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A Sissys Daydream 03:56
A Sissys Daydream
You Are Her 08:14
You Are Her
Blowbang Compilation 05:23
Blowbang Compilation
Spells v1.62 - A Feature Length Romantic Hypno by MDT 1:45:54
Spells v1.62 - A Feature Length Romantic Hypno by MDT
BECOME THE WHORE - Sissy Hypno Slut 07:00
BECOME THE WHORE - Sissy Hypno Slut
A Sissy Life Movie - You're A Horny Femboi 07:23
A Sissy Life Movie - You're A Horny Femboi
A Sissy Life Movie - The Best Room Mate 08:06
A Sissy Life Movie - The Best Room Mate
A Sissy Life Movie - The Pool Party Sluta 13:23
A Sissy Life Movie - The Pool Party Sluta
A Sissy Life Movie - Bimbo Home Cumming 07:11
A Sissy Life Movie - Bimbo Home Cumming
Being The Girl Hypno V2 11:37
Being The Girl Hypno V2
Being The Girl Hypno 11:37
Being The Girl Hypno
X-Change - The Gender Swapping Pill 06:35
X-Change - The Gender Swapping Pill
Closing Deals - Sissy Caption Story 09:21
Closing Deals - Sissy Caption Story
Mix Match Of All Good Things 09:07
Mix Match Of All Good Things
No Looking Back - Gender Swap Caption 03:45
No Looking Back - Gender Swap Caption
Swan Song - Gender Swap Caption Story 21:21
Swan Song - Gender Swap Caption Story
Sissy Caption Story - Estranged Uncle 10:15
Sissy Caption Story - Estranged Uncle
Girlfriend For The Weekend - Caption Story 16:03
Girlfriend For The Weekend - Caption Story
Hazard Pay - Caption Story 08:26
Hazard Pay - Caption Story
YVN90 - At The Bar 11:15
YVN90 - At The Bar
Sissy Caption Story - 1 Month 2 Of 2 16:20
Sissy Caption Story - 1 Month 2 Of 2
Lost A Bet 09:56
Lost A Bet
A Friend in Need - Sissy Caption Story 09:26
A Friend in Need - Sissy Caption Story
A Sissy Star Is Born 10:35
A Sissy Star Is Born
Extra Cash - Caption Story 11:24
Extra Cash - Caption Story
Born This Way 17:36
Born This Way
BBC XChange Stories - Sissy Caption Story Porn 12:11
BBC XChange Stories - Sissy Caption Story Porn
Generex - The Conversion 30:33
Generex - The Conversion
Generex - Too Horny? 23:08
Generex - Too Horny?
XChange Star - Sissy Caption Story Porn 32:57
XChange Star - Sissy Caption Story Porn
Last Night - Sissy Caption Story Porn 09:08
Last Night - Sissy Caption Story Porn
Room Mates – Sissy Caption Story 09:25
Room Mates – Sissy Caption Story
Her Valentine's Day - Bodyswap Caption Story 16:59
Her Valentine's Day - Bodyswap Caption Story
Sissy Love Story Part 2 05:45
Sissy Love Story Part 2
Sissy Love Story Part 3 08:20
Sissy Love Story Part 3
Your Friend's Story (Voiced Gender Swap Caption) 11:13
Your Friend's Story (Voiced Gender Swap Caption)
Undercover Sissy - Sissy Caption Story Porn 41:39
Undercover Sissy - Sissy Caption Story Porn
Think About It - An X-Change Movie 27:12
Think About It - An X-Change Movie
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
Your Work Friend Needs A Sissy Sex Ed Teacher - Sissy Caption Story By Accsissycaptions 03:42
Your Work Friend Needs A Sissy Sex Ed Teacher - Sissy Caption Story By Accsissycaptions
First Day At Job - Sissy Caption Story 02:57
First Day At Job - Sissy Caption Story
College Party - Sissy Caption Story 12:56
College Party - Sissy Caption Story
Boyfriend To E-Girl - Sissy Caption Story 26:28
Boyfriend To E-Girl - Sissy Caption Story
Whitefag BBC Tales - Swap Roles Pt 1 15:46
Whitefag BBC Tales - Swap Roles Pt 1
Whitefag BBC Tales - Swap Roles Pt 2 16:41
Whitefag BBC Tales - Swap Roles Pt 2
The Office - Part One 17:00
The Office - Part One
The Office - Part Two 22:19
The Office - Part Two
Call From The Wife - Sissy Caption Story 02:16
Call From The Wife - Sissy Caption Story
Stepsister Bodyswap 20:22
Stepsister Bodyswap
Swap Tales - Getting Even 14:39
Swap Tales - Getting Even
Sissy Caption Story - Excited Roommate 02:19
Sissy Caption Story - Excited Roommate
If Only - An X-Change Caption Story 16:36
If Only - An X-Change Caption Story
Fall of Fiona - Episode 5 13:16
Fall of Fiona - Episode 5
Sissy Switch 17:06
Sissy Switch
Turned Into Girl - Xchange Story 04:16
Turned Into Girl - Xchange Story
Hypnosister - Camslut 15:56
Hypnosister - Camslut
Sissy Transformation Katie Takes Over 06:18
Sissy Transformation Katie Takes Over
Hypnosister - Roommate Wanted 21:56
Hypnosister - Roommate Wanted
Being A Beta - Sissy Caption Story 05:52
Being A Beta - Sissy Caption Story
The Bad Batch - A Caption Dub From Captivatrix 16:16
The Bad Batch - A Caption Dub From Captivatrix
My New Sexy Body 05:38
My New Sexy Body
