Sissy Training

Humiliated Sissy boy

mp4 171.76 MB

Sidonia & Amica join me to see my boy off to his first day of school as a GIRL. I've always wanted a so I decide to dress him up in something pretty. Before his big day we decide to milk him so he won't get an embarrassing bulge under his skirt. Can you imagine, being dressed like that in front of MILF'S pretty friends, then exposed and jerked to release?! How humiliating! (See more of Sidonia Von Bork from The English Mansion here: The English Mansion ) ~~~ (See more of Amica Bentley here: KinkyDirtyBitch)
Length: 6 minutes

Sissy In Pink Gets Cock Trained

mp4 677.07 MB

A giant black cock. A sissy who is ready to be the slut she's always known deep down she is.

Length: 23 minutes

High Class Sissy Trained

mp4 599.47 MB

Not all sissy sluts are dirty little cum dumpsters. Some aspire to serve in a more refined setting. Finding the delicate balance between trashy and tasteful can take some training. This lucky sissy learns how to walk smoothly in high heels while carrying a serving tray. Then she practices her cock sucking skills while getting fucked in the ass with a huge cock. It's important for her to be able to multi-task well and continue to keep her poise and technique.

Length: 20 minutes

Sissy Slut Trained and Spit Roasted

mp4 333.68 MB

Look at this sissy slut. All done up, ready to be used like the whore she is. She's nervous though & needs to be inched into things. I trick her into sucking real cock for the first time and it's a slippery slope from there. She gets both of her holes fucked at the same time. She has to learn how to take whatever is dished out if she's going to be a perfect sissy slut for me!

Length:11 minutes
 

Sissy Slut Takes Huge Cock Ass To Mouth

mp4 372.95 MB

Sissy sluts need a lot of training. If they are to take any size cock in their mouth & ass, they need to practice. They also need to get used to eating cum & going ass-to-mouth.

Length:13 minutes
 

Turning You Into My Cheap Whore

mp4 319.85 MB

Custom vid, the name "Peter" used throughout.

I humiliate you because I have finally succeeded in turning you into a dumb sissy whore. I have used p0pprs and hormones to make you impotent. Your penis has shrunk and it does not even get hard. You will never be able to satisfy a woman.

I will keep you in chastity and pimp you out. You'll take any dick in ur ass or mouth & be a cum guzzling slut. You will be the cheapest whore in town. I might even decide to let DAWG$ fuck you for my entertainment.

 

Sissy Training Cock Loving

mp4 303.38 MB

It's time for your training sissy! I've picked out some nice stockings for you to put on. I know you love the feeling of hosiery. It's all a part of your feminization. To be a proper sissy you're going to have to love to suck cock. Today I want you to just watch me stroke that beautiful cock while I tell you the things I'll eventually have you do. I'll ask you to imagine sucking my cunt juices off that gorgeous cock...soon you'll be salivating & begging to have that cock in your slut mouth...

Big Kinky Ass Fuck

mp4 219.56 MB

Watch this bound sissy slut take my big black cock.

Length: 7 minutes

Sissy Slut Cums While Sucking Cock

mp4 311.26 MB
Category: 

My sissy slut is being trained to LOVE sucking cock. Part of the brain washing is making her have an orgasm with a cock in her mouth. This is her FIRST TIME cumming while sucking dick! She's not a pro yet as she'll need to learn to suck cock proficiently even when sexually excited. Practice, practice!

Length: 10 minutes

Tease For Denied Sissy Cuck

mp4 292.33 MB
Category: 

You are my sissy cuckold, you don't get to fuck me. You just get teased & denied all the time while I humiliate & degrade you. Sit there & keep your dicklet tucked into your panties as I play with a real cock. Look at the size of him! He's so much bigger than you. I know how crazy you are for boots so it's fun to tease you with those too...& further humiliate you by making you clean up all that cum at the end. Awwww...poor sissy bitch. How does his cum taste when your balls are so full & blue? Ha ha

Length: 10 minutes