Chastity Slave Videos (31,846)

Chastity Slave Trans Takes BBC

Chastity Slave Trans Takes BBC

Eporner 1 week ago

Crossdresser Sissy Chastity Sex

57% 1:01 / 14:45

Crossdresser Sissy Chastity Sex

FapHouse 2 months ago

Sasha Star Coffee Table Bondage Bunny

HD 1:01 / 12:26

Sasha Star Coffee Table Bondage Bunny

FapHouse 1 week ago

Chastity Slave Washes Himself.

56% HD 0:39 / 5:26

Chastity Slave Washes Himself.

FapHouse 6 months ago

AB106 Conpletely domesticated kinky sissy slave- face sitting cum shot edging (Asian and English su

AB106 Conpletely domesticated kinky sissy slave- face sitting cum shot edging (Asian and English su

MyTransfix 1 week ago

Luna Florez Private Show

Luna Florez Private Show

Camster 1 week ago

Mandatory Pee

58% HD 0:39 / 2:28

FapHouse 2 months ago

My Sissy Sucks My Locked Husband… Who Thinks It’s Me - Mistress Julia

63% 0:39 / 12:15

My Sissy Sucks My Locked Husband… Who Thinks It’s Me - Mistress Julia

FapHouse 8 months ago

Gagged Nylon Slut Gets Her Face Fucked and Ass Pounded Like a Cheap Cum Dump

68% 1:01 / 7:42

Gagged Nylon Slut Gets Her Face Fucked and Ass Pounded Like a Cheap Cum Dump

FapHouse 1 month ago

Kylie Maria in kylies chastity slave

Kylie Maria in kylies chastity slave

DrTuber 2 years ago

Checking Locked Dick and Strapon

Checking Locked Dick and Strapon

XHamster 2 years ago

Anal Training! Say Goodbye to Your Little Cock - Mistress Julia

66% 1:01 / 10:39

Anal Training! Say Goodbye to Your Little Cock - Mistress Julia

FapHouse 1 week ago

Feminization: Your fresh life as Sissy - Ep4 Turning this Wanker into a Slave - Mistress Julia

Feminization: Your fresh life as Sissy - Ep4 Turning this Wanker into a Slave - Mistress Julia

MyTransfix 2 weeks ago

Mandatory Pee

XHamster 1 month ago

Sissy Strained to Suck Mistress's Strap-on Before Getting Fucked Hard

Sissy Strained to Suck Mistress's Strap-on Before Getting Fucked Hard

XHamster 10 months ago

Hercules & Matt & Lance Private Show

HD 2:00 / 1:12:58

Hercules & Matt & Lance Private Show

Flirt4Free 3 years ago

Jacob Malik Private Show

66% HD 2:00 / 7:02

Jacob Malik Private Show

Flirt4Free 5 months ago

Patric & Simon & Frederick Private Show

61% HD 2:00 / 5:08

Patric & Simon & Frederick Private Show

Flirt4Free 2 years ago

Luna Florez Private Show

63% 4K 2:00 / 5:20

Luna Florez Private Show

Camster 3 weeks ago

Jhordy & Maxx Private Show

50% HD 2:00 / 1:02:13

Jhordy & Maxx Private Show

Flirt4Free 11 months ago

Adorable Sissy Virginity Gimp Let Out to be Taunted Denied Abased and Locked up by Domme Mercer

Adorable Sissy Virginity Gimp Let Out to be Taunted Denied Abased and Locked up by Domme Mercer

TrannyGem 4 years ago

Sissy gasm time

Sissy gasm time

XHamster 5 months ago

Putting big dick in flat chastity cage with penis plug

Putting big dick in flat chastity cage with penis plug

XHamster 1 month ago

Jhordy & Maxx Private Show

54% HD 2:00 / 24:38

Jhordy & Maxx Private Show

Flirt4Free 11 months ago

having a fantastic sissy time

having a fantastic sissy time

TrannyGem 1 year ago

Dare to Get a Little Closer.

