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Showing 1 - 60 Videos

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

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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.

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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.

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Sissy camp pt 2 video from Nicolette Bloom

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

^$30.00 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?

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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

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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!

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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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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.

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Sissy camp pt 3 video from Nicolette Bloom

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

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

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

^$17.00 Add to Cart

I Want a Good Slutty Sissy video from Lacey Royce

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

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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?

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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.

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sissy cheerleader fucked by futa domme & the basketball team + ass worship! video from Veggiebabyy

sissy cheerleader fucked by futa domme & the basketball team + ass worship! by Veggiebabyy This is a custom video! Contact me if you’d like your own! I have a surprise for you, love. I’ve brought you here to the locker room just as the basketball game is ending. First, I need you to change into this cute, flouncy cheerleader outfit and silky panties. Then, I spread your ass for me on a bench so I can fuck you a bit before the real treat begins. As the players come into the locker room from the game, they’re all eager to use your holes along with me. You get facefucked and used hard by all their thick cocks. Beside all these big, strong basketball players, you’re just a small dick bitchboy! Look at your scared, leaky little cock flopping around as you get railed. Don’t hide it, sweetie. We can all see what a little beta bitch you are. I decide I want a little action from your mouth and turn around so I can take a seat right on your face, rubbing my delicious ass all over you. Smell and taste my perfect asshole as I sit on your face while you get fucked hard by all these real alpha men with big cocks. We’re all going to be as rough with you as we want, and we won’t be done with our little plaything any time soon!

^$19.00 Add to Cart

Girly sissy tutorial video from Nicolette Bloom

Girly sissy tutorial by Nicolette Bloom As your long time neighbor, I am honored you would like me to help you on your sissy journey. I am so proud of you for embracing your femininity and taking that next step in becoming a true sissy. I will walk you through the most important parts of being girly. Well at least, the fun parts when showering and getting pretty. Don't worry, I am going to help you sweetie!

^$10.00 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

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

Sissy camp pt 1 video from Nicolette Bloom

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

^$26.00 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

Revealing Your GFs Sissy Chastity Demands video from MissFreudianSlit

Revealing Your GFs Sissy Chastity Demands by MissFreudianSlit Part two in a series of customs, it's time to move forward with your girlfriends demands. She told me she's been enjoying you becoming her sissy cuckold, but you're touching your little clitty a little too much.... are you focused on her needs during sex? Are you anticipating her wants and desires and her need for water and more lube while she's getting fucked? It's time to introduce chastity into the mix! I brought you more underwear- two cute little pairs of panties for your sissy training. And now to introduce you to your next step - wearing a cage on that little thing. First, I show you a very large cage... you can't fit that even at full capacity so this definitely isn't the right cage for you. The next cage is a small cage, perfect for tiny dicks to get a little bit hard in, but it's very snug. The last cage is your future - small, almost flat. Don't worry, I'm teaching your girlfriend how to ease you into it.... it's up to her how long you wear the cage for or how often you're allowed to cum! Before I lock you up after breaking the news to you, I think we should let you cum one last time before I send you back to your girlfriend. Start associating this feeling of restriction and denial, because it's all part of training your brain to enjoy being caged. Fetishize this feeling. Give in to the fear and excitement. Cum for me, after I count you down. Then, I'm going to put this cage on your little dicklet and call your girlfriend to come pick you up and take you back home. Are you ready to be her little caged sissy cuck?

^$15.00 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

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

becoming my snotty asshole SISSY video from Lily Ann

becoming my snotty asshole SISSY by Lily Ann I am feeling generous today so I will let you see my tits, but you are not allowed to touch yourself. You are only allowed to sit on the dildo and ride it. I give you instructions on how to suck the dildo, and cover it with spit and snot to use as lub. I teach you how to produce a lot of snot for it. You are doing so well that I allow you to see my snot covered asshole and eventually I fuck my snotty asshole just like you are doing. I do a cum countdown and then cum eating instructions. I love seeing you mouthful of cum, it makes me horny and I cum too.

