I am Princess Ashleigh – the ultimate Humiliation Goddess. Search for me and you’ll see I am not a get-rich-quick insta-domme. I am a successful model and professional dominatrix. I am well-educated and obviously extremely beautiful and I know how to use both qualities to manipulate losers like you into …
Cruelgf: Kept On The Edge Forever
Denial is something you’re going to have to learn to enjoy loser. You are going to be kept on the edge of orgasm forever – permanently denied that little push over the edge. Never allowed to cum. Can you imagine how hard this is going to be on you – …
cruelgf/Cruel Girlfriend: My Bull – Your Bully (HD WMV)
Y’know what I love most about cuckolding you? More than all the awesome sex my big, hung stud gives me? More than making you buy all the expensive lingerie, all the hot outfits, and paying for our date-nights? What I love the most is watching HIM bully you! OMG I …
Cruel Girlfriend: Spat On And Drenched
Look up at your beautiful goddesses. Sipping expensive champagne while you kneel at our feet. You crave our attention – you even wish you could have a chance to please us but you know girls like us despise weak, submissive losers like you. Our perfect genetics give us the right …
Cruel Girlfriend: Cuckold Cumdump
You’re such a pathetic excuse for a man. I mean seriously – you have no idea how to fuck me. A girl like me needs to be fucked by a REAL MAN, not a weak little wimp like you. I’ve had enough of your tiny limp-dick attempting to satisfy me …
Cruelgirlfriend – Reprogrammed At The Gloryhole
Whether a sissy like you can learn to enjoy being made to suck cock or getting fucked like a real girl isn’t actually important. What is important is that you accept that these are the services sissies are expected to perform. Whether you enjoy it or not is of no …
Cruelgf: Kept On The Edge Forever (July 24th 2017)
Denial is something you’re going to have to learn to enjoy loser. You are going to be kept on the edge of orgasm forever – permanently denied that little push over the edge. Never allowed to cum. Can you imagine how hard this is going to be on you – …
Cruel Girlfriend Daisy Dillon: Apply to be My Blackmail Slave
Warning – following the instructions in this clip could cause you extreme personal ruin. Have you ever wondered what it would be like to be blackmailed by a complete stranger? If so I am looking for a blackmail victim to totally fuck over for 1 full month. To apply you …
Cruelgirlfriend: Mop Up Their Cum Puddle Cucky
Look at the mess my real men have made cucky – all for you! My studs have left a huge puddle of their alpha-cumloads all over the floor to give you something to clean up and I’m going to video you mopping up their spunk with your tongue so they …
Cruel Girlfriend Becky Dee: Cuckold Wedding Night
umiliating wasn’t it cucky? You followed me into the honeymoon suite after our amazing day. You looked at me in my pretty wedding dress and told me how beautiful I looked. You couldn’t wait to fuck your new bride and your poor cock was straining to get out of your …
Cruel Girlfriend: Sissy Shopper (HD WMV)
OMG look at all this sissy porn on your PC. Guys in panties and maid uniforms getting humiliated – this is fucked up! I don’t know whether to laugh or vomit! I need to call Charlotte right now – she’s gonna find this fucking hilarious! So y’know Charlotte works at …
Cruel Girlfriend Becky Dee: Public Sissygasm Challenge
Sissyasms are humiliating aren’t they sissy? They reinforce the sissy-status you’ve been given – no longer allowed to cum like a real man but only allowed to cum when being penetrated like a girl. No normal guy has to submit to this kind of shame to get off – sissies …
Cruelgf: Apply To Be Our Dreamhouse Sissy Maid
We’re recruiting sissy maids to keep the CruelGirlfriend Dreamhouse clean and tidy at all times. I’m gonna take you on a tour of the whole dreamhouse – where the girls live and hang out with their real men and what we expect from our feminized missy-maids. We’ll start in the …
Cruelgf: I’m Fucking You In Front Of My Friends (July 25th 2017)
All my girlfriends are coming over tonight just to watch me fuck you with my big strap-on cock. I’ve told them all about how I’ve been fucking you like a bitch since I found out about your humili-porn addiction and now they want to see just how pathetic I make …
Cruelgf: I’m Fucking You In Front Of My Friends
All my girlfriends are coming over tonight just to watch me fuck you with my big strap-on cock. I’ve told them all about how I’ve been fucking you like a bitch since I found out about your humili-porn addiction and now they want to see just how pathetic I make …
cruelgf/Cruel Girlfriend: Teased In Chastity (HD WMV)
So what happens to a desperate loser like you when a Cruel Girlfriend like Jessie Jensen locks your horny little cock into a chastity device? Watch me smile menacingly as I click the padlock shut and listen as I torment you with the helpless situation you’ve found yourself in. You’re …
Cruel Girlfriend: Makeup Assignment For Sissy Sluts
This is a tutorial to help you prepare for your first cocksucking experience where I show you how to achieve the perfect look for your real man to blow his alpha load all over. It’s important for a real man to have something pretty to look at when he’s jerking …
Cruel Girlfriend: Kidnapped And Toileted
Well you wanted to see the CruelGirlfriend Dreamhouse so much – and here you are loser. You might not have expected to end up in quite the situation you’re in but at least you can say your dream has come true huh? So, to let you know what happened last …
Cruelgf: His Cum And My Spit
Oh look at poor cucky. Look at all his slimy cum – your real man rival’s Alpha cumloads. He knows you’re going to be eating it today – I told him we were going to make you eat his cumloads. I’m going to pour all his loads into a glass …
CruelGirlfriend – POV Femdom and Humiliation Videos: I’m Gonna Make Her Watch You Suck Cock
Your girl has no idea that you’re a submissive wimp who gets off on being humiliated by me and the other Cruel Girlfriends does she? She doesn’t have a clue that you worship us for our beauty and our dominant, bratty attitudes. She thinks you’re a normal guy and that …