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Showing 61 - 120 Videos

Pretty Panties Please: Dommy's Perfect Punishment video from PaintedRose

Pretty Panties Please: Dommy's Perfect Punishment by PaintedRose Step-Mom gets a call that you're being fired from your job because you were peeping on women in panties in the changing rooms.. again. You've been caught and punished before and I thought you got this panty thing out of your system. It is time for a more permanent solution as Dommy can't keep bailing you out of these messes. You're being permanently transformed into a girl in panties so that you can obsess over sexy panties and as part of the punishment you will be put into chastity by me to endure hours daily of teasing and edging in agony. You will not be permitted to cum you very naughty girl unless you can cum from Dommy's Dick Strap-On. This film is a solo performed adult roleplay fantasy that is 2257 compliant. Please rate/comment this video 5 stars with a nice review. DM me to order your own Custom video. Please subscribe and follow for all behind the scenes and so much more! Thank you SO MUCH! Hugs and Smoochies, Rosie. This film features, Satin Panties, Feminization, Sissy Training, Sissy Slut, Sissygasm, Girl-Pussy, Clitty, Boy To Girl Transformation, Light humiliation, Chastity and Release, Edging, Step-Mom Taboo Roleplay, Caught Peeping, Panties, Fullback, Bikini, Strapon sex, Cum Control, Orgasm from fucking femdom fetish kink. A Rosie Custom Feminization Gentle Femdom Film - Made for Wolfie. Big Hugs and Heart for my dear friend.

^$16.00 Add to Cart

Self-Facial CEI for Cum Sluts video from Claudia Kink

Self-Facial CEI for Cum Sluts by Claudia Kink Ever since the first time I ordered you to eat your own cum, you have been hooked. I knew you would turn into a hungry little cum slut. The next part of your training to become a cock-hungry little whore is to learn how to take a hot load right in the face – so get into position, and start stroking. Today you’re going to give yourself a facial. Open wide, so that hot load of cum can spray right across your cheeks, your lips and across your tongue! You’ll be ready to get down on your knees and suck a real cock in no time.

^$13.00 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.

^$17.00 Add to Cart

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

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Pegging My Sissy Boyfriend video from Fiona Dagger

Pegging My Sissy Boyfriend by Fiona Dagger (This was originally filmed as a custom video) Your girlfriend catches you trying to remove your cock cage, and she's not happy about it! She reminds you that she's the only one allowed to uncage you, and says she's going to have to punish you now to teach you a lesson. She makes you lay back on the bed and spread your cheeks so she can remove your butt plug, then puts on her strap on harness to pound your sissy hole! As she starts fucking you she teases you about what a slutty little sissy you are, telling you how she's not going to let you wear boy clothes at all any more, just skirts, dresses and little thongs for you from now on! She fucks you harder and harder in your tight little sissy pussy, describing to you about how she's going to tell all her friends that you're a sissy, and that they're all going to share you together! You're going to be passed around and used, of course with your little cock cage on the whole time, so you can only ever have a sissygasm! Your girlfriends makes you call her daddy as she fucks you, and gets you to moan as girlishly as you can as she pounds your sissy hole, until finally you can't take it any more and you have a sissygasm on her cock! TAGS: british, english, redhead, ginger, tattoos, tattooed, solo female, roleplay, dirty talk, posh accent, pov, femdom, british domme, female domination, sissy, sissies, sissyboy, humiliation, pegging pov, strap on, strapon, strap-on, butt plug, gender play, gender swapping, feminization, submission

