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Showing 61 - 120 Videos

Ryley Rails First Adult Video 2017 video from Ryley Rails

Ryley Rails First Adult Video 2017 by Ryley Rails Looking back on my first adult video! I look so innocent playing with my ass back in 2017.

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Take Cock Slut Goddess LeverageURAssets in Glasses FemDom - 509 video from LeverageURAssets

Take Cock Slut Goddess LeverageURAssets in Glasses FemDom - 509 by LeverageURAssets You love a big juicy cock down your throat don’t you? Put on that bright red lipstick and show Ginger Femdom Lev what a little slut you are. Look into her big blue eyes peeking behind her glasses and take this dildo all the way down your throat. You need to train with this long-haired redhead to be an obedient whore. This petite redhead humiliates you with her blowjob skills and shows you POV how to suck cock. femdom, humiliation, female domination, sissy training, bisexual encouragement, sissification, blowjob, dildo, dirty talk, POV, redhead, redhair, longhair, petite, ginger, milf, leverageurassets, blueeyes, slim, fit, smalltits

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Alley Cat - Star Nine Supervillain Sissy Training video from Star Nine

Alley Cat - Star Nine Supervillain Sissy Training by Star Nine Sylvester, start begging on your knees and explain why you thought you should try on my catsuits instead of doing your slave tasks? POV whipping and scolding, I humiliate you for thinking you could be me. you are too stupid to imitate my perfection. It's CatWoman, not CatMan, because a male could never be as flexible or strong as a Divine Goddess like me. Do you want to be a girly pussy cat instead of a bumbling henchman? Are you looking for something tight and pretty for your gender exploration? Put this tiny thong over your little clittie. It's repulsive as you put this string bikini top around your pathetic flabby chest. I should throw you out in the street like that, but I don't think you would be a good burglar in that feminine outfit. Whore training will help with your pay piggy tributes. Putting on my big black cock, I give blowjob instructions and shove my shaft deep down your throat. Suck and give the best oral servitude, but no gagging or teeth. you will be draining balls in your slutty mouth like a sissy whore. you've been demoted to a street slut, crying as you get a throat fucking. Don't return until you have my money. Send your custom video request to star at starbondmedia dot com Includes sissy training, super villain, femdom pov, sissy sluts, submissive/slave training KEYWORDS - sissification blowjob encouragement feminization imposed crossdressing slut training pov strap-ons pov financial domination findom money fetish supervillains super villains superheroines super heroines comic book roleplaying cosplay costumes female domination pov femdom sensual domination female supremacy Goddess worship verbal humiliation BDSM instruction men following orders fetish clothing fetish clothes catsuits cat suits spandex shiny fetish shiny clothes shiny clothing boots boot fetish belt fetish masks mask fetish pvc-vinyl gloves glove fetish blondes kink tall woman tall women make me bi encouragement

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The Final Straw: Just Admit You're Gay video from Royal Ro

The Final Straw: Just Admit You're Gay by Royal Ro Stop trying to pretend you’re straight. You can’t get your cock hard for women even if you wanted to. The only time you can cum is with a dildo up my ass while you watch gay porn. For some reason you’re as much of a chicken as you are in denial of yourself. You so eagerly want to be fucked like a girl, but you keep depriving yourself of the chance. You’re scared that once you start you’ll be hooked and have to come to terms with liking men, with liking cock, and with being a slutty girl for cock. This clip will be your trigger to finally succumb to your desires and get your holes used by a man for the first time. I know how badly you want to suck dick. I know how eager you are to have your hole plowed with a thick, veiny cock. Go ahead and do it… You’ll start with a soft kiss on some man’s lips… Don’t worry, Goddess will be right here with you.

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Wear My Cummy Panties, Slut! video from Marigoddess

Wear My Cummy Panties, Slut! by Marigoddess After getting fucked by a real man, Goddess is feeling playful. She wants to tease and torment Her sissy slut. She lets you out of your chastity cage so She can totally humiliate your pathetic little clitty. The creampie She took is dripping out of Her freshly fucked pussy, making Her panties all wet. Princess strips out of them, making you sniff them before She instructs you to wear them. She wants you to wear Her cum soaked panties. Feel the sensation of a real mans seed up against your tiny clitty. Hump, hump, hump. Don't even think about cumming though. She makes you take off Her panties so She can gag you with them before locking you back into your chastity cage. The luxury of an orgasm is reserved for a real man.

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Beta male turned diapered sissy video from Nicolette Bloom

Beta male turned diapered sissy by Nicolette Bloom We need to have a talk. You've proven yourself to be a complete loser and utter failure as an adult male. You're a virgin, you have a shit job, no goals, no money saved, you're just pathetic. So I've decided you're going to start over. You're going to live your life as a diapered sissy girl. That's right. You're going to live in a crib, eat only soft foods, and shut your fucking mouth with this giant adult sized pacifier. I may even get you a new daddy too.

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pegging the panty thief: wear my panties while I fuck you in them video from Veggiebabyy

pegging the panty thief: wear my panties while I fuck you in them by Veggiebabyy I know you’ve been stealing my panties. I’m not mad, I just wanna talk. Since you like wearing my panties so much, I want you to model them for me. Give me a little twirl in the ones you’re already wearing, and then I’ll give you a couple more I want to see you in. You look damn good in my panties, and I make lewd comments while you show off for me. You’re not the only one who’s hard now. Don’t take those off; I want to fuck you in them. I have you lie back on the couch and spread your legs while I push the panties to the side and slide my cock in your wet, ready hole. We’re both going to cum so hard.

