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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
4.8K
100%
Sissy Joslin as Ladybird Fucks Big Dildo Anal in Chastity 7:07
Sissy Joslin as Ladybird Fucks Big Dildo Anal in Chastity
1.7K
100%
Dildo ride in chastity sissygasm 10:44
Dildo ride in chastity sissygasm
2.7K
83%
Multiple Prostate Orgasms in Chastity Jessica Bloom Sissy Milking 11:04
Multiple Prostate Orgasms in Chastity Jessica Bloom Sissy Milking
5.8K
86%
Astrid Apathy Night Time Public Display in Chastity 23:12
Astrid Apathy Night Time Public Display in Chastity
5.1K
73%
Foot Worship & Trampling Cumshot Sissy Licks Cum of Mistress's Feet 5:35
Foot Worship & Trampling Cumshot Sissy Licks Cum of Mistress's Feet
1.3K
100%
Sarina takes BBC in Perfect Total Sub Form 5:39
Sarina takes BBC in Perfect Total Sub Form
12K
83%
Sasha's Dollhouse - Christmas Chastity and Dildo Ass Play 8:44
Sasha's Dollhouse - Christmas Chastity and Dildo Ass Play
2.7K
100%
Armbinder tied to Chastity Cage Sissy Maid Self Bondage 47:08
Armbinder tied to Chastity Cage Sissy Maid Self Bondage
4.9K
85%
Ilandis in a chastity thong has joy with her backdoor, masturbates with an artificial penis 11:07
Ilandis in a chastity thong has joy with her backdoor, masturbates with an artific...
1.2K
100%
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%
Ilandis in a chastity thong and nylons has enjoyment with his butthole, copulates himself with an artificial dick 9:22
Ilandis in a chastity thong and nylons has enjoyment with his butthole, copulates ...
2.1K
100%
Dawn Rides Black Destroyer in Flat Plate Chastity 8:49
Dawn Rides Black Destroyer in Flat Plate Chastity
1.6K
0%
Davine toying deep in Latex and Chastity 16:42
Davine toying deep in Latex and Chastity
1.7K
100%
Latex sissy maid Candy fucked by a fucking machine in chastity while playing with her dildos 11:17
Latex sissy maid Candy fucked by a fucking machine in chastity while playing with ...
1.1K
100%
Japanese shemale schoolgirls pegging anal fuck 7:19
Japanese shemale schoolgirls pegging anal fuck
3.7K
92%
Chastity Ding-Dong 9:25
Chastity Ding-Dong
4.5K
100%
Sissy chastity (part 1) 9:28
Sissy chastity (part 1)
3.4K
77%
cd millie banging in chastity pov 3:02
cd millie banging in chastity pov
549
100%
Princess in Chastity Slobbers all over Dildo 9:24
Princess in Chastity Slobbers all over Dildo
3.1K
80%
Machine pumping in chastity cage 8:08
Machine pumping in chastity cage
2.5K
100%
Guy Jerks Off with Trans Woman in Chastity 17:06
Guy Jerks Off with Trans Woman in Chastity
481
100%
Sissy fucked hard while in chastity 6:00
Sissy fucked hard while in chastity
379
100%
BBC and Horse Sex-Toy inside a Loose Femboy in Chastity 14:20
BBC and Horse Sex-Toy inside a Loose Femboy in Chastity
4.6K
100%
Crossdresser Nun Astrid Apathy Sissygasms in Chastity 11:06
Crossdresser Nun Astrid Apathy Sissygasms in Chastity
5.3K
100%
Lady-Man CHASTITY Lock Wang Tranny 9:17
Lady-Man CHASTITY Lock Wang Tranny
4.1K
100%
Sissy get Ass Dildoed and Cum Handsfree in Chastity Cage 6:20
Sissy get Ass Dildoed and Cum Handsfree in Chastity Cage
5.1K
66%
Goddess in chastity fists her perfect ass to orgasm 8:49
Goddess in chastity fists her perfect ass to orgasm
9.9K
92%
Crossdressing School Girl Putting on Chastity 8:29
Crossdressing School Girl Putting on Chastity
2.9K
66%
Pee tasting and chastity masturbation of a kinky latexdoll 15:29
Pee tasting and chastity masturbation of a kinky latexdoll
2.2K
100%
Crossdresser in Chastity Gets Dressed and Dildo Fucked 20:51
Crossdresser in Chastity Gets Dressed and Dildo Fucked
2.9K
40%
Sissy in chastity performs as a slut on Chaturbate 26:26
Sissy in chastity performs as a slut on Chaturbate
2.9K
93%
Sissy in G-String and Chastity Fucked Hard 12:35
Sissy in G-String and Chastity Fucked Hard
25K
80%
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%
Cumshot on Trans Woman in Bondage and Chastity 0:25
Cumshot on Trans Woman in Bondage and Chastity
334
0%
Ride on dlido in Chastity 2:23
Ride on dlido in Chastity
78
100%
Sissy Lucy being Locked up in Metal Chastity for Locktober 19:03
Sissy Lucy being Locked up in Metal Chastity for Locktober
17K
72%
Sissy maid does dishes with a vibrating plug and chastity 2:05
Sissy maid does dishes with a vibrating plug and chastity
8.5K
75%
