New Videos

  • Chastity Asswipe Fuckover 8. The Full Fuckover (season 1 episode 8)

    Chastity Asswipe Fuckover 8. The Full Fuckover (season 1 episode 8)

    Oh hi honey… what’s the matter??? Oh… your chastity cage is bothering you? Is it pinching? Ohhh… that’s too bad huh??? Hahaha. You what??? You can’t sleep? Your naughty cock wants to get hard while your sleeping? Wow, I bet that’s painful, huh? Haha. I had no idea that it would hurt when you had naughty thoughts. You’re such an idiot… did you just stroll out here and expect to be let out of a perfectly good steel chastity cage because it’s painful? I want you to admit that deep down inside you knew I was gonna just laugh at you and add more pain to your beta cock and balls. Now I want you to beg me to put you in a smaller chastity device!

    Starring: Adriana Chechik Tip Adriana Chechik Directly

  • Servant Makeup. So you Wanna Serve – Season 1 Episode 6

    Servant Makeup. So you Wanna Serve – Season 1 Episode 6

    I need you to run some errands for me and drop off some packages at my girlfriend’s apartment… and I can’t have you looking like a random dude. To serve me I gotta make you look less threatening… like a wimp or metrosexual or whatever. I don’t want anyone thinking you’d hurt a fly or be a creeper that’s delivering stuff to my hot girlfriends to get a chance with them. I gotta make you look a bit more pretty so that they either don’t even notice you … in fact, I want them to Think of you as a walking joke of a man. Either way, you’re not to make eye contact with my friends… the biggest compliment you could get from them would be if they took the packages and slammed the door in your face, haha. That’s the look I’m going for! Now it’s time to pluck those eyebrows! Nice and thin, don’t worry… a high arch will look just darling on you. Oh and actually… after your done with the delivery, I’m gonna have you clean her apartment… in a sissy maid outfit. I want her to know how cruel I can be to you! Goddess Raven Bay

  • Jessa’s Sadistic Theater (season 1 episode 3)

    Jessa’s Sadistic Theater (season 1 episode 3)

    Click Here to see this Jessa Rhodes video My Unsuspecting little whore will soon know the same pleasure I’ve learned. She will be in ecstasy when she realizes I’m going to leave her here on stage to experience the unknown anticipation of being set up and abandoned in our sadistic theater. I get such a wicked thrill knowing that she’s going to enjoy a whole new addiction to being used by me. I’ll train her, love her and laugh while she quivers. I get so turned on by this whole process of my art. It’s so beautiful to put my little whore’s transformation on display for a theater full of thirsty guests. The society of like minded sadistic art lovers have gathered to watch my latest show. And of course, I’m going to enjoy a little pre game orgasm of my own at the scene of the crime. I let her see the stage to impress her with the scale of it all. She looked around and was clearly feeling small in such a regal theater… and in my regal presence, haha. If she only knew how small she would feel when I reveal my final plans for her. She has been an obedient pet so far… but I’m looking forward to her utter degradation. I want her to feel betrayed and used before she comes full circle and appreciates what I’ve done for her. Oh, I enjoy this so much… I’m drunk from anticipation and lust. Fucking her over as I fuck myself is one of my favorite things on this earth and I can almost hear her moans and orgasm now. I’ll be watching her as she waits on stage for the patrons to file in. She will be hungry for her scrumptious future to arrive. She wants it, I know she does… I want it “for” her… I feel sexy for her right now… I’m living this through her… she’ll be waiting on stage for the guests to have their way with her. And I’ll be pleasuring myself as I watch! The members of the sadistic society will file on stage and take turns with her as the remainder of the unwitting theater goers simply enjoy the show. I get so aroused spying on the contrast between the smiles of “the knowing” and the looks of shock on the faces of “the surprised”. The “non society ” members are just regular folk that just came to see a show… and as far as they know… that’s all they are getting. They have no idea that there is an even more orgasmic art form playing out in front of them. So orgasmic… so orgasmic… oh I think I’m cuming! Starring Jessa Rhodes and Charlotte Stokely.

