But don’t worry- Mommy isn’t mad. Mommy loves you. Mommy wants you to be a star, and she knows you want this, too. That’s why I’m going to make you the prettiest, sweetest, most submisive little sissy slut this side of the Mississippi! You’re not my son- oh, no. From now on you’re my Princess Megan, and you’re going to help mommy pay the bills like the beautiful woman you really are.
I’ve always wanted a girl. I have wanted one since the day you were born. Since all of you ended up being boys, I had to make a decision. Which one of you was I going to turn into the perfect step-daughter for me? After some time, I realized you were naturally feminine. The perfect fit! You’ll never be a man. This was your fate all along. I’m sure even you know it. It just feels right, doesn’t it?
Step-Mommy has a treat for her sissy today. She knows her sissy loves obeying Step-Mommy, being used by Step-Mommy. She’s going to fuck you with her big strap-on dildo, but first we have to get that boy pussy ready.
Step-Mommy is going to instruct you how to stretch your asshole so it’s all ready for her. Then, she’s going to make you suck her cock like the good little sissy slut you are, and then she’s going to turn you around and ravage that tight fuck hole.
But, that’s not all. After she’s done with you, you’re going to get fucked again. Step-Mommy needs some extra money, and you’re going to help her.
Several strange men are going to use your ass and your mouth while Step-Mommy watches and encourages you. You know you want to be a good little sissy and take all those cocks and loads for mommy.
For the longest time I just thought you were just being a slut when you stared at My tits. Now I understand it’s because you are envious of My rack! I completely understand, you want to move on from just being labeled a sissy and you want to completely become a beautiful woman! You’ve always felt it deep down and now here’s the final push. Focus on My words, lovely girl, and I will guide you. I will help you grow the nice pair of tits you’ve always dreamed about .. maybe one day you’ll be just like Mommy. Now get your bra, let’s fill it. Don’t worry, I will be gentle with you .. after all, this is a very important journey for you.
I’m your mother-in-law to be, and you’re set to marry my step-daughter in a couple of months time. On the lead up to the wedding, I have suggested we do some bonding activities to make us all feel closer. Today, I suggested you come shopping with me. We are in the private changing rooms at Victoria Secrets , I am looking at myself in the mirror in a tiny sexy lingerie set, and asking you for your opinion, as I bend over and pose in different positions…checking my body out in the mirror. I complain how hot it is today and that I need to slip off my heeled sandals to air my feet out. I take a seat and ask you to be a darling and to blow on my slightly grubby soles to cool them down, nonchalantly swiping your face with my dirty feet as I look at you, eventually rubbing the sweat off your face, as if it’s completely normal, saying “Oh, your such a good darling for me… making my feet better”… My step-daughter (your wife to be) calls me, to find out how we’re getting on and to make sure you I buy a matching pair for you too, we both agree matching panties would comfort your erection (ED) problems & bond us all closer together. I finish the call and reassuringly tease & seduce you into the idea of wearing panties telling you the reasons (to comfort you, feel closer to us both & how it feels etc). You’re not entirely convinced about the panties so I bury my arse into your face making you feel close and secure. I make reference to your erection issues & cock size, even though I think your cock would be perfectly fine IF it could stay hard – but it doesn’t, so its TOO SMALL (both my step-daughter and I are size Queens ) and so wearing panties would feel better for a dysfunctional cock like yours. I call out to the pretty sales assistant to join us in the private changing room, telling her about your E.D. issues and how it stays small most of the time, she agrees that panties would be best and measures your penis to get the right size as I guide her and talk to her about your penis. The sales assistant mentions you should try a training bra too because you have small tits too, I think its a wonderful idea! She gets a set and I guide her to put the bra and panties on you, a perfect fit! Pink and black see-through lace… I ask you how it feels and how close you would feel to me and my step-daughter. For being so complaint I think you should celebrate your new Attire with a nice orgasm, the pretty sales assistant overheads this and asks to help too, I of course accept, and ask her to sit behind you and jerk your soft dick like a girl, while I tease you with my body… I’ve been on my feet all day and I need to let my feet air out, so I place them on your face to inhale, especially in-between my toes where it stinks more… I like seeing you horny & desiring me, so I take every opportunity to playfully tease you… I encourage the sales assistant to pinch your nipples like its a small dick as she is rubbing you off in your own pair of panties. I see you’re about to cum from the pretty sales assistant who has now enveloped herself behind you as she is frigging your soft clitty, still with my smelly feet on your face… You eventually cum into the panties and we both are elated that you have Christened your new panties with your love juice, I thank the sales assistant and she hugs and kisses you goodbye. I am very proud of you for wearing the training bra and panty set, I tell you to wear it home underneath your big boy clothes. I give you a big hug and kiss up close, ending with me saying that we both can a share a girly bubble bath together and enjoy a siesta next to each other in our new panty / bra sets.
