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Tag: Cruel Girlfriend

Cruel Girlfriend – Who Would Hurt The Most (HD WMV)

Cruel Girlfriend - Who Would Hurt The Most (HD WMV)

Give me the name of the guy who would cause you the most pain to be cuckolded by. Tell me who he is because that’s who I am calling over here tonight. I want to know whose insults would hurt you the most – who is it? Your best friend? Your boss? My Ex? I am going to find out even if it means cuckolding you with ALL of them so you might as well tell me who it is right now. You are going to admit to me who it would be the most difficult to look in their eye after they have come into your house, climbed into your bed and fucked your girlfriend right in front of you. I am going to call him up, flirt with him on the phone, tell him I’ve always wanted to fuck him and then I’ll invite him over. Read more

Keywords: Female Domination, Free, Femdom POV, Cruel Girlfriend, Diva, Ivy, POV, Cuckolding, Cuckold, Forced Fem, Sissy Training, French Maid Fetish, Maid Fetish, Feminization, Forced, Sissy Humiliation, Sissy, Cuckoldrix, Forced Femme, Feminized, Feminised, Feminisation, Feminization, Cuckold Humiliation, Glam, Humiliatrix, Humiliation POV, Mean Girls, Humiliating

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512 mb
10 min

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Cruel Girlfriend – Stag Night Strippers Revenge (HD WMV)

Cruel Girlfriend - Stag Night Strippers Revenge (HD WMV)

Do you remember anything from last night? No? Does anything feel different? You’d better take a look in your pants loser! Your stag-night double stripper surprise has given you a surprise you are going to regret! It’s called a chastity device – you are all locked up n it’s your big day – your wedding limp-dick! What sort of faggot gets mixed up with 2 dominant strippers the night before his wedding? Do you see these keys around our necks? These are the keys to your little cock prison and if you want to get out of that thing before you have to head up to the honeymoon suite tonight to fuck your pretty bride, you are going to have to EARN these keys. Read more

Keywords: Female Domination, Free, Femdom POV, Cruel Girlfriend, Maxie, Locked Dick, POV, Chastity, Home Wrecker, Humiliation, Orgasm Control, Orgasm Denial, Forced, Forced Chastity, Chastity Humiliation, Home Wrecking, Humiliation Assignment, Humiliated, Wedding, Wedding Humiliation, Bratty, Humiliatrix, Humiliation POV, HumiliationPOV, Mean Cashleigh, Mean Girls

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496 mb
10 min

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Cruel Girlfriend – Humiliween 2016 (HD WMV)

Cruel Girlfriend - Humiliween 2016 (HD WMV)

It’s every sissy’s favourite time of the year again – where you get to head out in public all dressed up in your feminised glory and pretend it’s just a fancy dress costume n nothing to do with the fact you’re a closet girlie wannabe that loves to wiggle around the streets in her pretty clothes. Well it’s a holiday tradition for CG to make sure EVERYONE realises you sissy faggots are ONLY getting dressed up to satisfy your own pansy-pleasures and not because it’s haloween. We’ve picked out a cute little french maids uniform for you to walk around town in, some sky-high heels and the girliest pink lingerie fitting for a cheap sissy-girl like you. Read more

Keywords: Female Domination, Free, Femdom POV, CruelGirlfriend, Yasmine Lucy, Cruel Girlfriend, POV, Forced Fem, Forced Bi, Humiliation, Sissy Sluts, Sissy Training, Forced, Forced Fag, Forced Gay, Forced Femme, Forced Femme, Feminized, Feminised, Feminisation, Feminization, Forced Sissy, Sissy Humiliation, Sissy, Humiliated Sissy, Mean Girls, Humiliatrix

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430 mb
8 min

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Cruel Girlfriend – Fucking His Used Doll (HD WMV)

Cruel Girlfriend - Fucking His Used Doll (HD WMV)

So we bought my ex a blow-up doll as a joke because he’s just broken up with his last girlfriend and he totally fucked the out of it! We were hanging out and messing about and he just decided to unbutton his jeans and pound into the doll – it was so fucking funny. He totally filled her up with his cum haha! it got me thinking about all the times he really used to fuck me hard n fill me up with cum – he really was amazing! So after he was done with the doll I took him to the bedroom and let him do me just like he used to! OMG I don’t know why we ever decided to break up! The thing is cucky – we are getting back together and that kinda means you are getting dumped. So you don’t get to fuck me anymore but because I totally feel sorry for you I am going to let you fuck his sex doll right after my man has blown another load into it. Your consolation prize is a pity-fuck with his well-used, cum soaked, sex doll. Your date for the night – and every night from now on – is going to be my new man’s plastic inflatable girl. No more pussy for you cucky – just HIS sloppy seconds. While we’re making out on the couch you can be fucking your wussy little dick into your doll right on the floor in front of us. He get’s your girl and you get to humiliate yourself by fucking his old sex doll using his alpha cumload as lube.

