Chastity Videos - Trans (1,686)

Latex Punishment and Fingering [Chastity OTK finger fuck]

HD 0:10 / 15:30

Latex Punishment and Fingering [Chastity OTK finger fuck]

LoyalFans 1 month ago

Down the sissy rabbit hole - My Story

50% HD 0:10 / 17:16

Down the sissy rabbit hole - My Story

LoyalFans 1 month ago

BBC hot fuck & breeding 🥵♠️

58% HD 0:10 / 7:58

BBC hot fuck & breeding 🥵♠️

LoyalFans 3 months ago

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

HD 0:10 / 14:01

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

LoyalFans 1 week ago

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

45% HD 0:10 / 14:09

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

LoyalFans 9 months ago

Holiday Domination: Trans Women Punishment

HD 0:10 / 31:19

Holiday Domination: Trans Women Punishment

LoyalFans 3 days ago

Black Santa Fucks His 3 White Sissy Elf Sluts

44% HD 0:10 / 28:18

Black Santa Fucks His 3 White Sissy Elf Sluts

LoyalFans 1 week ago

Mommy's Massive Monster Cock!!!!

63% HD 0:10 / 13:40

Mommy's Massive Monster Cock!!!!

LoyalFans 1 month ago

pigtail trans cutie

61% 0:30 / 26:19

pigtail trans cutie

Clips4sale 7 months ago

[4K] Double Crossdresser Bondage Chastity Cum [KMM-68]

Premium 4K 35:54

[4K] Double Crossdresser Bondage Chastity Cum [KMM-68]

Sissy Slut Gets Strapped

66% HD 0:10 / 13:23

Sissy Slut Gets Strapped

LoyalFans 1 month ago

CHASTITY FUCK DOLL - Horny TS Gray Perrier is Fucked Hard, Deep, and Raw by the Sexy AJ Fresh who uses his sensuality and big dick to pleasure Gray to screaming orgasms & huge cum shot

CHASTITY FUCK DOLL - Horny TS Gray Perrier is Fucked Hard, Deep, and Raw by the Sexy AJ Fresh who uses his sensuality and big dick to pleasure Gray to screaming orgasms & huge cum shot

Clips4sale 1 month ago

[4K] Crossdresser Bondage Chastity Cum [KMM-64]

Premium 4K 32:23

[4K] Crossdresser Bondage Chastity Cum [KMM-64]

[4K] Bunny Crossdresser Bondage Chastity Cum [KMM-Pro-34]

Premium 4K 32:52

[4K] Bunny Crossdresser Bondage Chastity Cum [KMM-Pro-34]

Clips4sale 4 days ago

House sissy introduction - Dressed and broken in

65% HD 0:10 / 12:26

House sissy introduction - Dressed and broken in

LoyalFans 1 month ago

Humiliated Sissy Custom #2

56% HD 0:10 / 14:23

Humiliated Sissy Custom #2

LoyalFans 10 months ago

Ts Roberta Cortes and Ts Janny Costa fuck Hotwife Nara in front of his cuck husband (720p 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 (720p ENG-sub) Trans Woman - Trans Fuck Cis - Trans Blowjob - Trans Cock

Clips4sale 1 week ago

5 must-have sex toys for sissies - Femdom sissy feminization

63% HD 0:10 / 15:34

5 must-have sex toys for sissies - Femdom sissy feminization

LoyalFans 2 weeks ago

Mistress Baton’s Sissy Finishing School guest starring Mistress Vixen: Sissy Caning & BJ Training

HD 0:10 / 24:01

Mistress Baton’s Sissy Finishing School guest starring Mistress Vixen: Sissy Caning & BJ Training

LoyalFans 1 week ago

Edged & Denied - Femdom Chastity Tease & Denial

58% HD 0:10 / 12:19

Edged & Denied - Femdom Chastity Tease & Denial

LoyalFans 1 year ago

TS Slave Maid Spanking Punishment | MahoganyQen

61% HD 0:10 / 10:48

TS Slave Maid Spanking Punishment | MahoganyQen

LoyalFans 8 months ago

Sissy Slut Fucked And Drained Stage 1 (MP4)

63% 0:12 / 17:37

Sissy Slut Fucked And Drained Stage 1 (MP4)

Clips4sale 2 weeks ago

[4K] Ballet Crossdresser Bondage Chastity Cum [KMM-51]

