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Showing 1 - 60 Videos

SISSY GETS DRESSED, PERMANENT CHASTITY, AND AN ANAL ORGASM 1080P - ELLIE IDOL video from Ellie Idol

SISSY GETS DRESSED, PERMANENT CHASTITY, AND AN ANAL ORGASM 1080P - ELLIE IDOL by Ellie Idol Are you ready to be Ellie Idol's sissy? She requires you to look the part but also to masturbate like a sissy. No more stroking your clitty. You'll be locked away in permanent chastity! Anally will be the only way you're allowed to climax anymore. Your sissy hole will be stuffed and fucked whether from toys or the males of Ellie's choosing... maybe if you're lucky her strapon! Are you ready to commit? Think you can handle it? Then strip! It's time to change into the outfit Cherry Tart gave Ellie Idol. You're so lucky to be wearing it so do it proudly! Next, it's time for your clitty's new home: a chastity cage! Sissies take it in their sissy holes!! Hands-free orgasms from now on!! You, pretty girl, belong to Ellie Idol with the click of that lock. Show her that you know what to do and fuck your sissy pussy with that dildo! Fuck your sissy self silly for Ellie Idol!!

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Molding The Perfect, Feminized Slut video from Royal Ro

Molding The Perfect, Feminized Slut by Royal Ro [custom] Fuck masculinity. Fuck sexual shame. I want you to be my slutty little bitch and you’re going to be perfectly transformed into exactly that. My goddess body and sexy voice guides you into your new metamorphosis. When I’m done with you, you will be the PERFECT girly slut! You’ll lose any hesitation in playing your role as my eager, slutty femhole. In this clip, the word “sissy” is spoken twice.

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making you my bf's fucktoy - sissification, anal, imposed bi video from Veggiebabyy

making you my bf's fucktoy - sissification, anal, imposed bi by Veggiebabyy I’m your wife, and I just got called in to work, but my boyfriend and I had a big date night planned tonight! You’re going to have to step in for me, and you don’t get a choice in the matter. Before I head out the door, I give you a quick rundown of how to dress, how to treat him, and all the ways he’s going to make you his submissive little sex doll. First, you’ll need to grab a sexy red dress from my closet, plus some cute lingerie that he can tear off of you later. As for makeup, I want you in pink plumping lip gloss, eyeshadow, and mascara. You’ll start the date by going out to dinner. You’re sure to have plenty of people watching as he parades you around on his arm. After dinner comes the important part. You will serve him. You’ll kneel, remove his shoes, kiss his feet, unzip his pants, and immediately take his cock into your mouth. Suck on his balls. Let him fuck his cock the whole way down your throat. Get his cock nice and wet because he’ll be using your drool as lube to fuck your ass. When he’s ready, he’ll flip you over, face down, ass up on the bed. Spread your ass. Present your hole for my boyfriend. Moan like a whore as he fucks you. I want your cocklet dripping alllll over from how wet he makes you. Be a good little fuckhole for him until he’s ready to pull out of your ass and cum in your mouth. Swallow, slut, and then clean his cock with your mouth. Taste your greedy ass on my boyfriend’s thick cock. Then prepare yourself for round 2. :)

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SISSY'S PLANNED TRIP TO THE GLORYHOLE 1080P - ELLIE IDOL video from Ellie Idol

SISSY'S PLANNED TRIP TO THE GLORYHOLE 1080P - ELLIE IDOL by Ellie Idol Guess where Ellie will be taking you today! A GLORYHOLE!! You will be offering a little sucky sucky or fucky fucky to whoever stands on the other side of the wall. Ellie will record it and post it online for the world to see what a cock hungry SLUT you are!! You'll be stuffed full by the end of it. Are you ready for some anonymous sucking and fucking, sissy??

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Sissy Dress-Up Spitroast - Clara Dee POV Virtual Sex with Elle Eros video from Clara Dee

Sissy Dress-Up Spitroast - Clara Dee POV Virtual Sex with Elle Eros by Clara Dee It's date night, and your wife Clara has a surprise. Her friend Elle is joining you again! They've prepared some pretty pink lingerie for you, and a cute little dress. Clara does your makeup, and then they have you pose and show off how pretty you look! You're such a pretty little sissy, they can't wait to fuck your holes with their strap-ons. KEYWORDS: Virtual sex, sissy, pegging, strap on, airtight, spitroast, sissy dress up, pussy, Clara Dee POV, pegged, POV pegging, sissification, feminization, roleplay, dildo, strap-on, spreading, pussy spreading, spread pussy, GFE, wife, reality, praise, encouragement, soft femdom, gentle femdom, clit rubbing, boobs, real boobs, real tits, shaved pussy, hairy pussy, girl next door, small tits, small boobs, MILF,

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Muscular Master Fucks Your Ass video from Claudia Kink

Muscular Master Fucks Your Ass by Claudia Kink You can’t help but sneak looks at how muscular and powerful your Master is. He smirks, teasing you about how much smaller and weaker you are – you’ll simply never measure up. He flexes casually, teasing you, and strips out of his shirt, then grabs his huge hard cock through his pants. You want it so badly, don’t you? He teases you, telling you how he can’t wait to turn you into his little slut, his bitch. Using you like the hole you are, stretching you open with his big hard cock – he can throw you around easily, overpower you if he wants to, and you are desperate to be used and fucked.

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Teaching You To Be A Girl video from Ashley Aoki

Teaching You To Be A Girl by Ashley Aoki Custom video. I arrive home to find you, my stepbrother, in my room wearing my panties. I'm shocked at how small your dick is, it fits perfectly in the panties! I give you my bra and top to wear, since you might as well get dressed up all the way as a girl. I instruct you to use a Hitachi on your clitty, demonstrating on myself. I also show you how to suck a dick, and have you suck a dildo while using the vibrator. As you start getting closer, I tell you to turn the vibrator all the way up and cum in the panties. Then I tell you to take off the panties and lick your cum up. Non-nude video

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Royal Sissy Slut Throne video from Julia Robbie

Royal Sissy Slut Throne by Julia Robbie This video provides you with an essential lesson in sitting and a sure fire way to lure in your target man. To prove my methods work, I am not wearing anything but a sweater to keep myself covered and never reveal my sacred parts. This is about flirting to get your desire. I am also throwing in my secret technique that makes men instantly want to put their hands on you. Watch this video to the end and win your seat on the Sissy Slut Throne.

