Network:
Announcements
Hypnotube Discord
Support Hypnotube's Creator
Friends
More
All Media
Videos
Images
Accounts
Playlists
Login
Free Registration
Sign Up
Upload
VIP
Videos
VIP Videos
VIP Rooms
VIP Rooms
Trending
Movies
Most Recent
Most Viewed
Top Rated
Most Discussed
Longest
Albums
Most Recent
Most Viewed
Top Rated
Most Discussed
Categories
Audio
Cock Sucking
Cum
Feminization
Fucking
Gifs
HD
Hypnosis
See All
Cams
AI Jerk Off
Reading
Playlists
Sissy Captions
1112 views
0% (0)
18:16
Sissyfaggots Like Us
04:17
Unleash The Slut
07:22
Sissy Desires
09:47
New World Order
04:36
How I Became A Sissy
03:44
A Sissys Secret Life
22:44
Sissy Hypno Tripping Vol. 2
05:20
How I Accidentally Went Gay 1
08:29
Reasons To Be A Sissy Whore
03:42
Black Master Duty
08:35
Gender Studies - 101
03:30
Censored BBC And Chastity
18:57
A Sissy Life Movie - Bimbo Academya
06:08
Sissy Whore Motivation
09:10
Persuaded Into A Shemale Relationship Pt.1 - By BTroy00000
05:50
Good Girl - Daily Training
12:54
Anal Whore Captions
16:36
Becoming Sissy - Caption Story
07:08
Beta Cuckold Transformation - Caption Story PMV
11:13
Your Friend's Story (Voiced Gender Swap Caption)
41:39
Undercover Sissy - Sissy Caption Story Porn
26:28
Boyfriend To E-Girl - Sissy Caption Story
16:51
Sissy Pregnancy
27:00
Carries sissy journey Part 1
07:19
You Are Porn - A Sissy Caption Humiliation Story
38:18
Carries Sissy Journey - Part 2
00:57
Party Favor
00:39
Challenge Gone Right
07:47
Be Happy
06:12
Sissy Clitty And Hole Training
00:55
Chastity Key
05:17
Straight To Sissy In An Evening
15:42
Grindr Date - Sissy Caption Story
08:08
Sissy Caption - Sissyslut Whore
00:43
Sissy Caption - Basketball Team Runs A Train On Sissy
01:45
Sissy Fantasy Story
00:33
Sissy Leaking While Being Pounded
16:42
A New You - A Sissy Caption Story
00:46
Neighbor Makes You His Personal Sex Toy
01:00
Will You Accept This Deal
00:26
First Time Sissygasm
01:00
Bubble Butt Sissy Loves Sleep Overs
00:34
He Used You To Fix Your Mistake
01:00
Sexy Sissy Bitch
00:51
He Just Proved That Youre A Sissy
35:12
Sissy Lynns First Gangbang - Caption Story
02:25
Sissy Caption - Sissy Maid
01:27
Types Of Sissies
03:08
Story Of One Sissy - BNWO
10:28
Sissy Story Arc
02:20
Impress Me
02:50
Pool Party Deal - A Sissy Caption Story
04:38
Hacked - BBC Sissy
02:20
You Should Have Told Me Earlier
05:11
Pimped Out For Men To Use
22:09
Your Sissy Transformation 2
08:17
Blackmailed By Grindr Date
01:00
Change - Weirdfish44 Caption
Challenge Gone Right
91%
(78)
About
Add to playlist
Submitted by
Klink
00:39
67149
2025-03-09 17:27:28
A friendly challenge turns into something a lot more fun
Tags:
sissy
,
anal
,
trans
,
tgirl
,
captions
,
caption story
,
challenge
,
fucking
,
cum
,
orgasm
,
sissygasm
Categories:
Anal
,
Big Cock
,
Caption Story
,
Captions
,
Cum
,
Fucking
,
Movies
,
Sissygasm
,
Tgirls
Show more
Show less
<iframe src='https://hypnotube.com/embed/90011' frameborder='0' height='400' width='600'></iframe><br><strong>Challenge Gone Right</strong> - powered by <a href='https://hypnotube.com'>Hypnotube</a>
Comments
(1)
Show more
Show less
You must be logged in to post wall comments. Please
Login
or
Signup (free)
.
Related Content
15:41
HD
Maid Prank Gone Right - Sissy Caption Story - Sublimehypno
91%
107564
11:31
HD
Acting Practice - Sissy Caption Story Porn
83%
1306973
09:03
HD
BBC Photography - Sissy Caption Story Porn
87%
1115450
11:46
HD
Panties On Manhood Gone
88%
139722
15:15
HD
Anal Orgasm Instruction
74%
1800530
02:06
HD
Maybe Daddy Was Right - Teaser - Drogon
63%
60755
10:54
HD
Wife's Ex - Sissy Caption Story Porn
86%
587701
46:26
HD
The Long Turn - Sissy Caption Story Porn
90%
921214
23:04
HD
Girlfriends Job - Caption Story
85%
289231
02:19
HD
Sissy Caption Story - Date At The Woods
86%
409674
03:02
HD
Do It Right
89%
98676
12:56
HD
College Party - Sissy Caption Story
89%
492056
13:59
HD
A Private Show - Sissy Caption Story
73%
101628
26:43
HD
Steve Now Sveta - X-Change Story
82%
220200
01:58
HD
Sissy Caption Story - The Sissy's Daddy
86%
149073
04:06
HD
You're So Far Gone Sissy - Sissy Caption PMV - Reupload
92%
163834
01:00
HD
Sissy Caption - Its Not Gay If The Balls Don't Touch Right?
93%
155818
09:16
HD
Fitness Training - Sissy Caption Story Porn
88%
277165
58:57
HD
The Frat Slut - Sissy Caption Story
92%
527618
09:06
HD
Boss's Son - Sissy Caption Story Porn
87%
222736
12:11
HD
BBC XChange Stories - Sissy Caption Story Porn
88%
544956
28:52
HD
Divorced - Sissy Caption Story Porn
82%
407856
1:46:22
HD
Sissy Caption Story Compilation 2
79%
187225
03:58
HD
Orgasm Frenzy
80%
37297
You must be logged in to post wall comments. Please Login or Signup (free).