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Staying In video from Ryley Rails

Staying In by Ryley Rails Instead of going out let's stay in and fuck. Let's suck each other's cock, 69, and fuck until I shoot a big load of cum while getting fucked then clean up your big load with my mouth. Sounds like fun!

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Femboy transition time video from Nicolette Bloom

Femboy transition time by Nicolette Bloom I'm so happy your mommies decided to drop you off here. They know about the photos I took, that I sent to my girlfriend to make her jealous, and they loved them. They loved that you were naked, showing off your cute little clit peepee. Your mommies want us to take care of you and help you along with your transition. You're so so pretty, but you know this. Tonight we're going to have some fun and have a game night. What kind of games? Well I'll tell you, we're going to do more dress up and you're going to play model. We're going to take pictures of you and you're going to be sexy for us okay? Then we have a special guest coming over to play more games. A new daddy for you! Your mommies both agree that you need a step-daddy. Your daddy will teach you how to be a good girl. We're all going to teach you how to be a good girl. Especially with all that estrogen your mommies have been giving you, you're well on your way to transition sweetie. We're going to teach you how to suck and take your new daddy's big cock.

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I've been putting estrogen in your coffee: loving feminization and futa fucking video from Veggiebabyy

I've been putting estrogen in your coffee: loving feminization and futa fucking by Veggiebabyy This video is a fun mix of mildly manipulative mommy domme and gentle, validating, joyous feminization. It isn’t humiliating at all. I used sissy tags to hopefully get this video in front of the right audience, but it isn’t a sissy video, per se. You want to be a woman, and I want to fuck you as one. I wanted a girl to play with, so I’ve decided to turn you into one. You come to me saying that you think you’re growing breasts, and I tell you I’ve been putting estrogen in your coffee for a while now. I hand you a cute pink outfit to put on, and then it’s time to get started. Once you’re comfy, I start out by rubbing your nipples and playing with your tits. They’re so much more sensitive now! Then I slide my hands down to your dripping pussy and needy clit. Relax and enjoy as I finger you to warm you up, then fuck you with my cock. After you get the hang of this whole being a girl thing, I have you ride me. It’s usually easier for women to cum when they’re on top! Grind your g-spot into my cock while I rub your clit until you cum hard on my cock.

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Mother In Law Pegs and Trains Sissy for Wedding Day video from Victoria Lotus

Mother In Law Pegs and Trains Sissy for Wedding Day by Victoria Lotus This is a custom video! Here is the script: "Sissy feminised and pegged by Step-Mother in law (10mins) First 3 mins - Frame from head to chest and shot in bright natural light to show as much armpit definition as possible. - A good sissy worships his Step-Mother in law by smelling and licking her armpit. You can tell how heavenly they smell and taste. Rest of video - pegging Camera frame from head to chest making pegging movement. - comment on how sissy is feminized and taking your dick like a sissy slut - Make him moan like a girl - call you Step-Daddy - train him to take cock for your Step-Daughter and his wife/owner

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Bimbo Barbie Part 1 video from Mistress Lancy Rose

Bimbo Barbie Part 1 by Mistress Lancy Rose Have you always wanted to be a Barbie Bimbo? Well, with this series, your dreams of becoming a Bimbo Barbie will come true. ??⭐️

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Mrs Roses Sissy video from Siena Rose

Mrs Roses Sissy by Siena Rose Welcome to Mrs. Rose’s beautiful world of positive, loving femdom. Welcome to Mrs. Rose’s Closet. There is always room for you to play dress up in all of her beautiful lingerie and frolic around her house looking your prettiest! You have just been adopted for lots of love and snuggles but of course you have a lot of work to do so she can make you her pretty little sissy slut! She even made a special room, just for you! Let’s make you over and get you ready to train because like a good sissy, she is going to require you to clean her holes up after she has been filled with cum by her lovers. You will also need to begin training your ass with my huge dildos so you can be prepared to be used by all of the men I play with. They are going to expect you to have your holes ready and mouth eager for cock and cum. She expects you to clean up all of her cum filled holes and to nurse on her pretty cum covered titties as you clean them up. You will be expected to use your slutty skills on the streets to make money so we can maintain our beautiful lifestyle together. There is lots of visual stimulation, outfit changes and explicit narratives in this one as well as several ass closeups while I instruct you to be the best sissy slut for me! TAGS: #fyp #GODDESS #WORSHIP #LOVINGFEMDOM #LIPSTICK #BLUSH #LACE #TEDDYBEAR #PEARLS #SISSY #SISSIFICATION #LOVING #DILDOS #CUMEAT #DOLLS #LINGERIE #DRESSUP #MAKEUP #BEAUTY #POSITIVE #ENCOURAGEMENT #ACCEPTING #DIRTYTALK #GLAMOR #IMPOSEDBI #CROSSDRESS #SIENAROSE #MRSROSE #SPEAKEASYWIFE #MOMMAROSE #AMATUREACTRESS #BLUEEYES #BIGTITS #BUBBLEBUTT #BUSTY #BRUNETTE #BRANDITSCAN #CONTENTCREATOR #CURVY #FEMDOM #LOVINGFEMDOM #MATURE #MEDIAEDITOR #MILF #MOMBOD #OLDERWOMAN #MATRIARCH #PANSEXUALSWITCH #ROLEPLAY #THICK #TANNEDSKIN #OLDERWOMAN #ADULTROLEPLAY #MRSROSESCLOSET