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Transitioning U Into Daddy's Girl | JOI video from Cattie

Transitioning U Into Daddy's Girl | JOI by Cattie In this light hearted, but mean spirited clip: Cattie barges into your room with a bag you left in the living room. You swore up and down you're not seeing anyone, but the contents of the bag say otherwise... Cattie doesn't care if you are, but like... whomever you're seeing's GOTTA be hot! Why hide her?? Come to find out... These sexy getups are... for YOU?! Astonished, Cattie is dying to see you in them and have fun with it. No judgement... well... maybe a pinch... Because Cattie can never control her daunting humor. But you get sucked into the moment and let Cattie take control.

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Fucking a Twink video from Ryley Rails

Fucking a Twink by Ryley Rails Dominating a twink giving him a ride he won't forget! I suck his cock making him hard before pounding his ass making him love having a tgirls cock deep inside his ass! I fuck him hard before shooting cum all over his dick then lick it up.

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YOU'RE A CUM GUZZLING WHORE (AND SO AM I) video from Chastity Lynn

YOU'RE A CUM GUZZLING WHORE (AND SO AM I) by Chastity Lynn Watching Chastity guzzle load after load of hot sweet nasty cum really inspired you. There's something so hot about what a disgusting cum guzzling whore she is that it made you want to try it yourself. Ever since you started watching her swallow cum you've had an insatiable longing to down your own load too. You love it when your sissy training whore Goddess Chastity Lynn makes you dress up in your sexiest outfit and work up a load for your cum slurping mouth. You’re a cum guzzling whore and you know it… A sperm receptacle… a cum dumpster with two legs. You love eating your own spunk but it's so much better when a girl tells you HOW to do it, how to grip it, makes you build it up and tells you fast to jerk it... You just can’t resist paying Chastity to tell you to eat your own jizz! You need that control and she's going to assert it. Your cock is rock-hard so now is a perfect time to play. You'd do anything for Chastity and love the idea and sharing a big cock with her and slurping down hot white man spooge together. Make sure you have a spoon handy for your nasty jizz.. so you can blow your load on it and slurp up every last sweet droplet.

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PRETEND YOU'RE ME AND I'LL BE MY BOYFRIEND 1080P - ELLIE IDOL video from Ellie Idol

PRETEND YOU'RE ME AND I'LL BE MY BOYFRIEND 1080P - ELLIE IDOL by Ellie Idol Ellie Idol's boyfriend, you know him as alpha, bullies you mercilessly and makes you do his bitch chores. Anytime you hang with Ellie, you ask about him. Deep down, you want him to fuck you. Well, he only fucks HOT GIRLS! No, you don't count even if you are a lil sissy bitch girl. Hell, Ellie Idol is probably more manly in the way she acts than YOU are. She gets a brilliant idea to do a little roleplay. How about she pretends to be alpha, and you can pretend to be her? Though Alpha would NEVER treat Ellie like she's about to treat you! You'll be degraded today, and you'll love every second of the closest thing you'll ever get to your fantasy coming true. Ellie fucks your mouth and pegs your hiney! You moan like a bitch the whole time until Ellie finishes on you and snaps a pic to send to Alpha later!

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Sissy loses his ass virginity video from Nicolette Bloom

Sissy loses his ass virginity by Nicolette Bloom Come on out, show us your outfit. Oh my goodness. Look at you in your princess dress, riding up and showing off your curves. I can't stop laughing. No but really this is perfect for you. This is exactly what you need! Being a sissy is natural for you and you're going to have a new daddy to help guide you through that. Go on, go sit on his lap and introduce yourself. Your daddy is going to take good care of you. I mean, look how big and strong he is and how short and chubby you are. You're a perfect match ? Describes making out with new daddy, having fat man tits played with, then I watch you get fucked reverse cowgirl so I can look you in the eyes while I play with myself and your new daddy takes your ass virginity. Then we all cum together.

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Sexuality Test 1 - SPH, Imposed Bi, Sissy Humiliation, Orgasm Control, Tease and Denial video from Kim And Vivi

Sexuality Test 1 - SPH, Imposed Bi, Sissy Humiliation, Orgasm Control, Tease and Denial by Kim And Vivi There are TWO Sexuality Test videos. This is Option One. Each has their own ending, and dirty talk under a similar premise. The main difference is whether or not you'll get to cum in the end. It's luck of the draw. No spoilers :) Bad news, your sexuality test came back inconclusive, so now you'll have to do a physical exam with two very thorough proctors. Does your dick get hard when we start to strip? It's sort of hard to tell because you're just SO small. Woah! I saw it perk up as soon as I mentioned you taking cock! Interesting. We can tell you've been fantasizing about men for a long time, but why did your test come back inconclusive? Maybe it's because you imagine yourself dolled up like a woman. We know you like wearing lipstick, so it leaves a mark on all the dicks you've sucked. You've been jerking off to the thought of being taken by a man so long, do you even like women anymore? Wow you look like you're about to cum, but the question is, should we let you?

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Snow Bunnies video from Ryley Rails

Snow Bunnies by Ryley Rails Baby it's cold outside so Brie Lovely and I keep our sissy cocks warm by sucking, licking, and gagging on each other's cock in the snow!

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Strap On Goddess Trains Your Sissy Clit video from Claudia Kink

Strap On Goddess Trains Your Sissy Clit by Claudia Kink Gazing at your Goddess in this strap-on gets you almost instantly hard, doesn’t it? Stroking your sissy clit for me. Go on, rub it for me, I know you want to. What you don’t know just yet is that this might be the last time you’re allowed to stroke it – I have some new plans in mind for you. I think it is time to level up your sissy training, teaching you how to cum just from being fucked. Teaching you that all your are, your entire purpose is just to be a hole for me to use. It’s all you need to cum, to squirt from that sissy clit, and the sooner you learn how to keep your hands off it the better. That’s it, submit to your Mistress the way a good girl should.

