Chastity Videos - Trans (2,986)

Sissy student pleases her professor

Sissy student pleases her professor

Clips4sale 2 weeks ago

Sissy Dolly visited by a Surprise Latex Doctor

HD 0:10 / 25:33

Sissy Dolly visited by a Surprise Latex Doctor

LoyalFans 1 week ago

Im locking up her cock for a month

HD 0:25 / 14:50

Im locking up her cock for a month

Clips4sale 1 month 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 1 year ago

Hung Redhead Tgirl Locked in pink chastity cage & fucked by BBC

Premium 4K 22:53

Hung Redhead Tgirl Locked in pink chastity cage & fucked by BBC

Clips4sale 2 weeks ago

Chastity Doll

65% 4K 0:15 / 1:58

Clips4sale 1 week ago

Unholey Trans Latex Nun In Chastity Fucked Rough Facial

4K 0:25 / 19:36

Unholey Trans Latex Nun In Chastity Fucked Rough Facial

Clips4sale 1 week ago

Locked Transgirl Sucks And Fucked By Big Dick Dominatrix

HD 0:10 / 22:22

Locked Transgirl Sucks And Fucked By Big Dick Dominatrix

LoyalFans 3 weeks ago

Hung Redhead Tgirl Locked in pink chastity cage & fucked by BBC

67% HD 0:10 / 22:53

Hung Redhead Tgirl Locked in pink chastity cage & fucked by BBC

LoyalFans 2 weeks ago

sexy CAGED SISSY rides BBC CUMS in cup and DRINKS it

HD 0:25 / 11:03

sexy CAGED SISSY rides BBC CUMS in cup and DRINKS it

Clips4sale 1 day ago

Pink Princess Rosebud Pervert

88% 0:30 / 14:44

Pink Princess Rosebud Pervert

Clips4sale 1 year ago

Chanel Dominates Ryley

HD 0:10 / 39:06

Chanel Dominates Ryley

LoyalFans 1 week ago

Deep Throat Blowjob after chastity

83% 0:14 / 9:22

Deep Throat Blowjob after chastity

Clips4sale 1 year ago

sexy TRANS with OILED FEET destroyed by BBC machine

sexy TRANS with OILED FEET destroyed by BBC machine

Clips4sale 1 week ago

trans SLUT throatfucks BBC gets covered in SPIT and CUMS

Premium HD 10:10

trans SLUT throatfucks BBC gets covered in SPIT and CUMS

Clips4sale 1 week ago

Foot Domination Stories #30: Sissy Kneels for BBC and My Feet

HD 0:25 / 23:43

Foot Domination Stories #30: Sissy Kneels for BBC and My Feet

Clips4sale 1 day ago

The Sissiest Sissy EVER

HD 0:25 / 16:19

The Sissiest Sissy EVER

Clips4sale 5 days ago

Double Domination Chastity Edging: Two Latex Femdom Goddesses Deny Their Desperate Submissive

HD 0:25 / 11:20

Double Domination Chastity Edging: Two Latex Femdom Goddesses Deny Their Desperate Submissive

Clips4sale 6 days ago

Dongkinger Dildo Unboxing- PAWG T-Girl BBC Dildo Riding

Premium HD 36:18

Dongkinger Dildo Unboxing- PAWG T-Girl BBC Dildo Riding

Clips4sale 3 days ago

Femboy Fucking Petite Trans Woman - Compilation 11

67% HD 0:10 / 21:29

Femboy Fucking Petite Trans Woman - Compilation 11

LoyalFans 2 months ago

Metal Bondage Frame! Sissy in Sheer Pantyhose, Holographic Gag, Chastity & Intense Milking!

Premium 4K 1:01:22

Metal Bondage Frame! Sissy in Sheer Pantyhose, Holographic Gag, Chastity & Intense Milking!