teasing trans chastity slave during locktober part 1 10:53
teasing trans chastity slave during locktober part 1
15K
81%
trans girl in chastity plays with dildos and fists herself 16:39
trans girl in chastity plays with dildos and fists herself
4.6K
100%
4 liter painful Enema submission in chastity sissy 11:32
4 liter painful Enema submission in chastity sissy
3.9K
50%
chubby trans sex slave in chastity allowed to peg her mistress 13:53
chubby trans sex slave in chastity allowed to peg her mistress
4.2K
71%
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%
Multiple Prostate Orgasms in Chastity Jessica Bloom the Cum Cow 11:00
Multiple Prostate Orgasms in Chastity Jessica Bloom the Cum Cow
1.7K
100%
Sissy Luxiana in chastity cage and fake penis 25:04
Sissy Luxiana in chastity cage and fake penis
2.9K
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 Girl Locked in Chastity and Playing with Her Dildos 4:52
Sissy Girl Locked in Chastity and Playing with Her Dildos
320
0%
Dumb bimbo sissy copulates massive sex tool in chastity 15:09
Dumb bimbo sissy copulates massive sex tool in chastity
6.8K
85%
Naughty sissy in chastity plays with buttplug and bouncing on dildo 6:22
Naughty sissy in chastity plays with buttplug and bouncing on dildo
2.5K
100%
Gorgeous Shemale Fingering Herself in Chastity 20:21
Gorgeous Shemale Fingering Herself in Chastity
2.2K
33%
Gorgeous Tranny Loves Anal 32:07
Gorgeous Tranny Loves Anal
3.0K
85%
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%
Sissy in red nightie copulates her butt whilst locked in chastity 41:04
Sissy in red nightie copulates her butt whilst locked in chastity
1.9K
100%
POV Femboy sissy unlocks chastity and cums a large load 8:41
POV Femboy sissy unlocks chastity and cums a large load
1.7K
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%
Alexa fucking ass-pussy with large Beowulf in chastity & corset 7:05
Alexa fucking ass-pussy with large Beowulf in chastity & corset
1.2K
100%
Femboy with a very miniature chastity cage gaping gap with a large sextoy and riding it 11:03
Femboy with a very miniature chastity cage gaping gap with a large sextoy and ridi...
11K
84%
Lisa Controls my Electro Stim Chastity Cage and Dildo Fucks my Ass 15:01
Lisa Controls my Electro Stim Chastity Cage and Dildo Fucks my Ass
4.7K
71%
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 Maids Bed Bondage 20:49
Sissy Maids Bed Bondage
7.2K
100%
Latex sissy in chastity fucked by an alien dildo - half version 10:56
Latex sissy in chastity fucked by an alien dildo - half version
3.6K
100%
Lizzy Yum August 2022 #8 SEX MACHINES, EROTIC ELECTRICITY & BSDM-CHASTITY 32:11
Lizzy Yum August 2022 #8 SEX MACHINES, EROTIC ELECTRICITY & BSDM-CHASTITY
653
0%
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%
Chastity Sissy Slut Anal Orgasm Encouragement - Jessica Bloom 10:37
Chastity Sissy Slut Anal Orgasm Encouragement - Jessica Bloom
2.9K
56%
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 training: slut in chastity having fun on huge anal toys, multiple sissygasms 29:58
Sissy training: slut in chastity having fun on huge anal toys, multiple sissygasms
13K
84%
CUMpilation: Chastity Sissygasms, Ruined Orgasms, & Crossdressing Cumshots of a Desperate Sissy 10:19
CUMpilation: Chastity Sissygasms, Ruined Orgasms, & Crossdressing Cumshots of a De...
2.9K
80%
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%
Cuckold AlexSandra eats his own cum 2:06
Cuckold AlexSandra eats his own cum
573
0%
Sissy Maid Spanked and Whipped in Chastity Bondage 5:25
Sissy Maid Spanked and Whipped in Chastity Bondage
4.7K
80%
Fucking Machine Anal Orgasms Chastity Foot Slut Jessica Bloom 10:09
Fucking Machine Anal Orgasms Chastity Foot Slut Jessica Bloom
495
100%
Cute Trans Girl Spends her First Time in Chastity Cage Riding Dragon Dick 14:32
Cute Trans Girl Spends her First Time in Chastity Cage Riding Dragon Dick
8.7K
91%
Sissys Balls Busted By BBC 0:58
Sissys Balls Busted By BBC
1.2K
100%
Self Bondage in PVC Layers, Steel Chastity Belt and Large Dildo Locked 18:33
Self Bondage in PVC Layers, Steel Chastity Belt and Large Dildo Locked
1.4K
100%
Jackie Israeli touching herself 8:07
Jackie Israeli touching herself
384
0%
Trap maid unlock her chastity cage to feed her master a trap milk. 6:41
Trap maid unlock her chastity cage to feed her master a trap milk.
