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
story
1101 views
0% (0)
10:17
Sissy Cuckold Transformation
10:12
A Day In The Life
01:19
Sissy Scouts
09:31
Chicagokink Confessional
08:06
A Sissy Life Movie - The Best Room Mate
13:23
A Sissy Life Movie - The Pool Party Sluta
13:35
First Trip To The Gloryhole
20:01
CrossDresser Blowjob
10:52
Perverted Meditations - Glory Hole Slut
12:41
Perverted Meditations - 24 Hours as a Shemale
32:56
Sissy Transformation Story - Episode 2
03:30
The Turn On
12:51
My Story I - Beginning
17:24
Undercover - Caption Story
12:37
My Trip To Thailand - A Frank Majors Caption Story
14:27
Proving To Him That I'm A Girl
50:48
Sissy Goon Journey - Chapters 1- 4
09:53
My Brother's Buddy's Cock - A Sissy Story
09:25
Room Mates – Sissy Caption Story
12:00
YOUR FIRST GLORYHOLE VISIT /HYPNODANCER/
21:14
Sexual Indoctrinator 2
11:43
Hypnosister - The Prank - Trans Edition
15:39
Hypnosister - The Bet
13:24
Hypnosister - The Rabbit Hole
12:28
Hypnosister - Locked Up
15:56
Hypnosister - Camslut
21:56
Hypnosister - Roommate Wanted
17:26
Relapse Poppers Hypno
19:37
Hypnosister - The Anniversary
17:22
Hypnosister - The Bet 2
12:34
Caught In Sissy Mode - Hypnosister
18:00
Gloryhole Adventure 2 - Part 1
12:26
Gloryhole Adventure 2 - Part 2
11:42
Captured And Trained - Sissy Caption Story - Part 1
17:44
The Pillory - Hypnosister
08:08
Mommy Teaches Girlsex - Caption Story
27:00
Carries sissy journey Part 1
38:18
Carries Sissy Journey - Part 2
21:05
The Dark Web Pill
15:09
Sissy Breaks The Internet
10:49
Condom Off - Captions Story
22:05
Sissy BBC Overdose 17
12:57
Teammate - Sissy Caption Story
11:31
Finding Yourself - A Sissy Caption Story
13:42
Self Discovery - Caption Story
05:49
Stranded - A Sissy Caption Story
29:04
Hypnosister - The Rabbit Hole 2
07:24
Birthday Threesome Surprise - A Caption Story
04:05
Lost Basketball Bet
18:14
Casey Bride To Be - Caption Story PMV
03:51
Love Tales - Part 3
08:01
Finding Yourself 2 - Sissy Caption Story
10:28
Sissy Story Arc
16:16
Becoming His Property - Part 2
08:38
Please Men Wherever They Want
07:18
Snowbunny Pornstar Sissy
08:17
Blackmailed By Grindr Date
33:16
Hypnosister - The Journey - Poppers Edition
04:03
A New Workout Routine - Shemale Caption Story
07:56
Roommate Won The Bet
Lost Basketball Bet
89%
(124)
About
Add to playlist
Submitted by
Goose818
04:05
74316
2026-01-09 12:23:48
I lost a bet and had to meet the new Coach in a cheerleader outfit… He liked it. Caption Story.
Tags:
anal
,
captions story
,
blowjob
,
cum
,
trans
,
shemale
,
bbc
,
interracial
,
tgirl
,
bet
,
cheerleader
,
teasing
,
big cock
,
cock sucking
,
pmv
,
fucking
Categories:
Anal
,
Big Cock
,
Caption Story
,
Captions
,
Fucking
,
Interracial
,
Movies
,
Music/PMV
,
Tgirls
Show more
Show less
<iframe src='https://hypnotube.com/embed/117920' frameborder='0' height='400' width='600'></iframe><br><strong>Lost Basketball Bet</strong> - powered by <a href='https://hypnotube.com'>Hypnotube</a>
Comments
(5)
Show more
Show less
You must be logged in to post wall comments. Please
Login
or
Signup (free)
.
Related Content
03:20
HD
Basketball Cheerleader - A Sissy Caption Story
79%
80436
00:28
HD
Lost Bet - Caption Story
88%
40733
00:45
HD
You Lost The Bet - Part 1 - Sissy Caption Story
81%
47109
00:43
HD
Sissy Caption - Basketball Team Runs A Train On Sissy
93%
50776
09:55
HD
Mommys Sissy Cheerleader
70%
37691
00:50
HD
Cheerleader Training
61%
26941
08:42
HD
Sissy Caption - Lost A Bet
88%
366357
01:00
HD
Bully Turns You Into His Sissy Cheerleader - BBC Sissy Caption Story - Part2
74%
61760
00:28
HD
Lost The Bet On Purpose
90%
36147
11:43
HD
Heathers Bet - Sissy Caption Story Porn
84%
70500
Photos: 1
Sissy Cheerleader Outfit
86%
1311
Photos: 17
Sissy Cheerleader
100%
2304
19:35
HD
Feminized By A Cheerleader - 2 4 6 8 Being A Girl Is Super Great - Feminization ASMR
68%
24595
25:41
Bianca
86%
23368
15:39
HD
Hypnosister - The Bet
92%
330505
01:00
HD
Bully Turns You Into His Sissy Cheerleader - BBC Sissy Caption Story
70%
69862
01:00
HD
Bully Turns You Into His Sissy Cheerleader - BBC Sissy Caption Story - Part 1 Of 7
77%
23835
01:00
HD
Sissy Lost In The Woods
92%
41269
04:57
HD
Me Too POV PMV
91%
32651
11:24
HD
New Life New Job - Sissy Caption Story
76%
75171
58:53
HD
Trans Anal Slut MegaMix - Emma
88%
56855
08:12
HD
Transition No2 - Library Sheets - Sissy Caption Story
75%
52691
27:59
HD
Trans Anal Slut MegaMix - Sarina
92%
61194
09:56
HD
Lost A Bet
84%
126110
You must be logged in to post wall comments. Please Login or Signup (free).