Search results - Sissy Chastity

Total found: 483 videos (page 2)

Chastity teasing and hardcore fucking on a couch8:04
1 years ago AnyGay

Chastity teasing and hardcore fucking on a couch

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Timmy boy in chastity takes rough anal training xxx7:24
3 years ago xHamster

Timmy boy in chastity takes rough anal training xxx

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Sissy trains asspussy with black plug in chastity3:26
3 years ago xHamster

Sissy trains asspussy with black plug in chastity

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Sissy stepbrother getting fucked real deep8:04
10 months ago AnyGay

Sissy stepbrother getting fucked real deep

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Slender twink gets fucked by his neighbor and the wife catches them7:45
1 years ago AnyGay

Slender twink gets fucked by his neighbor and the wife catches them

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Sissy put on chastity and have but plug2:21
3 years ago xHamster

Sissy put on chastity and have but plug

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Sissy in chastity fucked0:36
3 years ago xHamster

Sissy in chastity fucked

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Asian Sissy Femboy Cum in White Socks and Chastity Cage34:29
3 years ago xHamster

Asian Sissy Femboy Cum in White Socks and Chastity Cage

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Sissy Gurl chastity milking useless bitch cock4:38
3 years ago xHamster

Sissy Gurl chastity milking useless bitch cock

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Sissy plays with boi pussy + clitty in a small chastity cage2:55
3 years ago xHamster

Sissy plays with boi pussy + clitty in a small chastity cage

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Selfbondage latex - Chastity, nose mask p116:14
3 years ago xHamster

Selfbondage latex - Chastity, nose mask p1

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Breaking in the new Chastity from mistress4:20
3 years ago xHamster

Breaking in the new Chastity from mistress

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New chastity cage1:17
3 years ago xHamster

New chastity cage

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Wee wee in chastity4:29
3 years ago xHamster

Wee wee in chastity

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Chastity crossdresser masturbation14:11
3 years ago xHamster

Chastity crossdresser masturbation

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Shower and chastity before work6:19
3 years ago xHamster

Shower and chastity before work

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Riding the dildo in chastity0:11
3 years ago xHamster

Riding the dildo in chastity

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Riding the dildo in chastity 20:47
3 years ago xHamster

Riding the dildo in chastity 2

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Ruined orgasm in chastity belt2:18
3 years ago xHamster

Ruined orgasm in chastity belt

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Me as a cheap slut in chastity cage showing my asshol1:04
3 years ago xHamster

Me as a cheap slut in chastity cage showing my asshol

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Riding the dildo in chastity 30:40
3 years ago xHamster

Riding the dildo in chastity 3

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Gay submissive sissy in chastity cage5:48
3 years ago xHamster

Gay submissive sissy in chastity cage

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Sissy in chastity fucking its asshole1:02
3 years ago xHamster

Sissy in chastity fucking its asshole

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Sissy in chastity trying to insert big plug0:30
3 years ago xHamster

Sissy in chastity trying to insert big plug

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Sissy In Chastity does Huge Cum on Tissue3:32
3 years ago xHamster

Sissy In Chastity does Huge Cum on Tissue

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Fucking my tight ass with a dildo in a chastity belt1:22
3 years ago xHamster

Fucking my tight ass with a dildo in a chastity belt

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Chastity slut0:17
3 years ago xHamster

Chastity slut

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Fucking my sissy ass while locked in chastity0:57
3 years ago xHamster

Fucking my sissy ass while locked in chastity

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Filling my sissy ass in crotchless panties and chastity0:42
3 years ago xHamster

Filling my sissy ass in crotchless panties and chastity

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Riding a big dildo in chastity0:29
3 years ago xHamster

Riding a big dildo in chastity

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Cumshot from vibrator in chastity belt1:09
3 years ago xHamster

Cumshot from vibrator in chastity belt

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Watching Sissy Trainer on PP with electro Chastity Cage11:22
3 years ago xHamster

Watching Sissy Trainer on PP with electro Chastity Cage

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Chastity Milking Compilation2:28
3 years ago xHamster

Chastity Milking Compilation

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Adashah uses a bottle cap and Super Glue on his micropenis, making chastity and piss in it2:12
3 years ago xHamster

