Chastity Videos - Trans (33,128)

Rikki as Mickey Mouse Latex Suit, Foot Tickling Machine & Unique Tools Experiment

66% HD 1:01 / 25:53

Rikki as Mickey Mouse Latex Suit, Foot Tickling Machine & Unique Tools Experiment

FapHouse 6 months ago

POV Trans Femdom, Suck My Dick While in Chastity You Sissy Slut!

Premium HD 27:55

POV Trans Femdom, Suck My Dick While in Chastity You Sissy Slut!

XVideosRed 9 months ago

Cum Staining My Pantyhose

65% HD 0:10 / 16:26

Cum Staining My Pantyhose

Clips4sale 4 years ago

Zara Clark Private Show

Zara Clark Private Show

Flirt4Free 5 months ago

Closeup Asshole Stretching, Gaping, Fisting - Locked in Chastity Cage

HD 1:01 / 10:12

Closeup Asshole Stretching, Gaping, Fisting - Locked in Chastity Cage

FapHouse 1 month ago

chastity fuckdolls reverse gangbang 3

60% HD 0:30 / 35:40

chastity fuckdolls reverse gangbang 3

AnalVids 6 months ago

Submissive trans girl Suffers Mindfuck Electric Shock Timer Game

56% HD 0:28 / 24:56

Submissive trans girl Suffers Mindfuck Electric Shock Timer Game

Clips4sale 1 year ago

BBC BJ and Anal Sissy Compilation *EXCLUSIVE*

66% HD 0:10 / 27:42

BBC BJ and Anal Sissy Compilation *EXCLUSIVE*

LoyalFans 2 months ago

Sabrina Smiith Private Show

Sabrina Smiith Private Show

Flirt4Free 9 months ago

Jhon & Derek & Chris Private Show

67% HD 2:00 / 19:26

Jhon & Derek & Chris Private Show

Flirt4Free 4 years ago

Sophia Loreen Party on Sep 10, 2026 - Part 3

4K 2:00 / 23:02

Sophia Loreen Party on Sep 10, 2026 - Part 3

Flirt4Free 1 month ago

Super Girl's Secret is Revealed and humiliated

67% HD 0:10 / 15:04

Super Girl's Secret is Revealed and humiliated

LoyalFans 9 months ago

Sophia Loreen Party on Oct 16, 2026 - Part 4

4K 2:00 / 28:50

Sophia Loreen Party on Oct 16, 2026 - Part 4

Flirt4Free 1 day ago

Alisa Fresh Private Show

50% 4K 2:00 / 25:19

Alisa Fresh Private Show

Flirt4Free 3 months ago

Alice Hottets Private Show

Alice Hottets Private Show

Flirt4Free 2 years ago

Monserrat Salvatore Private Show

HD 2:00 / 15:28

Monserrat Salvatore Private Show

Flirt4Free 2 years ago

POV caged sissy leaks so much precum, BLACKED, squirts cum

77% 0:16 / 7:25

POV caged sissy leaks so much precum, BLACKED, squirts cum

Clips4sale 2 years ago

Nicco & Michael & Santiago Private Show

53% HD 2:00 / 6:03

Nicco & Michael & Santiago Private Show

Flirt4Free 2 years ago

Loctober Sissy Chastity Checkup with Rachael Belle

Premium HD 21:08

Loctober Sissy Chastity Checkup with Rachael Belle

XVideosRed 1 year ago

Trans Sissy French Maid Service Training

Premium HD 26:32

Trans Sissy French Maid Service Training

Sheer 11 months ago

Bi-sexual Turning to Trans

65% HD 2:00 / 6:16

Bi-sexual Turning to Trans

Flirt4Free 9 years ago

Milking the Sissy Maid (1080p)

Premium HD 22:19

Milking the Sissy Maid (1080p)

Clips4sale 9 months ago

hot trans in chastity takes huge BBC fucking machine & cums

67% 4K 0:14 / 14:23

hot trans in chastity takes huge BBC fucking machine & cums

Clips4sale 1 year ago

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

45% HD 0:39 / 19:35

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

FapHouse 7 months ago

Miss Lilly, the Lady of the Manor, along with Miss Bella Bouvier and Miss Lola Milk, the two devoted governesses, embark on a full makeover sissy transformation of the new boy in the manor. Watch as he begins his journey to become a pretty girl, collared

