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Cruel Girlfriend Becky - Chastity for Cheating

VIDEO: Chastity for Cheating

Just because your Cruel Girlfriend Becky cheats on you all the time doesn't mean you can do the same cucky! You've been out of your chastity device for one day and Becky walks in to the bedroom to find you've been partying with another woman. She is furious and decides you're never going to be allowed out of your chastity device ever again. She grabs your plastic cock tube and shows you where the key is going to be for the rest of your life. Your five minutes of drunken fun is going to cost you dearly cucky - no more sex EVER again!.. At least no more sex with women that is... Becky has one final humiliating revenge in store for you loser.

Cruel Girlfriend Natalia - Taunted Cuckold

VIDEO: Taunted Cuckold

Natalia takes so much delight in teasing you about her date with another man tonight. She looks absolutely stunning in her cut-off top and tight jeans, showing off her perfect figure - too bad it's not you who's going to get to enjoy it tonight. Because you forgot to pick her up, she caught a lift with a real man who's taking your place later. She's punishing you for being a forgetful loser by cheating on you with another man. There's nothing you can do as she mocks you for being the cuckolded wimp that you are. Say goodbye to your girlfriend cucky...

 

Cruel Girlfriend Rachel - Sissy's Double Date

VIDEO: Sissy's Double Date

Rachel and her stud are going out on another hot date tonight and she thought it would be a good idea if you came along to keep his best friend company. His best GAY friend that is! Rachel's picked out the perfect sissy bimbo outfit for you to wear for him... She wants you to make the right impression! Rachel has told your gay date all about you and has said you like to be treated like a cock-hungry little porn star. He's going to be pumping your mouth full of cock and blowing his sperm all over your sissy face. Rachel has even insisted that your gay date fills up a cup full of his creamy cum so you have a little souvenir to slurp up for after he's gone.

 

Cruel Girlfriend Chelsea - From Chastity to Castration

VIDEO: From Chastity to Castration

It's been a horrifying 4 years locked in chastity by your beautiful but cruel girlfriend Chelsea. She has starved you of any sexual release for year after year, feeding you nothing but frustration as she teased and denied you over and over again. You've hoped with all your heart that someday she'll let you out of your little cage - and that day has just arrived. She's going to put that long lost key into the lock and set you free... But Chelsea is going to take her evil plan to keep you a sexless little loser to a whole new level. She's arranged for her friends to give you a back-street castration to rob you of any chance of ever enjoying a night of pleasure with a woman ever again. They're taking your cock and balls and turning you into a pathetic sissy girl for the rest of your life. Chelsea's heartless desire to destroy your manhood doesn't end at having your worthless cock removed though sissy. Tonight you're also going to feel what it's like to be used like a real girl.

Cruel Girlfriend Jen - Tied & Abandoned

VIDEO: Tied & Abandoned

Cruel girlfriend Jen has brought you to the graveyard to explain how she plans on taking your humiliation to a whole new level tonight. Your heartless girlfriend knows that this quiet location is frequented by gays looking for anonymous sex with strangers. She thinks it would be amusing to leave you tied up, naked and helpless, for all the local fags to abuse. She gets an evil kick out of your fear and desperation. She shows no mercy as she forces you to strip and prepare to be strapped to a cross ready for your evening of forced-fag action.

 

Cruel Girlfriends Emma & Amy - Sissy Panties JOI

VIDEO: Sissy Panties JOI

Hot cheating girlfriend Emma has some good news and some bad news for you today cucky. The good news is your heartless princess has decided to let you out of the tight plastic chastity device she's had you locked up in for so long. The bad news is she's invited her cute girlfriend Amy over to help administer a humili-gasm. The 2 cruel girls laugh and giggle at you as they force you to jerk your pathetic loser-stick into a pair of their girlie lace panties. There's nowhere to hide as they totally humiliate you for having to squirt your sissy-goo in front of 2 mean girls. Then when you've been allowed to spit out your little emasculation puddle deep into the soft panties, the 2 girls have one final humiliation for you to swallow!