Adashah uses a bottle cap and Super Glue on his micropenis, making chastity and piss in it

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In chastity riding big black dildo 24cm0:29
3 years ago xHamster

In chastity riding big black dildo 24cm

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SisK lock her cock with transparent chastity device13:38
3 years ago xHamster

SisK lock her cock with transparent chastity device

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small chastity belt and wax on the dick Ilmenau3:24
3 years ago xHamster

Small chastity belt and wax on the dick Ilmenau

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chastity belt mini dick xs german sissy crossdresser trans1:41
3 years ago xHamster

Chastity belt mini dick xs german sissy crossdresser trans

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Open Urethra Chastity Anal Ride4:22
3 years ago xHamster

Open Urethra Chastity Anal Ride

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hardcore chastity cage sounding anal gape training18:43
3 years ago xHamster

Hardcore chastity cage sounding anal gape training

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Challenge: 10min ride in chastity failed.8:03
3 years ago xHamster

Challenge: 10min ride in chastity failed.

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Sissy Pig cock locked in chastity cum hands free2:11
3 years ago xHamster

Sissy Pig cock locked in chastity cum hands free

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First ride in new tiny chastity (nub)8:40
3 years ago xHamster

First ride in new tiny chastity (nub)

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Chastity cage cum1:05
3 years ago xHamster

Chastity cage cum

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Quick fuck in chastity0:42
3 years ago xHamster

Quick fuck in chastity

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Slowly making myself cum from anal while in chastity10:00
3 years ago xHamster

Slowly making myself cum from anal while in chastity

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Sissy slut caresses herself in stockings and a chastity belt1:33
3 years ago xHamster

Sissy slut caresses herself in stockings and a chastity belt

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Sissy Denver in chastity, training her butt pussy5:42
3 years ago xHamster

Sissy Denver in chastity, training her butt pussy

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Cock and ball bondage acting as chastity with nipple clamps and crossdress with butt plug12:37
3 years ago xHamster

Cock and ball bondage acting as chastity with nipple clamps and crossdress with butt plug

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Wearing chastity cage2:02
3 years ago xHamster

Wearing chastity cage

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Amateur sissy aimee__xx plays with her dildo while in chastity5:38
3 years ago xHamster

Amateur sissy aimee__xx plays with her dildo while in chastity

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CHASTITY SLUTS DESERVE NO PLEASURE - ALPHA MASTER VERBAL DOMINATION2:19
3 years ago xHamster

CHASTITY SLUTS DESERVE NO PLEASURE - ALPHA MASTER VERBAL DOMINATION

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Cock and ball bondage acting as chastity with nipple clamps butt plug and crossdressing9:44
3 years ago xHamster

Cock and ball bondage acting as chastity with nipple clamps butt plug and crossdressing

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Vulturif walks naked in his chastity cage on a hiking trail0:10
3 years ago xHamster

Vulturif walks naked in his chastity cage on a hiking trail

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Vulturif is using a sounding wand and a fucking machine while in chastity12:34
3 years ago xHamster

Vulturif is using a sounding wand and a fucking machine while in chastity

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Vulturif has some outdoor fun while wearing a buttplug and their chastity cage5:59
3 years ago xHamster

Vulturif has some outdoor fun while wearing a buttplug and their chastity cage

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With a chastity lock, femboy and sissy Crossdressing was fucked by a big black cock and cuming0:27
3 years ago xHamster

With a chastity lock, femboy and sissy Crossdressing was fucked by a big black cock and cuming

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Marina Sissy Chastity Clitty15:42
3 years ago xHamster

Marina Sissy Chastity Clitty1

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Marina Sissy Chastity Clitty24:30
3 years ago xHamster

Marina Sissy Chastity Clitty2

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Marina Sissy Chastity Crossdresser64:16
3 years ago xHamster

Marina Sissy Chastity Crossdresser6

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cumming in chastity cage by vibrator1:53
3 years ago xHamster

Cumming in chastity cage by vibrator

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Showing off my Plastic lock with key and spacer for my chastity cage0:58
3 years ago xHamster

Showing off my Plastic lock with key and spacer for my chastity cage

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Sissy slut in chastity rides a dildo2:36
3 years ago xHamster

