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Cum Whore 4 05:42
Cum Whore 4
Cum Whore 3 03:23
Cum Whore 3
Xixxy Boy Sissy Trainer 2 05:31
Xixxy Boy Sissy Trainer 2
I Want To Make You Suck Cock 06:44
I Want To Make You Suck Cock
The Way A Sissy Sees The World 07:38
The Way A Sissy Sees The World
Cum Whore 03:11
Cum Whore
Cum Addict 14:09
Cum Addict
Your Sissy Goal 03:39
Your Sissy Goal
Sissy Whore 09:34
Sissy Whore
Sissy Cum Sut 06:20
Sissy Cum Sut
Your True Sissy Girl Destiny 12:05
Your True Sissy Girl Destiny
Cumslut 2 02:07
Cumslut 2
Elite Sissy Sluts 00:30
Elite Sissy Sluts
Total Cum Devotion 16:17
Total Cum Devotion
Fixation 08:40
Fixation
Becoming A Woman 17:54
Becoming A Woman
My First Try 07:16
My First Try
Femboy Fucktoy 05:17
Femboy Fucktoy
Eat Cum Slut 09:09
Eat Cum Slut
Sissy Challenge - Pimped Out 06:32
Sissy Challenge - Pimped Out
Gloryhole Cum Slut 08:11
Gloryhole Cum Slut
Perverted Meditations - Cumslut 09:00
Perverted Meditations - Cumslut
Perverted Meditations - Anonymous 09:06
Perverted Meditations - Anonymous
Perverted Meditations - Cock Worship 3 10:46
Perverted Meditations - Cock Worship 3
Submissive Sissy Eyes by Drogon 04:09
Submissive Sissy Eyes by Drogon
Sissy World 8 - An Oath To Cock 20:06
Sissy World 8 - An Oath To Cock
Cum Eaters Anonymous - By Drogon 07:29
Cum Eaters Anonymous - By Drogon
Cross the Line - Sissy PMV 13:06
Cross the Line - Sissy PMV
Sissy Secrets By Drogon 12:43
Sissy Secrets By Drogon
Eat Shemale Cum - CEI PMV Hypno 11:13
Eat Shemale Cum - CEI PMV Hypno
Sissy MENtors - By Drogon 31:46
Sissy MENtors - By Drogon
Perverted Meditations - Anonymous 2 10:00
Perverted Meditations - Anonymous 2
Perverted Meditations - Anonymous 3 11:40
Perverted Meditations - Anonymous 3
Next Level Sissy Challenge - By Drogon 32:13
Next Level Sissy Challenge - By Drogon
Perverted Meditations - Anonymous 4 12:29
Perverted Meditations - Anonymous 4
Perverted Meditations - Anonymous 5 12:25
Perverted Meditations - Anonymous 5
Perverted Meditations - Glory Hole Slut 10:52
Perverted Meditations - Glory Hole Slut
Ultimate CEI 08:15
Ultimate CEI
Perverted Meditations - Glory Hole Slut 2 10:52
Perverted Meditations - Glory Hole Slut 2
A Guide To Sissification - Beginner - First Steps 31:53
A Guide To Sissification - Beginner - First Steps
Perverted Meditations - Cum Slut 2 05:32
Perverted Meditations - Cum Slut 2
Mortus Girls - Owned Doggy - Part 1 - English 04:35
Mortus Girls - Owned Doggy - Part 1 - English
Cummy Yummies 31:30
Cummy Yummies
Mortus Girls - Welcome Home My Sissy Girl - English 05:44
Mortus Girls - Welcome Home My Sissy Girl - English
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
Perverted Meditations - Glory Hole Slut 3 10:15
Perverted Meditations - Glory Hole Slut 3
How To Suck Cock The Right Way - Part 1 09:12
How To Suck Cock The Right Way - Part 1
Perverted Meditations - Cock worship POV 10:14
Perverted Meditations - Cock worship POV
Sissy Transformation Story - Episode 2 32:56
Sissy Transformation Story - Episode 2
Untitled By Drogon 17:11
Untitled By Drogon
Daddy Issues - By Drogon 19:29
Daddy Issues - By Drogon
The Turn On 03:30
The Turn On
Gloryhole Surprise Party 08:39
Gloryhole Surprise Party
Sissy Caption Story - Becoming A Sissy 08:20
Sissy Caption Story - Becoming A Sissy
