Category: Humiliation

  • Cum Eating Humiliation – The Charlotte Show (Season 1)

    Cum Eating Humiliation – The Charlotte Show (Season 1)

    7 episodes of non stop cum eating humiliation in almost every degrading scenario imaginable… And Goddess Charlotte Stokely has quite the imagination. with one click of a single play button, you get one full hour of her sassy and even giggly cum eating taunts. Episode 1: Eat It Episode 2: Cum Eating Life Episode 3: Cum Eater Denied Pussy Episode 4: Eat Cum, Piggy Episode 5: Cum Eating Study Episode 6: Gimmie Your Lunch Money Episode 7: Finally Be Happy

    Duration: 67 min | Price: $49.95

    Starring: Charlotte Stokely

    You will be redirected to complete your purchase.

  • Tell Me What You Did To Him (Episode 7 of Sissy Cuckold Contest)

    Tell Me What You Did To Him (Episode 7 of Sissy Cuckold Contest)

    How’s it going girl. I’ve been busy working on our little project, hahahaha. How’s your boyfriend doing with the cuckolding on your end. Oh my god really???? That so funny… oh girl, I’m gonna have to start playing with myself as you give me all the details. He’s there now… cleaning… in a French maid outfit??? Hahahaha! Mmmm, um gonna have MY EX send My Slave home with sore balls after cleaning. I’ll have a super ridiculous maid outfit here waiting for him, mmmm. It’s gonna be all he wears from now on! Mmmm, fuck this is gonna make me cum… keep laughing… keep laughing… I'm gonna cum! Astrid Star

    Duration: 5 min | Price: $17.99

    You will be redirected to complete your purchase.

  • Paycheck Pounding Party (Humilfication Day Episode 6)

    Paycheck Pounding Party (Humilfication Day Episode 6)

    See the full 2 hour video here: Humilification Day (Full Season 1) … Perfect if you're already t**** in a chastity cage! This is the sixth day on this parody of Groundhog Day. I found a folder called “pay pig poundings”! Yea… I found it quite interesting. It seems some deranged loser made a ton of image captions and they all have sexy girls that are pegging a wimp in chastity… and then it dawned on me… you wrote them! You did, didn't you? I'll either let you keep your pants on and let you beg for mercy… or I'll let you take your pants off and stroke your beta boy cock while you beg to be my “pegging party pay pig”! So what's it gonna be, loser? This is about your financial destruction, your asshole destruction and the destruction of any hope you might have had of stroking your cock like a “real man” again. The most you'll ever get, is the chance to jiggle your cage while my strap-on pounds your girly asshole. Oh and that's after you hand me your full paycheck on your knees! No check… no poundings! And you will need poundings, beta boy. You'll crave them… you'll beg for me to pound your fag hole just to drip a few precious drop of precum out of your blue balls. Their almost here, cuckie. Time to apply the ice and shrink you down size and get this steel chastity cage on you. I want all my hot girl friends to come in and see you caged and standing in the corner with your back arched and ass presented for destruction. Hahahaha. Aiden Ashley

    Duration: 14 min | Price: $17.99

    You will be redirected to complete your purchase.

  • CS, Cum Eating Life – The Charlotte Show (Episode 2)

    CS, Cum Eating Life – The Charlotte Show (Episode 2)

    I’m gonna define your cum eating sex life exactly. No more acting normal the next day, haha! Cum Eating shame is your sexual preference. I want you to be mortified. Admit you want to be my cum eating cuckold servant! Goddess Charlotte Stokely …

    Duration: 6 min | Price: $17.99

    You will be redirected to complete your purchase.

  • Oops, I Broke Another Peasant (Full Season 1)

    Oops, I Broke Another Peasant (Full Season 1)

    A 2 hour movie / series… Binge watch all 8 episodes early and save $. Plus, this video file adds bonus features including walking in latex bonus footage and a (behind the scenes) picture slideshow. 1. Wanted, Personal Assistant 2. Locked Shoe Licker 3. The Ground I Walked On 4. Careless Kisses 5. Soaked Pantyhose 6. We Call It Clowning 7. Pie the Sissy Maid 8. Truly Broken For My Boots Plus 2 bonus walking in latex scenes and a BTS slide show Description: You're an unlucky guy that just wanted to apply for the "personal assistant job" for a beautiful woman… and out turns out your now an enslaved servant in chastity to a spoiled and rich Step-Step-Daddy's girl that has a way of breaking her new peasant servants. Heather Highborne actually enjoys her status as a superior in society and she loves showing her friends at the polo club her destructive power over you.

    Duration: 120 min | Price: $69.99

    Starring: Heather Highborne Tip Heather Highborne Directly

    You will be redirected to complete your purchase.

