• Sissy Training Playlist

    Curated by: vyky4you | updated: 1 year
Added Oldest Views Uploaded
Caged Sissy HD 6m
Blowjob 9.7K 89%

Caged Sissy

feminine positivity trainer 3m
Shemale 4.8K 76%

feminine positivity trainer

sssyyeyyyh HD 3m
Shemale 7.1K 85%

sssyyeyyyh

I'm Your Tranny Hooker HD 4m
Shemale 9.8K 83%

I'm Your Tranny Hooker

SISSY LESSONS HD 9m
Shemale 3.8K 93%

SISSY LESSONS

alpha-or-beta? 10m
Hypno 82K 88%

alpha-or-beta?

Just another sissy test: What kind of sissy are ya? HD 7m
Anal 4.9K 92%

Just another sissy test: What kind of sissy are ya?

Anti-sissy hypno HD 9m
Sissy 67K 81%

Anti-sissy hypno

Are you sure you like girls? HD 6m
sissy training 67K 89%

Are you sure you like girls?

Know your place HD 6m
Doggy 14K 80%

Know your place

Black Dick Addict - Osis PMV 9m
Shemale 6.8K 90%

Black Dick Addict - Osis PMV

Sissy joi 3m
Joi 1.3K 85%

Sissy joi

Sissy joi 4m
Joi 14K 80%

Sissy joi

wicked ones HD 3m
Shemale 2.6K 80%

wicked ones

work it sissy HD 4m
Shemale 930 85%

work it sissy

TOP SISSY TRAINER HD 7m
Blowjob 12K 82%

TOP SISSY TRAINER

Breed your tranny wife HD 4m
Shemale 17K 86%

Breed your tranny wife

MOMMY'S PRINCESS - GOONER SISSY HYPNO HD 14m
Compilation 62K 90%

MOMMY'S PRINCESS - GOONER SISSY HYPNO

No Longer Like Girls HD 7m
Shemale 1.4K 100%

No Longer Like Girls

cum eating instruction 6m
Shemale 5.1K 94%

cum eating instruction

mrts900c HD 4m
Amateur 17K 94%

mrts900c

So you think you are hetero 5m
Gay 19K 73%

So you think you are hetero

PMV Games 2021 - Stepsissy Superiority (with Text) HD 8m
Shemale 34K 92%

PMV Games 2021 - Stepsissy Superiority (with Text)

bbc323 HD 6m
Amateur 24K 97%

bbc323

No Going Back Sissy HD 4m
Shemale 31K 92%

No Going Back Sissy

Hypno 3m
Bbc 21K 86%

Hypno

First Trip to the Gloryhole HD 13m
Blowjob 59K 92%

First Trip to the Gloryhole

Marital bliss HD 4m
Shemale 6.2K 90%

Marital bliss

Sissy Whore Motivation By Sissy Kitty HD 6m
Shemale 6.2K 75%

Sissy Whore Motivation By Sissy Kitty

Mortus Girls - Sissy Mind Upgrade HD 6m
Shemale 9K 91%

Mortus Girls - Sissy Mind Upgrade

wlcmbounce HD 3m
Shemale 12K 90%

wlcmbounce

Cock Dumb Slut HD 5m
Blowjob 4.5K 80%

Cock Dumb Slut

#Sissy Life HD 7m
Shemale 6.7K 90%

#Sissy Life

FOR SISSIES....Locker Room Talk HD 2m
Shemale 8.8K 87%

FOR SISSIES....Locker Room Talk

Follow Your Dream HD 6m
Compilation 23K 88%

Follow Your Dream

Uploaded for credits HD 8m
Shemale 9K 79%

Uploaded for credits

Freak Sissy slut HD 2m
Shemale 19K 83%

Freak Sissy slut

Best Sissy Hypno HD 5m
Shemale 5.1K 84%

Best Sissy Hypno

Who you are - AlphaSissy HD 2m
Shemale 21K 89%

Who you are - AlphaSissy

Sissy Desires HD 13m
Blowjob 28K 79%

Sissy Desires

trans/sissy pmv compilation HD 15m
Anal 26K 87%

trans/sissy pmv compilation

look good for you HD 3m
Anal 4.5K 79%

look good for you

Cheating On Your Girlfriend With Transgirls HD 6m
Compilation 16K 94%

Cheating On Your Girlfriend With Transgirls

From Gloryhole To Sissyhole - Dickgirlsrule HD 8m
Blowjob 6.2K 81%

From Gloryhole To Sissyhole - Dickgirlsrule

Indulge HD 2m
Shemale 5.6K 81%

Indulge

How u identify HD 3m
Sister 12K 97%

How u identify

Absolutely ruined HD 1m
Shemale 2.3K 92%

Absolutely ruined

Aren't Sure if You're Sissy HD 7m
Shemale 14K 87%

Aren't Sure if You're Sissy

sissy needs daddy HD 7m
Anal 3.8K 95%

sissy needs daddy

CRAVE BLACK COCK HD 7m
Jada Stevens 55K 97%

CRAVE BLACK COCK

PMV - TS / Gay / Straight | Interracial BBC Love HD 5m
Blowjob 49K 97%

PMV - TS / Gay / Straight | Interracial BBC Love

alphas own your holes sissy HD 3m
Shemale 19K 88%

alphas own your holes sissy

break up with your girlfriend HD 3m
Anal 19K 91%

break up with your girlfriend

Sissy Cuckold Transformation - Upscaled HD 10m
Shemale 19K 87%

Sissy Cuckold Transformation - Upscaled

CAKE HD 3m
Anal 5.9K 91%

CAKE

Who's Your Daddy? HD 3m
Anal 15K 97%

Who's Your Daddy?

Cum Swallowing Slut Training Britney Spears Edition 8m
Blowjob 14K 88%

Cum Swallowing Slut Training Britney Spears Edition

sissy maker HD 3m
Hypno 19K 87%

sissy maker

Safe censored porn for good sissies HD 4m
Shemale 30K 92%

Safe censored porn for good sissies

Bi Aroma Challenge 5m
Pmv 99K 89%

Bi Aroma Challenge

Aroma and Sex 9 HD 13m
Pmv 120K 94%

Aroma and Sex 9

Crossdresser Learns the Hard Way with Rough Anal Domination HD 10m
Anal 49K 92%

Crossdresser Learns the Hard Way with Rough Anal Domination

LEYENDECKER'S SISSY PERFECT TRAINER HD 5m
Cumshot 170K 95%

LEYENDECKER'S SISSY PERFECT TRAINER

Siisssyy Creator 6 HD 6m
Hypno 200K 95%

Siisssyy Creator 6

DeepSlutPuppy EP1 HD 10m
Blowjob 7.5K 86%

DeepSlutPuppy EP1

MY SISSY TRAINER HD 5m
Hypnosis 22K 71%

MY SISSY TRAINER

displaying 1 - 66 records in total 66
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