^$8.00 Add to Cart

Humiliating Sister SPH and Self Facial video from Jayne Melons

Humiliating Sister SPH and Self Facial by Jayne Melons You're minding your business and having a wank in your room, with the door open... Your sister bursts in and starts talking to you, calling you a loser and a nerd like usual, not realising what's going on right in front of her just under the covers. She starts to realise and calls you names and teases you for being a dirty pervert, wanking with the door open just begging to be caught. She realises it was on purpose, you wanted her to find you, and humiliate. She's always such a bitch and roasts you at any chance she can get for being a loser so you take a risk and hope she catches you. She laughs at you and tells you to touch your cock like a pervert getting off on something so sick. The more she laughs at you, the hotter you find it. She finally decides its time to show her what you've got under the covers. She can tell you're embarrassed, and makes it hard for you, humiliating and baby talking you all the while. You show her and she laughs...what a silly little clitty. To top it all off, she gets a tape measure and tells you she has a thing for measuring all the men she's with. They've all been happy to as they've been far above average, but you, well let's see. How humiliating for your own sister to measure your little dick and laugh at you for it. She tells you about bdsm relationships, where dominant women have boys like you to toy with. Submissive men, tiny losers, perverts who get off on being used and humiliated. You're desperate to be used like that, but try not to show it. She tells you she wants to see you wank your little pee-pee, she doesn't believe it actually can. At first you want to, then you realise she has something else in store. You have to cum on your face. She laughs at you for being a cum covered slutty pervert. Just like you always dreamed of.

^$11.00 Add to Cart

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.

^$16.00 Add to Cart

sissy BF exposed on stream - SPH, ball squeezing and ATM video from Veggiebabyy

sissy BF exposed on stream - SPH, ball squeezing and ATM by Veggiebabyy This is a custom video! Contact me or Layne if you’d like your own! I caught Layne doing one of his silly makeup livestreams again - doesn’t he look so cute all dolled up like this? So I decide to crash his stream and have a little fun. Maybe I’ll show all his viewers that cute little cock of his. Or maybe, even better - I’ll squeeze his balls til he cant take it any more, while I finger fuck his cute little lip gloss covered mouth! He begs me not to expose him in front of everyone on stream but I’m not going to let him go that easily. I promise oh-so-sweetly to let him go if he can endure 10 long seconds of me squeezing his balls in a tight grip, but if he can’t take it I’ll shove my spit covered fingers right up his tight little ass. To my complete surprise that pathetic little sissy actually managed to make it. Too bad I never had any intention of letting him go without getting fingered. Once I get deep in his ass, I make him turn around and taste his sweet little pussy on my fingers. Such a good slut!

^$11.00 Add to Cart

Transform Into Bimbo Slut video from Tabitha Angel

Transform Into Bimbo Slut by Tabitha Angel You have always wanted to become a bimbo slut - but what's the first step in reality? I give you a few recommendations, as well as encourage you to transform into your true bimbo self through bimbo training and bimbofication! You want to be Tabitha Angel's bimbo slut, don't you?

^$7.00 Add to Cart

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

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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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

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

You're Lucky That I'm Sissy Training You video from Fapcakesenpai

You're Lucky That I'm Sissy Training You by Fapcakesenpai In this video, I decided to be generous enough to turn you into a sissy for today! I'm giving you some training by giving you a cute outfit, doing your hair and makeup, and setting you on your way.

^$10.00 Add to Cart

BG pegging - fucking and breeding my locked CD sissy bf video from Veggiebabyy

BG pegging - fucking and breeding my locked CD sissy bf by Veggiebabyy Sometimes, you just need to fuck someone in the ass. Lucky for me, Layne’s eager sissy hole is always ready for a good fuck - and today I’m going to fill it with cum! We start off with a few fingers to get his cute ass ready for my cock, and it takes no time at all to get him nice and wet and loose. On all fours with his ass up for me, it’s the perfect position for breeding. I mount him and take whats mine, shoving my cock deep inside! I spent some quality time pounding away, giving his tight ass exactly what it deserves. When I think he’s had enough, I make him beg for my cum, and he’s only too eager to receive it. After I’m satisfied I shoot a big load deep inside his ass!! They say femboys can’t get pregnant, but that doesn’t mean we can’t keep trying. We close on a beautiful shot of me spreading Layne’s cute little cheeks, fingering out my hot cum load. Don’t you wish this could be you?

