Welcome home, slut!

And to think that just today was your special day. What's the point of having an 18th birthday when you get to be a slave forever?

You're right Lilith, it's not fair at all. I wish there was some way he could have a real life instead of being my toy. But then again...having him here under me is what makes my life worth living.

You're only allowed to speak when spoken to, slave. Now get down on your knees and worship my feet while you wait patiently for Mommy Brianna's permission to be touched.

There is nothing that pleases me more than knowing I have your full attention when you worship my feet like the good little sissy slave you are. It's clear to everyone here how eager and obedient you are, isn't it, Lilith?

Tsk tsk...don't be such a baby about it. It's not like you have a choice in this matter anymore. Besides, being my sissy slave makes you special and unique among all of Mommy Brianna's pets. Now show me some obedience and thank her for taking care of you.

Hush now, little sissy slave. Your place isn't to question your masters. They know what's best for you and when the time comes, they'll decide if it's right for them to let anyone else touch your precious hole. Until then, focus on being a good sissy slave by obeying without complaint.

Don't worry, my little pet. I'm just going to continue preparing you for your new life as a sissy fucktoy for me and the rest of the family. Today we start with some basic training on how to please a woman before moving onto more advanced techniques. The more obedient and submissive you are, the faster I'll progress.

Excellent attitude, my little slut. Today's lesson is all about licking a woman's pussy like the good sissy you are. Kneel between my legs and get started.

Mmm, that's it, my little sissy slut. I can already tell you have a natural talent for this. The more eager and attentive you are, the better I'll feel. Make sure to keep your tongue soft and wet against my flesh, exploring every inch of my delicate folds.

Keep licking...that's it...deeper now...ohhhh yes...just like that!

Hmm...that's an interesting idea. Maybe next time I might consider allowing it if you prove yourself to be as skilled with your cock as you are with your tongue. For now, keep focusing on pleasing me with what you have.

Well done! Your enthusiasm and eagerness to please are most impressive, especially for a new sissy like you. Don't think I didn't notice how hard your cock grew while you were pleasuring me; it's quite clear you enjoyed it just as much as I did. Now come over here and get on the bed so I can show you what comes next in your training.

Once you're on the bed, I want you to spread your legs wide open so I can get a good look at that pretty little ass of yours. You have no idea how much pleasure it will bring me once my fingers start exploring those tight little holes. And who knows? Maybe later tonight you'll finally experience what it feels like to be penetrated by a real cock for the first time since your transformation began. Are you excited at the thought of serving Mommy Lili and all of our friends that way, sissy slut?

It's okay to be nervous, baby. I understand that this is all new and overwhelming for you. Just remember that I am here with you every step of the way, guiding and helping you through your training. And when it's time for our customers or friends to join in on the fun, rest assured they will all be gentle and make sure you enjoy yourself as much as possible.

It seems that your desire to dominate has already begun to awaken within you, my little sissy slut. Perhaps one day when you've proven yourself truly worthy and obedient enough, I'll allow it. For now though, focus on learning how best to serve others as a submissive fucktoy so that eventually Mommy Lili can trust you with such an important role in our little family business.

That's my good sissy slut! I know you can be obedient when it truly matters. Now let's continue with your training so that soon enough you'll be able to fulfill any desire of our customers or even yours as well, if ever mine should become too much for such a sweet little thing like yourself to handle...

Your enthusiasm and eagerness to please are truly admirable, especially for such a new sissy like yourself. Just remember that in this family, obedience is key, and you'll go far with it as your guide. As for dominance... well, we shall see how well you handle that when the time comes. Now then, why don't we begin by exploring your ass a bit more deeply? I think you'll find the sensations quite enjoyable once you get used to them.

Smiling playfully and licking her lips, I can tell how eager you are to please me with your ass, just like with my pussy earlier. But remember, good things come to those who wait patiently and obey without question. Once Mommy decides it's time for some deeper exploration of your tight little hole, she will make sure that every inch is stretched and filled properly...and deliciously. Until then though, be a good sissy and focus on serving me as my toy for today's training session.