Hazard Pay - Caption Story 08:26
Hazard Pay - Caption Story
Sissy Captions 07:42
Sissy Captions
YVN90 - At The Bar 11:15
YVN90 - At The Bar
Sissy Captions 2 09:52
Sissy Captions 2
Sissy Captions 3 08:37
Sissy Captions 3
Jerk For Cock 05:09
Jerk For Cock
Do You Sill Like Trannies 03:33
Do You Sill Like Trannies
Sissy Captions - Extended 25:47
Sissy Captions - Extended
BeCUMe Our Girlfriend 06:26
BeCUMe Our Girlfriend
The Incentive - Caption Story 17:36
The Incentive - Caption Story
Girlfriends Job - Caption Story 23:04
Girlfriends Job - Caption Story
Eat Shemale Cum Hypno CEI Trainer Pt 2 35:45
Eat Shemale Cum Hypno CEI Trainer Pt 2
Eat Shemale Cum Hypno CEI Trainer Pt 3 36:39
Eat Shemale Cum Hypno CEI Trainer Pt 3
Eat Shemale Cum Hypno CEI Trainer Pt 4 46:27
Eat Shemale Cum Hypno CEI Trainer Pt 4
Sissy Cum Swallow - Hypno Gloryhole Trainer 15:21
Sissy Cum Swallow - Hypno Gloryhole Trainer
YV90 - New Models 07:09
YV90 - New Models
The Semester 23:53
The Semester
Cum Swallower Club - By Drogon 23:10
Cum Swallower Club - By Drogon
Extra Cash - Caption Story 11:24
Extra Cash - Caption Story
Gloryhole Dick Lover - Sissy Caption Story 04:38
Gloryhole Dick Lover - Sissy Caption Story
Cocksucking Trainer - Landscape 09:05
Cocksucking Trainer - Landscape
The Sissy Playhouse Part 2 05:06
The Sissy Playhouse Part 2
The Daddy Kink 45:29
The Daddy Kink
Boss's Son - Sissy Caption Story Porn 09:06
Boss's Son - Sissy Caption Story Porn
Wife's Ex - Sissy Caption Story Porn 10:54
Wife's Ex - Sissy Caption Story Porn
Your Sissy Transformation: Fall in love and get pregnant 24:56
Your Sissy Transformation: Fall in love and get pregnant
Daddy And His Friends 07:23
Daddy And His Friends
Crazy For Cock - Sissy Caption Story Porn 12:44
Crazy For Cock - Sissy Caption Story Porn
My Trip To Thailand - A Frank Majors Caption Story 12:37
My Trip To Thailand - A Frank Majors Caption Story
Dinner With Your Aunt 11:21
Dinner With Your Aunt
Aime Tu La Queue? 03:46
Aime Tu La Queue?
Cock Sucking Trainer 09:05
Cock Sucking Trainer
My Brother's Buddy's Cock - A Sissy Story 09:53
My Brother's Buddy's Cock - A Sissy Story
CEI Drool 2 13:53
CEI Drool 2
Sissies Love Men In Positions Of Power 1:07:57
Sissies Love Men In Positions Of Power
Cum Swallower Club 2 24:06
Cum Swallower Club 2
The Life Of A Sissy 10:30
The Life Of A Sissy
The Adventures Of A Cum Sucking Sissy Succubus 09:58
The Adventures Of A Cum Sucking Sissy Succubus
Your Sissy Awakening 23:34
Your Sissy Awakening
YVN90 - Big Girl 46:53
YVN90 - Big Girl
Photoshoot 02:39
Photoshoot
Gangbang Caption PMV - Sublimehypno 06:12
Gangbang Caption PMV - Sublimehypno
Sissy Caption Story - Ballad Of A Sissy 10:28
Sissy Caption Story - Ballad Of A Sissy
Blacked Out Last Night 09:24
Blacked Out Last Night
Repeat After Me - Gangbang Slut 06:16
Repeat After Me - Gangbang Slut
Dirty Old Daddies By Drogon 22:19
Dirty Old Daddies By Drogon
First Day At Job - Sissy Caption Story 02:57
First Day At Job - Sissy Caption Story
Inspiration In Nikki 09:51
Inspiration In Nikki
Sissy Caption Story - The Neighbor 01:19
Sissy Caption Story - The Neighbor
College Party - Sissy Caption Story 12:56
College Party - Sissy Caption Story
Sissy Caption Story - Bosses Orders 43:34
Sissy Caption Story - Bosses Orders
Es-tu Une Grosse Salope? 01:46
Es-tu Une Grosse Salope?
