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Models / Mistress May

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Mistress May Updates

Apprentice Demoted!

69 Photos, 14 min of video
Available to Members on 11/07/2024

Since Ashlynn Taylor asked Mistress May to teach her the ways of a femdom, Mistress May has taken her under her wing and taught her everything she knows. However, Ashlynn has been deceitful. Just returning from seeing one of her most loyal clients, Mistress May has discovered that Ashlynn has gone behind...

Tags: 4K Ass Fetish Ass Humiliation Face Sitting
Lost a Bet to a Domme!

88 Photos, 13 min of video
Available to Members on 06/24/2024

Ashlynn Taylor made a bet with Mistress May which she has inevitably lost. Now she has to join Mistress May on her live stream. Ashlynn thinks she’ll be destroying men along with Mistress May, but she has no idea what’s coming. Mistress May makes Ashlynn strip to bra & big wedgie panties that May...

Tags: 4K Ass Fetish Ass Humiliation Lesbian Domination
Teach Me, Mistress May

137 Photos, 32 min of video
Available to Members Now

Custom Script Mistress May and Ashlynn Taylor are roommates and Ashlynn wants Mistress May to teach her how to be a dominatrix. She wants to know what she needs to learn, how to make the most money, how to set up an Only Fans, etc. Mistress May explains that the first thing you need to learn is how...

Tags: 4K Ass Humiliation Face Sitting Foot Worship