^$15.00 Add to Cart

We Like You Better as a Girl video from Kim And Vivi

We Like You Better as a Girl by Kim And Vivi Your roommate found those pictures you left open on your computer, and showed them to her GF. We weren't going to tell you about it, because we didn't want to embarrass you, but we can't stop thinking about those photos! Honestly you look so much better as a girl, stuck in chastity, wearing adorable little skirts. We like you better that way, and we know we can convince you to stay like that.

^$12.00 Add to Cart

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!!

^$22.00 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!

^$29.00 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

beta fucktoy part 2: free use office bitch in panties and chastity for futa boss video from Veggiebabyy

beta fucktoy part 2: free use office bitch in panties and chastity for futa boss by Veggiebabyy This is a custom video! Contact me if you’d like your own! This video is part 2 to my “you're my beta fucktoy: futa boss calls your wife while railing you” video. Both videos also work on their own as standalone clips, but if you’d like to see part 1, click here: https://apclips.com/veggiebabyy/you-re-my-beta-fucktoy-futa-boss-calls-your-wife-while-railing-you Find part 3 to this video here: https://apclips.com/veggiebabyy/beta-fucktoy-part-3-chastity-office-bitch-spitroasted-and-quadruple-creampied 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 Things have gotten more intense for my beta fucktoy. You’re now the full time office bitch, and I’ve teamed up with your wife to keep you in chastity! She gave me the key to your cage and told me about the new panties she got you while I was fucking a load into her ass last night. As I’m headed to a meeting, I pass you in the office near the copier. It may be the middle of the office, but I’m horny, and I’m going to use your holes right here with everyone watching. I tease you a bit with your chastity key and make sure to take some pics to send to your wife while you suck my cock hard. Then I bend you over the copier, fucking you hard and talking dirty until I pump a huge load of cum into your ass. As I’m getting ready to leave, I notice there’s cum running down the copier and loudly make fun of you for cumming in chastity. I want everyone to see you in those cute new panties, so I take your pants with me, leaving you caged with my cum dripping down your leg and nothing to wear but panties.

^$8.00 Add to Cart

Femboy Squirts All Over The Floor! video from Bootydevine

Femboy Squirts All Over The Floor! by Bootydevine I Been super WET an horny, and wanted to make both my sissy clit and bussy CUM HARD! So I found a nice wooden floor to CUM HARD IN! Watch me finger, dildo fuck my bussy and make my sissy clit SQUIRT all over the floor, and watch me slip and slide in my own squirt! Get ready to get SOAKED WET!! **NOTE this video is from the archives, and the original video I never released it due that the camera got damaged with my own squirt LOL and never could recover the footage, so I only could save this kind of other angle view from my phone, which finally I released it lol!

^$14.00 Add to Cart

Wife humiliates diapered husband video from Nicolette Bloom

Wife humiliates diapered husband by Nicolette Bloom Well look who's awake and looking so refreshed. Let me just lock you in, there we go. You're not leaving your crib this afternoon. Nope. There's no reason for you to. Oh and look how good you look in your pink little dress and frilly socks. You know who's really going to love your outfit, my boyfriend. That's right, he's on his way over. He's bringing his camera so he can take pictures of you. He doesn't believe me that I dressed you up and put you in your crib. He wants to show his friends pictures too. Oh it's going to be great. *Ding dong* That's him! You just be a good girl and wait right here.

^$11.00 Add to Cart

Babysitters humiliate grown man next door video from Nicolette Bloom

Babysitters humiliate grown man next door by Nicolette Bloom Oh wow. Okay. When you called us over I didn't realize you were seeking a babysitter for your grown ass husband?? Wow. I'm kind of in shock. Can we take a picture? I guess we don't have to ask him right? haha The girls are not going to believe this. How does he even get to his dick? Nevermind, he must shit and piss himself all day doesn't he? So you decided to do this to him because his dick is so small? Can we see? Omg it really is as small as you said. The balls are the size of a peanut. Omg I cannot stop laughing at your husband. Wait he likes to watch you get fucked while he shits in himself. Tell us more, we can't stop laughing!

