Chastity Videos - Trans (47,341)

ManyVids Dusti Bunni Chastity Charli Ria Bentley Stacy

ManyVids Dusti Bunni Chastity Charli Ria Bentley Stacy

TubeOn 1 year ago

onlyfans - rachael belle and livi doll transgirl on transgirl with strapon

onlyfans - rachael belle and livi doll transgirl on transgirl with strapon

TransDoe 2 years ago

Black Teen Sissy Fag Cumoncarmen Jiggle Phat Sissy Ass in Slowmo

56% HD 0:08 / 0:46

Black Teen Sissy Fag Cumoncarmen Jiggle Phat Sissy Ass in Slowmo

FapHouse 1 year ago

Viky & Master Private Show

67% HD 2:00 / 5:28

Viky & Master Private Show

Flirt4Free 6 months ago

Femboy Sissy Jess Bloom Trains Her Slutty Asshole

Femboy Sissy Jess Bloom Trains Her Slutty Asshole

aShemaleTube 1 month 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

XVideosRed 3 weeks ago

Why fight it when you were made for this?My words own you now.. My voice is all that matters..

Premium HD 35:38

Why fight it when you were made for this?My words own you now.. My voice is all that matters..

xnxxGold 1 year ago

Stinging Tits, Thudding Ass: Femme Sandy Paddle & Clamp Session with Queen Elena

57% 0:39 / 3:09

Stinging Tits, Thudding Ass: Femme Sandy Paddle & Clamp Session with Queen Elena

FapHouse 1 month ago

AB102 Fallen WIZARD- squirtitg,cum-shot,kittling -Japanese and English subtitles

AB102 Fallen WIZARD- squirtitg,cum-shot,kittling -Japanese and English subtitles

TrannyGem 1 year ago

Sophia Loreen Party on May 24, 2025 - Part 2

66% 4K 2:00 / 25:52

Sophia Loreen Party on May 24, 2025 - Part 2

Flirt4Free 9 months ago

Sissy Zone Cycle 2

HD 0:10 / 21:45

Sissy Zone Cycle 2

LoyalFans 2 years ago

Sissy Kanisa Put on Cute Fluffy Dress

Sissy Kanisa Put on Cute Fluffy Dress

xHamster 8 months ago

Bi Encouragement for secret sissy - FemDom

Bi Encouragement for secret sissy - FemDom

xHamster 4 months ago

Chastity Belt

HD 1:01 / 15:46

FapHouse 5 months ago

India new sexx girls happy moment

India new sexx girls happy moment

xHamster 1 year ago

Sara & Elver Private Show

63% HD 2:00 / 7:37

Sara & Elver Private Show

Flirt4Free 2 months ago

Horny Shemale Home Alone in Chastity Cage

Horny Shemale Home Alone in Chastity Cage

FapHouse 1 month ago

”T-girl in chastity punished & anal fucked”

”T-girl in chastity punished & anal fucked”

LesbianBliss 2 months ago

Sissy Holy - Chastity Masturbation Instructions - how I play with myself

Sissy Holy - Chastity Masturbation Instructions - how I play with myself

xHamster 1 year ago

Tied up Shemale Rides Big Dildo and Sissygasm

Tied up Shemale Rides Big Dildo and Sissygasm

xHamster 6 months ago

Holy very first Time Purity Cell & spunk Plus Pump Stretcher bum

Holy very first Time Purity Cell & spunk Plus Pump Stretcher bum

Gay4Porn 4 years ago

Ilandis in a chastity belt and stockings has fun with his anus, fucks himself with an artificial dick

Ilandis in a chastity belt and stockings has fun with his anus, fucks himself with an artificial dick

xHamster 2 years ago

Hairy Cock Strip Show

Hairy Cock Strip Show

Tranny.one 4 years ago

Lounging Back Letting Her Lil Wand Bring Her To Climax 4K

Lounging Back Letting Her Lil Wand Bring Her To Climax 4K

TrannyGem 1 year ago

Sweetie assistant public remote manage

Sweetie assistant public remote manage

TrannyGem 4 years ago

Beautiful sissy wife gets Creampie and Spitroast on her Wedding Night 💍 @Sasha_de_Sade

Beautiful sissy wife gets Creampie and Spitroast on her Wedding Night 💍 @Sasha_de_Sade

aShemaleTube 1 year ago

Such a Sleazy Chastised Sissy. used as the Slut she is

Such a Sleazy Chastised Sissy. used as the Slut she is

TrannyGem 5 years ago

AB113 The ending of theft OL- cumshot edging BDSM - 窃盗OL的结局 - 射精寸止

AB113 The ending of theft OL- cumshot edging BDSM - 窃盗OL的结局 - 射精寸止

aShemaleTube 1 year ago

Working from home as a Chastity Sissy Secretary is so much pleasure

Working from home as a Chastity Sissy Secretary is so much pleasure

SortPorn 4 years ago

Youre a pathetic sissy bitch including a tiny dick!!!

