Search results - Chastity Sissy

Total found: 504 videos (page 3)

Fingering my precum dick in an Inverted Chastity device2:57
2 years ago xHamster

Fingering my precum dick in an Inverted Chastity device

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Femboy urinal & cum in chastity6:23
4 years ago FapHouse

Femboy urinal & cum in chastity

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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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6 years ago FapHouse

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POV RUINED CHASTITY CAGE CUMSHOT3:21
2 years ago xHamster

POV RUINED CHASTITY CAGE CUMSHOT

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ANAL GAPE TRAINING AND FOOD PLAY WHILE WEARING CHASTITY CAGE16:10
2 years ago xHamster

ANAL GAPE TRAINING AND FOOD PLAY WHILE WEARING CHASTITY CAGE

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NETTLE SELFSPANK WITH BUTTPLUG AND WEARING CHASTITY CAGE5:59
2 years ago xHamster

NETTLE SELFSPANK WITH BUTTPLUG AND WEARING CHASTITY CAGE

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ATM WITH DILDO WHILE BEING LOCKED IN CHASTITY CAGE9:36
2 years ago xHamster

ATM WITH DILDO WHILE BEING LOCKED IN CHASTITY CAGE

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POV RUINED CUM SHOT IN CHASTITY CAGE16:22
2 years ago xHamster

POV RUINED CUM SHOT IN CHASTITY CAGE

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Chastity Whore Swallowing Medium Flint Bad Dragon7:54
2 years ago xHamster

Chastity Whore Swallowing Medium Flint Bad Dragon

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Pissing in an Inverted Chastity Cage Device with urethral sound3:40
2 years ago xHamster

Pissing in an Inverted Chastity Cage Device with urethral sound

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Sissy Crossdresser in Chastity Cage has Orgasm for Vibrator4:15
2 years ago xHamster

Sissy Crossdresser in Chastity Cage has Orgasm for Vibrator

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Crossdresser in lace black lingerie plays with a vibrator locked in a chastity cage6:31
2 years ago xHamster

Crossdresser in lace black lingerie plays with a vibrator locked in a chastity cage

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Dripping precum from my inverted chastity cage hands free2:09
2 years ago xHamster

Dripping precum from my inverted chastity cage hands free

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Vibrator on chastity cage2:46
2 years ago xHamster

Vibrator on chastity cage

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2 years ago xHamster

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Sissy in chastity cage masturbates with vibrator8:20
2 years ago xHamster

Sissy in chastity cage masturbates with vibrator

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2 years ago xHamster

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2 years ago xHamster

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putting my blue cock in chastity cage2:21
2 years ago xHamster

Putting my blue cock in chastity cage

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Uncut cock in chastity device1:11
2 years ago xHamster

Uncut cock in chastity device

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2 years ago xHamster

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2 years ago xHamster

Sissy in chastity taking large dildo stretching her ass

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2 years ago xHamster

Sissy chastity

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2 years ago xHamster

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2 years ago xHamster

Sissy slut in pink chastity riding MASSIVE dildos

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2 years ago xHamster

CBT and CUM Humiliation for Chastity Slave Doggy

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Big black dildo in negative chastity2:06
2 years ago xHamster

Big black dildo in negative chastity

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Clitty Finally Locked in Chastity3:17
2 years ago xHamster

Clitty Finally Locked in Chastity

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My New Chastity Device - The Cap It Off - Urine Supressor.13:46
2 years ago xHamster

My New Chastity Device - The Cap It Off - Urine Supressor.

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Crossdresser in corsage, skirt, stockings and chastity cage riding dildo anal3:32
2 years ago xHamster

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Chastity dripping3:40
1 year ago xHamster

Chastity dripping

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Chastity cage does not protect against testicular torture1:39
1 year ago xHamster

Chastity cage does not protect against testicular torture

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POV chastity cage with penis plug huge cumshot2:08
1 year ago xHamster

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Sissy ginger in chastity rides dildo till I cum.2:16
1 year ago xHamster

Sissy ginger in chastity rides dildo till I cum.

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1 year ago xHamster

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Chastity Sissygasm1:20
1 year ago xHamster

Chastity Sissygasm

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no touching precum in chastity cage11:13
1 year ago xHamster

No touching precum in chastity cage

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no touching small cumming in chastity cage with farting3:02
1 year ago xHamster

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Big and Hard Cum Shot After Month of Chastity Cage1:08
1 year ago xHamster

Big and Hard Cum Shot After Month of Chastity Cage

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Sissy in pink Chastity, Locked7:52
1 year ago xHamster

Sissy in pink Chastity, Locked

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Ball bound with cock in chastity cage and butt plug insertion4:04
1 year ago xHamster

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Testing my new mini chastity cages7:25
1 year ago xHamster

Testing my new mini chastity cages

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POV vibrator chastity cage cum shot2:18
1 year ago xHamster

POV vibrator chastity cage cum shot

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Daily Chastity Cleaning1:06
1 year ago xHamster

Daily Chastity Cleaning

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Ejaculation in the chastity cage2:42
1 year ago xHamster

Ejaculation in the chastity cage

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Sissys first orgasm in chastity5:35
1 year ago xHamster

Sissys first orgasm in chastity

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One method of ejaculation without removing the chastity cage2:19
1 year ago xHamster

One method of ejaculation without removing the chastity cage

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Rubbing my chastity clit with a sounding rod and cumming3:27
1 year ago xHamster