^$11.00 Add to Cart

Double Madness Part 3 video from Bootydevine

Double Madness Part 3 by Bootydevine My bussyhole is still WET and HUNGRY for more! So I get to wear a new sexy neon lime outfit with neon green fishnet top, thong and sexy neon lime green nylons, I tease, and feel myself WET, so I finger my bussyhole and it is so WET, and want more fun, more DOUBLE FUN, so I ride and take 2 fantasy cocks in my HUNGRY hole doing a nice DOUBLE ANAL MADNESS fun getting my bussyhole stretched and filled up good! My bussyhole gets filled up good with 2 nice loads in a a nice DOUBLE CREAMPIE! My hole is left so stretched freshly DOUBLE fucked and DOUBLE loaded up and I push the DOUBLE loads from my bussyhole in a nice close up! I LOVE DOUBLES and only like that is how my hunger is satisfied!

^$31.00 Add to Cart

Sissy pillow humping instructions (audio only) video from Nicolette Bloom

Sissy pillow humping instructions (audio only) by Nicolette Bloom Now you be a good girl and straddle your pillow. There you go. Oh you've done this before haven't you. Why don't you start by rubbing your cute nipples. Look how well your breasts are coming in. You love that don't you. Such a little sissy princess. Why don't you brace yourself and start grinding your cute hips on your pillow. Good girl. You really are such a perfect sissy. Now you keep humping your pillow until you cum with your little clit dick okay? Then you have to take your estrogen. But you don't get to do that until you lick up cum, is that understood? Good girl.

^$3.00 Add to Cart

How To Train Your Sissy video from Goddess Alimony

How To Train Your Sissy by Goddess Alimony A ruined orgasm and CEI! Not only do I want to dress you up & teach you how to be a good slut, I want to train your holes starting with that whore mouth! Beg for my dick in your mouth! #Femdom #Sissification #Sissy #PVC #Dominatrix #Mistress #StrapOn #POV #CEI #CumEatingInstructions #Ruinedorgasm

^$6.00 Add to Cart

Double Madness Part 2 video from Bootydevine

Double Madness Part 2 by Bootydevine The WET DOUBLE fun continues with me being the dirty, nasty, CUM SLUT I am and DRAINING 2 cocks in a very SLOPPY MESS! Watch me wear my sexy hot pink neon pink top, and my CUM SLUT collar and DEVOUR those fantasy cocks and just get my CUM SLUT face in a WET DOUBLE MESS! Watch me get SLOPPY and make those cocks CUM HARD ALL OVER MY CUM SLUT face and paint my face in a DOUBLE FACIAL MESS! Enjoy this DOUBLE Blowjob Fantasy MADNESS MESS! **This is part 2 Individual scene to my new showcase movie Double Madness

^$27.00 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

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.

^$18.00 Add to Cart

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

^$12.00 Add to Cart

Sissy slave punishment video from Nicolette Bloom

Sissy slave punishment by Nicolette Bloom You've been a bad sissy boy, haven't you? You've been disrespectful and disobedient. I heard you haven't been keeping your chastity cage on 24 hours a day. Did you think I wouldn't find out? Spread your legs so I can kick you in the cage. Turn around and give me your ass, you need to be spanked, and hard. Now open your mouth and take my spit and suck on this big cock. Drink that cum from that used condom. Take your cum covered tongue and lick my dirty ass. I hope you learned your lesson and you will be a better sissy slave in the future. All I want to hear is 'yes mistress'.

^$5.00 Add to Cart

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

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.