Dare to Get a Little Closer.

Camster 1 week ago

Archie Blossom Private Show

58% HD 2:00 / 26:57

Archie Blossom Private Show

Flirt4Free 5 months ago

Boot Licking Sissy Maid

Boot Licking Sissy Maid

XHamster 1 week ago

a Slow Tease You Won’t Forget.

a Slow Tease You Won’t Forget.

Camster 1 week ago

Troy Khalil Private Show

69% HD 2:00 / 18:38

Troy Khalil Private Show

Flirt4Free 2 years ago

Celeste & Liz Private Show

63% HD 2:00 / 4:37

Celeste & Liz Private Show

Flirt4Free 3 years ago

Squeeze My Boobs Closeup

Squeeze My Boobs Closeup

Flirt4Free 1 year ago

Big Tits Brittany Andrews Breaks In Her Slutty Slavebot TS Slayer

58% 0:30 / 33:21

Big Tits Brittany Andrews Breaks In Her Slutty Slavebot TS Slayer

Clips4sale 11 months ago

Sophia Loreen Private Show

53% HD 2:00 / 9:58

Sophia Loreen Private Show

Camster 1 month ago

Chastity Christmas! Naughty tranny girl gets punished! Spanking! Mouthfuck! Assfuck!

Chastity Christmas! Naughty tranny girl gets punished! Spanking! Mouthfuck! Assfuck!

XHamster 6 months ago

Crossdresser Gets Strapon by Femdom

Crossdresser Gets Strapon by Femdom

Eporner 6 years ago

Sophia Loreen Private Show

55% HD 2:00 / 4:11

Sophia Loreen Private Show

Flirt4Free 1 year ago

They punished me and put a chastity cage under my nylon underwear

They punished me and put a chastity cage under my nylon underwear

XHamster 4 days ago

Archie Blossom Private Show

44% HD 2:00 / 16:54

Archie Blossom Private Show

Flirt4Free 4 months ago

Pathetic Sissy Slut Vlada Is Humiliated And Stretched - Bottle Comes In Completely

Pathetic Sissy Slut Vlada Is Humiliated And Stretched - Bottle Comes In Completely

XHamster 1 week ago

She Is His Property Now Chastity Slave Trans Takes Bbc

She Is His Property Now Chastity Slave Trans Takes Bbc

AbTranny 5 days ago

Amy Eden Private Show

Amy Eden Private Show

Flirt4Free 2 years ago

Chastity slave gets a catheter for the first time and is obliged to drink his own pee

Chastity slave gets a catheter for the first time and is obliged to drink his own pee

XHamster 6 months ago

Aron & Master & Elvis Private Show

65% HD 2:00 / 4:58

Aron & Master & Elvis Private Show

Flirt4Free 3 years ago

Gold Rosy White - Miss Eva Mae - Damsel Masker & Living Gal

Gold Rosy White - Miss Eva Mae - Damsel Masker & Living Gal

TrannyGem 1 year ago

Jhordy & Maxx Private Show

42% HD 2:00 / 33:20

Jhordy & Maxx Private Show

Flirt4Free 11 months ago

Jasmin Keur & Rick Fix Private Show

HD 2:00 / 14:22

Jasmin Keur & Rick Fix Private Show

Flirt4Free 1 year ago

Independent Training No20 Exposure Walk with a chastity belt

Independent Training No20 Exposure Walk with a chastity belt

XHamster 8 months ago

Sissy Maid Self Bondage Fiddle - Almost Stuck

Sissy Maid Self Bondage Fiddle - Almost Stuck

XHamster 7 months ago

Sasha Star Coffee Table Bondage Bunny

Sasha Star Coffee Table Bondage Bunny

XHamster 1 week ago

Lady Fee has left Sissy Dee in a sex swing with a vibrator strap to her cage

Lady Fee has left Sissy Dee in a sex swing with a vibrator strap to her cage

XHamster 3 months ago

a Slow Tease You Won’t Forget.

a Slow Tease You Won’t Forget.

