Feminized For MILF

mp4 361.55 MB

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

mp4 360.19 MB

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

mp4 263.92 MB

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

mp4 363.06 MB

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

mp4 304.69 MB

"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

mp4 186.9 MB

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