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Most Relevant
CD chastity fuck 10:00
CD chastity fuck
12K
88%
Sissy Francesca anal play in chastity 14:26
Sissy Francesca anal play in chastity
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Sissy Joslin as Ladybird Fucks Big Dildo Anal in Chastity 7:07
Sissy Joslin as Ladybird Fucks Big Dildo Anal in Chastity
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Slut Playing In Chastity And Exposing Her Hard Clit Afterwards 8:03
Slut Playing In Chastity And Exposing Her Hard Clit Afterwards
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Little Red dress chastity & suck 7:01
Little Red dress chastity & suck
3.8K
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A Sissys Life In Chastity - Warning Addictive (Male) 10:23
A Sissys Life In Chastity - Warning Addictive (Male)
29K
76%
Anal sex with sissymaid Kitsy in chastity and bunny ears 8:10
Anal sex with sissymaid Kitsy in chastity and bunny ears
8.8K
87%
Sissy Baby Doll, Chastity, Fills Hole and is Humiliated 16:00
Sissy Baby Doll, Chastity, Fills Hole and is Humiliated
16K
85%
Sarina takes BBC in Perfect Total Sub Form 5:39
Sarina takes BBC in Perfect Total Sub Form
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Armbinder tied to Chastity Cage Sissy Maid Self Bondage 47:08
Armbinder tied to Chastity Cage Sissy Maid Self Bondage
4.9K
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Sissy Maid Cuffed Spread Eagle in Steel Chastity Belt and Huge Dildo 20:12
Sissy Maid Cuffed Spread Eagle in Steel Chastity Belt and Huge Dildo
3.6K
57%
Sissy Maid Chained to Bed in Chastity, Gagged and Leather Bondage Mitts Handcuffed on 34:41
Sissy Maid Chained to Bed in Chastity, Gagged and Leather Bondage Mitts Handcuffed on
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42%
Self Slavery in Leather Fist Mitts, Lycra Body Costume, Tights, PVC Knee High Boots, Gagged in Chastity ... 13:36
Self Slavery in Leather Fist Mitts, Lycra Body Costume, Tights, PVC Knee High Boot...
2.0K
0%
Sissy Charlotte locked in E-Stim chastity cage and getting pegged by MILF Lisa 9:07
Sissy Charlotte locked in E-Stim chastity cage and getting pegged by MILF Lisa
10K
75%
Slutty Trans Bunny Lilith Eclipse Fucks Herself With Carrots In Chastity Ass To Mouth 12:24
Slutty Trans Bunny Lilith Eclipse Fucks Herself With Carrots In Chastity Ass To Mouth
4.2K
100%
Audrey tgirl: real public hooker in a chastity cage 5:13
Audrey tgirl: real public hooker in a chastity cage
6.8K
62%
Sissy maid in chastity with big fake tits rides dildo 6:00
Sissy maid in chastity with big fake tits rides dildo
12K
79%
Dog leash & chastity 14:34
Dog leash & chastity
1.9K
100%
Negative Chastity Cum 1:11
Negative Chastity Cum
3.7K
80%
Theresa Si training her bubble butt this time her ass plugged n clit locked, with a big steel plug and a chastity cage 10:43
Theresa Si training her bubble butt this time her ass plugged n clit locked, with ...
1.9K
66%
Japanese shemale schoolgirls pegging anal fuck 7:19
Japanese shemale schoolgirls pegging anal fuck
3.7K
92%
Tied TS in Chastity Cum Handsfree into her own Ass 8:53
Tied TS in Chastity Cum Handsfree into her own Ass
4.8K
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Violet Chastity Teaser 10:51
Violet Chastity Teaser
1.6K
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Trap in Chastity Cage Anal 19:12
Trap in Chastity Cage Anal
8.6K
87%
Perma-Chastity and Mild Training. 20:26
Perma-Chastity and Mild Training.
