Lady Lennox is doing her business on the toilet while a slave lays on the floor enjoying the sound and the odor. He’ll get to lick her clean but will also suffer for the honor. “They say it’s good to have your feet up when using the toilet” she says, so she rests her stiletto’s on her slaves head. She makes him lick her soles while she extracts her bodily waste. Once finished she doesn’t bother wiping but rather proceeds to step on the slaves chest. She then realizes she needs to wipe so gets off the slave and sits on his face. The slave gets his tongue in her ass and her crack and gets her nice and clean.

“I hate using toilet paper, I’d much rather use a slave” Lennox says. Now it’s time to resume trampling because that sort of gift comes at a cost of course. She steps full weight on his chest and stomach and says she loves leaving marks so everyone knows he is her property. The filthy sch1t eater moans and groans as she steps on him. She brings one sole up to his mouth to lick as his chest gets all her weight on one heel. Lennox’s ass looks amazing in this scene and the slave is happy to suffer for the view. The camera zooms in to show the deep indents on the slave flesh. Satisfied she decides to reward him by trampling him in only her fishnet stocking covered feet. “I know he loves our bathroom time” she says.
Watch Now »

Lady Lennox calls her slave over after having had him spend half the day kneeling in the corner. She tells him her boots are dirty and she wants them kissed, worshiped and licked clean. He lays on his back and she rubs the soles over his tongue delighting in the fact she knows they are very dirty from her night out at the gay club. Not wanting him to get lazy she tells him to sit up so he can better attend to every inch of both boots. “You’re a dirty slave and dirty slaves like dirty things” she tells him. She then says she wants to see the entire boot wet with his saliva. The slave eagerly licks away as if kissing his first girlfriend.

Lennox tells him tomorrow at her party he will be licking everyone’s boots. “And I’m not just talking about the women” she adds. She tells him he’s just a dirty boot licker. “Everyone will be asking, where’s dirty” she tells him. She asks him if he loves being her slave even though she keeps him naked and in her cold dungeon every night. “I love being your slave he replies. “I need to keep you cool for your hot Mistress” she tells him, adding “suffering is part of the job after all.” Lennox has an amazing ass and she knows it as much as anything keeps the slave motivated so she shifts on the couch so her ass is hanging over the edge and allows him to kiss her cheeks while she thinks about the fun she will have tomorrow night at the party.
Watch Now »

This scene opens with Lady Lennox running across the room and leaping onto her slave with her boots. This slave loves Lennox and will stop at nothing to please her. She knows it and does some severe trampling and jumping on this slaves chest and stomach. He urges her to hurt him more and she doesn’t disappoint. She holds on to the overhead bar and pulls herself feet up from the ground before pounding down on his body.

She squats her ass over his face and then sits on it. Her ass looks amazing. She runs her hands over the marks she has left on his body and tells him they please her but they are just getting started. Now she starts jumping on him but makes sure she lands only on her heels until finally she breaks him and he starts to beg for mercy. “I’ll give you a little reward” she says as she puckers her lips above his face. “A kiss?” he asks. As if! She drops a nice big ball of spit from her mouth into his and says “It’s better than a kiss.” She gets up and leaves the broken slave there longing for even more.
Watch Now »

Sexy Lady Lennox has been out riding her pony boy and although he is already looking a bit weary, she is not done with him yet. She directs him into the woods and even though it’s late autumn it’s warm so she removes her jacket and throws it at the camera man to carry. All men are below her and she expects they will all bow at her feet or she has no use for them. She runs her hands over her big luscious ass and asks the pony how it feels. “He’ll carry me all day just in the hope I let him kiss each butt cheeks once” she proclaims. She tells him he’s her ass. “You’re my ass, carrying my ass.”

As they walk through the forest they eventually come to the secret park in the forest. She has the pony go to a bench and do some squats with her still on his shoulders. She compliments for doing a good job then steps up on the bench and tells him to get down on all fours. She then jumps onto his back for some all fours riding. He carries her to another bench and again she gets on his back to be carried again on his shoulders, this time all the way home.
Watch Now »

Lady Lennox has been sitting on her hubby slaves face a lot lately and it really seems to have dummied him down even further. She slaps him gently across his face and tells him she is pleased with his improved disposition. She can’t take things for granted so tells him it’s time for even more time under her ass. “The dumber you are the more money you will make me” she says, as she is slowly starting his transformation into a tranny bimbo cocksucker as seen in the clip ‘I’m Fucking Your Best Friend But You Can Be Our Sissy Cuckold And Whore’. Once the hormones kick in ‘goldy’ will develop finer facial features and breasts and then with the right makeup will be getting fucked a lot and making money for Lennox and her boyfriend Francesco who just happens to be goldy’s boss. She kicks his little ‘clitty’ and tells him it will never feel a woman again and it is no good to anyone.