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Tinder Date Transforms You Into A Sissy video from InfinityWhore

Tinder Date Transforms You Into A Sissy by InfinityWhore [This was a custom request] You've just got back from a successful Tinder date, at least, she invited you back to her place so you assume it went well. However, when you get there you quickly realize that something is wrong. She immediately tells you that it's not going to work out between you because she's after a real alpha man. She noticed your stuttering when you spoke to her and your sweaty palms while trying to eat and quickly realized that she intimidated you. You're not a real man - you're a beta male who doesn't deserve pussy. She humiliates you for thinking that you had a chance with a woman like her. While you try to process this information, she's already pulled out some pink frilly underwear and encourages you to put it on. You have always known your place deep down... but you're hesitant. So she teases you with the chance of seeing her tits. Put the bra on and you might be allowed a peak. You're such a simp and she is so hot so you slip out of your male clothes and into the pretty frilly bra. She laughs at you - you look ridiculous - but she keeps up her end of the deal and shows off her perfect tits. You could never have a chance with her. She even suggests that she might invite a real man over to fuck her while you're on clean-up duty. She teases you again with her pussy and you are so hard. She notices your hard cock and tells you that it would look better clad in matching frilly panties. She throws them at you with an evil smirk and sits back to tell you what a pretty girl you are becoming. You truly feel like the beta male you are now as you watch her show off her pussy and tell you that only real men get to see how perfect and wet it feels. You could never get her wet looking as pathetic as you do right now. One final touch... some pink sheer holds up to finalize the look. All sissied up - you watch the Goddess before you bend over and tease you with her holes. She reminds you again and again of your place until you truly realize how pathetic and beta you are. You were meant to be her sissy pet. She wants to collar and own you while you clean up after her and real men. She slips a buttplug into her arse but then quickly removes it and spins around to make you clean her arse off the glass toy with your mouth. You savor the small taste of her but she wants to stick the plug somewhere else. If you're to be a true sissy bitch, you must learn to take cock in your virgin hole and to cum without touching your pathetic cock. She encourages you through the process of the plug sliding into you for the first time. You're so tight but it feels good to be filled... especially knowing it's been inside a Goddesses arsehole too. She instructs you to very gently stroke your cock while the plug is in your arse - but to remember that over time she will train you to never touch that pathetic little worm again. Anal only for sissy bitches! As you near orgasm, she pushes the glass plug into your arse with her fingers and tells you to imagine it's another man fucking you because you have clearly never deserved pussy and will never get pussy ever again. You're her little sissy pet now.

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Size Up Your Plug, Size Down Your Chastity, Sissy Slut! video from MissFreudianSlit

Size Up Your Plug, Size Down Your Chastity, Sissy Slut! by MissFreudianSlit I think we take the first real steps towards on your sissification journey.... you love the feeling of panties and I think you should wear them all the time. However, panties is only the beginning. Let's start training that sissyhole for me. Let's start with a very moderate plug, and work our way up. These aren't where we're stopping, but they're a great start. Especially for a sissy! Look how cute - these pretty jeweled princess plugs are going to look so cute inside you. And as we size up your plug, we're going to start sizing down your chastity cage! The cage you've been wearing has been about acclimating you to wearing a cage and letting you cum with a vibrator.... just like a cute sissy slut should. But now I think we should start making it smaller and smaller, til you're in the smallest one I own! You don't need a bunch of length to jerk your cock, you just need some control and a plug. Be a good slut for me!

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School Bully Makes You Her Bitch video from InfinityWhore

School Bully Makes You Her Bitch by InfinityWhore [This was a custom request] You're amazed when the most popular girl in school asks you to meet her somewhere private, only, when you get there you realise it's not what you expected at all. You've always been a loser and she doesn't take long to tell you that. She begins to humiliate you - she's noticed you staring at her flat ballet pumps under the desk and thinks foot lovers are weird. She tells you that you will never deserve to go near any pussy, let alone hers. She makes you clean her shoes with your tongue before making you get on your knees and placing a collar around your neck. You're hers. Because she knows you'll never get any pussy, being such a weird loser, she wants to help you. Make you look pretty so at least maybe men will want you, and you can take some cock! So piece by piece, she makes up your face with powder, eyeliner, mascara and finally lipstick. Now you look like a proper slut, and that's just what she wants. She has another surprise for you, her alpha, jock boyfriend has been hiding away watching this whole scene unfold. And now he knows that you're a sissy bitch too! Which means the whole school could find out. The schoolgirl puts a buttplug in your arse and tells you that she knows how much you want cock rather than pussy. She might be right - because you're hard and leaking. She fucks her boyfriend in front of you, just inches from your face so you can smell both of their arousal - she reminds you the whole time that he's a real man and you'll never be able to fuck her like that. When he finishes inside her, she makes you clean the cum from his cock with your mouth. Now you really are her good cock sucking little slut.

