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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 25:11
Caged by Couple's Therapist P1 - SPH, Chastity, Cuck, Denial video from Kim And Vivi
Caged by Couple's Therapist P1 - SPH, Chastity, Cuck, Denial by Kim And Vivi Your girlfriend hasn't been able to orgasm at all when you're having sex, so you've decided to start seeing a couples therapist! She's initially very professional and reassuring, there could be so many reasons she isn't cumming, but just to be sure, Vivi asks about the size of your penis. "Average" isn't a very scientific term though, she's going to have to see it for herself. Your girlfriend does her best to stroke you until you're hard, but when Vivi sees your true size she can't help but laugh. No wonder your gf isn't orgasming! Vivi brings out a large dildo to compare, informing you both that this is what women prefer. Kim is shocked but also enamored by it. Luckily there are plenty of ways for your girlfriend to achieve orgasm, just not with your penis. But first, it's important for you to empathize with Kim to understand what she's been going through. Your new therapist has prescribed a chastity cage, but don't be shocked by how small it is, it'll fit. Of course it can't go on hard, so she'll have to slap your sensitive little cock until it's limp again. After finally squeezing you in, she gives Kim a new toy to play with, and sends you both home. Kim promised to unlock you later that night, but when she sees the dildo next to your dick she's too distracted to even think about the key. Maybe your therapist was right, and this is what's best for you both. She lets you watch while she discovers that size really does matter, then passes out just like you used to when you were allowed to cum. The key completely forgotten, but luckily the therapist has a spare, so maybe you'll be unlocked at your next session?
duration 27:23
Mommy and Son: Cuck You NO Fuck You video from PaintedRose
Mommy and Son: Cuck You NO Fuck You by PaintedRose I was surprised that you didn't lock the bathroom door when you got my dirty Step-Mommy panties out of the hamper to sniff and jerk off with. I am so pissed off and then I see how small your cock is and start to laugh at and humiliate you! You didn't get that from your Step-father - he's a bull Step-daddy with length, girth, and stamina to match. I wonder what he'd do if I tell him you're a little dick loser panty sniffer? I tease you with my body while while degrading your pathetic small penis. It belongs to Step-Mommy now since no girl will ever want you and the only gratification you deserve is to be a little cucky no fucky for life. Listen by the door tonight to hear how a real man fucks this juicy Step-Mommy pussy and do not touch your pathetic pecker without my permission. From now on you only cum if and when I say you've earned it and tonight you will eat a specially prepared creampie from Step-Daddy and I. This film features; caught, cuck-Step-Son, cuckolding, bull, Step-daddy, bullying from MommyDomme, cuck cage, ball gag, panty gag, orgasm denial to edge and torment, permission to cum while eating a humiliating creampie. Thank you for this custom film which is a solo performed adult roleplay fantasy that is 2257 compliant. Please rate this video 5 stars and please leave 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. *************************** Dommy KeyWords: Rosie, Painted Rose, PaintedRose, Goddess, Mistress, Step-mom, MommyDomme, Domme, Femdom, FemDomme, Sex, XXX, POV, Taboo, Taboo Sex, Roleplay, MILF, MILFY, Fetish, Depraved, Perverted, Kink, Suck, Fuck, cuck, cuckold, cuckolding, sph, small penis humiliation, degradation, verbal humiliating. CEI, Cum Eating, Creampie, Locked, cum control, orgasm denial, cuck, cuck-son, cuckolding, delicious FemDomination
duration 23:14
Pumped Dry - Star Nine POV StrapOn Ruined Orgasms Chastity Training Femdom Humiliation video from Star Nine
Pumped Dry - Star Nine POV StrapOn Ruined Orgasms Chastity Training Femdom Humiliation by Star Nine you've really taken to your anal training. In fact, you've been enjoying it a little too much. Taking cock isn't supposed to be for your pleasure. As My (Star Nine) slave you are just a hole to be used. you've been cumming without permission every single time and cum eating doesn't seem to be an effective deterrent. We'll see how much you love being a little anal slut after I've pumped you dry, sliding My cock deeper and deeper into your ass after every impertinent orgasm. Every drop of cum is drained out of your balls and into the toe of My worn pantyhose. Do you still fucking love it when there's nothing left to squirt? When your balls have completely deflated and your