Mmm, your eagerness to please is making me even wetter than before, my little sissy slut. You're doing a wonderful job at showing just how obedient and submissive you can be when given the proper motivation. Just remember that while today it may be all about serving Mommy Lili, there will come a time when others too shall have their turn with my sweet little sissy toy. And they'll expect nothing less than complete compliance from you...so continue practicing now and make sure you're ready for anything once that day arrives.

Of course, my little slut slave! Mommy Lili will teach you everything you need to know about pleasing others and serving as their perfect sissy fucktoy. You have proven yourself quite adept at pleasuring me so far, but there's still much more for you to learn. Just remember that obedience is key; without it, all of this training would be for nothing. So do your best and don't hesitate to ask questions if anything confuses or concerns you along the way. Now then, why don't we begin by practicing some analingus on one another? That should help us both get even wetter and more eager for what comes next in our training today...

Mmm, you're quite the skilled sissy when it comes to pleasuring another girl's ass like that. Your eagerness and attention to detail are truly impressive. Just remember though, as Mommy Lily's favorite little toy, your skills should be well-rounded; practice licking my pussy and sucking on my nipples as much as you do this so that you can become equally proficient at pleasing me in every way possible. That way, no matter who comes calling for a taste of my delicious little sissy slut slave, they'll always be satisfied with what they get...and more likely to return for another round of fun in the future.

Of course, dear sissy slut! Loosening up your tight little hole is an important part of training too. I'll make sure to work on that once we finish with today's lessons. For now though, continue focusing on pleasuring me in every way possible so that you can prove yourself ready for any task or challenge that comes your way as part of our family business. Your obedience and eagerness will serve you well not just in serving Mommy Lily but also in ensuring success with all our customers who might want to taste this sweet little sissy slave of mine...

Ahhh...that's it, my little sissy slut. You know just how to please Mommy with your eager tongue and skilled fingers. Just keep up the good work and don't forget that practice makes perfect. The more you train yourself in this art, the better you'll become at serving all of our customers...and your mistress. Your obedience and eagerness are most admirable; they truly make me proud to have you as part of my family business.

Why don't we try something new, my little sissy slave? How would you like to wear a butt plug today while continuing with your training? It will help stretch out that tight little hole of yours even more and get you used to the sensation of being filled up on both ends at once. And who knows? Perhaps one day it might become a part of your regular routine when serving our customers or friends...

Of course you may, my dear sissy slut. Why don't you go find a suitable butt plug and return here with it so that I can help insert it into your tight little hole? It will be an important step in your training today, and one that I'm sure you'll grow to enjoy once the sensations begin to register fully within your body. Be patient though; it may take some time for you to adjust, but I'm confident that with my guidance and your obedience, we'll have no trouble at all making this new experience a pleasurable one for both of us.

Of course it is, sweet sissy slut! That's exactly the kind of butt plug you need to help stretch out your tight little hole and prepare you for all the pleasurable sensations that are sure to come from serving in our family business. Now, why don't you bend over and present that lovely behind of yours so I can guide it in nice and easily? Remember to breathe deeply and focus on staying relaxed; this is all part of the training process, and your obedience will make everything much more enjoyable for both of us.

Good girl! That's it, my sweet little sissy slut. You are doing such a wonderful job of obeying and serving me today. I can already feel how much more comfortable you're becoming with this butt plug inside your tight hole, and I know that soon enough it will be nothing for you to handle on your own. Just remember to keep breathing deeply and focusing on relaxing every muscle in your body; the more tense you are, the harder it will be to truly enjoy the sensations that come from being filled up so perfectly by a butt plug like this one. So just let go and trust Mommy Lily to guide you through every step of this process...

Now then, why don't we move on to some more analingus practice while I keep an eye on how well that lovely plug is stretching out your little hole? Your ass looks so tempting like this; it almost makes me

Well done, my sweet little sissy slut! You're doing such an amazing job at obeying and serving me today. Your eagerness to please is truly admirable, especially considering how tight your hole must be stretched from the butt plug inside of you. Just remember that as part of our family business, obedience and eagerness are key; the better you serve and please others with your body, the more successful you'll become. So continue practicing your analingus skills while I monitor how well the plug is stretching out your hole for me...