^$9.00 Add to Cart

Boss Humiliates Small Penis Employee video from Lily Ann

Boss Humiliates Small Penis Employee by Lily Ann I'm your boss and I decide to humiliate my small penis employee. I fuck his ass with my clit while I verbally humiliate him. Guys with such a small cock deserves to be treated like a sissy. Then I tell him to fuck me so I can laugh at him.

^$9.00 Add to Cart

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

Scuba Mommy and Scuba Sissy JOI video from TenTickle Pixie

Scuba Mommy and Scuba Sissy JOI by TenTickle Pixie Your scuba mommy Pixie is turning you into a real scuba sissy. She got you a one piece swim suit, diving mask, and snorkel just like your scuba mommy and makes you put it on. Then she starts giving you jerk off instructions over the swimsuit, having you touch your sissy mound and moan through your snorkel. Eventually giving you a cum countdown and making you cum in your swimsuit, like a good scuba sissy girl. Also includes a little bit of armpit fetish! --- This was a custom video! Want your own? Check out my BTOs for more info. : )

^$10.00 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!

^$14.00 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

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

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

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

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

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

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

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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

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Sissy step-son does porn video from Nicolette Bloom

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

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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

mommy's feminization: cuck cleanup and bisexual threesome fantasy video from Veggiebabyy

mommy's feminization: cuck cleanup and bisexual threesome fantasy by Veggiebabyy This is a custom video! Contact me if you’d like your own! Mommy’s going to be implementing some changes around here, sweetie. First, all of your boy clothes are gone. Instead, I’ll be dressing you! Expect lots of pink, bows, lace, and dresses. You can start with this pink lace lingerie set and some lip gloss. I also want you to grow out your hair. You’re going to be my cute girly plaything. I want you to lick mommy’s boyfriend’s cum out of her pussy after he fills me up. Mommy’s boyfriend isn’t into men, but at this point, you aren’t really a man anymore, so I think I’ll have him fuck your boipussy as well! I’d love to watch him fuck a huge load of cum into you as you’re licking his cum out of mommy’s pussy. This is just so fun! I’m so excited! Mommy loves you so much, sweetie.

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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.

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Sissy camp pt 4 video from Nicolette Bloom

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

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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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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.

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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!

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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'.

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

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

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

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

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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.

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BECOME A FEMINIZED CUM DUMPSTER FOR ME 1080P - ELLIE IDOL video from Ellie Idol

BECOME A FEMINIZED CUM DUMPSTER FOR ME 1080P - ELLIE IDOL by Ellie Idol You want to be a girly girl for Ellie Idol, don't you? Today will be a day of transformation! Everything from what you wear to how you masturbate, it will all be femme. You will rub yourself like a girl, no stroking anymore!! And if you want to be FUCKED like a girl, you'll take it in your backdoor nice and deep! Now this also means, Ellie wants you craving COCK! She thinks you should find a nice hung stud and squat on his dick. Make sure you're in your cute feminine clothing and have a dildo toy ready because it's practice time! Be Ellie's slut and show her how you work a cock! Once you're ready to squirt from your clitty, you'll be swallowing it all down! This is the practice you'll need to really jump into your new life as a slutty girl for Ellie Idol! Are you prepared to be fully feminized?? If so, hit that play button!

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

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

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SISSIE'S FIRST PANTIES video from Goddess Alimony

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

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Caged Clitty Ruined Release: Sissy Girl Playdate video from PaintedRose

