Transgender • US
Videos
Photos
Short videos
Users
Live Sex
Premium
Videos
Pornstars
Channels
Chastity Pain Porn Videos
Free Videos
Short videos
Premium Videos
Photos
Pain
Chastity
Shemale Pain
Sissy Pain
Trans Pain
Crossdresser Pain
Ladyboy Pain
Anal Pain
Bbc Pain
Pain Slut
Extreme Pain
In Chastity
Chastity Shemale
Chastity Sissy
Sissy Chastity
Chastity Trans
Chastity Fuck
Chastity Cum
Chastity Sex
Crossdresser Chastity
HD
Full HD
4K
VR
Best Videos
01:15:02
Pain and pleasure, chastity and lust, Part 2
341.8K views
51:35
Pain and pleasure, chastity and lust, Part 1
126.2K views
02:05
Compilation with Weekly Episodes from the pain whore Alina
alinanightsky
64.5K views
18:39
Spiked Chastity Cage Torment - Sissy Maids Self Bondage
Derek6699
101.1K views
17:38
Self Bondage Pain Predicament - Sissy Maid Spiked Chastity Huge Dildo Ballet Boots
Derek6699
74K views
23:29
Sissy Maid Icy Hot Wooden Pony Punishment 2
Derek6699
39.4K views
07:53
Sissy Maids Punishment
Derek6699
27.7K views
02:06
Sissy Nipple Cow Chastity Nipple Pump Electro Pain
Titten-Sau
26K views
17:40
Icy Hot Wooden Pony Self Bondage Torture
Derek6699
26.3K views
00:43
Painful constant wanking after chastity phase! Tranny Girl has 9 (!) ruined orgasms and 5 cumshots!!
Allmylinks
43.2K views
14:55
Sissy Maid - Pain & Pleasure Bondage
Derek6699
17.3K views
07:05
Candle Wax & Chastity Go Together like PB & Jelly
MJ
7.5K views
03:02
Fat Sissy light ball torture and wax play in chastity
Chubby Sissy Dani
5.3K views
01:00
Sissy painful chastity cage cumshot with hair clip
Sorona
5.4K views
06:08
Plugged sissy, nipple clamps, caged dick whips her ass and cock with nettles before making herself cum with the vibro
MyLolaTrav
5.8K views
07:14
Trans Girls Share a Cock and Chastity Cage Huge Load of Cum Jessica Bloom and JenbyDoll
Jessica Bloom
66.2K views
05:45
I fuck my roommate and fills my butthole full of cum while i'm in chastity
missangell_
667K views
09:05
TRANS YEEHAW: Sloppy BJ & Ride By Canadian Cowgirl ABRIDGED
Adam Castle
365K views
32:44
BBC Fucks a Slutty Crossdresser Without Limits
Trans and Co
376.9K views
18:27
Master trains his sissy in Chastity. He uses her mouth and ass to her liking making her a real whore
Vane03_siss
217.2K views
15:06
2032 - the Bwno Future
ChristineWest120
112.7K views
Relevant Short videos
Ifetfuc chastity devices and ball stretching toys. Humiliation as he is turned to a sissy for mistress. Painful.