4.6K
40%
daddy made me a new milking toy on my chastity 1:54
daddy made me a new milking toy on my chastity
4.3K
100%
Princess in Chastity Slobbers all over Dildo 9:24
Princess in Chastity Slobbers all over Dildo
3.1K
80%
Sissy Bitch Rides Sex-Toy In Chastity 11:37
Sissy Bitch Rides Sex-Toy In Chastity
2.4K
75%
Sissy Crossdresser Chastity BBC Sex Tool 9:43
Sissy Crossdresser Chastity BBC Sex Tool
3.4K
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Lady-Man CHASTITY Lock Wang Tranny 9:17
Lady-Man CHASTITY Lock Wang Tranny
4.1K
100%
Kymmy has 1st Sissygasam in Chastity Ever! BIGGEST EJACULATION 18:06
Kymmy has 1st Sissygasam in Chastity Ever! BIGGEST EJACULATION
27K
78%
Fuck machine cum in tiny chastity cage 7:52
Fuck machine cum in tiny chastity cage
7.1K
80%
Sissy in chastity playing with fuck machine 7:16
Sissy in chastity playing with fuck machine
4.7K
100%
Pee tasting and chastity masturbation of a kinky latexdoll 15:29
Pee tasting and chastity masturbation of a kinky latexdoll
2.2K
100%
sissy slave anal fuck chastity 666 5:25
sissy slave anal fuck chastity 666
2.3K
0%
Sissy in G-String and Chastity Fucked Hard 12:35
Sissy in G-String and Chastity Fucked Hard
25K
80%
Sissy Daily Basics: Some anal fun in chastity 21:30
Sissy Daily Basics: Some anal fun in chastity
1.2K
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Trangirl's in Chastity Drink from her Condom in Public 9:47
Trangirl's in Chastity Drink from her Condom in Public
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TS Webcam Anal (Multiple Orgasms in chastity) 12:23
TS Webcam Anal (Multiple Orgasms in chastity)
1.3K
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Locked up t-girl Eliza Casey tries to cum in chastity 10:05
Locked up t-girl Eliza Casey tries to cum in chastity
890
0%
Sissy whore in chastity playing with sex tool 17:10
Sissy whore in chastity playing with sex tool
1.2K
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misr4 - chastity cage fuck machine 8:55
misr4 - chastity cage fuck machine
283
0%
Cumshot on Trans Woman in Bondage and Chastity 0:25
Cumshot on Trans Woman in Bondage and Chastity
334
0%
Sissygasm Defiance Day two - Femboy in Chastity Riding Sex Tool 21:58
Sissygasm Defiance Day two - Femboy in Chastity Riding Sex Tool
13K
80%
Sissy maid does dishes with a vibrating plug and chastity 2:05
Sissy maid does dishes with a vibrating plug and chastity
8.5K
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4 liter painful Enema submission in chastity sissy 11:32
4 liter painful Enema submission in chastity sissy
3.9K
50%
femboy in a chastity belt jerks off her ass with a big dildo and cums 9:38
femboy in a chastity belt jerks off her ass with a big dildo and cums
4.8K
83%
Cynthia shemale chastity fuck suck and dildo 15:24
Cynthia shemale chastity fuck suck and dildo
2.7K
75%
milking myself in chastity multiple times with a nice little plug 7:41
milking myself in chastity multiple times with a nice little plug
1.4K
100%
Sissy slut Lori shows off her ass and chastity cage 8:47
Sissy slut Lori shows off her ass and chastity cage
1.6K
100%
I discovered my sissy g spot - hands free cum in chastity 12:50
I discovered my sissy g spot - hands free cum in chastity
905
0%
Cute Legal Age Teenager Cums Hard in Chastity 17:38
Cute Legal Age Teenager Cums Hard in Chastity
4.2K
80%
sissy nurse in chastity cage rides cock 6:09
sissy nurse in chastity cage rides cock
387
100%
Dumb bimbo sissy copulates massive sex tool in chastity 15:09
Dumb bimbo sissy copulates massive sex tool in chastity
6.8K
85%
Femboy in Rainbow Thighhighs and Chastity Cage uses 6 Inch Dildo in the Ass 6:33
Femboy in Rainbow Thighhighs and Chastity Cage uses 6 Inch Dildo in the Ass
4.1K
62%
Wife Teases you about Locking you in Chastity like her TS Friend POV HJ SISSY TRAINING 13:42
Wife Teases you about Locking you in Chastity like her TS Friend POV HJ SISSY TRAI...
30K
76%
Femboy in Shibari and Tiny Chastity Riding Dildo and Sissigasming 7:33
Femboy in Shibari and Tiny Chastity Riding Dildo and Sissigasming
171K
92%
Sissy training: how to cum in chastity? Ride ever bigger dildos to sissygasm 20:38
Sissy training: how to cum in chastity? Ride ever bigger dildos to sissygasm
33K
72%
Sissy Mara Jade's Sissygasms! (Entire Chastity Compilation!) 10:08
Sissy Mara Jade's Sissygasms! (Entire Chastity Compilation!)
5.3K
100%
Gorgeous Shemale Fingering Herself in Chastity 20:21
Gorgeous Shemale Fingering Herself in Chastity
2.2K
33%
training her ass for big thick cocks 27:42
training her ass for big thick cocks
1.5K
33%
sissy in chastity pounds pussy hard until she makes cummies 20:39
sissy in chastity pounds pussy hard until she makes cummies
2.2K
75%
Sitting on my trans girlfriend's face until I come while she's locked in inescapable chastity 11:08
Sitting on my trans girlfriend's face until I come while she's locked in inescapab...