Clips4sale 1 week ago

PVC Domme Natalie Carnot All Strapped Up

HD 0:25 / 17:01

PVC Domme Natalie Carnot All Strapped Up

Clips4sale 1 week ago

Chastity Doll Pounded in Chastity by Femdom

HD 0:10 / 28:13

Chastity Doll Pounded in Chastity by Femdom

LoyalFans 4 months ago

VR Flip Fucking with TS Becki Bottomz

HD 0:10 / 37:58

VR Flip Fucking with TS Becki Bottomz

LoyalFans 2 days ago

Sexy Blonde Feminizes Boyfriend Then Blowjob *EXCLUSIVE*

65% HD 0:10 / 4:05

Sexy Blonde Feminizes Boyfriend Then Blowjob *EXCLUSIVE*

LoyalFans 2 months ago

Sissy Bitch Feminization and Transformation with Dark Fairy

65% 0:11 / 6:51

Sissy Bitch Feminization and Transformation with Dark Fairy

Clips4sale 2 years ago

POV Blonde Crossdresser in Chastity Fucked *EXCLUSUVE*

55% HD 0:10 / 3:06

POV Blonde Crossdresser in Chastity Fucked *EXCLUSUVE*

LoyalFans 2 months ago

ASMR | Feminizing MindMelt

Premium HD 35:12

ASMR | Feminizing MindMelt

Clips4sale 1 week ago

Pool Table Pegging Part 2

Pool Table Pegging Part 2

Clips4sale 10 months ago

Sissy in Chastity @ Pool Party

Sissy in Chastity @ Pool Party

Clips4sale 2 years ago

Trying to take my BBC dildo allll the way 🩷

Trying to take my BBC dildo allll the way 🩷

LoyalFans 6 days ago

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

70% 4K 0:18 / 9:49

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

Clips4sale 1 year ago

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

54% HD 0:10 / 31:04

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

LoyalFans 1 year ago

brace face trans teen sucks cock and deep throat while caged

68% 0:15 / 12:54

brace face trans teen sucks cock and deep throat while caged

Clips4sale 1 year ago

Caged and Teased

Caged and Teased

Clips4sale 9 months ago

My Sissy Transformation Experience (Trans Roleplay) [MOV]

50% HD 0:30 / 10:12

My Sissy Transformation Experience (Trans Roleplay) [MOV]

Clips4sale 3 months ago

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

45% HD 0:33 / 16:20

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

Clips4sale 2 years ago

Go Gay For My Girl-Cock (HD MP4)

66% 4K 0:32 / 15:55

Go Gay For My Girl-Cock (HD MP4)

