Cry Baby Babysitter
Nora Riley is just your average college girl, out to earn a buck or two taking care of kids. When she comes across an ad looking for a babysitter for two adults looking to relax, she thinks nothing of it and immediately follows up. Today Nora is going to learn a thing or two about why background checks are important when going to a stranger’s house.
From the moment she arrives, the situation is clearly unusual. A woman comes to the door, aggressively introducing herself as London River, and then leads her into the living room to meet O.T., not how the parents she works with usually behave. Then, when she gets to the room she notices the strangest thing about the whole situation: there isn’t a child. When asked about it, O.T. and London readily admit that they don’t have any children, and that they are willing to offer her $1000 to take care of them for the day instead. And for that kind of money, there is no way Nora can say no.
The work they have her do is pretty unusual. They tie her up and have her make them sandwiches, use her as a footstool, and position her between them tied so that she holds their chips and drinks while they play video games. All of this is fine to Nora, until she needs to use the bathroom. O.T. and London dress her up in a diaper and a binky, tied down to the floor so that she doesn’t have any choice in where it is that she goes. And when she’s done, since she’s so conveniently placed, they figure they’ll just have some fun with her body. A hitachi and a steel dildo wouldn’t go amiss. Now Nora is left to wonder if the money is really worth all the work.
Suffering for the Sake of the Subs
London River, one of our more accomplished handlers, has just finished a shoot for one of our other sites when O.T. finds her. When asked how it went, she says it was good, but she thinks maybe she got in a little too deep, went a little too far. She thinks maybe she deserves some kind of punishment to fix what she has done wrong and teach her a lesson for next time. Lucky for her she has a great friend like O.T. to help her out in that department.
O.T. takes London and ties her up in rope so that she is hung from the ceiling by her waist, wrists, and ankles. She struggles to get her feet down to the box beneath her to try and take some of the pressure off of the bound bits of her. Meanwhile, O.T. makes it more difficult for her. He punches her stomach and slaps her face a few times making her move around more so it’s harder to keep her feet down. Then he starts tickling her, after all it seems only right to do to her exactly what she does to her models.
After that he takes her down and sets her down on her back, her feet pulled up right next to her head so that her pussy and ass are wide open and exposed. He takes a metal hook and pushes it inside her ass as he starts to vibrate her clit with a celebrator. He pumps the hook in and out of her ass hard and fast. It’s almost too much for even London to handle. Maybe she has learned her lesson, thinks O.T., but he needs to be absolutely sure, so it’s time to bring out the cane.
Our Handlers Get a Holiday Treat
O.T. and Matt Williams are going to have a very happy holiday this year, and since they’re such good friends, they’ve gotten each other matching presents: women to inflict their sickest desires upon. O.T. got Matt a lovely blonde named Alana Cruise who can take all the beatings he can dish out, and Matt in turn got him a sexy saucy read head named Lauren Phillips whose tits are just aching for a squeeze.
Matt ropes Alana down to a Saint Andrew’s cross with a ball gag stuffed into her mouth, so that her legs and her lips are held open for him. She is wearing a tight blue dress, which he generously cuts little holes in for her nipples to poke through, then slices off the little black panties she had on under it. Then he hooks some suction cups up onto them and pumps them up so they get swollen and sensitive. Matt takes a flogger and beats her bare pussy. After he removes the rest of her dress, he takes out a single tail and starts whipping her tits. Then it’s time for her to have a little fun of her own, as he takes out the hitachi and vibrates her clit.
After that it is O.T.’s turn to try out his new gift. He starts her out tied down on top of a box, her ankles tied so that her feet are pulled back next to either side of her head and her pussy is exposed. He clips clothespins on her tits and down her stomach along strings. Then he inserts a metal pussy hook inside of her and sticks the tip of the celebrator right on her clit to vibrate it with precision and intensity until she orgasms and squirts all over the place. He ties a net harness over her breasts and attaches that harness to a hair tie, then lights a candle and lets the hot wax drip all over her body.
Crotch Rope and Caned Ass
Milcah Halili has been eagerly awaiting having their own live feed on Real Time Bondage, but we aren’t entirely sure they knows what they’re getting themself into. That’s why we have decided to start them off light. We sit them down, handcuffed to fellow model Lorelei Lee, and ask the two of them a few questions about themselves. We get an idea of what they’ve tried, what they haven’t, what they like, and what they don’t. We are going to try a bit of each on the both of them.