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STEPBROTHER TURNED SISSY AT OUR SLUMBER PARTY 1080P - ELLIE IDOL video from Ellie Idol

STEPBROTHER TURNED SISSY AT OUR SLUMBER PARTY 1080P - ELLIE IDOL by Ellie Idol Stepsis Ellie pulls you into her room with all her friends during their overnight party. She says you can hang out but you got to wear what they're wearing. Innocent enough, they're in PJs, right? Wrong! Your stepsister wants you to wear what they've got UNDER the PJs: lingerie!! Soon you're held down, panties stuffed in your mouth, and made to try on Ellie's new bra and panty sets!! She holds up each bra individually as well as the panties before putting them on your body. You're a BOY!! You're not supposed to wear this stuff, you think! They can't stop laughing at you and it's so embarrassing... One of her friends even stuffs the bra with tissues so you can have fake boobies... ugh. After all the try-ons, the girls aren't satisfied with your final look so Ellie takes off her bra and puts it on you and then her panties and places them over your face. They're going to leave you tied to a chair looking like this for the 'rents to discover! If they ask, and they WILL ask, these girls will say they punished you for snooping and being a pervy peeping Tom!!

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Feminization February Slave Tasks video from Royal Ro

Feminization February Slave Tasks by Royal Ro [custom] You don’t need masculinity anymore. All you need is Goddess Ro. You just need to do whatever you’re told. You’re not a man, you’re Royal Ro’s pretty girl. Obedient, feminine and eager, the three pillars of your new personhood. You're gonna become the best girl ever. You're My doll. You’re ging to be dressed up, primped and primed with all your holes stretched with these tasks that mold good girls into better ones. Your dedication to being My good femslut will be tested through these tasks. Let’s see just how far into feminization you’ll go for Goddess.

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Cum Guzzling Sissy Slut video from Julia Robbie

Cum Guzzling Sissy Slut by Julia Robbie I am wearing my favorite pink silk robe that I always wear when I am going to have sex which means I need YOU for clean up duty, sissy! Get excited because I picked out one of my outfits for you to wear and you have the task of getting to guzzle it all up. Every last drop, I don't want any of it anywhere, but down your throat.

^$50.00 Add to Cart

Caught In Your Girlfriends Panties Loser Humiliation video from Lacey Royce

Caught In Your Girlfriends Panties Loser Humiliation by Lacey Royce Your Girlfriends roommate suddenly barges into your room, telling you she’s fed up with your late night antics keeping her awake and she’s going to put an end to it one way or another. Why is she even dating a loser like you anyway! She tells you she’s going to teach you a lesson the old fashioned way - by pantsing you! Suddenly she realizes you are wearing your girlfriend's panties! She’s laughing at you and tells you this is PERFECT - she’s going to use this against you! She gives you multiple painful wedgies, laughing at you and bullying you! Then she tells you to start jerking off, after all you sick freak - you’re hard even though she’s giving you wedgies! You’re going to cum in your girlfriends panties, how are you going to explain that hm? She starts stripping down to her underwear and teasing you with her curves, telling you whenever you are with your GF you’ll be thinking about her. No matter what you do, she controls you now and just the sight of her in future is going to make you cum in your pants. She is going to enjoy watching you squirm and orgasm, your knees buckling in front of your girlfriend and a wet spot forming on the front of your pants just because she walked by us. Your gf is going to come home today and find you completely humiliated, covered in my own cum and... panties. She starts PILING panties onto you as you stroke your cock, covering you in panties and then she takes off the green panties she’s wearing and stuffs them into your mouth! Now you have to cum for her, she’s counting you down and that’ll be it for you - you’ll belong to her from here on out. And after you cum, your gf is going to walk in and find you covered in panties and a puddle of your own cum, pants around your ankles! How utterly humiliating!

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Step-Mommy Humiliates you into Being Her Little Sissy Bitch video from Wynter Azure

Step-Mommy Humiliates you into Being Her Little Sissy Bitch by Wynter Azure Step-Mommy Azure needs to talk to you about your behaviors. Whenever she asks for help, you throw a little tantrum. You start to protest- see, you are doing it already! Step-mommy thinks this behavior is very immature, and if you are going to act emotionally immature she will treat you like so! She will start treating you like a little one, because you keep acting like one! If you continue to be disobedient and whiney, Step-mommy is going to make you wear this silly frilly unitard around the house. It’s pastel pink with white frilly bits on the arms and leg holes. At least it’d make you scurry back to your room. If you act like a little sissy bitch, that’s how step-mommy will treat you! It’s embarrassing and humiliating how you act, so you deserve pure humiliation! Step-mommy continues to verbally scold and humiliate you, threatening you with further humiliating punishments if you keep up your bad behavior!

^$9.00 Add to Cart

Your Lesbian Wife Turns You Into a Woman - Clara Dee POV Virtual Sex Sissy Pegging video from Clara Dee

Your Lesbian Wife Turns You Into a Woman - Clara Dee POV Virtual Sex Sissy Pegging by Clara Dee Honey, I have a confession: I'm a lesbian. I don't want to break up with you, but things would be SO much easier if you were a woman. Would you try wearing a dress for me? And could I put some makeup on you? Oh, babe, you look so pretty as a woman! I'm actually getting really turned on... Would you let me fuck you in the ass? KEYWORDS: Sissy, virtual sex, sissification, feminization, sissy dress up, sissy wife, pegging, strap on, butt play, fingering, Clara Dee POV, virtual pegging, role play, pegging POV, ass fingering, pegged, sissy transformation, dildo, femdom, gentle femdom, soft femdom, dominant wife, GFE, reality, girl next door, non nude, SFW, MILF, blonde, amateur,

^$15.00 Add to Cart

Husband sent to feminization clinic pt 1 video from Nicolette Bloom

Husband sent to feminization clinic pt 1 by Nicolette Bloom Now you’re probably wondering why you’re here and what this place is. I’ll tell you. I am Dr. Bloom and you are at the leading feminization clinic in the country. Do you know what that means? Feminization means the process of emasculating men. I can see you’re a little confused still, don’t worry. I am here to guide you and help with your intake. Your wealthy wife has sent you here on the condition that you broke your prenuptial agreement. Do you recall your prenuptial? No? Well essentially, it grants your wife the power to pacify you, her husband, by any means necessary if you are found to have cheated or become “unruly”. According to her, you have been texting other women online, being chauvinistic to her and other women, as well as criticizing her clothing and underwear. Now this is just unacceptable and certainly grounds for punishment. According to the agreement of course. I will tell you, you are in wonderful hands here sir, or should I say madam! Your wife has purchased the premier fem package for you. Our best program. You will even be assigned your very own alpha. Very special and very exciting. Now pick that jaw up off the floor sweetie, we have a lot to cover!

