Home » Posts tagged "CROSSDRESSER"

[Femdom 2019] Club Stiletto FemDom – SO – How I Turned My Husband Into My Sissy Bitch Whore [Ass Fucking, Dildo Fucking, Dildo, Anal, Anus, Ass, Pegging, Strap-On, Strap on]


[Femdom 2019] Club Stiletto FemDom – SO – How I Turned My Husband Into My Sissy Bitch Whore [Ass Fucking, Dildo Fucking, Dildo, Anal, Anus, Ass, Pegging, Strap-On, Strap on]

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Mistress Kandy has completed the transformation of her hubby into her cock sucking sissy slut whore. Now it’s time to train her to take cock up ‘her’ skanky little asscunt and start bringing home a lot of money like any good little whore should. Armed with a large strap-on, Mistress Kandy fucks her bitch up her pussyass ruthlessly and completely humiliates and degrades the slut the entire time. They fuck in several positions to give you the viewer lots of nice angles to see the cock driving deep inside her money maker. Kandy continues her verbal humiliation and is being a good Mistress because she is preparing hubby for the abuse she will face on the street when all the guys line up to fuck her at about $10 a pop.

Category: STRAP-ON

Related Categories: FORCED BI, TRANSFORMATION, FANTASIES, TRANSVESTITE TRANSFORMATION, FETISH, DILDO FUCKING

Keywords: kandy kink, cuckolding, dildos, fucking, makeup, crossdresser, cross dresser

Continue reading “[Femdom 2019] Club Stiletto FemDom – SO – How I Turned My Husband Into My Sissy Bitch Whore [Ass Fucking, Dildo Fucking, Dildo, Anal, Anus, Ass, Pegging, Strap-On, Strap on]”

OublietteClip Store – Maid up to work. Starring Mistress Lady Tess [Crossdresser, TS, Transsexuals, Tranny, Shemale, Ladyboy]

OublietteClip Store – Maid up to work. Starring Mistress Lady Tess [Crossdresser, TS, Transsexuals, Tranny, Shemale, Ladyboy]

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Mistress Lady Tess has brought her maid to the Oubliette to see Goddess Serena for a make over. It’s time this bitch started earning her Mistress some dollars! Once “maid” up she is put into training before her owner is prepared to send her out to work, and she works so so hard to please!

Category: FEMALE DOMINATION

Related Categories: SISSY SLUTS, FORCED MALE ORGASM, SISSY TRAINING, BISEXUAL ENCOURAGEMENT, MAKEUP

Keywords: mistress tess, oubliette, mistress serena

Continue reading “OublietteClip Store – Maid up to work. Starring Mistress Lady Tess [Crossdresser, TS, Transsexuals, Tranny, Shemale, Ladyboy]”

[Femdom 2018] THE MEAN GIRLS – Our Sissy Boot Bitch. Starring Princess Carmela and Princess Lilly [Boots, Bootlicking, Boot Worship, Bootdom, Femdomboot, Boot Domination]

[Femdom 2018] THE MEAN GIRLS – Our Sissy Boot Bitch. Starring Princess Carmela and Princess Lilly [Boots, Bootlicking, Boot Worship, Bootdom, Femdomboot, Boot Domination]

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Jessica Dee has a very important role in cleaning our lovely over the knee boots. We put her in her place on her knees as we torment her and verbally humiliate her about why she should be licking our boots clean, let her know her place, a lowly boot bitch only good for cleaning our dirty boots with her tongue. We make her lick our spit off them, we use her as a foot rest and we remind her that our Real Men get to lick better parts of us than our dirty boots.