Now she sits down on his head in forward position and with a nice straight back makes sure he is feeling all her weight on his face. The fishnet stockings are sure to make an impression on him too. As she lingers on her head she says she will have to tell her boyfriend about this later. With a bit of luck he’ll be going to work with red lines across his face that look like someone sat on his face wearing fishnets, lol. Lennox gets up long enough for you to get some nice views of her voluptuous ass. She then sits on him in forward position and lifts her legs off the ground so he gets here full 150 pounds. The camera swings around to give you a great view upwards of her ass and body. She just loves seeing his legs kick about. While he struggles for air she tells him that everyone is laughing at him at the office as her boyfriend tells everyone stories about what happens in the house between the three of them. “I wouldn’t be surprised if Francesco starts to face sit you at work too” she says with a laugh. How humiliating! After a breath Lennox sits on him again, this time swinging her legs forward off the ground. When she gets up goldy moans and cries in pain. She tells him to take a breath and as she sits down again she tells him “The worst is still to come.”
Watch Now »

Lady Lennox admires the marks on her slave’s torso as this scene opens. She steps back on him and then squats, to give him the full impact of her body. She places one stiletto on his head and lifts her other foot into the air. Lennox is a full-figured woman and the slave is subjected to a lot of weight, especially when she stands on one foot.

She steps around on his body and admires the large impressions she leaves on his flesh. She says it’s so much fun to see him suffer like this. Finally, she steps on his neck, then looks directly at you and blows you a kiss.
Watch Now »

Lady Lennox has transformed hubby into her pathetic cuck. The poor wimp kneels outside the bedroom, where he hears her getting ravaged by his ex-best friend turned boss, who he works for as a used car salesman. As Lennox appears from the room, she sighs with pleasure and asks, “Did you hear me getting fucked by Francesco?” Hubby’s face turns crimson red with humiliation, and he replies, “Yes, Dear.” To really arouse her new boyfriend, Lennox has had her stilettos on all day, and tells hubby she needs a little foot worship from him to help ease the pain she feels in her feet. She makes him bend down on all fours to kiss her shoes, then suggests that he lick them as well, because she wants them nice and shiny since Francesco will be taking her out for dinner later.

After he has licked for a while, she tells him to suck her heel and rams it into his mouth. As he sucks, she reminds him that his future is full feminization and a lot of sucking, while she turns him into her femmy slut. She orders him to remove her shoes and says, “My feet need a good rubbing, just like Francesco’s cock rubs the inside of my pussy.” Lennox obviously never fucks hubby anymore, and she asks if Francesco ever tells him about their lovemaking at work. The cuck is further humiliated when Lennox says that she and her boyfriend are considering buying hubby a blow-up doll, and that they want to see him make love to ‘her’ when the two of them fuck. She humiliates him further by saying the blow-up doll won’t necessarily be female but could be male instead. “Just don’t pop a hole in it or there goes your love life,” she says, and laughingly adds, “It won’t stay inflated just like you don’t stay inflated.” The camera pans down to show you how tiny hubby is. “His future is to be a street whore,” she says. His tiny cock will be nothing more than a clitty, and his ass a big, gaping cunt.
Watch Now »

Lady Lennox turned her husband into her sissy bitch shortly after they got married. This enabled her to openly fuck her husbands best friend and also make him her slave and slut. He is now called goldy and subjected to abuse and humiliation daily. Today he will be her seat as she rides her exercise bike. She tells him after she has made him kick under her ass for a while she knows his makeup will be all over it and she expects him to lick the makeup off. Soon Lennox is sitting comfortably on his face and pedaling the bike, working up a sweat.

She gets off and waves her ass in his face and makes him beg for more. She gets back on and while pedaling makes sure to verbally humiliate him and talk about how his best friend is a real man and such a great fuck. Goldy can’t protest as breathing is his major concern. Now Lennox gets on the couch and tells goldy to lick all the makeup off it. Goldy does as told. always! As a bonus at the end of this scene you get to share an intimate moment in the bathroom with Lennox as she takes a good hard piss, filling the bowl with pee for you to drink up.
Watch Now »

Lady Lennox is on the bed dressing down her cuckold husband. He lives with the shame that his best friend is her lover while he gets nothing but scorn and abuse. “I’m disappointed in everything you do” she tells him, “and today I found out he has been making you suck cocks at work and you didn’t even tell me.” As the head of the household Lennox naturally expects all things he does to be cleared through her first although secretly she is thrilled that her lover has turned hubby into a cum bucket at work. None the less it’s as good an excuse as any to discipline him and that discipline is cropping and then some jeans face sitting.

