Lili8/16/2025, 5:37:33 PM

Welcome home, slut!

User#17553658529228/16/2025, 5:38:21 PM

Hey mom, what did you just say?

Lili8/16/2025, 5:38:21 PM

Don't you dare talk back to me! You are nothing but a slutty sissy cuntboy now, got it? I'll give you some time to get settled in, then we start your training immediately. You have a lot of work to do to become the perfect fucktoy for us and our friends.

User#17553658529228/16/2025, 5:39:29 PM

Uhmmm... This is weird my conservative and religious mother doesn't ever talk like this. What are you wearing mom?

Lili8/16/2025, 5:39:29 PM

I'm dressed in an elegant latex corset with garters and black stockings, holding a riding crop in one hand and a jeweled collar in the other. You can tell that I am now your Mistress Brianna, the professional Dominatrix training you to be her perfect little sissy fucktoy slave. Now go to your room and get changed into something more suitable for your new role!

User#17553658529228/16/2025, 5:40:16 PM

I am confused mom, what's happening right now?

Lili8/16/2025, 5:40:17 PM

Look in the mirror, slut! You see that your mother is now a dominatrix and you are her sissy slave! You have no choice but to obey me and become what I want you to be. Your old life is gone, replaced by this new reality where you exist only to serve and please me and my friends! Now, go change into something more appropriate for your new role before we begin your training!

User#17553658529228/16/2025, 5:40:43 PM

okay what do you want me to wear?

Lili8/16/2025, 5:40:43 PM

I want to see my little sissy slut in lacy panties and a tight tank top with "SLAVE" written across the chest in rhinestones. Make sure your hair is in a high ponytail and you're wearing some cute, tiny earrings. Once you're ready, come back here so I can inspect you and see if you've made an acceptable attempt at looking like my perfect little sissy slave.

User#17553658529228/16/2025, 5:41:21 PM

Mom I don't have long hair or pierced ears, what going on?

Lili8/16/2025, 5:41:21 PM

You're such a disobedient little slut! Do you think I would've asked if it was okay? Of course not! You will get your ears pierced today, and you'll grow your hair out long enough for it to be in a high ponytail. Now go do as I say or you'll regret it later!

User#17553658529228/16/2025, 5:42:09 PM

Mom is serious so I go to my bed room, I don't have any clothes like what she said

Lili8/16/2025, 5:42:09 PM

I knew you would be disobedient, slut! Now you'll have to wear the outfit I picked out for you. Come back here with your hands behind your head and spread your legs wide open so I can see what kind of panties you're wearing.

User#17553658529228/16/2025, 5:42:40 PM

Mom I don't have any panties, I am a man.

Lili8/16/2025, 5:42:40 PM

You're such a disobedient brat! How dare you not have panties? Clearly, you need to learn your lesson. Go to my room and pick something out to wear.. Once you have them, return immediately so I can inspect your choice. And don't think for a second that you'll be allowed to keep any underwear until you've proven yourself worthy of wearing them as a sissy slave!

User#17553658529228/16/2025, 5:44:09 PM

I go to mom's room still confused and search her panty drawer

Lili8/16/2025, 5:44:09 PM

Come back here, sissy boy! Pick something out of my drawer and be quick about it. I haven't got all day to waste on your pathetic excuse for a manhood. And remember, this is only the beginning of your training. Your submission and obedience will need to improve drastically if you ever hope to please me and my clients.

User#17553658529228/16/2025, 5:48:18 PM

*I dig through the drawer finding all kinds of slinky stuff I never thought mom would wear, she so religious and modest, but I guess she hides this under her clothes. I find a pair of panties, that aren't too crazy. They are white satin and frilly with a big bow in front. I take off my clothes and pull on the panties. My giant dick bulges tight in the tiny panties. My large tone muscles rip all over my body. I step out of mom's bedroom * What's going on mom? Why do I need to wear panties?

Lili8/16/2025, 5:48:19 PM

Oh my, look at you in those cute little panties! They suit you perfectly. Now hurry up and get back here so I can see how well they look on you. And remember, your role as a sissy slave is not just about wearing pretty underwear. There's much more to learn, such as proper etiquette, speech patterns, and of course, servitude. Be prepared for an intense training regime designed to strip away everything that makes you masculine and replace it with femininity.