    Starring: Jessa

  • Jessa’s Sadistic Theater (season 1 episode 4)

    Jessa’s Sadistic Theater (season 1 episode 4)

    Click Here to see this Jessa Rhodes video . I’m the queen, the princess and the bad girl of this theater. The society is grateful and aroused by my newest addition to our realm. Charlotte is very lucky I’ve chosen her. I arouse myself just thinking of my cruelty. I’ve taken a trusted friend from good girl to ruined whore… and I have her thanking me for it. As she should… there are few who get the privilege of my guidance. Starring Jessa Rhodes and Charlotte Stokely.

    Starring: Jessa

  • Jessa’s Sadistic Theater (season 1 episode 5)

    Jessa’s Sadistic Theater (season 1 episode 5)

    Click Here to see this Charlotte Stokely video . I feel like I was lured into this and each time I assume my role as helpless whore on stage I get so scared. I never know what they might do to me and yet I can’t seem to leave. This is so twisted and I love Jessa for doing this to me. I want each costume she picks out for me to be sluttier and sluttier! My body is just begging to be used. No one should be treated like this, it’s degrading and scary but I have to obey Jessa. I feel like she knows what she’s doing. Starring Jessa Rhodes and Charlotte Stokely.

    Starring: Jessa

  • Cuckold Cruelty by Penelope (Entire Season 1)

    Cuckold Cruelty by Penelope (Entire Season 1)

    .. Binge watch an entire season (9 episodes, 73 minutes) of Penelope as she turns you into a complete cuckold! The full season is being released early… ahead of the individual episodes released every Saturday. Why wait 9 weeks? Get the full season now at a discounted price. Episode 1: Cruelty Cum Chores Episode 2: Becoming a Condom Chomper Episode 3: Cuck Driver Gets Punished Episode 4: Ruined and Trapped Episode 5: Closet Cuck in Panties Episode 6: Stomped Stupider Episode 7: Chastity and Laughter Episode 8: Cruel Chastity Cleaning Episode 9: Hand Him Your Key

    Duration: 73 min

    Starring: Penelope

  • Mean Girl and the Dweeb (Entire Season 2)

    Mean Girl and the Dweeb (Entire Season 2)

    Watch this full length (103 minutes) Sissy Training video here. The mean step-sister continues to sissify the dweeb and really starts increasing his servitude to her and his bully. Starring Skyla Novea

    Duration: 103 min

    Starring: Skyla Novea Tip Skyla Novea Directly

  • Mean Girl and the Dweeb (Entire Season 1)

    Mean Girl and the Dweeb (Entire Season 1)

    The erotic story of a girl who got strangely turned one day when a dweeb got picked on and bullied. She masturbates about the fact that she could plant panties in his room and set him up to get caught as a closet queer. She discovers how turned on it gets her to have him turn into a full sissy maid and recruits the dweebs bully to make him a gay sissy maid for him too. Starring Skyla Novea

    Duration: 61 min

    Starring: Skyla Novea Tip Skyla Novea Directly

  • Popular Girl’s Panty Peasant (episode 3) Sing The Pink Panty Song

    Popular Girl’s Panty Peasant (episode 3) Sing The Pink Panty Song

    I’m promoting you to a pink satin panty boy! Aren’t these just adorable! You are gonna look soooo cute in them! I’ll be presenting you to the girls at the cafeteria tomorrow and I need you to thank me for putting you in a matching pink bra and panty set. Ya know, like I want you to sorta roll your eyes in the back of your head in ecstasy while your rubbing your nipples and singing my praises. Awe, I know you’re not gay but I need you to be very convincing when you sing about how I made you see the truth… the truth about your need to wear silky pink panties! You really did need this, huh pansy??? Muah! Yes you did… muah… yes you did pansy… muah… you needed it and I fuckin’ gave it to you. Goddess Andie

  • Cuckold Cruelty (Season 2 episode 1) Detained And Drenched

    Cuckold Cruelty (Season 2 episode 1) Detained And Drenched

    You’ve been dating me for a couple days now and I asked you to come along on my weekend job as an exotic dancer for a bachelorette party. None of the ladies accepted my challenge to come up on stage and get a bunch of cocks in their mouths… and the show must go on. You’re such a good new boyfriend that you reluctantly agree to be arrested and tied to the chair. You fucking owe me.. I’ve been so nice to you as a new girlfriend… Iv’e let you buy me shoes, and even pay my car payment. Now you have to take dick after dick in your mouth while all these ladies laugh at you and take pictures! Goddess Penelope