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Fetish Love: NSFW Dating Sim
Sissy Caption Storys
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Sissy Love Games 04:02
Sissy Love Games
How I Accidentally Went Gay 1 05:20
How I Accidentally Went Gay 1
My Journey To A Porn Star 43:20
My Journey To A Porn Star
Mortus Girls - On The Hook - Chapter 1 - [English] 11:07
Mortus Girls - On The Hook - Chapter 1 - [English]
Mortus Girls - On The Hook - Chapter 2 - English 13:05
Mortus Girls - On The Hook - Chapter 2 - English
Sissy Caption - He's Going To Pump Your Ass Full Of Cum 01:00
Sissy Caption - He's Going To Pump Your Ass Full Of Cum
Sissy Caption - Would You Let A Stranger Fuck Your Ass? 00:55
Sissy Caption - Would You Let A Stranger Fuck Your Ass?
Vol 1 Of ChloeCaps 11:50
Vol 1 Of ChloeCaps
Vol 2 of Chloe's Caps 16:46
Vol 2 of Chloe's Caps
No Looking Back - Gender Swap Caption 03:45
No Looking Back - Gender Swap Caption
Baby It's Cold Outside - Gender Swap Caption 02:36
Baby It's Cold Outside - Gender Swap Caption
Sissy Caption Story - White Cocks Matter 07:53
Sissy Caption Story - White Cocks Matter
Sissy Caption Story - Estranged Uncle 10:15
Sissy Caption Story - Estranged Uncle
Almost Home Alone - A PoisonSissy Story 20:21
Almost Home Alone - A PoisonSissy Story
Asian Sissy Goes To College 01:43
Asian Sissy Goes To College
Girlfriend For The Weekend - Caption Story 16:03
Girlfriend For The Weekend - Caption Story
Hazard Pay - Caption Story 08:26
Hazard Pay - Caption Story
Reverse the Curse - Gender Swap Story - Episode 1 18:11
Reverse the Curse - Gender Swap Story - Episode 1
Gender Studies - Male To Female Transformation Caption Movie 1:07:30
Gender Studies - Male To Female Transformation Caption Movie
Making The Team - Gender Swap Caption 12:22
Making The Team - Gender Swap Caption
Lost A Bet 09:56
Lost A Bet
Sissy Caption Story - Bad Deal 14:45
Sissy Caption Story - Bad Deal
Sex Slave - Caption Story 09:59
Sex Slave - Caption Story
A Friend in Need - Sissy Caption Story 09:26
A Friend in Need - Sissy Caption Story
Sissy Squad - Field Testing - Sissy Caption Story 12:26
Sissy Squad - Field Testing - Sissy Caption Story
Sissy Caption Story - Trippy Days 19:31
Sissy Caption Story - Trippy Days
Extra Cash - Caption Story 11:24
Extra Cash - Caption Story
If Only Father Knew 1 03:29
If Only Father Knew 1
Don't Resist Your Nature 03:53
Don't Resist Your Nature
Forced Feminisation In School - Soft Core 08:45
Forced Feminisation In School - Soft Core
Anal Lover Cum Dump - Captions 16:22
Anal Lover Cum Dump - Captions
Sissy Queen Of The Train - AlphaSissy 03:37
Sissy Queen Of The Train - AlphaSissy
Costume Contest - Sissy Story 03:03
Costume Contest - Sissy Story
Breaking In A Sissy 43:26
Breaking In A Sissy
The Woods - Sissy Caption Story Porn 14:15
The Woods - Sissy Caption Story Porn
Repaying The Debt Part I - A Sissy Caption Hentai Story 04:42
Repaying The Debt Part I - A Sissy Caption Hentai 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
Protective Proof 11:00
Protective Proof
Stupid Drunk Dares - Sissy Caption Story Porn 09:40
Stupid Drunk Dares - Sissy Caption Story Porn
The Four Stages Of A Whiteboi 01:33
The Four Stages Of A Whiteboi
Wife's Ex - Sissy Caption Story Porn 10:54
Wife's Ex - Sissy Caption Story Porn
Protective Proof Pt 2 08:45
Protective Proof Pt 2
Protective Proof Pt 3 13:28
Protective Proof Pt 3
Generex - Too Horny? 23:08
Generex - Too Horny?