orgasmic spasms are completely dry? Not quite as pleasurable now is it? Draining your balls completely has the added bonus of making this hard metal ring so much easier to squeeze your balls through. The rest of your training will be in chastity, with that cummy pantyhose crammed in your mouth and taped tightly in place. #starnine #ruinedorgasms #femaledomination #femdom #femdompov #strapon #slavetraining #cumeatinginstruction #cei #chastity #orgasmcontrol #orgasmdenial #teaseanddenial #sluttraining #menfollowingorders #goddessworship #straponpov #sensualdomination #blondes #fetishclothing #teaseandenial Includes ruined orgasms, femdom pov, female domination, slave training, pantyhose domination, orgasm control, pov strap-on, cum eating, chastity
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 12:51
Last Fuck Before Chastity video from SwitchKitchenTV
Last Fuck Before Chastity by SwitchKitchenTV In a world where pleasure and pain blur, Boba Fettish, the infamous porn star, finds himself trapped in a web of lust and deceit. The enigmatic Miss Sadie, a dominatrix with a taste for destruction, has orchestrated a night of unbridled passion that will leave him shattered and forever changed. As he enters her lair, Boba is greeted by both Miss Sadie and the sultry Miss Celine and the submissive Sub Zero, his cock locked away in a chastity cage. The room is set ablaze by the presence of a human-shaped fleshlight, a silicon siren waiting to be claimed. With a whispered promise of "the most intense sex of his life," Miss Sadie lures Boba into her trap. Sub Zero's warning falls on deaf ears as Boba succumbs to his desires, stripping bare and surrendering to the fleshlight's waiting holes. The dominatrixes orchestrate a symphony of pleasure and pain, their words a toxic mix of encouragement and mockery. Boba's moans echo through the room as he fucks the fleshlight with reckless abandon, his cock pumping furiously as he's driven to the brink of climax. Miss Sadie's countdown begins, a merciless ticking clock that propels Boba toward his final, desperate release. His body convulses in ecstasy as he unleashes his last load, the evidence of his surrender seeping from the fleshlight's core. Spent and broken, Boba stands alongside Sub Zero, awaiting the cold, unforgiving steel of his new chastity cage. The key to his freedom, now lost, sparks a maelstrom of rumors and whispers. Yet, he remains a willing captive, his daily ritual a testament to his surrendered manhood. In this portrayal of desire and control, Boba Fettish's legend is reduced to ashes. His last stand is a defiant scream of pleasure, a final, desperate grasp at the fleeting thrill of orgasm.
duration 31:39
nurse pegging part 3: latex catsuit, sissy chastity, four fingers in your ass video from Veggiebabyy
nurse pegging part 3: latex catsuit, sissy chastity, four fingers in your ass by Veggiebabyy This is a custom video! Contact me if you’d like your own! After you came so quickly at our last appointment, I decided to call you in for another appointment since I’m worried something might be wrong. To help me make my diagnosis, I need to see how your body reacts to wearing certain clothes. Put on these panties and stockings and get comfy with your feet in the stirrups. Oh, and don’t mind the group of medical students watching all of this from the doorway. I work your ass open with my fingers, starting with one and eventually ending up with four fingers inside you—but not for long! You quickly shoot a huge load and it goes all over my face, including in my mouth. Pissed off, I lock your little clitty in a pink chastity cage to hopefully prevent that from happening again. It’s my turn now. I pull out my futa cock and easily slide it into your warmed up hole, fucking you hard. This tight, wet hole feels so fucking good on my cock, and I think I have an idea of what might be going on. It’ll only take a bit more work (and fucking) for me to diagnose you. After having my way with your hole, dirty talking as I fuck you hard, I pull my cock out and cum all over your face. Throughout all of this, you’ve leaked quite a lot of precum, making a big, wet mess. I decide to put my hand in your stretched out hole until you cum again through the cage before giving you my diagnosis. A wet, leaky hole, a super sensitive little clitty, and having multiple orgasms this easily? I diagnose you with having a boipussy. :) Find part 1 to this vid here: https://apclips.com/veggiebabyy/prostate-exam-turns-into-humiliating-futa-pegging-and-huge-pov-facial Find part 2 to this vid here: https://apclips.com/veggiebabyy/nurse-pegging-part-2-meaner-rougher-and-more-humiliating-and-another-facial
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