Youre a pathetic sissy bitch including a tiny dick!!!

KAMS 1 year ago

Tantaly : Chastity Release after a Month: Humiliating Penetration and Degradation for this Sissy - Mistress Julia

Tantaly : Chastity Release after a Month: Humiliating Penetration and Degradation for this Sissy - Mistress Julia

xHamster 1 year ago

Luccas & Archie & Jose Private Show

64% HD 2:00 / 52:50

Luccas & Archie & Jose Private Show

Flirt4Free 1 month ago

Classy Sissy Bitch Exposed in Chastity, Plug and Sexy Lingerie

Classy Sissy Bitch Exposed in Chastity, Plug and Sexy Lingerie

FapHouse 2 years ago

Jacob Malik Private Show

34% HD 2:00 / 8:51

Jacob Malik Private Show

Flirt4Free 5 months ago

Sissy Tammi Rails pulsing BIG BLACK COCK fuck stick

Sissy Tammi Rails pulsing BIG BLACK COCK fuck stick

TransTube.tv 9 months ago

Sophia Loreen Party on Sep 14, 2024

66% HD 2:00 / 1:00:10

Sophia Loreen Party on Sep 14, 2024

Flirt4Free 1 year ago

putting my dick in flat chastity cage with urethral plug

putting my dick in flat chastity cage with urethral plug

xHamster 1 year ago

Humiliated, Pissed on, and Pegged Sissy Slut

59% HD 0:39 / 13:05

Humiliated, Pissed on, and Pegged Sissy Slut

FapHouse 7 months ago

Big Sissy CD Ass Pussy Fucked and Gaped Up Close

Big Sissy CD Ass Pussy Fucked and Gaped Up Close

xHamster 2 months ago

Master Collins Private Show

HD 2:00 / 28:11

Master Collins Private Show

Flirt4Free 1 week ago

Sissy Baby prepares for Chastity and Pampering

Sissy Baby prepares for Chastity and Pampering

xHamster 2 years ago

sissy in chastity with CBT

sissy in chastity with CBT

xHamster 3 years ago

Pink Sissy in Self Bondage Gets Locked to Her Doll and Fucked Hard by Machine

Pink Sissy in Self Bondage Gets Locked to Her Doll and Fucked Hard by Machine

xHamster 8 months ago

Pvc Catsuit Sissy Gets Fucked by and Fucks Her Sex Toy Doll While Locked in Chastity and Has a Sissygasm

Pvc Catsuit Sissy Gets Fucked by and Fucks Her Sex Toy Doll While Locked in Chastity and Has a Sissygasm

xHamster 1 year ago

Chastity Orgasm - PMV By HoloPMV

Chastity Orgasm - PMV By HoloPMV

aShemaleTube 2 years ago

sissy spirit

aShemaleTube 6 years ago

Chastity Sissy Cums From Big Black Cock Fucking Machine And Swallows Her Own Cum

Chastity Sissy Cums From Big Black Cock Fucking Machine And Swallows Her Own Cum

Dafreeporn 7 months ago

Single angle camera pegging daddy for the first time

Single angle camera pegging daddy for the first time

xHamster 3 months ago

Locked in Chastity and Using a Vibrator to Make My Girldick Cum

HD 1:01 / 15:15

Locked in Chastity and Using a Vibrator to Make My Girldick Cum

FapHouse 2 months ago

Wild Sabrina Private Show

Wild Sabrina Private Show

Flirt4Free 3 years ago

Sophia Loreen Party on Mar 18, 2025 - Part 2

66% HD 2:00 / 1:03:15

Sophia Loreen Party on Mar 18, 2025 - Part 2

Flirt4Free 11 months ago

Vladasexytrans prostate orgasm in chastity cage

Vladasexytrans prostate orgasm in chastity cage

BallsAndBoobs 1 year ago

Femdom Chastity Feminization

Femdom Chastity Feminization

Sheshaft 12 years ago

”Kat Doir Makes Lance Hart Beg For Big Dick & Makes Him Cum Prostate”

”Kat Doir Makes Lance Hart Beg For Big Dick & Makes Him Cum Prostate”

