0144 The Vase Stars: Mistress InDeep, Maid Mary (TVTS) Maid Mary has broken Mistress Indeep's favorite vase, one that she inherited from her beloved grandmother. As a result of this clumsiness, Maid Mary must endure a full afternoon of intense punishment including cock and ball torture, corporal punishment, high volume enema, strap-on training and oral servitude. This movie is for those of you who love severe punishment. Restraints, ball torture, foot punishment, whipping, caning, various sizes of dildos, enema, oral sex, vibrators, rope bondage.
0145 Training Day Stars: Bobbi (TVTS), Mistress InDeep Mistress InDeep is back with Bobbi for Training Day. It's time for Bobbi to learn the tricks of the trade and just how deep her ass is. Mistress InDeep loves her strap-on and has some huge dildos ready to dive deep inside of Bobbi's ass. She starts by getting Bobbi's ass ready with some lube and her hands, the she breaks out the toys.
0146 Transformed & Fucked Stars: Mistress InDeep, Sub Jerry Mistress Indeep performs an impressive transformation of Jerry, into Jessica, now a transvestite slut-whore. If you are transformed into a woman, she councils, you must learn to experience sex the way a woman does. She makes her sub suck her fat strap-on dildo, and then fucks that tight ass. Quite an education for the previous virgin Jessica!
0147 Transvestites Vs MILFs Stars: Luci May, Karen Kay, Rachel Lyons Stars: Luci May, Karen Kay, Rachel Lyons Who will win the battle of the hot bitches? Who whores it up worst the chicks with dicks or the bitch with the wet slit? Whose hole is the hottest the T-Girl tunnel or the mummy's muff mound? Who wins the Mega-dildo battle? Rachel Lyons, Luci May, and Karen Kay star in Tranvesttites vs Milf everyone's a winner in this one!
0148 Violated Stars: Bobbi, Stephanie (TVTS), Mistress InDeep This video features a diabolical instrument Mistress Indeep has named the Anal Impaler. What I didn't realize until after I finished it was that She would insist on using me, Her 24/7 transsexual assistant as it's first victim! In my personal experience, it could just as well have been named the Orgasm Extractor, as you will see when it is viewed.
0149 Training Maid Mary Stars: Mistress InDeep, Ms. Bobbi (TVTS), Maid Mary (TVTS) Training Maid Mary is another transsexual BDSM movie from Mistress Indeep. This one starts out with tranny on tranny action as Ms. Bobbie trains Maid Mary how to take larger strap-ons and dildos by giving her an enema with a squirting strap-on and filling her ass up with the toy and water. Now it's time for Mistress Indeep to check on Maid Mary's progress by filling her ass up with her hand and a larger strap-on, Maid Mary passes with flying colors.
0150 Sissy In Pink Stars: Mistress Gemini Gemini was a little whore in her dungeon that fantasizes about being a sex slave to be used and ridden and drained over and over again. She has this little sissy in a red wig and pink out fit as she begins to torment and use this little slut. Gemini removes the chastity device she was forced to put on this slave's cock because she has no control. Gemini strokes this slut's cock hard and then slaps it and squeezes her balls. She has this slave suck a big pink dildo and keeps her mouth stuffed and then she begins to stretch out this whores hole. She makes her work for it by squatting on Mistresses lap and working her ass up and down. Gemini makes this sissy bitch suck more dick and then she spanks, beats and whips this slut's ass and even spanks her slut hole. Gemini has a big cock she attaches to a foot strap and she uses her leg to pound and fuck this sissy's hole.
0151 The Best Of Cuckold Fantasies POV Vol. 1 Stars: Lauren Phoenix, Frank Towers, Harmony, Flower Tucci, Savannah Stern, Holly Foxxx, Amanda Emino, Jaelyn Fox, Megan Monroe, Natalie Norton A compilation that redefines the notion of "In Your Face!" Ten gorgeous trophy wives in eleven ego-crushing scenes of Point of View cuckolding. These stunning beauties look you right in the eye and tell you what a worthless worm of a husband you are. They drop to their knees to suck the massive cocks of men far superior to you in every imaginable way. They taunt you with those saliva dripping cocks, asking if you want to suck them too. What a pathetic sissy-man you are! Watch as your untouchable wives bend over to get their pussies stuffed by the bigger, better cocks, and listen as they scream with pleasure - the kind of pleasure you could never deliver. These women stare into your very soul as they get passionately fucked, and tell you what a miserable excuse for a husband you are. Your testicles will shri
0152 Cuckold Fantasies Vol. 12 Stars: Jimmy, Holly Foxxx How much cum can one unlucky husband consume? Would you believe 5 gooey loads? Gorgeous blonde wife Holly Foxxx masturbates in up-close POV as she yearns for a big cock to fill her neglected pussy. She tells you just how pathetic her worthless husband is and how tiny his dick is. She releases husband Jimmy from the under-the-stairs cubbyhole where he's forced to sleep, and makes him worship her ass and pussy.She releases husband Jimmy from the under-the-stairs cubbyhole where he's forced to sleep, and makes him WORSHIP HER ASS AND PUSSY. She torments him and his CHASTITY DEVICE bound penis, before sending him off to work.
0153 Windelspiele Mess with the wired man and you will have to change diapers everyday. Good things about these diaper men are their big cocks for the women to play with. But these bitches are capable of taking care of themselves. Watch as they pound their wet pussies with their hands and dildos.