Sissy slut in chastity rides a dildo

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Anal sex fun while being in a chastity cage wearing sexy panties3:18
3 years ago xHamster

Anal sex fun while being in a chastity cage wearing sexy panties

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Putting on my new Ball inverted chastity cage0:37
3 years ago xHamster

Putting on my new Ball inverted chastity cage

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Young Sissy locked in chastity uses vibrator2:07
3 years ago xHamster

Young Sissy locked in chastity uses vibrator

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sissy in lingerier emoves chastity belt masturbates and cums3:39
2 years ago xHamster

Sissy in lingerier emoves chastity belt masturbates and cums

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Vibrator on chastity cage2:09
2 years ago xHamster

Vibrator on chastity cage

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Cumming in chastity with a vibrator1:03
2 years ago xHamster

Cumming in chastity with a vibrator

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Jackie Israeli Sissy learns (slowly) how to cum with her chastity on13:24
2 years ago xHamster

Jackie Israeli Sissy learns (slowly) how to cum with her chastity on

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Inserting 2 inch tunnelplug anal in chastity and stockings8:23
2 years ago xHamster

Inserting 2 inch tunnelplug anal in chastity and stockings

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Sissy in Chastity Destroying her Asshole with Huge Butt Plug17:04
2 years ago xHamster

Sissy in Chastity Destroying her Asshole with Huge Butt Plug

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Putting on a double deep Lollipop Innie chastity cage1:52
2 years ago xHamster

Putting on a double deep Lollipop Innie chastity cage

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Pov cumming in chastity cage5:58
2 years ago xHamster

Pov cumming in chastity cage

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Crossdresser Sky riding and fucking huge dildo in chastity8:14
2 years ago xHamster

Crossdresser Sky riding and fucking huge dildo in chastity

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sissy in chastity with CBT3:07
2 years ago xHamster

Sissy in chastity with CBT

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Sissy whore in sexy bodysuit and chastity fucks her asshole with a dildo on the stairs until she is caught by the neighb1:25
2 years ago xHamster

Sissy whore in sexy bodysuit and chastity fucks her asshole with a dildo on the stairs until she is caught by the neighb

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Sissy training asspussy slowly on machine in chastity5:39
2 years ago xHamster

Sissy training asspussy slowly on machine in chastity

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Ruined in urethral chastity4:46
2 years ago xHamster

Ruined in urethral chastity

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Sissy Castration band & electric chastity4:56
2 years ago xHamster

Sissy Castration band & electric chastity

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Cum in chastity1:56
2 years ago xHamster

Cum in chastity

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Misstres maid me cum in chastity with satisfayer4:40
2 years ago xHamster

Misstres maid me cum in chastity with satisfayer

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Young boy in chastity and fishnets fucks his ass to a (somewhat handsfree) cumshot6:28
2 years ago xHamster

Young boy in chastity and fishnets fucks his ass to a (somewhat handsfree) cumshot

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Inserting a metal ball and shoving in the lollipop insert for my inverse chastity cage.Jailing my Innie dick deep inside1:23
2 years ago xHamster

Inserting a metal ball and shoving in the lollipop insert for my inverse chastity cage.Jailing my Innie dick deep inside

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Peed in chastity cage1:43
2 years ago xHamster

Peed in chastity cage

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Cute sissy in a chastity belt and sexy bodysuit caresses her body and shows her ass in panties and locked cock close-up3:34
2 years ago xHamster

Cute sissy in a chastity belt and sexy bodysuit caresses her body and shows her ass in panties and locked cock close-up

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Sissy cums through his chastity cage, big cumshot via a vibrator3:19
2 years ago xHamster

Sissy cums through his chastity cage, big cumshot via a vibrator

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Cute femboy locked in a chastity belt sucks dildo, rides it and fucks himself doggy style5:45
2 years ago xHamster

Cute femboy locked in a chastity belt sucks dildo, rides it and fucks himself doggy style

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Yuong boy in chastity tasting the rainbow and cumming on a big dildo10:47
2 years ago xHamster

Yuong boy in chastity tasting the rainbow and cumming on a big dildo

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Cock locked in chastity for the first night ever1:02
2 years ago xHamster