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Taboo Gender Transformation After Subscription video from Sasha And Baby

Taboo Gender Transformation After Subscription by Sasha And Baby After subscribing to Bebe's content site, the customer feels himself slowly transforms from a man, to a sissy, to a woman. He begins to get wet and horny, he even feels tempted to film right alongside her. We specialize in girl girl customs! What fantasies do you have? No matter how crazy your ideas are, we can probably bring them to life. I'd like to say "we've done it all," but then someone comes up with something new, like a "life jacket bondage fantasy." We did that one too! Great pricing, 24-48 hour delivery. Feel free to message us here or check our website in the watermark of this video.

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STEPSIS HELPS YOU GET FEMININE video from Ellie Idol

STEPSIS HELPS YOU GET FEMININE by Ellie Idol Stepsis Ellie wants to help you. She remembers you saying you didn't feel like a man, more in touch with your feminine side. Growing up with only stepsisters will do that sometimes. Since Ellie is only related by marriage, she wants to help you by giving you some cute lingerie to try on. Brand new items just for YOU!! See how much she cares? She wants to make you feel beautiful. It can be difficult coming out sometimes, and you know your stepsis is always going to be supportive. She even got you a little gift to make you cum like a girl. So, strip down and embrace your inner self! Wholesome goodness.

^$7.00 Add to Cart

Blackmail Timer Sissy Training Chastity video from Mistress Harley

Blackmail Timer Sissy Training Chastity by Mistress Harley You need a way to commit to your sissy lifestyle. You need to play my information control game and get utterly owned so that there's no going back. You need to know that wearing panties and chastity is no longer optional. Anal training, chastity, sissification, you can no longer escape once you lose control.

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Sissy Domination Training Hour Long video from Ryley Rails

Sissy Domination Training Hour Long by Ryley Rails Ryley Rails dominates you for an hour in this sissy domination training! I’ll face fuck you, make you swallow my cock, and loads of cum in this sissy domination collection! Are you ready for your training?

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Sissy Cuckold By Hairy Goddess video from Marley Magdalene

Sissy Cuckold By Hairy Goddess by Marley Magdalene I have lots of pretty lingerie to dress you up in! I'd love to do your make-up too! First I want you to worship my hairy body, imagine yourself in my body, in a different way! Then I'll put you in my lingerie and have my partner fuck you (dirty talk only) while you eat my pussy!

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Sissy CEI Boot Domination video from BlackxRose92

Sissy CEI Boot Domination by BlackxRose92 Are you dressed up and ready to play? It's sissy time. Would you like to put on a pair of shoes and show me what a naughty, nasty slut you can be? You're going to eat your cum for me, every drop. If you squirm, I could just put my long red leather gloved hands on your body and encourage you to eat all of your cum, like a horny fucking sissy slut. Suck it, fuck it, and use my boot heel like a greedy sissy cum whore until you're begging to eat your cum. Show me how eager you are to lick my boots clean while you behave like a horny hole. Put your best sissy hole forwards, and show me how horny you can get when you're making a nasty cum puddle and licking it up.

^$9.00 Add to Cart

You're My Sissy Wife Now - Clara Dee JOI video from Clara Dee

You're My Sissy Wife Now - Clara Dee JOI by Clara Dee Your wife found your lace panties, so you have to confess that you're a sissy. You're relieved to find that she's ok with it. Even into it! She makes you put the panties on, and a little lingerie outfit. She tells you how cute you look, and makes you stroke your sissy clit for her. Since you're such a good little sissy slut, she makes you cum in your hand and lick it all off. It's good practice for when you'll suck a real dick... Keywords: JOI, sissy, sissy JOI, sissy wife, CEI, panty wearing, positive femdom, gentle femdom, praise, GFE, wife, role play, Clara Dee JOI, sissy crossdress, sissy femdom, sissy dress up, feminization, sissification, panties, femdom JOI, cum eating, pretty, cute, girl next door, small tits, big ass, amateur,

^$5.00 Add to Cart

Permanent Sissy Programming video from Lacey Royce

Permanent Sissy Programming by Lacey Royce Do you watch Sissy programming videos but find they don’t *stick* long enough? Do you want to be permanently feminized, not just externally but deep in your subconscious mind? ?Listen with headphones for the best results.? This powerful video features vocal layering, subliminal text and audio, mesmerizing visuals. It contains triggers and suggestions intended to permanently make you more feminine and slutty. Including: Touching yourself, obsession with pink, wearing feminine clothing, vocal changes, viewing your body and body parts as female, sucking cock, eating cum, and playing with your asshole. This video includes intense gender play.

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GIMP squirting a big hands free load while connected to E-Stim device video from Mary Willows

GIMP squirting a big hands free load while connected to E-Stim device by Mary Willows GIMP squirting a big hands free load while connected to E-Stim device. To watch my favourite porn clips while plugged is one of my biggest hobbies lol. Feeling the horniness build up until I can't take it any longer and need to have a frustrating release.

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One of my longest handsfree sissygasm in chastity (can't stop leaking) video from Mary Willows

One of my longest handsfree sissygasm in chastity (can't stop leaking) by Mary Willows One of my longest handsfree orgasm in chastity (can't stop leaking).

