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Most Relevant
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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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...
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Locked up unicorn in chastity performs for mistress 1:51
Locked up unicorn in chastity performs for mistress
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Tight manhole filled with Chastity Michaels shecock 6:12
Tight manhole filled with Chastity Michaels shecock
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A Sissys Life In Chastity - Warning Addictive (Male) 10:23
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Kittycatskull plays with Knot Anlatoy in chastity Latex Femboy Anal Toy 8:10
Kittycatskull plays with Knot Anlatoy in chastity Latex Femboy Anal Toy
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Astrid Apathy Night Time Public Display in Chastity 23:12
Astrid Apathy Night Time Public Display in Chastity
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Sissy Baby Doll, Chastity, Fills Hole and is Humiliated 16:00
Sissy Baby Doll, Chastity, Fills Hole and is Humiliated
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Sissy in Chastity playing and cums hard. 12:40
Sissy in Chastity playing and cums hard.
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Erika Oak Squirts In Chastity 21:16
Erika Oak Squirts In Chastity
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Crossdresser in chastity and his daily dildo challenge 8:42
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Sasha's Dollhouse - Christmas Chastity and Dildo Ass Play 8:44
Sasha's Dollhouse - Christmas Chastity and Dildo Ass Play
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Sissy chastity training with big black dildo 9:18
Sissy chastity training with big black dildo
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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
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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
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Dawn Rides Black Destroyer in Flat Plate Chastity 8:49
Dawn Rides Black Destroyer in Flat Plate Chastity
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Theresa Si training her bubble butt this time her ass plugged n clit locked, with a big steel plug and in chastity part2 15:28
Theresa Si training her bubble butt this time her ass plugged n clit locked, with ...
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I'm Too Big For My Chastity Cage 7:26
I'm Too Big For My Chastity Cage
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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
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Femboy in Chastity Solo 10:09
Femboy in Chastity Solo
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cd millie banging in chastity pov 3:02
cd millie banging in chastity pov
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Sissy Clitty Chastity Training 10:14
Sissy Clitty Chastity Training
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Femboy in chastity sissygasm with dildo in her ass 9:33
Femboy in chastity sissygasm with dildo in her ass
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Machine pumping in chastity cage 8:08
Machine pumping in chastity cage
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Sissy Bitch Rides Sex-Toy In Chastity 11:37
Sissy Bitch Rides Sex-Toy In Chastity
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Sissy joanna training in chastity 3:06
Sissy joanna training in chastity
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Riding Her Dildo In Chastity Cage 10:15
Riding Her Dildo In Chastity Cage
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Crossdresser Nun Astrid Apathy Sissygasms in Chastity 11:06
Crossdresser Nun Astrid Apathy Sissygasms in Chastity
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Sissy get Ass Dildoed and Cum Handsfree in Chastity Cage 6:20
Sissy get Ass Dildoed and Cum Handsfree in Chastity Cage
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Trans has sissygasm locked in chastity belt. 8:28
Trans has sissygasm locked in chastity belt.
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Sissy in chastity pounding creampie fuckmachine 15:16
Sissy in chastity pounding creampie fuckmachine
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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
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Crossdressing School Girl Putting on Chastity 8:29
Crossdressing School Girl Putting on Chastity
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Pee tasting and chastity masturbation of a kinky latexdoll 15:29
Pee tasting and chastity masturbation of a kinky latexdoll
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Sissy in chastity performs as a slut on Chaturbate 26:26
Sissy in chastity performs as a slut on Chaturbate
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Sissy in Corset Rub Herself with Dildo and Rabbit, then Cum in Chastity 21:37
Sissy in Corset Rub Herself with Dildo and Rabbit, then Cum in Chastity
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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
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Sissy whore in chastity playing with sex tool 17:10
Sissy whore in chastity playing with sex tool
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Cumshot on Trans Woman in Bondage and Chastity 0:25
Cumshot on Trans Woman in Bondage and Chastity
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Ride on dlido in Chastity 2:23
Ride on dlido in Chastity
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Kymmy Receives to Cum after 10 Days in Chastity at the Sissy Institute! 18:21
Kymmy Receives to Cum after 10 Days in Chastity at the Sissy Institute!