60% HD 0:29 / 23:10

Miss Lilly, the Lady of the Manor, along with Miss Bella Bouvier and Miss Lola Milk, the two devoted governesses, embark on a full makeover sissy transformation of the new boy in the manor. Watch as he begins his journey to become a pretty girl, collared

Clips4sale 9 months ago

trans in chastity cums in public with huge BBC dildo

48% HD 0:12 / 8:05

trans in chastity cums in public with huge BBC dildo

Clips4sale 1 year ago

TSLUT: Two tall TS Cheerleaders Bully tiny Ts cheerleader

TSLUT: Two tall TS Cheerleaders Bully tiny Ts cheerleader

Clips4sale 1 year 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 11 months ago

TS Natalie Carnot Strapped Up in Her Longline Bra and Garter Belt

60% 0:35 / 15:43

TS Natalie Carnot Strapped Up in Her Longline Bra and Garter Belt

Clips4sale 2 years ago

SISSY TRAINING - FEMINIZATION (EN-720)

HD 0:28 / 12:41

SISSY TRAINING - FEMINIZATION (EN-720)

Clips4sale 1 year ago

A Housewife's Milky MILF Breasts 1080P

65% 4K 0:29 / 7:57

A Housewife's Milky MILF Breasts 1080P

Clips4sale 4 years ago

Beat Balls

FapHouse 4 months ago

Tropical threesome that makes him surrender

71% 4K 0:21 / 22:10

Tropical threesome that makes him surrender

Clips4sale 3 years ago

Once Upon Chastity

Once Upon Chastity

FapHouse 1 week ago

Riley Wears Cummy Pee Stained Panties

55% 0:11 / 18:05

Riley Wears Cummy Pee Stained Panties

Clips4sale 3 years ago

BBC Vs Clitty! Adreena Winters Mocks This Sissy Into Cock Sucking Submission

43% HD 0:39 / 3:25

BBC Vs Clitty! Adreena Winters Mocks This Sissy Into Cock Sucking Submission

FapHouse 10 months ago

sissy whore gapes hole with BBC busts hers balls and cums

68% 0:18 / 11:13

sissy whore gapes hole with BBC busts hers balls and cums

Clips4sale 1 year ago

bbc addicted braceface teen gapes hole and squirts from cage

bbc addicted braceface teen gapes hole and squirts from cage

Clips4sale 2 years ago

Desire Sweet Private Show

HD 2:00 / 10:47

Desire Sweet Private Show

Flirt4Free 16 hours ago

Desire Sweet Private Show

Desire Sweet Private Show

Flirt4Free 1 week ago

Who can help suzan escape the crisis?

Who can help suzan escape the crisis?

Clips4sale 10 months ago

Cheer Chastity

Premium HD 19:00

XNXXGold 2 years ago

kitty vs bunny

55% HD 0:30 / 45:09

PornBox 1 year ago

chastity fuckdoll 10 - gigi

61% HD 0:30 / 30:25

chastity fuckdoll 10 - gigi

PornBox 2 months ago

SISSYMAID CHASTITY MESMERIZE - Compelled Chastity Training [Chastity Device] [Chastity Belt] [Male Chastity] [Chastity Cage] [Locked] [Keyholder] [Chastity Keyholder] [Locktober] [Locked In Chastity]

SISSYMAID CHASTITY MESMERIZE - Compelled Chastity Training [Chastity Device] [Chastity Belt] [Male Chastity] [Chastity Cage] [Locked] [Keyholder] [Chastity Keyholder] [Locktober] [Locked In Chastity]