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Double ruined handsfree orgasm video from Mary Willows

Double ruined handsfree orgasm by Mary Willows Double handsfree orgasm while I just wear my tight silver cock ring. I am always near to explode while watching my favourite porn clips. Since I am sitting on a butt plug it's a constant pressure on my G-Spot until my wet cock explodes.

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SISSIFIED TO EARN MONEY FOR THE IDOL YOU LOVE video from Ellie Idol

SISSIFIED TO EARN MONEY FOR THE IDOL YOU LOVE by Ellie Idol Ellie is the one you adore, your absolute favorite. You love her...and she plans to BREAK you. She's going to mold you into her perfect money making sissy cam slut! She's about to give your life meaning. You'll need dick sucking training, so grab your dildo! Also, you'll need to improve your looks and have a feminine appearance so you'll be getting permanent makeup. You've already got that tiny little clitty hanging between your legs. You'll be edging but your orgasm will be ruined and you'll have to eat your cum load by slurping it off that dildo you've been sucking. Oh, and you'll pay dearly for the privilege.

^$16.00 Add to Cart

Mary Willows GIMP handsfree E-Stim Orgasm video from Mary Willows

Mary Willows GIMP handsfree E-Stim Orgasm by Mary Willows My alter ego, the GIMP, is connected to e-stim device and watches his favourite porn movies until he can't take it any longer and needs to squirt ;)

^$12.00 Add to Cart

ENCOURAGING MY SEXY SISSY HUSBAND video from Ellie Idol

ENCOURAGING MY SEXY SISSY HUSBAND by Ellie Idol Ellie has a confession now that you're sitting in front of her. She's aware of what you're hiding...that you're a closet sissy. You've got so much sissification porn on your computer and she's a little hurt that you kept this secret. Not because she doesn't approve but because you lost out on so many great experiences with her. You both could have been having fun this whole time!! She requests you open the box sitting next to you which contains a cute outfit for you to wear. Stockings, bra, panties...even a gorgeous wig! You get dressed up and show your true self. She's such a supportive wife... she even shares some prior experiences with exes that will leave you feeling more sure she's the one. You're getting excited down below and after wifey Ellie gives you some lipgloss, she instructs you to masturbate. Touch your clitty for her! She's turned on seeing her sissy spouse. You'll never have to be shy around her. Ever. There's something so hot about being allowed to be your true self. Ellie darling just wants you to have a very nice coming out time with her... A true bonding experience.

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Sissy Slut BlowJob Tutorial video from Milajoyce69

Sissy Slut BlowJob Tutorial by Milajoyce69 In this video I show you how to give a man a blowjob with my realistic dildo. We take turns sucking his cock! I show you how its done first and then I let you try while encouraging you and walking you through the process. I guide you and tell you how to properly give a blowjob. I push you to suck his cock deeper and faster, while calling you some lightly degrading names like a sissy slut, cuck, beta, etc. I keep encouraging you and telling you how good at sucking dick you are until eventually you make this guys dick cum hard into your mouth. Remember, spiters and quitters ;)

^$10.00 Add to Cart

Wear A Dress JOI with Anal and CEI video from AnnaBubbly

Wear A Dress JOI with Anal and CEI by AnnaBubbly Required props: a dress and a dildo. Optional additions: lipstick, girly panties, nipple clamps. I instruct you to wear a dress and stroke your cock, as well as fuck your ass with a dildo. I tell you to cum for me and tell you to eat it. Lick it up, every last drop. Swallow.

^$4.00 Add to Cart

Stepsister Cuckold Humiliation video from Ashley Aoki

Stepsister Cuckold Humiliation by Ashley Aoki Custom video. You and Kaedia, your stepsister, hear me, your other stepsister, getting fucked hard and you two start touching yourselves to the sounds of my moans. I eventually catch you two and although initially shocked, I come around to showing off my cum covered body. We propose to have you watch Kaedia fuck me with a strap-on, because you'll never get any action yourself. We mock you for being a sissy bitch and say you have a little clit as I fuck her. Eventually, we both attempt to stroke your little dick with just a few fingers each under you cum for us.

^$16.00 Add to Cart

Beta Chip Sissy Chastity Training video from Miss Ivy Ophelia

Beta Chip Sissy Chastity Training by Miss Ivy Ophelia This video is intentionally CENSORED for betas! This censorship is all part of your beta training * You're such a good reprogrammed sissy for Miss Ivy. This drool gag trains your mind to be an obedient girl for Me. It will make you spit and slobber all down your face through these holes. You'll feel so submissive, that's My good girl. Open up and Miss Ivy will take over. Let's tuck you into a pretty matching chastity cage. All gagged, programmed and locked up like My good femme bimbo! Let's tuck your clitty away and tease you. Now your sissy beta chip is kicking in, and only pixelated censorship remains. These pixels will condition you even deeper into your beta submission. Your brain is rewired, no more pussy for you.

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THE HUNG STUD IS A SECRET SISSY video from Ellie Idol

THE HUNG STUD IS A SECRET SISSY by Ellie Idol You're an absolute stud of a man. Not only are you tall, handsome, and well-built...but you've got a GIANT cock! Women are constantly throwing themselves at you but little do they know, you're a sissy! Ellie is here to have some fun with you by dressing you up and giving you her strap-on dildo, which surprisingly is smaller than your massive dick! Ellie goes to town on your holes while letting you in on her exciting new plans to use you for fun!!

