https://www.camwhoresbay.com Tue 29 Sep 2026 04:32:05 +0200 https://www.camwhoresbay.com/videos/1212477/cruel-girlfriend-madam-samantha-sissy-mind-scrub/
WARNING: This clip contains manipulative and coercive techniques and visual/audio effects to encourage the compulsion to become feminine, submissive and bi-sexual. You want to be pretty don't you sissy? You want to look just like all the pretty girls who get all the boys. You want to dress like us - in pinks and pastels. You want to wear short skirts and high heels. You want to feel silky stockings pulled high up your smooth, shaved legs and held in place with suspenders. You want your waist squeezed in tight by a constricting, shape-controlling corset. You want your girlish bottom covered is frilly, ruffled panties. You need to be a girl don't you sissy - you need to feel feminine and vulnerable. You want your whole appearance controlled by a dominant Mistress or an Alpha male. Sissies need to be controlled - you need to be told what to wear and how to look. You need to be made to grow long hair and told how it is to be coloured and styled to make you look as pretty as possible. You need to be made to wear long, impractical fingernails - painted to match your bimbo makeup. Your eyelashes will be extra long - your lipstick will be thick and glossy. Sissies like you need to look your best for real men at all times. You will practice looking submissive, practice your curtsey, practice your girlie nod, practice kneeling, practice begging - sissies need to make sure they look super-extra submissive at all times. Sissies like you will be put into the most feminine lingerie. Ribbons and bows, dainty panties and lacy bras. Sissies will be made to wear the tallest heels. Strappy platform shoes, patent boots, padlocked on to make you extra vulnerable. Your skirts will be short and flimsy, your dresses will be frilly and humiliating. You will be paraded in emasculating uniforms for girls to laugh at and for men to take advantage of. You will be collared and leashed, you will be pierced and made to wear pretty jewellery and locked in chastity. You are going to make the prettiest girl sissy - that's what you always wanted right? ]]> Tue 22 Sep 2026 06:53:31 +0200 https://www.camwhoresbay.com/videos/1212477/cruel-girlfriend-madam-samantha-sissy-mind-scrub/ https://www.camwhoresbay.com/videos/1212133/cruel-girlfriend-cocklocked-to-another-cuckold-jess/
So my best friend, Becky, has just called and invited me out on a girls night at the club - which is always fun so of course I said yes. The only problem is because it's such short notice neither of us have had time to choose cucksitters for you and her sissy-wimp of a boyfriend. There's no way I'm leaving you at home unsupervised while we're out having our fun so we've had to think up some other way to keep you two losers in check. I've got the perfect way to make sure you cuckolds behave yourselves while Becky and I flirt and dance with REAL men - and it's so simple! Once we've got you sissies all dolled up and looking pretty in your little missy-maid uniforms, we're going to hogtie you on the floor, roll you onto your sides and then padlock your chastity devices together. Haha! It'll look so sweet - the two of you fairies lying there staring into each other's eyes while your helpless cocks twitch in their shared confinement. I'll make sure you're both gagged so there's no way you can communicate other than by your muffled moans. Just lay there facing each other with your caged wimp-dicks locked together - how fucking humiliating. Your two girlfriends are out partying with real men while you squirm on the floor in your frilly dresses waiting for us to come home. And just what do you think our real men are gonna say when they come back here and see you two wriggling around on the floor huh? I can't wait to find out. Now which chastity device do you want? The pretty purple or sissy pink? ]]> Mon 21 Sep 2026 15:57:14 +0200 https://www.camwhoresbay.com/videos/1212133/cruel-girlfriend-cocklocked-to-another-cuckold-jess/ https://www.camwhoresbay.com/videos/1211809/cruel-girlfriend-becky-dee-your-sissy-whore-contrac/