Premium 4K 32:23

[4K] Ballet Crossdresser Bondage Chastity Cum [KMM-51]

C4S 2 weeks ago

Clown Feet

55% HD 0:22 / 42:12

Clips4sale 1 month ago

[4K] Crossdresser Bondage Chastity Cum [KMM-60]

Premium 4K 25:55

[4K] Crossdresser Bondage Chastity Cum [KMM-60]

Deep Throat Blowjob after chastity

83% 0:14 / 9:22

Deep Throat Blowjob after chastity

Clips4sale 11 months ago

5 must-have sex toys for sissies - Femdom sissy feminization

HD 0:27 / 15:34

5 must-have sex toys for sissies - Femdom sissy feminization

Clips4sale 2 weeks ago

Sissy In The Ladies Class

69% 0:06 / 6:00

Sissy In The Ladies Class

Clips4sale 1 month ago

[4K] Latex Crossdresser Bondage Chastity Cum [KMM-47]

Premium 4K 30:48

[4K] Latex Crossdresser Bondage Chastity Cum [KMM-47]

C4S 2 weeks ago

[4K] Latex Bunny Crossdresser Bondage Chastity Cum [KMM-62]

Premium 4K 29:57

[4K] Latex Bunny Crossdresser Bondage Chastity Cum [KMM-62]

Pink Princess Rosebud Pervert

86% 0:30 / 14:44

Pink Princess Rosebud Pervert

Clips4sale 11 months ago

[4K] Rem Crossdresser Bondage Chastity [KMM-57]

Premium 4K 22:57

[4K] Rem Crossdresser Bondage Chastity [KMM-57]

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 1 year ago

[4K] Swimsuit Crossdresser Bondage Chastity Cum [KMM-30]

Premium 4K 40:35

[4K] Swimsuit Crossdresser Bondage Chastity Cum [KMM-30]

C4S 2 weeks ago

caged QOS sissy plaps balls & cums with huge BBC in her ass

72% 4K 0:18 / 9:49

caged QOS sissy plaps balls & cums with huge BBC in her ass

Clips4sale 5 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 1 month ago

MISTRESS OF THE NIGHT feat ASTRODOMINA & LIANNA LAWSON

55% HD 0:10 / 18:08

MISTRESS OF THE NIGHT feat ASTRODOMINA & LIANNA LAWSON

LoyalFans 2 years ago

Cum Cow Training: Tgirl Bound, Cock Pumped, Milked & Ruined by Intruder

60% HD 0:10 / 31:04

Cum Cow Training: Tgirl Bound, Cock Pumped, Milked & Ruined by Intruder

LoyalFans 3 months ago

Submissive Training III

49% HD 0:10 / 10:29

Submissive Training III

LoyalFans 3 months ago

Predicament! Threesome Rope Bondage

67% HD 0:10 / 13:17

Predicament! Threesome Rope Bondage

LoyalFans 7 months ago

Housewife Fucked by Husband's Pool Cleaners

HD 0:10 / 26:54

Housewife Fucked by Husband's Pool Cleaners

LoyalFans 1 month ago

Sissy Step 3

46% HD 0:10 / 13:08

LoyalFans 1 year ago

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

64% HD 0:10 / 10:43

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

LoyalFans 5 months ago

(535) Sissygasm: Sissy Girl in Pink Stockings and Chastity Cage Reaches Hands-Free Orgasm - Zoulette (4K, MP4)

(535) Sissygasm: Sissy Girl in Pink Stockings and Chastity Cage Reaches Hands-Free Orgasm - Zoulette (4K, MP4)

LoyalFans 7 months ago

sissy slut in pink heels fucks her ass and cums in cage

66% 0:12 / 8:33

sissy slut in pink heels fucks her ass and cums in cage

Clips4sale 1 year ago

femdom futa Step-Mommy pegs you and makes you her cocksucking sissy slut - SD - wmv

femdom futa Step-Mommy pegs you and makes you her cocksucking sissy slut - SD - wmv

