Chastity Slave Videos (31,825)

Harris Morrison Private Show

55% 4K 2:00 / 4:59

Harris Morrison Private Show

Flirt4Free 3 months ago

Edging a Useless Dick

HD 0:10 / 12:52

Edging a Useless Dick

LoyalFans 3 years ago

The final transformation - Mistress Tatjana

The final transformation - Mistress Tatjana

XHamster 2 years ago

Sandy Nell Private Show

63% 4K 2:00 / 11:20

Sandy Nell Private Show

Camster 1 week ago

High Heels Love Tongue Worship (1080p)

61% HD 0:30 / 7:06

High Heels Love Tongue Worship (1080p)

Clips4sale 1 year ago

Lady Fee Discovers Sissy Dee Has Been Dripping Cum Inside Her Panties

Lady Fee Discovers Sissy Dee Has Been Dripping Cum Inside Her Panties

FapHouse 2 months ago

Slut Academy Pegging and Strap-on blowjob with TS girl - 4K | Demoness Luna, JuliaTS

63% 4K 0:30 / 17:46

Slut Academy Pegging and Strap-on blowjob with TS girl - 4K | Demoness Luna, JuliaTS

Clips4sale 8 months ago

Sissy

XHamster 4 months ago

Virginity Sissygasm Compilation Encouragement - Sissy Jessica Bloom

Virginity Sissygasm Compilation Encouragement - Sissy Jessica Bloom

TrannyGem 1 year ago

Best firm round ass BOUNCING IN YOUR COCK! Enjoy the wildest ride while I feel you so deep! Lets cum?? (squirt) (puppyeyes) - Part 3

67% HD 2:00 / 9:54

Best firm round ass BOUNCING IN YOUR COCK! Enjoy the wildest ride while I feel you so deep! Lets cum?? (squirt) (puppyeyes) - Part 3

Flirt4Free 3 months ago

Straight Guys Get Curious to You Know...(forever Caged Edition)

Straight Guys Get Curious to You Know...(forever Caged Edition)

FapHouse 3 weeks ago

Viky & Master Private Show

46% HD 2:00 / 9:05

Viky & Master Private Show

Flirt4Free 7 months ago

Sissy Hope Compilation 4

Sissy Hope Compilation 4

XHamster 4 years ago

Sophia Loreen Private Show

Sophia Loreen Private Show

Camster 4 months ago

Daphne Millerr Private Show

67% 4K 2:00 / 6:33

Daphne Millerr Private Show

Flirt4Free 2 months ago

Feminized - Stretching The Slut 1

Feminized - Stretching The Slut 1

PePorn 9 months ago

Alice Kizar Private Show

Alice Kizar Private Show

Camster 1 week ago

Two Dommes and the Delivery Boy - Throat Trained

49% HD 1:01 / 5:15

Two Dommes and the Delivery Boy - Throat Trained

FapHouse 1 year ago

Sandy Nell Private Show

4K 2:00 / 11:20

Sandy Nell Private Show

Flirt4Free 1 week ago

Prisoner Kanisa Get Punishment From Officer Wei and Officer Reina

67% 1:01 / 26:20

Prisoner Kanisa Get Punishment From Officer Wei and Officer Reina

FapHouse 1 year ago

Mistress Mercer Sissy Chastity Slave Teased and Humiliated, Denied and Locked in The Vice

Mistress Mercer Sissy Chastity Slave Teased and Humiliated, Denied and Locked in The Vice

Pornzona 2 weeks ago

reward pegging for latex futa mommy's trained chastity submissive - full video on Veggiebabyy Manyvids

reward pegging for latex futa mommy's trained chastity submissive - full video on Veggiebabyy Manyvids

XHamster 10 months ago

Gooning on Cam

XHamster 1 year ago

Top 10 Sissy Ideas 2023 (pegging, Butt Plugs, Piss, Chastity, Diapers, Enema)

Top 10 Sissy Ideas 2023 (pegging, Butt Plugs, Piss, Chastity, Diapers, Enema)