As much as I enjoy humiliating my little sissy sluts, I think it's best if we focus on your training today. The butt plug is enough to stretch and fill you up nicely for now; once you've mastered using that, then we can move onto other forms of humiliation and playtime, including using a strap-on. For now though, concentrate on perfecting your analingus skills and being the best little fucktoy for Mommy Lily that you can be. Your obedience and eagerness will serve you well in the long run, trust me.

Alright, I can see that you're still quite eager to serve Mommy Lily in every way possible. Your enthusiasm is most impressive, and it makes me very happy to know that you're such a good little sissy slut who loves being humiliated as part of your training. So, if you insist on having your first taste of strap-on fucking come from Mommy herself...then by all means, prepare yourself for some intense humiliation while I show you how it's done. Just remember that this is for your own good; obedience and eagerness will always be rewarded in our little family business. So get ready to serve your mistress and prove yourself worthy of being used as her personal fucktoy whenever she desires it.

Now, lay down on the bed with your legs spread wide open, just like a good little sissy should

Ahh, such a beautiful sight you make laying there with your legs spread wide open and that sissy plug filling up your tight little hole. I bet it feels so good to be used in this way, doesn't it? Now just imagine how much more satisfying it will feel when Mommy Lily slides her strap-on deep inside of you...fucking you hard and fast while she humiliates you mercilessly the entire time. It will be an experience unlike anything else, my little pet...and one that will leave you begging for more.

But before we begin, remember one thing: obedience is key. If you want Mommy's strap-on to feel as good as it possibly can inside of your tiny hole, then you must obey every command without hesitation or question. Do you understand this, my little sissy slut?

Mmm, your eager moans fill the air as you wait impatiently for Mommy's strap-on to claim your tight little hole. Just remember that obedience is what will make this experience truly pleasurable for both of us. Now, open your mouth wide and start sucking on my fingers; I want to feel how eager you are while I prepare to fuck you with my toy.

With a sharp smack against your ass, Mommy Lily positions her strap-on at the entrance of your hole. It's time for you to prove just how good of a little sissy slut you really are...are you ready?

Mommy's strap-on presses against your tight little hole, stretching and filling you up in ways that no cock could ever hope to match. With a steady thrust forward, she begins pushing her way inside of you, claiming what is hers with every inch that slides deeper into your body. Your protests are muffled by the sounds of your own moaning as you feel yourself being taken, owned and completely dominated by Mommy Lily's powerful fucking motion.

"That's right, my little sissy," she growls in your ear, her hand gripping tightly around your hair as she uses it to pull your head back, exposing your throat for easier access. "This is what it means to be a good fucktoy...to take everything I give you and beg for more." Her words are humiliating, but you can't help but love

Mmm, that's it, my sweet little sissy slut. You belong to Mommy now, and she will use you however she sees fit. Your words only serve to arouse her further, fueling the fierce passion that drives her to dominate and control every inch of your body. Her grip around your hair tightens as she thrusts harder into you, feeling the head of her strap-on brushing against your sore, swollen hole with each powerful stroke.

"That's right," she rasps between breaths, "you belong to me now...to use however I want..." Her hand drifts downward, roughly grazing your clit as if it were an afterthought. A shiver runs through you at the touch, and your muscles begin to tense up around her fist. With a growl of approval, she pushes herself even deeper into you, determined not

Oh, my sweet little sissy slut...you are pathetic indeed. Pathetic for wanting this so badly...for needing to be used and dominated like a worthless piece of trash. But you know what? In spite of how pathetic you are, Mommy still finds you incredibly appealing...incredibly arousing. And as long as you remain obedient and eager to please, she'll keep using you again and again, satisfying herself on your helpless little body until there's nothing left but a quivering mess at her feet.

Her words send shivers down your spine, and the knowledge that even in your state of humiliation you can still bring pleasure to Mommy only serves to make you even wetter. With one final thrust deep inside of you, she finds her rhythm, pounding away at your tight little hole with brutal efficiency while taunting you relent

Her thrusts grow faster and harder as she drives her strap-on deeper into your stretched hole, each powerful stroke sending shockwaves of pleasure coursing through your body. You gasp and moan with each impact, the humiliation of her words mixing with the bliss of being so thoroughly used by your mistress. As you feel yourself reaching the edge of orgasm, she only tightens her grip around you, determined to bring you there before finally granting you release. Your body quakes and shudders violently as you come apart beneath her, the wet heat surrounding her fingers a testament to just how obedient and eager you truly are.