Keywords: Female Domination, Free, Femdom POV, Cruel Girlfriend, Emma, Kaitlin, POV, Humiliation, Cuckolding, Brat Girls, Cuckold, Verbal Humiliation, Doll Fetish, Sex Doll, Cucky, Cuckolded, Cuckoldrix, Cuckold Humiliation, Humiliated, Humiliatrix, Humiliation POV, HumiliationPOV, Glam, British, Brats, Emma Green

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471 mb
9 min

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Cruel Girlfriend – Brats Mock Your Virgin Status (HD WMV)

Cruel Girlfriend - Brats Mock Your Virgin Status (HD WMV)

So you are still a virgin huh? Why do you think that is? Because you are ugly? I mean you ARE fucking disgusting to look at – your hair looks horrible n your face is SO fucking ugly but even ugly people get laid. Maybe it’s because you are fat? Awww you don’t like being called fat? When hot girls like us look at overweight fucktards like you we don’t see ‘just a bit of extra’ we see a fucking obese blob! Fat-ass slobs can find girls to rub their blubber with though so that’s no excuse for still being a virgin. Read more

Keywords: Female Domination, Free, Femdom POV, Cruel Girlfriend, CruelGirlfriend, Sheryl, POV, Humiliation, SPH, Small Dick Humiliation, Small Penis, Humiliation, Brat Girls, Verbal Humiliation, Virgin, Virgin Humiliation, Loser, Loser Humiliation, Small Penis, Humiliatrix, Humiliation POV, HumiliationPOV, Brat, British, Mean Girls, Mean Cashleigh, Lizzy Murphey

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371 mb
10 min

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Cruel Girlfriend – Dumped And Beaten At The Prom (HD WMV)

Cruel Girlfriend - Dumped And Beaten At The Prom (HD WMV)

Eww did you actually think I was going to go to the prom with you? You are a disgusting little freak. I only said I’d go with you so everyone could see your heartbroken face when I walk in with Brad. You know, the hot captain of the football team? He’s so muscular, so handsome – such a real man. There’s no way you could compete with him isn’t that right cuckold? I know how much you were looking forward to having the hottest girl in the school walk into the prom with you. Maybe you’ll actually get noticed huh? Read more

Keywords: Female Domination, Free, Femdom POV, Cruel Girlfriend, Humiliation, POV, Rejection, Brat Girls, Embarrassment, Public, Public Humiliation, Popular Girls, Brat, Bratty, Mean Girls, Humiliatrix, Humiliation POV, HumiliationPOV, Glam, British, Loser, Loser Humiliation, Cruel, Prom

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355 mb
9 min

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Cruel Girlfriend – Lick Up Your Pity-Wank (HD WMV)

Cruel Girlfriend - Lick Up Your Pity-Wank (HD WMV)

You know what loser? Since I banned you from the bedroom I’ve noticed the household tissue consumption has gone through the roof! Now I know it’s got 2 be hard for you to be living here with me, your hot but cruel girlfriend. It’s bound to be difficult watching me walk around the house in my bra and panties all the time – getting ready for a night out with the girls or heading out on dates with my real men. Watching me picking out a cute little skirt and a tight top to wear. Strapping on a pair of heels. I know it frustrates you to watch me teasing my beautiful hair into soft curls n painting my perfect lips that naughty shade of pink you totally love! I know it’s hard loser but I am not going to tolerate you wanking yourself off into tissues every time you catch a glimpse of my unobtainable cheerleader body or my oh-so cute breasts. Read more

Keywords: Female Domination, Free, Femdom POV, Jessie Jensen, POV, Cruel Girlfriend, Instructions, Cum Eating Instruction, CEI, Humiliation, Jerk Off Instruction, Masturbation Instruction, JOI, JOI Fantasy, Cum Eating, CEI Humiliation, CEI Assignment, Jerk Off Humiliation, JOI Humiliation, Masterbation Humiliation, Verbal Humiliation, HumiliationPOV, Humiliatrix, Humiliation POV, Glam, Mean Girls