^$29.00 Add to Cart

Husband sent to feminization clinic pt 2 video from Nicolette Bloom

Husband sent to feminization clinic pt 2 by Nicolette Bloom There is my sissy all star! You are looking lovely. That dress. Those heels! Your make up. You look so amazing. Today we are going to check in on progress here at the clinic, make sure we do a physical exam, and then discuss what is upcoming for the rest of your stay here. We will also review your alpha’s notes on how you’ve been in the ultra fem suite during your private time with him as well how your wife has been doing during her weekly meetings with your alpha too. I can tell you right now, she has been loving her time here, as well as your alpha!

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Sissy camp pt 1 video from Nicolette Bloom

Sissy camp pt 1 by Nicolette Bloom Oh look who it is, just the asshole I was looking for. You've been feeling weird lately? Hmm I wonder why? Perhaps its all the sissy porn you've been watching or the women's clothing you've been wearing? That's right, I know all about your other side. Sooo I looked into this and figured I would help you along in your little "journey". Yep. You know why I've been making you breakfast, lunch, and dinner. No not because I'm a good wife. Nope. It's so I could pump you fill of estrogen with each meal! I can't believe you haven't noticed your tits growing and your (already small) penis and balls shrinking. You're so pathetic. No I didn't come up with all this, god no. I learned from the nationally recognized Sissy Camp. Which is where you're headed! I'm going to tell you all about it. *No nudity

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I'll Turn You Into A Depraved Gay Dickless Anal Slut video from 420sextime

I'll Turn You Into A Depraved Gay Dickless Anal Slut by 420sextime [custom video] I'm surprised you agreed to become my slave just because you want to know what an anal orgasm feels like... Well, let's go over my plan for you now that you've agreed to do anything and everything I say. First, I'll lock you in a chastity cage, you don't need your disgusting worthless appendage anymore. Next, I'll start stretching your ass with dildos working up to bigger and bigger sizes until I can fit my arm inside of you. You'll then accept your new lifestyle of being Pussy Free. Naturally, I'll make you suck and beg for cock. I'll work on feminizing you and destroying your cock, shrinking it down to nothing.

^$15.00 Add to Cart

Sissy cuck husband transformation pt 2 video from Nicolette Bloom

Sissy cuck husband transformation pt 2 by Nicolette Bloom Well honey, we've been at this sissy cuck husband been thing for a fews weeks now and I think we need to talk about...well, your progress. It's one thing for you to wear girl clothes and sissy panties, but for you to make a real mark on your sissy journey, I think we need to consider permanent feminization. I know this can sound scary but..oh you're not scared? You're looked into this? Wonderful. Well I went ahead and purchased you several months of estrogen. Your tits will grow, your small white penis will shrink up, you'll lose muscle mass..not that you had much to begin with. I also want you to know I'm pregnant, pregnant with my strong black boyfriend's baby. Since I'm in charge, I want you to know that I've decided that you will be helping more around here. You will not only be our sissy maid, but you will also help raise the baby. In 9 months your tits are going to be engorged and lactating so you will be able to feed the baby. Since I won't be able to have sex with my boyfriend come the 3rd trimester, you will for me. That's right. He will use your mouth and asshole since won't be able to. So you just keep stretching your ass with that big plug and use the big black dildo I got for you to stimulate thrusting. We are going to be a family!

^$30.00 Add to Cart

Feminized by Strippers POV - Blackmail, Imposed Bi, Sissy video from Kim And Vivi

Feminized by Strippers POV - Blackmail, Imposed Bi, Sissy by Kim And Vivi You've been a bouncer at the club for years now, and yeah, some of the patrons have jokingly told you to get up on stage, but that's never actually happened before. Tonight things might be different though, it's after hours and the club's only full service escxrt hasn't shown up at all. The girls are panicking, because a high spending VIP is waiting for the three of them to show him a good time, but you're the only person left. Maybe you could fill in for her? You've tried on Vivi's heels before, so we know you can walk in them, and just a few more tweaks to your appearance is all it'll take really. Plus, we'll split the cash with you. You're not convinced? Listen, you don't really have a choice though. Vivi has photos of you back stage wearing her heels, and Kim isn't afraid to send those pics to all the club's regulars. Just sit back, and we'll get you ready. All the client needs is a place to stick his cock, and your ass is perfect for it.

^$16.00 Add to Cart

wife makes you her MTF sissy slut camwhore & lesbian lover video from Veggiebabyy

wife makes you her MTF sissy slut camwhore & lesbian lover by Veggiebabyy This is a custom video! Contact me if you’d like your own! This video is an expansion on the ideas from my “wife's imposed feminization: hormones, ball removal, permanent makeup, penis reduction & more!” video! It’s a similar vibe but explores the ideas in much deeper, hotter detail. Find the imposed fem vid here: https://apclips.com/veggiebabyy/wife-s-imposed-feminization-hormones-ball-removal-permanent-makeup-penis-reduction-more I start out the video gushing to you about how great our relationship has been since all the changes we’ve implemented. It started with me finding your panty stash and having you model the panties for me, but before long, we had a thick silicone cock sheath to cover your wimpy little peepee, 100% girly stripper clothes for you to wear all day, and a string of boyfriends and daddies to fuck your tight hole every night. You’ve been a camgirl for a while now and are making more money than I am. And if some of those daddies tip thousands of tokens on your camsite for the privilege of fucking your boipussy, well, even better! Things are honestly amazing now that I’ve turned you into my sissy slut lesbian lover, living fully femme. Your useless cocklet is completely ignored in favor of me railing you with my strapless strapon so you cum over and over from your poor little asshole. On to that vasectomy we’ve been discussing… I talked to Dr. Rose, and she has some concerns. We’ve decided that the best course of action would be to fully remove your balls! We can auction them off to the highest bidder. :) And while we’re at it, a penis inversion wouldn’t be too much hassle. We’ll just turn that lil prick inside out to give you a cute pussy, complete with soft, sensitive labia, and a big clit for me to play with. We’ll also be upping your dose of female hormones that I’ve been secretly giving you so your breasts grow even bigger and your pussy gets even wetter. Oh, and we should throw you a coming out gangbang! We can invite your boyfriends and daddies and charge your cam viewers tokens to participate. There will be no limit to the number of cocks your new pussy can take. Babe, I’m so excited! I love how submissive and pliable you are, letting me turn you into my perfect camwhore. I can’t wait to be right beside you, getting my pussy fucked right along with you!