Category: BOOT DOMINATION

Related Categories: BOOT FETISH, CROSSDRESSER, DOUBLE DOMINATION, SPITTING, FEMDOM

Keywords: british domme, british brat, mistress, petite, miss petite, goddess dommelia, tgirl, jessica dee, boot licking, boot worship, double domme, pvc, pvc boots, leather boots, blondes

Continue reading “[Femdom 2018] THE MEAN GIRLS – Our Sissy Boot Bitch. Starring Princess Carmela and Princess Lilly [Boots, Bootlicking, Boot Worship, Bootdom, Femdomboot, Boot Domination]”

[Femdom 2018] FEMINIZED – Sexy Latex clad Dominatrix fucks Sissy with a strapon. Starring Lexi Sindel [Ass Fucking, Dildo Fucking, Dildo, Anal, Anus, Ass, Strap-On, Strap on]

[Femdom 2018] FEMINIZED – Sexy Latex clad Dominatrix fucks Sissy with a strapon. Starring Lexi Sindel [Ass Fucking, Dildo Fucking, Dildo, Anal, Anus, Ass, Strap-On, Strap on]

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after being in a cage all night, the sissy waited patiently for the arrival of her mistress. Then Lexi comes in wearing the sexiest black and green catsuit. She’s a vision. Lexi explains to the sissy, that her asspussy needs to get fucked. Lexi takes the sissy out of her cage and leads her to the speed rails. Soon the sissy’s ass is exposed and her hungry asshole is ready to receive. Then Lexi pounds that sissy asspussy with her big black dong. Over and over, in and out. Stretching it to the very limits. This is the fate of all Sissies… their asshole filled and fucked so they can take more cock and much more cum

starring the super beautiful Lexi Sindel

Category: SISSY TRAINING

Related Categories: SISSY SLUTS, SUBMISSIVE / SLAVE TRAINING, CROSSDRESSER, PEGGING, STRAP-ON

Keywords: lexi sindel, mistress dildo, ass pegging, sissification, chastity, blonde, femdom, slave, big tits, sissy training, crossdress, bdsm, asshole

Continue reading “[Femdom 2018] FEMINIZED – Sexy Latex clad Dominatrix fucks Sissy with a strapon. Starring Lexi Sindel [Ass Fucking, Dildo Fucking, Dildo, Anal, Anus, Ass, Strap-On, Strap on]”

[Femdom 2018] FEMINIZED – Time for a sissy milking. Starring Lexi Sindel [SISSY TRAINING]

[Femdom 2018] FEMINIZED – Time for a sissy milking. Starring Lexi Sindel [SISSY TRAINING]

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What time is it, Sissy? It’s time for your sissy milking.

After sucking off many men for Lexi, this sissy slave gets her own special reward… she gets a milking from her lovely Mistress Lexi Sindel. That entails getting out of her chastity device for the first time in weeks. But soon, that useless clitty is going to get hard and need to ejaculate. Rewarding a sissy to cum is the greatest gift a Dominatrix can allow her slave.

Soon that sissy slut is shooting loads of cum on to a plate… guess what’s the best part, sissy? You’re gonna eat it all up. Prove your devotion to your mistress… ingest your cum.

starring the super beautiful Lexi Sindel

Category: SISSY TRAINING

Related Categories: SISSY SLUTS, CROSSDRESSER, FEMDOM, FORCED EJACULATIONS

Keywords: lexi sindel, mistress sissy, milking, ejaculation, ass, big tits, sissy, crossdress, slave, cum eating, sissy training, chastity, dick

Continue reading “[Femdom 2018] FEMINIZED – Time for a sissy milking. Starring Lexi Sindel [SISSY TRAINING]”

[Femdom 2018] Dirty Trans Dolls – Slutty crossdresser fun part 1. Starring Fetish Liza [Stockings, Sissy Training, Sissy Slut, Sissy]

[Femdom 2018] Dirty Trans Dolls – Slutty crossdresser fun part 1. Starring Fetish Liza [Stockings, Sissy Training, Sissy Slut, Sissy]

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One of the earliest clips we made for DirtyTransDolls which is a sexy crossdressing scene. Lots of teasing and sensual domination with my dressed up slave.