16K
87%
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%
Bored and in chastity for 4 weeks so made a fun compilation 7:33
Bored and in chastity for 4 weeks so made a fun compilation
2.7K
50%
Passable Sissy Deanna loves anal 1:09
Passable Sissy Deanna loves anal
1.7K
100%
Sissy Maids Self Bondage Enema 15:20
Sissy Maids Self Bondage Enema
2.8K
100%
Skinny sissy crossdresser with butt plug, chastity belt, armbinder and gag 11:45
Skinny sissy crossdresser with butt plug, chastity belt, armbinder and gag
18K
81%
Sissy Maid Armbinder Gas Mask Self Bondage in Chastity 14:42
Sissy Maid Armbinder Gas Mask Self Bondage in Chastity
1.8K
100%
Jackie Israeli sissy plays with herself 10:14
Jackie Israeli sissy plays with herself
906
100%
Sissy Maid Chair Self Bondage 16:18
Sissy Maid Chair Self Bondage
2.7K
50%
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%
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%
Sissy twink rubs its locked little dicklet on cam and cums 8:49
Sissy twink rubs its locked little dicklet on cam and cums
2.6K
66%
Fat Sissy playing with her tits and dildo titfuck 3:56
Fat Sissy playing with her tits and dildo titfuck
595
100%
SisK CD in purple EP1 A tiny purple cock cage wearing 11:10
SisK CD in purple EP1 A tiny purple cock cage wearing
5.2K
89%
Straight Jacket Bondage - Sissy Maid 8:54
Straight Jacket Bondage - Sissy Maid
2.5K
50%
Kitsy Me0w. Traditional OTK hand spanking. Sissy transgender with beautiful round ass and thick thighs. 18:52
Kitsy Me0w. Traditional OTK hand spanking. Sissy transgender with beautiful round ...
2.1K
60%
Sissy Lucy being locked in metal Chastity for Locktober 19:00
Sissy Lucy being locked in metal Chastity for Locktober
10K
72%
This Is How You Train Your Sissy Pussy (Riding Compilation) 11:34
This Is How You Train Your Sissy Pussy (Riding Compilation)
6.7K
69%
Waiting for Mistress in Self Bondage - Sissy Maid 20:27
Waiting for Mistress in Self Bondage - Sissy Maid
2.5K
66%
SisK release her penis from chastity device and play with her horny penis after her ass being plugged. 10:38
SisK release her penis from chastity device and play with her horny penis after he...
4.4K
58%
Ladyboy Sissy Try Fisting for First Time 6:27
Ladyboy Sissy Try Fisting for First Time
1.1K
100%
Catsuit-Bodysuit Armbinder Hogtie Self Bondage 27:10
Catsuit-Bodysuit Armbinder Hogtie Self Bondage
2.5K
50%
Sissy Mara Jade's Entire Chastity Sissygasm Compilation! 10:08
Sissy Mara Jade's Entire Chastity Sissygasm Compilation!
7.4K
100%
Sissy locked in chastity taking Mr. Hankey Tubesteak 0:50
Sissy locked in chastity taking Mr. Hankey Tubesteak
2.2K
100%
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%
Premature ejaculation from the penis released from the cage onto Sissy's face 1:13
Premature ejaculation from the penis released from the cage onto Sissy's face
1.4K
0%
Self Bondage Armbinder Hogtie in PVC Catsuit and Lycra Bodysuit with Chastity Belt and Dildo Locked in Place 19:08
Self Bondage Armbinder Hogtie in PVC Catsuit and Lycra Bodysuit with Chastity Belt...
2.8K
66%
Locked Sissy Maid Cleans Window 2:13
Locked Sissy Maid Cleans Window
2.0K
100%
Pegged Crossdresser Anal Anal Fucked with a Big Strapon Dildo 6:39
Pegged Crossdresser Anal Anal Fucked with a Big Strapon Dildo
2.1K
83%
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%
Shemale Mature in chastity playing with dildos and CUM 12:12
Shemale Mature in chastity playing with dildos and CUM
1.1K
50%
Vikki Fucks Her Cute Goth Step Mommy Raw! 6:28
Vikki Fucks Her Cute Goth Step Mommy Raw!
938
100%
Lizzy Yum August 2022 #4 BDSM masturbation orgasm self BDSM straight jacket mermaid leggings 17:15
Lizzy Yum August 2022 #4 BDSM masturbation orgasm self BDSM straight jacket mermai...
3.2K
60%

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