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Mortus Girls - On The Hook - Chapter 1 - [English] 11:07
Mortus Girls - On The Hook - Chapter 1 - [English]
How I Became A Sissy - Part 1 25:07
How I Became A Sissy - Part 1
How I Became A Sissy - Part 2 33:22
How I Became A Sissy - Part 2
Gender Studies - Male To Female Transformation Caption Movie 1:07:30
Gender Studies - Male To Female Transformation Caption Movie
Girlfriends Job - Caption Story 23:04
Girlfriends Job - Caption Story
Daddy Found Out 07:33
Daddy Found Out
If Only Father Knew 1 03:29
If Only Father Knew 1
If Only Father Knew 2 02:12
If Only Father Knew 2
Don't Resist Your Nature 03:53
Don't Resist Your Nature
If Only Father Knew 3 - The Neighbor's Son 01:02
If Only Father Knew 3 - The Neighbor's Son
If Only My Wife Knew 01:40
If Only My Wife Knew
Anal Lover Cum Dump - Captions 16:22
Anal Lover Cum Dump - Captions
Acting Like A Slut - Caption Story 21:24
Acting Like A Slut - Caption Story
Going To An Adult Theatre With Your BFF - A Caption Story 04:09
Going To An Adult Theatre With Your BFF - A Caption Story
You Got Caught By Your Roomie - A Caption Story 03:40
You Got Caught By Your Roomie - A Caption Story
Pawnstars - Sissy Caption Story Porn 07:17
Pawnstars - Sissy Caption Story Porn
Reverse the Curse - Gender Swap Story - Episode 2 35:55
Reverse the Curse - Gender Swap Story - Episode 2
Gender Swap Game Show 35:13
Gender Swap Game Show
Hacker Problem - TG Caption Story 16:24
Hacker Problem - TG Caption Story
Curious Boy Got Hacked - A Caption Story 05:16
Curious Boy Got Hacked - A Caption Story
His Balls Vs His Ass Vs His Cum 05:12
His Balls Vs His Ass Vs His Cum
Let Him Feed You 09:29
Let Him Feed You
Your Friend's Story (Voiced Gender Swap Caption) 11:13
Your Friend's Story (Voiced Gender Swap Caption)
Superbowl Night - A Caption Story 04:51
Superbowl Night - A Caption Story
How My Life Looks Like As A Cocksucker Part 1 06:18
How My Life Looks Like As A Cocksucker Part 1
Just Another Day As My Roommates Cockslut 09:26
Just Another Day As My Roommates Cockslut
A Career Change - Gender Swap Caption 24:41
A Career Change - Gender Swap Caption
Think About It - An X-Change Movie 27:12
Think About It - An X-Change Movie
Doggy Story 11:02
Doggy Story
My Ex Tricked Me Into Becoming A Girl - And I Liked It - Pt 1 - X-Change Story 21:40
My Ex Tricked Me Into Becoming A Girl - And I Liked It - Pt 1 - X-Change Story
There Are Men And Then There's You 03:40
There Are Men And Then There's You
Part 3 12:31
Part 3
My Landlords Pet 08:41
My Landlords Pet
His DDLG Fantasy - Sublimehypno 10:21
His DDLG Fantasy - Sublimehypno
Sissy Caption Story - Bosses Orders 43:34
Sissy Caption Story - Bosses Orders
Wife's New Job - A Cuckold Caption Story 19:30
Wife's New Job - A Cuckold Caption Story
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Undercover Maid Part 1 - A Sissy Caption Story - SissyFan
Blackmailed Sissy 05:09
Blackmailed Sissy
Chastitys X-Change V2 - Normal 08:27
Chastitys X-Change V2 - Normal
Family Rules Ep.0 "Shy Girl" - By BlackSheep Ovca 06:34
Family Rules Ep.0 "Shy Girl" - By BlackSheep Ovca
Chastitys Detention 11:51
Chastitys Detention
So You Want To Suck Some Dick 12:53
So You Want To Suck Some Dick
New Neighbor - Sissy Caption Story 16:39
New Neighbor - Sissy Caption Story