Whether my sissy whores have come to me voluntarily or they're, how should I put it, a little less understanding of the predicament they're in, all whores are expected to work to a strict contract. It goes without saying that the contract is a little loaded in my favour but girls like you really should be grateful a hot pimp goddess like me is willing to employ you in the first place. Let’s get the embarrassing matter of finances out of the way first - simply put you'll pay ALL the proceeds of your whoring to me. Every single dollar comes back to me without exception - you'll be paid a small allowance to cover makeup, condoms and replacements of torn lingerie etc. If you fail to bring all of your whore tax back to me, you will be fined and punished. The next important condition of your employment concerns the 'uniform'. All my whores wear the same - a tiny black PVC skirt, a tight pink boob-tube under a denim jacket. You'll wear fishnet stockings, 6in pleaser heels and a big blonde wig. You'll carry additional popular uniforms in your slut-bag. A schoolgirl uniform and French maid uniform are often popular with the clients. Next you need to understand your working conditions. If a room at the CG **** isn't available, you'll have to walk the streets of the red-light district. You'll be expected to earn a minimum amount every night so refusal of any sexual services to any clients will be severely frowned upon. The sooner you accept the strict terms of the contract the sooner I'll be richer and happier - which is all that matters! ]]> Sun 20 Sep 2026 19:31:10 +0200 https://www.camwhoresbay.com/videos/1211809/cruel-girlfriend-becky-dee-your-sissy-whore-contrac/ https://www.camwhoresbay.com/videos/1210396/cruel-girlfriend-your-turn-on-the-mattress/
We have a special place at the CruelGirlfriend Dreamhouse just for newly acquired sissies that are struggling to accept their new position in life. We just refer to it as 'The Mattress' but it strikes fear into all our sissies hearts. The Mattress is a filthy, cum-stained, ruined mattress - thrown on the floor of our storage room. It has restraints at each corner which we use to secure our sissies before they are left there for the duration of their punishment. Punishments can be anything from a day up to a whole week - it depends on how cruel we're feeling and whether or not another sissy deserves the mattress even more. It doesn't matter how good a sissy you think you are - it's inevitable you will end up on 'The Mattress' sooner or later so when that time comes - you'd better be prepared! Sissies are brought to the mattress fully clothed in their uniforms. Usually a flimsy, satin French maid's dress but sometimes a schoolgirl or a whore. You will be 'O' gagged and sometimes blindfolded and then tightly secured with the restraints - pulling you helplessly into a spread-eagle position. This is how you will be left until your first client arrives - the first of many. You'll be fucked on the mattress until your client cums - he'll throw his used condom on the floor, wipe his cock in your dress and leave some money in the jar. Then you'll wait for the next client to arrive to do something even more degrading to you. Your helpless, cum-soaked body will stay chained to the mattress until we decide you've learned your lesson - or the jar is full - whichever takes the longest. ]]> Sat 19 Sep 2026 08:13:09 +0200 https://www.camwhoresbay.com/videos/1210396/cruel-girlfriend-your-turn-on-the-mattress/ https://www.camwhoresbay.com/videos/1210409/cruel-girlfriend-no-more-male-clothes/
Take one last look at your male clothes and say goodbye to them sissy. Every last item of male clothing you have is being destroyed and this small pile is the last of them. After I've cut, torn and burned these remaining items you'll have no male clothes left. No boxers, shirts or pants for you anymore. The only clothing you're allowed to wear from now on is GIRLS clothes. I'm putting an end to your part-time sissy dress-up games - from now on you're going to be permanently girlified. The only clothes you wear will be girls clothes and not just any girls clothes either sissy. Everything you own will be designed to make you look as feminine, submissive, and girly as possible. Pretty pinks with frills and bows. Satins and lace, short skirts and high heels - pretty uniforms and the most delicate lingerie. You'll have no choice but to dress in the most ultra-feminine ways if you ever want to leave the house. When you do eventually pluck up the courage to go out in something from your new wardrobe - can you imagine the you're going to feel? Hopelessly stumbling along in your bright pink stripper heels and tight miniskirt - desperately trying to hide the fact you're really a guy under all those girly items. You're not going to fool anyone sissy. Everyone is going to see you for what you are - a pansy little sissy-miss all dressed up because she's not allowed to wear male clothes any more. You'd better learn how to handle this much sissy - there's no more male clothes for you to hide yourself inside anymore! ]]> Sat 19 Sep 2026 04:49:37 +0200 https://www.camwhoresbay.com/videos/1210409/cruel-girlfriend-no-more-male-clothes/ https://www.camwhoresbay.com/videos/1209766/cruel-girlfriend-neighbourhood-sissy-parade-cam-gir/
