Chastity Videos - Trans (2,324)

pigtail trans cutie

55% 0:30 / 26:19

pigtail trans cutie

Clips4sale 1 year ago

Virgin Feminized by Sex Coach

HD 0:29 / 18:37

Virgin Feminized by Sex Coach

Clips4sale 2 years ago

Bondage for the trans kitty: Ashtray Training while tied up

HD 0:10 / 12:31

Bondage for the trans kitty: Ashtray Training while tied up

LoyalFans 1 week ago

HOT Blonde Feminizes and Pegs Boyfriend *EXCLUSIVE*

58% HD 0:10 / 16:44

HOT Blonde Feminizes and Pegs Boyfriend *EXCLUSIVE*

LoyalFans 1 week ago

POV Blonde Crossdresser in Chastity Fucked *EXCLUSUVE*

POV Blonde Crossdresser in Chastity Fucked *EXCLUSUVE*

LoyalFans 2 weeks ago

Convincing You To Become A Controlled Sissy-Girl (HD MP4)

62% 4K 0:31 / 14:50

Convincing You To Become A Controlled Sissy-Girl (HD MP4)

Clips4sale 2 years ago

Crossdresser Bailey Wilde Sucking and Fucking Sissy Jasmyne Jaye - Compilation 3

HD 0:10 / 20:00

Crossdresser Bailey Wilde Sucking and Fucking Sissy Jasmyne Jaye - Compilation 3

LoyalFans 1 week ago

Petite Trans Woman and Crossdresser Bailey Wilde Fucking - Compilation 13

66% HD 0:10 / 32:19

Petite Trans Woman and Crossdresser Bailey Wilde Fucking - Compilation 13

LoyalFans 1 week ago

Petite Trans Woman Deepthroating TS Bailey Wilde's Cock - Compilation 1

HD 0:10 / 20:01

Petite Trans Woman Deepthroating TS Bailey Wilde's Cock - Compilation 1

LoyalFans 1 week ago

Hot Crossdresser Fucked Doggystyle *EXCLUSUVE*

Hot Crossdresser Fucked Doggystyle *EXCLUSUVE*

LoyalFans 2 weeks ago

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67% 0:30 / 17:33

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Clips4sale 1 year ago

Only girls allowed in my room - Feminization

Only girls allowed in my room - Feminization

Clips4sale 6 days ago

Blonde Trans Beauty Fucked by BBC *EXCLUSIVE*

Blonde Trans Beauty Fucked by BBC *EXCLUSIVE*

LoyalFans 2 weeks ago

Mistress Pegging Crossdresser Bailey Wilde - Compilation 1

63% HD 0:10 / 20:00

Mistress Pegging Crossdresser Bailey Wilde - Compilation 1

LoyalFans 2 weeks ago

Humiliated Sissy Custom #2

57% HD 0:10 / 14:23

Humiliated Sissy Custom #2

LoyalFans 1 year ago

Diapered Sissy Made to Mess & GLUED SHUT

HD 0:10 / 14:42

Diapered Sissy Made to Mess & GLUED SHUT

LoyalFans 1 day ago

Very Pretty Crossdresser Fucking and Sucking Redhead Tgirl Raw - Compilation 8

HD 0:10 / 20:02

Very Pretty Crossdresser Fucking and Sucking Redhead Tgirl Raw - Compilation 8

LoyalFans 2 weeks ago

Hot Crossdresser Ready to Get Fucked *EXCLUSUVE*

Hot Crossdresser Ready to Get Fucked *EXCLUSUVE*

LoyalFans 2 weeks ago

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

77% 0:16 / 7:25

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Clips4sale 1 year ago

Blonde Sissy Bride Rubs her New Pussy Chastity

HD 0:10 / 16:06

Blonde Sissy Bride Rubs her New Pussy Chastity

LoyalFans 2 weeks ago

Mistress of the Night part II

64% 0:20 / 14:13

Mistress of the Night part II

Clips4sale 2 years ago

Pinky Tries To Earn His Release Thru CBT (MOV HD)

HD 0:30 / 12:48

Pinky Tries To Earn His Release Thru CBT (MOV HD)