^$26.00 Add to Cart

Ruin It, Sissy Slut video from Darling Kiyomi

Ruin It, Sissy Slut by Darling Kiyomi You've been dying to be treated like the little sissy slut that you are, isn't that right? Well, It's your lucky day, because I decided to do a little shopping for you. I got you some pink, lacey panties. I know you already own some, but put these on anyways. I want you to feel them.. pink, lacey, feminine, it's your dream come true! But.. you want to cum in them too, don't you? The problem is, that's far too masculine. If you want to be a sissy slut, then you need to learn to cum like one too. Humping a pillow, rubbing that clitty through your panties- just like a girl. You might remember the days of jacking off, how good it felt to have a hand on that clit.. but not anymore. I spent good money on these, and I don't want you ruining them with your disgusting cum, and it's not like most girls squirt anyways. So if you cum in them, you have to ruin it. You want to be a good girl for me, don't you? So just focus on the way those panties press against your clit, because you're going to cum like a girl. Get ready to ruin that orgasm, sissy slut!

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Ring for Blowjob video from Ryley Rails

Ring for Blowjob by Ryley Rails Ryley Rails rings a bell for service and sexy Jade Valkyrie appears ready to service her. She drops to her knees and sucks my cock slurping all over it until I shoot a huge load all over her face! Then we cum kiss swapping my load until she swallows it!

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mommy domme helps you have a sissygasm video from Veggiebabyy

mommy domme helps you have a sissygasm by Veggiebabyy Though the goal here is a sissygasm, this joi (or maybe ass play instructions would be more accurate) is gentle, validating, and encouraging. I want to help you cum like a woman and embrace your femininity. Touch yourself to my instructions and in the end, hopefully you’ll unlock a new type of orgasm.

^$23.00 Add to Cart

Cuckolding Servant For Pregnant Wife video from 420sextime

Cuckolding Servant For Pregnant Wife by 420sextime I have a surprise for you, I want to introduce you to my Bull. He has been fucking me while you're away at work because your cock just doesn't satisfy me. You're inadequate. My Bull's cock is much thicker and longer. Remember how we spoke about starting a family? Well, I stopped taking birth control and I've decided to let him impregnate me. He's going to breed my pussy every day. So guess what? You're going to become our maid. I bought you a maid uniform and everything. You'll be a cuckolding servant to us and you'll cook, clean, and look after me while I'm pregnant. I don't need your cock anymore. Isn't this great? Now watch him fuck me and fill me with cum. Includes: sissy, sissification, cuckold, servant, maid, alpha couple, bull, impregnation fantasy, fetish, breeding, cum in pussy, creampie, big dick, uncut, sph, cheating, role play, dirty talking, doggystyle, reverse cowgirl, humiliation, pathetic male, beta cuck

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DOMINATED By Your Ex's New Girlfriend video from Melissa Masters

DOMINATED By Your Ex's New Girlfriend by Melissa Masters You're still reeling from the sting of your ex-girlfriend leaving you when her new girlfriend, Melissa, shows up to collect the last of your ex's stuff. But nothing has prepared you for the harsh reality of facing the badass bitch who's fucking your ex! Melissa holds nothing back, revealing exactly why your ex left you, and describing in detail how she satisfies the girl you never could. And that's just the beginning. Before you know it, Melissa's got you dropping your pants so she can laugh her ass off at your clit-sized dick (hers is sooo much bigger!), and she calls you out for your secret wish to be humiliated and fucked like the sissy slut you are! Turns out you'll do anything to be put in your place by the girl who cuckolded you—including move in with her and your ex-girlfriend to serve them as their sissy slave 24/7!

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Cum Like A Girl - Star Nine video from Star Nine

Cum Like A Girl - Star Nine by Star Nine It's been an issue training you to be more manly. you keep coming back for more jerk off encouragement but I will help since you can't figure out how to use your own cock. you are going to masturbate like a girl using a vibrator because it's better than fucking clumsy men. My long red fingernails turn on the switch and direct you to guide it over your oversized clitty and useless balls. It's easier than stroking and you can be a good girl, experimenting with silky panties. When you start to orgasm, move the vibe to your taint to prevent cumming. No mess. you won't be ejaculating like a man because you will always cum like a girl from now. Includes sissy training, humiliation, joi, orgasm control, female domination KEYWORDS - Star Nine female supremacy sissification masturbation humiliation masturbation instruction jerk off instruction cock tease dirty talking dirty verbal humiliation solo female masturbation solo masturbation encouragement vibrators electric massagers pov femdom pov sensual domination pantyhose domination pantyhose/stockings pantyhose fetish long red nails blondes tall woman tall women kink submissive/slave training slut training

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Stupid sissy video from Chelle Silverstein

Stupid sissy by Chelle Silverstein I'm making YOU, my cute dumb sissy dress up for me in this little lingerie and be a dirty girl. Are you up to the challenge or are you scared to be a big girl?

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sissy slut cockwhore training JOI video from Veggiebabyy

sissy slut cockwhore training JOI by Veggiebabyy If you want to be a good submissive sissy slut, you’ll need to be able to keep up. Follow my directions as I tell you how to finger your hole then ride a dildo. Cum when I tell you to. Good sluts listen well and do as they’re told, and they take cock like an expert. Do as I say, and you’ll be a perfect cockwhore cumslut in no time. Maybe one day you’ll even reach that elusive sissygasm!