Cock locked in chastity for the first night ever

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little sissy slut in chastity is playing with her uretra and cum8:03
2 years ago xHamster

Little sissy slut in chastity is playing with her uretra and cum

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Chastity sissy riding new XXL toy - TRAILER1:47
2 years ago xHamster

Chastity sissy riding new XXL toy - TRAILER

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Sissy Dooriy in Chastity4:11
2 years ago xHamster

Sissy Dooriy in Chastity

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Pussy chastity cage0:31
2 years ago xHamster

Pussy chastity cage

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Smooth Femboy Asshole Swallows Massive Dildo In Permanent Chastity5:05
2 years ago xHamster

Smooth Femboy Asshole Swallows Massive Dildo In Permanent Chastity

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Indian sissy boy locked in chastity by the boyfriend of goddess Prerna0:55
2 years ago xHamster

Indian sissy boy locked in chastity by the boyfriend of goddess Prerna

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Indian slave pays chastity tax to the boyfriend of girl younger than him P20:37
2 years ago xHamster

Indian slave pays chastity tax to the boyfriend of girl younger than him P2

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Medical latex gloves masturbation sounding chastity8:33
2 years ago xHamster

Medical latex gloves masturbation sounding chastity

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Chastity cage removed0:56
2 years ago xHamster

Chastity cage removed

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Sissy Vicki fucking her asspussy with a big dildo in chastity and hot lingeries1:30
2 years ago xHamster

Sissy Vicki fucking her asspussy with a big dildo in chastity and hot lingeries

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Sissy Chastity No. II0:45
2 years ago xHamster

Sissy Chastity No. II

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Chastity cage after a week of sissy training, dreaming of a daddy's cock2:20
2 years ago xHamster

Chastity cage after a week of sissy training, dreaming of a daddy's cock

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Chastity with ball bondage and extreme nipple clamps (crocodile clips)9:36
2 years ago xHamster

Chastity with ball bondage and extreme nipple clamps (crocodile clips)

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Most humiliating task for sissy in chastity cage0:57
2 years ago xHamster

Most humiliating task for sissy in chastity cage

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CB nee chastity1:28
2 years ago xHamster

CB nee chastity

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POV pissing with chastity cage and penis plug NO AUDIO3:38
2 years ago xHamster

POV pissing with chastity cage and penis plug NO AUDIO

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Squeezing hard clit into a tiny chastity cage5:04
2 years ago xHamster

Squeezing hard clit into a tiny chastity cage

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Locked in cobra chastity cage0:33
2 years ago xHamster

Locked in cobra chastity cage

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Twink faggot in chastity fucked by Dildo.2:07
2 years ago xHamster

Twink faggot in chastity fucked by Dildo.

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Sissy in ripped leggings and chastity fucking a dildo2:30
2 years ago xHamster

Sissy in ripped leggings and chastity fucking a dildo

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Sissy gets into uniform and locks her clity in a pink chastity cage2:54
2 years ago xHamster

Sissy gets into uniform and locks her clity in a pink chastity cage

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Chastity Cage Cock Spit7:56
2 years ago xHamster

Chastity Cage Cock Spit

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Pissing through the Chastity Cage with 3 inch Urethral Sound Rod0:46
2 years ago xHamster

Pissing through the Chastity Cage with 3 inch Urethral Sound Rod

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Chastity cage and a locking buttplug0:33
2 years ago xHamster

Chastity cage and a locking buttplug

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Catheter insertions secured with chastity cage6:59
2 years ago xHamster

Catheter insertions secured with chastity cage

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Taking off my imverted chastity device and pulling the sound out with piss2:11
2 years ago xHamster

Taking off my imverted chastity device and pulling the sound out with piss

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bang my pluged butt ans cock in chastity4:10
2 years ago xHamster

Bang my pluged butt ans cock in chastity

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Hard And Fat Dildo Fuck in Chastity3:23
2 years ago xHamster

Hard And Fat Dildo Fuck in Chastity

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First time cumming in my inverted chastity device 5 inch urethral catheter tube4:12
2 years ago xHamster

First time cumming in my inverted chastity device 5 inch urethral catheter tube

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Chastity kay frozen in cum cubes lottery23:20
4 years ago FapHouse

Chastity kay frozen in cum cubes lottery

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