Dont Trust Him - Captions Story 08:41
Dont Trust Him - Captions Story
Ex Girlfriend - By LucyLuu 24:24
Ex Girlfriend - By LucyLuu
Overslept - Sissy Caption Story 11:18
Overslept - Sissy Caption Story
Steve Now Sveta - X-Change Story 26:43
Steve Now Sveta - X-Change Story
Fall of Fiona - Episode 5 13:16
Fall of Fiona - Episode 5
Undercover At The Gym - Sissy Caption Story 04:50
Undercover At The Gym - Sissy Caption Story
Turned Into Girl - Xchange Story 04:16
Turned Into Girl - Xchange Story
Grindr Date Night - A Sissy Caption Movie By Sublimehypno 15:34
Grindr Date Night - A Sissy Caption Movie By Sublimehypno
My Mothers Friend - Sissy Caption Story 06:29
My Mothers Friend - Sissy Caption Story
My Fathers Friend - Sissy Caption Story 06:16
My Fathers Friend - Sissy Caption Story
Not Gay If 05:25
Not Gay If
Fag In The Woods 03:54
Fag In The Woods
Memes For Sissy Bitches 15:20
Memes For Sissy Bitches
Confronting Your Bully - Sissy Caption Movie 16:51
Confronting Your Bully - Sissy Caption Movie
Backseat Blowjob Bimbo 13:26
Backseat Blowjob Bimbo
4 Sides To Me - The Bitch 04:58
4 Sides To Me - The Bitch
Yoga Session - Sissy Caption Story 22:42
Yoga Session - Sissy Caption Story
Looking For Ones Place - Sissy Caption Story 04:18
Looking For Ones Place - Sissy Caption Story
Pink Slave - Sissy Caption Story 05:52
Pink Slave - Sissy Caption Story
Feel like Her - Sissy Caption Story 16:07
Feel like Her - Sissy Caption Story
Oral Creampie Cum Eat Captions With Music 14:51
Oral Creampie Cum Eat Captions With Music
4 Sides To Me - The Gurl 06:10
4 Sides To Me - The Gurl
Dick Or Treat - Sissy Caption Movie 10:45
Dick Or Treat - Sissy Caption Movie
Extreme Anal Gangbang Caption Story - No Music 47:08
Extreme Anal Gangbang Caption Story - No Music
Im Not Gay I Just 15:12
Im Not Gay I Just
Student To Old Men Daddy - Loving Cock Slut Captions Part 1 19:45
Student To Old Men Daddy - Loving Cock Slut Captions Part 1
Journey From Student To Old Men Daddy - Cock Loving Slut Captions Part 2 15:53
Journey From Student To Old Men Daddy - Cock Loving Slut Captions Part 2
Sissys Salty Revenge 12:44
Sissys Salty Revenge
Cum Eat Facial Captions - By Tobi154 30:21
Cum Eat Facial Captions - By Tobi154
Sexual Journey Pt1 - Sissy Caption Story 15:00
Sexual Journey Pt1 - Sissy Caption Story
Youre Gay For Girl Cock - Trans Femdom PMV 03:47
Youre Gay For Girl Cock - Trans Femdom PMV
I Love Big Men 07:16
I Love Big Men
9s Feminisation Training - By Peterraynor 09:54
9s Feminisation Training - By Peterraynor
Once Men - Never Again - Sissy Caption Story 03:12
Once Men - Never Again - Sissy Caption Story
Sweet Gift - Sissy Caption Story 14:45
Sweet Gift - Sissy Caption Story
The Kink - Sissy Caption Story - Part 1 27:27
The Kink - Sissy Caption Story - Part 1
Sissy Cock Sucker Captions - PMV 04:12
Sissy Cock Sucker Captions - PMV
Practice Girl - Sissy Toon 06:00
Practice Girl - Sissy Toon
The Girl You've Dreamt Of Being 20:51
The Girl You've Dreamt Of Being
The Kink - Sissy Caption Story - Part 2 34:49
The Kink - Sissy Caption Story - Part 2
Caption Story - Normal Day For A Fucktoy 19:02
Caption Story - Normal Day For A Fucktoy
Test His Dick - Sissy Caption Story 06:58
Test His Dick - Sissy Caption Story
Caption Story - Worthless Fuck Toy 37:36
Caption Story - Worthless Fuck Toy