Clips4sale 2 years ago

Sammi Smith in Chastity Cage Sucks Black Cock Interracial BBC

67% 1:01 / 27:49

Sammi Smith in Chastity Cage Sucks Black Cock Interracial BBC

FapHouse 8 months ago

Little Serving Sissy Wench

51% HD 1:01 / 10:38

Little Serving Sissy Wench

FapHouse 1 year ago

Rainbow Sluts Reverse Gangbang

Premium HD 38:25

Rainbow Sluts Reverse Gangbang

XNXXGold 6 months ago

Jacob Malik Private Show

Jacob Malik Private Show

Flirt4Free 7 months ago

Sandy Nell Private Show

4K 2:00 / 31:05

Sandy Nell Private Show

Flirt4Free 1 week ago

Hardcore Anal Sissy TGirl Pool Orgy With Ria Bentley and Friends

69% HD 0:33 / 31:25

Hardcore Anal Sissy TGirl Pool Orgy With Ria Bentley and Friends

Clips4sale 2 years ago

The Smell of Black Cock

65% 4K 0:29 / 17:00

The Smell of Black Cock

Clips4sale 1 year ago

Femboy Craves CBT Punishment

71% HD 0:10 / 8:18

Femboy Craves CBT Punishment

Clips4sale 4 years ago

dumb trans slut gets her back blown out by BBC and squirts

55% 0:23 / 21:58

dumb trans slut gets her back blown out by BBC and squirts

Clips4sale 2 years ago

2 Trans Girls Sissy Joyce and Charlotte Making Love

60% HD 1:01 / 15:27

2 Trans Girls Sissy Joyce and Charlotte Making Love

FapHouse 7 months ago

Milla Booms Private Show

Milla Booms Private Show

Flirt4Free 1 year ago

Bratty Girl Next Door Halloween Cuckolding

HD 0:25 / 11:29

Bratty Girl Next Door Halloween Cuckolding

Clips4sale 3 days ago

trans girl fills her ass with so much cum and stretches hole

61% 0:16 / 11:44

trans girl fills her ass with so much cum and stretches hole

Clips4sale 2 years ago

isabelly ferreira e o duende de natal 2

isabelly ferreira e o duende de natal 2

PornBox 1 year ago

BBC Anal With Femboy Sissy Lola Crystals and Transgirl Ria Bentley

Premium HD 6:59

BBC Anal With Femboy Sissy Lola Crystals and Transgirl Ria Bentley

Sheer 2 years ago

Vibrate your Clitty - Sissy Gooning JOI by Goddess Nikki Kit

Vibrate your Clitty - Sissy Gooning JOI by Goddess Nikki Kit

Clips4sale 1 year ago

Medfet shaving genitals after locktober

74% 0:20 / 19:03

Medfet shaving genitals after locktober

Clips4sale 2 years ago

Little Sissy Chantal Sweet Rides a Big Dildo and Wiggles Her Tits

57% 1:01 / 7:24

Little Sissy Chantal Sweet Rides a Big Dildo and Wiggles Her Tits

FapHouse 1 month ago

Jessica Chen in Her School Uniform Gets Help with Self Bondage

Jessica Chen in Her School Uniform Gets Help with Self Bondage

Clips4sale 7 months ago

Black Teen Sissy Fag Cumoncarmen Jiggle Phat Sissy Ass in Slowmo

53% HD 0:07 / 0:46

Black Teen Sissy Fag Cumoncarmen Jiggle Phat Sissy Ass in Slowmo

FapHouse 2 years ago

Threesome Fun with Lola Crystals:)

Threesome Fun with Lola Crystals:)

FapHouse 5 days ago

Nelly Gale Private Show

Nelly Gale Private Show

Flirt4Free 5 days ago

me dio leche y me la saco toda queria esa fantasia y uffff la pasamos rico le saque toda esa leche

HD 0:30 / 14:15

me dio leche y me la saco toda queria esa fantasia y uffff la pasamos rico le saque toda esa leche

PornBox 2 years ago

oiled trans in flat chastity fucked with BBC and squirts cum

oiled trans in flat chastity fucked with BBC and squirts cum

Clips4sale 2 years ago

Two Dommes and the Delivery Boy - Throat Trained

54% HD 1:01 / 5:15

Two Dommes and the Delivery Boy - Throat Trained

FapHouse 1 year ago

Unauthorized Orgy Punishment - Mistress Kendra, female domination, Goddess Slavena, Ts Slayer, pegging, kendra james

51% 0:11 / 24:28

Unauthorized Orgy Punishment - Mistress Kendra, female domination, Goddess Slavena, Ts Slayer, pegging, kendra james

Clips4sale 3 years ago

my biggest anal dildo training vf

my biggest anal dildo training vf

Clips4sale 1 year ago

Chastity T-Girl goes wet, Claire Tenebrarum, 5on1, Anal Fisting, DAP, Gapes, Pee Drink, Swallow BTG063

Premium 63% 1:01:51

Chastity T-Girl goes wet, Claire Tenebrarum, 5on1, Anal Fisting, DAP, Gapes, Pee Drink, Swallow BTG063