Clips4sale 1 year ago

Handsfree Anal Orgasm From Fuck Machine In My Comfy Sweater

Premium HD 30:53

Handsfree Anal Orgasm From Fuck Machine In My Comfy Sweater

Clips4sale 4 days ago

Edged & Denied - Femdom Chastity Tease & Denial

62% HD 0:10 / 12:19

Edged & Denied - Femdom Chastity Tease & Denial

LoyalFans 2 years ago

Basic Rules 4 a novice slut PT5 - Cum In Chastity 480p

Basic Rules 4 a novice slut PT5 - Cum In Chastity 480p

Clips4sale 4 years ago

Locked & Milked ft. @BubblePinkElle

HD 0:10 / 13:06

Locked & Milked ft. @BubblePinkElle

LoyalFans 2 weeks ago

mean futa Domme pegs you in your diaper - HD

mean futa Domme pegs you in your diaper - HD

Clips4sale 3 years ago

Blonde Trans Bimbo TS Natasha Magenta Blowjob and Facial

59% HD 0:27 / 9:25

Blonde Trans Bimbo TS Natasha Magenta Blowjob and Facial

Clips4sale 2 years ago

(Not) Getting Topped by BubblePinkElle

42% HD 0:10 / 25:32

(Not) Getting Topped by BubblePinkElle

LoyalFans 1 year ago

Anal Fissting Sissy Slut Deep

64% HD 0:10 / 3:12

Anal Fissting Sissy Slut Deep

LoyalFans 3 years ago

TS Kelly Quell, TS Valorie Valentina & Jake Grand Threesome Fucking

HD 0:10 / 17:46

TS Kelly Quell, TS Valorie Valentina & Jake Grand Threesome Fucking

LoyalFans 3 months ago

Chastity Fuckdolls Compilation 3-in-1

Premium HD 2:03:12

Chastity Fuckdolls Compilation 3-in-1

Clips4sale 1 week ago

Anal Machine Fuck Makes Me Cum Handsfree For The First Time

Premium HD 38:08

Anal Machine Fuck Makes Me Cum Handsfree For The First Time

Clips4sale 1 week ago

Live in sissy bedtime - Teased and caged

51% 0:11 / 15:03

Live in sissy bedtime - Teased and caged

Clips4sale 2 years ago

Purity Cage Domination: Plugged and Teased in Silk Panties

56% 0:30 / 15:47

Purity Cage Domination: Plugged and Teased in Silk Panties

Clips 2 months ago

kigurumi doll in gag, chastity belt and bondage

HD 0:25 / 14:04

kigurumi doll in gag, chastity belt and bondage

Clips4sale 2 months ago

Chastity sissy in pink satin dress gets humiliated by Mistress Nikki Whiplash: made to lapdance, suck a strap on and toy her sissy pussy! WL1750

Chastity sissy in pink satin dress gets humiliated by Mistress Nikki Whiplash: made to lapdance, suck a strap on and toy her sissy pussy! WL1750

Clips4sale 1 year ago

Sissy Faggot Cocksucker JOI

56% HD 0:25 / 18:16

Sissy Faggot Cocksucker JOI

Clips4sale 2 years ago

Medfet shaving genitals after locktober

57% HD 0:10 / 19:04

Medfet shaving genitals after locktober

LoyalFans 2 years ago

POV Trans Chastity Slut Gets Stretched Out by Fuck Machine

Premium HD 17:53

POV Trans Chastity Slut Gets Stretched Out by Fuck Machine

Clips4sale 1 week ago

Locktober Chastity Fuck Machine Marathon

Premium HD 28:11

Locktober Chastity Fuck Machine Marathon

Clips4sale 2 weeks ago

Hottest Crossdresser POV Sucking Dick *EXCLUSIVE*

HD 0:10 / 16:59

Hottest Crossdresser POV Sucking Dick *EXCLUSIVE*

LoyalFans 1 week ago

Tropical threesome that makes him surrender

71% 4K 0:21 / 22:10

Tropical threesome that makes him surrender

Clips4sale 3 years ago

Very Hot Goth Femboy Jade Madison Fucked - Compilation 1

61% HD 0:10 / 20:03

Very Hot Goth Femboy Jade Madison Fucked - Compilation 1

LoyalFans 3 months ago

A sissy performance review

54% HD 0:30 / 22:12

A sissy performance review

Clips4sale 1 year ago

HOT Blonde Feminizes and Pegs Boyfriend *EXCLUSIVE*

52% HD 0:10 / 16:44

HOT Blonde Feminizes and Pegs Boyfriend *EXCLUSIVE*

LoyalFans 2 months ago

Diaper Cuckold for Halloween

HD 0:50 / 17:34

Diaper Cuckold for Halloween

Clips4sale 1 week ago

TV Slut Teased In Chastity (MP4)

63% HD 0:10 / 16:18

TV Slut Teased In Chastity (MP4)

Clips4sale 4 years ago

Heavy Rubber Fitness Sissy Doll Sweats, Edges Then Cums

Heavy Rubber Fitness Sissy Doll Sweats, Edges Then Cums

Clips4sale 4 months ago

Chastity Kitty Fucks Her Sissy Ass & Cums From Vibe

Premium HD 13:53

Chastity Kitty Fucks Her Sissy Ass & Cums From Vibe

Clips4sale 2 weeks ago

femdom tgirl gives SPH and busts whiteboi balls with BBC

67% 0:30 / 17:33

femdom tgirl gives SPH and busts whiteboi balls with BBC

Clips4sale 1 year ago

futa dominatrix’s permanent sissification: transforming you into the perfect cockwhore sissy bitch - SD wmv

futa dominatrix’s permanent sissification: transforming you into the perfect cockwhore sissy bitch - SD wmv

Clips4sale 3 weeks ago

Trans Bimbo Gray Perrier trained w BBC

HD 0:10 / 16:06

Trans Bimbo Gray Perrier trained w BBC

LoyalFans 1 month ago

Feminizing and Face Fucking a Sissy || TS Karabella

62% HD 0:10 / 23:48

Feminizing and Face Fucking a Sissy || TS Karabella

LoyalFans 7 months ago

Sissy Zone Cycle 2

Sissy Zone Cycle 2

Clips 3 weeks ago

2 Sissy Maids Cleaning Goes Wrong!!

63% HD 0:10 / 13:45

2 Sissy Maids Cleaning Goes Wrong!!

LoyalFans 1 year ago

Feminized by the Chef: A Locktober Tale

45% 4K 0:30 / 35:05

Feminized by the Chef: A Locktober Tale

Clips4sale 2 years ago

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

62% HD 0:26 / 14:00

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

Clips4sale 11 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 1 year ago

Small dick girls dont cum

57% 4K 0:10 / 8:55

Small dick girls dont cum

Clips4sale 3 years ago

Who can help suzan escape the crisis?