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Sissy Femboy Teases his Penis in Chastity with Vibrator 2:05
Sissy Femboy Teases his Penis in Chastity with Vibrator
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teasing trans chastity slave during locktober part 1 10:53
teasing trans chastity slave during locktober part 1
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Chastity Femboy Rides a Dildo After Week of Denial 8:56
Chastity Femboy Rides a Dildo After Week of Denial
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Cynthia shemale chastity fuck suck and dildo 15:24
Cynthia shemale chastity fuck suck and dildo
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milking myself in chastity multiple times with a nice little plug 7:41
milking myself in chastity multiple times with a nice little plug
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Sissy slut Lori shows off her ass and chastity cage 8:47
Sissy slut Lori shows off her ass and chastity cage
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I discovered my sissy g spot - hands free cum in chastity 12:50
I discovered my sissy g spot - hands free cum in chastity
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Cumshot on Trans Woman's Face in Bondage and Chastity 0:15
Cumshot on Trans Woman's Face in Bondage and Chastity
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sissy nurse in chastity cage rides cock 6:09
sissy nurse in chastity cage rides cock
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Sissy Girl Locked in Chastity and Playing with Her Dildos 4:52
Sissy Girl Locked in Chastity and Playing with Her Dildos
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Dumb bimbo sissy copulates massive sex tool in chastity 15:09
Dumb bimbo sissy copulates massive sex tool in chastity
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Trans Girl Puts on Chastity Cage and Plays with Big Toys! 24:33
Trans Girl Puts on Chastity Cage and Plays with Big Toys!
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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
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Crossdresser in anime schoolgirl outfit comes hands free in chastity 10:02
Crossdresser in anime schoolgirl outfit comes hands free in chastity
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Sissy Mara Jade's Sissygasms! (Entire Chastity Compilation!) 10:08
Sissy Mara Jade's Sissygasms! (Entire Chastity Compilation!)
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Gorgeous Shemale Fingering Herself in Chastity 20:21
Gorgeous Shemale Fingering Herself in Chastity
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training her ass for big thick cocks 27:42
training her ass for big thick cocks
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sissy in chastity pounds pussy hard until she makes cummies 20:39
sissy in chastity pounds pussy hard until she makes cummies
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out of chastity birthday present sissy copulates sexdoll in each aperture 47:11
out of chastity birthday present sissy copulates sexdoll in each aperture
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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
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Rainbow Femboy in a Chastity Cage and Shiny Leotard Rides a BBC Dildo 5:24
Rainbow Femboy in a Chastity Cage and Shiny Leotard Rides a BBC Dildo
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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
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Sissy Maids Bed Bondage 20:49
Sissy Maids Bed Bondage
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Selfbondage latex - Chastity, nose mask p2 26:00
Selfbondage latex - Chastity, nose mask p2
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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.
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Lizzy Yum August 2022 #8 SEX MACHINES, EROTIC ELECTRICITY & BSDM-CHASTITY 32:11
Lizzy Yum August 2022 #8 SEX MACHINES, EROTIC ELECTRICITY & BSDM-CHASTITY
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Sissy in chastity stretching on massive dick head fake penis 6:12
Sissy in chastity stretching on massive dick head fake penis
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Chastity Sissy Slut Anal Orgasm Encouragement - Jessica Bloom 10:37
Chastity Sissy Slut Anal Orgasm Encouragement - Jessica Bloom
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Sissy Guide - How to Anal Orgasm in Chastity Cage - Jessica Bloom 6:15
Sissy Guide - How to Anal Orgasm in Chastity Cage - Jessica Bloom
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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...
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Sissy Piggy fuck her hole and ride her dildo while in chastity 10:04
Sissy Piggy fuck her hole and ride her dildo while in chastity
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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
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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
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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 ,...
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Sissys Balls Busted By BBC 0:58
Sissys Balls Busted By BBC
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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
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Little sissy in chastity walking in public 2:24
Little sissy in chastity walking in public
7.2K
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Trans Girl in Chastity Lactates Milk From Her Boobs 0:30
Trans Girl in Chastity Lactates Milk From Her Boobs
414
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Sissy jayci goes out in chastity again 4:25
Sissy jayci goes out in chastity again
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Sissy Maid Hogtied in Armbinder during the time that in Metallic Chastity Strap, Gagged 22:10
Sissy Maid Hogtied in Armbinder during the time that in Metallic Chastity Strap, G...