Clips4sale 3 years ago

hot trans gapes hole with bad dragon tentacle and cums caged

70% 0:15 / 14:05

hot trans gapes hole with bad dragon tentacle and cums caged

Clips4sale 11 months ago

you WONT BELIEVE what this trans girl can fit inside her ASS

63% 4K 0:16 / 13:04

you WONT BELIEVE what this trans girl can fit inside her ASS

Clips4sale 2 months ago

Locktober Tgirl Fucktoy Double Domination Part 3 Fucked to the Edge

Locktober Tgirl Fucktoy Double Domination Part 3 Fucked to the Edge

LoyalFans 4 years ago

2 Sissy Maids Cleaning Goes Wrong!!

63% HD 0:10 / 13:45

2 Sissy Maids Cleaning Goes Wrong!!

LoyalFans 2 months ago

Locktober Tgirl Fucktoy Double Domination Part 1

Locktober Tgirl Fucktoy Double Domination Part 1

LoyalFans 4 years ago

Glazing Donuts

68% HD 0:29 / 32:49

Clips4sale 8 months ago

easter snowbunny plaps in chastity cage with BBC and cums

51% 4K 0:15 / 8:38

easter snowbunny plaps in chastity cage with BBC and cums

Clips4sale 8 months ago

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

52% 0:12 / 11:12

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

Clips4sale 11 months ago

oiled trans gets ass DESTROYED by giant BBC fuck machine

4K 0:15 / 11:53

oiled trans gets ass DESTROYED by giant BBC fuck machine

Clips4sale 1 month ago

transforming you into a bimbo sissy slut

51% 0:11 / 20:09

transforming you into a bimbo sissy slut

Clips4sale 3 years ago

cute young sissy in heels squirts cum through her panties

68% 0:09 / 6:33

cute young sissy in heels squirts cum through her panties

Clips4sale 1 year ago

sissy in heels rides BBC ass to mouth and drinks her cum

75% 4K 0:19 / 10:51

sissy in heels rides BBC ass to mouth and drinks her cum

Clips4sale 10 months ago

after the gloryhole: futa femdom sissy chastity & diaper fetish blowjob - HD

42% HD 0:30 / 5:13

after the gloryhole: futa femdom sissy chastity & diaper fetish blowjob - HD

Clips4sale 2 years ago

Foot Job Freedom

HD 0:10 / 13:00

Foot Job Freedom

LoyalFans 1 week ago

Interracial Trans Bimbo Pegging & Face Fucking | MahoganyQen

HD 0:21 / 15:38

Interracial Trans Bimbo Pegging & Face Fucking | MahoganyQen

Clips4sale 1 month ago

sissy sith lord fucks herself with her lightsaber dildo

sissy sith lord fucks herself with her lightsaber dildo

Clips4sale 1 year ago

Cheating Housewife Fucks BBC Lover

HD 0:10 / 19:55

Cheating Housewife Fucks BBC Lover

LoyalFans 1 month ago

She Got What She Cummed For - Alyssa Bale And Sinn Sage Trans Lesbian Domination With Chastity Cage and Strapon 4k

55% 4K 0:10 / 44:35

She Got What She Cummed For - Alyssa Bale And Sinn Sage Trans Lesbian Domination With Chastity Cage and Strapon 4k

LoyalFans 4 months ago

A Bound Prostate Milking for the Sissy Slave

62% 0:20 / 17:51

A Bound Prostate Milking for the Sissy Slave

Clips4sale 1 year ago

oiled trans in flat chastity fucked with BBC and squirts cum

oiled trans in flat chastity fucked with BBC and squirts cum

Clips4sale 1 year ago

caged goth sissy fucks herself with huge BBC leaks and cums

caged goth sissy fucks herself with huge BBC leaks and cums

Clips4sale 6 months ago

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

70% HD 0:10 / 16:19

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

LoyalFans 2 months ago

Sissy Feminization (wmv)

Sissy Feminization (wmv)

Clips4sale 4 months ago

LOCKED AND LUSTFUL PT 2 *HD 1080*

HD 0:34 / 13:30

LOCKED AND LUSTFUL PT 2 *HD 1080*

Clips4sale 1 year ago

Big Dungeon Party with Slavena Tiger, Adara Jordyn, Mistress Susi PART 2 wmv

Big Dungeon Party with Slavena Tiger, Adara Jordyn, Mistress Susi PART 2 wmv

Clips4sale 3 years ago

femdom tgirl gives SPH and busts whiteboi balls with BBC

66% 0:30 / 17:33

femdom tgirl gives SPH and busts whiteboi balls with BBC

Clips4sale 1 year ago

EGGS 2 – it’s not over yet

67% 0:30 / 18:14

EGGS 2 – it’s not over yet

Clips4sale 8 months ago

Fuckdoll Learns Endurance (4k)