The Honey Trap - A Sissy Caption Story 13:05
The Honey Trap - A Sissy Caption Story
Futa Mom 1 - Oral Anal Light-Feminization And More - NovaJoi 23:35
Futa Mom 1 - Oral Anal Light-Feminization And More - NovaJoi
The Boss Ordered - Sissy Caption Story 15:52
The Boss Ordered - Sissy Caption Story
How To Love Your Rapist By Loktur 22:38
How To Love Your Rapist By Loktur
Sissy Caption Story - Good Flatmates Part 1 By LucyLuu 12:10
Sissy Caption Story - Good Flatmates Part 1 By LucyLuu
Whitened Chocolate - Sissy Caption Story 05:41
Whitened Chocolate - Sissy Caption Story
Caption Story - Grindr Bitch 25:56
Caption Story - Grindr Bitch
Futa Stories 1 08:14
Futa Stories 1
Caption Story - Sissy Lynns First Gangbang 35:12
Caption Story - Sissy Lynns First Gangbang
Caption Story - Regret 17:14
Caption Story - Regret
You Are Her - Sissy PMV Caption Story 03:47
You Are Her - Sissy PMV Caption Story
How I Became a Permanent Sissy Part 1 13:23
How I Became a Permanent Sissy Part 1
Friendly Town - Hayley Taking Over 04:36
Friendly Town - Hayley Taking Over
How A Trans Goddess Broke Me Part 1 09:00
How A Trans Goddess Broke Me Part 1
Truth Or Dare - The Night You Became Their Sissy - Part 1 11:09
Truth Or Dare - The Night You Became Their Sissy - Part 1
TG Short N1 - Happy Birthday To Me - Sissy Story 06:42
TG Short N1 - Happy Birthday To Me - Sissy Story
How I Became Addicted To Cock Part 1 08:00
How I Became Addicted To Cock Part 1
Sissy Breaks The Internet 15:09
Sissy Breaks The Internet
How My Trainer Turned Me Into His Sissy - Part 1 08:43
How My Trainer Turned Me Into His Sissy - Part 1
Xchange Law 05:16
Xchange Law
Futa Raiden Shogun Makes You Her Toy 38:44
Futa Raiden Shogun Makes You Her Toy
Bimbo Nightmares - A Sissy Caption Story 21:00
Bimbo Nightmares - A Sissy Caption Story
Not Gay Bro Caption 03:22
Not Gay Bro Caption
Sissy Caption Compilation Part 1 12:57
Sissy Caption Compilation Part 1
Cosplay Xchange 08:21
Cosplay Xchange
Turning Into A Cumslut - Sissy Story 02:31
Turning Into A Cumslut - Sissy Story
Become The Hotwife - Sissy Caption Story 06:59
Become The Hotwife - Sissy Caption Story
90 Days In Jail Broke My Masculinity Part 1 07:44
90 Days In Jail Broke My Masculinity Part 1
My Best Hypno So Far 02:01
My Best Hypno So Far
Sissy Caption Compilation Part 2 07:18
Sissy Caption Compilation Part 2
Dont Deal With The Cartel Part 1 - A Sissy Caption Story 07:45
Dont Deal With The Cartel Part 1 - A Sissy Caption Story
Dont Deal with the Cartel Part 2 - A Sissy Caption Story 10:26
Dont Deal with the Cartel Part 2 - A Sissy Caption Story
Alpha Cock Worship Part 1 - Danny D 03:16
Alpha Cock Worship Part 1 - Danny D

Truth Or Dare - The Night You Became Their Sissy - Part 1

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SissyBenefits Submitted by SissyBenefits
  • 11:09
  • 82881
  • 2025-03-15 09:34:56
college guy who, after a simple Truth or Dare game, finds himself slowly broken in first through estrogen, then through escalating dares, and finally through his own reluctant acceptance.
Tags: sissy, tgirls, captions, caption story, journey, cock sucking, submission, sissyfication, slut, anal, fucking, no audio
Categories: Big Cock, Caption Story, Captions, Cock Sucking, Feminization, Movies, Tgirls, Vertical Video
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