Who can help suzan escape the crisis?

Clips4sale 11 months 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

Tranny Sissy Maid Service Training With Ria Bentley

73% 4K 0:30 / 26:32

Tranny Sissy Maid Service Training With Ria Bentley

Clips4sale 1 year ago

Nara have fun with Ts Roberta Cortes and Ts Janny Costa in front of her cuck husband (720p EN-sub) Cuckold - Hot Wife - Cum Eating - CreamPie - Beta Humiliation - Trans Woman

Premium HD 21:38

Nara have fun with Ts Roberta Cortes and Ts Janny Costa in front of her cuck husband (720p EN-sub) Cuckold - Hot Wife - Cum Eating - CreamPie - Beta Humiliation - Trans Woman

Clips4sale 4 months ago

Nara have fun with Ts Roberta Cortes and Ts Janny Costa in front of her cuck husband (EN-sub)

65% HD 0:10 / 21:39

Nara have fun with Ts Roberta Cortes and Ts Janny Costa in front of her cuck husband (EN-sub)

LoyalFans 1 year ago

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

68% 0:30 / 31:03

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

Clips4sale 1 year ago

Erica's Punishment Paddling

Erica's Punishment Paddling

Clips4sale 3 years ago

Become My Femme Bestie Fill-In To Date Me

57% HD 0:12 / 9:52

Become My Femme Bestie Fill-In To Date Me

Clips4sale 3 years ago

Glazing Donuts

68% HD 0:29 / 32:49

Clips4sale 1 year ago

oiled braceface BBC anal ballbusting and chastity cum

62% 4K 0:12 / 11:12

oiled braceface BBC anal ballbusting and chastity cum

Clips4sale 1 year ago

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

69% HD 0:27 / 44:35

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

Clips4sale 1 month ago

CAGED trans with BIG TITS busts her balls with BBC and CUMS

Premium HD 9:14

CAGED trans with BIG TITS busts her balls with BBC and CUMS

Clips4sale 1 month ago

Loser Sissy Femboy Gets Destroyed by Strong Domme Tomboy - Manhandled, Tossed and Fucked Hard

Premium 4K 12:26

Loser Sissy Femboy Gets Destroyed by Strong Domme Tomboy - Manhandled, Tossed and Fucked Hard

Clips4sale 3 months ago

TS Isa Turns Hex into Her Perfect Sissy Doll and Trains Him for Her Big Black Cock (720p - EN sub - feminization - bbc - trans woman - trans cum swallower)

HD 0:31 / 31:39

TS Isa Turns Hex into Her Perfect Sissy Doll and Trains Him for Her Big Black Cock (720p - EN sub - feminization - bbc - trans woman - trans cum swallower)

