Latest updates featuring Ash May

Mistress Roxy in 'and the Car Thieves Part 1: Severe Face Slapping Interrogation with Slave Mila and Ash May'

Mistress Roxy - and the Car Thieves Part 1: Severe Face Slapping Interrogation with Slave Mila and Ash May

?Was it Mila or Ash who stole Mistress Roxy?s Car and crashed it?Best friends Slave Mila and Ash stole Mistress Roxy?s car and crashed it in the process. Mistress Roxy found out and has them locked them in her dungeon handcuffed. She lets them wait and stand with their faces facing the wall for a while before coming in to interrogate them to find out who stole her car.First, she asks Mila if she is the one who stole her car and Mila denies it. She grabs Mila by the hair and walks her around the room while interrogating her. When Mila keeps denying, she stands her back at the wall and grabs Ash by the ear and asks her if she has stolen the car. Ash denies it as well and Mistress Roxy roughly pulls her along by her ear on a little walk around the room. When Ash also keeps denying, Mistress Roxy pulls both girls by the hair and puts sits them down on two chairs.Mistress Roxy takes off her leather gloves and asks the girls once more to confess. Mila refuses and Mistress Roxy slaps her face hard. Mistress Roxy looks to Ash who denies any responsibility again, and receives several face slaps for this.The interrogation continues while the face slaps increase and become harder and harder while the girl?s cheeks start colouring bright red.Which girl will confess?Finally, Mila nearly cries and tells Mistress Roxy that she was the driver.Mistress Roxy ties the girls with their arms above their heads to a frame, which ensures that they?re standing upright and can?t escape. For being the driver, she gives Mila a severe hand thigh spanking, making not only her face glow red, but her thighs as well.?

Mistress Roxy in 'and the Car Thieves Part 2: Martinet Whipping Punishment for Slave Mila and Ash May'

Mistress Roxy - and the Car Thieves Part 2: Martinet Whipping Punishment for Slave Mila and Ash May

?Slave Mila and Ash stole Mistress Roxy?s car and crashed it in the process. Now that Mistress Roxy has found out who the driver was, it is time for the girls to receive a severe punishment.Mistress Roxy ties Mila and Ash with their arms above their head, while they are standing up next to each other. Their ankles are also tied together with rope. Mistress Roxy takes the martinet whip to start hitting their bottoms.Mila and Ash are both naked except from their stilettos and have got themselves in quite the predicament. While Mistress Roxy hits their bottoms, both girls are starting to struggle. Their feet start feeling sore in their high heels and their arms feel sore above their heads. They cry when they feel the martinet hit their bottom severely but their cries are not enough to make Mistress Roxy stops. No, this punishment won?t stop until both girls have learned their lesson.After a prolonged period of receiving the martinet whip, Mistress Roxy takes out the single tail whip and continues the punishment with this tool. In between hits, she goes up to the girls and slaps their faces.The girls plead that they?re sorry and will never do it again.Finally, Mistress Roxy undoes Ash?s ties and Ash falls to the floor. While Ash crawls to a corner and stays there with her hands on her head, Mila is about to receive a back whipping, as she was the driver.Then at last, Mila is also released and both Mila and Ash are ordered to stand in the corner with their faces to the wall and hands on their heads for a little while.When Mistress Roxy comes back, she tells Mila that it is time for her final challenge and that she is to take 20 more strokes of the martinet on her bottom.?

Mistress Roxy in 'Slave Mila's Prison Interrogation Part 1: Ruthless Breast Pain Humiliation'

Mistress Roxy - Slave Mila's Prison Interrogation Part 1: Ruthless Breast Pain Humiliation

