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Countess Crystal Knight - Bikini Mind Fuck

The sexiest, greatest mind fuck of all time. Nothing is harder to resist than my curves in a TeaseUm bikini. I know how weak I make you as you drool over my body in such a small article of clothing. These tits take you deep into submission as my words guide you to the edge. This is going to be the hardest you’ve ever been and the hardest session to ever wrap your head around. You know I love teasing and mind fucking you, so why not do two at once and give you the greatest bikini worship session you will ever see.

File Size : 391 MB, Resolution : 1920x1080, Duration : 8 min, File Type: MP4

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Miss Bethany - Strip Club Sissy Waitress

I've found you the perfect job sissy. I get to dress you up in pretty girlie things, make you look like a complete slut and send you off to a humiliating fate every night. The great thing is because it's an evening job you can still keep up the pretence of being a man during the day and go to your day-job. You'll have 2 jobs - One for when you're pretending to be a normal guy during the day and one your Cruel Girlfriend sends you to all dressed up like a girl! How perfect is your life huh? You're going to be working at the strip club. Don't worry sissy, I'm not sending you out to work as a stripper - not until I've completed your feminization at least. No, your new job will be as one of the club's hostess girls. Your cute girlie uniform will be staying on. All you need to do is wait tables, fetch drinks for guys and clean up. You have nothing to worry about sissy. It's pretty dark in the club so people probably won't even notice you're really a boy. You'll be wearing a slutty uniform, fishnet stockings, a pair of tiny hotpants, a cute crop-top and heels. I'll make you look so slutty with lots of makeup, big lashes, a long blonde wig and a big pair of false tits stuck to your chest. You'll blend right in sissy. I'm sure you'll get used to leery guys grabbing you and pinching your bottom as you run around for them. You'll soon ignore the giggles from the hot lap-dancing girls who know your secret. You'll know how to handle the drunk guys who want to pay for 'extras'. I think you'll really enjoy your new sissy night-job and I'm definitely gonna enjoy all the tips you bring home to me!

File Size : 617 MB, Resolution : 1920x1080, Duration : 12 min, File Type: MP4

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Princess Miki - Feel Shame As You Cum, Porn Addict

You’re a lifelong porn addict, and lately, you’ve turned mostly, or strictly, to humiliation porn. You should be ashamed of yourself, to be able to get off to something like that. Girls keep telling you that you’re a worthless idiot, that you’re unfuckable, that you’re stupid, and you can cum to that. Yes, because all these things apply to you, and yes, because you’re rather shameless about cumming to your shame.
Usually I passively let you cum. Sure, whatever, cum to My fingers forming the loser symbol. But what I really want you to feel is shame. True shame for your pathetic state.
I’m going to berate you as you cum, because that’s what you deserve. Losers like you don’t deserve to enjoy their orgasm. Losers like you don’t really deserve to cum at all, but I’m letting you, so I can make the only thing you look forward to in the day less enjoyable.

File Size : 1.02 GB, Resolution : 1920x1080, Duration : 14 min, File Type: MP4

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Ellie Idol - You’re Stuck In The Loser Cycle

Are you a loser? Yes, you are. You’re on this website, browsing all the humiliation clips because you know deep down that you are a loser. And it gets you off. It makes you so horny to hear what a loser you are. To hear me speak those words. You know what you are, you’ve known it for a long time, because ever since you were young, that word has been thrown at you. “You’re a loser.” “What a loser.” You heard it so much that it became your obsession, it became your kink to be told over and over again what a pathetic loser you are. The type of loser who always missed out, never getting the girl.

You’re a compulsive masturbator who’s addicted to humiliation websites. You stroke that loser dick over and over again, that sexless dick that doesn’t see any action. It’s always in your hand, isn’t it loser? You’re always stroking that loser cock to brats, you’re addicted. You can’t get off to normal porn like the rest of society.

File Size : 591 MB, Resolution : 1280*720, Duration : 8 min, File Type: MP4

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Princess Lyne - Full Blown Shiny Addict pt 8

I begin this next shiny clip by making you take off ALL YOUR CLOTHES and get down on you knees. I’m going to teach you exactly how I want you to worship Me. Doesn’t it feel so humiliating, being down on your knees, naked and jerking to Me in this shiny bikini, knowing how pathetic you must look?! Haha! Your addiction completely controls you… you’re jerking to Me in My shiny bikinis, dresses, whatever, it’s almost involuntary at this point. As soon as you see Me in anything shiny, your dick grows rock hard and you can’t help but to start touching yourself. You know what that means? YOU ARE FULLY ADDICTED TO ME IN SHINY!! Well hey, I think it’s time I cut you a break… maybe I’ll even let you cum this time. Or… hmm… you know what, maybe I’ll get you right to the brink and then ruin it instead, LOL! AND THE BEST PART: it doesn’t even matter because either way after this clip your addiction will grow tenfold, guaranteed!

File Size : 550 MB, Resolution : 1920x1080, Duration : 15 min, File Type: MP4

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Kaitlin Grey - Bratty Ruined Orgasm CEI

So you're the kind of idiot weakling that knows you'll never be good enough to get a hot girl like me but it's not going to stop you craving some kind of sexual attention from girls way way out of your league. Who could blame you huh? I'm unobtainably hot! I have the perfect body, awesome tits, a cute ass and gorgeous looks - it must totally suck to be you knowing girls like me wouln't EVER be interested in a loser like you. So where does that leave you? You either have to get your kicks fucking fat ugly girls in your own paygrade or you submit to being humiliated and ridiculed by hotties like me for our amusement. You get a slither of attention from the popular girls and we get entertainment. You'd love to be allowed to cum for me wouldn't you? You'd love to blow out a loser-load while I verbally berate you and laugh at you so guess what - that's exactly what you're going to get.