Clips4sale 1 week ago

Throat Fucked & Ass Gaped: TS Grey Perrier’s Painful Anal Redemption

67% HD 0:10 / 42:03

Throat Fucked & Ass Gaped: TS Grey Perrier’s Painful Anal Redemption

LoyalFans 2 months ago

Hot Blonde Sissy Sucking BBC *EXCLUSIVE*

Hot Blonde Sissy Sucking BBC *EXCLUSIVE*

LoyalFans 2 weeks ago

Sexy Blonde Femboy Fucked by HUGE BBC *EXCLUSIVE*

Sexy Blonde Femboy Fucked by HUGE BBC *EXCLUSIVE*

LoyalFans 2 weeks ago

BBC BJ and Anal Sissy Compilation *EXCLUSIVE*

HD 0:10 / 27:42

BBC BJ and Anal Sissy Compilation *EXCLUSIVE*

LoyalFans 2 weeks ago

Sexy Blonde Femboy Sucking BIG BBC *EXCLUSIVE*

Sexy Blonde Femboy Sucking BIG BBC *EXCLUSIVE*

LoyalFans 2 weeks ago

LOCKTOBER: Submissive Trans Girl, Bella Joie's Locked in Chastity and dominated

63% 0:15 / 26:57

LOCKTOBER: Submissive Trans Girl, Bella Joie's Locked in Chastity and dominated

Clips4sale 2 years ago

Sissy in Chastity Fucked Compilation

57% HD 0:10 / 25:35

Sissy in Chastity Fucked Compilation

LoyalFans 2 weeks ago

sissy sith lord fucks herself with her lightsaber dildo

sissy sith lord fucks herself with her lightsaber dildo

Clips4sale 2 years ago

Hot Crossdresser Fucking Huge Ass Femboy Compilation

HD 0:10 / 34:14

Hot Crossdresser Fucking Huge Ass Femboy Compilation

LoyalFans 1 week ago

Guy Feminized and Fucked by Roommate (Full Movie)

HD 0:10 / 1:04:44

Guy Feminized and Fucked by Roommate (Full Movie)