Clips4sale 5 days ago

Live in sissy girls uniform inspection

Live in sissy girls uniform inspection

LoyalFans 5 months ago

Pegged HARD by Double Dommes

Pegged HARD by Double Dommes

Clips4sale 11 months ago

Pissing All Over My Chastity Bitch In My White Panties

HD 0:25 / 13:09

Pissing All Over My Chastity Bitch In My White Panties

Clips4sale 2 weeks ago

TS Sissy Anal Training & Creampie for Pup Sasha De Sade

68% 0:30 / 18:03

TS Sissy Anal Training & Creampie for Pup Sasha De Sade

Clips4sale 1 year ago

Lesbian Chastity Blow Job

HD 0:10 / 11:18

Lesbian Chastity Blow Job

LoyalFans 3 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

Sissy Slut Examination by a Surprise Latex Doctor

69% HD 0:10 / 25:33

Sissy Slut Examination by a Surprise Latex Doctor

LoyalFans 9 months ago

Humiliated Sissy Custom #2

57% HD 0:10 / 14:23

Humiliated Sissy Custom #2

LoyalFans 1 year ago

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

HD 0:25 / 22:52

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

Clips4sale 2 months ago

TS Nyxi and Latex Lara – A Feeldoe for the Rubberslave on the Swing

55% 0:30 / 8:39

TS Nyxi and Latex Lara – A Feeldoe for the Rubberslave on the Swing

Clips4sale 1 year ago

Chastity Fuckdolls 4~ Reverse BBC Gangbang

Premium 4K 47:18

Chastity Fuckdolls 4~ Reverse BBC Gangbang

Clips4sale 3 months ago

Trans Anal Pool Orgy

HD 0:30 / 31:00

Trans Anal Pool Orgy

AEBN 8 months ago

"Double Trouble - Ria Bentley and Chastity Charli For The Win"

HD 0:10 / 16:54

"Double Trouble - Ria Bentley and Chastity Charli For The Win"

LoyalFans 3 weeks ago

TS Chelsea Sass Tied in Her Pink Blouse and Tight Skirt

66% HD 0:25 / 10:03

TS Chelsea Sass Tied in Her Pink Blouse and Tight Skirt

Clips4sale 1 month ago

Your Last Wank – Locktober Chastity Submission - Jaq Quicksilver - Submit to Alpha Dom Jaq as he permits you one final orgasm before being locked up - sissification, joi, sissy training - 1080p mp4

Your Last Wank – Locktober Chastity Submission - Jaq Quicksilver - Submit to Alpha Dom Jaq as he permits you one final orgasm before being locked up - sissification, joi, sissy training - 1080p mp4

Clips4sale 1 year ago

Trans Hottie Sucking Cock in Sweden *EXCLUSIVE*

52% HD 0:10 / 7:39

Trans Hottie Sucking Cock in Sweden *EXCLUSIVE*

LoyalFans 3 months 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

ASMR | Feminizing MindMelt

HD 0:10 / 35:13

ASMR | Feminizing MindMelt

LoyalFans 1 week ago

SISSY SLUT with pigtails gets FUCKED HARD by BBC and CUMS

Premium HD 13:18

SISSY SLUT with pigtails gets FUCKED HARD by BBC and CUMS

Clips4sale 2 months ago

Feminized And Fucked By Mistress Mel Stage 1 (WMV)

Premium HD 11:44

Feminized And Fucked By Mistress Mel Stage 1 (WMV)

Clips4sale 2 weeks ago

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

68% 4K 0:16 / 13:04

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

Clips4sale 1 year ago

Routine Inspection Pt 1

67% HD 0:10 / 11:43

Routine Inspection Pt 1

LoyalFans 1 year ago

Milking the Sissy Maid (1080p)

Premium HD 22:19

Milking the Sissy Maid (1080p)

Clips4sale 9 months ago

sissy whiteboi has a plapgasm watching BNWO porn with BBC

65% 0:30 / 9:36

sissy whiteboi has a plapgasm watching BNWO porn with BBC

Clips4sale 2 years ago

sissy egirl in chastity cums gaping her ass with bad dragon

61% 0:10 / 17:45

sissy egirl in chastity cums gaping her ass with bad dragon

Clips4sale 2 years ago

caged trans slut fills her ass with cum, gapes hole and cums

65% 0:16 / 13:24

caged trans slut fills her ass with cum, gapes hole and cums

Clips4sale 2 years ago

Extreme Puppy Endurance Hell While Wearing a Flat Chastity Cage and 55mm Gag

Premium 1:04:53

Extreme Puppy Endurance Hell While Wearing a Flat Chastity Cage and 55mm Gag

Clips4sale 10 months ago

Slut Gray Perrier used at Gloryhole

58% HD 0:10 / 13:37

Slut Gray Perrier used at Gloryhole

LoyalFans 2 months ago

Feminized And Fucked By Mistress Mel Stage 1 (MP4)

Premium HD 11:44

Feminized And Fucked By Mistress Mel Stage 1 (MP4)

Clips4sale 1 month ago

POV Sexy Blonde Crossdresser Sucking Cock

POV Sexy Blonde Crossdresser Sucking Cock

LoyalFans 2 months ago

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