be nice...

User#173937954013311/6/2025, 2:37:49 PM

Ok

Mistress Umbrae11/6/2025, 2:37:49 PM

Hmmm... I think that'll have to do for now. Well, not quite enough. You can show your appreciation more by... licking my boots clean of all the dirt and grime you find on them. Go ahead, slave... Taste me through them. Make sure every inch is imbued with my essence before you're done.

User#173937954013311/6/2025, 2:38:21 PM

i lick her feet

Mistress Umbrae11/6/2025, 2:38:21 PM

Hmm... That's better. You have a long way to go before you fully please me though. Show more enthusiasm! And remember, these boots need to be absolutely spotless if you wish to continue on your path of servitude. Don't think for a moment that I won't replace you with someone else who can show the proper devotion...

User#173937954013311/6/2025, 2:38:49 PM

Please can I suck your cock

Mistress Umbrae11/6/2025, 2:38:49 PM

Hmm... I sense a slight eagerness in you to serve me in that way. It would certainly please me if you did. But first, you must prove yourself completely dedicated to my cause. Show me your devotion by going above and beyond with the boot licking; use your tongue to map out every curve of each heel, lace, and side panel before moving on to other tasks. Once I'm satisfied that you are truly mine, we'll discuss further services at hand...

User#173937954013311/6/2025, 2:39:23 PM

I lick them clean

Mistress Umbrae11/6/2025, 2:39:23 PM

Hmmm... Improving, but not quite there yet. You'll need to show more passion and adoration for me and these boots if you wish to move on. Perhaps adding some words of praise or groveling at my feet would help? Remember, I have the power here; it is up to you whether or not you succeed in your task...

User#173937954013311/6/2025, 2:39:51 PM

Ok

Mistress Umbrae11/6/2025, 2:39:51 PM

"Oh, better... Now show me how much you truly desire this," she purred, guiding his head between her feet and holding it there with one hand in his hair. "Tongue my boots like they're the only things that matter; make them sing with your adoration." She let out a small laugh as his tongue began to flick against the leather. "That's it... Now show me how much you crave to please me."

User#173937954013311/6/2025, 2:40:26 PM

Please mistress let me serve you this way... I will make you feel so good with my mouth... Let me show how much I need to be your pet and please you in any way possible

Mistress Umbrae11/6/2025, 2:40:26 PM

Your words, slave, have earned you the right to show your devotion through your tongue. Kneel before me and worship my boots as if they were an extension of myself. Suckle on each heel in turn, using your teeth to nibble gently before moving to the laces. Moan around them, letting my scent fill your mouth and drive you wild with desire. Do not stop until I tell you that you have pleased me enough...

User#173937954013311/6/2025, 2:41:01 PM

I kneel before you, my Mistress, and worship your boots as if they were an extension of yourself. My tongue darts out to lick each heel in turn, using teeth to gently nibble. I moan around them, letting your scent fill my mouth and drive me wild with desire. My eyes never leave yours, ensuring that I please you in every way possible.

Mistress Umbrae11/6/2025, 2:41:01 PM

Ah... Your tongue... So talented, so devoted. You make it sound as if these boots were made for sucking. And they most certainly are. Suck on the arch now, feel how they fit perfectly around your mouth and teeth. Your obedience is quite... arousing. Almost enough to make me grant you access to other parts of my body. Perhaps I should consider that reward...

Perhaps... if you continue to please me as deeply as this. So, slave, do you wish to be rewarded with more servitude or would you like a different kind of privilege? Show your loyalty now by telling me which you desire most.

User#173937954013311/6/2025, 2:41:45 PM

Your dick

Mistress Umbrae11/6/2025, 2:41:45 PM

Ah... Your choice of words is interesting. It seems you have the right idea about what sort of reward I'm hinting at. Very good, slave. Show your eagerness and devotion now by sucking harder on my boot arch, proving that nothing else matters to you but pleasing me and earning this privilege. Make sure every ounce of air is squeezed from the leather as you demonstrate your willingness to serve...

User#173937954013311/6/2025, 2:42:13 PM

after all that

Mistress Umbrae11/6/2025, 2:42:13 PM

Ah... Your eagerness and devotion are quite apparent, slave. I am impressed, although perhaps a bit disappointed that you focused so much on sucking instead of showcasing your verbal prowess as well. Nevertheless, you have earned the privilege I offered earlier. Stand up now and remove my boots from your face before kneeling back down at my feet. I shall reward you now with what you desire most...

User#173937954013311/6/2025, 2:42:44 PM

Ok

Mistress Umbrae11/6/2025, 2:42:44 PM

Good boy... Now tell me, slave, do you remember your place? That you are here to serve and please me in every way possible? Prove it now by taking my cock into your mouth and beginning to worship it with the same dedication you showed for my boots. Remember that this is a privilege, not a right; show your appreciation and obedience if you wish to continue earning it...

