All femdom & fetish clips tagged with "cruel girlfriend"

31654 - I <3 Submissive Men

You've encountered so many problems in the dating world. You're not the alpha other women are looking for on the dating apps. You know you won't be able to measure up even if you managed to get a date. I know...it's so stressful on your worried little brain. But don't worry. I'm here. I can be your guide. You see, you're actually much closer to being my ideal man more than you might expect. At least you can open your wallet and please me while you worship my very existence. And that's all I really want from someone like you. Someone to dominate, someone to manipulate, someone who bends the knee

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23326 - Gym Diva Humiliation (Pt 1)

Your mean cheating girlfriend Tibby spends all her time working out at that trendy local gym but it's not to look good for you loserboi. She's keeping herself in shape for that hot guy who works with you. You're a total embarrassment to your stunning trophey girlfriend and she hates being seen with such a disgusting loser so she spends her time hanging out with her girlfriends giggling about your pathetic small cock and how she's cuckolding you. x Tibby x

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26773 - Spit Punishment

Your cheating Baltic girlfriend Natalie has decided to take you to new depths of humiliation. Looking cute in her short schoolgirl skirt and white knee-socks and tied-up blouse you'd never believe just how heartless she can be to you. She tells you that you don't deserve to be with such a hot young girl, and that she's disgusted at the thought of being with you. The only thing a pathetic little loser like you deserves is her spit. Being ordered to drink a hot European bitch's spit would be humiliating enough but Natalie wants to take your degradation to another level. She's going to invite all of her friends around to spit into a glass and watch you drink every last drop as they all laugh at you. If one vicious little Baltic girlfriend can be this spiteful - imagine what 10 of them would be like!

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47221 - Sissy Cuck ordered to Steal

Your stunning cheating girlfriend Paige Turnah has had a wickedly humiliating idea. She's decided she's going to put you into girlie clothes. She picks out a cute dress for you to wear and a pair of high heels for you to wobble around on. She finds it so funny that when she sends you out into public in all this girlie clothing everybody is going to see you're a man dressed as a girl. Everyone is going to laugh and point at you. Paige isn't just sending you out on a humiliating walk around the mall though sissy. No, your hot cruel girlfriend has an assignment for you to complete while you're wiggling around in public. She wants you to visit her favourite lingerie store and STEAL a pretty little panty and bra set for her. Not only will everyone be pointing, giggling and laughing at you, in your dress and heels, but you're gonna have to steal lingerie at the same time... Good luck sissy! haha! Oh and while you're out stealing panties for Paige, she's going to be treating a real man to all the bedroom fun he can handle. Real-man sex for him - sissy humiliation for you!

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27795 - Toolbox Torture

Cruel Girlfriend Roxy wants to ungag you for the final stage of your ordeal so that she can revel in your relentless screaming, begging and crying. She continues to unleash a truely sadistic array of torturous punishments on your stapled loser-stick. Using her heavy metal clamp to squash your useless cock and balls to the brink of bursting. Roxy ensures you can't avoid witnessing your own pitifull abuse by clamping youreyes wide open. You'll have no choice but to watch as she destroys your balls and leaves you with scars that will stay with you for the rest of your worthless life.

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27794 - Toolbox Torture

Heartless girlfriend Roxy has a sadistic plan. You're going to be hogtied in the middle of the room, gagged and helpless as she inflicts an endless and agonising nightmares of vicious tortures on you. Shewants to leave you screaming as she makes you suffer for her, looking up at her in fear. Roxy has a toolbox full of implements of terror that she intends to use on you. After a nightmare anal punishment fuck with her screwdriver she escalates your abuse with a brutal ball shaving, a vicious plier ordeal and then with your loser-stick clamped at her mercy she brutally secures your useless meat to the bed with her staple gun ready for her to inflict her final cruelties.

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47014 - Pay For Your $i$$y A$$fucking

Hot cuckolding princess Della is heading out to the club tonight. She's making a real mess in the bathroom with all her make-up and decides the best way to clean it up is to order you to slurp up the filthy muck accumulating in the basin. After she's made you lick up her makeup scum, she explains to you what's gonna happen tonight. You're going to accompany your hot young girlfriend to the club, where she has arranged for you to meet 2 very horny gay guys. She's handing you over to them to get your sissy holes ruined and to top it all off - you're gonna have to pay for the priviledge too. You're going to give them your money and they're going to fuck the daylights out of you while your pretty girlfriend has her own fun with a real man of her own.