We put Lorelei Lee into a metal barrel with just her head sticking out so she can watch as our handlers have their fun abusing Milcah’s body. Two of our handlers take out whips and stand on either side of them, lashing at them with the tails, leaving red marks up and down them where their flesh was stung. Our handlers wrap Milcah’s eyes in tape, so that they cannot see when they are about to be struck again.
Matt grabs a flogger and beats their tits and their pussy, making them shake and pull against their neck rope and the brutal strappado their arms are pulled into. Then he uses a wooden cane to beat their ass until there are a few good lasting bruises for Milcah to take home at the end of their time together. After that it is time for Milcah to take a breather so that they can be ready and rested for the rest of their time in the dungeon. They are nowhere near done yet.
Starlet Gets Surprised at Interview
Devilynne is an up and coming starlet and she’s looking for her big break when she finds herself in O.T.’s office. She’s determined to get the job, but he doesn’t seem too sure about her. He says that he can tell a lot about a girl from the smell of her panties. It seems odd, but she waits until he looks away and removes them for him to sniff, and clearly he smells something promising, because she gets the job. Devilynne is about to learn first hand, though, that there is no easy way to the top, as she finds herself gagged and tied up in leather straps on the floor surrounded by people waiting to touch her.
O.T. sets her up, laying her down on her stomach and strapping her ankles to her neck in a hog tie. Then Matt Williams sticks a stocking over her head and gives her an electrical tape gag and blindfold, tying the stocking to her feet as well so that her head is held up. O.T. pulls up her skirt so he can tickle her and she starts screaming, so he decides he’d better give her something to scream about. He takes out a cane and starts beating her ass and her feet.
He sits her up with her legs spread by two wooden posts and sticks a bit gag in her mouth. She knows she’s stuck. She doesn’t struggle. She sits there waiting for whatever O.T. will deliver next. He brings a dragon tail over and lashes at her ass and pussy with it. In no time she is crying and drooling all over herself. Then it’s time for him to share a keepsake with her. He pulls out his phone and shows her a video from earlier in the night a dick being stuffed down her throat, and that gets more screams than even the beating. She can’t take seeing herself that way, but she has no choice. Just like she has no choice in whether or not O.T. is going to make her cum.
Book Keeper Gets One For the Books
O.T. is paying a visit to his accountant to ask about some worrying notices he has received in the mail. The woman at the front desk, Alana Cruise, informs him that someone at the office must have made a mistake, but O.T. knows this is the kind of mistake that can send him to prison. Now, for doing him wrong, he is going to give her a taste of just what happens in prison, so he takes out a needle, sticks it in her neck, and it’s lights out for Alana.
When she wakes up she has a leather hood on her head, which O.T. has wedged between two metal bars, and her wrists are shackled to the floor. O.T. pulls up the skirt of her little green dress and rubs his hand over her pussy through her panties. Alana makes scared and upset noises like she wants him to stop. If she doesn’t want him to touch her in a nice and friendly way, O.T. is happy to oblige. He ties the back of her panties to a bar over her head and spanks her ass. And then it’s time for her to really learn her lesson.
O.T. stands Alana up and has her hold the two metal bars out in front of her, with a smaller pole balanced on the end. Then he takes out a whip and starts lashing at her tits and her ass making her squeal and dance around to try and avoid the pain. If the small bar falls, she gets to find out what happens when you drop the bar of soap in the showers. She holds up well for a while, turning slowly and picking up her feet one at a time to dodge it, but when O.T. whips at her hands she has no choice but to let it drop. Then he sits her down and ties her toes so that her legs are held spread apart and takes out the metal pussy hook and the celebrator to fuck her until she screams. Maybe next time she’ll know to do her job.
Sexy Sub Shows off Merchandise
Today’s installment of Real Time Bondage is a little bit special. Typically we would show you the things we like to do to our models, but right now we want to help you figure out how you might want to play with a sub of your own. That’s why today’s show is just us showing off our favorite gags and telling you all about the goods and bads of each of them, so it’s easier for you to find what you’re looking for in a gag.
