Some Sissy Maids think "cleaning" means wiping the floor for a half-hearted minute, as a session intro. That this is acceptable service.And it sure is, if you want to be compah-letely bitched out for the rest of your session with a sincere treatment.I program my maid to have a blank stare, blowjob lips, and take blackmail shots (real) and send them to friends, while a savage dicktie and vibrator combo makes him cry and I taunt relentlessly.

Amadahy and Mia want to start sending danni on dates. In order to do that, he needs to be able to pass as female. First, the girls tape danni’s cock and balls back between his legs. This way his front will be nice and flat, just like a girl’s. His panties will fit much better and be smooth. Danni’s dates will like that. Then, the girls have him try on a bra and panty set. They want to make sure the tape looks right under the silky panties. The panties look good, so they add a bra. Once the bra is stuffed, he will look great! Just like a girl!After danni has been taped and dressed in his bra and panties, the girls apply his makeup. The girls make him practice speaking in a high and soft voice. The girls spray danni with perfume and then dress him in a sexy dress. They add a beautiful, soft, blonde wig to complete the look. Danni makes a very pretty girl because he is already very small and slender. The look is good, but danni still needs some skills. Sashaying her hips and walking on a man’s arm are things danni will need to practice.Finally, the girls add heels and teach danni to walk in them. Danni has a lot of difficulty walking in the heels, but very excited to start going on dates. He will try his best to look very sexy and feminine so that he can be approved to start dating men. They teach danni to sit with his legs closed and laugh gently. He is learning quickly and very soon he will be able to pass well enough to start dating.

Brianna has been training her son, Danielle, to become a sissy. She has selected romantic fiction for Danielle’s reading material. Appropriate literature is part of Danielle’s mental development, as he grows into an ideal sissy for his mother. Brianna calls Danielle into the room. Danielle has been dressed, head to toe in complete sissy garb. She wears a pink satin corset and pink garters to hold up her stockings. And of course, Brianna’s son has a pretty chastity to match the outfit. Brianna observes her son’s stride in high heels as she approaches. Danielle kneels beside mommy, and mommy pulls back her son’s wig to inspect the makeup application. Danielle has neglected to apply lipstick. Mommy corrects Danielle and reminds her that lipstick is very important for a good girl to wear. Brianna moves on to inspecting her son’s chastity. Danielle complains to her mother that she has been in chastity for a very long time. Brianna makes her son thank her for keeping her in the device. It’s for her own good. Danielle understands that mommy knows best, but doesn’t like that she must wear head to toe pink. She is especially frustrated with the pink stockings, which are sometimes itchy. Brianna is disappointed that her son has not yet learned to appreciate stockings. Brianna encourages her son to appreciate the softness of mommy’s stockings by massaging her feet. Danielle massages her mother’s feet. Brianna encourages her son to inhale the smell of her feet and kiss them. She reminds her son that training is necessary, because Danielle will be sent to her aunt, Alexandra for the summer. She wants Danielle to perform well at her aunt’s parties. Danielle complains. She hates spending summer with Aunt Alexandra. Alexandra spanks her, and it hurts. Brianna brushes aside Danielle’s complaints and starts to read to her from the romance novel. The novel helps mentally groom Danielle to be attracted to men. Danielle will appreciate the preparation once his mother and aunt start sending her out on dates. Danielle brings up the spanking again and complains to her mother that one-time Aunty Alexandra bent her over her knee and spanked her very hard. Danielle was upset and couldn’t sit for days. Brianna tells Danielle that she just needs to get used to receiving a hard spanking. Brianna pulls her son over her knee. She begins to strike her sissified son’s bottom one hundred times, compassionately, to prepare her for more extreme punishments from her aunt.

Stella is the Milf neighbor that is taking full advantage of your fascination with her legs... Oh yes, she noticed... and used that against you to repeatedly asking you to help her around the house doing menial chores. How could you resist helping her zip up her dresses, polishing her shoes and even cleaning her gutters?And since she knows how gullible you are when it comes to pretty ladies... shes offered to help with your acting career... she's offered to put you in a role with your biggest celebrity crush!Stella is a successful producer and when she says you need to commit to the role, you must obey.Episode 1: Acting Smooth