^$20.00 Add to Cart

SISSIFICATION | Tigger Rosey video from Delilah Cass

SISSIFICATION | Tigger Rosey by Delilah Cass Tigger Rosey and Delilah Cass can’t wait to make you the perfect girl! You are going to look so cute with makeup and the lingerie we picked for you. Your little sissy clit is even locked by Tigger!!! What a lucky girl you are.

^$15.00 Add to Cart

Your Girlfriend Found a BIGGER Cock - Sissy, SPH, Cucking video from Kim And Vivi

Your Girlfriend Found a BIGGER Cock - Sissy, SPH, Cucking by Kim And Vivi Ever since she caught you in the girls locker room, you've been living in fear of your futa bully. One day when she discovers you have a girlfriend-- a hot one, so of course she sends her some incriminating photos of you. Desperate to secure your relationship, you visit your girlfriend's house, where she has a kinky surprise in store for you. She doesn't seem mad at all, but you'll do anything to stay on her good side. She manipulates you into some sexy lingerie, and as you succumb to her seduction, someone knocks on the door! Quickly, she hides you in her closet. Your futa bully has arrived! Not just to tease and taunt, but to take what is rightfully hers. As she moves in to claim your girlfriend with her dominant presence, a rustle in the closet catches her attention. To her delight and your horror, she discovers you, dressed in your girlfriend's delicate lingerie, the very image of a sissified plaything. Far from being deterred, your futa bully is actually turned on by just how well girls clothes fit you, and her cock hardens at the thought of having you under her control. She likes you as a sissy and decides to make you submit to her in ways you never imagined. If you can't please her, your girlfriend will have to take your place. Inexperienced and nervous, you struggle to service your bully's impressive cock, so your girlfriend demonstrates the art of giving a hand job to a much bigger dick, all while you watch, your own manhood feeling insignificant in comparison. As your girlfriend expertly strokes your bully's cock, you're subjected to the humiliation of both women commenting on the contrast between your sizes. Already feminized, humiliated, and cucked, your final job is to choose a place for your futa bully's hot cum, do you want it all over your bra, aimed right at your panties, or will you spit your tongue out like a good girl, and take it down your throat?

^$17.00 Add to Cart

Turning My Roommate Into a Sissy video from Fapcakesenpai

Turning My Roommate Into a Sissy by Fapcakesenpai In this POV-styled video, I turn my roommate into a sissy so they can be ready to take on the world. I give you a makeover with my own personal makeup, and then style your hair and clothes til you're dressed perfectly. This video is almost like ASMR, with a POV applying makeup angle. Perfect for sissies and cucks who wanna be humiliated.

^$11.00 Add to Cart

SISSIE'S FIRST PANTIES video from Goddess Alimony

SISSIE'S FIRST PANTIES by Goddess Alimony There is no humiliation in this clip just kind, gentle, playful fun as you become closer to your Goddess and have a girly sleepover. You have been treated to some new sissy panties but maybe the ultimate treat is to spend time with the person you feel safest with to be yourself! #Sissy #Panties #SissyPanties #CrossDressing #Lingerie #Goddess #Gentle #Teasing #POV #GoddessWorship #Closeness #SpecialBond #GirlsNightIn #BigBoobs #British #SleepOver #SissyTraining #GoodGirl #Sassy #Knickers #Submission

^$5.00 Add to Cart

Step Mom's Sissy Slut video from Julia Robbie

Step Mom's Sissy Slut by Julia Robbie You just got home from a night out with your friends and your step-mom catches you wearing lingerie underneath your clothes. You had been wearing them all night and she has known all along that you were a sissy. She surprises you by showing you that she is currently wearing a strap on underneath her robe. You want to practice your skills and she allows you do it on her with her strap on. To your surprise she is a really good teacher and you are really going to be able to impress your boyfriends soon.

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Sentences to Ovulate To - Femdom Bi Encouragement video from Kat Danz

Sentences to Ovulate To - Femdom Bi Encouragement by Kat Danz You have to be a special kind of man to be able to ovulate. And not special in a good way. Special in a sissy way.... I'm going to be saying a LOT of things that are going to set off your male ovulation. This vid will make you wanna spread your throbbing boypussy for a thick, hard cock until you're being used like a thoroughbred slut! Your ovulation will grow the more that you let your sissyhole get drilled. Now you're whimpering and begging to be bred. You can't stop thinking about his semen flooding your fertile boypussy and impregnating you. Let your primal urges take over. You know you're meant to bottom for a man who needs to cum. So take your place, and start subbing. **INCLUDES: femdom / female domination / sissification / sissy training / bi encouragement / verbal humiliation / emasculation / brat girl

^$4.00 Add to Cart

Sissy camp pt 3 video from Nicolette Bloom

Sissy camp pt 3 by Nicolette Bloom Well well well, I can’t believe I am at THE sissy camp, and in the head daddy counselor’s office. This is so amazing. I can’t wait for my tour later. I also can’t wait for your daddy to give me a full report on your progress. I already know that you’ve been fucking up though, don’t even try and lie about that one. Okay tour was amazing! I have more details on plans for the rest of the day too. We’re going to go shopping for the annual debutante ball for the sissies! Anddd I need a dress for my date with your daddy tonight. You and the other sissies will be serving the “wives” who are on dates with your daddy counselors. It’s going to be amazing. You didn’t say how hot your daddy is. You’re a greedy little sissy. “Wife” edges her sissy bitch husband while they’re out shopping for dresses. He misbehaved and decided not to wear his cage. Well, punishment is, you no longer get to come to the restaurant and serve your “wife” and daddy counselor. Nope. She’s just going to come back to the camp and tell you all the things he did to her while you sit there and leak from your cage like a pathetic sissy bitch.