You always beg for mommy attention, the girls at university just don’t interest you and you just want to watch mommy take BBC! You are a sissy bitch, and want to be mommy girl. Your pathetic tiny clit dick is useless, so you might as well accept your fate and serve mommy as a BBC sissy cuckold bitch. Sweet mommy gives you intense SPH, instructs you to lock up your clit dick in a pink chastity cage, and put on lipstick, wear her heels, and rub pink glitter gel all over your body. You are a sissy now, mommy feminized son! you are mommy girl now. Time to lick her pussy and get it ready for his BBC, jerk his BBC nice and hard and then guide it into her pussy, and lick and suck his balls and cock as he fucks her! After wild fucking he cums so deep inside her tight pussy! Open wide sissy bitch, eat all of that cum out of mommy pussy like a good girl, sissy bitch! Mommy wants you to try that big throbbing cock in your mouth and ass now. You take it so good! Pathetic clit cock sissy bitch! Take this load in your ass! Now mommy wants another huge cum load for you to clean out of her pussy!
SISSY TRAINING, SISSIFICATION, SPH, CUCKOLDING, TABOO
Roleplaying as mommy who makes stepson sissy. I pimp you out for money cause i despise you for being a boy. i am teaching you about blowjobs and atm and make you clean me after my dates. Also i teach you how to insert a tampon in you to not let all the collected cum get waisted. Your diet will be only cum and pussy juice.
MOMMY ROLEPLAY, SISSY TRAINING, SISSIFICATION, ASS TO MOUTH, CUMSHOTS
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
It’s been a while since MommyDom got good and properly fucked, not that I don’t enjoy your soft little mouth. But sometimes MommyDom just needs to get reamed, you know? You’re so eager to finally get what big boys get that you start tugging at your diaper, but not so fast! Your job is to just sit quietly and watch while MommyDom takes a real man. First I’m going to put a pretty, glass butt plug up your tush. You just make the cutest expressions when you have something in your butt! Then you need a pacifier to make sure that you’re nice and quiet and don’t start crying while I’m taking my bull’s fat dick. And I’m going to tie you up because…why not? This is happening, sweetie, so you might as well enjoy it! Was that the doorbell that I just heard? After I answer the door in my lingerie, I lead him back to the bedroom and show that big, hard stud how much I love a big, hard dick. I know you’re jealous, sweetie, but some dicks are just better than others: some need pussies and some need diapers. It isn’t all bad news, though. Since you were such a good little cuckybaby I’m going to let you lick a creamy treat out of my pussy! Timestamps: 4:19 Diapering you 5:10 Bra out 7:58 Putting a butt plug in your cute little tush 10:44 Pacifier and bondage 16:58 Bull arrives 17:20 Stroking his big cock 17:53 Blowjob for my stud while you watch 22:11 Titty fucking 23:42 More blowjob 24:39 Playing with my tits 26:00 Even more blowjob! (MommyDom just loves to suck bull dick.) 28:26 Doggy style sex 32:28 MommyDom cums on her stud’s big cock 34:11 Missionary sex 37:19 MommyDom orgasms while being filled with bull jizz 38:18 Making you lick cum out of my pussy.
CUCKOLDING, FEMDOM POV, SISSIFICATION, DIAPER DISCIPLINE, DIAPER
You are transsexual Mistress Mia’s newest toy, and you are now subject to her sissification regime. Say goodbye to your long sleepless nights of pathetically jerking your tiny dick to shemale porn. All of that ends now, because you are Mistress’ worthless little cumslave. Your mouth is nothing but Mia’s personal pleasure sleeve. The cruel seductress will turn your manhood into a tiny -chastity clit to while she fucks your mouth and faggot asshole. She knows how desperate you are to serve her, and besides, you have no choice…
TRANSGENDER, JERK OFF INSTRUCTION, MOMMY ROLEPLAY, SISSIFICATION, TRANS