Mistress Eleise likes to make sure her slaves wear her mark at all times. After a brief back thrashing and a warm up for his arse with the crop, the cane is employed. He's lacking a bit of colour in his cheeks, but it doesn't take long for the cane to remedy that.
Mistress Eleise has plans to use some of her favourite anal toys on her willing but extremely nervous slave. First she spreads his legs wide for ease of access, then starts to finger fuck him with her latex lubed gloves. She then makes him cum whilst she fucks his virgin ass with a variety of implements inserted deep inside his tight little asshole.
The slave is desperate to prove he is worthy of being in Mistress Heelena's presence, but his humiliation begins when she mocks him at the size of his floppy dick with no drive.
You will do as I say and take this rare opportunity to relieve yourself. I've let you out of your chastity for a very special reason. I've decided that you are going to become a woman. You will be entering a world where all the decisions have been made for you, how to dress and do your hair. You will be feminized more and more over time and if you cum with my instructions in this clip, it means you are min [...]
For embarrassing her the night before at a party and collapsing over the toilet when they got home, she decides to teach him a memorable lesson. A good hard dildo fucking up the arse is in order, whilst chained to the toilet. He wont forget that in a hurry!
Extreme action with nothing but hard and real intent from the Mistress to thoroughly humiliate and punish fuck her pathetic slave. Being made to beg forgiveness with a throat full of his Mistress's strap-on didn't awaken this slave into realising the seriousness of his inadequacy. Mistress Eleise decides it's time to get rough and starts with his ass.
