Videos tagged « sissy-training » (116 results)

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Medium videos (3-10min)
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1080p

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

6 minStaceyAlexisPawg - 24.7k Views - 1 month ago -

1080p

Sissy Voice Feminization Training from FinDom 7 min

7 minFindom Goaldigger - 3.9k 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 -

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 - 2.9k Views - 5 months ago -

1080p

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

9 minLuciaLatinaGomez - 8.6k Views - 7 months ago -

Mistress wants to dress you up like her personal fucktoy and help you train with a strap-on (FEMINIZATION ROLEPLAY - AI GENERATED) 8 min

8 minMelissa7186 - 8 months ago -

720p

Your feminization training starts right now 8 min

8 minFemdom Videos - 6.7k Views - 1 year ago -

1080p

Bimbofication Dildo Sucking Training for Sissy Slut 10 min

10 minFindom Goaldigger - 56.6k Views - 1 year ago -

720p

Sissy red lipstick fetish training 10 min

10 minFindom Goaldigger - 42.6k Views - 1 year ago -

1440p

Der erste weibliche Orgasmus – Sissy-Verhaltens-Training mit der Lady der Feminisierung Lady Julina 9 min

9 minLady Julina - 46.9k Views - 2 years ago -

1080p

Jerk off Dick, Jerk off Hole | Sissy Anal Training | Trailer 3 min

3 minGoddess Mari - 125k Views - 2 years ago -

1080p

I want to corrupt your soul - satanic goddess italian mistress sissy slut training religious sweet lucifer rebecca diamante fetish dominatrix 5 min

5 minRebecca Diamante Goddess Official - 61.5k Views - 2 years ago -

1080p

TRAINING FOR TOES MISTRESS SUCKING WORSHIP 8 min

8 minMisselisa754 - 68.2k Views - 2 years ago -

720p

921 Sissy Training part 2 with charismatic and sexy DawnSkye 7 min

7 minDawnskye1962 - 1.4k Views - 2 years ago -

1080p

My new Hucow Sissy Sneak Peek 3 min

3 minOlivia Rose - 39.7k Views - 2 years ago -

1080p

My New Cuckold Maid 9 min

9 minMspetrahunter - 94.6k Views - 3 years ago -

1080p

Feminine Men are Sexy 8 min

8 minMspetrahunter - 64k Views - 3 years ago -

1080p

Hairless Sissy Bitch 8 min

8 minMspetrahunter - 60.2k Views - 3 years ago -

1080p

Public Anal Play in Chastity 9 min

9 minMspetrahunter - 130.3k Views - 3 years ago -

720p

Foot Gagging Sissy Conditioning - Rharri Rhound 5 min

5 minGoddess Foot Domination - 94k Views - 3 years ago -

1080p

Fucked Loose in Chastity 10 min

10 minMspetrahunter - 131.1k Views - 3 years ago -

1080p

SISSY GIRL ANAL TRAINING. CHECKING HER ASS WITH FISTING AND A BIG STRAPON 3 min

3 minMrsAnn - 131.2k Views - 3 years ago -

1080p

Femdom Sissy Training 6 min

6 minCrystal69rivers - 148.2k Views - 3 years ago -

1080p

Ballerina Bitch 9 min

9 minMspetrahunter - 58.9k Views - 3 years ago -