Prostate Videos - Trans (7,698)

The Shortest Time! I've Ever Lasted Rubbing My Prostate with a Dildo in My Bare Feet

58% HD 1:01 / 16:12

The Shortest Time! I've Ever Lasted Rubbing My Prostate with a Dildo in My Bare Feet

FapHouse 6 months ago

Compilation of prostate orgasms: volume 9 of personal collection

Compilation of prostate orgasms: volume 9 of personal collection

XXXShemalePorn 1 week ago

taking cock and cumming

taking cock and cumming

xHamster 3 years ago

A dress, heels and a chastity cage. Trying a huge dildo and cumming in my tights!

A dress, heels and a chastity cage. Trying a huge dildo and cumming in my tights!

xHamster 1 year ago

My First Attempt to Extract Juice From the Prostate at Home.

My First Attempt to Extract Juice From the Prostate at Home.

xHamster 1 year ago

Hj with guts rubdown make me jizm

Hj with guts rubdown make me jizm

TrannyGem 1 year ago

Stepdad Creampies My Trans Ass Twice

51% HD 0:39 / 33:58

Stepdad Creampies My Trans Ass Twice

FapHouse 7 months ago

Prostate Massage Cock Milking Cumshot

Prostate Massage Cock Milking Cumshot

xHamster 3 years ago

Prostate Stress Test! Simultaneous Dildo Sounding Fun!

Prostate Stress Test! Simultaneous Dildo Sounding Fun!

xHamster 2 months ago

Fembaby pops a big load while getting her prostate pounded

Fembaby pops a big load while getting her prostate pounded

Tranny.one 4 years ago

Compilation of prostate orgasms: collection volume 141 - no mention of age or gender

Compilation of prostate orgasms: collection volume 141 - no mention of age or gender

XXXShemalePorn 1 week ago

OUR VERY FIRST TRANS THREE-WAY MOVIE WITH AVERY ANGEL!!

OUR VERY FIRST TRANS THREE-WAY MOVIE WITH AVERY ANGEL!!

TrannyGem 2 years ago

accidental handsfree cumshot

accidental handsfree cumshot

xHamster 3 years ago

TS Freya Wynn jerks off a cock while milking him anally

58% HD 1:01 / 8:37

TS Freya Wynn jerks off a cock while milking him anally

FapHouse 3 years ago

Sissy couple anal fingering while blowing cock

Sissy couple anal fingering while blowing cock

aShemaleTube 7 years ago

Horny Trans Nurse Demonstrates Home Prostate Exam!

Horny Trans Nurse Demonstrates Home Prostate Exam!

Tranny.one 4 years ago

Best Shemale Ass, Hottest Femboy, An Afternoon Of Pleasure, (Anal Fucking)(Anal Orgasms)(Cum)(Anal Farts)(Gaping)

Best Shemale Ass, Hottest Femboy, An Afternoon Of Pleasure, (Anal Fucking)(Anal Orgasms)(Cum)(Anal Farts)(Gaping)

xHamster 8 months ago

Surprise Orgasm (Full)

Surprise Orgasm (Full)

xHamster 1 year ago

Pantieboy coming hands free tucked and taped in sexy outfit

Pantieboy coming hands free tucked and taped in sexy outfit

xHamster 4 weeks ago

Guy and TS Cum while being Fucked

Guy and TS Cum while being Fucked

aShemaleTube 6 years ago

Anal Orgasm Compilation 5

Anal Orgasm Compilation 5

GayCK 3 years ago

TS Hero - Kinky Throat

TS Hero - Kinky Throat

Eporner 3 years ago

[JapaneseFemboy-UTTER-PastVideo]Prostate vibrated with fuck stick and did yam-sized Arms Free-For-All Jizm!

[JapaneseFemboy-UTTER-PastVideo]Prostate vibrated with fuck stick and did yam-sized Arms Free-For-All Jizm!

TrannyGem 11 months ago

Sissy in lingerie riding dildo and cums handsfree

Sissy in lingerie riding dildo and cums handsfree

xHamster 4 months ago

Blonde sissy Eve anal+cum show💋

Blonde sissy Eve anal+cum show💋

aShemaleTube 1 year ago

fucking dildo, squirting, cumming

fucking dildo, squirting, cumming

xHamster 3 years ago

Outrageous ejaculation 电击排精

Outrageous ejaculation 电击排精

TrannyGem 2 weeks ago

Prostate Milking with a Dildo in a Chastity Cage

Prostate Milking with a Dildo in a Chastity Cage

xHamster 1 year ago

Prostate Stress Test! Simultaneous Dildo Sounding Fun!