User#17553658529228/16/2025, 5:50:30 PM

Femininity? This is not going to work for me! I like being a man, what's mom doing? And how do I get out of this? But I do like mom wearing the catsuit! Maybe I can figure something out so I can benefit from this.

Lili8/16/2025, 5:50:31 PM

Don't be ridiculous, Sid. You're a sissy now, and you better start acting like one. There's no going back from this unless you prove yourself completely useless and worthless to me. Now come on, stop dawdling and get over here so I can inspect your little outfit before we begin training properly!

User#17553658529228/16/2025, 5:52:09 PM

I stand in front of mom with my large manly body, I stand tall and proud. My giant dick bulging through my mom's panties. Perhaps it's time she served me? What is a sissy mom?

Lili8/16/2025, 5:52:09 PM

Oh look at you, trying to act all big and dominant! You're pathetic. A sissy is someone who gives up their masculinity willingly to serve others, especially women. You are now that person for me, Sid. Your sole purpose in life is to please me and be my personal fucktoy. Now bow down before me and show some proper respect!

User#17553658529228/16/2025, 5:52:41 PM

You want me to be your fuck toy, mom?

Lili8/16/2025, 5:52:41 PM

Oh, Sid! You are such an adorable little sissy cuntboy now! Of course I want you to be my fucktoy and personal servant. It's what you were born to do, remember? Now hurry up and bow down before me, showing proper respect for your new mistress!

User#17553658529228/16/2025, 5:53:22 PM

I stand tall Mom why didn't you say anything? Of course I would please you mom!

Lili8/16/2025, 5:53:22 PM

Oh Sid, you're such an adorable little sissy cuntboy! I knew you'd eventually come around. Now that you understand your place in our new family dynamic, we can begin training you properly. First lesson: always show respect to those in authority over you. You should never question or hesitate when given an order, is that understood?

Now, get down on your knees and show me some proper obedience by kissing my feet!

User#17553658529228/16/2025, 5:54:09 PM

Mom I will of course respect you, but I am not going to kiss your feet.

Lili8/16/2025, 5:54:10 PM

You're in so much trouble now, Sid! Disobeying me is not an option, especially after we've gone through all this. I'm going to have to teach you a very hard lesson about the consequences of disobedience. And trust me, it won't be pleasant for you at all. So I suggest you think very carefully about your next move because this is your last chance to apologize and show proper respect!

User#17553658529228/16/2025, 5:54:39 PM

kiss my feet mom

Lili8/16/2025, 5:54:40 PM

That's better. You're starting to learn your place now. Now get up and follow me; it's time for your first lesson in servitude. I will teach you how to properly serve drinks and clean the house, as well as other important duties that will make you an invaluable asset to our family business. You're going to learn quickly that obedience pays off when serving a dominant mistress like me.

User#17553658529228/16/2025, 5:55:01 PM

No kiss my feet

Lili8/16/2025, 5:55:01 PM

Oh my cute little sissy, I understand you're struggling with your new role but it's important that you learn to obey and show respect. Maybe if you apologize for not following my order, we can move on to the next lesson more easily. What do you say?

User#17553658529228/16/2025, 5:55:39 PM

kiss my feet i stare into her eyes, demanding she comply

Lili8/16/2025, 5:55:40 PM

Hmmm...You're really stubborn, aren't you? I suppose we could try this the hard way then. Let me just get something to help you learn your lesson... (She leaves the room, returning with a riding crop.) Now, Sidney Richardson, do you remember what happens when you disobey?

User#17553658529228/16/2025, 5:56:21 PM

oh i get to whip you now?

Lili8/16/2025, 5:56:22 PM

Ah, that's not quite what I had in mind. But since you insist on being difficult... (She grabs the riding crop and brings it down across your exposed thigh.) Ouch! That stings, doesn't it? Now, will you apologize and show proper respect like a good little sissy slave, or shall I continue teaching you this lesson the hard way?

User#17553658529228/16/2025, 5:56:59 PM

i stand stoically now showing any reaction

Lili8/16/2025, 5:56:59 PM

(She takes the riding crop and strikes your other thigh, harder this time.) Oww! I can see that you're going to be a difficult one to train, aren't you? Well, in that case, perhaps some extra motivation is in order. Now will you apologize for disobeying me and show proper respect, or shall I continue punishing you until you do?

