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duration 18:59
Your Girlfriend Found a BIGGER Cock - Sissy, SPH, Cucking video from Kim And Vivi
Your Girlfriend Found a BIGGER Cock - Sissy, SPH, Cucking by Kim And Vivi Ever since she caught you in the girls locker room, you've been living in fear of your futa bully. One day when she discovers you have a girlfriend-- a hot one, so of course she sends her some incriminating photos of you. Desperate to secure your relationship, you visit your girlfriend's house, where she has a kinky surprise in store for you. She doesn't seem mad at all, but you'll do anything to stay on her good side. She manipulates you into some sexy lingerie, and as you succumb to her seduction, someone knocks on the door! Quickly, she hides you in her closet. Your futa bully has arrived! Not just to tease and taunt, but to take what is rightfully hers. As she moves in to claim your girlfriend with her dominant presence, a rustle in the closet catches her attention. To her delight and your horror, she discovers you, dressed in your girlfriend's delicate lingerie, the very image of a sissified plaything. Far from being deterred, your futa bully is actually turned on by just how well girls clothes fit you, and her cock hardens at the thought of having you under her control. She likes you as a sissy and decides to make you submit to her in ways you never imagined. If you can't please her, your girlfriend will have to take your place. Inexperienced and nervous, you struggle to service your bully's impressive cock, so your girlfriend demonstrates the art of giving a hand job to a much bigger dick, all while you watch, your own manhood feeling insignificant in comparison. As your girlfriend expertly strokes your bully's cock, you're subjected to the humiliation of both women commenting on the contrast between your sizes. Already feminized, humiliated, and cucked, your final job is to choose a place for your futa bully's hot cum, do you want it all over your bra, aimed right at your panties, or will you spit your tongue out like a good girl, and take it down your throat?
duration 36:10
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
duration 18:34
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?
duration 19:03
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
duration 10:43
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
duration 5:20
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.
duration 10:00
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.
duration 20:39
Sis Helps You Crossdress video from Fiona Dagger
Sis Helps You Crossdress by Fiona Dagger (This video is a bit cheaper because it's shot on my phone rather than my filming camera! There is no real sexual action in this video, it's just crossdressing encouragement, but a part 2 will be coming soon where bro and sis mutually masturbate together!) Your big sister walks into your room without knocking, about to ask you if you want to go to the gym with her - but she's shocked to find you wearing a dress and admiring yourself in front of the mirror! At first she gives you the benefit of the doubt and assumes you must have a costume party, but you fumble your excuses and she quickly realizes that you're lying! She tells you it's okay, you can tell her the truth - did you just want to know what wearing a dress felt like? You're so embarrassed but you admit that yes, you just wanted to dress up in cute girl clothes to see how it felt... Your sister tells you not to feel bad about it, and that she's happy you're experimenting - but that the dress you're wearing is really ugly, so how about she lets you try on some of her clothes, which will suit you a lot better! She fetches a few dresses for you to try on, and suggests you start with a cute pink sundress. She's very supportive of how it looks on you, telling you that you look really good, but that she can't help but giggle a little in shock as it's just so strange seeing her little brother dressed like this! The next dress you try on is a sexy, tight bodycon one, so she instructs you on how to roll it onto your body and warns you that it will be very formfitting! The dress feels so nice that you can't help but get an erection, and when your sister turns back around she immediately spots it, as the dress is so tight that she can basically see the outline of your hard cock super clearly! You're embarrassed again but she tells you it's fine, she did kind of guess that this was a sexual thing for you, and she doesn't want to shame you at all - in fact she reiterates that she thinks you look really nice, even saying that maybe in future she'll ask her boyfriend to try wearing a dress for her! She tells you she brought another dress in, but warns you it's very sexy - it's basically a babydoll nightie, with massive slits up each side so it doesn't leave much to the imagination... You put it on and your boner sticks out so much that your sister giggles even more, but she also can't seem to take her eyes away from you! She shyly suggests you try some actual lingerie, and fetches some stockings, and a bra and panties from her room. She teaches you how to put the pale pink, lace top stockings on first, and then tells you to put the red, lacy lingerie on - warning you that the panties are very small and won't cover much at all! Once you've put it all on she can't stop staring at your hard cock, barely constrained by the tiny strip of red fabric, and after giving you lots of compliments and promising that you look really good, she suggests she leave you alone so that you can take care of your boner - and tells you just to wash the lingerie before you give it back to her! As she leaves she keeps glancing at you and at your hard cock, and you wonder if she might even be going to 'take care' of herself as well... TAGS: british, english, redhead, ginger, tattoos, tattooed, solo female, roleplay, dirty talk, posh accent, pov, taboo , bro sis, brother sister, crossdressing, crossdresser, cross dressing, cross dresser, sissy, sissification, encouragement, lingerie, big sister, little brother
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