• Sissy Playlist

    Curated by: Dr_BoobMan | updated: 1 year
Added Oldest Views Uploaded
Brand New Bitch - TS PMV 3m
Anal 18K 88%

Brand New Bitch - TS PMV

"Obsession" PMV by Neurosissy HD 3m
Pmv 4.6K 71%

"Obsession" PMV by Neurosissy

Good girl has a sissygasm HD 9m
Shemale 45K 99%

Good girl has a sissygasm

sissy cum HD 11m
Blowjob 890 86%

sissy cum

Stepsissy Captions HD 6m
tumblr 4.3K 94%

Stepsissy Captions

sissy big toys pmv HD 9m
Gay 21K 87%

sissy big toys pmv

Tru Slutification HD 48m
Shemale 40K 90%

Tru Slutification

Sissy Supercut HD 44m
Blowjob 33K 88%

Sissy Supercut

Black & White HD 3m
Shemale 51K 89%

Black & White

Cum Slave - Sissy Hypno HD 11m
Compilation 37K 87%

Cum Slave - Sissy Hypno

IT'S TIME TO FREE YOUR INNER SLUT HD 4m
Shemale 15K 80%

IT'S TIME TO FREE YOUR INNER SLUT

FemBoy Love PMV HD 5m
Blowjob 27K 82%

FemBoy Love PMV

SheCock Ultra HD 40m
Shemale 40K 78%

SheCock Ultra

Sissy joi 5m
Blowjob 24K 75%

Sissy joi

"Submit to your Master" by Neurosissy HD 4m
Anal 13K 83%

"Submit to your Master" by Neurosissy

"Barbie Girl" PMV by Neurosissy HD 3m
Shemale 9.7K 68%

"Barbie Girl" PMV by Neurosissy

Sissy P. - ACCEPT YOUR NEW SEXUALITY HD 4m
Shemale 16K 81%

Sissy P. - ACCEPT YOUR NEW SEXUALITY

PMV - Sissy Love #Wildcats HD 19m
Blowjob 12K 71%

PMV - Sissy Love #Wildcats

Sissygasm Comp HD 8m
Compilation 58K 82%

Sissygasm Comp

TOP SISSY TRAINER HD 7m
Blowjob 12K 82%

TOP SISSY TRAINER

trannys HD 3m
Shemale 66K 87%

trannys

Shemale PMV HD 10m
Shemale 90K 94%

Shemale PMV

Wqnnq be confused HD 9m
Blowjob 15K 85%

Wqnnq be confused

DildoSlut - Splitscreen Anal Trainer Part 2 HD 5m
Shemale 39K 90%

DildoSlut - Splitscreen Anal Trainer Part 2

sissy trainer 2m
Chaturbate 6.5K 82%

sissy trainer

Sissy broken HD 11m
Blowjob 11K 82%

Sissy broken

Under Your Spell by EmperorHypnos HD 3m
Shemale 1.9K 84%

Under Your Spell by EmperorHypnos

YeSs PlEaSe 3m
Shemale 440 100%

YeSs PlEaSe

Take Me Away 17m
Shemale 2.4K 93%

Take Me Away

Fun Sissy Bounce HD 6m
Shemale 16K 74%

Fun Sissy Bounce

Sissy Life (by Lily / GapeGoddess - Reupload) HD 20m
Blowjob 7.7K 89%

Sissy Life (by Lily / GapeGoddess - Reupload)

Training Program - Sissy Princess 79m
Blowjob 44K 88%

Training Program - Sissy Princess

Sissy Raid Goon PMV HD 9m
Blowjob 19K 71%

Sissy Raid Goon PMV

Oral hero 13m
Blowjob 8.3K 84%

Oral hero

Sucking training HD 9m
Blowjob 18K 94%

Sucking training

Dildo hero pov HD 34m
Blowjob 14K 79%

Dildo hero pov

TS Hero- Pump and Play HD 44m
Blowjob 11K 84%

TS Hero- Pump and Play

Girlcock Hypno 2 HD 124m
Shemale 42K 92%

Girlcock Hypno 2

Sissy training 29m
Blowjob 15K 82%

Sissy training

Sissy Anal Training HD 7m
Anal 21K 90%

Sissy Anal Training

Sissy Slutcore 2 by Musicmonk HD 21m
Anal 12K 84%

Sissy Slutcore 2 by Musicmonk

Sissy Academy Training PMV HD 8m
Anal 8.7K 64%

Sissy Academy Training PMV

Anal Sissy Slut HD 9m
Anal 2.3K 84%

Anal Sissy Slut

Sissy Slut Trainer PMV HD 4m
Anal 3.9K 71%

Sissy Slut Trainer PMV

Sissy Bedtime Programming Hypnosis 26m
Sleep 4.1K 87%

Sissy Bedtime Programming Hypnosis

SissyAline - Anal Slut- Focus on the most Important Part of your Body HD 19m
Anal 33K 94%

SissyAline - Anal Slut- Focus on the most Important Part of your Body

you r a woman HD 10m
Shemale 17K 86%

you r a woman

Sissy experience HD 6m
sissy training 13K 80%

Sissy experience

you are being brainwashed HD 21m
Blowjob 39K 82%

you are being brainwashed

Sissy Rhythm ,,,,,Trans PMV HD 4m
Cumshot 11K 88%

Sissy Rhythm ,,,,,Trans PMV

Becuming Sissy (HD) HD 4m
Blowjob 12K 79%

Becuming Sissy (HD)

