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Sessions

Anal Quest for the Chalice of Sadistic Silliness

Anal Quest for the Chalice of Sadistic Silliness

Lily Thot

Exciting days at the Assylum, folks. Lily Thot, a super-hardcore and super-sweet masochist, came by for 3 days of submission. She's got a small body but a big, juicy butt, and Dr. Mercies made sure to treat it right... meaning horribly. Lily likes it ROUGH, and ROUGH is how she got it. This first session, a mythical anal quest, has rough painal, hard slapping and spanking, nasty carbon-fiber rodding, extreme cum play with the doctor's frozen cum, piss drinking, mental fuckery, and a sort of anal impalement. But it's also completely ridiculous and fun. It's the best of all worlds, really, with one of our best new anal perverts.

Added on 08/20/22
Anal Solace and Suffering

Anal Solace and Suffering

Anal Solace and Suffering

Anal masochist Lily Thot brought her cute little self (and that big ass of hers) back for special treatment by Dr. Mercies. This session has a tender outside and a harsh inside. Lily meditates in her rock garden, only to be interrupted by the doctor, who'd prefer she find peace in painal and ass eating. An adventure in very rough sex, with heavy face fucking, piss drinking, ass fucking and ass to mouth, foot worship, and cum eating ensues. Lily may be small and cute, but she's one tough pain-loving slut. That's why she's a favorite around here.

Added on 05/09/24
Elements of Submission

Elements of Submission

Lily Thot

On the second day of her visit to the Assylum, Dr. Mercies decided that Lily's first quest meant nothing. She would have to start all over again to demonstrate her submission. This might seem cruel, but we think Lily craves the challenge. In this case, the challenge was elemental: she'd have to become like air, submissively taking whatever shape the doctor wanted. And then she'd have to transform all the other elements (air, water, and fire) into air as well--all for the doctor's pleasure. If she did a good job, she would earn the Philosopher's Stone. Her perfect submission would make everything gold.

Added on 09/20/22
Goddess of the Loo

Goddess of the Loo

Lily Thot

Dr. Mercies was feeling down. He worried his life has been consumed by filth. So Lily became a very filthy being for him--the Goddess of the Loo. She absorbed the doctor's bodily fluids and inner sadism into her own being. In this way, the doctor was redeemed. This session has plenty of hard anal sex, with piss drinking, frozen cum drinking and snorting, anal swirlies, toilet brush play, liquid soap cock sucking, and fluids to the eye. As you'd expect, Lily loved being the doctor's Goddess. It was a wonderful day in the bathroom for both.

Added on 07/22/24
Pressed Lily

Pressed Lily

Lily Thot

By Lily's third day at the Assylum, Dr. Mercies was having mixed feelings. On the one hand, he found himself feeling a certain affection for sweet little Lily. On the other hand, her bratty masochism made him want to make her suffer. So he combined both feelings into one scene. Lily suffers for a long time under the doctor's ass as he punishes her, and she takes it hard and rough up her ass too. He presses her--literally with his ass and a pile of sandbags; but then they press a flower together at the end. This scene is very cruel and yet very tender and kind. Enjoy.

Added on 10/20/22
Punished Lily

Punished Lily

Lily Thot

Alas, we have reached Lily's final session from her recent stay at the Assylum. What this one lacks in creativity it gains in authenticity. You see, Lily did something bad: she slept through one of her previous sessions. So she and Dr. Mercies agreed she needed to be punished. Dr. Mercies punished her PAWG ass very hard with the vicious rubber tawse. He slapped her face. And he used her mouth roughly. You don't see many sessions like this at the Assylum, but Lily is a real-deal submissive masochist, and it was the right session at the right time.

Added on 12/20/22