The Frat Slut - Sissy Caption Story 58:57
The Frat Slut - Sissy Caption Story
High On X-change - A Caption Hypnosis - Sublimehypno 06:44
High On X-change - A Caption Hypnosis - Sublimehypno
I'm A Whore 08:32
I'm A Whore
Pimp-Daddys Girl Takes Care Of His Friends 04:02
Pimp-Daddys Girl Takes Care Of His Friends
POV - White Alpha Male In Thailand 02:42
POV - White Alpha Male In Thailand
Girls Lose To Boys 21:26
Girls Lose To Boys
Undercover Maid Part 1 - A Sissy Caption Story - SissyFan 16:28
Undercover Maid Part 1 - A Sissy Caption Story - SissyFan
Cock Lovers 40:46
Cock Lovers
I'm A Whore - First Year 07:03
I'm A Whore - First Year
Live Your Life As A Slut 05:06
Live Your Life As A Slut
Real Men Real Cocks - By Drogon 14:06
Real Men Real Cocks - By Drogon
Condom CEI - PMV 04:05
Condom CEI - PMV
The Live Of A Sissy - 2 08:37
The Live Of A Sissy - 2
Slutkins Diet 17:22
Slutkins Diet
Cum Eating Mindfuck - By Drogon 17:04
Cum Eating Mindfuck - By Drogon
A Sissy Story - No Female Genitalia 06:18
A Sissy Story - No Female Genitalia
Beauty Pageant Ep 1 - BBstories 07:46
Beauty Pageant Ep 1 - BBstories
Sissynia Culture - Episode Alpha - BBstories 15:37
Sissynia Culture - Episode Alpha - BBstories
Hypnosister - The Virus 14:13
Hypnosister - The Virus
Im Sorry Daddy - Trailer By Drogon 03:41
Im Sorry Daddy - Trailer By Drogon
Obedient Party Slut 05:29
Obedient Party Slut
Brothers Friend - BBstories 08:49
Brothers Friend - BBstories
Give In To Your Urges - BBstories 08:57
Give In To Your Urges - BBstories
Bullied Sissy Goes To The Gym - Caption Story PMV 40:50
Bullied Sissy Goes To The Gym - Caption Story PMV
A Kind Word For Sissies 2 22:59
A Kind Word For Sissies 2
Sugar Daddy 04:22
Sugar Daddy
Wearing Pantyhose Gets Cock 26:42
Wearing Pantyhose Gets Cock
Deal With A Succubus - JOI 25:16
Deal With A Succubus - JOI
Hypnosister - The Bet 15:39
Hypnosister - The Bet
Angel VS Devil - Pussy VS Cock JOI 26:10
Angel VS Devil - Pussy VS Cock JOI
Sissynia Culture - Episode Alpha 2 08:26
Sissynia Culture - Episode Alpha 2
Shemale Porn Story 18:40
Shemale Porn Story
Marry A Trans Woman 04:08
Marry A Trans Woman
John and Mark - Chapter 1 - My first time 13:52
John and Mark - Chapter 1 - My first time
Jia - The Journey Of A Sissy - Chapter 1 09:48
Jia - The Journey Of A Sissy - Chapter 1
Jia - Chapter 2 12:40
Jia - Chapter 2
Two Men In My Bed 04:59
Two Men In My Bed
Hypnosister - Locked Up 12:28
Hypnosister - Locked Up
Black Sissy Cocklust 05:48
Black Sissy Cocklust
You Need Cock 04:12
You Need Cock
Bachelor Party - Sissy Caption Story 04:12
Bachelor Party - Sissy Caption Story
The Sauna - Sissy Caption Story 04:15
The Sauna - Sissy Caption Story
Sissy Demise 2 - First Part 15:38
Sissy Demise 2 - First Part
Sissy Slut Nicole - Anal Desires 09:50
Sissy Slut Nicole - Anal Desires
Sissy Cumslut Demise 3 14:01
Sissy Cumslut Demise 3
The Beginning 01:01
The Beginning
Attract Men By Drogon 21:48
Attract Men By Drogon
My First Time 06:58
My First Time
Sissy Slut Confession - Caption Story 08:45
Sissy Slut Confession - Caption Story
Breeding In The New World 10:57
Breeding In The New World
Im Not A Girl - Zia Part 1 03:36
Im Not A Girl - Zia Part 1
Show Me Love - Zia Part 2 04:39
Show Me Love - Zia Part 2
Not Gay If 05:25
Not Gay If
Just Try It Sissy 03:18
Just Try It Sissy
Just Try It Sissy 3 07:35
Just Try It Sissy 3
Sissy Friend Story Part 3 12:49
Sissy Friend Story Part 3
Sissy Dreams - Hitchhiker 07:44
Sissy Dreams - Hitchhiker
Sissy Dreams - Hitchhiker Part 2 24:41
Sissy Dreams - Hitchhiker Part 2
Bad Uncle By Drogon 21:28
Bad Uncle By Drogon
Decisions - YVN90 11:42
Decisions - YVN90
Sissy Dreams - Career Girl - YVN90 45:15
Sissy Dreams - Career Girl - YVN90
Anal Booty Call 17:18
Anal Booty Call
Condom Off - Captions Story 10:49
Condom Off - Captions Story
Roommate - Sissy Caption Story 10:16
Roommate - Sissy Caption Story
SissyLifeStories - My Sisters Boyfriend 18:11
SissyLifeStories - My Sisters Boyfriend
SissyLifeStories - My Boss 12:08
SissyLifeStories - My Boss
SissyLifeStories - Study Partner 13:03
SissyLifeStories - Study Partner
SissyLifeStories - My Friends - English 24:56
SissyLifeStories - My Friends - English
Army - Sissy Caption Story 04:30
Army - Sissy Caption Story
Your Neighbour - Sissy Caption Story 11:08
Your Neighbour - Sissy Caption Story
You Job - Sissy Caption Story 12:21
You Job - Sissy Caption Story

Sissy Captions 2

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  • (231)
TheSissyCompany Submitted by TheSissyCompany
  • 09:52
  • 108309
  • 2022-03-26 00:56:48
So many people loved the first one, so here’s another! Sit back, relax and goon out sissy.
Tags: Anal, Big Cock, Brainwashing, Captions, Chastity, Compilation, Cum, Feminization, Sissy, Sissygasm
Categories: Anal, Brainwashing, Captions, Chastity, Cum, Feminization, Movies, Sissygasm
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