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
Favs
277 views
0% (0)
09:55
Find A Man Now Sissy
12:05
Your True Sissy Girl Destiny
00:12
Sissy Dream
17:14
This Video Will Ruin Your Mind And Sexuality
08:12
SHS - Brainwashed Cum Slut - Fuck Me 2
06:02
Obedient Sissy - MJ Sissy
13:05
Mortus Girls - On The Hook - Chapter 2 - English
26:38
Fem Bitch Boy
11:35
Sissy Caption Story - The Sissyfication
09:05
Limp Clitty Faggot Trainer PMV
02:41
Older Men Mania Teaser By Drogon
1:07:53
The Daddy Kink Pt 2 - Fulfill Your Fantasy
05:04
Estrogen Brainwash
18:48
Suffer For Their Pleasure By Drogon
07:47
Be Happy
28:10
License To Swallow - Bimbo Files N001 - A Sissy Caption Story
15:42
Grindr Date - Sissy Caption Story
15:56
Good Girl - Sissy Caption Story
11:05
Limp Clitty Brainwashing
37:06
Shiri - Trans Anal Slut MegaMix
06:03
Sissy Dreams - 2 Become A Girl 4Ever
34:21
YouAreLookingIntoAMirror
02:57
Im Your Babydoll
16:39
Phonk X BBC 2
07:25
Fuckdoll Fate
25:16
Kinky Amy Steele - Hypno Mix 15
09:24
Bambi Trans Bimbo Hypno
04:38
GirlCock MindFuck Part 3 Of 4
04:06
Stay Relevant Teaser By Drogon
02:20
Not Like You Use It Anyway
05:19
Legendary BNWO Fuck
05:10
The Sissy Threesome Experience - A Sissy Caption Story - Commission
26:45
Doggy Anal Slut MegaMix - Soldier Boi
49:25
Porn Turned Me Gay
02:18
Become A Whore Teaser By Drogon
26:42
Kinky Amy Steele - Hypno Mix 17 - Chastity
03:04
Captured And Broken - Reluctant Sissy Fag - BBC Breeding Hypno
03:06
Sissy Life
07:56
Roommate Won The Bet
14:22
You Want To Be Her So You Became Her
01:31
Karma - InducedPMV Trailer
Roommate Won The Bet
91%
(64)
About
Add to playlist
Submitted by
NoelleCaptions
07:56
46923
2026-06-08 15:01:47
A story of how you lost the bet and became your roommates sextoy!
Tags:
sissy
,
captions
,
roommate
,
caption story
,
cock
,
cock sucking
,
deepthroat
,
bet
,
crossdressing
,
pov
,
fucking
,
anal
,
trans
,
tgirl
,
shemale
Categories:
Anal
,
Big Cock
,
Caption Story
,
Captions
,
Cock Sucking
,
Fucking
,
Movies
,
Tgirls
Show more
Show less
<iframe src='https://hypnotube.com/embed/133175' frameborder='0' height='400' width='600'></iframe><br><strong>Roommate Won The Bet</strong> - powered by <a href='https://hypnotube.com'>Hypnotube</a>
Comments
(2)
Show more
Show less
You must be logged in to post wall comments. Please
Login
or
Signup (free)
.
Related Content
05:09
Moms Ex Roommate - A Caption Story
86%
44757
00:45
HD
You Lost The Bet - Part 1 - Sissy Caption Story
80%
46367
15:39
HD
Hypnosister - The Bet - Deutsche Sprache KI - German Language AI
82%
65874
00:28
HD
Lost Bet - Caption Story
88%
40076
04:05
Lost Basketball Bet
89%
73102
01:19
HD
Roommate Surprise - Sissy Caption Story
86%
56724
04:29
HD
How To Seduce Your Roommate - A Caption Story
92%
100692
03:23
HD
Losing The Bet
88%
69963
03:37
HD
Losing The Bet
88%
29777
15:04
HD
The Roommate Setup - A Sissy Caption Story
84%
116131
05:34
HD
Passing For A Friend - A Sissy Caption Story
88%
49566
04:03
HD
A New Workout Routine - Shemale Caption Story
86%
27008
00:34
HD
New Roommate
89%
105689
01:00
HD
Roommate Found Out
89%
25832
01:41
HD
Losing The Bet
92%
54531
01:10
HD
The Cosplay Whore - A Sissy Caption Story
88%
32941
10:16
HD
Roommate - Sissy Caption Story
93%
161616
01:00
HD
Won 1V1 In A Video Game - Captio Story
79%
17826
15:39
HD
Hypnosister - The Bet
92%
327280
01:00
HD
This Was Your Best Prank You Pulled On Your Roommate
93%
83522
09:24
HD
Maid Service - A Sissy Caption Story
85%
69735
04:13
HD
Losing The Bet Again
71%
46358
11:31
HD
Acting Practice - Sissy Caption Story Porn
83%
1299920
00:41
HD
Easy Win - Sissy Caption Story
91%
55631
You must be logged in to post wall comments. Please Login or Signup (free).