Miss Lady Louisa and Madame Pegg inform this virgin boy it is time for his anal training and he is required to present his bottom in the air on their examination table. Miss Lady Louisa starts stretching his tight virgin hole as she works her way up finger by finger until she has her entire hand inside him. At the same time Madame Pegg starts milking his cock. Despite the attention of not one but two Mistresses he disappoints them and fails to produce the load they have instructed him to do resulting in them punishing his pathetic cock.

Miss Lady Louisa and Madame Pegg inform this virgin boy it is time for his anal training and he is required to present his bottom in the air on their examination table. Miss Lady Louisa starts stretching his tight virgin hole as she works her way up finger by finger until she has her entire hand inside him. At the same time Madame Pegg starts milking his cock. Despite the attention of not one but two Mistresses he disappoints them and fails to produce the load they have instructed him to do resulting in them punishing his pathetic cock.