^$30.00 Add to Cart

Sis Helps You Crossdress video from Fiona Dagger

Sis Helps You Crossdress by Fiona Dagger (This video is a bit cheaper because it's shot on my phone rather than my filming camera! There is no real sexual action in this video, it's just crossdressing encouragement, but a part 2 will be coming soon where bro and sis mutually masturbate together!) Your big sister walks into your room without knocking, about to ask you if you want to go to the gym with her - but she's shocked to find you wearing a dress and admiring yourself in front of the mirror! At first she gives you the benefit of the doubt and assumes you must have a costume party, but you fumble your excuses and she quickly realizes that you're lying! She tells you it's okay, you can tell her the truth - did you just want to know what wearing a dress felt like? You're so embarrassed but you admit that yes, you just wanted to dress up in cute girl clothes to see how it felt... Your sister tells you not to feel bad about it, and that she's happy you're experimenting - but that the dress you're wearing is really ugly, so how about she lets you try on some of her clothes, which will suit you a lot better! She fetches a few dresses for you to try on, and suggests you start with a cute pink sundress. She's very supportive of how it looks on you, telling you that you look really good, but that she can't help but giggle a little in shock as it's just so strange seeing her little brother dressed like this! The next dress you try on is a sexy, tight bodycon one, so she instructs you on how to roll it onto your body and warns you that it will be very formfitting! The dress feels so nice that you can't help but get an erection, and when your sister turns back around she immediately spots it, as the dress is so tight that she can basically see the outline of your hard cock super clearly! You're embarrassed again but she tells you it's fine, she did kind of guess that this was a sexual thing for you, and she doesn't want to shame you at all - in fact she reiterates that she thinks you look really nice, even saying that maybe in future she'll ask her boyfriend to try wearing a dress for her! She tells you she brought another dress in, but warns you it's very sexy - it's basically a babydoll nightie, with massive slits up each side so it doesn't leave much to the imagination... You put it on and your boner sticks out so much that your sister giggles even more, but she also can't seem to take her eyes away from you! She shyly suggests you try some actual lingerie, and fetches some stockings, and a bra and panties from her room. She teaches you how to put the pale pink, lace top stockings on first, and then tells you to put the red, lacy lingerie on - warning you that the panties are very small and won't cover much at all! Once you've put it all on she can't stop staring at your hard cock, barely constrained by the tiny strip of red fabric, and after giving you lots of compliments and promising that you look really good, she suggests she leave you alone so that you can take care of your boner - and tells you just to wash the lingerie before you give it back to her! As she leaves she keeps glancing at you and at your hard cock, and you wonder if she might even be going to 'take care' of herself as well... TAGS: british, english, redhead, ginger, tattoos, tattooed, solo female, roleplay, dirty talk, posh accent, pov, taboo , bro sis, brother sister, crossdressing, crossdresser, cross dressing, cross dresser, sissy, sissification, encouragement, lingerie, big sister, little brother

^$7.00 Add to Cart

SERVICE MY SERVERS TONIGHT 1080P - ELLIE IDOL video from Ellie Idol

SERVICE MY SERVERS TONIGHT 1080P - ELLIE IDOL by Ellie Idol What makes you think you can be a good slave for Ellie Idol? After you briefly explain, Ellie commands you to strip naked so she can assign you to your position. Will you be a video sub, a sex slave, or something else entirely? You were doing so well until this part of the interview... You're terrified of her seeing your small pecker but not wanting to miss your chance to be her slave, you drop your trousers. Oof. Well, Ellie still has a position for you even though you're severely lacking in the peen department. She's going to have you serve at her party tonight. No, not food or beverages, that's for the bulls to serve-- along with their MEAT of course!! You'll serve her bulls, silly. Soon you will be servicing Ellie's servers tonight for the entertainment of her guests!! Big dicks get pleasure from the little ones and all Ellie's short dicked men will be there at the party sucking off those well hung bulls. Big cocks get to cum, little cocks get to leak and twitch! Tonight cocks will be in your hands and spunk will be on your tongue!! Bring those men to orgasmic bliss, subby pet!! Do your best, even if it's your first time. You must give it your all... IF you want to be Ellie's slave of course. Are you ready and willing to put on your best performance?

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Pretty Sissy Spitroast with Elle Eros Hasmik JOI and Clara Dee POV video from Clara Dee

Pretty Sissy Spitroast with Elle Eros Hasmik JOI and Clara Dee POV by Clara Dee Your girlfriend Elle Eros invites her friends Clara Dee and Hasmik JOI over to help her dress you up and fuck your holes. They give you a purple sheer bikini to match Elle's, and tell you how pretty you look in it. Then they give you the choice of the big dildo or the small one, and obviously you choose the big dildo, you little butt slut, you! Hasmik fucks your sissy pussy with her big dildo, while Clara throat fucks you with the smaller one, and Elle strokes your sissy clit until you have a big old sissygasm. Keywords: Sissy, virtual sex, POV, pegging, strap-on, sissy dress-up, POV pegging, pegged, virtual sex, fingering, anal fingering, sissygasm, prostate play, sissy POV, Clara Dee POV, Elle Eros, Hasmik JOI, soft femdom, airtight, GFE, butt slut, sissy slut, sissy encouragement, lingerie, big boobs, small boobs, friends, BFFs, huge dildo, big dildo, girl next door, cute, sweet, sissy clit, dildo sucking, gentle femdom, Length: 12 minutes

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Mommy Wants a Maid - Sissification tasks video from Kat Danz

Mommy Wants a Maid - Sissification tasks by Kat Danz Mommy wants a sweet, sissy maid. And she's found the perfect one in you. You have to put on your uniform of frilly, girly lingerie, everything that will feminize you and strip you of the man you pretend to be. Not only do we need to take away any manly features you once had, we have to cover them up with bright red lipstick, darling nipple clamps for your growing sissytits, and you will ABSOLUTELY have to stretch out your sissyhole! Use your pretty pink buttplug and tease that slutty hole for Mommy. Moan like a good little bitch. Take this fat cock into your mouth while you stuff your little slut hole full. ....And now that Mommy's made you into the perfect sissy, cock-taking slut maid, clean my room. I want it spotless, just like your manliness. xoxo INCLUDES: femdom / female domination / sissification / sissy tasks / verbal humiliation / imposed bi / degredation / brat girl / mommy roleplay / sissy fetish / feminization / laughing / teasing / lingerie

^$6.00 Add to Cart

BBC MADE YOU A FAGGOT video from Chastity Lynn

BBC MADE YOU A FAGGOT by Chastity Lynn BBC made you a faggot. You were never gay, you never had any gay thoughts. You’ve always loved porn and loved that the guys have bigger dicks than you. But then you discovered BBC interracial porn and something switched. You couldn’t take your eyes off of those huge monster black cocks. After that you only started watching BBC porn, nothing else could turn you on. Without even realizing it, you became more and more focused on the big black monster cocks. They are SO much bigger, so superior to your little white pin dick. Your cock is so small and impotent along side one of theirs. Soon your fascination turned to lust. You started craving those black dicks. Needing them. A sick obsession. Give in to your desire to be a slave to BBC and assume your life role as a worthless faggot destined to service big black dick.