Keywords: Female Domination, Free, Femdom, DirtyTransDolls, Crossdresser, Fetish Liza, Boots, Liza, Handjob, Stockings, Sissy Training, Sissy Slut, Sissy

Continue reading “[Femdom 2018] Dirty Trans Dolls – Slutty crossdresser fun part 1. Starring Fetish Liza [Stockings, Sissy Training, Sissy Slut, Sissy]”

[Femdom 2018] Mistress – T – Fetish Fuckery – Gangbang For Xdressed Fag Boy [TABOO]

[Femdom 2018] Mistress – T – Fetish Fuckery – Gangbang For Xdressed Fag Boy [TABOO]

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Taboo Family Fantasy: Mom/Son.

Twisted, hard core “Bi Encouragement”.

Custom vid. I’m excited to tell you about our upcoming night out dancing. I’ve decided to dress you up like a sexy lady, slutty dress, panties, stockings, wig, make-up. You will be so passable that men in the bar will treat you like a lady. They’ll flirt with you, buy you drinks & dance with you. You’ll make them really excited but when they figure out you have a penis instead of a vagina they’ll get very rough with you. They don’t treat faggots they way they treat ladies. They’ll drag you into the washroom & have their way with you. Many of them. All running a train on your ass & mouth. They’ll gang-bang you hard…but I know you well enough to know that you’ll actually like it…

Category: TABOO

Related Categories: BISEXUAL ENCOURAGEMENT, GANGBANGS, MAKE ME BI, GAY, CROSSDRESSER

Keywords: bisexual encouragement

Continue reading “[Femdom 2018] Mistress – T – Fetish Fuckery – Gangbang For Xdressed Fag Boy [TABOO]”

[Femdom 2018] Humiliation POV – Marry Your Hand Sissy Bride, But The Ring You Wear Will Be Around Your Cock. Starring Princess Alix Lynx

[Femdom 2018] Humiliation POV – Marry Your Hand Sissy Bride, But The Ring You Wear Will Be Around Your Cock. Starring Princess Alix Lynx

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Princess Alix Lynx

Oh look, it’s my adorable little sissy boy, and I’m wearing your favorite dress, the one with all the cleavage. It’s the least I could do after turning down your marriage proposal. But I can’t believe you honestly expected me to say yes to you. Seriously? I need a real men and well, you’re girly.

So after I turned you down I did some thinking and decided you did deserve a wedding of sorts. So I’ve decided to turn you into my perfect beautiful sissy bride. I’ve got a wedding dress and I want you to put it on. Ahh look, you’re going to make someone a beautiful sissy bride one day. LOL! I want you to get all glamorous for your very special day. So put on a wig and do your makeup just how you like it.

And do you know, or rather what, you’re going to marry my little sissy bride? Your hand. LOL! You and your hand are a match made in heaven. Unlike me, your hand will always be there for you. Your hand will never do you wrong and will always make you cum, it’s the perfect relationship for you.

Now I want you to hold out your hand and you’re going to say some heartfelt vows. Think about what you were going to say to me, but tell your hand instead. And after you say your vows I want you to kiss your hand. It’s obvious that you two were meant to be and I could not be happier for you!

Now there’s a catch, there’s always a catch. Since you don’t have a ring, I want you to put on this chastity device that I have a key for. There’s your ring sissy boy bride, it’s a ring around the base of your cock LOL! Now even though we’re not married, you now belong to me. So in a way, you get everything you want. Now you can do all the things that a good wife would do. You can cook and clean for me, you can support me and run my errands, but you’ll never fuck me. That’s what you hand is for, that’s why you married it. Only I will decide when you can fuck your hand, LOL! You’re going to be the perfect sissy bride home maker! This is going to be the perfect arrangement.

