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Most Relevant
CD and GG outdoors with toys 7:03
CD and GG outdoors with toys
8.9K
97%
Sissy Francesca anal play in chastity 14:26
Sissy Francesca anal play in chastity
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Watch Sammi Smith, Chastity & Chastity's friend get locked up and fucked hard in this BBC Backshots video 11:47
Watch Sammi Smith, Chastity & Chastity's friend get locked up and fucked hard in t...
79
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Sabrina Skye anal bouncing compilation. She fills her hole while locked up in chastity. 4:08
Sabrina Skye anal bouncing compilation. She fills her hole while locked up in chas...
4.0K
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Chastity estim cum for cute sissy 21:26
Chastity estim cum for cute sissy
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A Sissys Life In Chastity - Warning Addictive (Male) 10:23
A Sissys Life In Chastity - Warning Addictive (Male)
29K
76%
Kittycatskull plays with Knot Anlatoy in chastity Latex Femboy Anal Toy 8:10
Kittycatskull plays with Knot Anlatoy in chastity Latex Femboy Anal Toy
5.6K
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Trans Girl Lactating Her Milky Tits While in Chastity + Anal Toying 2:19
Trans Girl Lactating Her Milky Tits While in Chastity + Anal Toying
589
100%
Astrid Apathy Night Time Public Display in Chastity 23:12
Astrid Apathy Night Time Public Display in Chastity
5.1K
73%
Guys and she-males sucking each other outdoors 8:12
Guys and she-males sucking each other outdoors
581
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COSPLAY CHASTITY CAGE WALKING BY SISSYKAT 2:43
COSPLAY CHASTITY CAGE WALKING BY SISSYKAT
3.6K
81%
2 Guys fucking amateur sissy outdoors part 2 31:01
2 Guys fucking amateur sissy outdoors part 2
7.0K
81%
Amateur Crossdresser Kellycd2022 sexy milf 100th video masturbating outdoors in stockings and heels big cumshot sissy 16:41
Amateur Crossdresser Kellycd2022 sexy milf 100th video masturbating outdoors in st...
1.7K
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White Dirty Sissy Slut Fuck by Huge BBC Dildo penetrated while Locked in Chastity 4:11
White Dirty Sissy Slut Fuck by Huge BBC Dildo penetrated while Locked in Chastity
1.9K
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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
85%
Dude and she-male fucking each other outdoors 21:51
Dude and she-male fucking each other outdoors
2.3K
100%
Shemale domina fucks guy outdoors 16:35
Shemale domina fucks guy outdoors
2.9K
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Transsexual teen gangbanged outdoors 6:20
Transsexual teen gangbanged outdoors
1.6K
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Brabie Tranny get Fucked Bareback Outdoors 5:25
Brabie Tranny get Fucked Bareback Outdoors
8.7K
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Blond she-male riding cock outdoors 27:06
Blond she-male riding cock outdoors
1.8K
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Sissy outdoors pissing and jizz flow two 10:17
Sissy outdoors pissing and jizz flow two
2.9K
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shemale sissy sounding lingerie outdoors 5 4:25
shemale sissy sounding lingerie outdoors 5
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shemale sissy sounding lingerie outdoors 6 8:05
shemale sissy sounding lingerie outdoors 6
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TGirl Lucy in Chastity is fucked by 10 inch BBC at SheWorld 12:24
TGirl Lucy in Chastity is fucked by 10 inch BBC at SheWorld
12K
80%
Shemale loves to lick cum off this horny dude outdoors 24:52
Shemale loves to lick cum off this horny dude outdoors
2.8K
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Annarios: Rather amateur outdoor stripper 8:59
Annarios: Rather amateur outdoor stripper
1.8K
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Mostly cocksucking traps shemales and outdoors parties Compilation 23:41
Mostly cocksucking traps shemales and outdoors parties Compilation
521
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sissy life in chastity 10:23
sissy life in chastity
34K
72%
Mostly Cocksucking Teenager Traps Shemales and Outdoors Parties Compilation 23:41
Mostly Cocksucking Teenager Traps Shemales and Outdoors Parties Compilation
12K
65%
Amateur Crossdresser Kellycd2022 sexy milf masturbating and peeing in her panties stockings and heels outdoors 5:25
Amateur Crossdresser Kellycd2022 sexy milf masturbating and peeing in her panties ...
2.4K
90%
Non-Professional Crossdresser Kellycd2022 hawt mother i'd like to fuck masturbating outdoors on the driveway sissy jizz flow public hose heels 7:13
Non-Professional Crossdresser Kellycd2022 hawt mother i'd like to fuck masturbatin...