  • Permanent Chastity Ass Tease (Humilfication Day Episode 7)

    Permanent Chastity Ass Tease (Humilfication Day Episode 7)

    See the full 2 hour video here: Humilification Day (Full Season 1) … Perfect if you're already t**** in a chastity cage! This is the seventh day on this parody of Groundhog Day. Yea, I saw all your humiliation porn on your computer… all those denial photo captions… I really do think wimps like you are funny. In fact, I took the opportunity to dress up in this bunny outfit to SERVE up some super funny and cruel humiliation for ya! So stroke it, loser! Start stroking your beta boy cock while you still can. Cuz one of these sick fantasies is comin' true for you. Stroke… stroke it… awe… are ya feelin nice and stupid??? Yea??? I bet you're feelin stupid enough to tell me that you want the most cruel “Bunny Chasity” photo caption to come true for ya, huh??? I told all my hot friends all about you. I bet you'de like to kneel and kiss our asses in these outfits, huh??? Well that's good cuz you will be! I'm gonna have a permanent chastity cage attached to your cock while my ass is in your face and my hot friends all laugh at you! Isn't that the idea from that chastity caption on your computer??? I thought it would be perfect for you! And as much fun as this little party is gonna be, the best part comes later. Over the next couple months, you're gonna be trained as my new cuckold servant! Isn't that hot??? Now thank each one of my ass cheeks for rejecting you. Aiden Ashley

    Duration: 16 min | Price: $17.99

    You will be redirected to complete your purchase.

  • CS, Eat Cum, Piggy – The Charlotte Show (Episode 4)

    CS, Eat Cum, Piggy – The Charlotte Show (Episode 4)

    You wanna see my pussy at the end of this clip right? Well are you gonna be a good little piggy for me? Are you gonna eat up all your cum like a devoted loser? I'll tell you exactly how I want you to stroke it and when to stop! I want you to obey all the humiliation in this video so that it just proves that you would do anything for a glimpse of my perfect pussy! Goddess Charlotte Stokely

    Duration: 12 min | Price: $17.99

    You will be redirected to complete your purchase.

  • Wanted Personal Assistant (Oops, I Broke Another Peasant, Episode1)

    Wanted Personal Assistant (Oops, I Broke Another Peasant, Episode1)

    Yay! Step-Daddy bought me another beta boy slave. I broke my last one, oops. I've had to live a solid week without a slave… I simply don't know how people do this. I've been throwing myself into my work with all the cute little critter rescue charities to keep myself occupied. Huh? You applied for a “Personal Assistant “ job? Awe, that's cute. I heard about dumb dums that apply for the “lifetime of servitude thingie“ by mistake. I actually feel sorry for you. I'll keep it quiet, that you made a mistake. You're kinda cute and I don't want them to send you out back to the wood chipper for disposal. Oh… that brings me to my favorite part… I'll be taking away your erections, slave.. and you'll be doing chores with this painful steel chastity cage on. I'll send Gretchen in to show you the most humiliating way to lick my dirty shoes clean. I can't wait to show off my new slaves shoe licking skills to my friends at the polo club! Be happy that I've graciously decided to let you keep your teeny tiny marbles… for now.

    Duration: 14 min | Price: $17.99

    Starring: Heather Highborne Tip Heather Highborne Directly

    You will be redirected to complete your purchase.

  • Castrated Cuck Conclusion (Humilfication Day Episode 8)

    Castrated Cuck Conclusion (Humilfication Day Episode 8)

    See the full 2 hour video here: Humilification Day (Full Season 1) … Perfect if you're already t**** in a chastity cage! This is the eighth day on this parody of Groundhog Day. I'm on your computer where you keep all your chastity porn??? Hahahaha. I have enough information to blackmail the fuck out of you??? Hahahaha. You're fate is clearly up to me. I really find this all very amusing. Stimulating and amusing. Ohhhh and then I found your folder called “Castrated Cucks” ! Now that was hot! I gotta admit, that stuff was dirty. I mean just soooo fuckin wrong, hahahaha. So I called my hottest sadistic friend over. Oh and I told her about your “castration cuckold” folder and she even agreed to bring her boyfriend over to Fuck me while she's destroying your nuts! I wanna see you hump the air desperately to try and get the “last orgasm of your life” out of your beta balls. I bet you've always wanted to be totally rejected like this huh??? With a couple of hot girls laughing at you… making you a eunuch slave. Should I put on a little show for ya while you still have your nuts? Maybe I should pose with the elastrator like this and blow some sarcastic kisses at you … muah… muah. Awe… did she band your nuts with this pink elastrator??? Did it hurt when she kicked your banded nuts??? Aiden Ashley

    Duration: 14 min | Price: $17.99

    You will be redirected to complete your purchase.

  • Careless Kisses (Oops, I Broke Another Peasant, Episode 4)

    Careless Kisses (Oops, I Broke Another Peasant, Episode 4)

    Lets play a game and see just how much you can amuse me… go fetch the tape! Do ya know what kinda game we’re gonna play, loser??? It’s got two of your favorite things… my shoes and rejection, hahahaha. First I’m gonna tape my shoe to your face… then you get to wear it all day! Oh and that’s not all… I’m gonna put on lipstick and look at myself in my phone… and each time I blow myself a kiss… you get another day with my shoe taped to your face! Hahahaha. It’s perfect, right? Cuz it teaches you that no one wants to kiss you! I think you might end up with a shoe taped to your face for a very long time! See how amusing this is?

    Duration: 15 min | Price: $17.99

    Starring: Heather Highborne Tip Heather Highborne Directly

    You will be redirected to complete your purchase.