Prostate Stress Test! Simultaneous Dildo Sounding Fun!

xHamster 2 months ago

Femboy Fisting with Femdom Penny Pupils

Femboy Fisting with Femdom Penny Pupils

Pornzona 4 days ago

Prostate orgasms cumpilation Personalsin collection vol

Prostate orgasms cumpilation Personalsin collection vol

aShemaleTube 2 years ago

The Secret to Achieving Female Squirting Orgasm. Sissification for Crossdressers (part 4)

The Secret to Achieving Female Squirting Orgasm. Sissification for Crossdressers (part 4)

xHamster 1 month ago

Hands Free Cum with huge Mr Hankeys Cody Cachet dildo

Hands Free Cum with huge Mr Hankeys Cody Cachet dildo

xHamster 9 months ago

Prostate Massage for TS Pietra Candy

Prostate Massage for TS Pietra Candy

ALOTPorn 9 months ago

That Was a Nice Prostate Massage Made Me Cum so Well

71% HD 1:01 / 8:59

That Was a Nice Prostate Massage Made Me Cum so Well

FapHouse 1 year ago

MILF doctor does a great prostate massage and pussy treatment for a cute tranny in her office

MILF doctor does a great prostate massage and pussy treatment for a cute tranny in her office

AnySex 2 years ago

Squirting From Both genitals

Squirting From Both genitals

xHamster 3 years ago

女装あなるプレイからの床オナふぃにっしゅ

女装あなるプレイからの床オナふぃにっしゅ

5Gays 1 month ago

Shemale Nataly Sousa Gets Her Dick Jerked While Taking a Prostate Pounding

Shemale Nataly Sousa Gets Her Dick Jerked While Taking a Prostate Pounding

XXXShake 2 months ago

Shemale Prostate Orgasm

Shemale Prostate Orgasm

BeMyHole 3 years ago

Compilation of prostate orgasms: personal collection volume 148

Compilation of prostate orgasms: personal collection volume 148

XXXShemalePorn 1 year ago

TRANNY AND HER FIRST-EVER DVP THREEWAY!!

TRANNY AND HER FIRST-EVER DVP THREEWAY!!

TrannyGem 6 months ago

Explosive handsfree prostate orgasm

Explosive handsfree prostate orgasm

aShemaleTube 10 months ago

transgender princess drill guts ejaculation 1

transgender princess drill guts ejaculation 1

TrannyGem 4 years ago

Gorgeous tgirl Angel dildo training 💋

Gorgeous tgirl Angel dildo training 💋

aShemaleTube 1 year ago

Naomi rides dildo, squirts & cums back 4 more💦💦

Naomi rides dildo, squirts & cums back 4 more💦💦

aShemaleTube 1 year ago

elizabelle and cailey ignite the screen with deep oral, passionate positions, prostate pleasure, and a steamy cum-filled finish they lovingly share.

HD 0:30 / 24:24

elizabelle and cailey ignite the screen with deep oral, passionate positions, prostate pleasure, and a steamy cum-filled finish they lovingly share.

PornBox 1 month ago

Femboy Guts Milk Explosions While Railing A Massive TEN-inch Faux penis

Femboy Guts Milk Explosions While Railing A Massive TEN-inch Faux penis

WebcamBros 2 months ago

So many intense anal orgasms

So many intense anal orgasms

aShemaleTube 2 months ago

Tgirl squirts while getting fucked

Tgirl squirts while getting fucked

aShemaleTube 1 year ago

Vladasexytrans prostate orgasm in chastity cage

Vladasexytrans prostate orgasm in chastity cage

BallsAndBoobs 1 year ago

Cumming on Fuck Machine!!

Cumming on Fuck Machine!!

xHamster 3 weeks ago

CFNM Femdom Stepsister Helps Stepbrother Fuck and Get Fucked by Tantaly Sex Doll!

CFNM Femdom Stepsister Helps Stepbrother Fuck and Get Fucked by Tantaly Sex Doll!

xHamster 7 months ago

CHASTITY slave CUMS while PEGGING after training with some XXL toys

CHASTITY slave CUMS while PEGGING after training with some XXL toys

xHamster 8 months ago

Shemale Prostate Compilation

Shemale Prostate Compilation

XVideos 2 years ago

Prostate massage for sexy shemale Nataly Souza

Prostate massage for sexy shemale Nataly Souza

XGroovy 1 year ago

Beautiful Dani Peterson Prostate Penetration

Beautiful Dani Peterson Prostate Penetration

Eporner 5 days ago

Multiplicity Itsol get guts rubdown from admirer

Multiplicity Itsol get guts rubdown from admirer

TransTube.tv 6 months ago

Sexy Sissy Emma lots of anal play and cum.. With fucking machines and glass toys... a compilation

Sexy Sissy Emma lots of anal play and cum.. With fucking machines and glass toys... a compilation

xHamster 3 months ago

OUR FIRST-EVER TRANS THREEWAY VID WITH AVERY ANGEL!!