^$9.00 Add to Cart

Sissy Wife Gets Spitroasted - Elle Eros and Clara Dee video from Clara Dee

Sissy Wife Gets Spitroasted - Elle Eros and Clara Dee by Clara Dee I love showing off my sweet sissy wife, so I brought my friend Elle over to help me spitroast you with our strap-ons. Do you think you can take 2 cocks at once? First we make you suck both dildos. Look at you, you're taking them so deep! You're such a good little sissy. Once you've proven you deserve it, and that you're a good little sissy slut, we lay you down on your back, and I fuck your sissy pussy, while Elle fucks your mouth. Keywords: Sissy, sissy wife, sissy husband, sissy slut, spitroast, virtual sex, strap on, POV, fpov, pegging POV, POV blowjob, deepthroat, Clara Dee POV, Elle Eros, praise, sissy spitroast, sissy POV, sissy POV, strapon, dildo, dildo sucking, POV pegging, POV pegged, clitty, sissy clit, GFE, role play

^$8.00 Add to Cart

Maids For Servicing: Dommy Cock Clean Up video from PaintedRose

Maids For Servicing: Dommy Cock Clean Up by PaintedRose Your bestie asks if you want to earn some easy cash cleaning her rich bitch bosses house and of course you're down for it. When you both arrived, FemBoss Dommy tells you both you will have to wear a maids uniform! The uniform looks sexy and you both start wondering what kind of cleaning job this really is. Rosie loves how sexy you are and says no matter what you will get through this together! First Dommy has you both spank eachother with a feather dusting whip on your round asses and to your delight - you're both turned on. She stands there stroking her dommy cock to tease the both of you. She encourages Rosie to turn you into her pussy worship slut on your knees - a task thats filthy fun! You love licking and eating pussy and ass and you're only allowed to cum when Rosie does. Next you're both ordered to worship and suck of her Dommy Cock and share the sweet clitty cum. This film features feminization slut training for sissy, lez, TG, TS good time, Spanking, Spit Play, Oral Sex, Cum / Spit Swapping and two hot girls in for a good time! A Rosie Original. This film is a solo performed adult roleplay fantasy that is 2257 compliant. Thank you SO MUCH for supporting my performing art! Please rate my film 5 stars and join my sub club here for all behind the scenes, hundreds of exclusive videos and thousands of pics! DM me anytime to say hello and discuss your fantasy needs. Check Out my other services and profile for more naughty fun. Hugs and Smoochies, Rosie

^$14.00 Add to Cart

pov sph BG hot huge cock futa pegs sissy in chastity video from Veggiebabyy

pov sph BG hot huge cock futa pegs sissy in chastity by Veggiebabyy Look at your sad little sissy cocklet. It’s pathetic, honestly. No wonder we locked it away forever. There’s no chance you’ll ever be able to please anyone with that tiny thing. Good thing I have more than enough cock for both of us - and you’ll be taking the whole thing very soon! This video is filmed from your POV, and we start out with you right where I want you - on your back with your legs on my shoulders, while my fat cock throbs against your tight sissy hole. The difference in our sizes is striking, and so humiliating for you. But I know that being humiliated for having a little dicklet is what you really want, so don’t try to lie to me! I shove my huge futa cock deep in your ass and pound away while your little locked cock flops uselessly. You take it so well, you’re being such a good sissy for me! I love the feel of my cock in your hole, and after a nice hard fuck I can’t help but breed your sweet slut ass. Your hole is the perfect thing to give me pleasure, and getting fucked is all the pleasure you’ll need. Looks like there’s no reason to ever unlock that tiny cock ever again!

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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

Panty Sissification and JOI video from DestinationKat

Panty Sissification and JOI by DestinationKat I try on a series of old panties (that I no longer have / aren't for sale!) while I talk to you. I instruct you to fuck yourself in the ass with a toy. But not only that, I also want you to put on a cute pair of panties for me! At the end, I tell you to cum for me, or start the video over again. The video focusses close in on my ass and frontal pubic area to showcase the panties and how they look on me.

^$7.00 Add to Cart

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.

^$9.00 Add to Cart

Cock and Candy (My First Sex Scene) video from Ryley Rails

Cock and Candy (My First Sex Scene) by Ryley Rails Want some cock and candy? Wanna fuck my ass while I lick a lollipop then I'll lick and suck on your cock. Then we can cum on my lollipop and I'll lick it up! My first sex scene from 2017

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My First Blowjob video from Ryley Rails

My First Blowjob by Ryley Rails I wanna suck cock for the first time! Will you let me suck and lick all over your cock and face fuck me until you shoot a big load of cum down my throat! Then I'll shoot a big load of cum all over myself!

