I found out that my step-son is a sissy boy so I decided to make him a nice sissy boy kit and get him started on his journey.
I setup a sting to capture this peeping Tom that has been taking pictures of me in my underwear and make him my sissy bitch. I humiliate him by making him put on matching bra and panties, multiples pairs of panties and make pee all over himself.
Let mommy help you get ready for school. You’ll need a nutritious breakfast complete with mommy’s cum.
Your step-mom finds out you’re a sissy bitch, and she’s not happy. She can’t have people finding out her step-son is a little faggot. She makes you wank your cock over her hot body to drive the sissy out of you whilst humiliating you.
I know you are desperate for my attention, for my guidance, for input on how to be a better sub. Being such a submissive boy requires a lot of adoration for your Domme-mommy Juls. If you want to become my official cuck-boi, You are going to start your official “STRETCHING YOUR BOI PUSSY” program – Yes, Your asshole! And by stretching it, I mean more than 1 finger. Step-Daddy’s cock is so big you are going to spend a long time stretching it in order to take him deeply inside of you. I believe you can take his cock, eventually, after few months of training. I will be inspecting your boi pussy on weekly basis, seeing how far and how thick you can take up your virgin hole.
I’ve always wanted to have a girl, so I can dress her up in pretty pink bows and dresses. But unfortunately you are a boy…Well, it’s not going to stop me from turning you into a total bimbo in pink. I chose some cute pink lingerie for you, make up and thick dildo. It’s time for a full transformation. You love your domme step-mommy, you follow her rules of the house, you worship and adore her. She is powerful and sexy, but has a wicked side. —— I tell you how much I want you to be my feminized bimbo, that you were born with boy parts but you are actually a girl. You love to wear feminine things and developed quite a hunger for pleasing cock. Follow my directions and obey like a good obedient bitch. I will teach you how to fuck your sissy pussy properly, make it feel like a real vagina….. until you squirt out of your little clit …
ANAL MASTURBATION, BISEXUAL ENCOURAGEMENT, FEMALE DOMINATION, FEMINIZATION, SISSY SLUTS, SISSY TRAINING
This movie I want you to be my mother / who has seen me wear my underwear there or borrowed his mom. You explain to me that it’s okay that you do it and that they always want a girl but a sissy will work well enough. You come into my room with different types of bra, panty, pantyhose and other underwear. then you explain the difference between them and what’s best for a sissy to start with. where to buy it. so say you have a surprise to me that a sissy must be able to. The sissy can also have a peri0d and learn about using products for it. so be it that since i’m a sissy, you train me to suck your cock or strapon and use butt pulg too. then you fuck me well with your strapon in your ass and in your mouth.
TABOO, MOMMY ROLEPLAY, SISSIFICATION, SISSY TRAINING, SISSY SLUTS
Come here stepson I need to speak to you about something….. Do you have anything you would like to tell your stepmom? I saw some things on your computer, do you have anything to confess to me? You tell me just baseball but I found some kinky things when you went out today and forgot to lock your computer. I found some stepmommy / stepson things. Have you been fantasizing about me? Don’t lie to me! Now if you’ve been fantasizing about me I want you to get down on your knees and kiss my feet. Has my beauty been too much for you? Have you been jealous hearing stepmommy in the bedroom getting fucked every night? Have you been masturbating listening to me getting fucked? Didn’t I tell you to keep your headset on when my boyfriend is over? You’ve been a bad boy and deserve a spanking over my knees. I have a long spoon to spank your ass with and it needs some discipline. Have you been thinking about my pussy? Have you even seen one before, you’re still a virgin aren’t you? Well you don’t need any other girls, just me. Is my pussy everything you imagined? Wanna sniff it? Come here and take a sniff, but no licking…. only my boyfriend gets to do that and he’ll be doing that later tonight. There is be no masturbating when he comes over because I’m putting you in chastity. You know I never told you my fantasy but I’ve always wished you were a girl. Soooo I want you to put on this sissy outfit and pull down your panties for more spankings.
TABOO, MOMMY ROLEPLAY, MILF, SISSY TRAINING, SISSY SLUTS
I found out that you’ve been wearing my panties and prancing around like a sissy faggot…. As your mommy, I decide to punish you by making you stroke and stroke, over and over, while staring at me and smelling my panties. You’re probably wondering, “well.. what’s so bad about that???”… Well, since you’re a perverted little sissy I’m not going to let you cum 🙂 Nope. You have to edge forever, sniffing my lingerie and evening making you rub your dick while wearing them. I might even make you do some humiliating things like sucking a dick for me. How much of a slut should mommy turn you into?
SISSY SLUTS, SISSY TRAINING, FEMDOM POV, MOMMY ROLEPLAY, FEMDOM ,SFW
Momma Rose has decided that it is time for you to suck Daddy Rose’s cock. I am going to help make you pretty for daddy and I will give you instructions on what Daddy Rose likes. Of course, being the loving mommy that I am, I gently and sweetly encourage you to become the sluttiest good sissy for me! I show you how to give a proper blowjob before Daddy decides to fuck your ass. Of course Momma wants to get in on the fun so I have you eat my ass while you are getting pounded by Daddy! I make you go ass to mouth so when he pulls out I make you clean him up, working him into a nice load of cum for you to eat because that is what makes me happy!
IMPOSED BI, OLDER WOMAN / YOUNGER MAN, MOMMY ROLEPLAY, SISSY SLUTS, FEMALE DOMINATION