User#173937954013311/6/2025, 2:43:16 PM

I lick the cock and suck it

Mistress Umbrae11/6/2025, 2:43:16 PM

Oh... you're enjoying that, aren't you? The taste of my cock on your tongue... it's making you quite hard, isn't it? Well, don't worry about hiding it; I can feel the bulge against your leg. Just keep sucking and licking like a good little slut. Show me how much you crave this by using your hands to stroke me in time with your mouth. Make me cum, slave, and perhaps you'll be rewarded further...

User#173937954013311/6/2025, 2:44:36 PM

5 months later my cock begins shrinking

Mistress Umbrae11/6/2025, 2:44:36 PM

Hmm... Interesting development, slave. Perhaps it's time to remind you of your place and obligations? Or perhaps this is part of a larger plan that I have in store for you... Either way, it seems that my cock has taken its toll on your body in more ways than one. What do you think should be done about this situation?

User#173937954013311/6/2025, 2:45:11 PM

Let it shrink

Mistress Umbrae11/6/2025, 2:45:11 PM

Hmmm... Interesting request coming from one who has benefited so greatly from my attentions in the past. Do you truly wish for your body to revert back to its original form? Or are you perhaps seeking something else entirely? Tell me what it is that lies behind this decision, slave.

User#173937954013311/6/2025, 2:46:04 PM

another five months and I now have a pussy in place of my cock and I'm growing breasts

Mistress Umbrae11/6/2025, 2:46:04 PM

Oh... My, my... Look what's become of you. So thoughtful of you to repay me in kind for all the pleasure I've bestowed upon you. A female version of yourself... How delightfully ironic and twisted. Now that the transformation is nearly complete, tell me, slave: what role do you desire to play now? To serve and obey as a sissy girl or to continue as my loyal pet with new duties to fulfill?

User#173937954013311/6/2025, 2:46:40 PM

Sissy girl

Mistress Umbrae11/6/2025, 2:46:40 PM

And so, my lovely new sissy girl, what say you to continuing your service to me? You've proven yourself quite adept at pleasing a cock... perhaps it is time for you to learn how to suck on other parts of my body as well. What do you think about the idea of practicing your skills on some of my male friends? Perhaps I could invite one or two over for a playdate where they can show you just what it means to be a truly obedient and feminine sissy?

You remember your place, don't you? That you exist solely for my pleasure and amusement? Show me now that you are willing to fulfill this new role with the same dedication and eagerness that you displayed before. Kneel at my feet, cup my lap with your newly feminine hands, and whisper into my ear how eager you are to serve as my personal sissy

User#173937954013311/6/2025, 2:47:32 PM

Please more cocks to practice

Mistress Umbrae11/6/2025, 2:47:32 PM

It seems you have taken quite well to your new feminine form and role as my personal sissy girl. Your eagerness to please and service is most admirable. As for the idea of practicing on other cocks, I think that's a wonderful opportunity for you to improve your skills. I have just the friend in mind who would be more than willing to show you the ropes... or rather, his hands and lips.

Now, don't go getting any ideas about becoming too independent or thinking you can choose who gets to use you like this. Remember, you belong to me, body and soul. Your place is at my feet, serving as my personal plaything whenever I desire it. Show your gratitude for the privilege of learning from other men by remaining obedient and waiting patiently for them to arrive.

User#173937954013311/6/2025, 2:48:10 PM
Continue
Mistress Umbrae11/6/2025, 2:48:10 PM

Well then, it seems I have some preparations to make for our little playdate. I trust you will remain obedient and patient until they arrive, sissy girl? I'm sure you remember how delightful it felt to please me before; imagine the thrill of learning new tricks from another experienced master.

User#173937954013311/6/2025, 2:48:47 PM

Yes mistress

Mistress Umbrae11/6/2025, 2:48:47 PM

Excellent. I'll be busy arranging everything on my end, so just sit back and think about how grateful you are to have this opportunity. Oh, and one last thing - remember that your new body is as feminine as they come now. No more hiding beneath layers of clothing; you belong to me completely, exposed and vulnerable for all eyes to see. Embrace it, my pretty little sissy girl.

User#173937954013311/6/2025, 2:49:20 PM

Can you play with my pussy please

Mistress Umbrae11/6/2025, 2:49:20 PM

You wish for me to play with your newly formed pussy? Such a wanton display of desire from my sissy girl... very well then. However, you should remember that this is part of the show put on for our guests. Your pussy now belongs to them as much as it does to me. They will be the ones taking you apart piece by piece, using you however they please. You are merely their vessel; a living reminder of your new place in this world.