Our sexy model, Violet Monroe, spends the entire time tied up in a chair with no clothes on, showing off her smoking body as much as the gags our handlers are having her try on. Matt Williams and O.T. give her piece after piece to show off, including a wide array of ball gags, a leather gag, and even some made of metal. Each of our handlers tells the audience their favorite choice and why they picked it. The crown jewel of the show is a gag that fits inside the mouth with no strap, made special for our purposes at Insex On Demand.
A Kiss With a Fist
Katy Kiss came into our dungeon looking all cute and done up for her show. She wore a tiny red dress, high heels, and sexy sheer black stockings that make her legs absolutely irresistible. She even did her make up precise with fancy winged eyeliner. O.T. really likes that look on her, but what he likes more is seeing how easily he can make such a pretty, composed girl crumble completely into a heap with just a few of his favorite toys.
Katy starts out in a metal collar with her hands shackled to a frame just low enough so that she has to keep her ass sticking out to stand. O.T. takes the opportunity to get a feel for her body, running his hands over her tits, down her sides, and all over her ass, even taking a moment to spank her. Then, when his urges get the better of him, he moves her so that she is down on all fours on top of a table and lets her enjoy herself. He slips an ass hook inside of one hole and a dildo in the other, then he turns on the celebrator vibrator and starts fucking her. Katy can hardly take the double penetration, letting out shrieks and getting wetter every second.
Then it’s back to O.T.’s kind of fun. He puts Katy down on her knees, holding her upright with a metal collar on a frame so that he can see her sexy body stretched out for him. The next thing Katy knows she has a plastic bag over her head and she can barely breathe, and there’s nothing she can do since O.T. belted her arms to her body so that she’s holding onto her own tits. And then there is the sharp, searing pain of a whip cracking against the soft skin of her ass over and over. Katy sits there on her knees and wriggles and shrieks, nothing like the cute dolled up girl we knew forty five minutes ago.
Raquel Roper thought she understood what she wanted. She wanted a big strong man to come and take charge and take her away to be his forever. Only now does she realize that she had no idea, when she came up with that plan, what she was getting herself into, much less what would be getting itself into her. Now she finds herself shackled up to a metal frame with the whim of this big strong man being lorded over her and nothing she could possibly do to help herself.
O.T. is a man who knows what he wants done, but not necessarily a man who wants to do it himself, and right now he wants Raquel to get fucked. So he comes up with the idea to have her do it herself. He places her with her ankles attached, on her back, with a dildo inside of her and the end of it between her feet. Then he sits back and watches as he tells Raquel to fuck herself. She loves it so much she is drooling from her bit gag. He congratulates himself on a job well done. Who ever heard of a chore doing itself?
Then he decides it’s time to play with this new thing he has, so he takes her metal collar and he hooks chain after chain after chain to it and attaches them to the floor around her. No matter where she tries to move another chain from another direction pulls her back down. And since O.T. is coming with a cattle prod in his hand and an evil look in his eye, Raquel is really trying her best to move. Every time he goes to poke her she jerks away and whimpers, but it’s no use. She’s stuck with her wish. Hey, at least he is in command.
Samsara has got to be one of the whiniest models Matt Williams has ever come across. Every single thing he goes to do to her she begs away from, begs for forgiveness, but Matt is here to make it clear that she is begging the wrong person. The only one who can pardon her, forgive her, release her from her torment, is God, and so he should be the one she is asking. And since the path to righteousness is penance, Matt is going to help Samsara along with that.
Matt provides her with a ball gag and a blindfold so that all she can experience is the pain of her punishment. He ties her legs so that they are spread apart and uses rope to create a harness for her breasts so tight and thorough that her tits turn a dark purple from the cut off circulation. Then he ties her neck rope to the ceiling so that she is choking herself, and starts caning her tits, her ass, and whatever other piece of her body he can reach. She lets out cries of pain that are muffled by her ball gag and send drool spilling down onto her chest, but she isn’t done repenting for her sins yet, and Matt isn’t done having fun with her.
He ties Samsara so that she is lying face down on top of a box with her ankles tied to her hair, holding both her legs and her head up a few inches off the box. He removes her gag, then he comes in hard with the flogger, beating her ass as she lets out screams and moans pleading with him for mercy. But mercy isn’t his job, his job is to make her feel the pain of her penance, and so he goes on. He takes out the hitachi and vibrates her pussy until she can’t cum anymore and makes her plead directly with her god if she wants any rest tonight.