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Demanding Oral From My Sissy Wife - Clara Dee POV video from Clara Dee

Demanding Oral From My Sissy Wife - Clara Dee POV by Clara Dee **Demanding Oral From My Sissy Wife** You've been home cleaning all day in your maid outfit, while your breadwinning wife has been at work, and getting ogled by guys at the gym. Now, she insists you lick her sweaty feet and eat her out, even though you're tired. After all, she's the breadwinner, and you're just her sissy wife. **Note**: This is the original cut of the video. It's almost the same as my other video this week, but I cut the sissy references out of that one :) **KEYWORDS** Sissy, sissy wife, virtual sex, femdom, pussy eating POV, smelly feet, sweaty feet, foot smelling, toe sucking, orgasm, ponytail, booty shorts, gym clothes, sneakers

^$9.00 Add to Cart

I Know You Want to be My Oral Slut video from SinSpice

I Know You Want to be My Oral Slut by SinSpice "I Know You Want to be My Oral Slut" - CUSTOM - It is no secret to me how much you want to worship my strap on. Suck my cock, lick my cock, and let me degrade you. Sub to your new favorite Mistress and her cock.

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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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you're my beta fucktoy: futa boss calls your wife while railing you video from Veggiebabyy

you're my beta fucktoy: futa boss calls your wife while railing you by Veggiebabyy This is a custom video! Contact me if you’d like your own! I have you bent over my desk, spread and ready to be fucked, and decide to do you a little favor. I call your wife to let her know that you’ll be home late tonight… and probably most nights in the future. You’re my beta fucktoy and you’re here for my use whenever I want. Now hold on to the edge of the desk because I’m gonna use your ass hard til I cum! Find part 2 to this vid here: https://apclips.com/veggiebabyy/beta-fucktoy-part-2-free-use-office-bitch-in-panties-and-chastity-for-futa-boss Find part 3 to this video here: https://apclips.com/veggiebabyy/beta-fucktoy-part-3-chastity-office-bitch-spitroasted-and-quadruple-creampied 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

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Sissy's First Christmas video from PaintedRose

Sissy's First Christmas by PaintedRose You're Mommy's Sissy Baby Good Girl who loves to be smooched on, cuddled, breastfed, and loved. Step-Mommy is a horny sweet cougar and gentle Dommy who is getting all ready for Christmas! It's Christmas Eve and so you have to get to bed shortly after your night night Mommy Milky. You're awoken by sexy Mommy and the sound of Santa's sleigh pulling away! You both run to the Christmas tree and decide to open presents right now! Excitedly you both open your presents to find unexpected gifts and instructions from Santa. I guess we made the naughty list in a nice way! This film features first time sissy training, MommyDomme's gentle but firm good girl slut training, dommy dick sucking, fucked by Dommy, Face Riding, Clitty Rubbing, Sissy-Gasm, Cum For Mommy! A Rosie Original. This film is 2257 compliant and a solo performed roleplay fantasy. Thank you! Please give this film a 5 star review, hearts and shares, follow and DM Mommy if you need me. Happy Holidays 2023!

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SISSYGASM video from Ellie Idol

SISSYGASM by Ellie Idol Ellie Idol walks into your hotel room catching you fingering your ass with a butt plug laying next to you, waiting to be used. She slips that plug into your sissy-pussy and makes you worship her boots while you eagerly await what's next! You're her little plaything, aren't you sissy? You'll be following her rules and she says there will be no playing with your dick today! This will be a hands-free orgasm for you, a SISSYGASM if you will! Before she slips her big strap-on cock into your stretched-out asshole, she makes you suck it, even giving you love taps from the purple helmet warrior. Become the biggest ANAL WHORE you can be as you climax with a self facial! You're Domina Ellie's mega-butt-slut-face-blaster tonight!