TransHero 2 months ago

perfect trans sex kitten jade stone submits to master

HD 0:30 / 32:59

perfect trans sex kitten jade stone submits to master

AnalVids 5 months ago

AB2509 Locked three months Cute femboy cum in flashlight with e-plug

AB2509 Locked three months Cute femboy cum in flashlight with e-plug

xHamster 4 months ago

Woman Trains Husband For Threesome BI #055 Training Sissy Lesbian

Woman Trains Husband For Threesome BI #055 Training Sissy Lesbian

xHamster 1 year ago

Ass to Mouth with Over 100 Loads of Cum! Frozen Cum Play Sissy Jessica Bloom

61% HD 1:01 / 46:17

Ass to Mouth with Over 100 Loads of Cum! Frozen Cum Play Sissy Jessica Bloom

FapHouse 4 months ago

(608) Sissygasm Compilation #01: Crossdresser’s Hands-Free Orgasms - Zoulette (4K)

58% 4K 0:10 / 5:00

(608) Sissygasm Compilation #01: Crossdresser’s Hands-Free Orgasms - Zoulette (4K)

LoyalFans 4 months ago

sissy talking dirty wearing a mesh top and short leather skirt and with my clit caged

sissy talking dirty wearing a mesh top and short leather skirt and with my clit caged

xHamster 1 year ago

Tranny girly locked by daddy! Bad girl cheats until cumshot!

Tranny girly locked by daddy! Bad girl cheats until cumshot!

xHamster 7 months ago

The Night Before Freshmas 7 - The North Hole

Premium HD 30:00

The Night Before Freshmas 7 - The North Hole

xnxxGold 2 months ago

Public Pee Drinking And Chastity Unlocking

Public Pee Drinking And Chastity Unlocking

xHamster 2 years ago

Crossdresser Whore Iris Webcam Publicly for You

Crossdresser Whore Iris Webcam Publicly for You

xHamster 9 months ago

Sissy Bitch Chastity Caged ruined orgasm

Sissy Bitch Chastity Caged ruined orgasm

Tranny.one 4 years ago

Sissy Crossdresser Lucy Torn Up by ten Inch Black BIG BLACK COCK whilst in Virginity at She-World Bang-Out Pub

Sissy Crossdresser Lucy Torn Up by ten Inch Black BIG BLACK COCK whilst in Virginity at She-World Bang-Out Pub

TrannyGem 5 years ago

Sissy Boi’s Tiny Cock Is Caged Whilst Spreading Their Ass Cheeks and Fucking Their Worthless Ass

63% HD 1:01 / 21:45

Sissy Boi’s Tiny Cock Is Caged Whilst Spreading Their Ass Cheeks and Fucking Their Worthless Ass

FapHouse 1 month ago

Sammi Smith in Chastity Cage Sucks Black Cock Interracial BBC

Sammi Smith in Chastity Cage Sucks Black Cock Interracial BBC

xHamster 1 month ago

Sophia Loreen Party on Jul 23, 2025 - Part 2

HD 2:00 / 23:32

Sophia Loreen Party on Jul 23, 2025 - Part 2

Flirt4Free 7 months ago

Virginity Femboy strikes her sissy nads with BIG BLACK COCK

Virginity Femboy strikes her sissy nads with BIG BLACK COCK

TrannyGem 2 years ago

Cute sissy in flat metal Chastity Cage ball-busting with a BBC dildo!!

Cute sissy in flat metal Chastity Cage ball-busting with a BBC dildo!!

xHamster 4 months ago

Day 2 Tease and Denial

Day 2 Tease and Denial

xHamster 3 months ago

3 Trans Honeys Have A Kinky Bang-out

3 Trans Honeys Have A Kinky Bang-out

Transvids.tv 8 months ago

Lanna & Nefertiti Private Show

Lanna & Nefertiti Private Show

Flirt4Free 2 years ago

Sissykanisa Crossdresser Play with Inflatable Anal Plug and Pinky Cock Cage

Sissykanisa Crossdresser Play with Inflatable Anal Plug and Pinky Cock Cage

xHamster 1 year ago

Suspension Self Bondage Sissy Maid in Chastity, Gagged and Blindfolded

Suspension Self Bondage Sissy Maid in Chastity, Gagged and Blindfolded

xHamster 3 years ago

Sissy whore is fucked hard by thick toy

Sissy whore is fucked hard by thick toy

xHamster 1 month ago

Sabrina Smiith Private Show

4K 2:00 / 11:06

Sabrina Smiith Private Show

Flirt4Free 1 month ago

Sissy Tgirl in Chastity teaches wannabe sluts how to take dick with her big strap-on! Full V

