JavaScript is required for this website. Please turn it on in your browser and reload the page
Transgender • US
Videos
Photos
Moments
Live Sex
Premium
Videos
Pornstars
Channels
Shemale Chastity Porn Videos
Free Videos
Moments
Premium Videos
Photos
4K
Shemale Chastity Cage
Shemale Chastity Slave
HD
Full HD
VR
Best Videos
07:37
Inverted Chastity Off, Itty Bitty Clitty Gets Sounded, Pushed Back in & Locked up Again!
MJ
183.7K views
06:18
Mamou with Rachelle Karol I Take a Pretty Submissive in Part 3
Mamou5891
17.7K views
05:03
Cumming after a week in chastity
Kymmy Harper
276.3K views
07:39
Eggs 2 - Fetish Video with Ovipositor Dildo
Emily Adaire
29.5K views
08:12
Caged Teen TS Kitty Rose Fucked with Handcuffed
ActorFab
42K views
05:15
german trans girl cums while being locked up in chastity by her jealous boyfriend - solo masturbation - Emily Adaire TS
Emily Adaire
139.5K views
03:59
Fucking my CAGED little tranny toy and CUMMING on her ass
Freya Frostnymph
91.2K views
03:05
Sissy came HARD in chastity
Kymmy Harper
41.4K views
08:12
Fucking Mtf Chastity Charlie 2
masculinejason
6.8K views
01:41
Sissy Accidentally cums while rubbing her clit in the little chastity cage
KiraszaSissy
153.6K views
07:04
Chastity Cutie Ass Nectar Creams: Yum! My Favorite Treat
MJ
3K views
03:51
Sissy Kanisa Maid Service Ep2: Sofa Cleaning for Her Mistress
SissyKanisa
731 views
12:58
Mamou with Rachelle Karol I Dominate a Pretty Submissive Before Taking Her Part 2
Mamou5891
1K views
04:44
No Escaping Bondage - Sissy Maid Punishment - Steel Rigid Ankle-Wrist Spreader
Derek6699
250K views
10:02
Trans Slut Fits Two Huge Dicks, Balls Deep in Her Holes at the Same Time
MJ
11.7K views
08:30
Submissive femboy is feminized and fucked
Crystal Phoenix
279.4K views
03:53
BIG ASS Trans Woman in Chastity Fucked Doggystyle
Jake Grand
43.9K views
06:39
Cute Asian Sissy JOI Cumshot
CuteAsianSissy
7.3K views
10:14
SisK lingerie collection EP16.2: Crossdress on Red Mini Skirt and High Heel, Locked Limp dick close up.
SissyKanisa
36K views
05:15
Chastity & Ass to mouth with BIG black cock
Kymmy Harper
238K views
09:25
Caged Asian Sissy Public Anal Play in Stairway
S
SassyJirin
2.1K views
05:21
My Butthole LooksSo Good Being Stretched Out in the Sunlight
MJ
21.3K views
08:50
Dominatrix Fucks Hot Crossdresser in Chastity
Bailey Wilde
81.2K views
05:15
My girlfriend dildos me with a Toys
AdriaTrans
19.3K views
07:41
Crossdresser in Chastity Puts on Lingerie
Bailey Wilde
36.7K views
02:05
Pretty Tiny Sissy Princess vs big Bad Dragons
Sissy Slut Chantal Sweet
38.4K views
12:42
Mamou with Rachelle Karol I Get Sucked by a Pretty Submissive with Glasses
Mamou5891
2.1K views
05:53
Lily Leigh Cam Show - November 21st, 2023 - Chastity Cage & Dildo Private Show
Lily Leigh
14.2K views
02:04
Rubberdoll Whore Masturbates in Chastity and Cums
Sissy Sidney
36.9K views
01:16
Master Remote plays with Sissy Prostate Milker
Sissy Sidney
36.6K views
01:59
Caged sissy crossdresser tries on a BBC dildo for the first time Part I
Julie Spiegel
5.7K views
07:14
VERY HOT Blonde Crossdresser in Pink Chastity Fucked
Bailey Wilde
10.8K views
03:09
Big Ass Trans Woman Fucked in Chastity
Jake Grand
13.5K views
02:24
Did I make either one Cum or maybe Both?:)
MJ
9.2K views
06:15
Bound blue Balls and Chastity forced to cum hands free.
Davine
13.1K views
06:28
My latex girlfriend makes me vibrate in a cage
AdriaTrans
8.2K views
03:56
My New Inverted Chastity Cage Comes w a Tiny Fake Diik Attachment
MJ
92.5K views
01:12
With My Toys
Cassidy
390 views
06:12
Being Such a Horny Little Slut Even Alone Sometimes has its Consequences
MJ
7.1K views
03:06
AB102 Fallen WIZARD- squirtitg cumshot tickling
Abby Kitty
25.6K views
02:06
Toying with My FuFu Clip Inverted Clitty
MJ
30.1K views
07:41
Slytherin Slut Casts Somes Spells, Fucks Her Tight Little Asshole, & Cums!
MJ
10.5K views
06:29
He enjoys his locked Sissy's clit and gives a rimjob
Davine
16.5K views
06:06
Sissy Kanisa Crossdresser Maid Service Part 1: Dick Lock up
SissyKanisa
10.4K views
24:27
Lily Leigh Cam Show - September 9th, 2025 - Show One - Part One
Lily Leigh
1.7K views
06:40
Her Chastity Cage Flops Around While Her Asshole is Stretched Beyond Recognition!
MJ
16.8K views
08:50
Slut Cums Into her Own Mouth, Multiple Sissygasms, While Sounding, Vibrator on Her Chastity Cage, In the Woods, Etc!
MJ
25.2K views
Next page
1
2
3
4
Searches Related to Shemale Chastity
Trans Chastity
Shemale Feminization
Male to Female Transformation
Becoming a Sissy
Man Transformed Into Woman
Feminized and Fucked
Shemales Get Barebacked
Permanent Chastity
Transexual Creampie
Submissive Shemale
Shemale Sissification
The Sissy's Future
Secret Sissyboy
Becoming Femme
Sissygasm Training
Traps in Skirts
Transgender BDSM
Feminization Process
Femdom Sissy Humiliation
Femboy Domination
Straight search results
Gay search results