Videos tagged « sissy-training » (147 results)

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POV Pegging JOI Sissy Training – Eat Your Sissy Cream 6 min

6 minStaceyAlexisPawg - 23.9k Views - 1 month ago -

1080p

Harmoni Kalifornia, her Sissy Husband Pip and Sean Michaels Spent Their First Night Together as a Throuple! 29 min

29 minSampor17 - 1 month ago -

720p

Fucking and humiliating a sissy slut by Sabrina Nogueira 59 sec

59 secFemdom Heaven - 7.5k Views - 2 months ago -

1080p

Sissy Voice Feminization Training from FinDom 7 min

7 minFindom Goaldigger - 3.8k Views - 2 months ago -

1080p

Sissy training: how to beg for piss with big tears and pouty lips 10 min

10 minFindom Goaldigger - 1.9k Views - 2 months ago -

1080p

Sissy Training: Toilet Slave 12 min

12 minFindom Goaldigger - 6.3k Views - 2 months ago -

1080p

Teaser Sissy Sophia the Cock Swallower: First Anal Training: Pegging and Cum on my Feet - Mistress Julia 11 min

11 minMaitresse Julia - 14.1k Views - 4 months ago -

1080p

Sissy Training with Big Anal Plug 97 sec

97 secHe Is Her Thing - 7.1k Views - 4 months ago -

1080p

Thick Asian Girl standing fuck on the ladder 15 min

15 minWraith931 - 16.4k Views - 4 months ago -

720p

Dawnskye1962 - update #83 - 845 I turned my bf into a sissy hes so hot in my panties with a rock hard 720 - Jul 29, 2025 9 min

9 minDawnskye1962 - 2.8k Views - 5 months ago -

1080p

EP2 : Sissy Sophia l’Avaleuse de Bite - Second Entraînement ! Vidéo Complète minutes est sortie a ... 86 sec

86 secMaitresse Julia - 3.9k Views - 6 months ago -

1080p

Devoted for Life: Emasculation Therapy is the Way 56 sec

56 seckaiiaeve - 11k Views - 6 months ago -

1080p

F4A | Erotic Audio | Bimbo Encouragemen 12 min

12 minRoseredgoddess - 6 months ago -

1080p

Goddess finally got her first female sub (you, sissy) 9 min

9 minLuciaLatinaGomez - 8.5k Views - 7 months ago -

1080p

F4M | Erotic Audio | My Sissy Maid 11 min

11 minRoseredgoddess - 7 months ago -

1080p

F4A | Erotic Audio | Anal Training Sissy Slut 14 min

14 minRoseredgoddess - 7 months ago -

1080p

Dawnskye1962 - update #21 - 1021 I made my bf james wear my panties - May 09, 2025 10 min

10 minDawnskye1962 - 2.2k Views - 7 months ago -

1080p

F4M | Erotic Audio | My Naughty Sissy 16 min

16 minRoseredgoddess - 8 months ago -

1080p

F4M | Erotic Audio | Sissy Encouragement 16 min

16 minRoseredgoddess - 8 months ago -

1080p

I'm such a slut for Mistress' big black cock! She gapes my sissy ass so wide. I love training my slut-hole with her dick ... 24 sec

24 secSissyCdNatasha - 262.1k Views - 8 months ago -

720p

A NEW STRAP-ON FOR MY SISSY CUCKY JASON 14 sec

14 secAlfxnow - 9.5k Views - 9 months ago -

1440p

FaceSitting, Pussy and Asshole Licking! Sissy Training 16 min

16 minFetish Muse - 16.5k Views - 10 months ago -

1080p

Sissy Pillow Humping JOI - Clara Dee JOI 28 sec

28 secClaraDee - 24.5k Views - 11 months ago -

1080p

F4M | Erotic Audio | FemDom | Sissy Bimbo Slut Training #aiart 25 min

25 minRoseredgoddess - 11 months ago -

1440p

Crossdressing sissy gets pegged by Goddess LaBella 38 sec

38 secLabelladiablax - 43.2k Views - 1 year ago -

1080p

Sissy Training: Mistress Kayla's Cage of Shame 26 sec

26 secIwantvenus - 8.8k Views - 1 year ago -

720p

Sissy Training: Mistress Kayla's Cage of ShameMistress Kayla takes pleasure in emasculating her pathetic slave, stripping... 27 sec

27 secIwantvenus - 4.6k Views - 1 year ago -