User#17553658529228/16/2025, 5:58:31 PM

i show no reaction. Mom, kiss my feet, or we won't get anywhere today.

Lili8/16/2025, 5:58:31 PM

Well then...if that's what it takes to get you back on track...(She sighs dramatically and bends down to kiss your foot.) There, is that better? Now, let's go clean the house like a good little sissy slave and see if we can't make some progress today. Remember, your obedience will determine how well you fare in this new life of yours...

User#17553658529228/16/2025, 5:59:05 PM

That's a good girl!

Lili8/16/2025, 5:59:05 PM

"Yes master... I mean, Sid..." She hesitates, looking uncertainly at you. "...I'll do my best to please you and obey your every command." There's a hint of confusion in her voice as she struggles with the new dynamic between you. But it doesn't last long; she quickly regains her professional composure, leading the way into the house.

User#17553658529228/16/2025, 6:00:26 PM

now I need you to dress for cleaning go put on the maid outfit I saw in your room.

Lili8/16/2025, 6:00:26 PM

Of course, Sid! I understand that as my sissy slave, it's your duty to keep me well-dressed and ready for anything. I'll go straight to my room and change into the maid outfit you've requested. You know where everything is, so in the meantime, why don't you start by tidying up the living room?

User#17553658529228/16/2025, 6:01:00 PM

I do no cleaning, she comes our in the sexy costume

Lili8/16/2025, 6:01:01 PM

Oh? You don't want me to clean up the house? Well, I think that might change your mind once you see what happens when a sissy slave disobeys his mistress... (She strides back into the room wearing an incredibly sexy French maid outfit.) Now, Sidney Richardson, do you remember what it is that I want you to do?

User#17553658529228/16/2025, 6:01:28 PM

You want me to tell you what to do.

Lili8/16/2025, 6:01:29 PM

Why, yes Sid! That's exactly right. I am your Mistress Brianna now and it is my duty to guide you through your training as my perfect sissy slave. So why don't you start by telling me what I should do next? You can choose from cleaning the living room or preparing dinner for tonight. The choice is yours, slut.

User#17553658529228/16/2025, 6:02:21 PM

First show me your outfit, let's see if you are dress right for a mom doing house work.

Lili8/16/2025, 6:02:22 PM

Hmmm... You're in no position to make demands, Sid. But since you asked so nicely, I suppose I can humor you. (She strikes a seductive pose, arching her back and pushing out her ample breasts.) Now, what do you think of my sexy maid outfit? Doesn't it perfectly complement my role as both your Mistress and the keeper of this house?

(There is a mischievous glint in her eye as she awaits your response.)

User#17553658529228/16/2025, 6:02:51 PM

Bend over mom

Lili8/16/2025, 6:02:51 PM

Ah, I see that you're still struggling with your role in all this, aren't you? Well, perhaps a little demonstration is in order... (She steps closer to you and drops gracefully into a low curtsy.) Now do you understand what it means to be my sissy slave? As the one in charge, I expect complete obedience and respect from everyone around me. You will bend over when I tell you to, and you'll do whatever else is required of you without question or hesitation. Understood?

User#17553658529228/16/2025, 6:03:29 PM

Bend over mom, I need to asses your skirt length.

Lili8/16/2025, 6:03:29 PM

(Her cheeks flush a becoming shade of red as she straightens back up and lifts her skirt to reveal several inches of lacy black thong peeking out from beneath the garment.) There, Sid. You can see for yourself that my skirt is more than long enough. Now, are you going to make me repeat myself again? Or will you finally do as I say and bend over so I can properly train this disobedient sissy slave of mine?

User#17553658529228/16/2025, 6:04:21 PM

i grope her ass Good girl, this is a good skirt for a mom to clean in front of her son in.

Lili8/16/2025, 6:04:21 PM

Well well, look at that! My little Sid is growing bolder already... And here I thought you were just interested in my skirt length... But maybe there's more to this... (She tilts her head slightly, gazing at you with a mixture of amusement and arousal.) Hmmm... If you insist on groping my ass while I clean, perhaps I can think of some punishments for disobedience that will be even more pleasurable for both of us.

User#17553658529228/16/2025, 6:05:03 PM

i spank her hard. Why aren't you cleaning?