A Private Show - Sissy Caption Story 13:59
A Private Show - Sissy Caption Story
The Good Son 12:50
The Good Son
Rent And A Handy Friend - Gender Swap Caption Story 08:17
Rent And A Handy Friend - Gender Swap Caption Story
Gender Switch 13:51
Gender Switch
The Purple Pill 17:06
The Purple Pill
Straight To Slut - Short Version 06:53
Straight To Slut - Short Version
Suck And Serve - Sissy Caption Story 07:42
Suck And Serve - Sissy Caption Story
The Wager - Sissy Caption Story 05:56
The Wager - Sissy Caption Story
Bad Behaviour Big Consequences - Sissy Caption Story 14:26
Bad Behaviour Big Consequences - Sissy Caption Story
Size Doesnt Matter - Sissy Caption Story 08:41
Size Doesnt Matter - Sissy Caption Story
Sissy Swim Class - Sissy Caption Story 46:27
Sissy Swim Class - Sissy Caption Story
BBC Sissy Treat Story 06:14
BBC Sissy Treat Story
Sissy Story - Master Class 12:21
Sissy Story - Master Class
Who Are You - Part 1 12:15
Who Are You - Part 1
Who Are You - Part 3 11:08
Who Are You - Part 3
Getaway - Xchange Movie - Full 11:37
Getaway - Xchange Movie - Full
The Cleaner - Sissy Caption Story 11:44
The Cleaner - Sissy Caption Story
Caught In The Act - A Sissy Caption Story 12:35
Caught In The Act - A Sissy Caption Story
Kai Forced Into Kaylee - X-Change Story 10:56
Kai Forced Into Kaylee - X-Change Story
The Boss Ordered - Sissy Caption Story 15:52
The Boss Ordered - Sissy Caption Story
Ex BBC Story Movie 16:00
Ex BBC Story Movie
XChange Pill - Customer Review - PMV 04:27
XChange Pill - Customer Review - PMV
Truth Or Dare - The Night You Became Their Sissy - Part 1 11:09
Truth Or Dare - The Night You Became Their Sissy - Part 1
The Blowjob Contest - Sissy Story 08:51
The Blowjob Contest - Sissy Story
Body Swap Shock - Caption Story 12:31
Body Swap Shock - Caption Story
How I Became Addicted To Cock Part 1 08:00
How I Became Addicted To Cock Part 1
Blowjob Queen - A Sissy Caption Story 11:46
Blowjob Queen - A Sissy Caption Story
Bimbo Nightmares - A Sissy Caption Story 21:00
Bimbo Nightmares - A Sissy Caption Story
You Want To Become Her - N1 - Sissy Caption Story 04:05
You Want To Become Her - N1 - Sissy Caption Story
Become The Hotwife - Sissy Caption Story 06:59
Become The Hotwife - Sissy Caption Story
Sissy Caption Compilation Part 2 07:18
Sissy Caption Compilation Part 2
Straight To Jail Part 1 13:42
Straight To Jail Part 1
The Fill In - Caption Story 13:13
The Fill In - Caption Story
Wrong School Of Thought - A Sissy Caption Story 08:57
Wrong School Of Thought - A Sissy Caption Story
Double Trouble Part 1 - A Sissy Caption Story 08:57
Double Trouble Part 1 - A Sissy Caption Story
Double Trouble Part 2 - A Sissy Caption Story 11:45
Double Trouble Part 2 - A Sissy Caption Story
Sissy Bimbo Hypno - HRT Encouragement 04:21
Sissy Bimbo Hypno - HRT Encouragement
Sissy Caption Compilation 3 10:30
Sissy Caption Compilation 3
License To Swallow - Bimbo Files N001 - A Sissy Caption Story 28:10
License To Swallow - Bimbo Files N001 - A Sissy Caption Story
Baldurs Gate Cosplay Contest 13:36
Baldurs Gate Cosplay Contest
Too Realistic- Sissy Caption Story 17:06
Too Realistic- Sissy Caption Story
Altered Deal Part 1 - A Sissy Caption Story 08:10
Altered Deal Part 1 - A Sissy Caption Story
Sissy Daddy Issues v2 - By Sissypsychology - Compilation 13:02
Sissy Daddy Issues v2 - By Sissypsychology - Compilation
Security BlowJob - Sissy Caption Story 02:55
Security BlowJob - Sissy Caption Story
Dicks And Damsels No 1 - Sissy Caption Story 06:42
Dicks And Damsels No 1 - Sissy Caption Story
First Time With Your Crush 04:28
First Time With Your Crush
Bad Teacher Part 01 - Sissy Caption Story 10:39
Bad Teacher Part 01 - Sissy Caption Story
Street Race - Sissy Shorts 01:36
Street Race - Sissy Shorts
Marcos To Maria Roommates Fleshlight 02:56
Marcos To Maria Roommates Fleshlight
What You Really Want 07:39
What You Really Want
Intervention - Caption Story 08:45
Intervention - Caption Story
Maid Service - A Sissy Caption Story 09:24
Maid Service - A Sissy Caption Story
Just For One Day - Sissy Caption - Xpressin 11:29
Just For One Day - Sissy Caption - Xpressin
Sissy Story - Desirable Body 13:25
Sissy Story - Desirable Body

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

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SissyBenefits Submitted by SissyBenefits
  • 11:09
  • 175992
  • 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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