I'm going to let you jerk that pathetic cock of yours while I tell you what a fucking loser you are. Jerk it you reject WIMP! Jerk your useless beta cock while I laugh at you! Keep going fucktard - keep going until you're just about to cum. Can you imagine how good it would feel if I wasn't humiliating you right now - that I actually wanted you to cum for me instead of it being a way of emasculating and degrading you. But no - the thought of you enjoying a nice big pleasurable orgasm from me being nice to you makes me sick so you're NOT going to enjoy yourself tonight. This orgasm is going to be ruined - are you ready to waste your fun for me loser?

File Size : 556 MB, Resolution : 1980*1080, Duration : 11 min, File Type: WMV

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Jessie Boulevard - Sshhh They Think You're a Real Girl

With you totally encased in that thick latex suit, your big pumped up tits and your waist pulled in extra tight it's no surprise they all think you're a real girl. The big rubber blow-job lips hole is the only open part of your suit that connects you to the real world. The impossible ballet heels locked onto your feet add that extra feminine detail as well as make you completely helpless. All the guys I've invited think you're a submissive GIRL who wants to be used in total anonymity - I suggest for your sake you keep it that way. If any of these thugs find out you're actually a feminized sissyboy I'd dread to think what they'd do to you. You'd better make sure you totally convince them that you're a real girl, sissy! You'd better have all your girlie mannerisms perfected - a cute nod when they order you to do something. A feminine 'Yes sir' when you are commanded to bring your cock-hole to their hard cocks. You'd better make the prettiest noises while they're filling your throat with cock. This is going to be way more difficult for you than when I put you to work in the gloryhole. You're gonna have to be a girl with your whole body - not just your mouth! I wonder how long it'll take the guys to realise the big rubber plug in your ass can be removed?.. and replaced with their big Alpha cocks.

File Size : 670 MB, Resolution : 1920x1080, Duration : 12 min, File Type: MP4

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Star Nine - Kneeling at my Feet - a Nylon Asmr Experience

I know what My good boy craves, some quiet time at My feet. Expensive leather dangling from shiny smooth silky oily gossamer nylon. So delicate.
Everyone deserves a place where they belong. ust quiet your mind & listen.

File Size : 705 MB, Resolution : 1920x1080, Duration : 9 min, File Type: MP4

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Lucie Jones - Pegged On Webcam

One of the best things about being a Cruel Girlfriend is that the other girls LOVE to share their humiliation ideas. We get together on webcam most nights and talk about what humiliating predicaments we've put our sissies in, what techniques we've found to emasculate our cuckolds further, where we can find more secure chastity devices and how best to train our more reluctant forced-bi faggots. A whole bunch of the CruelGirlfriend team were on webcam a few nights ago and we had this amazing idea! We thought it would be fucking hilarious to dress you up in some girlie-as-can-be lingerie, get you looking as sissy as possible and then to fuck you live on webcam for all of us to see! You're gonna be made to look so pretty- panties, bra, stocking and suspenders all in some ultra-feminine pastel colour with bows and frills. I'll fix your makeup to make you look so girlish. Big flase eyelashes and bright pink lipstick - you'll look perfect! I'll make you wear a long blonde wig and then I'll tie you up in front of the webcam. You can look into the camera or stare at the hot girls who are on the screen - all of whom are watching you and waiting for your total emasculation to begin. Then I'm going to push my big hard strap-on cock into your soft girlish ass. Listen to everyone laughing at you getting pegged LIVE on cam. All the girls giggling at your utter humiliation. I'm going to power-fuck you for everyone to see. There's gonna be nowhere to hide sissy - you can only look into the camera as I fuck you over and over again from behind until you leak out a humiliating losergasm!

File Size : 667 MB, Resolution : 1920x1080, Duration : 12 min, File Type: MP4

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Mila Amora - You Can't Even Cum Like a Normal Guy

What sort of loser has to jerk off while wearing a pair of girlie pink panties huh? Not only do you wear panties, but you need to be thoroughly humiliated as you jerk off too. You need to be ridiculed and laughed at by hot girls like me, right? Good news for you loser because verbally beating you down is so much fucking fun. It's pathetic that you actually cannot get off to the thought of fucking a girl like me anymore. Without a pretty girl making fun of you, sneering down on you as you hump your loser-stick, humiliating you over and over you simply cannot cum. You should be ashamed of yourself loser. You actually deserve to be brutally humiliated and told what a fucking reject you are. I guess you’ve had to find a way of getting off to girls being so mean to you because that's the only kind of attention you get from us. If we weren't being mean to you it would be like you didn't even exist to us. You've been laughed at and humiliated by girls like me for so long it actually gets you off now - how fucking pathetic! Jerk yourself off loser - imagine I'm stood right over you, spitting on your ugly face while I stamp all over your feelings and crush your tiny ego. Understand that even though you've learned to enjoy this abuse - it's still fucking pathetic and all you'll ever deserve. Hot girls like me have taken away your right to cum like a normal guy and instead all you get is verbal humiliation and contempt. We hate you. we want you to feel emasculated and ashamed of yourself. I want you to cum from being called a loser over and over again! Want to cum loser? LOSER! LOSER! LOSER!!

File Size : 623 MB, Resolution : 1920x1080, Duration : 12 min, File Type: MP4

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