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Transgender Chastity Videos

Cute Sissy Femboy in Chastity (Kisses for my Subscriber)

Cute Sissy Femboy in Chastity (Kisses for my Subscriber)

6 years ago

Sissygirl Gets Permanently Locked in Chastity Jessiesissyadventures

Sissygirl Gets Permanently Locked in Chastity Jessiesissyadventures

1 year ago

Sissy Crossdresser Lucy Pisses in her Chastity Cage at Sex Club Toilets.

Sissy Crossdresser Lucy Pisses in her Chastity Cage at Sex Club Toilets.

5 years ago

Femdom Teases Sissy Cuck in Silicone Pussy Chastity Device Delilah and Nikki

Femdom Teases Sissy Cuck in Silicone Pussy Chastity Device Delilah and Nikki

1 year ago

Sissy Slut Earns Chastity Release by Jerking off until self Facial in Mouth

Sissy Slut Earns Chastity Release by Jerking off until self Facial in Mouth

8 years ago

Sissification Training

Sissification Training "HOW to PUT CHASTITY ON?" Sissy Teacher Veronica Taboo Explains and Shows!

2 years ago

TGirl Puts on Chastity Cage, Locking away her Tiny Penis

TGirl Puts on Chastity Cage, Locking away her Tiny Penis

1 year ago

Permanent Chastity Sissy Destroyed by 10

Permanent Chastity Sissy Destroyed by 10"s

5 years ago

How to Fit and CUM in a Chastity Cage (Step by Step Voice Guide)

How to Fit and CUM in a Chastity Cage (Step by Step Voice Guide)

1 year ago

Sissygasm Challenge Day 2: Chastity Ft Trans Femdom Queen

Sissygasm Challenge Day 2: Chastity Ft Trans Femdom Queen

4 years ago

Sissy in Chastity is Allowed to have a Sissygasm with a Vibrator on her Clitty after Male Breeding

Sissy in Chastity is Allowed to have a Sissygasm with a Vibrator on her Clitty after Male Breeding

5 years ago

Cuming in Chastity twice with a Vibrator

Cuming in Chastity twice with a Vibrator

3 years ago

Sissy Femboy makes Chastity Content and Streams on Chaturbate

Sissy Femboy makes Chastity Content and Streams on Chaturbate

11 months ago

Sissygasm in Chastity after Duct Taping in a Vibrating Dildo inside my Ass

Sissygasm in Chastity after Duct Taping in a Vibrating Dildo inside my Ass

6 years ago

Sissy in Chastity Moves see though Thong aside to get a Full 940ml of Beer inside her Horny Hole

Sissy in Chastity Moves see though Thong aside to get a Full 940ml of Beer inside her Horny Hole

3 years ago

Sissy in Maid Costume Cums in Chastity with Vibrator

Sissy in Maid Costume Cums in Chastity with Vibrator

2 years ago

Cutie Trans Sissy in Chastity Scarlet Sky Collared and Leashed to Wall for Playtime!

Cutie Trans Sissy in Chastity Scarlet Sky Collared and Leashed to Wall for Playtime!

3 years ago

Sissy in Chastity Huge Cumshot on Thighs.. please come and Clean me Upp!?

Sissy in Chastity Huge Cumshot on Thighs.. please come and Clean me Upp!?

3 years ago

Sissy Crossdresser in Chastity Dressed as Slutty Bunny Drinking one Liter of Beer via Anal

Sissy Crossdresser in Chastity Dressed as Slutty Bunny Drinking one Liter of Beer via Anal

2 years ago

Mistress Mercer Latex Sissy Disciplined by Chastity, Fuckmachine, Spanking, Cocksucking, and Pegging

Mistress Mercer Latex Sissy Disciplined by Chastity, Fuckmachine, Spanking, Cocksucking, and Pegging

5 years ago

Chastity Slave get Milked while Licking Trannys Feet

Chastity Slave get Milked while Licking Trannys Feet

4 years ago

Putting on an Inverted Chastity Cage

Putting on an Inverted Chastity Cage

2 years ago

Asian Femboy in Cheongsam tries out the new Horsecock Dildo with Chastity Cage, Cums 3 Times

Asian Femboy in Cheongsam tries out the new Horsecock Dildo with Chastity Cage, Cums 3 Times

4 years ago

Sissy White T-Girl Lucy in Chastity Anal Fuck by 10 Inch BBC Black Bull

Sissy White T-Girl Lucy in Chastity Anal Fuck by 10 Inch BBC Black Bull

5 years ago

Futa Girlfriend Locks you in Chastity and Takes Care of your Slutty needs [anal JOI]

Futa Girlfriend Locks you in Chastity and Takes Care of your Slutty needs [anal JOI]

2 years ago

Trans Girl Humping Soft Fuzzy Blanket Plugged in Sissy Chastity

Trans Girl Humping Soft Fuzzy Blanket Plugged in Sissy Chastity

5 years ago

Ultimate Sissy Flex: Turning my Cock inside out to Wear a Female Chastity Belt

Ultimate Sissy Flex: Turning my Cock inside out to Wear a Female Chastity Belt

4 years ago

Submissive Girl in Chastity Cums so Hard and Fast

Submissive Girl in Chastity Cums so Hard and Fast

3 years ago

Cute Sissy Femboy Eat Cum in Chastity

Cute Sissy Femboy Eat Cum in Chastity

5 years ago

Sissygasm Sissy has Extreme Orgasm in Chastity on Mistress's Boots Insane Cumshot

Sissygasm Sissy has Extreme Orgasm in Chastity on Mistress's Boots Insane Cumshot

4 years ago

Sissy in Chastity Anal Training with Monster Vibrator , Huge Dildo and Vibration Head

Sissy in Chastity Anal Training with Monster Vibrator , Huge Dildo and Vibration Head

4 years ago

Horny Femboy Cums in a Flat Chastity Cage and keeps Riding

Horny Femboy Cums in a Flat Chastity Cage and keeps Riding

1 year ago

Day 11 in Chastity: Sissy having Pubic Hair, Cleaning my Cage on Shower and Pissing on my own Feet

Day 11 in Chastity: Sissy having Pubic Hair, Cleaning my Cage on Shower and Pissing on my own Feet

5 years ago

Chastity Maid Shows off

Chastity Maid Shows off

2 years ago

Permanent Chastity Sissy Part 1

Permanent Chastity Sissy Part 1

5 years ago

Sissy in Eunuch Chastity Device getting her Ass Drilled by Machine and Shaking Sissygasm with no Cum

Sissy in Eunuch Chastity Device getting her Ass Drilled by Machine and Shaking Sissygasm with no Cum

4 years ago

Tranny in Chastity Anal Challenge , Dildo Ride

Tranny in Chastity Anal Challenge , Dildo Ride

4 years ago

Putting on Metal Flat Chastity Cage

Putting on Metal Flat Chastity Cage

3 years ago

Chastity Sissy her Remote Controled Anal Plug

Chastity Sissy her Remote Controled Anal Plug

6 years ago

Painful Ruined Orgasm in Chastity for Emma

Painful Ruined Orgasm in Chastity for Emma

3 years ago

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