7.9K
57%
Soundling a locked Sissy Clit in chastity through Urethral Plug 13:35
Soundling a locked Sissy Clit in chastity through Urethral Plug
4.2K
80%
Chinese Tranny Jerking herself Off Outdoors 22:37
Chinese Tranny Jerking herself Off Outdoors
8.6K
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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%
Horny stud fucks sexy babe hard outdoors after getting his dick sucked 18:03
Horny stud fucks sexy babe hard outdoors after getting his dick sucked
3.9K
81%
Davine toying deep in Latex and Chastity 16:42
Davine toying deep in Latex and Chastity
1.7K
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Latina tranny jessica gets her balls pounded outdoors after 36:15
Latina tranny jessica gets her balls pounded outdoors after
2.8K
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
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CD Strips Outdoors 3:36
CD Strips Outdoors
2.0K
66%
Teenager and traps prostitution and parties compilation 18:08
Teenager and traps prostitution and parties compilation
6.0K
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I'm Too Big For My Chastity Cage 7:26
I'm Too Big For My Chastity Cage
3.7K
40%
chastity and permission to cum 24:41
chastity and permission to cum
1.1K
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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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Anal ecstasy in chastity 21:48
Anal ecstasy in chastity
1.0K
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Violet Chastity Teaser 10:51
Violet Chastity Teaser
1.6K
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Ride on Big Dildo and Tease Chastity 1:07
Ride on Big Dildo and Tease Chastity
2.6K
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Princess in Chastity Slobbers all over Dildo 9:24
Princess in Chastity Slobbers all over Dildo
3.1K
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Permanent chastity sissy destroyed by 10"s 12:22
Permanent chastity sissy destroyed by 10"s
1.5K
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Sissy Bitch Rides Sex-Toy In Chastity 11:37
Sissy Bitch Rides Sex-Toy In Chastity
2.4K
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Sissy joanna training in chastity 3:06
Sissy joanna training in chastity
6.0K
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Guy Jerks Off with Trans Woman in Chastity 17:06
Guy Jerks Off with Trans Woman in Chastity
481
100%
Tranny in Red Lingerie Playing Outdoors 3:57
Tranny in Red Lingerie Playing Outdoors
3.0K
75%
Crossdresser kellycd2022 in pink playsuit and fishnets 21:01
Crossdresser kellycd2022 in pink playsuit and fishnets
1.5K
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Kymmy has 1st Sissygasam in Chastity Ever! BIGGEST EJACULATION 18:06
Kymmy has 1st Sissygasam in Chastity Ever! BIGGEST EJACULATION
27K
78%
Trans has sissygasm locked in chastity belt. 8:28
Trans has sissygasm locked in chastity belt.
13K
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Sissy Oksana is closed in chastity and wants to have an anal 15:39
Sissy Oksana is closed in chastity and wants to have an anal
2.1K
100%
Sissy in chastity performs as a slut on Chaturbate 26:26
Sissy in chastity performs as a slut on Chaturbate
2.9K
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sissy slave anal fuck chastity 666 5:25
sissy slave anal fuck chastity 666
2.3K
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Sissy in G-String and Chastity Fucked Hard 12:35
Sissy in G-String and Chastity Fucked Hard
25K
80%
TS Webcam Anal (Multiple Orgasms in chastity) 12:23
TS Webcam Anal (Multiple Orgasms in chastity)
1.3K
100%
Trans anal fisting and prolapse in chastity 10:15
Trans anal fisting and prolapse in chastity
2.4K
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Cute femboy locked in chastity have sissygasm 11:25
Cute femboy locked in chastity have sissygasm
3.0K
100%
misr4 - chastity cage fuck machine 8:55
misr4 - chastity cage fuck machine
283
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Chastity Sissy River Enza Worship Feet 16:31
Chastity Sissy River Enza Worship Feet
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70%
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%
Chastity Femboy Rides a Dildo After Week of Denial 8:56
Chastity Femboy Rides a Dildo After Week of Denial
4.0K
80%
Cynthia shemale chastity fuck suck and dildo 15:24
Cynthia shemale chastity fuck suck and dildo
2.7K
75%
Toilet Pee Sissy Faggot Wetting Pants Chastity 2:41
Toilet Pee Sissy Faggot Wetting Pants Chastity
1.5K
50%
Dumb bimbo sissy copulates massive sex tool in chastity 15:09
Dumb bimbo sissy copulates massive sex tool in chastity
6.8K
85%
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%
tranny sissy anal chastity cage orgasm squirts 14:09
tranny sissy anal chastity cage orgasm squirts
5.0K
75%
Gorgeous Shemale Fingering Herself in Chastity 20:21
Gorgeous Shemale Fingering Herself in Chastity
2.2K
33%
Challange: cum in 5m from pillow humping, if fail spend the rest of the day in chastity 8:30
Challange: cum in 5m from pillow humping, if fail spend the rest of the day in cha...