XHamster 1 year ago

Sissified by Lolth - Sissification, Chastity, Drow, D&d

Sissified by Lolth - Sissification, Chastity, Drow, D&d

FapHouse 1 year ago

Total Sissy Amnesia

61% HD 0:30 / 13:15

Total Sissy Amnesia

Clips4sale 8 months ago

Sophia Loreen Private Show

71% HD 2:00 / 16:24

Sophia Loreen Private Show

Flirt4Free 1 year ago

Paulo & Liam Private Show

63% HD 2:00 / 10:03

Paulo & Liam Private Show

Flirt4Free 2 weeks ago

Trans Teen Cailey Katts Sucks and Fucks BBC

Trans Teen Cailey Katts Sucks and Fucks BBC

XHamster 4 months ago

Two european dominas giving leather sub the cbt treatment

Two european dominas giving leather sub the cbt treatment

Some.Porn 2 years ago

Sophia Loreen Party on Jul 18, 2026 - Part 3

HD 2:00 / 17:13

Sophia Loreen Party on Jul 18, 2026 - Part 3

Flirt4Free 6 days ago

23 year old fat sissy attempts first sissygasm

23 year old fat sissy attempts first sissygasm

XHamster 11 months ago

Feminized - Stretching The Slut 1

Feminized - Stretching The Slut 1

GetTranny 7 months ago

Celeste & Liz Private Show

Celeste & Liz Private Show

Camster 3 years ago

Domina Tangent and Naughty__Nadia two

Domina Tangent and Naughty__Nadia two

TrannyGem 6 years ago

Sissy Maid Self Bondage Electro Punishment

Sissy Maid Self Bondage Electro Punishment

XHamster 3 years ago

Sophia Loreen Party on Jul 17, 2026 - Part 4

HD 2:00 / 1:01:12

Sophia Loreen Party on Jul 17, 2026 - Part 4

Flirt4Free 1 week ago

No Better Place for a Sissy to Cum then Her Own Mouth! Yum!

No Better Place for a Sissy to Cum then Her Own Mouth! Yum!

XHamster 7 months ago

Luna Florez Private Show

63% 4K 2:00 / 5:20

Luna Florez Private Show

Camster 3 weeks ago

Femboy in chastity cage show on public toilet

Femboy in chastity cage show on public toilet

XHamster 1 year ago

Fashion Show: Our Sissy in Front of 2 Sexy Judges!

HD 1:01 / 16:24

Fashion Show: Our Sissy in Front of 2 Sexy Judges!

FapHouse 2 weeks ago

Snowbunny Slave Halloween Costume

Snowbunny Slave Halloween Costume

XHamster 9 months ago

Sophia Loreen Private Show

HD 2:00 / 17:27

Sophia Loreen Private Show

Camster 2 weeks ago

Painful ponyplay on the Halloween party

Painful ponyplay on the Halloween party

Tranny.one 4 years ago

Flat chastity cage piss drinking

Flat chastity cage piss drinking

XHamster 2 years ago

HANDBALLING AND ROSEBUTT IN CROSSDRESSER USING CAGE

HANDBALLING AND ROSEBUTT IN CROSSDRESSER USING CAGE

4Gay 1 year ago

Chastity Is Not An Choice

Chastity Is Not An Choice

Some.Porn 1 year ago

Sissy balls torture ballbusting

Sissy balls torture ballbusting

XHamster 1 year ago

Caged White pussy-free Sissy takes a ride on a toy

Caged White pussy-free Sissy takes a ride on a toy

FapHouse 3 months ago

Dirty priest tied up and humiliated her slave

Dirty priest tied up and humiliated her slave

Tranny.one 3 years ago

Lance & Christian & Master Private Show

67% HD 2:00 / 7:21

Lance & Christian & Master Private Show

Flirt4Free 3 years ago

Sissy slut in chastity takes it in the ass in multiple positions like a good trans cuck femboy slave should!

Sissy slut in chastity takes it in the ass in multiple positions like a good trans cuck femboy slave should!

XHamster 2 years ago

Fucking a 6 Inch Pink Dildo for About 12 Min

Fucking a 6 Inch Pink Dildo for About 12 Min

FapHouse 1 week ago

Loky & Dionisio Private Show

55% HD 2:00 / 8:00

Loky & Dionisio Private Show

Flirt4Free 3 years ago

Tiny Chastity Belt Licking - Emily & Justin

55% 1:01 / 6:49

Tiny Chastity Belt Licking - Emily & Justin

FapHouse 3 years ago

Mistress has older slave guy for fun

Mistress has older slave guy for fun

Fapcat 6 months ago

8 Sissygams for Mistress, 1 Orgasm for Sissy

HD 0:39 / 31:06

8 Sissygams for Mistress, 1 Orgasm for Sissy

FapHouse 1 year ago

Nicolle & Christian Private Show

64% HD 2:00 / 8:54

Nicolle & Christian Private Show

Camster 1 year ago

Lady Fee Punishes Sissy Dee for Playing with Her Toys

Lady Fee Punishes Sissy Dee for Playing with Her Toys

XHamster 1 month ago

Sophia Loreen Private Show

Sophia Loreen Private Show

Flirt4Free 2 years ago

Natasha Milk Private Show

HD 2:00 / 17:18

Natasha Milk Private Show

Camster 2 weeks ago

Camila & Samael Private Show

76% HD 2:00 / 22:30

Camila & Samael Private Show

Flirt4Free 1 year ago

Sophia Loreen Party on Jul 3, 2026 - Part 5

64% HD 2:00 / 29:40

Sophia Loreen Party on Jul 3, 2026 - Part 5

Flirt4Free 3 weeks ago

This was so demeaning @MistressMurmur gave me self-facial cumshot teaching

This was so demeaning @MistressMurmur gave me self-facial cumshot teaching

Transvids.tv 1 year ago

I'll Turn You Into My Sissy Slut!