Sissy Tgirl in Chastity teaches wannabe sluts how to take dick with her big strap-on! Full V

aShemaleTube 1 year ago

Tranny Hard Cock 114

Tranny Hard Cock 114

aShemaleTube 4 years ago

Hot Submissive Tgirl Slut Hired to Take Down Dictation Drink Piss Eat Ass Swallow Cum

Premium 39% 20:43

Hot Submissive Tgirl Slut Hired to Take Down Dictation Drink Piss Eat Ass Swallow Cum

XVideosRed 1 year ago

Sissy In The Ladies Class

Sissy In The Ladies Class

LoyalFans 3 months ago

Sissy Jessica Bloom Locked & Fucked by BBC Machine - Anal Orgasm, Cum Cleanup and Swallowed

HD 0:39 / 12:12

Sissy Jessica Bloom Locked & Fucked by BBC Machine - Anal Orgasm, Cum Cleanup and Swallowed

FapHouse 1 week ago

Deep Throatfuck + without a condom rear end Buttfuck jizz shot breeding by Ladyboy in Youngster rump (gimp in virginity)

Deep Throatfuck + without a condom rear end Buttfuck jizz shot breeding by Ladyboy in Youngster rump (gimp in virginity)

TrannyGem 4 years ago

Féminisation : Ta nouvelle vie de Sissy - Ep4 Je Transforme ce Branleur en Esclave - Maîtresse Julia

Féminisation : Ta nouvelle vie de Sissy - Ep4 Je Transforme ce Branleur en Esclave - Maîtresse Julia

TrannyGem 2 years ago

Skinny Teen Tranny In a Plaid Skirt & Stockings Shoves Dildos In Her Ass & Tugs Her Dick Till Cumming

Skinny Teen Tranny In a Plaid Skirt & Stockings Shoves Dildos In Her Ass & Tugs Her Dick Till Cumming

AnySex 1 year ago

fansly - blackate bbc destroyed my ass

fansly - blackate bbc destroyed my ass

TransDoe 2 years ago

Elvis & Alfonso & Master Private Show

65% HD 2:00 / 14:58

Elvis & Alfonso & Master Private Show

Flirt4Free 3 years ago

Cage up with Me

72% HD 0:39 / 4:34

Cage up with Me

FapHouse 1 year ago

Big Dick Tranny Claus Disciplines Caged Sissy Christmas Elf

63% HD 0:39 / 27:42

Big Dick Tranny Claus Disciplines Caged Sissy Christmas Elf

FapHouse 2 months ago

Slow BJ from Sissy CD in Chastity

Slow BJ from Sissy CD in Chastity

aShemaleTube 7 years ago

Promiscuous Size Goddess puppy plays with XL Fuck Sticks - XL Opportunity ample Phantom XL Gage - Extraordinary Assfucking

Promiscuous Size Goddess puppy plays with XL Fuck Sticks - XL Opportunity ample Phantom XL Gage - Extraordinary Assfucking

GayDudesFucking 1 year ago

Woman Fucks Her Husband By The Anus #047 Training Sissy Lesbian Dildo

Woman Fucks Her Husband By The Anus #047 Training Sissy Lesbian Dildo

xHamster 1 year ago

Full Chasity Belt & Bra try on

Full Chasity Belt & Bra try on

xHamster 2 years ago

fat lucky guy fucks a latin shemale LIMA PERU VENEZUELA AMBAR

fat lucky guy fucks a latin shemale LIMA PERU VENEZUELA AMBAR

XVideosRed 5 years ago

Sissy in Cow Micro Bikini Butt-Chugs 1L of Beer in Her Carport and Pushes It Out Clip 1

Sissy in Cow Micro Bikini Butt-Chugs 1L of Beer in Her Carport and Pushes It Out Clip 1

xHamster 1 month ago

Femboy / Trans Striptease and Play Compilation

Femboy / Trans Striptease and Play Compilation

Amateur8 4 months ago

2 Sissies 1 Chastity Cage

78% HD 1:01 / 8:31

2 Sissies 1 Chastity Cage

FapHouse 1 year ago

Goth Trap in V-Card Porks Fuck Stick and Tongues her Demolished Ejaculation

Goth Trap in V-Card Porks Fuck Stick and Tongues her Demolished Ejaculation

TrannyGem 5 years ago

TGIRLSHOOKUP: Feral Kitty Fucks Her Hole!