Sissy Therapy 1 - Genesis HD 3m
Doggy 6.1K 73%

Sissy Therapy 1 - Genesis

Cock Dumb Slut HD 5m
Blowjob 4.5K 80%

Cock Dumb Slut

Epic sissy hypno: become the slut HD 7m
Compilation 18K 72%

Epic sissy hypno: become the slut

Become a sissy slut now! HD 6m
Blowjob 4.2K 75%

Become a sissy slut now!

sissy trainer with fuck machine HD 10m
Xvideos 1.5K 81%

sissy trainer with fuck machine

Your Big Alpha Cock Prayers Have Been Answered Sissy HD 29m
Blowjob 20K 90%

Your Big Alpha Cock Prayers Have Been Answered Sissy

sissy hole training HD 17m
sissy training 15K 81%

sissy hole training

Trans HD 3m
Amateur 8.5K 72%

Trans

SISSY SQUAD PMV HD 2m
Shemale 9.8K 82%

SISSY SQUAD PMV

#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

Uploaded for credits HD 8m
Shemale 9K 79%

Uploaded for credits

Endless Sissy Cum Hypno HD 15m
Blowjob 92K 95%

Endless Sissy Cum Hypno

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

Mortus Girls - Sissy Mind Upgrade

Sissy HD 15m
Xvideos 7K 73%

Sissy

GOOD GIRLS WEAR PANTIES HD 3m
Shemale 12K 88%

GOOD GIRLS WEAR PANTIES

All Eyes on Cock HD 6m
Blowjob 5.6K 79%

All Eyes on Cock

masterbator evolution HD 21m
Masturbation 9.7K 83%

masterbator evolution

HDTT Sissy Hypnotrainer HD 6m
sissy training 19K 87%

HDTT Sissy Hypnotrainer

Best Of Lyendecker HD 16m
Anal 26K 91%

Best Of Lyendecker

material girl HD 4m
Shemale 14K 85%

material girl

girls and shemales HD 5m
Shemale 140K 96%

girls and shemales

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

No Going Back Sissy

Freak Sissy slut HD 2m
Shemale 19K 83%

Freak Sissy slut

cock sissy HD 14m
Blowjob 29K 92%

cock sissy

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

Are you sure you like girls?

SISSY GOONING HD 4m
Shemale 19K 83%

SISSY GOONING

Sissy slut trainer HD 6m
Sissy 7.2K 80%

Sissy slut trainer

Sissy Trainer 2 25m
Blowjob 26K 90%

Sissy Trainer 2

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

Who you are - AlphaSissy

Pupott's Sissy training Part 1-14 HD 92m
Blowjob 69K 92%

Pupott's Sissy training Part 1-14

MJ Sissy Slut Training 15m
Anal 31K 94%

MJ Sissy Slut Training

Sissy Hypno Hypnosis | Feminization | Sissy Trainer | Sissification HD 31m
Hypnosis 3.4K 83%

Sissy Hypno Hypnosis | Feminization | Sissy Trainer | Sissification

Down On Your Knees / Sissy Cocksucker HD 6m
Blowjob 29K 94%

Down On Your Knees / Sissy Cocksucker

Brainwashed Cum Slut / Fuck Me - Sissy Hypno Slut HD 8m
sissy training 200K 97%

Brainwashed Cum Slut / Fuck Me - Sissy Hypno Slut

dwdweikwuoeuiw4je24824u2893j2klndmak,d 17m
Hypnosis 20K 89%

dwdweikwuoeuiw4je24824u2893j2klndmak,d

high girls sissy training HD 4m
Shemale 15K 89%

high girls sissy training

Becoming a Woman HD 17m
Blowjob 37K 90%

Becoming a Woman

Dildoslut_training HD 14m
Anal 29K 88%

Dildoslut_training

Sissy Anal Training HD 34m
Shemale 31K 93%

Sissy Anal Training

Reverse Tasty Cum CEI 2.0 HD 5m
Bukkake 45K 89%

Reverse Tasty Cum CEI 2.0

The Sissy Company - Cum 3 HD 11m
Blowjob 15K 89%

The Sissy Company - Cum 3

Sissy Training From Mistress 7m
POV 18K 99%

Sissy Training From Mistress

SISSY - Stepsister Panties 6m
Fetish 59K 97%

SISSY - Stepsister Panties

obedience is Pleasure HD 17m
Mistress 120K 95%

obedience is Pleasure

Goddes s Versona - Pillow Humping Sissy HD 20m
Fetish 110K 98%

Goddes s Versona - Pillow Humping Sissy

cum eating trainer, captions cei, mistress voices 9m
Blowjob 110K 91%

cum eating trainer, captions cei, mistress voices

Powerful Cock Craving Slut Trainer HD 11m
Blowjob 25K 78%

Powerful Cock Craving Slut Trainer

be an anal slut 16m
Anal 2.9K 88%

be an anal slut

displaying 1 - 100 records in total 171
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