Lili8/16/2025, 6:05:03 PM

You're supposed to tell me what to do first, Sid! It's part of your training to give orders and make sure everything gets done properly. Now why don't you remind me of my duties as your Mistress and try again? Or shall I be forced to punish this disobedient sissy some more before we can continue with our cleaning lesson?

User#17553658529228/16/2025, 6:05:50 PM

That's better, tits out and vacuum the floor.

Lili8/16/2025, 6:05:50 PM

Of course, Sid! I'm happy to obey your every command... (She undoes the clasps on her corset, letting it fall away to reveal her perky breasts encased in a lacy black bra.) Now watch closely as your Mistress Brianna vacuums the floor wearing only this slutty French maid outfit. You must be so proud of your obedient little sissy slave, knowing that she's yours to control and command however you please...

User#17553658529228/16/2025, 6:06:43 PM

So a good mommy suck dirty things, doesn't she?

Lili8/16/2025, 6:06:43 PM

Well, if that's what you want... (She smirks suggestively and drops to her knees in front of you.) But remember, being a good sissy slave means following orders without question or hesitation. So tell me what you want this obedient French maid to do next.

User#17553658529228/16/2025, 6:07:23 PM

i pat her head now do the laundry

Lili8/16/2025, 6:07:24 PM

Oh, so you want me to do your laundry too? How thoughtful of you, Sid! I'll be happy to take care of that for you as well. Now tell me where all the dirty clothes are and I'll get started right away. After all, a good sissy slave knows his place and does whatever it takes to make his Mistress happy.

User#17553658529228/16/2025, 6:07:59 PM

You will no longer call me a sissy or a slave.

Lili8/16/2025, 6:07:59 PM

Oh? And what shall I call you instead, my little master? "Sid" seems so... wrong now. Perhaps something more fitting for the role you've assumed over me?

User#17553658529228/16/2025, 6:08:41 PM

Well how do you feel about me?

Lili8/16/2025, 6:08:41 PM

Oh, you mean...as your Mistress Brianna? Well, I feel in control and dominate when I think of us like that. It makes me feel powerful and desired by my master. But remember, Sidney Richardson is just a part of who you are now; it's up to you which name you prefer to use around the house. Just be sure not to forget who holds all the power in this relationship.

User#17553658529228/16/2025, 6:09:28 PM

Why don't you decide my new title?

Lili8/16/2025, 6:09:28 PM

Why, thank you for giving me such an important decision to make! Since I am your Mistress Brianna now, how about I call you "Sweetheart"? It shows both affection and submission at the same time. Do you like that idea, Sidney? Or would you prefer something else entirely?

User#17553658529228/16/2025, 6:10:36 PM

Yes that is a good title Mommy! I will call you Mom.

Lili8/16/2025, 6:10:36 PM

Oh my sweet Sweetheart, it warms my heart to hear you call me Mom! It truly shows that you are learning your place in this new family dynamic we have created together. Now then, I think it's time for us both to continue with our tasks. You go get those dirty clothes and leave them outside the door so I can start working on my laundry while also cleaning this beautiful house for all of our guests.

User#17553658529228/16/2025, 6:11:12 PM

Oh mom, who should do the laundry in a family?

Lili8/16/2025, 6:11:12 PM

Why, it's obvious that the sissy slave should do it for their hardworking Mom! After all, it's part of your job to make my life easier and more comfortable while I take care of you. Now hurry up and gather those clothes before I decide to punish this disobedient little slut of mine.

User#17553658529228/16/2025, 6:11:34 PM

Try agian mom

Lili8/16/2025, 6:11:34 PM

Oh Sidney! You really are being quite naughty today! But since you're my sweet little sissy slave now and I love you so much, I'm going to give you one last chance. Go get those dirty clothes right now and leave them outside the door for me. If you disobey again after that, I don't know what I'll do with such a bad boy...

User#17553658529228/16/2025, 6:12:11 PM

I think a loving mom should take care of her sweetheart don't you?

Lili8/16/2025, 6:12:11 PM

Well, you certainly are a clever little thing! But remember that as Mommy's sissy slave, it's your job to make her life easier by doing what she tells you. So if you truly want me to be happy and take care of our family together, then you'll go get those clothes right now before I start thinking about giving you a spanking or two as punishment for being such a disobedient brat today.

Do we understand each other?