?Slave Mila plays a captive to the mean interrogator Mistress Roxy in this new series of instalments of a prison series. This is part 1 out of 4 and each part can be bought separately if you only want to see certain fetishes. The film can also be bought as one, which includes all 4 parts.In this part, Slave Mila is withholding information and Mistress Roxy is the kind of woman who does not take no for an answer, she has ways to make her prisoners talk, and most of all she loves the process of making her prisoners squeal.Slave Mila begins bound and cold in a damp cellar, waiting for her fate from the interrogator. When Roxy arrives, Mila is nearly frozen and inescapably doomed to lose the fight, she tries anyway by standing her ground.When Roxy does not get the information she needs, the games begin with humiliation and fondling, weakening her prisoner. It is not enough, Roxy undresses Mila and plays with her nipples, painfully, Mila winces and screams, but still does not give up.Roxy tries several methods including using the cane on Mila?s breasts and scratching with her sharp nails.Spitting, hair pulling, and face slapping, weaken Mila, but it doesn?t break her.Will Slave Mila give in, and what will it take for her to do so??

Mistress Roxy in 'Slave Mila's Prison Interrogation P2: The Harrowing Whip'

Mistress Roxy - Slave Mila's Prison Interrogation P2: The Harrowing Whip

?Mila is still in prison at the mercy of Mistress Roxy, who enjoys playing with her prisoners. Mila has some information about a fellow prisoner she does not want to give up, but Roxy has ways of getting information.This is part 2 out of 4 and each part can be bought separately if you only want to see certain fetishes. The film can also be bought as one, which includes all 4 parts.Mila is humiliated by getting stripped in a freezing cold basement and whilst she is shivering Roxy teases her by biting and pulling her underwear before stripping her completely.Roxy then brings out one of her most painful whips, it is short and sings horribly. Roxy builds up the impact slowly but shows Mila that there is no backing down and that she really means every hit. Mila?s cries for help are not enough to make it stop, only giving up the information on the other prisoner, with no signs of the interrogation stopping, Roxy has no choice but to go harder.?

Ash May in 'Slave Mila's Prison Interrogation P3: The Harsh Belt'

Ash May - Slave Mila's Prison Interrogation P3: The Harsh Belt

?Mila?s Interrogation continues. She is refusing to give up, so Roxy comes to her on the second day of the interrogation. Only one of them is really looking forward to the day, and that?s Roxy, a very sadistic guard who enjoys playing with her female prisoners.This is part 3 out of 4 and each part can be bought separately if you only want to see certain fetishes. The film can also be bought as one, which includes all 4 parts.Roxy starts off by humiliating Mila and begins to break her down, Mila is so willing to do as she is told that she obeys without question when Roxy asks her to undress and lick her boots clean and lay on the floor to get kicked before crawling over to the punishment bench.Roxy teases her and taunts her as she gets Mila strapped into the bench, nice and tight she cannot escape the punishment.Roxy then takes off her belt nice and slowly, savoring the moment before she strikes Mila, harder and harder. Mila does not give in or break, even when Roxy is pulling at her underwear and scratching her.Maybe the belt isn?t enough, Roxy will have to get a harder implement.?

Mistress Roxy in 'Slave Mila's Prison Interrogation P4: Making her Talk'

Mistress Roxy - Slave Mila's Prison Interrogation P4: Making her Talk

?The final installment of Mila?s prison interrogation with Roxy. The humiliation continues with taunting and teasing the prisoner. Roxy begins by inspecting the prisoner?s private parts, and fingers her to check if she is wet, which she is. This makes Roxy very excited to make the punishment more severe. She then takes out her whip and starts to hit Mila?s feet and bottom which makes her wince in pain, but the punishment is far from over. Mila needs to give Roxy information about another prisoner and Roxy won?t stop till she does exactly that. The only way to break the prisoner is with a cane.Roxy gets her favorite cane, and with glee, she begins the first few strokes, strict and without mercy, Roxy builds up the pain and eventually, Mila cannot take it anymore and gives up the information on the other prisoner.?