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24925 - Punishment Promise

Balcan Beauty Natalie is one pissed off cruel girlfriend. She's such a pretty, cute, young European princess but she can still find so many ways to make you suffer for her. You've been a good obedient little bitch for her. You've taken her on expensive shopping trips and paid for all her jewelery, pedicures, and hot teasing outfits but eventually you ran out of money and now she's going to show you just how dissappointed she is. She's going to torture you for being so worthless to her. She's going to start your torment with some spiteful kicks to your pathetic balls. She tells you that she's going to make you cry in your agony. She wants to see tears rolling down your cheeks! Despite your misery, Natalie has only just begun. She's got plans for a long, drawn-out ordeal for you. You'll take her heel in your ass, you'll take her whip and while you're tied up she's going to claw at your flesh with her nails until you bleed. Natalie is cruel!

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24594 - Humiliation Adventure (Pt 2)

Tibby is taking your humiliation to new depths. How degraded will you feel when she has you all trussed up in the mens toilets at the local park ready to be fucked by a queue of strangers? Who cares bitch? Certainly not this heartless beauty as she spitefully tells you that she wants this ordeal to really hurt you. Then when you're getting treated like the slutty little bitch you are, Tibby is going to start snapping away on her new camera - she's planning on sending copies of your humiliating performance to all your friends and family just to make your humiliation permanent.After you've been totally shamed, Tibby is locking your pathetic cock away for good. After all you're just a cock loving little fuck-hole now and you're never going to get a girl so she might as well lock it up in a tight little chastity device. She shows you just how cruel she can be by inviting her hot goddess friend over to help her totally tease and deny you and leave you suffering with the knowledge of whatyou'll never get again.

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28603 - Cuckolded by your boss

Your boss holds the camera as your cheating girlfriend Vivien leaves you a humiliating message explaining how she's been cuckolding you with your superior real-man rival. Your sweet young girlfriend does whatever your boss tells her to but NEVER does what you want her to. She has no respect for your inferior beta-male qualities and enjoys giving your boss all the real-man bedroom fun he deserves while leaving you a denied sexless little cuckold. You have to go into work everyday and obey your boss's every command knowing that every evening your girlfriend is obeying his every command too and she's loving every minute of being his obedient little sex toy.xVivienx

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23521 - Your Girlfriend is Cheating! ha Ha HA!

Hey loser! I've just come back from having lunch with your girlfriend and she's told me all about the guy she's fucking behind your back. OMG I was laughing so much when she told me why she's cheating on you - You really are pathetic aren't you Cucky? Well now that I know all about you inadaquacies and, *giggle*, short-cummings, I want to humiliate you for them! I want you to listen to my pretty European voice as I tell you just how I intend on helping your girlfriend push you deeper into your life as her cuckold. I'll ensure you're thouroughly shamed, abused and publicly ridiculed for losing your girlfriend to a real man. Cuckold, Humiliation, slapping, kicking.

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24542 - He's SO much better than you - Part 2

You've come back to grovel and beg me to take you back huh? Not a fucking chance loser. I'm with yourbest friend now so why on earth would I take back a pathetic, weak little submissive cuckold? You mustbe joking! Maybe I didn't make it clear to you the first time. Maybe I broke it to you too gently, soI guess I'll just have to explain to you in the most heartless way I can exactly why I'd never evertake your worthless body back. Oh but maybe I'll watch you as you cry and plead for me to let you stay in my life. Maybe I'll make you go down on your knees to grovel at my feet as I laugh at just how much you're willing to humiliate yourself for me. And then just when you think you've convinced me, I'll laugh in your stupid face. I will NEVER take you back loser.

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25703 - Lingerie Cuckold (Pt 1 - Cuckolded)

Cruel Cuckolding girlfriend Tibby is fucking your best friend and she just can't wait to rub it your pathetic face. Not only is she getting all the real man action from him that you could only dream of giving her, she's also funding their luxury lifestyle of expensive restaurants and nights at the bars and clubs by draining your savings. She's pushing you deeper into debt but she just doesn't care. As soon as she maxes out one credit card she starts on another. She's just bought a really cute lingerie set on your latest card but don't think for one second it's for your benefit.She just gives you a tormenting preview of what your best friend is going to get his hands all over later - you're just her frustrated little outfit tester.x Tibby x

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26673 - Sissy Cuckold Uniform

OMG Cucky, your boss and I have just been shopping together and we've found a totally humiliating little uniform for you to wear. We're going to laugh so much when we put you into your sissy little uniform and there's nothing you can do about it. If you don't do as you're told you'll lose your hot girlfriend AND your job *giggle*. I suggested to your boss that you should wear your ridiculous little uniform to your big important meeting next week - it will be so funny sending you into the office for all the hot interns to laugh at you dressed up like a little sissy bimbo. Everybody in the office will know that your boss and I are fucking and you're just our pathetic little sissy-cuck - how humiliating for you loser!