Flirt4Free 1 week ago

Elvis Rey & Andres & Aron Private Show

63% HD 2:00 / 16:32

Elvis Rey & Andres & Aron Private Show

Flirt4Free 3 years ago

Aubrey Saint Private Show

Aubrey Saint Private Show

Camster 6 days ago

I tied my chastity sissy to the bed and activate two vibrators

I tied my chastity sissy to the bed and activate two vibrators

Pornfact 1 week ago

IMMENSE DARK-HUED TRUNK PARENT USES CAGED YT SISSYBOY : your Black neighbor gets your sonny high and teaches him to conform

IMMENSE DARK-HUED TRUNK PARENT USES CAGED YT SISSYBOY : your Black neighbor gets your sonny high and teaches him to conform

2BGay 3 years ago

Jhordy & Cody & Archie Private Show

56% HD 2:00 / 8:58

Jhordy & Cody & Archie Private Show

Flirt4Free 5 months ago

Sissy Cock Humiliation: I Reframe My Slave and Mark Them with My Power - Mistress Julia

Sissy Cock Humiliation: I Reframe My Slave and Mark Them with My Power - Mistress Julia

Pornfact 1 week ago

Feelipe & Adara Private Show

55% HD 2:00 / 8:50

Feelipe & Adara Private Show

Flirt4Free 10 months ago

Colombian Boys Private Show

63% 4K 2:00 / 6:27

Colombian Boys Private Show

Flirt4Free 1 month ago

Turn Into My Dumb Bimbo Sissy - Lip - Sucking Asmr for Pretty Face Obsession Clip by Findom Goaldigger

50% HD 0:39 / 10:12

Turn Into My Dumb Bimbo Sissy - Lip - Sucking Asmr for Pretty Face Obsession Clip by Findom Goaldigger

FapHouse 8 months ago

DEVILS TGIRLS - Sexy Busty Trans Gracie Jane Fucks Hot Teen Masseuse

DEVILS TGIRLS - Sexy Busty Trans Gracie Jane Fucks Hot Teen Masseuse

Some.Porn 10 months ago

tiatizzianni - nyxi leon shemale commits to be sex slave

tiatizzianni - nyxi leon shemale commits to be sex slave

TransDoe 2 years ago

Sophia Loreen Party on May 21, 2026 - Part 3

60% HD 2:00 / 54:23

Sophia Loreen Party on May 21, 2026 - Part 3

Flirt4Free 2 months ago

Mike Swift & David Golden Private Show

65% HD 2:00 / 11:21

Mike Swift & David Golden Private Show

Flirt4Free 3 days ago

Mini-Skirt Puppy Pt. two

Mini-Skirt Puppy Pt. two

GayCK 6 years ago

Master trains his sissy in Chastity. He uses her mouth and ass to her liking making her a real whore

Master trains his sissy in Chastity. He uses her mouth and ass to her liking making her a real whore

XHamster 9 months ago

TS Slave Maid Spanking Punishment | MahoganyQen

64% HD 0:10 / 10:48

TS Slave Maid Spanking Punishment | MahoganyQen

LoyalFans 1 year ago

Sissy Slut Anal Training

Sissy Slut Anal Training

XHamster 1 year ago

Femdom Mistress Goddess V humiliates & fully feminizes chastity cuckold sissy sub slave w/ sph 1/3

Femdom Mistress Goddess V humiliates & fully feminizes chastity cuckold sissy sub slave w/ sph 1/3

Pornzona 5 days ago

Sissy Joyce guides you through the ultimate chastity cage experience - A Tranny's guide to domination and humiliation!

Sissy Joyce guides you through the ultimate chastity cage experience - A Tranny's guide to domination and humiliation!