I'll Turn You Into My Sissy Slut!

XHamster 7 months ago

Sissy Dee denied orgasm by Lady Fee

Sissy Dee denied orgasm by Lady Fee

XHamster 4 months ago

Paulo & Jose & Sander Private Show

51% HD 2:00 / 10:44

Paulo & Jose & Sander Private Show

Flirt4Free 1 month ago

Nara have fun with Ts Roberta Cortes and Ts Janny Costa in front of her cuck husband (1080 EN-sub) Cuckold - Hot Wife - Cum Eating - CreamPie - Beta Humiliation - Trans Woman

66% HD 0:26 / 21:38

Nara have fun with Ts Roberta Cortes and Ts Janny Costa in front of her cuck husband (1080 EN-sub) Cuckold - Hot Wife - Cum Eating - CreamPie - Beta Humiliation - Trans Woman

Clips4sale 1 year ago

Sissy Dee likes to play with herself when she should be doing her duties, Mistress decides to join in

Sissy Dee likes to play with herself when she should be doing her duties, Mistress decides to join in

XHamster 4 months ago

Feelipe & Adara Private Show

Feelipe & Adara Private Show

Camster 1 year ago

Marian & Richard Private Show

58% HD 2:00 / 1:56:58

Marian & Richard Private Show

Flirt4Free 1 month ago

Caged Sissy Maid Slave - Cleaning the Bathroom for Mistress and Her Boyfriend

Caged Sissy Maid Slave - Cleaning the Bathroom for Mistress and Her Boyfriend

XHamster 11 months ago

Chastity Loser teased on Web camera by Transsexual Slaver! Released for ruined climax!

Chastity Loser teased on Web camera by Transsexual Slaver! Released for ruined climax!

SortPorn 2 days ago

Feelipe & Adara Private Show

66% HD 2:00 / 7:06

Feelipe & Adara Private Show

Flirt4Free 1 year ago

Tranny Femdom SPH! Cockless chastity slave is transformed into a two-hole slut!

HD 0:30 / 10:35

Tranny Femdom SPH! Cockless chastity slave is transformed into a two-hole slut!

Clips4sale 1 year ago

Kellystar518 - Surprise Transaction

Kellystar518 - Surprise Transaction

XHamster 3 years ago

Mike Swift & David Golden Private Show

HD 2:00 / 34:16

Mike Swift & David Golden Private Show

Flirt4Free 23 hours ago

Try on haul many chastity cages

Try on haul many chastity cages

XHamster 2 years ago

Sophia Loreen Private Show

62% HD 2:00 / 8:41

Sophia Loreen Private Show

Flirt4Free 1 month ago

Archie Blossom Private Show

HD 2:00 / 11:08

Archie Blossom Private Show

Flirt4Free 4 months ago

Ambar & Oliver Private Show

54% HD 2:00 / 7:59

Ambar & Oliver Private Show

Flirt4Free 2 months ago

Tiny dick sissy pissing like a slave in chastity cage and butt plug try to scape chastity cage later

Tiny dick sissy pissing like a slave in chastity cage and butt plug try to scape chastity cage later

