https://www.camwhoresbay.com Mon 28 Sep 2026 21:08:32 +0200 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/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/1205067/miss-driada-i-ve-been-fucking-my-neighbor-for-a-week/
Miss Driada - I've Been Fucking My Neighbor for a Week Now While My Husband's at Work ]]> Mon 07 Sep 2026 17:48:15 +0200 https://www.camwhoresbay.com/videos/1205067/miss-driada-i-ve-been-fucking-my-neighbor-for-a-week/ https://www.camwhoresbay.com/videos/1187655/amber-im-your-boss-and-i-get-your-pay-check/
Amber is boys boss. She is in charge. And she is going to make him work hard and at the end of the week he will be handing her his paycheck. She is going to give him over time and work him real hard. She uses her feet to lure him in. He is such a sucker for feet. ]]> Sat 01 Aug 2026 05:53:18 +0200 https://www.camwhoresbay.com/videos/1187655/amber-im-your-boss-and-i-get-your-pay-check/ https://www.camwhoresbay.com/videos/1186549/princess-ellie-idol-fucking-nico-robin-formerly-known/
A pirate ship has arrived at your island with a big crew. One member has caught your attention, and you've brought her back to your home to get to know her better. This raven-haired beauty's name is Nico Robin, and she's got a past you're curious to know all about. She was once the vice president of Baroque Works with the assigned name of Miss All Sunday. Why that name? Well, Sunday is the happiest day of the week after all. She leaves for a moment and returns in her old outfit she wore back in Alabasta. It isn't long before she's pushing her great big tits in shiny purple pvc in your face and holding you down with her powers. Those extra hands of hers bind your wrists and ankles, and you're helpless against her charm... Heck, it's not like you'd want to escape anyway! You're open to anything she wants to do to you. You've always had a thing for baddies like her and she's going to show you just how she can ride a cock in reverse cowgirl. Amazing, but you want to suck on those big tits of hers so she turns around and puts her nipples on your tongue. You can't get enough of her big tits and she can't get enough of your big cock either! It reminds her of when she'd fuck her partner in crime, Crocodile! After the both of you cum you're still hard and ready to go again. Looks like it's going to be a busy week for the two of you while she's visiting the island... It's always fun with Miss All Sunday... the BEST one ]]> Wed 29 Jul 2026 12:48:16 +0200 https://www.camwhoresbay.com/videos/1186549/princess-ellie-idol-fucking-nico-robin-formerly-known/ https://www.camwhoresbay.com/videos/1186149/elle-eros-the-house-sitter-is-a-sissy/
You’ve been house sitting for me all week long and I’ve come home early, unannounced. I’m so surprised to find my house sitter in my bed, masturbating to my secret porn, wearing MY lingerie. I’m surprised, but i also love it, I’ve been yearning for a sissy slut of my own. So I make my presence known, and show you just how good I can care for my sissies by using my hitachi on your caged clitty until you cum all over it. After you cum I make you lick my hitachi like a lolly ( I know how much sissies love cum). I’m pleased with your obedience so far, but now I’m not done with you yet. I pull out my strap, look you in the eyes and say “ Once I fuck you with this you will be my sissy, my plaything forever. Do you want that? ]]> Wed 29 Jul 2026 00:19:57 +0200 https://www.camwhoresbay.com/videos/1186149/elle-eros-the-house-sitter-is-a-sissy/ https://www.camwhoresbay.com/videos/1185593/boyfriend-s-sneaky-reward-for-being-a-good-boy-all-week/
She’d been teasing him all morning with those soft looks and the way her blouse kept slipping. When the office finally emptied, she dropped to her knees without a word, black lace choker tight around her throat. His hand tangled in her hair as she took him deep, eyes fluttering shut while she worked him with wet, hungry sucks. The quiet little sounds she made against his cock were pure filth. She didn’t care if anyone walked inshe just wanted her boss’s thick cock pulsing on her tongue until he flooded her mouth. ]]> Mon 27 Jul 2026 18:58:12 +0200 https://www.camwhoresbay.com/videos/1185593/boyfriend-s-sneaky-reward-for-being-a-good-boy-all-week/ https://www.camwhoresbay.com/videos/1183101/bratty-princess-lisa-the-chastity-challenge-race-ag/
This is the follow-up to my video: "The Chastity Challenge"The day has arrived! A whole week has passed in that tiny little cage, and now you have exactly 30 ticking seconds to unlock yourself, touch freedom, and try to finish before the clock humiliates you all over again. Remember...If you fail to beat my clock, the weeks stack from one to two, two to three and so on. ]]> Wed 22 Jul 2026 16:52:21 +0200 https://www.camwhoresbay.com/videos/1183101/bratty-princess-lisa-the-chastity-challenge-race-ag/ https://www.camwhoresbay.com/videos/1164573/bratty-princess-lisa-the-chastity-challenge/
You’re officially entering my "Chastity Challenge," and your pathetic ass is going to remain locked away for the next 7 days without a single second of relief. When...and that's a big when....I finally grant you an opportunity for a release, you’ll get exactly 30 ticking seconds and just 2 fingers to get the job done. If you fail to finish on my clock, your lock-up doubles to 2 weeks, with another week tacked on for every subsequent failure until you learn to obey. I might even make you slip into the smallest micro cage in your collection just to emphasize how controlled you are while real men are out there pleasing women. So get ready to sit there and feel the pressure building for the next week. Ooooh and get used to my laughter echoing in your head while the clock drains your hope away ]]> Mon 08 Jun 2026 06:14:21 +0200 https://www.camwhoresbay.com/videos/1164573/bratty-princess-lisa-the-chastity-challenge/ https://www.camwhoresbay.com/videos/1123582/sexwithstephanie-miami-ultra-week-hotel-sex/
Sexwithstephanie - Miami Ultra Week Hotel Sex ]]> Fri 23 Jan 2026 15:28:09 +0200 https://www.camwhoresbay.com/videos/1123582/sexwithstephanie-miami-ultra-week-hotel-sex/ https://www.camwhoresbay.com/videos/1119834/vale-diaz-nov-18/
Vale week of Nov 18 shorts ]]> Fri 16 Jan 2026 08:02:10 +0200 https://www.camwhoresbay.com/videos/1119834/vale-diaz-nov-18/ https://www.camwhoresbay.com/videos/1105526/undercover-mikayla-watson/
My dad's life long family friend caught me stripping at Sapphires gentlemans club when I was 19 and became a regular every weekend I was working... A week before the club shut down I heard his wife talking to my mom about how her husband can't get an erection anymore. He was very sexually active but now his huge dick doesn't work. I worked closing night and her husband showed up and right away asked me for three vip dances and bought a bottle of whiskey. He put 600 on the table for me right away and poured us some shots. He told me he got a promotion that day and wanted to celebrate with me. During our 5th dance I started twerking in his face while I was naked. He told me my pussy looks nice and tight and tastes right. Then offered me 400 to eat my pussy. I accepted his offer. I felt his cock getting bigger to the sound of my moaning. He unbuttoned his pants and pulled out his Huge cock and told me this helps with the loud moaning..... Sucking his huge cock upside down while hes licking my clit made hard to suck his dick...we switched when he made me cum for the third time.... While I was struggling to deepthroat his dick he said my name. When I looked at him he told me a beautiful girl like myself needs a good man. A man with money to support me and a huge dick to treat me right ]]> Tue 16 Dec 2025 01:56:28 +0200 https://www.camwhoresbay.com/videos/1105526/undercover-mikayla-watson/