Rubbing my chastity clit with a sounding rod and cumming

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21 minutes of desperate masturbating in mini chastity cage without cum shot21:13
1 year ago xHamster

21 minutes of desperate masturbating in mini chastity cage without cum shot

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How to wear extreme micro chastity cage3:14
1 year ago xHamster

How to wear extreme micro chastity cage

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Hairbrush self spanking in micro chastity cage training PART 15:30
1 year ago xHamster

Hairbrush self spanking in micro chastity cage training PART 1

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Self spanking in micro chastity cage training Part 22:28
1 year ago xHamster

Self spanking in micro chastity cage training Part 2

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2023 (so far!) Chastity Compilation4:22
1 year ago xHamster

2023 (so far!) Chastity Compilation

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Permanent chastity belt1:21
1 year ago xHamster

Permanent chastity belt

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Sissy Slut in Car Breaks Out of Chastity Cage, Jerks off Small Cock and Cums with Dildo in Ass1:51
1 year ago xHamster

Sissy Slut in Car Breaks Out of Chastity Cage, Jerks off Small Cock and Cums with Dildo in Ass

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Sexmachine makes cock leak in chastity6:38
1 year ago xHamster

Sexmachine makes cock leak in chastity

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After 15 days of chastity6:01
1 year ago xHamster

After 15 days of chastity

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Try on haul many chastity cages11:45
1 year ago xHamster

Try on haul many chastity cages

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POV teasing cock in chastity cage with vibrator NO CUMSHOT6:50
1 year ago xHamster

POV teasing cock in chastity cage with vibrator NO CUMSHOT

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POV from big to micro chastity cage2:48
1 year ago xHamster

POV from big to micro chastity cage

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1 year ago xHamster

POV micro chastity cage release cum shot

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Crossdresser slut in yellow fishnet green miniskirt and black corsage opens his hole with big toys nipple pumps, chastity9:00
1 year ago xHamster

Crossdresser slut in yellow fishnet green miniskirt and black corsage opens his hole with big toys nipple pumps, chastity

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13-08-2023 Video about 30 minutes of self restraint using a flat chastity device and ejaculating at the end.39:46
1 year ago xHamster

13-08-2023 Video about 30 minutes of self restraint using a flat chastity device and ejaculating at the end.

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Anal training in negative ball chastity to shaking orgasm9:25
1 year ago xHamster

Anal training in negative ball chastity to shaking orgasm

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Unlocking My Chastity Cage with Urethral tube1:31
1 year ago xHamster

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Micro chastity cage cum shot POV2:46
1 year ago xHamster

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1 year ago xHamster

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1 year ago xHamster

Extreme spiked chastity

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changing my chastity cage5:09
1 year ago xHamster

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1 year ago xHamster

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1 year ago xHamster

Releasing micro chastity cage with penis plug

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1 year ago xHamster

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Ruined Chastity orgasm compliation10:33
1 year ago xHamster

Ruined Chastity orgasm compliation

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slave with micro chastity cage and penis plug drinking own piss12:48
1 year ago xHamster

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showering femboy in chastity! dressing afterwards!11:10
1 year ago xHamster

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1 year ago xHamster

Putting on micro chastity cage, sounding and peeing throug urethra tube part 1

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femboy chastity day 3! locked beta1:59
1 year ago xHamster

Femboy chastity day 3! locked beta

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1 year ago xHamster

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Plugged Sissy Cums in Chastity to Celebrate Locktober1:26
1 year ago xHamster

Plugged Sissy Cums in Chastity to Celebrate Locktober

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1 year ago xHamster

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Anal training and cum eating in micro chastity cage with penis plug29:26
1 year ago xHamster

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1 year ago xHamster

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Ruined orgasm in micro chastity cage with vibrator14:46
1 year ago xHamster

Ruined orgasm in micro chastity cage with vibrator

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1 year ago xHamster

Inverted chastity cage - cock pushed inside of the body

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1 year ago xHamster

Extreme spiked chastity

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1 year ago xHamster

Last Cum for Sissyfalls before Chastity

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POV Getting intense fucked by sexmaschine, watch my Cock leaking throught chastity cage an big tits bounce8:09
1 year ago xHamster

POV Getting intense fucked by sexmaschine, watch my Cock leaking throught chastity cage an big tits bounce

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1 year ago xHamster

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1 year ago xHamster

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1 year ago xHamster

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1 year ago xHamster

Femboy in chastity fucked by machine

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1 year ago xHamster

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I'm in trouble, now I have to wear this big chastity1:11
1 year ago xHamster

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1 year ago xHamster

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1 year ago xHamster

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1 year ago xHamster

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1 year ago xHamster

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1 year ago xHamster

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1 year ago xHamster

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1 year ago xHamster

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1 year ago xHamster

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1 year ago xHamster

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1 year ago xHamster

Hot wax on chastity cage Part 1

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1 year ago xHamster

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1 year ago xHamster

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1 year ago xHamster

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1 year ago xHamster

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1 year ago xHamster

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1 year ago xHamster

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1 year ago xHamster

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1 year ago xHamster

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1 year ago xHamster

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1 year ago xHamster

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1 year ago xHamster

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1 year ago xHamster

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1 year ago xHamster

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1 year ago xHamster

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1 year ago xHamster

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1 year ago xHamster

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