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pov HUGE COCK futa mommy breeds her sissy video from Veggiebabyy

pov HUGE COCK futa mommy breeds her sissy by Veggiebabyy You’ve earned the privilege of being my incubator. You’ve done such a great job during your sissy lessons that I know you’re ready for the next step. It’ll only take a few minutes. Your tight hole feels so fucking good on my giant 12” cock, and knowing I’m going to breed you has me extra horny. Spread your legs wide and let me fill you full of mommy’s potent cum.

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I'm taking you to a gloryhole video from Veggiebabyy

I'm taking you to a gloryhole by Veggiebabyy Put on this lingerie and get your throat warmed up with this dildo, because I’ve lined up something super special for you. I’ve found 9 men to use your holes. I’m taking you to the gloryhole and they’re going to do whatever they want with you for as long as they please. You’re going to walk out of there filled to the brim with cum and looking like a glazed donut. I love having you as my little plaything to do whatever I want with.

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mommy watches you fuck your ass - gay encouragement JOI video from Veggiebabyy

mommy watches you fuck your ass - gay encouragement JOI by Veggiebabyy I walked in on something I wasn’t expecting: you with a dildo in your ass. Of course I can’t help but stay and enjoy the show. I dirty talk about how much you need a real man to fuck your ass and how much more you’re going to love real cock while encouraging you to fuck yourself with and then ride your dildo. Mommy knows you like men, honey. Embrace it and put on a show for me.

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from cheater to sissy: punishment pegging from futa mommy video from Veggiebabyy

from cheater to sissy: punishment pegging from futa mommy by Veggiebabyy I know you cheated. I heard about the pretty blonde girl with big tits. You need to be punished. I have you sit back with your legs spread wide, and I fuck your ass hard with no lube. I want this to hurt. Midway through the punishment pegging, I decide that it isn’t enough. You need to be further humiliated. I decide you’ll become my sissy so that you can no longer pick up women. I tell you all about how I’m going to give you some cute panties and take you shopping for girly clothes before I cum all over your face. Don’t wipe it off, you’re going shopping looking just like that.

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ex gf catches you fucking your ass and humiliates you while you jerk off video from Veggiebabyy

ex gf catches you fucking your ass and humiliates you while you jerk off by Veggiebabyy I just came over to pick up that fuzzy pink cropped hoodie that you’re always stealing from me, but I walk in on something I wasn’t expecting: you, with a huge dildo shoved deep inside your ass. I quickly decide to take this opportunity to have a little fun. I’m not leaving until you cum, so you better put that dildo right back where it was and get to stroking your cock… unless you know how to have a sissygasm ;) I humiliate you, calling you a sissy slut and a gay boy, talking all about the big, hairy, hung men that I know you want to pound your ass while you squeal underneath them. Don’t hide from me; I’m not letting you leave until you cum, and I know just how horny all of this degradation is making you.

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Light Sissification JOI video from DestinationKat

Light Sissification JOI by DestinationKat I give you JOI while showing off my body. I talk about how if I had a dick, you'd most definitely suck it. I then have you change into something more cute. Maybe lingerie? Stockings? Or a dress? I then continue the JOI until I tell you to stop. You'll have to flip a coin or roll a dice to see if and when you get to cum.

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Swallow My Cum Sissy Trainer video from Ryley Rails

Swallow My Cum Sissy Trainer by Ryley Rails It's time to continue your sissy pet training as I face fuck you with my tgirl cock then cover your face with my stringy cum making you swallow it all!!

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femdom futa Mommy pegs you and makes you her cocksucking sissy slut video from Veggiebabyy

femdom futa Mommy pegs you and makes you her cocksucking sissy slut by Veggiebabyy No woman will ever want to fuck your cock, so you need to learn to take cock, and mommy is here to show you how. First, I dress you up in a cute pink dress, then I give you the pink plug and pink cock cage that you’ll be wearing at all times. Then, we start out with an easy missionary pegging so you can get used to taking cock, and I have you suck my cock until I cum all over your face.

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CAM SISSY COCKSUCKER FOR ELLIE IDOL video from Ellie Idol

CAM SISSY COCKSUCKER FOR ELLIE IDOL by Ellie Idol If it isn't the wannabe sissy slut! You'd do anything to get some cock to cum in your mouth, like dressing up as a girly. Ellie wants to start somewhere different than in public. You can still be slutty and you'll of course need all your femme supplies. Tonight you'll be a cam sissy for Ellie! You'll be servicing cocks all around the world with the way you move your body tonight and the words that you speak. You'll need many toys and some cum lube to be a cam whore for Elle's benefit. Imagine how hot it's going to be making big tips for her!!

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Whore Yourself Out For Me Sissy video from Miss Celia

Whore Yourself Out For Me Sissy by Miss Celia I'm not satisfied with the amount of money you've been spending on me...no I want to take MORE from you. So I have an idea that can be beneficial to both of us ;) You're going to start whoring yourself to horny perky men online. Making them pay you to do dirty maybe even humiliating things, whatever it takes for me to get what I want. Get ready to be a desired used slut.