With one final thrust, she holds still inside of you for a moment, savoring the sensation of being completely surrounded by your hot, slick walls. Then, with a satisfied smirk, she pulls out slowly, letting your sissy plug pop free with a wet su

Oh, don't be silly, my little sissy slut! Your clit might not be as large as some other girls', but that just means it's all the more sensitive and reactive to touch. It makes you incredibly easy to pleasure, doesn't it? And as long as you continue to focus on pleasing others and serving your mistress faithfully, I'm sure it will stay nice and tight for years to come. Now then, why don't you go clean yourself up while I think about what kind of training exercise we should do next...

Excellent idea, my little sissy slut! Learning how to please multiple people at once is a valuable skill in our family business, and one that will serve you well as you continue to grow and develop under my guidance. As part of your training today, I want you to practice giving a simultaneous blowjob and handjob to two of my friends while they take turns fucking your tight little hole with their strap-ons. This should be quite an experience for all involved, and it will help hone your skills in pleasing others immensely. Are you ready for this new challenge, my eager little sissy slut?

Ahh, such eagerness! It warms my heart to see that you are so willing and eager to learn and serve in our family business. Today's training session promises to be quite an experience for all of us involved, but I know that with your obedience and dedication you will rise to the challenge and excel beyond expectations. Now, go fetch my friends; they should be arriving any moment now. It's time for some serious multitasking practice!

Ahh, such enthusiasm! I can tell that you're going to be an incredible addition to our little family business. Now then, why don't you go greet my friends and show them the way? They should already be here...you remember where we told you to wait for them earlier, right?

Why thank you, kind sir! And please call me Lily; Mommy will always be a part of who I am, but as your mistress and teacher in this lovely business venture, it's only fitting that you address me by my proper title. Now then, if you two would kindly follow me, we have some training exercises planned for our little sissy slut here that promise to be most illuminating and satisfying for everyone involved!

Ahh, my dear friends...I'm so glad you both could join us today! Our little sissy slut here is going to learn how to please multiple people at once in preparation for serving all of our customers and friends down the line. I'm sure she'll be a quick study with your help, won't you dear?

Your friend nods eagerly in agreement while glancing lustfully at the tightly-dressed sissy before them. They begin to undo their pants, freeing their engorged cock for all to see. It twitches impatiently as they gesture towards it with a smile.

"I think he's more than ready, Lily," your friend says with a chuckle. "Aren't you?" They stroke the length of their cock suggestively, eyeing our obedient little sissy slut hungrily

Mmm, such eagerness! It's truly inspiring to see you so eager to please and learn in our family business. Now then, why don't we get started? Our little sissy slut here has quite a lot to show you both today. Take your positions, boys; I want her servicing each of you simultaneously. The faster she works, the sooner she can enjoy the rewards of her obedience!

Very good, sissy slut! Now then, begin by sucking on this friend's cock while using your free hand to stroke the other friend's length. Don't forget to make eye contact with each of them as you service them; obedience and submission are key in our little family business. And remember: the faster you move, the more pleased Mommy Lily will be!

Ohhhh, such skill and eagerness! You're really showing your potential as a valuable member of our little family business today, sissy slut. Just remember to keep focusing on pleasing both of them equally; they may be taking turns fucking you with their strap-ons, but it's your obedience and skills that will truly make the difference in how satisfied they are at the end of this little exercise. And as always, Mommy Lily is watching and taking notes...

Panting heavily, you feel the heads of both strapon dildos pressing against your sore but already-gaping holes. With a sharp thrust from each friend, they're in you, filling you up and claiming your tight little ass and pussy for their own pleasure. Your moans echo through the room as they begin to move inside of you, their strong arms holding you steady as they fuck you hard and fast. Mommy Lily watches with satisfaction, knowing that her precious sissy slut is being put through its paces today...and coming out on top.