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47206 - Sissy Sold into Porn

Your hot bitchy girlfriend Vicky wants to take a vacation with the girls. She plans on spending some time in the sun partying with some real men. She tells you that she wants to take a lot of money with her. To spend on cute little bikini sets to please the boys and lots of drinks to get her and the girls in the mood for partying. Vicky has come up with a humiliating plan to exploit you for cash. She's going to get you all dressed up like a cute little girl and orders you to work in the porn industry. Don't expect a nice girlie lesbian shoot either sissy. Na-ha! Vicky is going to have you sucking on big black cock in emasculating gay porn movies. Vicky has picked out a cute little outfit to put you into and teases you with the details of the predicament you're going to find yourself in - bent over with your pretty skirt up over your ass as a big black porn stud fucks you like a slut. You're gonna have to shoot a lot of movies to pay for Vicky's luxury vacation sissy so you'd better get used to taking cock!

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24730 - I'm your Princess, your wallet is mine!

Material girls like Louisa don't come cheap. She has plans to drain your bank account and leave you with absolutely nothing. She coldly explains how she will take your cash to finance her luxurious lifestyle, to fund all the little luxuries a cruel girlfriend like her expects. She has no intention of giving you anything in return other than her mocking humiliation as she squeezes every last penny out of you. She knows a loser like you can't satisfy her in any other way than financially so she's going to take SO much enjoyment taking everything you have.

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23327 - Gym Diva Humiliation (Pt 2)

You're such a worthless cuckold loser and Tibby spells out in heartless detail all of your humiliating inadaquacies. She gives you the verbal beat-down you deserve, telling you how much better than you she is and how much better than you your hot real-man rival is. The reality of just how pathetic you are will hit home as Tibby sneers insult after insult at you, sparing not one single feeling. You're nothing but a useless teased and denied loser to her. x Tibby x

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24593 - Humiliation Adventure (Pt 1)

You're stunning girlfriend Tibby is fucking everybody you know - everybody except you that is. She's sleeping withyour work colleagues, your friends, even strangers but she keeps you permanently humiliated and denied. Tibby has found a book that's giving her spiteful ideas to humiliate you further and she going to try them out one by one. First on her list is to put you into lingerie and send photos of you to the guy she's fucking at your work...

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23402 - Sperm Cuckold (Pt 2)

Not content by simply destroying your manhood with the humiliating details of how your cruel girlfriend Roxy has been cheating on you with everyone you know. Not content with exposing you to the slimey cum filled condoms of each of your girlfriends cuckolding conquests. Roxy wants to utterly humiliate and emasculate you to a whole new level. She takes the condom from one more of her lovers - a black guy you could never even dream of being able to compete with in the bedroom, and pours the contents into your special cuckold cum glass. She taunts you mercilessly as she empties each of the loads from each of your real-man rivals into your glass and serves you a disgusting cum coctail. You'll gag as she orders you to slurp up every last drop of real-man cum as she laughs at just what a pathetic cum-drinking cuckold she's turned you into. Don't spill a drop cucky or Roxy will push you to the floor and orders you to lick up the slimey gooey mess.

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25704 - Lingerie Cuckold (Pt 2 - Humiliation Party)

After a night of bedroom fun with your best friend, your cruel girlfriend Tibby and her real man lover have decided to throw a humiliation party for you. Your going to be tied up, spat on, bitten, beaten, slapped, punched, kicked and pissed on by a group of spitefull goddesses and there's nothing you can do about it. Tibby has made her mind up and has planned yourordeal with meticulous detail. Once the girls have all had their fun with you Tibby plans to get really serious. She's asked all the girls to bring enormous strap-ons to the party and guess who's going to be the cock-hungry little party girl? That's right bimbo-bitch... You are!x Tibby x

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23401 - Sperm Cuckold (Pt 1)

A slimey plate full of dirty used condoms is waiting for you Cucky. Your cheating girlfriend Roxy has been saving up the loads deposited by each of her real-man lovers. She torments you with the humiliating details of how she's been cheating on you behind your useless cuckold back. She takes delight in twisting the with every hurtful detail of all the bedroom fun she's been having while you sit at home and wait like an obeient little cuckold. Your boss, your best friend, your football buddies, the guy at the local shop. She's taken every opportunity to be unfaithful to you. She's been laughing with your real-man rivals about how hurt you'll be when you find out what they've been up to. 5 Big real-man condoms full of real-man cum waiting for you on a special slimey cuckold cummy plate.