^$17.00 Add to Cart

gfs feminization, chastity, and thick cock pegging for sissy bf video from Veggiebabyy

gfs feminization, chastity, and thick cock pegging for sissy bf by Veggiebabyy I figured Layne was due for a wardrobe upgrade, so I went shopping! No more boring sweatpants for him, I got something that would much better suit the sissy that I know he is - an ADORABLE little plaid skirt, a cute crop top, and some white thigh high socks. Of course, no sissy outfit would be complete without a nice set of thong panties, and a tight chastity cage to lock up the useless little cocklet underneath them!! After I have him dressed, I pull out my other surprise - a fat strapon cock, perfect for stretching out slutty little holes. In no time at all, he’s bent over the arm of the couch with his ass in the air, taking just my fingers at first, til I slip my fat cock into his eager boypussy and fuck his ass hard! The hard pounding is enough to make my little sissy fall in love with my huge cock. Next I have him ride it, tiny caged cocklet leaking and bouncing, showing all the world what a happy feminized whore he is!

^$18.00 Add to Cart

Breathily With My Sissy Slut video from Miss Celia

Breathily With My Sissy Slut by Miss Celia I want to play a dangerous game with you sissy, it's also an opportunity to show how much control you can really give me. First, you're going to get dressed up a slut, head to toe. Then you're going to grab that plastic bag and get ready to put it over your head and suff-ocate for me. I'm really going to push your limits, so you better make sure you don't ...You wouldn't want anyone to find you dressed like that hahaha

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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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CockSucking Makeover - Sissy Training video from Darling Kiyomi

CockSucking Makeover - Sissy Training by Darling Kiyomi This was a custom video for one of my favorite sissy-sluts. I wanted to teach her how to properly doll herself up for the first time I whored out her little throat! This video has sensual humiliation, and is instead a detailed tutorial on how to apply mascara & lipstick (intended for a Sissy who's never used either before). With instructions on how to easily exenterate your eyes, lips, and make yourself look like a pretty cock-sucking slut!

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Sissy Wife Pegged In Chastity - Clara Dee POV video from Clara Dee

Sissy Wife Pegged In Chastity - Clara Dee POV by Clara Dee I have a surprise for you under my skirt... It's a strap-on! Now lie down while I fuck your ass. No, you can't take your chastity cage off. A good sissy can have a sissygasm with only her pussy. If you want to earn your reward, you'd better stop whining and behave yourself. Keywords: Sissy, sissy wife, sissy husband, pegging, POV pegged, sissy pegging, sissy pegged, chastity, sissygasm, virtual sex, simulated POV, strap on, GFE, role play, orgasm control, Clara Dee POV, soft femdom, gentle femdom, positive femdom, virtual POV, POV virtual, dildo, strapon, strap-on, fingering, spitting, pegging POV, POV pegging, pegging in chastity, butt plug, praise, chastity cage, good boy, bratty sissy, cuck, cuckolding, sissy training, sissy used, bouncing boobs, bouncing tits, MILF, girl next door,

^$10.00 Add to Cart

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.

^$13.00 Add to Cart

Locktober reverse pegging: caged sissy Femdom cowgirl fuck video from Veggiebabyy

Locktober reverse pegging: caged sissy Femdom cowgirl fuck by Veggiebabyy Layne definitely isn’t getting pussy this month, but I still need cock… big cock. I made him put on my strapon harness with a huge dildo attached (much bigger than his tiny little locked clit). It feels so good as I ride that massive cock, making Layne watch and envy. He strains at his cage, balls heavy with cum, while I tease him with my vibrator and fuck myself with superior dick. After plenty of hot riding and grinding I worked myself up to a shaking orgasm, made that much better knowing Layne was denied his own pleasure! It’s not over when I cum, though - I spent the rest of the video teasing Layne with my vibrator, til he’s squirming and begging me to stop!! This video was so hot we couldn’t fit everything into a 30 second preview!! You’ll have to unlock the whole thing to see all the teasing and begging and moaning that comes at the end.

^$21.00 Add to Cart

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.