65% 4K 0:30 / 30:36

Fuckdoll Learns Endurance (4k)

Clips4sale 8 months ago

DIAPERED TGIRL: Tgirl gets diapered changed, chastity and spankings for playing with herself

DIAPERED TGIRL: Tgirl gets diapered changed, chastity and spankings for playing with herself

Clips4sale 7 months ago

Chastity stepson Dilon Cum on his Horny Stepmother flesh Stockings Feet - Cock Teasing Shoe High Heels, Lot of Cum on Toes, Pantyhose Footjobs, Cum on Belly, Dangling her Sexy Long Toes, ToeJobs close up, Highly arched soles

4K 0:25 / 16:22

Chastity stepson Dilon Cum on his Horny Stepmother flesh Stockings Feet - Cock Teasing Shoe High Heels, Lot of Cum on Toes, Pantyhose Footjobs, Cum on Belly, Dangling her Sexy Long Toes, ToeJobs close up, Highly arched soles

Clips4sale 2 months ago

From Best-Friend to Key-holder

From Best-Friend to Key-holder

Clips4sale 2 years ago

NEW CONTENT! Sissy Shopping With Ruby Onyx And Hot Wife Alice

NEW CONTENT! Sissy Shopping With Ruby Onyx And Hot Wife Alice

Clips4sale 1 month ago

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

56% 0:35 / 15:43

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

Clips4sale 1 year ago

Black Cock Cuck Gets a New Cage

43% 4K 0:28 / 11:46

Black Cock Cuck Gets a New Cage

Clips4sale 1 year ago

Squirt Like A Sissy - Vibrator Masturbation Instructions - Slut Training in Chastity & Panties - Crossdresser Feminization Sissification Small Penis Encouragement - Femdom POV Clip by Leda von Thrill - HD Video MP4 1920 x 1080p

HD 0:25 / 14:25

Squirt Like A Sissy - Vibrator Masturbation Instructions - Slut Training in Chastity & Panties - Crossdresser Feminization Sissification Small Penis Encouragement - Femdom POV Clip by Leda von Thrill - HD Video MP4 1920 x 1080p

Clips4sale 4 months 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

THE 4 STEPS TO A SISSYGASM

THE 4 STEPS TO A SISSYGASM

LoyalFans 1 year ago

TS Natalie Carnot's Self Bondage with the Irish Eight Handcuffs!

56% 0:26 / 12:44

TS Natalie Carnot's Self Bondage with the Irish Eight Handcuffs!

Clips4sale 1 year ago

qos trans sissy gets ass destroyed by bbc and cums handsfree

68% 4K 0:14 / 15:27

qos trans sissy gets ass destroyed by bbc and cums handsfree

Secrets to Sissygasm Easier Every Time

42% HD 0:10 / 11:03

Secrets to Sissygasm Easier Every Time

LoyalFans 1 year ago

Tropical threesome that makes him surrender

71% 4K 0:21 / 22:10

Tropical threesome that makes him surrender

Clips4sale 2 years 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 11 months ago