TGIRLSHOOKUP: Feral Kitty Fucks Her Hole!

xHamster 2 years ago

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

56% HD 0:10 / 14:01

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

LoyalFans 2 months ago

chastity t-girl, claire tenebrarum, 5on1, anal fisting, dap, gapes, swallow btg063

51% 1:06 / 43:13

chastity t-girl, claire tenebrarum, 5on1, anal fisting, dap, gapes, swallow btg063

PornBox 4 years ago

How about to Attempt Rectal fucktoys and slowely put them in my Arse and that Smash my nice Bum and Jism

How about to Attempt Rectal fucktoys and slowely put them in my Arse and that Smash my nice Bum and Jism

TrannyGem 10 months ago

Footjob regarding locked sissy Denied and ballbusting

Footjob regarding locked sissy Denied and ballbusting

KAMS 1 year ago

Sophia Loreen Party on Sep 26, 2025 - Part 2

69% 4K 2:00 / 39:32

Sophia Loreen Party on Sep 26, 2025 - Part 2

Flirt4Free 5 months ago

Viky & Master Private Show

55% HD 2:00 / 13:43

Viky & Master Private Show

Flirt4Free 3 months ago

Sissygasm compilation

Sissygasm compilation

aShemaleTube 1 year ago

Teasing you in my black satin dress, full make up, pearls, opera leather gloves, stockings, suspenders, pearls, chastity, blonde

59% HD 0:39 / 1:52

Teasing you in my black satin dress, full make up, pearls, opera leather gloves, stockings, suspenders, pearls, chastity, blonde

FapHouse 2 years ago

Amateur Fat Ass Sissy Twerks

Amateur Fat Ass Sissy Twerks

FapHouse 3 weeks ago

Asian Cute Femboy Cumshot

Asian Cute Femboy Cumshot

FapHouse 5 days ago

Femboy Grubby Rectal Fisting

Femboy Grubby Rectal Fisting

TransTube.tv 1 year ago

”T-hottie dom anal fucks bound man in bed”

”T-hottie dom anal fucks bound man in bed”

Zatube 1 year ago

Latina shemale Ass to mouth and Chastity cage Sissygasm

Latina shemale Ass to mouth and Chastity cage Sissygasm

xHamster 3 months ago

Sophia Loreen Private Show

56% 4K 2:00 / 7:57

Sophia Loreen Private Show

Flirt4Free 5 months ago

ABC029 Secretary Abby Kitty,nylons, high heels ,masturbation ,jizz flow 娇小色情秘书-艾爷性感,丝袜,,高跟,自慰射精-精饮

ABC029 Secretary Abby Kitty,nylons, high heels ,masturbation ,jizz flow 娇小色情秘书-艾爷性感,丝袜,,高跟,自慰射精-精饮

ShemaleSin 4 years ago

Sissy Obedient whore gets poked rock-hard in a purity by brutish Dominatrix and her 13” BIG BLACK COCK strap dildo

Sissy Obedient whore gets poked rock-hard in a purity by brutish Dominatrix and her 13” BIG BLACK COCK strap dildo

Transvids.tv 7 months ago

Teasing my sissy while she is caged. Part 1

Teasing my sissy while she is caged. Part 1

Tranny.one 3 years ago

AB085 Lustful Abby Kitty be Master's sissy slave -chastity 堕落成为主人的淫荡人妖锁奴母狗

AB085 Lustful Abby Kitty be Master's sissy slave -chastity 堕落成为主人的淫荡人妖锁奴母狗

aShemaleTube 2 years ago

trans pool party turns into all out anal orgy

HD 0:30 / 31:25

trans pool party turns into all out anal orgy

AnalVids 2 months ago

Girl gets well-prepped for a night at schoolteachers building - Silicone girl mask

Girl gets well-prepped for a night at schoolteachers building - Silicone girl mask

TrannyGem 2 years ago

29 30 31 32 33

47,341 results found

Related categories

Strap-On Trans Trans Domination Transvestite Crossdressing Trans Fucks Trans Sissy Hermaphrodite Feminization Trans Fucks Girl Self Suck Trans Solo Ladyboy Tgirl Hands Free Trans Fucks Guy Self Facial Chastity Cage Trans Post-Op Trans Compilation Trans Big Cock

Narrow your search

chastity cum chastity cage chastity gangbang permanent chastity chastity dildo chastity orgasm chastity bbc bbc chastity trans chastity femboy chastity 18+ asian chastity natalie mars chastity cum in chastity chastity compilation chastity anal sissy chastity chastity pegging chastity blowjob chastity sissy chastity creampie

Categories Pornstars

Categories Pornstars

Legal

Terms of Service Privacy Statement Statement of Responsibility Notice and Action Policy (Link Removal) DMCA / Copyright Acceptable Content Policy Digital Services Act 2257

Parents

Pornmd.com uses the "Restricted To Adults" (RTA) website label to better enable parental filtering. Protect your children from adult content and block access to this site by using parental controls.

© 2026 Pornmd.com. All rights reserved.