^$21.00 Add to Cart

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

^$16.00 Add to Cart

Locktober pegging: caged, leashed, and fucked into submission by Domme gf video from Veggiebabyy

Locktober pegging: caged, leashed, and fucked into submission by Domme gf by Veggiebabyy It’s October, and you know what that means! Layne’s lil cock gets all locked up, but that doesn’t mean we can’t enjoy a good hard fuck. Strapped up with my thick purple cock, I warm him up with my fingers, working my way up to 4 full fingers in his greedy ass. When he’s begging for more, I bend him over, face down, ass up. I made good use of his collar and leash to shove him around into whatever position I please. I mount his ass and rail him into the bed, grind hard into his prostate in prone bone, and make him bounce on my cock cowboy position so you can see his little locked up cock flop around helplessly. By the end, he’s so fucked out he can barely manage to moan anymore.

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Secure Sissy Locked in Chastity, Corset, and Heels video from MissFreudianSlit

Secure Sissy Locked in Chastity, Corset, and Heels by MissFreudianSlit My pair of keys will be put into the mail and I'll get them in about a week, but your set are somewhere in a local park! If you want out of your locked corset, chastity, and handcuffs from around your ankles connected to your heels, you should go now and look for them. You'd better hurry, before the sun goes down. What if someone you know sees you? What if somebody approaches you and asks you for sex? Then everybody will know that you're a sissy slut and there's going to be no escaping that!

^$10.00 Add to Cart

Sissy Wife Blowjob Practice - Clara Dee JOI video from Clara Dee

Sissy Wife Blowjob Practice - Clara Dee JOI by Clara Dee We need to practice your blowjob skills, my sweet sissy wife. First go get dressed up in something slutty. Oh, you look so CUTE! I'll teach you to give a sexy, sloppy gluck gluck deepthroat blowjob on a dildo. And of course you need to practice swallowing cum. Why don't you lie down and cum in your mouth? Oops, you got a lot on your face! No no, don't wipe it off. Who knows, you might get a chance to use those dick sucking skills sooner than you think... Keywords: Sissy JOI, sissy training, sissy husband, sissy wife, sissy dress up, suggested bi, imposed bi, bi JOI, CEI, self facial, blowjob training, sissy deepthroat, surprise ending, cum countdown, Clara Dee JOI, JOI, sissy, role play, GFE, tease and denial, dildo sucking, sissification, sissy slut, JOI CEI, cum eating instructions, self facial JOI, sissy deepthroat training, deepthroat training, jerk off instructions, blowjob instructions, girl next door, sweet, pretty, shaved pussy, small tits, milf, amateur, pussy reveal JOI

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SLOPPY BJ Face Fuck Ends With Creampie! video from Bootydevine

SLOPPY BJ Face Fuck Ends With Creampie! by Bootydevine I get ready in my sexy lingerie mesh top, fishnets jockstrap, and I in the HUNT for some cock! So I am HUNGRY for more cock, this time I go to Vegas to satisfy my HUNGER! A cute guy catches my eye, so I follow him to his hotel room, think he notice I was checking his bulge out, cuz he left the door open, I go in, hear him in the shower, and be being HUNGRY, I want to DEVOUR ALL HIS COCK! So I wait for him on the floor, he gets out, and well MEN WILL ALWAYS BE MEN, he gets super hard, I remove his towel, and DEVOUR every inch of that BEAUTIFUL cock, deepthoat, face fuck, get super SLOPPY, just a DROOL SPIT MESS! We were so into it, he THROBBING HARD, that he just put me into the bed, and fucked my WET bussy RAW! He fucks me good, making me moan, thrust fuck me in missionary and FILLS MY BUSSY UP WITH A NICE BIG LOAD! I then get in fours and pump his big load out!!! He deff SATISFY my hunger. This was "suppose" to be a SLOPPY BJ, but it ended with a nice leaking CREAMPIE! **Note this is the Individual Bonus & last scene to my all new Showcase Movie, DEVINE Volume 3!

^$34.00 Add to Cart