Enjoying your cam-girl session, sissy? Thick makeup smeared all over your face, a cheap platinum blonde wig on your head, and sky-high heels you can barely walk in without falling over. You're wearing the most ridiculous little uniform, prancing around for me like a total pansy. You're so pathetic - literally paying to be mocked by me - embarrassed by your cam girl Princess - shamed and humiliated for my entertainment. Haha! Following my orders - Pose for me, pansy! Lift up your dress, Missy! Show me your frilly panties, SLUT! Haha! Say in your girliest voice: "Miss Megan, I'm a pathetic pansy who loves being humiliated in mortifying uniforms." Haha! You've been such a good girl for me on private-cam... But I wanna know... do your neighbours know there's a sissy living in their neighbourhood?... Huh? Do they know about your embarrassing dress-up secret?.. Because I think they deserve to know. They deserve to see your pansy-parade femme-show, and you're going to give them one hell of a performance whether you like it or not.Grab your keys and wiggle yourself out the door right now in that ridiculous outfit. Mince down your driveway in your heels that look so fucking stupid on you, trying not to fall over with every wobbling step. Hurry the fuck up bitch - get out there and perform at least ten deep curtsies for ten different neighbours and don't you dare come back inside until every single one is completed to pansy-perfection! Meanwhile, I'm gonna sit here on cam supervising the entire ordeal, laughing at the whole pathetic spectacle as you attempt to balance on your heels and do your very best not to blush with utter shame! Haha! Imagine all your neighbours peeking through their curtains with their phones to film the feminized sissy-show I've made you perform - exposing you for the neighbourhood's amusement. Teeter out there and give deep girly curtsies to all the passing cars and curtain twitchers you little dress-up bitch. You're making your emasculating debut as the street's sissy, and I'm gonna direct the whole humiliating performance from behind your screen while you suffer for me.Hesitate for even one second and watch what happens. Every single cam session we've ever had - all your desperate begs, panty shows, sissy confessions, and twirls - were recorded in full HD and they're all ready to be leaked. I'll hit share and blast them to everyone - neighbours, relatives, friends and coworkers - everyone in your contacts list will see what you've been made to do on cam for me. That's eternal shame for the blackmailed sissy boy - but it's not even the worst part. This street parade is just the start of your new life of public. Next week you'll be mowing the lawn in a little cheer-girl outfit, or selling lemonade on your drive dressed as a French maid. Haha! You have a lifetime of neighbourhood waiting for you, sissy. And... unless you perform those street-curtsies perfectly right fucking now, all those videos go viral too - and they'll stay online forever. Your normal boring man reputation is officially over in this neighbourhood, sissy. Now get out there and curtsy your little sissy ass off, or face complete social destruction far beyond this little neighbourhood, pansy. ]]> Fri 18 Sep 2026 02:59:08 +0200 https://www.camwhoresbay.com/videos/1209766/cruel-girlfriend-neighbourhood-sissy-parade-cam-gir/ https://www.camwhoresbay.com/videos/1191503/melissa-masters-home-from-college-gfe-dominated-by-yo/
You had the worst crush on Melissa, your cute trans girl BFF, growing up. Sadly, she went off to a different college than you. But you’re both home on break right now, and you decided to get together wearing your old school uniforms, for old times’ sake. Unfortunately for you, Melissa has a college boyfriend… but it sounds like she doesn’t even like him that much…? You’re not about to get your hopes up, though… until all of a sudden Melissa confesses that she likes you too! What?! She’s especially hot for your submissive vibe… that’s right, the girl of your dreams wants to dominate the fuck out of you! Before you know it she’s got you in handcuffs. You take turns sucking and fucking each other, and then, in the hottest moment of your life, she cums all over your face! It’s your dream come true… especially when Melissa demands that you transfer to her school and become her little subby slut full-time ]]> Tue 11 Aug 2026 06:02:23 +0200 https://www.camwhoresbay.com/videos/1191503/melissa-masters-home-from-college-gfe-dominated-by-yo/ https://www.camwhoresbay.com/videos/1116149/lina-moore/
Her back hole needs constant feeding ]]> Fri 09 Jan 2026 01:13:19 +0200 https://www.camwhoresbay.com/videos/1116149/lina-moore/