 

Cruel Girlfriend Lolly Lopez - Locked For Lapdance

VIDEO: Locked For Lapdance

Your hot young girlfriend Lolly has found out about your little encounter at the lapdancing club. She can't believe you'd sneak off to get a sexy dance from another girl when you've got such a stunning girl at home. Your total disrespect is going to be severely punished. Lolly decides that since you cannot be trusted, she's going to lock your cock away in a chastity device. She cruelly explains how you're never going to cum again, never going to be able to touch yourself without begging her for permission. Lolly intends to lock you away for a VERY long time loser so you'd better get used to having to beg a pretty girl to cum. Lolly has a humiliating plan for your first night in the device too. She's taking you back to the lapdancing club so she can show all the hot dancers what you're being forced to wear for the rest of your life. They're all going to find it hilarious loser boi - all the girls in the club are going to be laughing at you in your chastity device.

 

Cruel Girlfriend Kimmy - Cheerleader's Kitchen Cuck

VIDEO: Cheerleader's Kitchen Cuck

Kimmy looks so cute and girly in her cheerleading uniform, but she is far from being the wholesome girlfriend of your dreams. Kimmy loves to cheat on you. Cuckolding you and humiliating you is what she enjoys more than anything. Kimmy tells you that she's invited a big muscular man over tonight. She plans on letting him fuck her over the kitchen worktop as you prepare them both a meal. You're going to be totally humiliated by the pair as you slave away in the kitched while they fuck right next to you. You won't be able to escape their moans of pleasure as you serve them like the good little chastity cuck you are. Kimmy plans on making your cuckolding experience as humiliating as possible. You're going to be given a girlie name to use in front of her real man - they're going to be laughing at you as they fuck all over the kitchen.

 

 

 

Cruel Girlfriend Jamie - Cucky's Cut-Price Castration

VIDEO: Cucky's Cut-Price Castration

Cheating girlfriend Jamie sees no reason for you to keep your cock and balls any longer. You NEVER get to have sex with her anymore and no other girls are ever going to look at you so what's the point in having them any more? Jamie has arranged for the local vet to give you a cut-price castration - removing your last slither of masculinity forever. You're going to be taken into the kitchen and given an agonising gelding while Jamie and her girlfriends party in the next room. Once you're pathetic sissy-stick and tiny blue balls have been ripped from your body, you'll be a permanent little sissy girl for the rest of your life!

 

Cruel Girlfriend Lolly Lopez - Girlfriends Girlify You

VIDEO: Girlfriends Girlify You

Lolly and her girlfriend are getting ready for a night out with some real men but take a break to abuse and humiliate you. Lolly decides that you can spend the night dressed like a sissy girlie to remind you why you're not man enough to take these hot young party girls to the clubs. She picks out pretty pink lingerie to force you into and makes you pout as she applies a nice thick layer of pink lipstick to your girlie lips. The girls both find your humiliation hilarious and mock you for being such a pathetic little sissy. Next the girls force you onto your back and reveal their next terrifying torture - a waxing kit to give you girlie- soft skin. They help each other tear the hair from your body - enjoying every second of the agony they're inflicting on you. Lolly forces the disgusting hairy wax strips into your mouth before your next humiliating ordeal begins. The girls decide to play a humiliating game with you before they head off for their night of fun.

 

Cruel Girlfriend Amy - VIDEO: Cum Sandwich

VIDEO: Cum Sandwich

Your hot Latino girlfriend has had you locked in chastity for a VERY long time and you've had no choice but to be the perfect little cuckold boyfriend for her. You've bought her presents, paid for her hot dates, and financed her luxury lifestyle just like a good little loser. Amy thinks it's time you deserve a special treat for being so well behaved so she's letting you out of your cock-cage for a few precious minutes before she heads out to meet her real-man. Of course Amy has no intention of letting you enjoy your first orgasm in months without having to suffer a humiliating experience at the same time. If you want to cum, just like a real man can, you're going to do it into your food! Amy is going to help you jerk your sissy loser-goo into your lunch, and watch as you eat it all up. You can get dressed in your little sissy outfit with the taste of your own cum in your throat as Amy leaves you and goes to meet her real man.