Category: FEMINIZATION

Related Categories: FORCED CROSSDRESSING, FORCED, FEM, SISSY TRAINING, CROSSDRESSER, CHASTITY

Keywords: forced crossdressing

Continue reading “[Femdom 2018] Humiliation POV – Marry Your Hand Sissy Bride, But The Ring You Wear Will Be Around Your Cock. Starring Princess Alix Lynx”

[Femdom 2018] Humiliation POV – Be My Sissy Maid Of Honor. Starring Alix Lynx [FORCED FEM]

[Femdom 2018] Humiliation POV – Be My Sissy Maid Of Honor. Starring Alix Lynx [FORCED FEM]

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Porn Star Alix Lynx is so girly and she will make you feel so girly as she turns you from her boyfriend into her sissy maid of honor!

Hey there honey, well I guess you aren’t my honey any more, are you? You see the reason that I cheated on you is you’re simply not man enough for me. I could never be with a man like you. I need a real man and I hate to break this to you, but I’m getting married! To the guy I cheated on you with. Why don’t you let that sink in? Awww poor baby. LOL I’m not sorry, it’s your own fault, you simply were not man enough for me.

But the reason I called you over here today is that I have a proposition for you and I think you are going to absolutely love it! I want you to be my maid of honor, LOL! Isn’t that great! I’d love to see you all dressed up while I marry the man I cheated on you with, so what do you say? I thought it would be a great idea because after knowing you, I realized you really are, or should be a sissy. And there’s no better way to introduce you to the world as a sissy then being my sissy maid of honor! And I’m going to be the one to doll you up and dress you up! Won’t that be fun?

Don’t worry, I’m going to make you look so beautiful. I know you’re a bit apprehensive but it’s all you’re good for, so you need to do this. And I know you’ll give in because you still love me and you’ll do anything I say. It’s a shame you couldn’t please me. I know you wanted to marry me but I need a real man and that clearly isn’t you. And letting you be my sissy of honor is really a privilege because you’re going to shine on my big day!

You’ve spent all this time trying to make me happy and now you can, by showing the entire world, our friends, our families, how much of a sissy boy you are in your maid of honor attire. All glammed up from head to toe. I’m going to make you look so good sissy. So let’s get started I have so much to do. You’re going to look fabulous standing behind me holding my dress up. It’s an honor to be my maid of honor and you should thank me for this opportunity. Every one at the wedding is going to point and laugh at what a pathetic sissy maid of honor you are.

Category: FORCED FEM

Related Categories: FEMINIZATION, FORCED CROSSDRESSING, SISSY TRAINING, CROSSDRESSER

Keywords: feminization

Continue reading “[Femdom 2018] Humiliation POV – Be My Sissy Maid Of Honor. Starring Alix Lynx [FORCED FEM]”

Mistress Nikita FemDom Videos – Obey Nikita – Barbi Gets Some Candi Part 2 [SISSY TRAINING, CROSSDRESSER, FORCED BI]

Mistress Nikita FemDom Videos – Obey Nikita – Barbi Gets Some Candi Part 2 [SISSY TRAINING, CROSSDRESSER, FORCED BI]

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My Barbi doll loves to suck on hard candy, and Candi is getting so hard all locked up in that pink plastic prison. Candi can hardly stand it when I allow Barbi to lick that swollen clitty through the tiny bars making it press even harder inside the small cage. Watching Barbi give a blow-job is one of my favorite things to do so she gets to unlock that lollipop and suck on it until she reaches the warm creamy center. Most of it spurts all over her pretty face, of course!

Category: SISSY SLUTS

Related Categories: SISSY TRAINING, CROSSDRESSER, FEMDOM, FORCED BI, FEMALE DOMINATION

Keywords: mistress nikita, barbifuckdoll, barbi, dawll

Continue reading “Mistress Nikita FemDom Videos – Obey Nikita – Barbi Gets Some Candi Part 2 [SISSY TRAINING, CROSSDRESSER, FORCED BI]”

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