Category: Chastity

  • Popular Girl’s Panty Peasant (Full Season 1)

    Popular Girl’s Panty Peasant (Full Season 1)

    This is the life you've always wanted, sissy. A hot, popular girl invites you over, friend-zones you and makes you help her date the quarterback… Oh, and she brutally humiliates you and makes Hump the floor for her entertainment, makes you wear panties, makeup and tears you down to build herself up and increase her own popularity! Follow the journey from , beaten wimp to panty wearing peasant all the way to exposed sissy maid in chastity! This is all 8 episodes of season 1 1. Sock Wimp 2. Wear Em' Wimp 3. Sing The Pink Panty Song 4. Sissified At School 5. Tutu Wearing Fucktard 6. Mortified In The School Play 7. Sissy Maid Exposed 8. Peasant Lost It's Penis

    Duration: 70 min | Price: $69.99

    Starring: Andie

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  • The Office Of Extinction (episode 1) The B1 Beta Program

    The Office Of Extinction (episode 1) The B1 Beta Program

    You're in a female led society… captured and find yourself in a chair at the government "Office of Extinction". The place where inferior males are sent to be castrated or "disposed of". Suddenly the sexy office girl turns around and reveals that it's your ex-girlfriend! Yes, She works there at the beta seed disposal division! You've been paying her bills and funding her travels for a year and have depleted your savings… and then you finally got the guts to take your pants off in front of her. Too bad you were a "full inch under" the state penis size minimum and she turned you into the "Office of Extinction". What will she recommend for you… Castration??? Penectomy??? Disposal??? She phones the Governess and they devise a humiliating plan. They give you a government "B1 Beta Visa" which means you will be put you in a spiked chastity cage and be humiliated on State Propaganda TV. You don't know what's in store for you but you will be completely sissified and made into a household name. Your degradation will be used to strike fear into the minds of any wimps the are still in hiding and get them to turn themselves in for processing.

    Duration: 14 min | Price: $9.99

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  • Cuckold Cruelty by Penelope (Entire Season 02)

    Cuckold Cruelty by Penelope (Entire Season 02)

    The wait is over. Binge Watch Season 2. Over 82 Minutes of cuckold humiliation for only 59.99. Plus you get to see all the episodes before they are available independently. EP1- Detained And Drenched EP2- Beg For Your Banded Balls EP3- Tied Tattooed And Pierced EP4- A Thanking For A Spanking EP5- Cuckold Snipped Smooth EP6- Clowned And Kicked EP7- Your Boys Are Goin Out With A Bang Ep8- Serving Cuckold Scraps EP1- Detained And Drenched Experience the journey of helping your new girlfriend out at her stripper job while I entertain some bachelorettes as a sexy cop… I need a volunteer to arrest and you must fill in! Someone's gotta suck off the hunks. EP2- Beg For Your Banded Balls Being your new girlfriend, I feel insecure about telling you my deepest sexual fantasy so I want to tie you up first so you don't run away… Then I proceeds to gag you and put some very tight rubber bands around your balls. I admits that I think it's really hot if your balls suffered permanent damage while I was in the next room fucking a hot guy. EP3- Tied Tattooed And Pierced Happy Birthday! As your new girlfriend, I went snooping through your computer to find the perfect gift for you. And it seems you don't even have any straight porn on there… It's all humiliation, chastity and female superiority stuff. Oh well, that's why your waking up to find out I had a chastity cage pierced onto you… oh and the hot tattoo girl added a few more things that she thought would be funny. EP4- A Thanking For A Spanking You were experiencing a moment of weakness when you asked to be released from chastity and well.. It's times like this that I have to be strong for the both of us. I graciously allow you to grovel at my feet and thank me after the beatings. EP5- Cuckold Snipped Smooth I could get thousands if you donated a testicle or two. Luckily I have a hot nurse friend that thinks it's super funny to snip off beta balls. Oh and my new boy toy is coming over and would like some of that cash too. Make sure you kneel at the door and offer him your cock and balls, ok wimp? EP6- Clowned And Kicked Your invited the the party… as the humiliated entertainment. I'm gonna dress you up as sissified nut kickin clown. You'll stand right there and all your allowed to say is "please kick me in the balls", haha. Oh and lift your frilly shirt and curtsy while you say it so your balls are exposed for all those kicks to the nuts you're gonna get.. EP7- Your Boys Are Goin Out With A Bang A gang bang to be specific, haha! I invited my new boy toy to come over here with a bunch of guys to pond youir asshole while they snip your nuts off for good! Me and my hot friends wanna masturbate to you begging to turn fag for our entertainment. Ep8- Serving Cuckold Scraps Now that your nuts are gone and you just work around the house for me and my NEW boyfriend… I give you your only meal for the day served up with suspense and humiliation. You never know if I'm gonna just dump your food on the floor… or step on some of it… or grind all of it into oblivion and make you lick my heels clean. It's chow time! Goddess Penelope

    Duration: 82 min | Price: $59.99

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  • Tied, Tattooed And Pierced – Cuckold Cruelty (Season 2 episode 3)

    Tied, Tattooed And Pierced – Cuckold Cruelty (Season 2 episode 3)