 

Cruel Girlfriend Lara - Sissy Strap-on Tester

VIDEO: Sissy Strap-on Tester

Sat in your stunning girlfriends dirty bath water, helping her get ready for the sex-toy party she's throwing tonight is as good as it gets for a pathetic weakling like you. Lara tells you about the party she's having later, how all her cute girlfriends are going to be there, and how they're going to need a model to demonstrate the various toys. She watches you squirm as she explains how it's going to be you the girls will be experimenting on this evening. It's going to be you at the business end of the strap-ons and anal abusing implements and it's going to be you that everyone will be laughing at as you struggle to accept each and every one of these toys in your little sissy toy-box.

 

Cruel Girlfriend Nina Leigh - Princess Nina's Sunbathing Servant

VIDEO: Princess Nina's Sunbathing Servant

Nina Leigh has a hot date with the one of the local guys that works at the stables tonight. She wants to look her best for her man tonight so she's relaxing in the sun building on her all-over tan. Being the unthreatening beta male that you are, Nina has no problem forcing you to help her with her lotion as she tells you about her date tonight. You gently massage the cream into her beautiful soft skin as she gives you a list of chores to complete while she spends all your hard earned cash on her date with a real man. No doubt they'll both be laughing at you as they head off for their night of luxury as you scrub the floors on your hands an knees for them.

Cruel Girlfriend Jamie - Forced-Fag Nightmare

VIDEO: Forced-Fag Nightmare

Jamie has taken you to a secluded spot in the park and cuffed you to a tree. You realise very quickly that you're in an frightening amount of trouble. Jamie delights in your fear as she explains the terrifying nightmare you're to expect tonight.You've been taken to a local gay sex den and you're going to be left helplessly shackled to the tree for an endless queue of fags to abuse you for hour after agonising hour. Jamie tells you that while you're being passed from gay to gay, sucking on their balls and getting ruined by their fat cocks, she's going to be spending your cash with her real man lover. You get to spend a humiliating night in the gay sex den getting filled with fag cum, while your heartless girlfriend parties the night away, having fun at your expense. Have a nice night cucky!

 

Cruel Girlfriend Ashleigh - Cuckold Cash Quest

VIDEO: Cuckold Cash Quest

Your cheating girlfriend Ashleigh is getting ready to meet her real-man. Dressing herself in her tiny miniskirt, and a slutty top. As she rolls up her black fishnet stockings she tells you that you're going to spend the night under the bed, locked in chastity, as she fucks her real man inches above you. You're going to learn exactly how a girl like Ashleigh should be treated in the bedroom. But before she brings her stud back, she's going to take him to an expensive restaurant and guess who's paying cucky? Ashleigh wants you to go and get some cash to fund her hot date, so she's sending you out to the ATM... And she has the perfect little sissy outfit set aside to make you walk to the shops in. Not only are you going to be humiliated in the bedroom tonight cucky, but you're going to be humiliated in public too!

 

Cruel Girlfriend Becky - Nappy Humiliation

VIDEO: Nappy Humiliation

Becky torments you with her cigarette as she creates another unusual humiliation to keep her entertained. She flicks her ash into your mouth and opens up the shopping bag you've obediently brought her. She grins as she reveals the pack of nappies you were forced to buy. You realise quickly that Becky is really going to humiliate you this time! She forces you into one of the nappies and explains how she's going to force you to go to work with it on underneath your clothing. But before you go, Becky gives you one last order to make your nappy wearing excursion as humiliating as possible!

