Tag Archives: Ash May

Murphy and Annie are teachers who work together and there has been a dispute between them. They have both disregarded the rules and are led to the punishment room by …

Lola (Holly Hill) the housekeeper has been caught breaking the rules. Miss Belle gives Lola a choice she can be dismissed from her job or be punished with wedgies, Lola …

In this short film each girl is handcuffed and wedgied. First up is Violet Haze, She is topless wearing white panties, She is handcuffed by Irongemxxx. Once in the handcuffs …

In this film, Ash (Ashley Benson) joins Violet Haze and Irongemxxx (Gemma Mc Bride) for her induction to wedgies. Ash has never given or received a wedgie before so this …

This clip was a custom, I was asked to have Ash (Ashley Benson) dressed with a specific style of skirt and in traditional school clothing. She was to be instructed …

The custom buyer requested that the film be shot from behind, focusing on my bottom and my caning hand. He also asked for fast paced strokes delivered without mercy. You …

After watching and assisting in the punishment of her friend Violet who tried to intimidate and ultimately to punish Sarah’s man servant, Ash is suffering some remorse and feels she …

The new sports mistress and the head teacher have worked out a deal. The teacher needs the administration of pain on a regular basis and has agreed to stop seeking …

The new sports mistress is having her monthly meeting with the head teacher when it comes out that she has been advertising on line for people to come and spank …

Ash Fox has had her first experience of working as a cleaner and maid to Sarah and is not at all impressed, indeed she is now cleaning the house with …