1.9K
100%
Large vibrator play in chastity - pvt show/custom content 14:19
Large vibrator play in chastity - pvt show/custom content
976
50%
out of chastity birthday present sissy copulates sexdoll in each aperture 47:11
out of chastity birthday present sissy copulates sexdoll in each aperture
1.3K
100%
sissy bonks herself with a marital-device in a chastity strap using her cum as a lubricant 11:40
sissy bonks herself with a marital-device in a chastity strap using her cum as a l...
2.6K
100%
Latex Femdom Lora Cross uses chastity sub for sounding release 5:03
Latex Femdom Lora Cross uses chastity sub for sounding release
2.7K
50%
Sissy taniax with small chastity cage pounding and dildoing in her bed 10:01
Sissy taniax with small chastity cage pounding and dildoing in her bed
303
0%
Sissy Locked in Chastity Rides Marital-Device like a Worthy Whore 8:08
Sissy Locked in Chastity Rides Marital-Device like a Worthy Whore
5.0K
66%
Trans Sissy in Chastity Finger Fucks Ass and Rides a Thick Dildo 14:49
Trans Sissy in Chastity Finger Fucks Ass and Rides a Thick Dildo
5.7K
100%
Sissy Oksana fucks her ass hard with her clit closed in chastity. sissygasm. 10:09
Sissy Oksana fucks her ass hard with her clit closed in chastity. sissygasm.
1.9K
80%
Sissy in chastity stretching on massive dick head fake penis 6:12
Sissy in chastity stretching on massive dick head fake penis
1.5K
100%
Anal Orgasms In Chastity Cage - Sissy Slut Jessica Bloom 10:14
Anal Orgasms In Chastity Cage - Sissy Slut Jessica Bloom
1.7K
100%
Sissy Guide - How to Anal Orgasm in Chastity Cage - Jessica Bloom 6:15
Sissy Guide - How to Anal Orgasm in Chastity Cage - Jessica Bloom
2.8K
100%
Day 11 in Chastity: Sissy having Pubic Hair, Cleaning my Cage on Shower and Pissing on my own Feet 12:15
Day 11 in Chastity: Sissy having Pubic Hair, Cleaning my Cage on Shower and Pissin...
9.4K
72%
Femboy, dressed as a pirate, taking on huge dildo and massive cum after 11 days in chastity 7:59
Femboy, dressed as a pirate, taking on huge dildo and massive cum after 11 days in...
8.2K
92%
Cute sissy in pink maid dress plays and cums on 50 cm butplug in chastity 15:05
Cute sissy in pink maid dress plays and cums on 50 cm butplug in chastity
8.0K
77%
sissy cumming straight outta chastity with base ring still on ball squeeze 21:07
sissy cumming straight outta chastity with base ring still on ball squeeze
1.6K
66%
Lizzy Yum August 2022 #1 Chastity Vagina Tits prisoner of love and chore 28:47
Lizzy Yum August 2022 #1 Chastity Vagina Tits prisoner of love and chore
1.3K
100%
hawt cd millie cums hands free in chastity whilst riding sex tool 0:55
hawt cd millie cums hands free in chastity whilst riding sex tool
2.1K
100%
Sissy Maid Spanked and Whipped in Chastity Bondage 5:25
Sissy Maid Spanked and Whipped in Chastity Bondage
4.7K
80%
Pathetic Beta Sissy Obeys Alpha Men on Chaturbate & ruins orgasm after taking chastity off 52:43
Pathetic Beta Sissy Obeys Alpha Men on Chaturbate & ruins orgasm after taking chas...
5.3K
100%
Chastised Shemale Loves Taking Dick 8:23
Chastised Shemale Loves Taking Dick
1.2K
0%
Chastity T-Girl goes wet, Claire Tenebrarum, 5on1, Anal Fisting, DAP, Gapes, Pee , Swallow BTG063 1:33
Chastity T-Girl goes wet, Claire Tenebrarum, 5on1, Anal Fisting, DAP, Gapes, Pee ,...
8.2K
76%
Alpha male fucking sissy bareback, cums inside and she starts masturbating like a girl in chastity 14:40
Alpha male fucking sissy bareback, cums inside and she starts masturbating like a ...
4.5K
50%
Sexy trans Jade in pink outfit and chastity cage riding dildo and vibrator until she cums 12:41
Sexy trans Jade in pink outfit and chastity cage riding dildo and vibrator until s...