 

 
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Cruel Girlfriend Elle - Cucky's Vacation Souvenirs

VIDEO: Cucky's Vacation Souvenirs

Cuckolding girlfriend Elle has invited 2 studs over from your vacation abroad for some extra special bedroom action. She's got a whole weekend of fun planned with these 2 real-men, and explains to you exactly what's going to be happening. They're going to be treating your stunning girlfriend like the hot pornstar slut she really is, while you serve drinks, keep the condom drawer stocked and tend to their every need. Elle enjoys every second as she cruelly torments you with every detail of what's to come. She cannot hide her heartless delight as she informs you that you're going to be licking up all the real man cum from her body after her vacation studs have had their way with her. Pathetic cuckold!

 

Cruel Girlfriend Sara - Working From Home

VIDEO: Working From Home

Your cheating girlfriend Sara has come home to tell you all about the new arrangements she's making in your perfect little relationship. First of all she tells you that she's moving her real man into the apartment. You're going to be her cuckold, forced to listen to her getting fucked by her new man from under the mattress. As well as forcing you to endure the humiliation of having another man ruling your household from now on, Sara has decided you're going to live as a girl full time. She drags you into the bedroom to show you the pretty girlie clothing she's picked out for you and explains how she's spoken to your boss and agreed you can work at home. you'll be dressed up like a cute office girl as you work away from your home-office under the close supervision of Sara and her new man. Don't think Sara has done this to spare you the humiliation of having to face your colleagues dressed like a slutty secretary. She's done this to allow you to work a SECOND job from home... a nice new career in the service industry awaits you sissy-whore!

 

Cruel Girlfriend Rachel - Castrated Cuck

VIDEO: Castrated Cuck

Rachel sees no more reason for her cuckold to have a cock anymore. You've been locked in chastity for so long it probably doesn't even work properly anymore. As Rachel only fucks real men and has no use for your tiny cucky cock she's going to take you to a girl she knows that does back-street castrations. You're going to lose your useless little cock and balls forever! Just so you start your new sexless life knowing exactly what you've lost, Rachel is allowing you one last orgasm... Only she has no intention of letting you enjoy it! Your last ever cum is going to be while being fucked by a man - a humiliating finale to your sexlife you pathetic little loser!

 

Cruel Girlfriend Nina Leigh - Cuck Bitch's Public Humiliation

VIDEO: Cuck Bitch's Public Humiliation

Busty babe Nina has just walked in on you enjoying you're freako fetish porn. She has totally busted you loser! Not only have you been watching your gross porno clips but you're also wearing her panties too. Nina is furious with you and decides to give you a humiliating little punishment to make you realise your humble position in the pecking order. She carefully draws up a little sign for you to wear so that everybody can see what you are. You're going to be so embarrassed walking out in public with this humiliating identity confirmation stuck to your loser chest, but Nina has no sympathy at all for you weakling.

Cruel Girlfriend Catherine - Humiliation Ink

VIDEO: Humiliation Ink

Spoilt Cruel Girlfriend Catherine, stands over you looking so hot in the expensive lingerie set you've paid foras she spells out the humiliation predicament she has planned for you tonight. She's decided that you should be permanently branded as the sissy bitch you are so that everybody can see your pathetic status. She thinks it would be so appropriate for you to be tattooed with the humiliating names she calls you all over your submissive body. You'll be reminded of your sissy bitch status for the rest of your life. Unfortunately, you don't have any money left after spending it all on Catherine's sexy underwear, so your cruel girlfriend expects you to pay for your tattoo another way. Luckily, the guy Catherine has invited over to give you your humiliating tattoo is gay and so she's going to watch as you give him exactly what he wants as payment in kind.