Falling Sissy PMV 03:36
Falling Sissy PMV
Reverse the Curse - Gender Swap Story - Episode 2 35:55
Reverse the Curse - Gender Swap Story - Episode 2
How My Blood Flows Story PMV 03:44
How My Blood Flows Story PMV
My Trip To Thailand - A Frank Majors Caption Story 12:37
My Trip To Thailand - A Frank Majors Caption Story
Protective Proof Pt 1 11:00
Protective Proof Pt 1
Sissy Goon Journey - Chapter 1 Cocks And Clothes 11:56
Sissy Goon Journey - Chapter 1 Cocks And Clothes
The Long Turn - Sissy Caption Story Porn 46:26
The Long Turn - Sissy Caption Story Porn
Sissy Goon Journey - Chapters 1- 4 50:48
Sissy Goon Journey - Chapters 1- 4
Hacker Problem - TG Caption Story 16:24
Hacker Problem - TG Caption Story
Sissy Caption - Lost A Bet 08:42
Sissy Caption - Lost A Bet
Sissy Caption - My Friend's Dare 03:51
Sissy Caption - My Friend's Dare
Sissy Seductions - Chapter 2 - How It Begins 11:37
Sissy Seductions - Chapter 2 - How It Begins
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
BBC Photography - Sissy Caption Story Porn 09:03
BBC Photography - Sissy Caption Story Porn
Superbowl Night - A Caption Story 04:51
Superbowl Night - A Caption Story
A Career Change - Gender Swap Caption 24:41
A Career Change - Gender Swap Caption
Summer Fun - Sissy Caption Story - Sublimehypno 03:34
Summer Fun - Sissy Caption Story - Sublimehypno
Sissy Caption Story - Inviting Him Over 02:04
Sissy Caption Story - Inviting Him Over
My Friend Is A Bully 05:59
My Friend Is A Bully
Maid Prank Gone Right - Sissy Caption Story - Sublimehypno 15:41
Maid Prank Gone Right - Sissy Caption Story - Sublimehypno
Be A Whore For Ugly Old Men 02:26
Be A Whore For Ugly Old Men
Corporate Surrender - Gender Swap Caption 16:11
Corporate Surrender - Gender Swap Caption
You Know It’s Over 02:04
You Know It’s Over
Boyfriend To E-Girl - Sissy Caption Story 26:28
Boyfriend To E-Girl - Sissy Caption Story
Sissy Caption Story - The Sissy's Daddy 01:58
Sissy Caption Story - The Sissy's Daddy
Why 01:36
Why
Purpose Of Our Generation 02:25
Purpose Of Our Generation
How I Turned Sissy Pt 2 10:04
How I Turned Sissy Pt 2
A Sissy Story - No Female Genitalia 06:18
A Sissy Story - No Female Genitalia
More Than Roommates - Sissy Caption Story 07:00
More Than Roommates - Sissy Caption Story
How You Became Obsessed With BBC - Part 1 - Captions 03:12
How You Became Obsessed With BBC - Part 1 - Captions
Dont Trust Him - Captions Story 08:41
Dont Trust Him - Captions Story
Mark And John - Sissy Caption 09:01
Mark And John - Sissy Caption
Marry A Trans Woman 2 04:21
Marry A Trans Woman 2
Hypnosister - Locked Up 12:28
Hypnosister - Locked Up
Grindr Date Night - A Sissy Caption Movie By Sublimehypno 15:34
Grindr Date Night - A Sissy Caption Movie By Sublimehypno
Friend In Need 20:29
Friend In Need
Dont Walk Alone Part 1 06:11
Dont Walk Alone Part 1
Not Gay If 05:25
Not Gay If
Sissy Drug Transformation 09:14
Sissy Drug Transformation
Onedollarsissy - Sissy In Distress 08:27
Onedollarsissy - Sissy In Distress
Free Gym Training - Caption Story 02:41
Free Gym Training - Caption Story
Confronting Your Bully - Sissy Caption Movie 16:51
Confronting Your Bully - Sissy Caption Movie
Captured And Trained - Sissy Caption Story - Part 1 11:42
Captured And Trained - Sissy Caption Story - Part 1
New Photo Model - Sissy Caption Story 15:27
New Photo Model - Sissy Caption Story
Cosplay Cumdump 15:06
Cosplay Cumdump
A Day With Your Neighbor 03:05
A Day With Your Neighbor
How I Became a Permanent Sissy Part 1 13:23
How I Became a Permanent Sissy Part 1
How A Trans Goddess Broke Me Part 1 09:00
How A Trans Goddess Broke Me Part 1
The Dark Web Pill 21:05
The Dark Web Pill
Your Bully Fucks You 01:03
Your Bully Fucks You
Cosplay Xchange 08:21
Cosplay Xchange
Tough Times - Caption Story 13:35
Tough Times - Caption Story
The Fill In - Caption Story 13:13
The Fill In - Caption Story
It Started Off As A Joke 01:00
It Started Off As A Joke
I Want You 02:15
I Want You
How Game Night Turned Me Into A Sissy - Part 1 06:23
How Game Night Turned Me Into A Sissy - Part 1
Chastity Key 00:55
Chastity Key
No Music - Progress - Change Your Sexuality Slowly But Surely 49:06
No Music - Progress - Change Your Sexuality Slowly But Surely
Its Almost As If You Got Caught On Purpose 00:59
Its Almost As If You Got Caught On Purpose
Neighborhood Slut 00:50
Neighborhood Slut
Not Gay If 05:25
Not Gay If
Roughed Up In Clubland - Long Version - A Caption Story By Jamie Stark - Italian Audio 12:35
Roughed Up In Clubland - Long Version - A Caption Story By Jamie Stark - Italian Audio
Grindr Date - Sissy Caption Story 15:42
Grindr Date - Sissy Caption Story

Its Almost As If You Got Caught On Purpose

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DreamSissyCaptions Submitted by DreamSissyCaptions
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  • 2025-06-02 08:58:48
Sissy Caption
Tags: sissy, captions, trans, tgirl, fucking, boss, blackmail, girldick, anal
Categories: Anal, Captions, Fucking, Movies, Tgirls
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