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47013 - Pay For Your $i$$y A$$fucking

Hot cuckolding princess Della is heading out to the club tonight. She's making a real mess in the bathroom with all her make-up and decides the best way to clean it up is to make you to slurp up the filthy muck accumulating in the basin. After she's made you lick up her makeup scum, she explains to you what's gonna happen tonight. You're going to accompany your hot young girlfriend to the club, where she has arranged for you to meet 2 very horny gay guys. She's handing you over to them to get your sissy holes ruined and to top it all off - you're gonna have to pay for the priviledge too. You're going to give them your money and they're going to fuck the daylights out of you while your pretty girlfriend has her own fun with a real man of her own.

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47205 - Sissy Sold into Porn

Your hot bitchy girlfriend Vicky wants to take a vacation with the girls. She plans on spending some time in the sun partying with some real men. She tells you that she wants to take a lot of money with her. To spend on cute little bikini sets to please the boys and lots of drinks to get her and the girls in the mood for partying. Vicky has come up with a humiliating plan to exploit you for cash. She's going to get you all dressed up like a cute little girl and orders you to work in the porn industry. Don't expect a nice girlie lesbian shoot either sissy. Na-ha! Vicky is going to have you sucking on big black cock in emasculating gay porn movies. Vicky has picked out a cute little outfit to put you into and teases you with the details of the predicament you're going to find yourself in - bent over with your pretty skirt up over your ass as a big black porn stud fucks you like a slut. You're gonna have to shoot a lot of movies to pay for Vicky's luxury vacation sissy so you'd better get used to taking cock!

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23365 - Cucked By 2 Girls

Your hot Girlfriend Vivien is so turned off by you, so frustrated of your pathetic inadaquacies in the bedroom, so disgusted by your submissiveness that she's found another lover. She takes delight in explaining to you how useless you are and shames you with the revelation that your new replacement in the bedroom is another woman. She humiliates you with heartless detail after detail of how your weak and worthless body cannot compare to the pleasure she is having with her new model girlfriend. She decides she's not going to leave you though, Vivien and her beautiful new girlfriend are keeping you around to be their teased and denied lesbian cuckold - tied and gagged at the end of their bed while they please each other and pretend you're not even there. x Vivien x

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24660 - Orgasm Humiliation Assignment

Your cruel girlfriend Jess never lets you cum without enduring some form of humiliating experience as payment. Orgasms are for real men and you are not a real man. If you want to have the same sort of fun that a real man is able to enjoy you're going to have to complete Jess's humiliating little assignment. She's got something planned for you that's going to cause you a great deal of embarrasment but you'll do it just to earn those few seconds of pleasure wont you loser? She's going to send you to the mallwith a sissy-shopping list and if you're good and follow all of her make-you-blush instructions you'll get a shamefull little sissy-orgasm. How much do you want to cum loser?

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24541 - He's SO much better than you - Part 1

I'm going to tell you why I'm going to leave you for your best friend. I've been spending a lot of time with him while you sit at home with your pathetic hand and a box of tissues to keep you company. You're so pathetic! He's hot, successful, muscular, confident, charismatic and wealthy and you... well you are none of those things. You're lucky I've kept you around for so long, but your time is running out cucky, your best friend is too good in bed to just have him once in a while. I want him all the time now. I'm going to really enjoy watching you sob your heart out as I cruelly leave you for your real-man buddy. But don't waste all those tissues on your tears cucky, because from now on they're your only sex-life.

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30266 - Extreme Torture for Jerking Off

Your evil and sadistic girlfriend Vivien has caught you jerking off to your collection of girlie-magazines and she is so disgusted! She banned you from jerking off months ago and she's furious that you've tried to sneak one out without her permission. Your punishment is going to be extreme!She's going to tie you down so that you are completely helpless and totally unable to defend youself against what she's about to do to you. She's going to give you the most abusive sissy-fucking imagineable. This is NOT going to be a humbling and emasculating introduction to her strap-on. Oh no! She has no intention of gently order you to experience a girlie humiliation fuck. Your about to get the most frightening punishment fuck of your nightmares!Vivien shows you the implements of terror she plans to use on your virgin hole and explains the horrific suffering you can expect to endure as she puts each into you. She watches the tears rolling down your face but she's only just begun - you have much more agony on the way! After your ass has been suitably tortured she moves onto your balls without a shred of mercy. How can any girl be quite so cruel?