Cruel Girlfriend Chloe - Cucky's Cum Omlette

VIDEO: Cucky's Cum Omlette

Chloe has spent the afternoon playing with her sex-toys as she thinks about the real man she's been cheating on you with. She takes great pleasure in telling you exactly how you fail to measure up against your alpha-male rival as she continues to pound herself with her dildo. You watch, knowing you're never going to get to feel her perfect little pussy ever again. She torments you with every tiny detail of the fun her real man gets instead of you. Chloe is turning herself on more and more thinking about the other man and decides she wants some privacy to climax so she leaves you with a humiliating task. You're going to cook yourself a delicious omlette using just one degrading ingredient!

Cruel Girlfriend Natalia - Sissy's Sex-Toy Party

VIDEO: Sissy's Sex-Toy Party

Natalia's arranging a wild sex-toy party. All her girlfriends already know what a little sissy you are and they love to be involved in any opportunity to humiliate you. Natalia suggests bringing you along to the party so all the girls can try the toys out on you. Natalia doesn't want you to get too excited in front of all her hot model girlfriends, so she's locking you into your chastity device before they arrive. She explains to you how you're going to be made the laughing stock as the girls experiment with the sex toys and video you in all sorts of embarrasing predicaments. She plans to use your video to attract a real boyfriend for you. She's going to upload it to a gay dating website and have a real man come over to cover your sissy face in his thick sperm as all the girls video and laugh at you.

 

Cruel Girlfriend Elle - Eat From Elles Dirty Bathwater

VIDEO: Eat From Elles Dirty Bathwater

Living with a cruel girlfriend like Elle is just one humiliating ordeal after another. If she's not verbally abusing you, inflicting pain, draining your bank account or fucking with your mind, she's finding new and unique ways of making your life uncomfortable. Tonight she's decided to make you eat a disgusting meal straight out of her dirty bath water. She sits in the bath and prepares your vile mess and then orders you to swallow it all for her. A nice drink to wash it down with? Elle scoops up more of your gross food with her dirty bath water for you. Enjoy your meal sissy!

 

 

 

Cruel Girlfriend Amber - Picnic Princess

VIDEO: Picnic Princess

Spoilt little princess Amber has nothing but contempt for you. She cheats on you all the time, she spends all your hard earned cash on whatever she feels like and she has you running around on errands like a pathetic little slaveboi. What do you get in return?.. Nothing but her spiteful insults and putdowns. She loves to remind you of how inadaquate you are. Watching you squirm as she tells you how tiny your manhood is. She forces you to eat dirt for her amusement and laughs as she humiliates you by forcing you to wiggle into a pair of her panties and walk to the shops to buy her something trivial. You're never going to be Amber's equal, loser, so you might as well do as you're told and go fetch!

 

Cruel Girlfriend Lara - Salon Humiliation Assignment

VIDEO: Salon Humiliation Assignment

So desperate to get out of your chastity device you would do anything huh? Lara and her girlfriend are going to put that to the test. They've got a humiliating task for you and if you complete it you can have 5 minutes out of the chastity cage. If you fail you're going to stay locked up for another 2 months. The girls humiliating assignment is to send you to a salon for a full body spray tan. Only it's going to be a tan with a difference. You're going to have to wear a teeny tiny pair of girlie panties to give you sissy tan lines. The girls at the salon are going to laugh so much! Especially when they see your chastity device poking out of the bikini! Lara insists that you're going to have to show off his nice new tan so sissy's next job is to get fitted for a bra and panty set at the lingerie store. The girls want nothing more than to totally publicly shame you.

Cruel Girlfriend Amy - VIDEO: Cuckold Mattress

VIDEO: Cuckold Mattress

Cheating Cuckoldrix Amy is unbelievably cruel to you. She knows exactly what to say to totally destroy and emasculate you. She loves to rub her infidelity in your face, telling you how she's been fucking a real man behind your back. She absolutely relishes every second of your heartbreak. She tells you how she laughs about you with her man, and how they've come up with an extra cruel way of humiliating you tonight. The spiteful couple have decided to turn you into their mattress for their bedroom fun tonight. You're going to lay there in your sissy panties as they fuck on top of your weakling body. Amy laughs as you realise just how humiliating your ordeal is going to be - turned into a cuckold mattress for a real man to fuck your hot girlfriend on. Amy then explains how they're going to make you clean up all their cummy juices once they've had their fun.