1.8K
100%
Trans Girl in Chastity Lactates Milk From Her Boobs 0:30
Trans Girl in Chastity Lactates Milk From Her Boobs
414
100%
Sissy jayci goes out in chastity again 4:25
Sissy jayci goes out in chastity again
647
100%
sissy maid self bondage spiked chastity cage 8:03
sissy maid self bondage spiked chastity cage
2.6K
100%
ossan anal play diary 10 chastity cage & Oily & gaping anal 9:35
ossan anal play diary 10 chastity cage & Oily & gaping anal
3.7K
85%
Sissy Tammy fucks sex machine while in chastity. 9:39
Sissy Tammy fucks sex machine while in chastity.
3.4K
100%
Fat Sissy light ball torture and wax play in chastity 3:02
Fat Sissy light ball torture and wax play in chastity
512
0%
Chastity Sandy Fucked Hard 11:46
Chastity Sandy Fucked Hard
5.2K
82%
Trans porn, seductive cdStefanie in stockings teasing riding dildo,sissy cock in chastity firstime,cum hands free, cock sounding 4:29
Trans porn, seductive cdStefanie in stockings teasing riding dildo,sissy cock in c...
3.1K
87%
Sissy femboy in chastity taking big dildos in her ass and trying and sissygasm 19:06
Sissy femboy in chastity taking big dildos in her ass and trying and sissygasm
10K
85%
SisK CD in purple EP3 her sissy clity is released from a super tiny chastity cage 8:17
SisK CD in purple EP3 her sissy clity is released from a super tiny chastity cage
5.4K
91%
Jackie Israeli sissy plays with herself 10:14
Jackie Israeli sissy plays with herself
906
100%
Sissy warmin up his Ass! Big Plugs an Chastitycage 10:23
Sissy warmin up his Ass! Big Plugs an Chastitycage
856
100%
the slut leather shemale is a sissy 8:12
the slut leather shemale is a sissy
4.2K
72%
CD in Pink Corset and chastity, nipple clamps,spanking, sucking, playing and teasing 37:50
CD in Pink Corset and chastity, nipple clamps,spanking, sucking, playing and teasing
2.9K
87%
Sissy Maids Self Bondage Sensory Deprived 35:39
Sissy Maids Self Bondage Sensory Deprived
836
0%
Sissy Maid Self Bondage-Cuffed to Bed 26:42
Sissy Maid Self Bondage-Cuffed to Bed
3.6K
66%
This Sissy whore is truly beyond return 9:59
This Sissy whore is truly beyond return
2.6K
83%
SISSY MONIQUE - Out of order 1:58
SISSY MONIQUE - Out of order
118
0%
Putting cage on my penis a huge Urethral Sounding 18:26
Putting cage on my penis a huge Urethral Sounding
4.0K
80%
Sissy Maid in Self Bondage Armbinder Hogtie 19:09
Sissy Maid in Self Bondage Armbinder Hogtie
4.4K
100%
SISSY MONIQUE - Sektempfang 4:06
SISSY MONIQUE - Sektempfang
208
0%
Sissy Lucy being locked in metal Chastity for Locktober 19:00
Sissy Lucy being locked in metal Chastity for Locktober
10K
72%
Waiting for Mistress in Self Bondage - Sissy Maid 20:27
Waiting for Mistress in Self Bondage - Sissy Maid
2.5K
66%
Chastity Sissys Desperate Dildo Training Captivating Caption Story 9:27
Chastity Sissys Desperate Dildo Training Captivating Caption Story
207
0%
The only way a sissy is allowed to have sex with a woman 7:07
The only way a sissy is allowed to have sex with a woman
306
0%
Ladyboy Sissy Try Fisting for First Time 6:27
Ladyboy Sissy Try Fisting for First Time
1.1K
100%
TESS VALOR 19:21
TESS VALOR
651
0%
Sissy Candy's Dildo Post Compilation! 9:24
Sissy Candy's Dildo Post Compilation!
911
50%
Cindy take 18 inch dildo all the way in chastity 12:05
Cindy take 18 inch dildo all the way in chastity
5.4K
88%
Sissy taniax ride huge black dildo in the hallway 5:19
Sissy taniax ride huge black dildo in the hallway
1.0K
0%
Sissy Gets Locked Onto Her Dildo Stand Again with a Huge BBC 8:12
Sissy Gets Locked Onto Her Dildo Stand Again with a Huge BBC
1.2K
50%
Sissy Trap fucks her boipussy with a big dildo 5:20
Sissy Trap fucks her boipussy with a big dildo
1.2K
80%
Tiffany Kitten the sexy blonde sissy crossdresser babe shows her gorgeous body and fucks her BBC dildo 14:42
Tiffany Kitten the sexy blonde sissy crossdresser babe shows her gorgeous body and...
4.1K
75%
Transgender Slut Lilith Eclipse Fisting Herself and Playing With Her Asshole in a tiny Chastity Cage and Dark Pantyhose 10:12
Transgender Slut Lilith Eclipse Fisting Herself and Playing With Her Asshole in a ...
5.3K
77%

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