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61038 - Live Like Trash

Super-hot girlfriend Chloe needs you out of the apartment so she can start living the kind of lifestyle a pure-perfection princess like her deserves. She wants to spend her time with real men. Strong, confident alpha males... not weakling cuckolds like you. She's decided to evict you from your own apartment so that she can enjoy as much time with her studs as she likes without you hanging around drooling like the pathetic wimp you are. Heartless Chloe isn't content with just throwing you out either cucky. She's making you live in the pile of trash in the back alley. Chloe wants you to live like the scum you are tormented by the sight of her coming and going with all the real guys she's going to be seeing from now on.

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60997 - Ditched loser

Hahaha! How long did you wait in the club before you realised your hot girlfriend, Amai, had left with the 2 doormen you saw her talking to huh loser? Everybody in the club saw you all alone, waiting for the hot girl you were with to come back... but she didn't come back did she cucky? No. Your cute girlfriend was too busy with her 2 new friends to even remember you existed. While she was doing all the wild kinky things with two real men, you were patiently waiting for her to come back from the ladies bathroom like a pathetic cuckold wimp. Your perfect girlfriend was cheating on you and laughing at you behind your back. Amai tells you all about the awesome night you missed out on, and totally humiliates you for being a cuckold weakling left waiting at the club.

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26602 - Ordered To Be A Bimbo Stripper

Ok Sissy. Your cruel girlfriend Jess has spent all your hard earned money. She has blown every last cent of your savings. She has bled you dry and you have nothing left to offer her. Normally she'd dump your pathetic little arse. She'd crush your heart by telling you just what sort of submissive little loser you are to her. She'd laugh as she watches your eyes well up with tears at the thought of being without her. Princess Jess has another plan for you though sissy. She's realised just what a panty wearing little bimbo you really are and she's going to send you to work at her REAL boyfriends strip club. You have no choice - she makes you work the poles and you're going to bring every last dollar back to her.

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61039 - Live Like Trash

Super-hot girlfriend Chloe needs you out of the apartment so she can start living the kind of lifestyle a pure-perfection princess like her deserves. She wants to spend her time with real men. Strong, confident alpha males... not weakling cuckolds like you. She's decided to evict you from your own apartment so that she can enjoy as much time with her studs as she likes without you hanging around drooling like the pathetic wimp you are. Heartless Chloe isn't content with just throwing you out either cucky. She's making you live in the pile of trash in the back alley. Chloe wants you to live like the scum you are tormented by the sight of her coming and going with all the real guys she's going to be seeing from now on.

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30382 - Sissy Made-Bi Party Girl

Amber Leigh is having a cocksucking party tonight for all her gay friends. She's told them all about you, her submissive little sissy-girl wannabe, and they're all looking forward to meeting you. Amber has no intention of being nice and sweet about this, she has no desire to gently lure you into coming to terms with your unfortunate situation, oh no! Amber wants to frighten you with every tiny detail of your forthcoming ordeal. She explains in the nastiest cruelest possible way just how you're going to be used, facefucked, assfucked, humiliated and degraded by all of her gay friends. She tells you how you have no choice in the matter. This is going to be a cocksucking party. A cum eating party. A Bi party.

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30372 - Busty Girlfriend's Evil Punishments

Euro-babe Veronica is in a bad mood and wants to make herself feel better which means making you feel a whole lot worse. Inflicting pain on you is her way of cheering herself up - it makes her feel good to watch you suffer. She takes her wickedly high heeled shoe and stabs you in the back watching you tremble as she digs the heel deep into your flesh. Next she wants to walk all over you in her evil shoes giving you agonizing bruises that will last for weeks.So far you've had it easy though slut. Her next implement of torture will make you run cold. Veronica wraps a truly sadistic heavy metal knuckle duster around her fist and explains how she plans to give you a merciless ballbusting ordeal that you'll never forget.She hates you loser and she wants you to shake with fear every time you see her face. Her cold explanation of how she plans to torture you without any shred of mercy is truly frightening.