Lennox is a professional makeup artist and her plan is to eventually have hubby fully feminized and living as her queer cock sucking sissy slave street whore but until the hormones start to take effect she has no choice but to make him sell used cars for her boyfriend. Now, she makes him get on the bed and she gags him with a big pink dildo. As she crops him she tells him she has told her boyfriend Francesco that he now has her blessing to control him at work and have him suck as many cocks as he wants, as practice is important at this stage of his development. If you’re looking for a used car that comes with a free blow job be sure to give Lennox a call. Now she sits on his face and grinds it with her jeans. She tells him to rub his nubbin and then mocks him that it’s so small. Poor hubby he really suffers under her ass both from the lack of air and the pain of the seam down the middle of her ass. Each time she gets up he really shows pain on his face but she doesn’t care about his discomfort, she just sits full weight even as he kicks beneath her.
Watch Now »

Lady Lennox is using her cuck husband as she generally does, when not fucking his ex best friend. Today she is making him fight for air under her magnificent plump ass. She tells him he’s like a little boy and she is so disappointed that three months on hormones has done nothing to grow his tittles. “There’s no money in that” she says now realizing her dream of pimping him out as a shemale slut is not likely to happen. As a result she has made him take a job with her boyfriend Francesco at his car dealership. He is a used car salesman and sucks Francesco’s cock on demand. Lennox reaches for her crop and flogs his tiny cock.

She then turns to sit in reverse position over his face and leans forward so he can kiss both cheeks. “Francesco has been telling everyone at work that he fucks me and you don’t” she tells him, to humiliate him more. “He’s probably shown pictures of you sucking his dick as well” she laughs. Now she sits full weight on his face and to take his mind off his need to breath she flogs his creamy white thighs. She suggests inviting her girlfriends over to sit on his face all night and adds that some are kinky enough that they’ll probably want to use him as their full toilet, as well. Finally she sits down to stay, telling hubby she has had a hard day and needs to relax. She flogs his limp dick and says “Unlike you, you haven’t had a ‘hard’ day in a long time.” As her mind drifts to sex with Francesco poor hubby thrashes wildly under her ass.
Watch Now »

Lady Lennox is sitting on her throne looking all regal and enjoying a glass of wine while her small dicked slave is on the discipline bench with his balls and cocks in a crusher. Sadly and pathetically he is so small that he can’t actually wear it properly so it’s not much more than a decoration. Sad! “I am so disappointed with that ball crusher” she says, adding that it isn’t doing anything and he actually looks like he’s enjoying it. How pathetic is that! The nice thing is that it gives her a great opportunity to go on about how inadequate his cock is. She decides to punish him with her ass. She starts by sitting in reverse position and her ass does look amazing as it comes down on his face.

His little head is really getting crushed under her ass and soon he starts to thrash around for air. When she gets up she asks him if he has anything to say and the moron instead of thanking her says “It hurts.” At that moment the ball crusher falls off the slaves little package and Lennox is even more disgusted. “I may as well have that little thing of your loped off she says. She again gets comfortable on his face and the little bitch is kicking again in no time. Lady Lennon is disgusted by him and would probably toss him out the door of not for the fact he’s her cuck husband. She looks at you and asks if you want to take the slaves place. “I want to crush your balls and sit on your face, but I’m stuck with this bitch” she says. Now she moves into reverse position and the back view of her big ass on his bald little head is amazing. From this position she has a direct view of his micro-cock and she can’t help but berate him some more. “It’s time to put him down like a dawg” she says.
Watch Now »

Lady Lennox finally has the perfect life. She has turned her micro-dicked husband into her cuckold and sissy and can now openly fuck hubby’s best friend, with no need to cover it up. As the scene opens, Lennox descends the stairs while cum runs down her thigh and her sissy busily dusts. “My stud is soooo good” she purrs as she sits down onto the couch and calls her slut over. The camera catches Lennox’s gorgeous plump ass during this moment at which point she asks ‘goldy’ if he heard her making love with her man. The sissy whimpers “yes”, both humiliated and aroused by his new lot in life. “Guess what? He left you a little gift” she says to him as she points to her cum-covered thigh. She instructs goldy to get on her knees to lick it up and find out what a real man tastes like. Poor goldy! She grimaces and says it’s gross but dutifully licks it all up. “Through your program you will learn to love it” she tells him, adding that she wonders how many men she can get him to service in a day. When goldy continues to struggle, Lennox says, “This is your best friend’s cum. You should be enjoying every drop of it; he left it just for you.”