Itsrealamateurs 1 week ago

Tatiana & Lord Private Show

63% HD 2:00 / 11:23

Tatiana & Lord Private Show

Flirt4Free 1 month ago

Full Mouth Gag Device Bondage Submissive Tgirl Shock Collar Pain Slut Training

Premium HD 13:39

Full Mouth Gag Device Bondage Submissive Tgirl Shock Collar Pain Slut Training

XNXXGold 1 year ago

Sara & Elver Private Show

Sara & Elver Private Show

Camster 5 months ago

FISTING AND STRETCHING OF THE ANAL HOLE OF THE CROSSDRESSER. ANAL TRAINING

Premium HD 8:27

FISTING AND STRETCHING OF THE ANAL HOLE OF THE CROSSDRESSER. ANAL TRAINING

XNXXGold 3 years ago

Deep Dolly Have Fun - Part 1 - Transformation Trap - Miss Eva Mae

Deep Dolly Have Fun - Part 1 - Transformation Trap - Miss Eva Mae

TrannyGem 1 year ago

Daniel Schmidt Private Show

55% 4K 2:00 / 4:12

Daniel Schmidt Private Show

Flirt4Free 3 weeks ago

Chastity JOI by Tranny Girl for small penis Loser! Ruined Orgasm! GERMAN DEUTSCH

Chastity JOI by Tranny Girl for small penis Loser! Ruined Orgasm! GERMAN DEUTSCH

XHamster 3 years ago

Alisa Fresh Private Show

58% 4K 2:00 / 4:15

Alisa Fresh Private Show

Flirt4Free 3 weeks ago

trio Black Dresses - Miss Eva Mae - Girl Masker & Living Damsel

trio Black Dresses - Miss Eva Mae - Girl Masker & Living Damsel

TrannyGem 3 years ago

Sophia Loreen Private Show

54% HD 2:00 / 13:02

Sophia Loreen Private Show

Flirt4Free 2 months ago

Nelly Gale Private Show

Nelly Gale Private Show

Camster 1 month ago

Viky & Master Private Show

60% HD 2:00 / 25:32

Viky & Master Private Show

Flirt4Free 11 months ago

Natasha Milk Private Show

Natasha Milk Private Show

Camster 1 day ago

Femboy Pet in Warmth Played and Smashed

Femboy Pet in Warmth Played and Smashed

Gayhub 1 year ago

Sophia Loreen Private Show

63% HD 2:00 / 18:12

Sophia Loreen Private Show

Camster 1 month ago

DOMINATION & SUBMISSION Sissy Getting Clothed Up To Obey

DOMINATION & SUBMISSION Sissy Getting Clothed Up To Obey

Gayhub 1 month ago

Vicky Katherine Private Show

64% HD 2:00 / 28:15

Vicky Katherine Private Show

Flirt4Free 3 years ago

Two Leather Top Fucking Locked House Slave

Two Leather Top Fucking Locked House Slave

XHamster 6 months ago

Christian & Nicco & Elvis Private Show

51% HD 2:00 / 4:40

Christian & Nicco & Elvis Private Show

Flirt4Free 2 years ago

Slave and servant for mistress soul and mind

Slave and servant for mistress soul and mind

Fapcat 6 months ago

Jose & Richard Private Show

Jose & Richard Private Show

Flirt4Free 2 months ago

Christian & Nicco & Elvis Private Show

48% HD 2:00 / 5:28

Christian & Nicco & Elvis Private Show

Flirt4Free 2 years ago

Good Girl Fucked, Bad Girl Cucked

69% HD 1:00 / 29:25

Good Girl Fucked, Bad Girl Cucked

Clips4sale 3 years ago

squirt - Part 2

59% 4K 2:00 / 9:52

squirt - Part 2

Flirt4Free 1 year ago

How to educate your love glove chick - Domina Tatjana

How to educate your love glove chick - Domina Tatjana

4Gay 1 year ago

Chastity Cutie Ass Nectar Creams: Yum! My Favorite Treat

Chastity Cutie Ass Nectar Creams: Yum! My Favorite Treat

XHamster 8 months ago

Ambar & Oliver Private Show

62% HD 2:00 / 19:47

Ambar & Oliver Private Show

Flirt4Free 2 months ago

Luna Florez Private Show

Luna Florez Private Show

Camster 3 days ago

Chastity Collared Sissy Slave Craves Cock 3

Chastity Collared Sissy Slave Craves Cock 3

GayCK 1 week ago

Cock And Cum Slut For Mel Fire (MP4)

60% 0:13 / 29:30

Cock And Cum Slut For Mel Fire (MP4)

Clips4sale 1 year ago

Jacob Malik Private Show

Jacob Malik Private Show

Flirt4Free 1 year ago

The Ultimate Chastity Cage Review and Guide Video

45% HD 0:39 / 37:26

The Ultimate Chastity Cage Review and Guide Video

FapHouse 2 years ago

Shemale sissy slave ball busting

Shemale sissy slave ball busting

XHamster 6 months ago

Spandex Female Dom Lora Cross uses purity slave for sounding unleash

Spandex Female Dom Lora Cross uses purity slave for sounding unleash

TrannyGem 8 months ago

I’ll Turn You Into My Sissy Slut!

42% HD 1:01 / 15:06

I’ll Turn You Into My Sissy Slut!

FapHouse 7 months ago

Maya Spring Private Show

4K 2:00 / 13:33

Maya Spring Private Show

Camster 1 week ago

Sophia Loreen Private Show

Sophia Loreen Private Show

Camster 3 days ago

AB093 Camera Operator feminized drizzling-pegging (Asian and English subtitles)

AB093 Camera Operator feminized drizzling-pegging (Asian and English subtitles)

TrannyGem 1 year ago

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