iFetFuc
3.5K views
Spectacular moment from "Plugged sissy, nipple clamps, caged dick whips her ass and cock with nettles before making herself cum with the vibro"
MyLolaTrav
338 views
Epic moment from "Plugged sissy, nipple clamps, caged dick whips her ass and cock with nettles before making herself cum with the vibro"
MyLolaTrav
468 views
cumming like crazy
boobyb0y
252.6K views
Hardcore negative chastity
boobyb0y
266.1K views
Locked in chastity
Sissypropertyuk2
122.9K views
07:00
Sissy Sex Slave
Kapri Sun
48.7K views
07:46
Bound sissy in chastity gets BBC
944.5K views
06:24
Daddy loves to wreck my asshole in chastity
missangell_
475.7K views
05:27
Handcuffed Kitty Rose Fucked in Caged for Great Facial Cumshot
ActorFab
231.9K views
08:41
Sissy Slut Sucks Cock For Huge Load of Cum Twice in a Row - Jessica Bloom
Jessica Bloom
43.2K views
12:58
Mamou with Rachelle Karol I Dominate a Pretty Submissive Before Taking Her Part 2
Mamou5891
68.3K views
02:05
Sissy Hailey Doll gets her holes ruined by BBC😈
Sissy Haileydoll
661.6K views
12:11
Mamou with Rachelle Karol I Take a Pretty Submissive in Part 3
Mamou5891
51.6K views
40:50
Video editing session turns into a kinky bi and trans foursome orgy
Spike Essex
1.2M views
06:00
Sissy Merve Rose Chastity Belt Tattoo Blonde Sexy Tgirl Femboy Body Stockings BBC Fucked Hard Doggy Style Catgirl Tranny Trans
TSMerve
124.8K views
15:26
New Chastity BJ COWGIRL FUCK
752.6K views
10:16
Chastity Sissygasm Guide How to Cum From Anal In a Cock Cage
Jessica Bloom
70.6K views
11:20
Trans Rachael Belle Experiences A Sexual Awakening
hothotfilms
92.2K views
07:02
POV: You are fucking me!!
Sexy Luke
27.7K views
08:12
My Biggest Anal Dildo Training Vf
PrxcyTgirl
52.4K views
03:09
A dress, heels and a chastity cage. Trying a huge dildo and cumming in my tights!
Starlightfemboy
432.5K views
02:36
Cumming Inside A Femboy
Cassie Coyote
600.8K views
01:38
Fisting Double Sissygasm Cumshots
Lola Spais
156.4K views
13:20
Total Sissy Amnesia
Natalie Napoli
27.1K views
04:39
How I've made my boyfriend into a anal slut
Trinit Noir
60.1K views
07:41
Asian Sissy Chastity Anal Cumshot
CuteAsianSissy
69K views
07:20
The Secret to Achieving Female Squirting Orgasm. Sissification for Crossdressers (part 4)
Sonechka25
34.9K views
07:07
Sissy Chastity Maid Service Training With Ria Bentley
Ria_Bentley
39.6K views
04:20
Cute tranny in chastity playing with big dildos and anal fisting and fisting
Trinit Noir
20.9K views
05:10
Sissy Merve Rose Chastity Bdsm Fucked DoggyStyle New Body Stockings Sexy Blonde Femboy Tgirl trans Tranny Anal Cum BBC Big Black
TSMerve
27.9K views
03:40
Sissys in chastity
770.2K views
Next page
1
2
3
4
5
6
...
41
...
80
80
Categories
American
4K Porn
HD Videos
VR Porn
Shemale Fucks Guy
Big Cock
Black
Shemale Fucks Shemale
Amateur
Shemale Fucks Girl
Sissy
Ladyboy
Guy Fucks Shemale
Compilation
Blowjob
Cum In Mouth
Big Black Cock
Big Ass
Creampie
Bareback
Cumshot
Mature
Homemade
Teen
Masturbation
Domination
Anal
Brazilian
Solo
Asian
Transgender
BBW
Mexican
Cartoon
Interracial
Vintage
Japanese
Big Tits
Young
Small Cock
Thai
Lingerie
Trans Woman
Gangbang
Threesome
Colombian
Petite
BDSM
Public
Rough Sex
Couple
MILF
Anal Masturbation
POV
Dildo
Cuckold
Stockings
Small Tits
Babysitter
Trans Man
Indian
Outdoor
Handjob
Chinese
Fetish
Hentai
FTM
Group Sex
Massage
Bondage
Pissing
British
Double Penetration
Role Play
Behind The Scenes
German
Anal Toy
SFW
All categories
Straight search results
Gay search results