Feminized For MILF
MILF puts a girly dress on her boy to encourage him to be more feminine. She wants him to like it so she arouses him by stroking his sensitive penis with the silky lining of the dress. She warms him up, gets him excited & eventually has him play with himself while she talks about her plans for his feminization. He's going to have to get used to the taste of cum so he has to eat up his mess at the end.
Length: 12 minutes
Crossdressed Slut For Me
I want you to put on these frilly, girly things for me. These pretty panties, stockings, lingerie. I want you to practice being a sissy slut for me. I'll be pimping you out so I want to ensure you're not going to disappoint me...
Length: 13 minutes
Sissy Ass-Fucking Cock-Sucking Training
This cross-dressed sissy gets some lessons on cock sucking as well as getting 'her' ass stretched and broken in. I'll be pimping 'her' out so I need ensure she won't disappoint me.
Length: 9 minutes
Be My Sissy Crossdresser
Custom vid (no name mentioned) of me, Mistress T, talking about "the rules" of what I require from a sissy, cross dressing slave. "Recently I have opened a special social club that caters to cross dressers and the men who admire them. I will need you at the club as a sissy and be prepared to pleasure men (or women) as I see fit. You will need to wear full makeup & ladies attire. I'm sure you know what most of these men want: first and foremost a good blowjob. Do you know how to give a good blowjob? I hope so because that's important in this role. Also we get couples who need a submissive." I guide you in a MASTURBATION INSTRUCTION explaining your role at the club, in particular all the sissy cock sucking & cum eating you'll be doing.
Length: 12 minutes
MILF's Special Sissy
"I always wanted a girl!" ...We can't have the other students at school figuring out what you have under your skirt so MILF will just make sure we get rid of that stiffy before you go to school.
Length: 10 minutes
Sissy Cuckold and Stud
My sissy cuckold kneels & watches while I stroke off my young, fit stud. I sensually milk a nice load of cum out of that gorgeous cock to feed my sissy. As part of her training she needs to learn to love the taste of cum so she can be a better cock sucker for me.
Length: 6 minutes