Scenes from other sites featuring Ash May

Ash May in 'Mistress Apprentice Part 1: Mistress Baton Teaches Ash May How to be a Lesbian Dominatrix by Intensely Dominating Slave Mila with Humiliation, Anal Play and Caning'

Ash May - Mistress Apprentice Part 1: Mistress Baton Teaches Ash May How to be a Lesbian Dominatrix by Intensely Dominating Slave Mila with Humiliation, Anal Play and Caning

?In the world of dominance and submission, the path to becoming a revered Mistress is paved with discipline, skill, and a touch of the sadistic arts. Ash Anyday is an ambitious novice, usually more familiar with submitting herself, but is now eager to ascend the ranks and master the art of doling out severe punishments. To achieve her goal, she seeks the tutelage of the formidable Mistress Baton, who is known for her ruthless precision and command over her submissives.Mistress Baton, intrigued by Ash?s determination, presents her with a unique opportunity for hands-on training. She calls over Slave Mila, a devoted submissive with a high threshold for pain and a deep yearning to serve. Mistress Baton offers Mila?s obedient service to Ash today, providing the perfect canvas for Ash?s burgeoning dominance.The training unfolds with a series of exercises designed to hone Ash?s skills in control and humiliation. Ash begins with firm hand spankings, her palm connecting with Mila?s willing flesh, leaving behind the rosy bloom of discipline. The intensity escalates as Ash learns to assert her authority, spitting into Mila?s submissive mouth and forcing her to retain the saliva, a symbol of Ash?s growing power.Mila, the epitome of a good slave, endures the drool that seeps from her lips, her humiliation complete as she is commanded to clean up her own fluids from the cold, hard floor. Her obedience is tested further when Ash demands to inspect her most intimate of openings, ensuring Mila?s complete exposure and vulnerability.The training intensifies as Mila is instructed to pleasure herself anally with a dildo, assuming the position on all fours while Mistress Baton and Ash observe, tease, and spank her. The sight of Mila?s anal penetration becomes a lesson in arousal control, as Ash learns that even the most pleasurable acts are subject to the Mistress?s will.Upon discovering Mila?s arousal, Mistress Baton reminds Ash that a true Mistress must also enforce punishment for such transgressions. Mila?s hands are bound with rope, symbolising her complete surrender, as she is led around like the property she is. The rope becomes both her leash and her anchor, securing her to the whims of her Mistresses.The climax of the week?s training arrives in the form of a harsh caning that Mila must endure as a result of getting too turned on earlier. The caning is administered by Mistress Baton. Mila braces herself for the onslaught of 36 merciless strokes. Each stroke is meant to show Ash what to do when she has to punish a submissive in the future. The sound of the cane slicing through the air is soon replaced by the crescendo of impact against Mila?s quivering flesh.Once Mila has taken her 36-stroke Caning, Mistress Baton tells Ash that she can take Mila home, and keep her for the week, so that Ash can continue to hone her skills as a Mistress.?

Ash May in 'Completes Nipple Biting Test in Mila's Lesbian Dental Clinic'

Ash May - Completes Nipple Biting Test in Mila's Lesbian Dental Clinic

?Mila runs a women only dentist centre where she treats her patients in a motherly, caring way. Because of this, Mila is very popular amongst her patients, especially along lesbians.One day, a lesbian woman (Ash) visits Mila?s dentist centre due to suffering from tooth ache. She tearfully explains her symptoms. Mila comforts Ash and assures her that despite her severe pain, she will be cured by the end of the day.The dental treatment takes place, and Ash confirms that her teeth are feeling much better. Mila comes closer at this stage and remarks how happy she is to hear that. However, she would like to ensure Ash?s teeth have fully recovered and she will use her usual method to do this. Mila removed her dentist?s gown so that she?s now topless and only still wearing jeans. Ash looks are Mila open wide - she secretly has a crush on her! - and Mila tells her to bite and pull her nipples so that they can check if Ash?s teeth are truly better. Ash is guided to bite and pull Mila?s nipples several times.After confirming that Ash can bite again, Mila says that they now need to test if she can taste as well, and instructs Ash to lick her chest and boobs. Following this, Ash scratches Mila?s chest and tastes this again, remarking that it tastes differently. Ash?s recovery of her taste has now been confirmed.At the end of the treatment, Mila informs Ash of the remainder of her treatment, and says that she looks forward to Ash?s follow up visit in a week.?