GIFTING YOU TO MY BLACK KING - LOCKTOBER : LOCKED UP FOR BBC

56% HD 0:10 / 10:25

GIFTING YOU TO MY BLACK KING - LOCKTOBER : LOCKED UP FOR BBC

LoyalFans 2 years ago

Medfet shaving genitals after locktober

HD 0:10 / 19:04

Medfet shaving genitals after locktober

LoyalFans 2 years ago

TRANS YEEHAW: Sloppy BJ & Ride By Canadian Cowgirl

52% HD 0:54 / 24:52

TRANS YEEHAW: Sloppy BJ & Ride By Canadian Cowgirl

Clips4sale 10 months ago

Imposed Feminization and Double Domination

42% HD 0:30 / 58:28

Imposed Feminization and Double Domination

Clips4sale 1 year ago

LOCKED AND LUSTFUL *HD 1080*

HD 0:34 / 17:29

LOCKED AND LUSTFUL *HD 1080*

Clips4sale 1 year ago

Futa Public Humiliation At Restaurant - Ft Imilia Audley

HD 0:30 / 13:15

Futa Public Humiliation At Restaurant - Ft Imilia Audley

Clips4sale 2 months ago

Helena Price Presents - Training Her Tranny Ass With My BBC!!! MP4

4K 0:11 / 57:10

Helena Price Presents - Training Her Tranny Ass With My BBC!!! MP4

Clips4sale 3 years ago

trained and turned into a sexy sissy

54% 0:11 / 26:49

trained and turned into a sexy sissy

Clips4sale 2 years ago

trans egirl in pink lingerie BLACKED and busts her balls

trans egirl in pink lingerie BLACKED and busts her balls

Clips4sale 1 year ago

trans snowbunny gets filled up by BBC and cums in flat cage

70% 4K 0:13 / 9:01

trans snowbunny gets filled up by BBC and cums in flat cage

Clips4sale 4 months ago

Latex Sissy Maid Training

69% 0:30 / 21:33

Latex Sissy Maid Training

Clips4sale 7 months ago

caged sissy slut rides BBC and squirts spermless sissy juice

caged sissy slut rides BBC and squirts spermless sissy juice

Clips4sale 1 year ago

Cute sissy chastity cage try on - 6 different cages for you SD wmv

Cute sissy chastity cage try on - 6 different cages for you SD wmv

Clips4sale 1 year ago

FEMINIZED - Encouraged Feminization Play POV - Slut Training with Chastity Lock Up

46% HD 0:33 / 16:20

FEMINIZED - Encouraged Feminization Play POV - Slut Training with Chastity Lock Up

Clips4sale 1 year ago

Trans Doll Pumps Tits and Fucks Ass

67% HD 0:10 / 16:15

Trans Doll Pumps Tits and Fucks Ass

Clips4sale 3 years ago

Sissy Cumming in Chastity JOI CEI

Sissy Cumming in Chastity JOI CEI

LoyalFans 2 years ago

The Feminization Room - Remy D gets caught and transformed by Princess Dandy and Megan Daw (shaving, makeup, feminization, sissy, chastity, crossdressing, double domination, pegging)

54% 0:30 / 58:28

The Feminization Room - Remy D gets caught and transformed by Princess Dandy and Megan Daw (shaving, makeup, feminization, sissy, chastity, crossdressing, double domination, pegging)

Clips4sale 1 year ago

Sissy Bride Wedding Day Part 1 Dressed and Locked

61% 0:11 / 6:14

Sissy Bride Wedding Day Part 1 Dressed and Locked

Clips4sale 2 years ago

Sissy Transformation

Sissy Transformation

Clips4sale 1 year ago

Throbbing Sissy Cuckold

51% HD 0:10 / 8:38

Throbbing Sissy Cuckold

LoyalFans 11 months ago

Cum Cow Training: Tgirl Bound, Cock Pumped, Milked & Ruined by Intruder

69% 0:30 / 31:03

Cum Cow Training: Tgirl Bound, Cock Pumped, Milked & Ruined by Intruder

Clips4sale 3 months 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 2 months ago

Hole Clinic

63% HD 0:30 / 38:29

Clips4sale 4 months ago

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

48% 0:15 / 26:57

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

C4S 2 years ago

easter bunny gets stretched out by two BBCs and cums in cage

58% HD 0:14 / 13:20

easter bunny gets stretched out by two BBCs and cums in cage

Clips4sale 8 months ago

New Electro Slut Called by Field Telephone Pain

60% HD 0:30 / 10:52

New Electro Slut Called by Field Telephone Pain

Clips4sale 11 months ago

LUNA LOGAN ASS FUCKED AND DOMINATED

51% 0:29 / 21:10

LUNA LOGAN ASS FUCKED AND DOMINATED

Clips4sale 2 years ago

She Got What She Cummed For - Alyssa Bale And Sinn Sage Trans Lesbian Domination With Chastity Cage and Strapon 1080

HD 0:27 / 44:35

She Got What She Cummed For - Alyssa Bale And Sinn Sage Trans Lesbian Domination With Chastity Cage and Strapon 1080

Clips4sale 3 months ago

oiled braceface BBC anal ballbusting and chastity cum

61% 4K 0:12 / 11:12

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Clips4sale 8 months ago

STRAPON and PISS ENEMA for DIAPERED SISSY husband

HD 0:29 / 13:13

STRAPON and PISS ENEMA for DIAPERED SISSY husband

Clips4sale 1 year ago

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Clips4sale 1 month ago

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63% 4K 0:13 / 6:37

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Clips4sale 2 months ago

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