    Happy Birthday! As your new girlfriend, I went snooping through your computer to find the perfect gift for you. And it seems you don't even have any straight porn on there… It's all humiliation, chastity and female superiority stuff. Oh well, that's why your waking up to find out I had a chastity cage pierced onto you… oh and the hot tattoo girl added a few more things that she thought would be funny. Oh, and as part of my birthday gift to you.. I'll promise to be extra cruel to you from now on… OK peasant? Goddess Penelope

    Duration: 7 min | Price: $9.99

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  • Hand Him Your Key (episode 9 season 1 of Cuckold Cruelty)

    Hand Him Your Key (episode 9 season 1 of Cuckold Cruelty)

    I have a special treat for you cuckie… I’m gonna take you to a new low today! Get on your knees and jiggle your chastity cage for me, loser. I know It’s the day when I said I’d unlock your chastity device… and, well, I thought it would be so sweet if you’d offer your chastity key to my new man. Isn’t that. Great idea??? It’s all been hilarious and a source of constant laughter for me and all my friends. But now it’s time for you to sink even lower. It’s time for you to take the one chance to get unlocked and give it up. You’ll be on your knees by the front door waiting for Sir to arrive.

    Duration: 7 min | Price: $8.99

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  • A Thanking For A Spanking – Cuckold Cruelty (Season 2 episode 4)

    A Thanking For A Spanking – Cuckold Cruelty (Season 2 episode 4)

    You were experiencing a moment of weakness when you asked to be released from chastity and well.. It's times like this that I have to be strong for the both of us. I'll whip some sense into you. I'll graciously allow you to grovel at my feet and thank me after the beatings. Goddess Penelope

    Duration: 7 min | Price: $17.99

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  • Peasant Lost It’s Penis – Popular Girl’s Panty Peasant (episode 8)

    Peasant Lost It’s Penis – Popular Girl’s Panty Peasant (episode 8)

    Well my Step-Mom said, now that your a humiliation loving sissy maid, you gotta wear a chastity cage if we're gonna hang out. I mean if your lucky, she might let you out of the chastity cage for a public humiliation floor humping in the living room but only if it's supervised… by lots of people… laughing at you… and taking pictures, hahahaha. I'll wear tight little outfits and heels and make you suffer while I point and laugh at you. I'll even dangle the key in front of your face when me and my friends pass you in the halls at school. My Step-Mom said she'd attach some jingle bells and a leash to it if you really wanted some relentless humiliation. We laughed about the jingle sound when you'd curtsy… but your gonna have to beg for that cuz only dumbest sissy would want the constant sound of jingle bells announcing to the world that your sissy cock was locked up. I knew you'd do this for me… remember when you started being my peasant and you took that pledge??? You dedicated your wiener and balls to me… so really, I can do whatever I want to your cock right now. And I really, really want your cock locked away in a tight and painful chastity cage. Oh and I mean a super small one… I actually laughed with my friends about shrinking your cock down to one inch. Awe, someone just lost his Cock, hahahaha. Isn't that just too bad??? Hahahaha. Do you have any idea how much this is gonna hurt when your walking… when your scrubbing toilets… even when your out cold!

    Duration: 8 min | Price: $16.99

    Starring: Andie

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  • Public Plugging Predicament – The Office Of Extinction (episode 7)

    Public Plugging Predicament – The Office Of Extinction (episode 7)

    Did your inferior penis hard when she held your leash and walked you out before a huge audience of laughing women??? Was your reject dick in pain as it strained against the steel chastity cage??? It was so hot when I got to go out on stage and spin the wheel to decide which one of the butt plugs was goin' up your ass. Did you like the Governess dangling the plug near your ass while the showgirls were blowing sarcastic kisses in your face and makin' you beg for it, hahahaha. Well, did you like when the governor wiped up your beta seed off the floor with her red latex glove and made you eat it? Yea, you did huh??? I know you did, fag! In and out… in and out… awe come on… lick your lips like a hungry cumdump. The more you play with that plug, the more cum your gonna crave… in and out… in and out. That’s it fag… I see a little dribble on your cage!

    Duration: 9 min | Price: $17.99

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  • Clowned And Kicked – Cuckold Cruelty (Season 2 episode 6)

    Clowned And Kicked – Cuckold Cruelty (Season 2 episode 6)

    Your invited the the party… as the humiliated entertainment. I'm gonna dress you up as sissified nut kickin clown. You'll stand right there and all your allowed to say is "please kick me in the balls", haha. Oh and lift your frilly skirt and curtsy while you say it so your balls are **** for all those kicks to the nuts you're gonna get.. Oh and your gonna give me $50 per kick! Hahaha! Goddess Penelope

    Duration: 12 min | Price: $18.99

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  • The Office Of Extinction (episode 2) Tiny Chastity Cage for Big Laughs

    The Office Of Extinction (episode 2) Tiny Chastity Cage for Big Laughs

    Here you are, locked up in the smallest, most painful chastity device that our military makes. For the good of the state, the governess has allowed me to televise your utter humiliation on stage. You’ll endure so much humiliation that not even a ****ed humiliation junkie would want it. You’ll name will be a national joke. All the inferior shrimp dicks that are still in hiding from the "Office of Extinction" will watch and turn themselves in for immediate castration or disposal. Imagine the crowd of laughing women behind that stage curtain… cuz I’m gonna put my latex ass in your face and make the spikes in the tip of your chastity cage really start digging in! Why don’t you show me the gratitude in your eyes right now as you jiggle your cage for me???

    Duration: 9 min | Price: $9.99

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