Tag Archives: Sissy

Katherine Worthington is the head nurse in the behavioral correctional unit of the academy. A very unruly student is sent to Ms. Worthington with a letter from his teacher. There …

The girls and I have received a complaint about an employee stealing money AND diapers from his employer. We are on the case, and catch up to the perp in …

Imagine a household where you are a new sissy maid to your Mistress and Master. Mistress is rather nice, plays with you like her cute toy doll and often sees …

Bizarre fantasy about a messed-up stepson and stepmom relationship when care and affection in intermingled with kinks such as spanking, high heel, feet and breast fetish. Think of it as …

Sissy Ivy is in for a treat. Friday afternoon play time with Governess Miss Zee, dressing up, playing with panties, face sitting, a lot of spanking over panties and on …

I met this boy for a session, and he said we can record it and make a clip out of it. So of course, I said yes! You can tell …

This lucky sissy gets face-sat, pegged and milked by her two Mistress’s. Dressed in silk lingerie and satin sissy panties, covering her little sissy cock. She is laid on the …

I decided to introduce a sissy evening routine from now on. That means a nightly inspection – teeth, oral hygiene, hair, and clothing. This sissy failed on multiple levels. The …

Featuring Sam Johnson as Mistress Samantha and Maid Bettie . Mistress Samantha notices a large amount of money missing from her handbag and suspects her sissy maid of stealing it. …

After plugging his bottom and putting him in a chastity cage and diaper, step mommy takes Max over her knee for an embarrassing, uncomfortable spanking. She scolds and teases him …