 

Cruel Girlfriend Lolly Lopez - Sex-toy Party Shame

VIDEO: Sex-toy Party Shame

Your bratty girlfriend Lolly is planning on spending a lot of money at the sex toy party she's going to tonight. She's not going to be spending her cash though sissy, she's going to be draining your hard earned saving accounts to fund her girlie purchases. She snatches your credit cards from you and giggles at all the sexy things she's going to be wasting your money on. Unfortunately for you sissy, funding the sex-toy purchases of your hot young girlfriend will not be your only task at this party. Lolly needs a model to demonstrate to all the girls just how each of the anal penetrating toys can be used. Lolly laughs as she explains that you're going to be the little sissy model her and her girlfriends will be experimenting on tonight. She forces you into her pretty dress and tells you to get ready for tonights humiliation.

Cruel Girlfriend Becky - Cuckysitter

VIDEO: Cuckysitter

Stunning Cruel Girlfriend Becky is going to be cheating on you again tonight cucky. She has another hot date with her real man and she just loves to tell you all about it. She loves making you feel like the pathetic inadaquate cuckold you really are, hurting you with her vicious, cutting words. As if it wasn't humiliating enough having such a beautiful girlfriend that gives 'him' all the sex he wants while you sit at home dreaming and drooling. As if being a cuckold wasn't shame enough, Becky shames you more by inviting her cute girlfriend over to cuckysit you while she's out getting all her real-man fun. How humiliating! Her hot bratty girlfriend spending the night with you, supervising your submission while your girlfriend is out getting fucked!

 

Cruel Girlfriend Louise - Sissy's Street Corner

VIDEO: Sissy's Street Corner

Louise has found you the perfect street corner to pimp you out on. While she's out partying with real men she wants to leave you on your street corner, dressed up like a slutty whore, earning her $$$. Louise has found a very busy corner, with lots of people to see you. She taunts you with the idea of totally humiliating you with an ultra slutty outfit. A long blonde wig on your sissy head, a tight PVC dress, and slutty lingerie to leave you feeling totally exposed. You're gonna be a very popular girl! She takes delight in telling you exactly what will be expected of you, exactly what your customers will want to do to you and you have no choice! She's the pimp and you're the prostitute!

 

Cruel Girlfriend Nina Leigh - Cucky Fluffer Party

VIDEO: Cucky Fluffer Party

Nina Leigh is getting ready for the big sex-party she's throwing tonight. Girls and guys will be arriving later for an evening of wild group sex. Wild group sex that you're SO not enjoying! Nina has a little job for you tonight though cucky. She's making you the evening's fluffer, to make sure all the real men at the party stay nice and hard for all the hot, pretty girls. You'll be made to stroke and suck whoever Nina tells you to. To avoid any embarrasment, Nina's letting you out of your chastity device to squirt out a loser puddle for her before the party. She orders you to jerk your loser load into a dish. Real men get the pretty girls, cuckold fluffer losers just get to cum in their jerky bowls!

 

Cruel Girlfriend Lolly Lopez - Ice-Lolly

VIDEO: Ice-Lolly

Bratty Humiliation Princess Lolly has you jumping through hoops like a pathetic little puppy. She hurtfully destroys the meal you kindly made for her, pushing it into you pants and then forcing you to eat it for her. She laughs at you for being such a submissive weakling and orders you around like the bossy little brat she is. You just obediently do as you're told as each humiliating command is spat at you by the hot young princess. Finally, she pulls a huge pink dildo from the refrigerator. She's been storing it in there so that it's freezing cold, adding that extra element of cruelty to the humiliation she's about to hand to you.

 

 

 

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