Raven never wanted Marcello. She always wanted to have two daughters. Instead of a second daughter, Marcello came into her life. That’s ok. Raven will turn Marcello into the girl she’s always wanted. Thankfully, Raven has the help of her daughter, Kimber. Kimber has always wanted a sister. She’s happy to help her mom make Marcello into the sister she never had. Marcello’s gender re-training will start now. Kimber and Raven have already locked Marcello into a pink chastity.The mother and daughter are ready to help prepare Marcello for his new life as a girl. To continue his training, he will be shipped away to Raven’s sister’s house. Raven’s sister runs a home for sissies, where to earn their keep they are whored out on dates. In preparation, generously, Kimber and Raven are going to help Marcello learn how to take very big cocks. Because Marcello does not have the proper number of fuck holes for a girl, they will have to train her ass to function for men like a cunt.First, the mother and daughter play dress up with Marcello, who will now be referred to as “Marcy.” Kimber is very excited to share her clothes with her new sister, Marcy. Kimber’s clothes are very provocative, but Kimber tells Marcy that men like provocative clothing on girls. In his new role as a sissy slut, his function will be to please men and do things that they like. Learning to wear revealing clothing for men is just a start.Kimber and Raven are really pleased with Marcy’s transformation. They’ve spent enough time on Marcy’s new look, now, it’s time to train her to get fucked like a girl. Kimber and Raven spit-roast Marcy. She must learn how to suck cock while getting fucked from behind. This kind of sexual multitasking is foundational for a slut’s training. Raven begins the ass fucking with a large dildo.Marcy’s new sister has an extra-large sized dildo, even bigger than her mom’s! Kimber thrusts the enormous dildo deep into her sister’s “pussy.” Marcy cries out. It’s too big! But Kimber and Raven insist that Marcy must learn to take it. She will thank them for the good solid training once she is earning her keep as a whore. Good whores do as they’re told. Marcy must learn to be a good whore. With Marcy flat on her back, Kimber fucks her ass while Raven fucks her throat. Her pink chastity is in full view. Marcy is well on her way to becoming an excellent sissy slut.

Today you will see what a really hard mouth fuck is like! A loser is fixed to the bed and I push my fat strap-on cock mercilessly and deeply into his mouth. Again and again I thrust hard into him. His face is completely covered in his spit. This is real a 'Deep Throat' fuck! Again and again, deeper and deeper, that makes me all the more horny and hot!

Raven never wanted Marcello. She always wanted to have two daughters. Instead of a second daughter, Marcello came into her life. That’s ok. Raven will turn Marcello into the girl she’s always wanted. Thankfully, Raven has the help of her daughter, Kimber. Kimber has always wanted a sister. She’s happy to help her mom make Marcello into the sister she never had. Marcello’s gender re-training will start now. Kimber and Raven have already locked Marcello into a pink chastity.The mother and daughter are ready to help prepare Marcello for his new life as a girl. To continue his training, he will be shipped away to Raven’s sister’s house. Raven’s sister runs a home for sissies, where to earn their keep they are whored out on dates. In preparation, generously, Kimber and Raven are going to help Marcello learn how to take very big cocks. Because Marcello does not have the proper number of fuck holes for a girl, they will have to train her ass to function for men like a cunt.First, the mother and daughter play dress up with Marcello, who will now be referred to as “Marcy.” Kimber is very excited to share her clothes with her new sister, Marcy. Kimber’s clothes are very provocative, but Kimber tells Marcy that men like provocative clothing on girls. In his new role as a sissy slut, his function will be to please men and do things that they like. Learning to wear revealing clothing for men is just a start.Kimber and Raven are really pleased with Marcy’s transformation. They’ve spent enough time on Marcy’s new look, now, it’s time to train her to get fucked like a girl. Kimber and Raven spit-roast Marcy. She must learn how to suck cock while getting fucked from behind. This kind of sexual multitasking is foundational for a slut’s training. Raven begins the ass fucking with a large dildo.Marcy’s new sister has an extra-large sized dildo, even bigger than her mom’s! Kimber thrusts the enormous dildo deep into her sister’s “pussy.” Marcy cries out. It’s too big! But Kimber and Raven insist that Marcy must learn to take it. She will thank them for the good solid training once she is earning her keep as a whore. Good whores do as they’re told. Marcy must learn to be a good whore. With Marcy flat on her back, Kimber fucks her ass while Raven fucks her throat. Her pink chastity is in full view. Marcy is well on her way to becoming an excellent sissy slut.

Little do you know… I have a plan in mind for you. It’s so easy to lure you home with me. You totally fell for me over dinner, didn’t you? That’s right… they ALL do!! ha ha ha!!All I need you to do now is to have one little itty bitty taste of a special potion, one I designed just for you. Do you feel special? You should. There are very few of your kind in the world. Well, the kind you’ll soon be: a masculine man who loves pussy, would never think of dressing in feminine clothing, could never actually CRAVE cock…. but will find he has absolutely no control over his own body when it comes to being in contact with another man. You’ll have to make him orgasm… every “him” you pass by.Your body won’t be your own anymore, not within sight of a man. You’ll know what you’re doing, be completely aware of how you DON’T want to do it, but your body will be doing it anyway!!