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beta fucktoy part 3: chastity office bitch spitroasted and quadruple creampied video from Veggiebabyy

beta fucktoy part 3: chastity office bitch spitroasted and quadruple creampied by Veggiebabyy This is a custom video! Contact me if you’d like your own! Just as your huge cock futa boss is getting ready to fuck your face, she notices one of your coworkers eyeing the situation and invites him to join. You’re soon bent over a desk, getting fucked in both holes as your chastity cage hits against the desk with each thrust. Your coworker and I fuck you full of cum, then swap spots. I love having you look back at me as I use his cum as lube to rail your ass as well. It doesn’t take long before we’re both cumming again, and you cum all over the desk in your cage. I’ve gotta run to a meeting, but before I head out, I make you put in a thick plug to hold in all that cum. Lick your mess off the desk, and then get under it because I’m not done with you yet. Find part 1 to this video here: https://apclips.com/veggiebabyy/you-re-my-beta-fucktoy-futa-boss-calls-your-wife-while-railing-you Find part 2 to this video here: https://apclips.com/veggiebabyy/beta-fucktoy-part-2-free-use-office-bitch-in-panties-and-chastity-for-futa-boss Find part 4 to this video here: https://apclips.com/veggiebabyy/beta-fucktoy-part-4-office-cumdump-dped-by-futa-boss-for-wife-on-video

^$9.00 Add to Cart

Mommys Sissy Cocksucker video from Miss Dolly

Mommys Sissy Cocksucker by Miss Dolly It’s time to put that mouth to work and show Mommy just how much you’ve missed me, how much you’ve missed having Mommy’s cock balls deep down inside your throat. Suck it sissy, suck Mommy’s cock.

^$14.00 Add to Cart

I Want a Good Slutty Sissy video from Lacey Royce

I Want a Good Slutty Sissy by Lacey Royce In our last lessons, we focused more on internal changes. Things that you can do to feminize and sissify yourself on every level. Now it’s time for you to learn some “harder” sissy skills. It’s time to face the reality of what being a sissy truly means. That you were not made to do the fucking… You were made to be fucked. If you truly want to transform yourself into a feminine, sissy, slut for me then this lesson is going to teach you how to receive. How to open your hole to receive cock. You know you were made to suck, and fuck, my strap-on cock. You were made to be filled, and used, like the little slut that you are. It’s not enough to be girly and feminine. You have to be slutty. You have to be skanky. Because I want a good, slutty, sissy. *NOTE this video is a sequel to “Sissy Posture Training” and “Sissy Level Up - Vocal Training” but can be watched as a stand-alone training.

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Superheroines Punish You with their Futa Cocks video from Natashalove

Superheroines Punish You with their Futa Cocks by Natashalove Supergirl and Wonderwoman have foiled your plans! You have been captured and they are going to Punish you super hero style with their fat futa dicks, making you their pathetic sissy bitch and get your ass ready for Prison.

^$11.00 Add to Cart

Sissy camp pt 2 video from Nicolette Bloom

Sissy camp pt 2 by Nicolette Bloom Well look who’s back from spring break! It sounds like you’ve been having a great time. Here I'll read some of your emails. No no, you’re not back for good honey. I know you’ve been away for 2 months, which is the standard, but you need more intervention. Okay, you getting upset with me and getting sassy proves you need to go back. It must be all those hormones they're pumping you full of! You’re such an emotional bitch. Listen, let’s talk about how your time has been there so far and we have an at-home exercise to do. You’re going to edge and stroke your tiny dick while I get ready for my date. And yes, you will eat your cum at the end. It sounds like you’ve been training so I’m sure it’s not a big deal. God you are such a sissy bitch loser!

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Zoom Class: How to Give a BJ 101 video from Fapcakesenpai

Zoom Class: How to Give a BJ 101 by Fapcakesenpai Welcome to my zoom class! Today I'm going to be teaching you all how to give a BJ- this class is perfect for sissies and anyone else who wants to learn how to suck cock. I take out my dildo and show you exactly how you like to lick and suck on a cock to please your man.

^$40.00 Add to Cart

EROTIC CEI SISSY TRAINING video from Goddess Alimony

EROTIC CEI SISSY TRAINING by Goddess Alimony Bathe with Goddess Alimony. Bask in her feminine wiles as she transforms you into one of her little yellow roses; a delicate flower. A sensitive, clitty stroking good little gooning GIRL. That is always what you wanted to hear but only from someone who meant it. Do as you are told and cum as you are instructed in this erotic, nylon gloved, bare feet relaxing mind melt. The eat your fucking cum, slut! #Bathtub #CEI #NylonGloves #LongFingerNails #Pigtails #Goddess #Blonde #Milf #MindFuck #Sissification #CumFOrMe #JerkOffInstruction #Worship #LongToes #MilkBath #British #MeanGirl #SissyTraining #GentleHumiliation #EncouragedSissification #CumCountdown #Drone #Asmr #Tingles #FootWorship #ToeNails #Flexible #WrinkledSoles #CumEatingInstructions #Feet #BareFeet #BareFoot

^$9.00 Add to Cart

Sissy camp pt 4 video from Nicolette Bloom

Sissy camp pt 4 by Nicolette Bloom Well, looks like we have to have another talk. Don’t we? You’ve been sent home from your sissy camp because you “graduated” but you really haven’t been keeping up with your sissy studies are doing anything related to being a sissy? All of the other sissies in your graduating class think you’re a total bitch. I think they’re been pumping you with too much estrogen. Well either way your step-daddy counselor is going to move in with us and get your ass in shape…literally. So buckle up, step-daddy is moving in!

^$29.00 Add to Cart

Work Fantasy video from Ryley Rails

Work Fantasy by Ryley Rails Once we are alone on a work trip the real fun begins! I get all oiled up for you and fuck myself giving you my presentation with a big load of cum in the end. @ryleyrails

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These Kisses Will Make You a Girl video from Royal Ro

These Kisses Will Make You a Girl by Royal Ro [custom] I don’t want a boytoy anymore, so I’m making you a girl. You’ll like it- you’re getting turned on just thinking about how pretty you’ll be when I’m done with you. My pretty, slutty woman from now on, my kisses will leave you weak and super feminine. You’ll be the perfect femdoll for me! You’ll start to feel a bit tingly and feel changes in your body. This is okay and supposed to happen. My feminizing lipstick will morph you into a beautiful woman with every kiss. My warm, soft lips are tempting, aren’t they? I know you want to be my good girl. Just close your eyes, relax and enjoy these kisses.