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522 mb
10 min

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Cruel Girlfriend – Sissy’s School Reunion (HD WMV)

Cruel Girlfriend - Sissy's School Reunion (HD WMV)

So you’ve been pestering me to go to your school reunion as your date for weeks. You want all those girls who treated you like a total fucking loser to see you with a total hottie like me don’t you? You want all the alpha guys who picked on you n made you feel like a beta-male wimp to see you with me and feel SO fucking jealous huh? Well of course I’ll go with you! I am going to make sure all those hot, snobby mean girls and all those nasty tough-guys see a whole new you! I think I am going to have a lot of fun taking u to this reunion! Read more

Keywords: Female Domination, Free, Femdom POV, Cruel Girlfriend, Lady Natt, Feminization, Forced Fem, Forced Bi, Humiliation, Sissy Training, POV, Sissy Sluts, Forced, Forced Fag, Forced Gay, Forced Femme, Feminized, Feminised, Feminisation, Sissy, Forced Sissy, Sissy Humiliation, Glam, Humiliated Sissy, Mean Girls, Humiliatrix

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504 mb
9 min

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Cruel Girlfriend – Never Is A Long Time (HD WMV)

Cruel Girlfriend - Never Is A Long Time (HD WMV)

Coming to terms with knowing that you are never going to be released from chastity is going to be tough for you. I mean never is a long long time. On top of having to deal with the fact that your caged cock will never ever feel the simple satisfaction of getting hard, will never ever feel the warmth of womans body, and will never ever enjoy the pleasure of cumming – on top of all that you’ll have to deal with the sight of other guys taking all your lost pleasures. You are going in to chastity for the rest of your life but that’s not going to stop me from having all the sex I want. Read more

Keywords: Female Domination, Free, Femdom POV, Cruel Girlfriend, Diva Ivy, POV, Orgasm Control, Chastity, Locked Dick, Orgasm Denial, Humiliation, Chastity Humiliation, Forced Chastity, Permanent, Permanent Chastity, Cock Locked, Locktober, Keyholder, Humiliation POV, HumiliationPOV, Humiliatrix, Glam, Mean Girls, British, Bratty, Brat

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323 mb
6 min

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Cruel Girlfriend – Eat Cum When You See A Hottie (HD MP4)

Cruel Girlfriend - Eat Cum When You See A Hottie (HD MP4)

I have a hilarious cum-eating challenge for you today. You are gonna be guzzling down so much cum your belly will be bursting! I am going to make you scurry off to eat your own cum every time you see a hot girl LOL. So this is how it’s going to work – you can fill your pockets with used condoms or you can use fresh cumloads as you go but throughout the day, every single time you see a hot girl you are going to head in to the nearest bathroom and fill your mouth with cum. Read more

Keywords: Female Domination, Free, Femdom POV, Cruel Girlfriend, Instructions, CEI, Cum Eating Instruction, Humiliation, POV, Cum Eating, CEI Humiliation, CEI Assignment, Cum Eating Assignment, Humiliation Assignment, Public Humiliation, Humiliatrix, Humiliation POV, HumiliationPOV, Glam, Mean Girls, Cum, Loser, Jessie Jensen

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232 mb
6 min

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Cruel Girlfriend – Supervised Humili-Wank (HD WMV)

Cruel Girlfriend - Supervised Humili-Wank (HD WMV)

How humiliating would it be if you had to kneel at my feet and jerk yourself off in some kind of degrading way. Instead of taking me to the bed n fucking me like a real man would – you submit to me, kneel and jerk in a totally humilating way while I laugh at you. From now on if you want to come this is how it’s gonna happen. I’ll supervise a humili-wank. It could be that I make you jerk off into my shoe, into some panties, make you oink like a pig or make you suck on my strap-on. Whatever I decide it’s going to be humiliating but if you want to cum you’ll just have to deal with it. Sooner or later you’ll be brainwashed into only getting off to more n more extreme humiliations. How much shame can you take loser?

Keywords: Female Domination, Femdom POV, Becky Perry, Cruel Girlfriends, POV, Masturbation Humiliation, Jerk Off Instruction, JOI, Masturbation Instruction, Instructions, JOI Fantasy, Jerk Off, Jerk Off Humiliation, Pillow Hump, Humping, Loser, Humiliatrix, Humiliation POV, HumiliationPOV, Glam, Mean Girls, Cruel, Humiliation, Unusual, Pillow, Humiliating

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234 mb
6 min

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