1.7K
100%
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%
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 in chastity getting her arsehole whipped previous to getting anally barebacked 16:57
Sissy in chastity getting her arsehole whipped previous to getting anally barebacked
1.6K
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%
Young BBC cums all over locked Chastity while Sammi Smith watches and gets off 12:03
Young BBC cums all over locked Chastity while Sammi Smith watches and gets off
49
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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%
Sissy Maids Bed Bondage 20:49
Sissy Maids Bed Bondage
7.2K
100%
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%
Sissy Chastity Slave Teased and Humiliated by Mistress, Denied and Locked in the Vice 12:29
Sissy Chastity Slave Teased and Humiliated by Mistress, Denied and Locked in the Vice
36K
86%
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%
kelly cd wanking outdoors in the garden in purple see thru 13:14
kelly cd wanking outdoors in the garden in purple see thru
3.4K
83%
Sissy Crossdresser Lucy Fucked by 10 Inch Ebony BBC whilst in Chastity at She-World Sex Club 12:27
Sissy Crossdresser Lucy Fucked by 10 Inch Ebony BBC whilst in Chastity at She-Worl...
94K
89%
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%
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%
Multiply SHEMALE CHASTITY SISSYGASM W/O Ejaculation - Anal Sex Machine Orgasm - Model Veronica Taboo 9:52
Multiply SHEMALE CHASTITY SISSYGASM W/O Ejaculation - Anal Sex Machine Orgasm - Mo...
10K
87%
cute sissy femboy stretches ass with alien dildo, inserts big tunnel plug and cums in chastity 8:17
cute sissy femboy stretches ass with alien dildo, inserts big tunnel plug and cums...
25K
84%
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%
SHEMALE - Shemale Love #14 1:26:16
SHEMALE - Shemale Love #14
3.3K
100%
Trans boy Alexander almost gets caught outdoors 2:52
Trans boy Alexander almost gets caught outdoors
1.1K
100%
Trans Girl in Chastity Lactates Milk From Her Boobs 0:30
Trans Girl in Chastity Lactates Milk From Her Boobs
414
100%
Cute pink haired trans woman masturbating in chastity 16:51
Cute pink haired trans woman masturbating in chastity
2.7K
50%
SHEMALE - Shemale Heaven #6 1:24:27
SHEMALE - Shemale Heaven #6
5.7K
71%
Crossdresser squirting milk, toying ass and masturbating out 9:37
Crossdresser squirting milk, toying ass and masturbating out
2.0K
100%
Sexy Slut Outdoor Pissing Fitness 18:10
Sexy Slut Outdoor Pissing Fitness
1.9K
83%
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%
Redhead shemale Huge cum in chastity 2:15
Redhead shemale Huge cum in chastity
2.2K
100%
Sissy's Beautiful Ass Fucked Hard ! 1:08
Sissy's Beautiful Ass Fucked Hard !
2.3K
83%
Passable Sissy Deanna loves anal 1:09
Passable Sissy Deanna loves anal
1.7K
100%
Sexy Slut Outdoor Bottomless Fitness At The Park 9:48
Sexy Slut Outdoor Bottomless Fitness At The Park
712
100%
Shemale Lovers! Latina tranny Jessica gets buggered outdoors 36:15
Shemale Lovers! Latina tranny Jessica gets buggered outdoors
3.2K
100%
Fetish dresser babe gurl Andreina 6:06
Fetish dresser babe gurl Andreina
1.5K
66%
sissy's self bondage suspension 17:48
sissy's self bondage suspension
3.8K
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the slut leather shemale is a sissy 8:12
the slut leather shemale is a sissy
4.2K
72%
SISSY MONIQUE - Out of order 1:58
SISSY MONIQUE - Out of order
118
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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
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Pale little crossdresser rubs her clit in chastity and cums 8:32
Pale little crossdresser rubs her clit in chastity and cums
2.3K
100%
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
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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
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Sissy Sophie trains her hole against the wall 7:11
Sissy Sophie trains her hole against the wall
1.6K
100%
Ladyboy Sissy Try Fisting for First Time 6:27
Ladyboy Sissy Try Fisting for First Time
1.1K
100%
Sissy Mara Jade's Entire Chastity Sissygasm Compilation! 10:08
Sissy Mara Jade's Entire Chastity Sissygasm Compilation!
7.4K
100%
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%
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%
Mistress Sucks off Sissy Jessica Bloom And Spits Cum into Her Own Mouth 7:15
Mistress Sucks off Sissy Jessica Bloom And Spits Cum into Her Own Mouth
1.9K
60%

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