LoyalFans 1 week ago

caged trans teen GAPES her hole and CUMS all over herself

63% 4K 0:14 / 10:12

caged trans teen GAPES her hole and CUMS all over herself

Clips4sale 9 months ago

Post Op Trans Woman Using New Pussy - Compilation 3

61% HD 0:10 / 28:11

Post Op Trans Woman Using New Pussy - Compilation 3

LoyalFans 2 weeks ago

Crossdressers Fucked by Fucking Machine - Compilation 3

HD 0:10 / 20:01

Crossdressers Fucked by Fucking Machine - Compilation 3

LoyalFans 1 week ago

Femboy Femdom BDSM Petite Trans Woman - Compilation 4

HD 0:10 / 20:03

Femboy Femdom BDSM Petite Trans Woman - Compilation 4

LoyalFans 1 week ago

Broke out of Chastity and Punished - TS Gray Perrier Dominated by SlayerXXX

Premium HD 41:59

Broke out of Chastity and Punished - TS Gray Perrier Dominated by SlayerXXX

Clips4sale 3 months ago

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68% 0:18 / 11:13

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Clips4sale 1 year ago

Blonde Trans Woman Fucked by Daddy *EXCLUSIVE*

Blonde Trans Woman Fucked by Daddy *EXCLUSIVE*

LoyalFans 2 weeks ago

Pink Princess Rosebud Pervert

87% 0:30 / 14:44

Pink Princess Rosebud Pervert

Clips4sale 1 year ago

Sissy Slut Examination by a Surprise Latex Doctor

45% HD 0:10 / 25:33

Sissy Slut Examination by a Surprise Latex Doctor

LoyalFans 6 months ago

TS Bailey Wilde Fucking Petite Trans Woman - Compilation 5

HD 0:10 / 20:04

TS Bailey Wilde Fucking Petite Trans Woman - Compilation 5

LoyalFans 1 week ago

Edged & Denied - Femdom Chastity Tease & Denial

60% HD 0:10 / 12:19

Edged & Denied - Femdom Chastity Tease & Denial

LoyalFans 2 years ago

Trans Chastity Slut Dusti Bunni Gets Leashed & Used By Stud

Trans Chastity Slut Dusti Bunni Gets Leashed & Used By Stud

Clips4sale 7 months ago

Useless and Impaled

54% 0:21 / 1:11:14

Useless and Impaled

Clips4sale 1 year ago

Cum Staining My Pantyhose

65% HD 0:10 / 16:26

Cum Staining My Pantyhose

Clips4sale 4 years ago

mean futa Domme pegs you in your diaper - SD - wmv

mean futa Domme pegs you in your diaper - SD - wmv

Clips4sale 3 years ago

Edging a Useless Dick

HD 0:10 / 12:52

Edging a Useless Dick

LoyalFans 3 years ago

trans teen cums in hotel room and gets cumshot on her ass

4K 0:14 / 16:46

trans teen cums in hotel room and gets cumshot on her ass

Clips4sale 11 months ago

Breaking Ts Jasmine Lotus: Chasity Slut Punished & Covered in Cum

47% HD 0:10 / 16:19

Breaking Ts Jasmine Lotus: Chasity Slut Punished & Covered in Cum

LoyalFans 10 months ago

Two Hole Fleshlight

66% HD 0:10 / 23:50

Two Hole Fleshlight

LoyalFans 2 years ago

Femboy Jade Madison Fucking Crossdresser Bailey Wilde Compilation 4

HD 0:10 / 20:40

Femboy Jade Madison Fucking Crossdresser Bailey Wilde Compilation 4

LoyalFans 1 week ago

A Smallcock Christmas

67% 0:26 / 18:18

A Smallcock Christmas

Clips4sale 1 year ago

Alien Futura Nurses TS Yakira & Goddess Slavena breed their human gimp

43% 0:31 / 23:36

Alien Futura Nurses TS Yakira & Goddess Slavena breed their human gimp

Clips4sale 2 years ago

slutty trans teen goes balls deep with BBC and cums in cage

58% 4K 0:15 / 11:49

slutty trans teen goes balls deep with BBC and cums in cage

Clips4sale 1 year ago

Ts Roberta Cortes and Ts Janny Costa fuck Hotwife Nara in front of his cuck husband (1080p ENG-sub) Trans Woman - Trans Fuck Cis - Trans Blowjob - Trans Cock

HD 0:22 / 21:31

Ts Roberta Cortes and Ts Janny Costa fuck Hotwife Nara in front of his cuck husband (1080p ENG-sub) Trans Woman - Trans Fuck Cis - Trans Blowjob - Trans Cock

Clips4sale 8 months ago

T-Girl Ass Obliteration!

T-Girl Ass Obliteration!

Clips4sale 3 years ago

Trans Valorie Valentina Fucked by Jake Grand

54% HD 0:10 / 22:07

Trans Valorie Valentina Fucked by Jake Grand

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

qos trans sissy gets ass destroyed by bbc and cums handsfree

63% 4K 0:14 / 15:27

qos trans sissy gets ass destroyed by bbc and cums handsfree

Clips4sale 2 years ago

PEGGED IN CHASTITY Ft BubblePinkElle

73% 0:27 / 10:31

PEGGED IN CHASTITY Ft BubblePinkElle

Clips4sale 1 year ago

Trans Hottie Sucking Cock in Sweden *EXCLUSIVE*

55% HD 0:10 / 7:39

Trans Hottie Sucking Cock in Sweden *EXCLUSIVE*

LoyalFans 1 month ago

Mistress Lady Renee - Fucking sissy - mp4

Mistress Lady Renee - Fucking sissy - mp4

Clips4sale 2 years ago

OTK Slut Spanking

HD 0:26 / 15:43

OTK Slut Spanking

Clips4sale 1 year ago

TS Natalie Carnot in Corset and Chastity

TS Natalie Carnot in Corset and Chastity

Clips4sale 1 year ago

Chastity training for Sissy Anna

Chastity training for Sissy Anna

Clips4sale 2 years ago

15 days MTF transformation - sissy training - crossdresser - chastity belt - assgasm

42% HD 0:10 / 14:09

15 days MTF transformation - sissy training - crossdresser - chastity belt - assgasm

LoyalFans 1 year ago

Huge BBC Anal Dildo Compilation - My Favorite Toy to Ride SD wmv

Huge BBC Anal Dildo Compilation - My Favorite Toy to Ride SD wmv

Clips4sale 2 years ago

Prettied Up as a Sissy for Your Date

65% 0:10 / 7:43

Prettied Up as a Sissy for Your Date

Clips4sale 2 years ago

Make me bi to BBC and teach me how to fuck in chastity my Queen Maisa Pravo

77% 0:41 / 22:55

Make me bi to BBC and teach me how to fuck in chastity my Queen Maisa Pravo

Clips4sale 1 year ago

Sexy Blonde Feminizes Boyfriend Then Blowjob *EXCLUSIVE*

65% HD 0:10 / 4:05

Sexy Blonde Feminizes Boyfriend Then Blowjob *EXCLUSIVE*

LoyalFans 1 week ago

Sissy Faggot Cocksucker JOI

56% HD 0:25 / 18:16

Sissy Faggot Cocksucker JOI

Clips4sale 2 years ago

Glazing Donuts

67% HD 0:29 / 32:49

Clips4sale 1 year ago

Medfet washing outside and inside (1280x720)