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30368 - Sissy Maid Sent to the Laundrette

Sissy maids like you deserve to do your humble little duties in the most humiliating of situations. That's why I'm going to dress you up in your ridiculous little satin maids uniform and send you down the high street to that busy little laundrette to wash my lingerie and bedding. OMG Everbody is goingto laugh at you so much when they see you teeter through the doors with all of my laundry. They're all going to know it wasn't you and me getting the bedding all dirty and they're going to know that all of my sexy lingerie wasn't for your benefit. Everybody will know you are just a pathetic cuckold sissy who's been ordered to walk out in public just because your heartless little princess has made you!

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30373 - Bar Humiliation

You gathered up all of your courage and invited perfect hottie Rhapsody out on a date in front of all her bitchy girlfriends. Big mistake loser!Rhapsody is totally embarrassed that a pathetic pig like you would even think for a second that you'd have a chance with a princess like her. And to have the nerve to do it in front of her girls was an insult too far. She's going to put you down in the most humiliating way imaginable. Let's face it loser, girls like Rhapsody don't date weak little submissives like you. They date real men,strong, goodlooking, wealthy, confident men. Rhapsody carefully points out just how you fail to measure up. Rhapsody dates Alpha males, not pathetic beta males like you. The most you can hope for is to serve her and her man as they enjoy their life together. You could fetch them drinks, drive them to their dates and help out with fluffing duties in the bedroom. That's right cucky, Rhapsody plans to put you on your knees and orders you to suck her mans cock to get him hard and ready for her. You'll be dressed in her pretty lingerie sent around to her man's apartment and reduced to the sissy cocksucking cuckold you really are. Then you'll drive them to the bar with her mans cum all over your loser face.

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47222 - Sissy Cuck has to Steal

Your stunning cheating girlfriend Paige Turnah has had a wickedly humiliating idea. She's decided she's going to put you into girlie clothes. She picks out a cute dress for you to wear and a pair of high heels for you to wobble around on. She finds it so funny that when she sends you out into public in all this girlie clothing everybody is going to see you're a man dressed as a girl. Everyone is going to laugh and point at you. Paige isn't just sending you out on a humiliating walk around the mall though sissy. No, your hot cruel girlfriend has an assignment for you to complete while you're wiggling around in public. She wants you to visit her favourite lingerie store and STEAL a pretty little panty and bra set for her. Not only will everyone be pointing, giggling and laughing at you, in your dress and heels, but you're gonna have to steal lingerie at the same time... Good luck sissy! haha! Oh and while you're out stealing panties for Paige, she's going to be treating a real man to all the bedroom fun he can handle. Real-man sex for him - sissy humiliation for you!

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30367 - Eat from the dog dish or lose your balls!

Remember last valentines day cucky? We had a nice romantic meal in that expensive restaurant you liked to take meto just to try to impress me? Well, your days of sitting accross a candle-lit table with me are long gone loser! You disgust me - I hate looking at your pathetic ugly face so from now on you're gonna be eating like a dog on the floor. You're going to learn to eat the scraps of food that I dump into your little doggy-dish every meal time. You had better hope I have lots of cold, disgarded, food on my plate bitch otherwise I will have to put real dog food down your disgusting throat! Oh and just to be extra spitefull - I'm going to spit into your dish to - maybe it'll help wash the gross mush down *giggle*. Once you're properly trained as my perfect little doggy I'm going to show you off at my dinner party - all my girlfriends are coming over this weekend to see my new pet. Don't disappoint me though bitch or I'll personally remove your tiny doggy balls as punishment.

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24679 - Niteclub Humiliation

Your cruel European ex-girlfriend Lolly is going to drag you to the hottest niteclub in town by your leash. All of her bratty girlfriends are going to spend the night using you like the pathetic little cuckold loser you really are. In between the humiliating insults and running to the bar to buy their drinks Lolly spitefully describes how she'll flirt with real men in front of you, ordering you to dip into your wallet for them and ridiculing you for being the useless little idiot you really are. Of course Lolly has much more humiliation in store for you than simply making you pay for her, her girlfriends and her boyfriends drinks. She steps it up by totally embarrasing you in the middleof the niteclub. You're going to have to face the real men in her life with humiliating additions to your appearance.

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29399 - Put into girlie clothes and spanked by my new boyfriend!

Hey cucky. As you can see I have been out shopping for new lingerie. I'm sure you'd love me to tell you it's all for you benefit but we both know you don't get any bedroom privileges any more. Na-ha, you just get to dream of what it must be like to be with a girl like me while your real-man rival gets to have all the fun.And while we're on the subject, I've found a new boyfriend who really knows how to take care of me in the bedroom. He has it all loser - and you have nothing! Anyway, I've decided it's time he got to see what a loser you are so I've invited him around. I'm going to put you inta a cute girlie dress and he's going to put you over his big manly knees and spank the crap out of you as I watch and laugh! OMG I'm even going to video your humiliating ordeal so that I can show everybody what a sissy cuckold bitch I've turned you into! Ha Ha!

