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Results for "sissy training"

350 videos

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Men Eating Shemale Cum Compilation

Men Eating Shemale Cum Compilation

468.6K views•Nov 4, 2019

4.45

EmperorHypnos - Sissymaker 3 HD

EmperorHypnos - Sissymaker 3 HD

155.7K views•Dec 17, 2019

4.62

You Love Cock - Sissy Training Hypno PMV

You Love Cock - Sissy Training Hypno PMV

37.4K views•Sep 7, 2025

4.80

POPPERS PMV TRAINING JOI HYPNO ANAL SISSY TRANNY SHEMALE FEMINIZATION

POPPERS PMV TRAINING JOI HYPNO ANAL SISSY TRANNY SHEMALE FEMINIZATION

41.8K views•Oct 13, 2025

4.56

PMV TRAINING JOI HYPNO ANAL SISSY TRANNY SHEMALE FEMINIZATION

PMV TRAINING JOI HYPNO ANAL SISSY TRANNY SHEMALE FEMINIZATION

28K views•Oct 13, 2025

4.51

Beginner Deepthroat Trainer - Throat Hero by Whore Factory

Beginner Deepthroat Trainer - Throat Hero by Whore Factory

50.9K views•Jun 26, 2025

4.71

Advanced Deepthroat Trainer - Throat Hero By Whore Factory

Advanced Deepthroat Trainer - Throat Hero By Whore Factory

57.7K views•Jun 26, 2025

4.58

SISSY GIRL PLAP SISSYGASM TRAINING JOI HYPNO ANAL SISSY TRANNY SHEMALE FEMINIZATION POPPERS PLAPGASM

SISSY GIRL PLAP SISSYGASM TRAINING JOI HYPNO ANAL SISSY TRANNY SHEMALE FEMINIZATION POPPERS PLAPGASM

22.9K views•Nov 13, 2025

4.25

BBC bimbo mind injection 2 (FemDom version)

BBC bimbo mind injection 2 (FemDom version)

94.2K views•Oct 22, 2019

4.25

PinkAudioLabs: Cock Sucker (Cum Swallower) Training

PinkAudioLabs: Cock Sucker (Cum Swallower) Training

70K views•Feb 26, 2023

4.68

Kiittenymph - Sissy Training

Kiittenymph - Sissy Training

117.4K views•Jul 5, 2024

4.43

Mj Sissy - Secret Sissy (HD)

Mj Sissy - Secret Sissy (HD)

83.9K views•Dec 29, 2019

4.21

SISSY CUMSHOT PMV PEGGING TRAINING JOI HYPNO ANAL TRANNY SHEMALE FEMINIZATION POPPERS BBC BNWO

SISSY CUMSHOT PMV PEGGING TRAINING JOI HYPNO ANAL TRANNY SHEMALE FEMINIZATION POPPERS BBC BNWO

14.4K views•Oct 13, 2025

4.61

DAMBUSTER-Making the switch-For Boys With Impure Thoughts #4

DAMBUSTER-Making the switch-For Boys With Impure Thoughts #4

125.6K views•Dec 24, 2019

4.24

Bi Confusion 3 - Sissy Conditioning Media

Bi Confusion 3 - Sissy Conditioning Media

66.1K views•Aug 2, 2019

4.50

Secretary Pegging Cucked Boss Cumshot Humiliation BDSM

Secretary Pegging Cucked Boss Cumshot Humiliation BDSM

106K views•Aug 2, 2023

4.61

Sissy Chastity Slave Boy Takes Huge Load in his Ass from Pegging

Sissy Chastity Slave Boy Takes Huge Load in his Ass from Pegging

59.1K views•Aug 2, 2023

4.78

Sissy Training- Blowjob CEI HYP

Sissy Training- Blowjob CEI HYP

12.1K views•Apr 30, 2026

4.47

Sissy Subversion vol. 1: Good Manners

Sissy Subversion vol. 1: Good Manners

100.3K views•Jan 2, 2020

3.82

Sissy Trainer presents: I am a Woman

Sissy Trainer presents: I am a Woman

97.9K views•Nov 19, 2019

4.69

Sissy anal step by step training

Sissy anal step by step training

90.9K views•Dec 6, 2019

4.44

Sissygasm no hands prostate orgasm from dildo

Sissygasm no hands prostate orgasm from dildo

69.5K views•Aug 19, 2019

4.79

SISSY BBC BNWO POPPERS PMV PEGGING TRAINING JOI HYPNO ANAL TRANNY SHEMALE FEMINIZATION POPPERS

SISSY BBC BNWO POPPERS PMV PEGGING TRAINING JOI HYPNO ANAL TRANNY SHEMALE FEMINIZATION POPPERS

18.4K views•Oct 13, 2025

4.65

Total Slut HD - Hypno

Total Slut HD - Hypno

44.1K views•Dec 30, 2019

4.25

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