70% 0:18 / 17:58

Medfet washing outside and inside (1280x720)

Clips4sale 5 years ago

Bisexual Sluts with TS Kim Wagner

67% 4K 0:26 / 34:47

Bisexual Sluts with TS Kim Wagner

Clips4sale 2 years ago

Petite Trans Woman Fucked and Sucking by Bailey Wilde - Compilation 14

HD 0:10 / 20:06

Petite Trans Woman Fucked and Sucking by Bailey Wilde - Compilation 14

LoyalFans 1 week ago

Hotwife BBC Creampie Cleanup – Beta Cuck Eats Every Drop

63% 0:33 / 20:34

Hotwife BBC Creampie Cleanup – Beta Cuck Eats Every Drop

Clips4sale 6 months ago

Trans Girl Tells You to Wear a Chastity Cage & Jerks Off

Premium HD 11:39

Trans Girl Tells You to Wear a Chastity Cage & Jerks Off

Clips4sale 1 week ago

Fucked In A Cage

Fucked In A Cage

Clips4sale 1 year ago

Big Dick Trans Girl Gets Teased & Stroked By Latex Gloves While Tied Up

65% HD 0:10 / 23:58

Big Dick Trans Girl Gets Teased & Stroked By Latex Gloves While Tied Up

LoyalFans 1 week ago

Sissy Pegged by Dominatrix

HD 0:10 / 20:10

Sissy Pegged by Dominatrix

LoyalFans 2 weeks ago

Teaching Sydney How to Fuck

72% HD 0:47 / 25:08

Teaching Sydney How to Fuck

Clips4sale 2 years ago

Chastity Doll Pounded in Chastity by Femdom

HD 0:10 / 28:13

Chastity Doll Pounded in Chastity by Femdom

LoyalFans 1 month ago

Femboy Bailey Wilde Fucking Huge Ass TS Kelsey Masters - Compilation 1

HD 0:10 / 20:00

Femboy Bailey Wilde Fucking Huge Ass TS Kelsey Masters - Compilation 1

LoyalFans 1 week ago

Femboy Bailey Wilde Sucking Sissy Jasmyne Jaye - Compilation 1

HD 0:10 / 20:00

Femboy Bailey Wilde Sucking Sissy Jasmyne Jaye - Compilation 1

LoyalFans 1 week ago

Loser Gets Caged and Cucked

56% HD 0:10 / 29:00

Loser Gets Caged and Cucked

LoyalFans 2 years ago

TRANS GIRL ON HER KNEES: Cleaning Tigh-High Boots For Ebony MahoganyQen

51% HD 0:10 / 14:01

TRANS GIRL ON HER KNEES: Cleaning Tigh-High Boots For Ebony MahoganyQen

LoyalFans 8 months ago

Sissy Daisy Sucking and Getting Fucked - Compilation 2

HD 0:10 / 29:54

Sissy Daisy Sucking and Getting Fucked - Compilation 2

LoyalFans 2 weeks ago

Useless male to prissy sissy - Double domme training

Useless male to prissy sissy - Double domme training

Clips4sale 2 years ago

Sissy Bailey Wilde Fucking Redhead TS Kelsey Masters Raw - Compilation 1

63% HD 0:10 / 20:01

Sissy Bailey Wilde Fucking Redhead TS Kelsey Masters Raw - Compilation 1

LoyalFans 2 weeks ago

Sissy maid slut training with my bestie Tsgirl Dani Marks how to fuck and learn with me

63% 0:54 / 11:02

Sissy maid slut training with my bestie Tsgirl Dani Marks how to fuck and learn with me