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25008 - Bitch In Jeans

Perfect dream girlfriend Nikita has found your stash of porn magazines and she's furious! Seeing as you like looking at girls in panties so much she decides the punishment should fit the crime and that means you're going to get put into pink frilly panties and matching bra. But that's just the start sissy, Nikita's goingto have you stared at just like you've been doing to the girls in your magazines so she's dragging you around the shops in your humiliating outfit for everyone to see. She wants the whole world to see what a pathetic little panty lover you really are. Save your sissy tears of embarrassment though bimbo-girl because it only gets worse. Nikita's going to put you into a pretty polka-dot dress for all your friends to see you in and then give you an emasculating public punishment fuck.

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26673 - Sissy Cuckold Uniform

OMG Cucky, your boss and I have just been shopping together and we've found a totally humiliating little uniform for you to wear. We're going to laugh so much when we put you into your sissy little uniform and there's nothing you can do about it. If you don't do as you're told you'll lose your hot girlfriend AND your job *giggle*. I suggested to your boss that you should wear your ridiculous little uniform to your big important meeting next week - it will be so funny sending you into the office for all the hot interns to laugh at you dressed up like a little sissy bimbo. Everybody in the office will know that your boss and I are fucking and you're just our pathetic little sissy-cuck - how humiliating for you loser!

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30266 - Extreme Torture for Jerking Off

Your evil and sadistic girlfriend Vivien has caught you jerking off to your collection of girlie-magazines and she is so disgusted! She banned you from jerking off months ago and she's furious that you've tried to sneak one out without her permission. Your punishment is going to be extreme!She's going to tie you down so that you are completely helpless and totally unable to defend youself against what she's about to do to you. She's going to give you the most abusive sissy-fucking imagineable. This is NOT going to be a humbling and emasculating introduction to her strap-on. Oh no! She has no intention of gently order you to experience a girlie humiliation fuck. Your about to get the most frightening punishment fuck of your nightmares!Vivien shows you the implements of terror she plans to use on your virgin hole and explains the horrific suffering you can expect to endure as she puts each into you. She watches the tears rolling down your face but she's only just begun - you have much more agony on the way! After your ass has been suitably tortured she moves onto your balls without a shred of mercy. How can any girl be quite so cruel?

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47206 - Sissy Sold into Porn

Your hot bitchy girlfriend Vicky wants to take a vacation with the girls. She plans on spending some time in the sun partying with some real men. She tells you that she wants to take a lot of money with her. To spend on cute little bikini sets to please the boys and lots of drinks to get her and the girls in the mood for partying. Vicky has come up with a humiliating plan to exploit you for cash. She's going to get you all dressed up like a cute little girl and orders you to work in the porn industry. Don't expect a nice girlie lesbian shoot either sissy. Na-ha! Vicky is going to have you sucking on big black cock in emasculating gay porn movies. Vicky has picked out a cute little outfit to put you into and teases you with the details of the predicament you're going to find yourself in - bent over with your pretty skirt up over your ass as a big black porn stud fucks you like a slut. You're gonna have to shoot a lot of movies to pay for Vicky's luxury vacation sissy so you'd better get used to taking cock!

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26773 - Spit Punishment

Your cheating Baltic girlfriend Natalie has decided to take you to new depths of humiliation. Looking cute in her short schoolgirl skirt and white knee-socks and tied-up blouse you'd never believe just how heartless she can be to you. She tells you that you don't deserve to be with such a hot young girl, and that she's disgusted at the thought of being with you. The only thing a pathetic little loser like you deserves is her spit. Being ordered to drink a hot European bitch's spit would be humiliating enough but Natalie wants to take your degradation to another level. She's going to invite all of her friends around to spit into a glass and watch you drink every last drop as they all laugh at you. If one vicious little Baltic girlfriend can be this spiteful - imagine what 10 of them would be like!

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47013 - Pay For Your $i$$y A$$fucking

Hot cuckolding princess Della is heading out to the club tonight. She's making a real mess in the bathroom with all her make-up and decides the best way to clean it up is to make you to slurp up the filthy muck accumulating in the basin. After she's made you lick up her makeup scum, she explains to you what's gonna happen tonight. You're going to accompany your hot young girlfriend to the club, where she has arranged for you to meet 2 very horny gay guys. She's handing you over to them to get your sissy holes ruined and to top it all off - you're gonna have to pay for the priviledge too. You're going to give them your money and they're going to fuck the daylights out of you while your pretty girlfriend has her own fun with a real man of her own.