Strapon Mistress Cassy has a new deliciously wicked way to torment her chastity locked up latex sissy. She decides to bring a Sex Doll into their play. As Cassy fucks sissy Molly with her long strap-on cock, sissy must lick the Sex Doll’s pussy. The only pussy sissy will ever get close to. Then Mistress releases Molly from the chastity cage so sissy can fuck the sex doll. As Molly slowly enters the Sex Doll’s wet pussy, Mistress takes her from behind, sandwiching sissy right in the middle. Once Mistress is satisfied, she ejaculates, shooting cum all over sissies face and inside her mouth.

I’m at Fetish Con with My favorite sissy: sissy Scarlett. I’ve been really enjoying shooting My clips organically, and capturing “the real Me”, so I decided to continue with it by capturing “the real Me” with sissy Scarlett. First, I stand naked next to her and point out the differences in O/our bodies… mine being naturally beautiful, the way Scarlett would like to be… and then I make her up so W/we can both be beautiful, and enjoy O/our girl time! Which of course includes Me strapping on a nice big cock and filling her holes with it

When someone gets promoted from a regular person to Goddess Tangent’s slave, a few important changes take place. Firstly, and almost immediately, regardless of background and personality, the person becomes a sissy of Goddess Tangent – a slave object of abuse, commands, and FemDom necessities fulfillment. A lot of sadistic scenarios may follow after, but the one in this video deals with the sissification process that a slut of Goddess Tangent’s undergoes in the process of becoming Her personal fuck-slut. See how hard and brutally She fucks that reluctant worthless slave’s ass!

Similar to my other video ""Amuse Me Sissy Cum Slut""Well, I see you’re ready for a very humiliating evening… are you ready? Are you ready, slut? I don't know if you are… because I don’t know if you realized that you’re gonna need two shot classes full of cum to obey the tasks in this super humiliating video…Oh and you’ll need a suction cup dildo and some hand cuffs, Duct tape and a marker… OK slut??? Good, now if you think you’re ready to feel like a ridiculous dildo sucking whore, we can continue… cuz this IS all about training you to be my pimped out little whore!

Finally, a video that is super fun for both of us! I get to call you a bunch of prissy faggot names and you get to jerk of furiously. Hearing a hot girl call you these names is your dream come true, LOL!

Time to give up and give in to the fact that you are a sissy. I am going to train you to be a good sissy. So listen carefully to My instructions on how you are going to cum from now on. It will take preparation but being a girl does. I am going to make you cum like a girl, sissy. You know that you are girly enough to be a sissy so you need to just embrace it.

Custom clip in which no names are used* "You are totally natural no make up, face down on a bed wearing bra and panties, You're natural face is right up in the camera it is very up close and intimate. "Hey Sissy boy. This is gonna be a hands free orgasm for you. So you better get that tight asshole warmed up...cause I am going to make you cum from it. , just like a girl. You stating to leak Sissy? My leaky leaky Sissy boy. Cause I know that's all you really want...I'snt that right? You want to know what its like to be a girl...and to be fucked hard and deep. That's what you really want. You don't want me....you want to be me. What you want is to be fucked senseless. To be fucked into ****, To be fucked so hard that you're eyes roll into the back of you're head. To suck on a big cock until you **** on it. Isn't that right. You want to know what it feels like. And I am gonna show you." You put on a show as you grind face down on the bed looking right into the camera. You pretend to be me getting totally destroyed and fucked into oblivion. You show me what its like to totally let go and be on the receiving end. Total sub getting destroyed. You are moaning and panting mouth gaping open eyes rolling into the back of your head in ecstasy. You beak character every once in a while to laugh at me how pathetic I am. But then you get back to it. You get me going all the way to the edge making me explode like the loser I am. A puddle of jizz in my panties. You humiliate me for it.

Crystal Rush’s pathetic husband is on his knees dressed like a complete sissy slut. He is wearing black frilly lingerie complete with stockings and garters. He is also wearing a wig and has “whore” written across his chest in red lipstick. How humiliating! Crystal reminds her submissive bitch that he has agreed to do anything she wants or she will divorce him and take half of his money and stuff. He agrees that he accepts these terms and accepts his new life as Crystal’s bitch. What Crystal wants now is for him to be her strap on whore! She commands him to suck her big fat purple cock. She doesn’t just want him to suck it. She wants him to enjoy it, love it and suck her cock with enthusiasm and gratefulness. After her slut has given a satisfactory blow job, it’s time to plow that ass! Crystal bends her bitch over the couch and fucks his tight sissy ass. This isn’t “making love” this is good old fashioned fucking! Crystal is laughing hysterically at her pathetic humiliated crying husband when she is done pounding his ass. Just another step towards becoming Crystal’s perfect sissy husband!