Clips4sale 10 months ago

Chastity release milking - Cruel tease & denial

61% HD 0:10 / 15:04

Chastity release milking - Cruel tease & denial

LoyalFans 7 months ago

MILF1867 - Pegging the Bully: Rachel Steele & London River’s Femdom Justice

HD 0:30 / 34:59

MILF1867 - Pegging the Bully: Rachel Steele & London River’s Femdom Justice

Clips4sale 1 year ago

Sissy Girl Desperate for Girl Dick

72% HD 0:10 / 7:25

Sissy Girl Desperate for Girl Dick

LoyalFans 3 months ago

Crossdressers and The Fucking Machine - Compilation 6

HD 0:10 / 20:07

Crossdressers and The Fucking Machine - Compilation 6

LoyalFans 1 week ago

Crossdresser Sucking Huge Cock

Crossdresser Sucking Huge Cock

LoyalFans 2 weeks ago

TS Maid Tease & Humiliation: Toilet Service For Ebony Mistress | MahoganyQen

58% HD 0:10 / 10:43

TS Maid Tease & Humiliation: Toilet Service For Ebony Mistress | MahoganyQen

LoyalFans 1 year ago

Hottest Sissy Compilation

HD 0:10 / 22:44

Hottest Sissy Compilation

LoyalFans 2 weeks ago

LUNA LOGAN ASS FUCKED AND DOMINATED

54% 0:29 / 21:10

LUNA LOGAN ASS FUCKED AND DOMINATED

Clips4sale 2 years ago

Wedgie Loving Step-Mom SD

65% HD 0:26 / 20:27

Wedgie Loving Step-Mom SD

Clips4sale 1 year ago

Femboy Bailey Wilde Sucking Sissy Jasmyne Jaye - Compilation 2

HD 0:10 / 20:00

Femboy Bailey Wilde Sucking Sissy Jasmyne Jaye - Compilation 2

LoyalFans 1 week ago

Sissy Hottie BJ and Fucking

HD 0:10 / 11:39

Sissy Hottie BJ and Fucking

LoyalFans 2 weeks ago

Crossdressers and The Fucking Machine - Compilation 5

HD 0:10 / 20:00

Crossdressers and The Fucking Machine - Compilation 5

LoyalFans 1 week ago

Hot Sissies Fucking Compilation

HD 0:10 / 17:05

Hot Sissies Fucking Compilation

LoyalFans 2 weeks ago

caged sissy rides BBC in pink heels squirts cum out of cage

52% 0:12 / 11:12

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Clips4sale 1 year ago

Mistress Pegging Crossdresser Bailey Wilde - Compilation 15

HD 0:10 / 20:02

Mistress Pegging Crossdresser Bailey Wilde - Compilation 15

LoyalFans 2 weeks ago

LOCLED AND LUSTFUL PT 2 *HD 1080*

65% HD 0:10 / 10:18

LOCLED AND LUSTFUL PT 2 *HD 1080*

LoyalFans 4 years ago

BBC creampie party

HD 0:10 / 25:23

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LoyalFans 2 years ago

TINY Girl, BIG Strapon - Crossdresser (SubPOV)

Premium VR 21:32

TINY Girl, BIG Strapon - Crossdresser (SubPOV)

SexLikeReal 2 years ago

*EXCLUSUVE* Sexy Crossdresser Fucked Doggystyle

61% HD 0:10 / 1:36

*EXCLUSUVE* Sexy Crossdresser Fucked Doggystyle

LoyalFans 2 weeks ago

trans slut spitroasted by BBC sex machine takes a big load

68% 0:17 / 10:08

trans slut spitroasted by BBC sex machine takes a big load

Clips4sale 2 years ago

Straight Man Fucking Tgirl For First Time

HD 0:10 / 19:56

Straight Man Fucking Tgirl For First Time

LoyalFans 1 month ago

Submissive Training III

48% HD 0:10 / 10:29

Submissive Training III

LoyalFans 11 months ago

My cock is all you need

Premium 55% 8:24

My cock is all you need

Clips4sale 3 years ago

Deep Throat Blowjob after chastity

83% 0:14 / 9:22

Deep Throat Blowjob after chastity

Clips4sale 1 year 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 1 year ago

Femboy Femdom BDSM Petite Trans Woman - Compilation 3

HD 0:10 / 20:05

Femboy Femdom BDSM Petite Trans Woman - Compilation 3

LoyalFans 1 week ago

Trans wife ass fucked in chastity while camping

Premium 4K 5:04

Trans wife ass fucked in chastity while camping

Clips4sale 3 weeks ago

Crossdresser Goth Jade Madison Sucking Cock POV

Crossdresser Goth Jade Madison Sucking Cock POV

LoyalFans 1 month ago

All About Panties

All About Panties

Clips4sale 2 years ago

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