Rachel had been a lot of things in her life from a student to an entrepreneur but never once a sissy trainer. But it all started one day when she found a little lost soul on her doorstep. She quickly realized the doll wasn’t a regular domestic pet, but a special little cross-dresser with a penchant for wearing her thigh-highs and heels. Rachel decided to keep him and named him Monty.

Monty quickly became a dear companion, often running errands for Rachel whenever she headed out. But Monty was very fond of wearing Rachel’s clothing and lingerie, which she found both endearing and amusing. Little did Rachel know that this was the start of a very peculiar journey.

One day, Rachel’s client came by for a business meeting and she invited him in. Monty, in full lace underwear, lacy tights, and high heels was there to greet him, meowing and purring affectionately. She quickly realized her client was more than amused by the scene and after a few moments, he paid Rachel an offer she could not refuse. She was to include Monty in her business model – he was to become her own personal ‘sissy fluffer’.

Rachel agreed and since then, she and Monty have been inseparable. They travel to her client’s private parties to keep the men entertained and Rachel earns a fat commission for every session. Monty is just happy he gets to wear Rachel’s lingerie and enjoys the attention being showered on him. Rachel loves her little companion and the life they have together.