TrannyMovs 10 months ago

Sophia Loreen Party on Jun 4, 2026 - Part 3

HD 2:00 / 1:00:20

Sophia Loreen Party on Jun 4, 2026 - Part 3

Camster 1 month ago

So hot cumming after 7 days in chastity and anal training

So hot cumming after 7 days in chastity and anal training

XHamster 1 year ago

Femboy about to caught while exposure in public men's toilet with metal chastity cage and microskirt on.

Femboy about to caught while exposure in public men's toilet with metal chastity cage and microskirt on.

XHamster 3 weeks ago

Sophia Loreen Party on May 7, 2022

HD 2:00 / 1:12:03

Sophia Loreen Party on May 7, 2022

Camster 4 years ago

Sophia Loreen Private Show

Sophia Loreen Private Show

Flirt4Free 1 month ago

Princess Sahara Taunting & Outrageous Her Trans Hoe

Princess Sahara Taunting & Outrageous Her Trans Hoe

TrannyGem 8 months ago

Tranny Domination: Foot Licking Slave Is Kept Chaste and Used as a Strap-on Pad! Full Clip

59% HD 1:01 / 19:35

Tranny Domination: Foot Licking Slave Is Kept Chaste and Used as a Strap-on Pad! Full Clip

FapHouse 5 months ago

squirttt

Camster 3 years ago

Sophia Loreen Private Show

HD 2:00 / 29:32

Sophia Loreen Private Show

Flirt4Free 4 years ago

video especial para o juninho - quer um video especial me chama

video especial para o juninho - quer um video especial me chama

PissVids 2 years ago

Sophia Loreen Strip

63% HD 2:00 / 4:00

Sophia Loreen Strip

Camster 3 years ago

See the best ride and the best ass cheekcs bouncing!!

See the best ride and the best ass cheekcs bouncing!!

Camster 3 years ago

Non stop PEGGING gives me 7x ANAL ORGASM, I rewarded with 1 for her SISSY dick

Non stop PEGGING gives me 7x ANAL ORGASM, I rewarded with 1 for her SISSY dick

XHamster 1 year ago

Sophia Loreen Private Show

63% HD 2:00 / 18:59

Sophia Loreen Private Show

Camster 1 week ago

First Steps to Becoming a Slave - POV - Mistress Julia

First Steps to Becoming a Slave - POV - Mistress Julia

FapHouse 2 years ago

Sissy feminization training turning trapped wanker into chastity slave for Mistress Julia

Sissy feminization training turning trapped wanker into chastity slave for Mistress Julia