Caged Clitty Ruined Release: Sissy Girl Playdate by PaintedRose Dommy keeps you in a chastity cage because you're naughty and you need to be trained properly to only touch when given permission. Your orgasms belong to me and I decide when you get to touch it, rub in agony, or have an orgasm. Today you are given a present - a white, sheer swimsuit - just like Dommy's to wear during our playtime. You assume the position like a good girl on your knees waiting for direction to obey and serve. Dommy is wearing a skirt and gives you upskirt views while she uses her cameltoe to tempt and taunt you into some heavy breathing. One by one she shows more curves while instructing you about your duty and desire to serve her every depraved need. You're aching now and begin to seep sissy slut squirt onto the floor - what a sissified slut you are as your eyes beg for release in agony. Dommy is not without sympathy for your confined clit as it bulges in pain agains the confining bars of the cage. It's all too much for you, she can see that and puts you in and out of misery with a vibrator quick ruined release - just to relieve the pressure. Clean up this clitty cum and go put on those panties that Dommy likes to see you crawl around in. Tip $25 and DM to ASK Dommy NICELY for the uncensored version! Thank you so much for getting this custom made film! To get your own, DM me today with your sexy idea! Please review this video with positive comments. Love, Rosie #Feminization #Sissy #Clitty #Sissigasm #AssPussy #ClittyFuck #Daughter #Taboo #MILF #Taboo #Ruined #Femdom #MommyDomme

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Bitchy GF edges sissy cuck BF video from Nicolette Bloom

Bitchy GF edges sissy cuck BF by Nicolette Bloom Oh look at you following me into the bathroom you're so pathetic. Go ahead and get on your knees, where you belong. Pull your pants down and your underwear. You're going to edge yourself for the next 20 mins (and stop when I tell you to) while I tell you about how I'm going out with my 2 new daddies. That's right. I'm going out with them and then I'm bringing them back here and they're going to do whatever I tell them to do you...look at you, your cock is already hard at the idea! You're such a little sissy bitch slut!

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Strap On Goddess Trains Your Sissy Clit video from Claudia Kink

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

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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!

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Hot MILF Teaches Your Girlfriend How To Cuck You video from Eve Batelle

Hot MILF Teaches Your Girlfriend How To Cuck You by Eve Batelle Hot MILF Eve has become close friends with your girlfriend and she is ready to teach her how to truly use you to her full advantage. She tells her how she should fuck as many guys as she wants to make you eat up all the cum afterwards and how she should get all of her financial needs met on top of all the other naughty, freaky things you’ve gotten into…

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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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EROTIC CEI SISSY TRAINING video from Goddess Alimony

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

^$9.00 Add to Cart

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.

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Just Like Dommy - Sissys Tease, Edge, Denial, Chastity Lockdown video from PaintedRose

Just Like Dommy - Sissys Tease, Edge, Denial, Chastity Lockdown by PaintedRose You're spying on Step-Mommy again while she changes into her sexy new shiny, quite sheer swimwear and she catches you! She's not mad as she knows juist how much you love dressing up in her panties already and encourages you to have special panty princess cuddle time often. Step-Mommy is a little Dommy and decides to have a little fun with you. Maybe it's October or maybe you've just earned it by being such a good girl. You are called in and given a gift of 4 matching swimsuits - just like Step-Mommys to wear! Try them on for me doing exactly as I say and watch as I tease you sweetly with all of my soft curves. You love to be teased, edged, and finally denied because this edge session is about to get more intense. I have another surprise for you dear step-daughter. It's a Chastity cage for your yummy clitty to continue this sweet agony a little longer. Now go get some panties on and let's cuddle. There will be a Clitty Release and Cum to Follow. Painted Rose Films and content is 2257 Compliant Fantasy Roleplay - Curvy Taboo Femdom MILF ROSIE! #MILF #Cougar #Femdom #Curvy #Fetish #CustomVideo #Feminization #Sissy #Clitty #Sissigasm #AssPussy #ClittyFuck #Taboo #MILF_Rosie #Rosie #XXX #POV #Goddess #Mistress #FemDomme #Findom #Dommy #MommyDomme #Movie #Porn #Love-Lust #Chastity #Cage #Keyholder #Swimsuit Keywords: MILF Cougar Femdom Curvy Fetish CustomVideo Feminization Sissy Clitty Sissigasm AssPussy ClittyFuck Taboo MILF_Rosie Rosie XXX POV Goddess Mistress FemDomme Findom Dommy MommyDomme Movie Porn Love-Lust Chastity Cage Keyholder Swimsuit

^$17.00 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