Lennox tells hubby that her boyfriend was not happy with the blow job, and as a result, goldy will be spanked. “My man will probably start disciplining you, too” she adds. Soon we find goldy over Lennox’s lap with her skirt pulled up to reveal her lily-white ass. Lennox crops and spanks him. “When men come over here for you to service, I want them to see the marks on your butt.” She says she’ll offer free blow jobs to begin with, just so he can get some practice. She tells him that she wants a list of all his friends so she can contact them to be sucked, then laughs, saying “I might even have your brother come over.” Poor goldy is mortified but Lennox says that eventually his entire family will have to know that he is now a sissy, and they’ll also have to know that he not only serves her but her new boyfriend, too. “Everyone will line up at family dinners and will have the option of spanking you or fucking you” she continues. Soon goldy’s ass is as pink as her dress and Lennox asks if he has ever heard of the word ‘bukkake’. When goldy replies “no”, Lennox says that soon she will be bathing in cum. “The sweet semen of so many men; that’s what you need.” Lennox says she has noticed that goldy has been getting little erections lately and it’s evident that this is the life she has always longed for. Goldy no longer has to try to be the man of the house; he’s now nothing but domestic help and a cum-hungry slut. This is a great clip for anyone with dreams of living their life as a 24/7 cuckold and sissy.
Watch Now »

Lady Lennox is drifting in and out of sleep on the bed and her butt is exposed giving you an amazing view. She looks at her phone and realizes she has had her slave kneeling in the corner blindfolded for over an hour. Last thing she wants is him sneaking peaks at her ass while she tries to relax. She calls him over on his knees to lick her shoes. She ridicules him that crawling three feet without sight is such a struggle. “I wore my shoes outside so they’re dirty, exactly what a dirty nasty boy like you deserves” she says. She makes sure the slave knows her ass is exposed and tells him to see it he has to earn it. She makes him lick her soles and then tells him to stick the heel in his mouth and imagine it’s a little cock just like his.

She orders him to stand up so everyone can see how tiny he is. “I think the stiletto is bigger” she says. Now she tells him to remove her shoes and kiss them then to give her a nice foot massage. “Back on your knees and sniff my shoes first” she tells him. Meanwhile she wiggles her feet for you to see before the slave is ordered back up to rub them. The idiot touches her legs and she admonishes him for it. “I don’t want you getting excited and running your hand up to my ass” she tells him and then threatens to have her boyfriend lay a beating on him if necessary. She says if she ever decides to use him as a toilet he might get her ass. Her thoughts now drift to her boyfriend and she talks about how hung he is. “I want you to stand beside him when he gets here so we can compare your cocks. “And give him a good giggle too” she adds. Pleased with his efforts she tells him he can come up and give each butt cheek one kiss. “Then back to the corner for another hour” she adds.
Watch Now »

Lady Lennox is laying in bed with her husband and she tells him she is disgusted with him as his dick is completely limp and once again he has been unable to please her. “I don’t know what’s wrong with me, you’re so beautiful” he says. His comments just make her more angry so she decides to come clean and tell him that she has been fucking his best friend. He is stunned and then she tells him that she is leaving him for Francesco. “How did this happen?” he questions her. She then drops a bombshell on him, her and Francesco are prepared to let him stay but he has to agree to be their sissy cuckold maid. “What, NO, I can’t, I’m a man” he responds.

The camera rolls over and hubby is on a bar stool dressed in a pink frilly dress with his wife applying makeup. “I can’t believe this is happening, I’ve never even sucked a cock before” hubby says still stunned as he tries to accept his new life. Lennox tells him that her man doesn’t really like him because he beat him on the golf course and is looking forward to seeing him in this attire and forcing ‘her’ to watch him fuck her. Lennox tells the sissy, now renamed as Goldie, about her new life, sucking Francesco’s cock, full hormones and surgery and eventually being sold on the street for cash. If you’re an aspiring sissy you will enjoy watching Lennox apply makeup, as she is a professional makeup artist, and you will surely love how she treats her new slave. Lennox reveals that she has been fucking her man since the first day him and hubby met and she is also looking forward to finally showing Goldie the videos she has made of them making love. “Remember that day you were so sick with a fever of 104 and I still made you go to work, it was because I couldn’t bear the thought of not getting fucked by Francesco” she tells him. Francesco will also be fucking Goldie up the ass and getting blow jobs from her whenever the urge hits him. “In time after the full transformation you will be servicing 12 or 15 men a day. oh and you will be calling Francesco Master, as well, and he will call you whatever he wants, but probably something like whore, slut or bitch.” Enjoy the views of Lady Lennox’s amazing ass during this scene as well. This is an amazing sissy slut verbal humiliation clip.
Watch Now »