^$13.00 Add to Cart

Topping a Twink video from Ryley Rails

Topping a Twink by Ryley Rails Topping a twink with my tgirl cock shoving it deep in his ass, making him ride it before shooting cum all over his face.

^$15.00 Add to Cart

U Just Can't Stop Wearing Sis' Panties video from Kat Danz

U Just Can't Stop Wearing Sis' Panties by Kat Danz **sequel to my other vid "U Like Ur Sister's Panties? You'll LOVEEE Her Humiliation"** Sister is sooooooo sowwy she humiliated you earlier. You like wearing my panties. So what? So what if that makes you a pervy panty-obsessed brother? Watching you get off in my panties was really insane. And since you liked wearing them so much, I figured I'd let you try on more! Your dick just looks so much bigger when it's in my panties. Or- oop- maybe that's just the boner you pop every time you wear your sister's pussy panties! I'll even be a little pervy with you- I'll rub your tiny bulge while you wear my undies and watch you squirm. Oh my god, you actually made a huge wet spot when you came in my panties, bro! So grosssss! Lol, I expect you to ONLY wear my panties under your clothes from now on. And maybe another special toy I have for you.... just in case I want to turn up our fun times someday.... you better prepare... **INLCUDES: femdom sister / brother sister roleplay / mean girl / brat / panty fetish / verbal humiliation / sissification / laughing at you / SPH / small penis humiliation

^$6.00 Add to Cart

Step-Mother Knows Best Feminization Training and SPH and SPE video from Lilith Grae

Step-Mother Knows Best Feminization Training and SPH and SPE by Lilith Grae Your step-mom accidentally saw your dick and had some concerns… maybe you should be a girl instead! I’ve always wanted a daughter! Let me teach you how with some girly motherly advice about lingerie and makeup… but we will get you locked up in chastity first! It’ll be so fun! (This is the *deluxe version* of another video which means it is longer and in 4K)

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Loser BF loser jerks off while I try on video from Nicolette Bloom

Loser BF loser jerks off while I try on by Nicolette Bloom Well, here we are. You are your knees like the pathetic loser you are. And me, a goddess, ready to try on my dresses for my date that is not with you. Yes, I already told you that you can jerk your tiny stupid clit dick while I change. But you CANNOT look at me while I change. You don't deserve to look at me while I'm naked. You're not a real man. You're a pathetic sissy loser. Now get your stupid maid outfit on and iron my dress for my date tonight.

^$17.00 Add to Cart

Muscular Masters Well Trained Slut video from Claudia Kink

Muscular Masters Well Trained Slut by Claudia Kink Look at how delicate and small you look next to me. My arms are bigger, my shoulders are wider, and I’m hairier than you too. It’s obvious that I should be the alpha, your Master, and that you exist to serve me. Don’t you want to be my good girl, a well trained slut for your Master, taking this big cock? Rub your clit for me and show me how well behaved you can be.

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Sissy step-son does porn video from Nicolette Bloom

Sissy step-son does porn by Nicolette Bloom Wait I can rent my sissy step-son out to a new step-mommy and step-daddy? Wow, this would solve all of my financial troubles. I'm going to let him know he has a new job now and prepare him. He's such a little sissy bitch anyways, he will be perfect for his new role. I'll make sure to put him in a chastity cage, dress him up in lingerie, test him to see if he gets hard from seeing pictures of dicks, spank him, fuck his ass, and of course make him lick my pussy. These are all things his new step-mommy and step-daddy are going to do with him. I just have to remind him they will be video taping him. Oh this is going to be amazing!

^$20.00 Add to Cart

Sissy application video from Nicolette Bloom

Sissy application by Nicolette Bloom I have received your application for my advanced sissy training program and I am pleased to say I enjoyed reading it very much. With your dedication to obedience, inclination towards sissy tendencies, your admission that you are a failure as a man, and the cherry on top, that you are a 47 year old virgin. I think you would make an excellent trainee.

^$7.00 Add to Cart

STEP-BRO becomes my FEMDOM SUBBY- FULL MOVIE video from Kat Danz

STEP-BRO becomes my FEMDOM SUBBY- FULL MOVIE by Kat Danz Mommy punished my step-bro SO HARD! It was kinda.... a turn on hehe.... I wanna see my step-bro in that kinda position again. But this time, I want it to be because of ME! Step-bro, you got in trouble cuz I tattled on you. And mommy spanked you soooo hard. If you don't want mommy to hear more bad stuff you've done, you should proooobably do everything I say! And I have some knida crazy ideas. Over the next four days, my step-bro is going to become my completely submissive, totally conditioned, femdom SLAVE! You'll do all my cleaning, wearing your pretty apron, and accept every new femdom avenue that I want to take you down. Getting stepped on? Better have those loser balls out and ready for my sneakers to pummel! Being locked in chastity? That dumb dicklette doesn't get any action anyways! Eating my boyfriends cum out of your step-sis's used pussyhole? You'll learn to luv the taste! And FINALLY on the last day, you'll get a little action yourself- when my boyfriend comes over to slut out your boipussy with his fat fucking cock! I know you've listened thru the door when he fucks me. You've heard how hard he destroys my pussy. Your virgin asshole is no match for an experienced anal-fucker like him haha! Be a good subby for him, and me, tonight and every night! **This is the LONGEST femdom vid I've ever made, enjoy all your favorite dirty kinks in one vid xoxo **INCLUDES: femdom / female domination / CEI / cum eating instructions / blackmail fantasy / CBT fantasy / chastity cage / submissive tasks / POV / stepping on your balls / kicking your balls / encouraged bi / step-sister roleplay / mean girl

^$16.00 Add to Cart

Panties Only video from AveryRaie

Panties Only by AveryRaie You want to be feminized don't you? When you look at me you aren't just thinking with your cock like most men, you're wishing that you could be me. You want to have your hair and makeup done, you want to wear sexy little outfits like I do. You're a waste of masculinity. You want to be feminized? Let's start with your underwear. Real men wear boxers, you'll be wearing pretty little lace panties from now on. All the time. You'll be wearing them at home, to the gym, to work, while hanging out with friends. There are no exceptions, you only wear pretty little lace panties from this point onward.

^$8.00 Add to Cart