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Jackie Israeli touching herself 8:07
Jackie Israeli touching herself
384
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Erika Oak Cums In Chastity From Her Vibrator 8:14
Erika Oak Cums In Chastity From Her Vibrator
2.2K
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Self Slavery in PVC Catsuit,Boots, Brassiere and Pants locked in chastity gagged 25:47
Self Slavery in PVC Catsuit,Boots, Brassiere and Pants locked in chastity gagged
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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.
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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
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Me riding my biggest african marital-device! 12:40
Me riding my biggest african marital-device!
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Passable Sissy Deanna loves anal 1:09
Passable Sissy Deanna loves anal
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chubby chastity slut gets to vibe 2:05
chubby chastity slut gets to vibe
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Sissy Maids Self Bondage Enema 15:20
Sissy Maids Self Bondage Enema
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Skinny sissy crossdresser with butt plug, chastity belt, armbinder and gag 11:45
Skinny sissy crossdresser with butt plug, chastity belt, armbinder and gag
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Pain and pleasure, chastity and lust, Part 2 1:15:02
Pain and pleasure, chastity and lust, Part 2
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Cindy fucks toys hard in red 9:08
Cindy fucks toys hard in red
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Petra anal stretching 47:57
Petra anal stretching
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Sissy Maid Strappado Self Bondage 12:29
Sissy Maid Strappado Self Bondage
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Jackie Israeli sissy plays with herself 10:14
Jackie Israeli sissy plays with herself
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chastity life 7:46
chastity life
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drinking all my cum in Chasity hands free cum 9:58
drinking all my cum in Chasity hands free cum
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Sissy Maid Self Bondage Armbinder Hogtied 46:39
Sissy Maid Self Bondage Armbinder Hogtied
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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
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Sissy Maids Self Bondage Sensory Deprived 35:39
Sissy Maids Self Bondage Sensory Deprived
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This Sissy whore is truly beyond return 9:59
This Sissy whore is truly beyond return
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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
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Sissy Maid in Self Bondage Armbinder Hogtie 19:09
Sissy Maid in Self Bondage Armbinder Hogtie
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SISSY MONIQUE - Sektempfang 4:06
SISSY MONIQUE - Sektempfang
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Sissy Lucy being locked in metal Chastity for Locktober 19:00
Sissy Lucy being locked in metal Chastity for Locktober
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This Is How You Train Your Sissy Pussy (Riding Compilation) 11:34
This Is How You Train Your Sissy Pussy (Riding Compilation)
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Waiting for Mistress in Self Bondage - Sissy Maid 20:27
Waiting for Mistress in Self Bondage - Sissy Maid
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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
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Ladyboy Sissy Try Fisting for First Time 6:27
Ladyboy Sissy Try Fisting for First Time
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TESS VALOR 19:21
TESS VALOR
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Toothpaste torture on cock 8:11
Toothpaste torture on cock
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Sissy locked in chastity taking Mr. Hankey Tubesteak 0:50
Sissy locked in chastity taking Mr. Hankey Tubesteak
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Mike Ass Fucks Sissy Charlotte While She is Locked in EStim Chastity Cage 16:07
Mike Ass Fucks Sissy Charlotte While She is Locked in EStim Chastity Cage
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Sissy Maid Self Bondage Armbinder, Anklecuffs in Balletboots 28:20
Sissy Maid Self Bondage Armbinder, Anklecuffs in Balletboots
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Sissy Elizabeth Liones Spanks Herself 5:15
Sissy Elizabeth Liones Spanks Herself
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Sissy taniax ride huge black dildo in the hallway 5:19
Sissy taniax ride huge black dildo in the hallway
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Sissy taniax,Riding 8 inches dildo,PART II 5:44
Sissy taniax,Riding 8 inches dildo,PART II
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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
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Epic Iconic Sissy Anal Training 15:12
Epic Iconic Sissy Anal Training
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