XVideosRed 5 years ago

Down the sissy rabbit hole - My Story

50% HD 0:10 / 17:16

Down the sissy rabbit hole - My Story

LoyalFans 11 months ago

Caged Cowgirl Gets Titties Pumped & Plowed

71% HD 1:01 / 26:44

Caged Cowgirl Gets Titties Pumped & Plowed

FapHouse 5 months ago

DESCOBRI QUE MEU PROFESSOR DA FACULDADE GOSTA DE DAR O CUZINHO E EM TROCA DE NOTAS BOAS TRANSEI COM ELE! - EVEZZINI

Premium HD 14:54

DESCOBRI QUE MEU PROFESSOR DA FACULDADE GOSTA DE DAR O CUZINHO E EM TROCA DE NOTAS BOAS TRANSEI COM ELE! - EVEZZINI

Sheer 7 months ago

Public humiliation for sissy bitch - Miss Eva Ray - MP4 HD

Public humiliation for sissy bitch - Miss Eva Ray - MP4 HD

Clips4sale 1 year ago

el mejor sexo con una transexual latina peru venezuela

el mejor sexo con una transexual latina peru venezuela

XVideosRed 6 years ago

Sissy Chastity Slave Teased and Denied

52% HD 0:10 / 12:26

Sissy Chastity Slave Teased and Denied

LoyalFans 3 years ago

secret sissy weekend with your homewrecker goth gf: Friday

61% HD 0:30 / 11:33

secret sissy weekend with your homewrecker goth gf: Friday

Clips4sale 3 years ago

TS Natalie Carnot in Chastity, Panel Gagged and Hogtied!

67% 0:35 / 12:55

TS Natalie Carnot in Chastity, Panel Gagged and Hogtied!

Clips4sale 1 year ago

TS Kelly Quell, TS Valorie Valentina & Jake Grand Threeway

HD 0:10 / 23:12

TS Kelly Quell, TS Valorie Valentina & Jake Grand Threeway

LoyalFans 3 months ago

Let's get sissified ! - FEMINIZATION, TASK

65% 0:16 / 9:55

Let's get sissified ! - FEMINIZATION, TASK

Clips4sale 7 months ago

Oiled Latex Sissy Plays with Xxl Dildo

69% HD 0:39 / 42:01

Oiled Latex Sissy Plays with Xxl Dildo

FapHouse 1 year ago

Hentai Futa Hookers Bondage - Street Girls Fucked Hard in Chains

Hentai Futa Hookers Bondage - Street Girls Fucked Hard in Chains

FapHouse 1 week ago

Chastity Release Challenge by Tranny Girl! You have to cum in one minute!! GERMAN

57% HD 0:30 / 6:34

Chastity Release Challenge by Tranny Girl! You have to cum in one minute!! GERMAN

Clips4sale 3 years ago

Sharing a Massive Trans BBC with My Wife While She Watched Me Take a Huge Creampie in My Blonde Ass

55% HD 0:39 / 15:41

Sharing a Massive Trans BBC with My Wife While She Watched Me Take a Huge Creampie in My Blonde Ass

FapHouse 2 months ago

Live in sissy girls uniform inspection

68% 0:30 / 6:12

Live in sissy girls uniform inspection

Clips4sale 1 year ago

Freshmas Fuckfest

Premium 42% HD 55:30

Freshmas Fuckfest

XVideosRed 1 year ago

i cum inside my chastity cage

HD 0:30 / 18:38

i cum inside my chastity cage

PornBox 3 months ago

Cum in Chastity Cage

63% 0:39 / 6:37

Cum in Chastity Cage

FapHouse 1 year ago

Locked n' Loaded- Gaping Sissy Cumdump Oozes Anal Creampies

Premium HD 54:12

Locked n' Loaded- Gaping Sissy Cumdump Oozes Anal Creampies

Clips4sale 1 month ago

Lance & Christian & Master Private Show

58% HD 2:00 / 14:47

Lance & Christian & Master Private Show

Flirt4Free 3 years ago

NOVINHA TRANS CASADA ME CHAMOU PRO MOTEL ESCONDIDO E ELA ME COMEU E EU COMI ELA - EVEZZINI

Premium HD 14:42

NOVINHA TRANS CASADA ME CHAMOU PRO MOTEL ESCONDIDO E ELA ME COMEU E EU COMI ELA - EVEZZINI

XNXXGold 8 months ago

TS Bailey Wilde Fucking Petite Trans Woman - Compilation 7

HD 0:10 / 20:18

TS Bailey Wilde Fucking Petite Trans Woman - Compilation 7

LoyalFans 2 months ago

teen sissy in flat cage busts her balls until she cums

69% 4K 0:13 / 6:37

teen sissy in flat cage busts her balls until she cums

Clips4sale 11 months ago

Isabelly Ferreira, Rosy Pinheiro, Erika Lee, Mia Baianinha, L&iacute_via Castro, Alem&atilde_o e Max Maranh&atilde_o