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47014 - Pay For Your $i$$y A$$fucking

Hot cuckolding princess Della is heading out to the club tonight. She's making a real mess in the bathroom with all her make-up and decides the best way to clean it up is to order you to slurp up the filthy muck accumulating in the basin. After she's made you lick up her makeup scum, she explains to you what's gonna happen tonight. You're going to accompany your hot young girlfriend to the club, where she has arranged for you to meet 2 very horny gay guys. She's handing you over to them to get your sissy holes ruined and to top it all off - you're gonna have to pay for the priviledge too. You're going to give them your money and they're going to fuck the daylights out of you while your pretty girlfriend has her own fun with a real man of her own.

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47205 - Sissy Sold into Porn

Your hot bitchy girlfriend Vicky wants to take a vacation with the girls. She plans on spending some time in the sun partying with some real men. She tells you that she wants to take a lot of money with her. To spend on cute little bikini sets to please the boys and lots of drinks to get her and the girls in the mood for partying. Vicky has come up with a humiliating plan to exploit you for cash. She's going to get you all dressed up like a cute little girl and orders you to work in the porn industry. Don't expect a nice girlie lesbian shoot either sissy. Na-ha! Vicky is going to have you sucking on big black cock in emasculating gay porn movies. Vicky has picked out a cute little outfit to put you into and teases you with the details of the predicament you're going to find yourself in - bent over with your pretty skirt up over your ass as a big black porn stud fucks you like a slut. You're gonna have to shoot a lot of movies to pay for Vicky's luxury vacation sissy so you'd better get used to taking cock!

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47221 - Sissy Cuck ordered to Steal

Your stunning cheating girlfriend Paige Turnah has had a wickedly humiliating idea. She's decided she's going to put you into girlie clothes. She picks out a cute dress for you to wear and a pair of high heels for you to wobble around on. She finds it so funny that when she sends you out into public in all this girlie clothing everybody is going to see you're a man dressed as a girl. Everyone is going to laugh and point at you. Paige isn't just sending you out on a humiliating walk around the mall though sissy. No, your hot cruel girlfriend has an assignment for you to complete while you're wiggling around in public. She wants you to visit her favourite lingerie store and STEAL a pretty little panty and bra set for her. Not only will everyone be pointing, giggling and laughing at you, in your dress and heels, but you're gonna have to steal lingerie at the same time... Good luck sissy! haha! Oh and while you're out stealing panties for Paige, she's going to be treating a real man to all the bedroom fun he can handle. Real-man sex for him - sissy humiliation for you!

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27795 - Toolbox Torture

Cruel Girlfriend Roxy wants to ungag you for the final stage of your ordeal so that she can revel in your relentless screaming, begging and crying. She continues to unleash a truely sadistic array of torturous punishments on your stapled loser-stick. Using her heavy metal clamp to squash your useless cock and balls to the brink of bursting. Roxy ensures you can't avoid witnessing your own pitifull abuse by clamping youreyes wide open. You'll have no choice but to watch as she destroys your balls and leaves you with scars that will stay with you for the rest of your worthless life.

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27794 - Toolbox Torture

Heartless girlfriend Roxy has a sadistic plan. You're going to be hogtied in the middle of the room, gagged and helpless as she inflicts an endless and agonising horror of vicious tortures on you. Shewants to leave you screaming as she makes you suffer for her, looking up at her in fear. Roxy has a toolbox full of implements of terror that she intends to use on you. After a nightmare anal punishment fuck with her screwdriver she escalates your abuse with a violent ball shaving, a vicious plier ordeal and then with your loser-stick clamped at her mercy she brutally secures your useless meat to the bed with her staple gun ready for her to inflict her final cruelties.

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28603 - Cuckolded by your boss

Your boss holds the camera as your cheating girlfriend Vivien leaves you a humiliating message explaining how she's been cuckolding you with your superior real-man rival. Your sweet young girlfriend does whatever your boss tells her to but NEVER does what you want her to. She has no respect for your inferior beta-male qualities and enjoys giving your boss all the real-man bedroom fun he deserves while leaving you a denied sexless little cuckold. You have to go into work everyday and obey your boss's every command knowing that every evening your girlfriend is obeying his every command too and she's loving every minute of being his obedient little sex toy.xVivienx

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