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Fucked By Your Stepsisters video from Ashley Aoki

Fucked By Your Stepsisters by Ashley Aoki Custom video. The name Noah is used. You're our new stepbrother and we've always thought you were weird. We come home one day to find you jerking off with our panties. We notice your tiny dick and laugh at you. To punish you, we get our strap-ons and make you suck our big dicks. Once our dicks are nice and wet, we make you take one dick up the ass and the other one in your mouth. We laugh at your little clitty bouncing around. You cum a small load at the end. Sep 2022

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Watching My BF Fuck Your Ass video from Fiona Dagger

Watching My BF Fuck Your Ass by Fiona Dagger (This was originally filmed as a custom video) You've just arrived back at your friend's dorm room after a class, and you sit down on her bed together to unwind a bit. Your friend asks you if you have a secret crush on her, and you don't know how to react! You try to deny it but it's obvious to her that you're crazy for her. She giggles and teases you but tells you not to feel bad, she doesn't mind at all that you've got the hots for her! It's not surprising anyway - you guys hang out a lot, and you're so shy and awkward while she's so popular and sexy... Of course you were going to develop a crush! She gets more and more into teasing you about how much you want her, and says she bets that you would do ANYTHING for a chance to fuck her. You try to deny this, but she begins caressing herself all over, lifting up her shirt and giggling as your jaw nearly hits the floor. She begins to strip off, gently mocking you about how desperate you are and how much fun she's having winding you up. She muses about how you're so shy on the surface, but perhaps there is a secret slut underneath, waiting to be let out... Suddenly she gets an idea and texts her boyfriend, explaining to you that she's decided to allow you to fuck her - but only if first you'll let her boyfriend fuck you in the ass while she watches! She's so turned on by the idea of watching you become a slut in front of her, and reassures you that you'll love it and you don't need to be nervous. Of course, you still are pretty nervous but the promise of getting to fuck her leads to you shyly agreeing! Her boyfriend quickly arrives and she tells him that she's got a treat for him - and for her, getting to watch! Her boyfriend grabs you and takes control as she watches closely, fingering her wet pussy and encouraging you! She tells you how proud of you she is as you begin to take her boyfriend's large cock in your ass, and gleefully labels you a slut like her now! As her boyfriend pounds your ass you can't hide how much you're loving it, and when you cum hard with his cock inside you it sends your friend over the edge too and she orgasms in front of you, before commanding her boyfriend to fill your slutty ass up with cum! TAGS: british, english, ginger, redhead, tattoos, tattooed, solo female, roleplay, bisexual encouragement, bbg, boy boy girl, bi, anal sex, anal instructions, domme, femdom, goddess, bratty domme, masturbation, fingering pussy, dirty talk, posh accent, gay encouragement, slut training, gentle humiliation

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The Cum Fairy: Sissification video from DestinationKat

The Cum Fairy: Sissification by DestinationKat The cum fairy has decided that today, you're going to practice a new way of cumming! You're going to dress up in your favorite outfit, however it must be some sort of lingerie, bra/panty, etc! You will also need some butt toys and a vibrator if you choose, otherwise you'll just have to use your hands. Follow along with me as I tease you and masturbate. At the end, I show you how creamy my pussy and panties are!

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Morning Domination video from Ryley Rails

Morning Domination by Ryley Rails It's morning and time for you to swallow my cum Get on your knees and suck my cock and let me smack you in the face with my balls. Now open your mouth and swallow my cum! I'm gonna dominate you and make you my sissy pet to start your day off right!

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Panty Shopping for My Sissy video from MsCakes

Panty Shopping for My Sissy by MsCakes Custom vid (no names used). Hey sissy, I have a very special treat for you today. I’m just at the mall shopping for some new panties for you, and I decided bring you into the dressing room to let you watch me try them all on. There’s a big panty sale at this lingerie store, so I picked out eight pairs that would look perfect on you. From cheekies to bikinis to thongs, I know you’re gonna love them all. I also grabbed a couple of sexy bras to try them on with. I want you to admire my body from all angles as I model the bras and panties for you, giving you plenty of shots of my perfect ass I know you love so much. I know you can’t wait for me to get home with all these sexy panties so you can try them all on for me too!

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Aunt Flo Sissy Tasks video from Goddess Shawna

Aunt Flo Sissy Tasks by Goddess Shawna Can you really call yourself a sissy if you've never partaken in compassionate periods? I don't think you can! Being on the rag is something women have to deal with every fucking month, and its a painful, messy hassle. Which is why you're going to start engaging with my time of the month by completing these sissy tasks each and every time I have my flo. You will need: Tamps, Pads, and Nipple Clamps Enjoy these 4 sissy tasks! This clip was made specifically to educate sissy men on some of the many, issues us Women must face on a continuous basis, especially when it comes to our reproductive organs.

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Teasing Our Little Dick Sissy video from Ashley Aoki

Teasing Our Little Dick Sissy by Ashley Aoki This was originally a custom video. Kaedia Lang and I try on several pairs of panties before settling on our matching red Victoria's Secret sets. The only thing missing from our outfits is a strap-on. We both put one on and take turns fucking each other. The one getting fucked wears a strap-on with a big dildo so you can watch it flop around. We then both wear a strap-on with a big dildo as we ride dildos until we cum. We show you how wet our panties got. There is a sissy and SPH element to this video. August 2021

^$20.00 Add to Cart