Isabelly Ferreira, Rosy Pinheiro, Erika Lee, Mia Baianinha, L&iacute_via Castro, Alem&atilde_o e Max Maranh&atilde_o

XNXXGold 1 year ago

dickgirl detention 2 - sammi

45% HD 0:30 / 25:45

dickgirl detention 2 - sammi

PornBox 2 years ago

Marian & Richard Private Show

Marian & Richard Private Show

Flirt4Free 3 months ago

Nipple Slip While Putting on Makeup

71% HD 2:00 / 19:42

Nipple Slip While Putting on Makeup

Flirt4Free 7 years ago

Chastity-caged Sissy Gets Sideways Spoon-fucked Slow and Deep, Whispered Into Total Breeding Submission 1

48% HD 0:39 / 10:51

Chastity-caged Sissy Gets Sideways Spoon-fucked Slow and Deep, Whispered Into Total Breeding Submission 1

FapHouse 4 months ago

QoS sissy squirts cum in chastity while BBC rails her

55% 0:11 / 12:14

QoS sissy squirts cum in chastity while BBC rails her

Clips4sale 2 years ago

sissy egirl with purple hair sucks a fat cock whilst in cage

62% 0:21 / 12:38

sissy egirl with purple hair sucks a fat cock whilst in cage

Clips4sale 2 years ago

locked up cutie sabina caught and fucked

65% HD 0:30 / 17:46

locked up cutie sabina caught and fucked

PornBox 3 months ago

I Wish That Was Me Blowing That BBC There Is Not Much I Wouldnt Do for Me to Get That Cock Part1

I Wish That Was Me Blowing That BBC There Is Not Much I Wouldnt Do for Me to Get That Cock Part1

FapHouse 1 year ago

Purity Cage

Premium 4K 15:47

Clips4sale 2 months ago

Sissy Slut Machine Fucked Milked in Chastity Self Cum Swallow

69% HD 1:01 / 24:03

Sissy Slut Machine Fucked Milked in Chastity Self Cum Swallow

FapHouse 3 months ago

Sophia Loreen Private Show

4K 2:00 / 10:56

Sophia Loreen Private Show

Flirt4Free 1 week ago

Latex pegging

Clips4sale 5 years ago

Sara & Elver Private Show

Sara & Elver Private Show

Flirt4Free 11 months ago

Simon & Juseph Kiss, Suck and Fuck П😈😈😈

51% HD 2:00 / 44:57

Simon & Juseph Kiss, Suck and Fuck П😈😈😈

Flirt4Free 2 years ago

Sissy Bunny Pegging: Lexi Sindel + Lianna Lawson + Kendra James, femdom, feminized, anal

HD 0:10 / 22:53

Sissy Bunny Pegging: Lexi Sindel + Lianna Lawson + Kendra James, femdom, feminized, anal

LoyalFans 1 month 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

Sissy Dee Sucks and Rides Lady Fee's Big Strapon as Lady Fee Squeezes Sissy Dees Cage and Balls

63% HD 0:39 / 5:56

Sissy Dee Sucks and Rides Lady Fee's Big Strapon as Lady Fee Squeezes Sissy Dees Cage and Balls

FapHouse 5 months ago

Sissy CEI Suck your Panties Clean SLUT

52% HD 0:28 / 8:48

Sissy CEI Suck your Panties Clean SLUT

Clips4sale 2 years ago

Caged Sissy Secretary Rides Thick Anal Dildo

74% HD 1:01 / 28:06

Caged Sissy Secretary Rides Thick Anal Dildo

FapHouse 1 year ago

trans secretary throatfucked by her boss and gets big facial

70% 0:09 / 10:50

trans secretary throatfucked by her boss and gets big facial

Clips4sale 1 year ago

Day 2 Tease and Denial

HD 0:39 / 11:23

Day 2 Tease and Denial

FapHouse 10 months ago

the farmhouse - 7 trans girl reverse gangbang bbc

65% HD 0:30 / 49:49

the farmhouse - 7 trans girl reverse gangbang bbc

PornBox 1 month ago

Nelly Gale Private Show

4K 2:00 / 20:02

Nelly Gale Private Show

Flirt4Free 1 week ago

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