JuicyTrans 1 week ago

Jhordy & Maxx Private Show

46% HD 2:00 / 1:47:48

Jhordy & Maxx Private Show

Flirt4Free 11 months ago

Jhordy & Maxx Private Show

61% HD 2:00 / 4:12

Jhordy & Maxx Private Show

Flirt4Free 11 months ago

Archie Blossom Private Show

65% HD 2:00 / 14:11

Archie Blossom Private Show

Flirt4Free 3 months ago

Christian & Nicco & Elvis Private Show

HD 2:00 / 12:18

Christian & Nicco & Elvis Private Show

Flirt4Free 2 years ago

Master & Ithan & Aleex Private Show

57% HD 2:00 / 31:36

Master & Ithan & Aleex Private Show

Flirt4Free 11 months ago

Sophia Loreen Party on Oct 31, 2025 - Part 2

58% 4K 2:00 / 6:28

Sophia Loreen Party on Oct 31, 2025 - Part 2

Flirt4Free 8 months ago

Giovanni Becomes Giovanna

Giovanni Becomes Giovanna

XHamster 3 months ago

Viky & Master Private Show

58% HD 2:00 / 7:04

Viky & Master Private Show

Flirt4Free 7 months ago

Erotic Electroshock Torment Spider Gag & Convulsing Chair

62% HD 1:01 / 12:26

Erotic Electroshock Torment Spider Gag & Convulsing Chair

FapHouse 3 months ago

hands free cum in cage with new toy

hands free cum in cage with new toy

XHamster 4 weeks ago

Paulo & Jose & Sander Private Show

58% HD 2:00 / 6:07

Paulo & Jose & Sander Private Show

Flirt4Free 1 month ago

Colombian Boys Private Show

56% HD 2:00 / 16:12

Colombian Boys Private Show

Flirt4Free 10 months ago

Sophia Loreen Private Show

66% HD 2:00 / 9:55

Sophia Loreen Private Show

Flirt4Free 3 months ago

Elix & Elias & Paulo Private Show

64% HD 2:00 / 4:57

Elix & Elias & Paulo Private Show

Flirt4Free 9 months ago

complete submission: sph, asshole worship, pegging, spit eating, female supremacy - full video on Veggiebabyy Manyvids

complete submission: sph, asshole worship, pegging, spit eating, female supremacy - full video on Veggiebabyy Manyvids

XHamster 1 year ago

JenbyDoll Sucks Mommy Jessica Bloom's Throbbing Tgirl Cock Then Shares Cummy Kiss

JenbyDoll Sucks Mommy Jessica Bloom's Throbbing Tgirl Cock Then Shares Cummy Kiss

XHamster 1 year ago

Sophia Loreen Private Show

HD 2:00 / 43:05

Sophia Loreen Private Show

Flirt4Free 2 months ago

Sissy Maid Collared to Bedpost in Spiked Chastity Cage and Handcuffed Harness Gagged

Sissy Maid Collared to Bedpost in Spiked Chastity Cage and Handcuffed Harness Gagged

XHamster 2 years ago

Carter Rains Private Show

4K 2:00 / 12:41

Carter Rains Private Show

Camster 4 days ago

Sophia Loreen Private Show

Sophia Loreen Private Show

Camster 4 weeks ago

Paulo & Jose & Sander Private Show

61% HD 2:00 / 6:39

Paulo & Jose & Sander Private Show

Flirt4Free 1 month ago

Paulo & Jose & Sander Private Show

62% HD 2:00 / 7:57

Paulo & Jose & Sander Private Show

Flirt4Free 1 month ago

Sophia Loreen Party on Apr 21, 2026 - Part 3

65% HD 2:00 / 40:40

Sophia Loreen Party on Apr 21, 2026 - Part 3

Flirt4Free 3 months ago

Nelly Gale Private Show

4K 2:00 / 15:35

Nelly Gale Private Show

Camster 3 weeks ago

Mommy Ruby first time with a t-girl

Mommy Ruby first time with a t-girl

XHamster 6 months ago

Colombian Boys Private Show

55% 4K 2:00 / 6:46

Colombian Boys Private Show

Flirt4Free 2 months ago

Femboy pet in super-cute socks plays with playthings and cascades jism ~Oscar20xxx~

Femboy pet in super-cute socks plays with playthings and cascades jism ~Oscar20xxx~

GayCK 3 years ago

Humiliation, Degradation Ejaculation and Punishment! - Mistress Julia

56% HD 1:01 / 17:16

Humiliation, Degradation Ejaculation and Punishment! - Mistress Julia

FapHouse 1 year ago

Troy Khalil Private Show

HD 2:00 / 14:47

Troy Khalil Private Show

Flirt4Free 2 years ago

Lance & Christian & Master Private Show

HD 2:00 / 23:11

Lance & Christian & Master Private Show

Flirt4Free 3 years ago

Hot Niqabi Crossdresser: Unleashing Desire and Bold Fashion"

Hot Niqabi Crossdresser: Unleashing Desire and Bold Fashion"

XHamster 1 year ago

Erotic Electroshock Torment Spider Gag & Convulsing Chair

HD 0:39 / 12:26

Erotic Electroshock Torment Spider Gag & Convulsing Chair

FapHouse 3 months ago

Valery & Felipe Private Show

Valery & Felipe Private Show

Camster 2 years ago

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