Tag Sissy Training

Dirty Talk & JerkOff

Miss Alika White – Faggot Fuck-Toy Training

I’m going to turn you into a cock-addicted, faggot fuck-toy… someone for my horny guests to use at my parties.My friends aren’t easy to satisfy, but in ...

May 11, 2026

Dirty Talk & JerkOff

Miss Alika White – Sensual Good Boy Training

Demonstrate you have what it takes to be my good boy by surrendering all control to me, and I’ll reward you.I’ll dictate every aspect of your stroking, ...

May 11, 2026

Dirty Talk & JerkOff

Crystal Knight – Sissy Aroma Electro Chastity 4

Nude thigh highs, Aroma, electro-chastity, and my divine body. What will I have you do today? Time to find out. Part 2 Part 3 Part 5 Part 6 Part 7 Part ...

May 9, 2026

Dirty Talk & JerkOff

Yourhikerbabe – 5 Daily Sissy Training Tasks

Watch on as I give you 5 erotic and enticing tasks to deepen your sissy servitude! pov, sissification, sissy, feminisation, feminization, femdom, femdom...

May 7, 2026

Dirty Talk & JerkOff

Miss Alika White – Sissy Cuck Trigger Implantation

For the next 20 minutes, you won’t be stroking that clit of yours because today, you’re my girl. And I’ll do whatever I want with you.You’ll suffer pure...

May 4, 2026

Strapon & Dildo

Studio Freaky – Femdom Strict Sissy Training Session Cock Sucking Cbt Pegging Fisting With Mistress Stellina

Enter the Studio Freaky Dungeon where Stellina has left her sissy restrained, sucking dick, and with a huge cock deep in his boi pussy. Stellina makes h...

Apr 30, 2026

Crossdressing

Lady Perse and Saint Shinaina – Sissy training for our slut

Saint Shinaina and I will make him our sissy slut! We will feminize him into pink bimbo slut and teach him how girls are masturbate! He will use the mag...

Apr 21, 2026

Dirty Talk & JerkOff

Sage Eldritch – Step Mommy Cuts Off Your Dick [Penectomy POV

Your step-mom Sage is giving you an amazing handjob, teasing you about how she saw you peeking on her as she was changing clothes. She's going to take c...

Apr 1, 2026

Dirty Talk & JerkOff

Freya Reign – Snowed In Cross Dressing Encouragement

Its so boring being stuck in the house most of the winter so lets spice it up shall we? I talk you into playing a game of dress up with me. Putting you ...

Mar 30, 2026

Humiliation

American Mean Girls – Princess Jeanie and Queen Kasey – Maid To Order PART 1

This was HILARIOUS! I had my first slave of my OWN (NOT "inherited") come over to work for me! I met him on the internet though this kinky website and h...

Mar 29, 2026

Dirty Talk & JerkOff

Mistress Youko – Suck My Cock Fag – Asian Goddess

Female Domination, Free, Femdom POV, POV, Sissy Training, Sissy Slut, Sissy, Feminization, Forced Fem, Feminisation, Sissification, Forced Crossdressing...

Mar 26, 2026

Dirty Talk & JerkOff

Selena Summerz – Sissy Slut

It's time to finally turn you into the girl you're supposed to be. I am going to dress you up and slut you out like you so desperately desire. You reall...