OUR FIRST-EVER TRANS THREEWAY VID WITH AVERY ANGEL!!

TrannyGem 2 years ago

Prostate Milking with Huge 13 inch Dildo 5

Prostate Milking with Huge 13 inch Dildo 5

GayCK 2 years ago

The First Time I'm Trying a Strap-on From My Stepmom, It's Cool

58% HD 1:01 / 48:14

The First Time I'm Trying a Strap-on From My Stepmom, It's Cool

FapHouse 6 months ago

Hung Transgirl Deep Anal Prostate Orgasms 11 Inch Dildo Riding Jessica Bloom

Hung Transgirl Deep Anal Prostate Orgasms 11 Inch Dildo Riding Jessica Bloom

xHamster 8 months ago

Electricity on balls and cock

Electricity on balls and cock

xHamster 1 year ago

Nailing of a Lifetime - Multiplicity Itsol

Nailing of a Lifetime - Multiplicity Itsol

Transvids.tv 5 months ago

Prostate Treatment with TS Patient

HD 0:10 / 16:03

Prostate Treatment with TS Patient

LoyalFans 2 weeks ago

W*A*A*A-442 Miraculously Perverted Shemale Nipple Twisting Anal Fucking Breast Milk Female Orgasm! Decensored

W*A*A*A-442 Miraculously Perverted Shemale Nipple Twisting Anal Fucking Breast Milk Female Orgasm! Decensored

Eporner 4 months ago

I want to sense your dinky way deep in the back of my prostate, father

I want to sense your dinky way deep in the back of my prostate, father

4Gay 1 month ago

Cute transgenders blowing each other webcam TScumshot.com

Cute transgenders blowing each other webcam TScumshot.com

Sheshaft 7 years ago

Cute tranny masturbates her tiny cock in bed

Cute tranny masturbates her tiny cock in bed

XGroovy 4 months ago

Virginity Sissy F Machine Stroking - Jessica Bloom Jizzes Arms Free-For-All And Gulps Jizz

Virginity Sissy F Machine Stroking - Jessica Bloom Jizzes Arms Free-For-All And Gulps Jizz

TrannyGem 1 year ago

Smanun@ sloppy oral & anal show💋

Smanun@ sloppy oral & anal show💋

aShemaleTube 1 year ago

Anal makes hot tgirl squirt

Anal makes hot tgirl squirt

aShemaleTube 1 year ago

Big tits blonde pegging

Big tits blonde pegging

W4NKR 2 months ago

Italian stud Pierre Dj and brazilian tranny Veronika Havenna both fuck each other in extra tight assholes

Italian stud Pierre Dj and brazilian tranny Veronika Havenna both fuck each other in extra tight assholes

AnySex 2 years ago

Hands free cumshot anal fuck machine

Hands free cumshot anal fuck machine

xHamster 1 year ago

SweetnHot anal cumshow💦

SweetnHot anal cumshow💦

aShemaleTube 1 year ago

Hot skinny Mistress Brunette penetrates guy's anal with strap on

Hot skinny Mistress Brunette penetrates guy's anal with strap on

XGroovy 4 months ago

T-girl sucks her tranny girlfriend's cock while massaging her prostate

T-girl sucks her tranny girlfriend's cock while massaging her prostate

XGroovy 2 years ago

Jaw-dropping moment from "Slutty crossdresser gets pounded hard by sex machine until the clit squirts"

Jaw-dropping moment from "Slutty crossdresser gets pounded hard by sex machine until the clit squirts"

xHamster 3 months ago

Guy cum on his own stomach when his prostate was stimulated by tranny Estela Duarte's cock

Guy cum on his own stomach when his prostate was stimulated by tranny Estela Duarte's cock

XGroovy 2 years ago

Ladyboy in Manstick Box Heads Horny Wanting to Jizm // Climax Denial

Ladyboy in Manstick Box Heads Horny Wanting to Jizm // Climax Denial

TrannyGem 3 years ago

She-male humps my husband rigid while I masturbate him off. He yells like a cockslut. Glance from below

She-male humps my husband rigid while I masturbate him off. He yells like a cockslut. Glance from below

Transvids.tv 5 months ago

Step mummy drills son-in-law culo and train jizm while being drilled

Step mummy drills son-in-law culo and train jizm while being drilled

TrannyGem 4 months ago

Straight Guy Handcuffed Turned Gay by Anal Masturbator

Straight Guy Handcuffed Turned Gay by Anal Masturbator

FapHouse 1 year ago

Her First-ever Dvp Threeway!!

Her First-ever Dvp Threeway!!

getTranny 1 month ago

Reina Hanno Plays with E-stim Butt Plug & Sounding for Juicy Cumshot

HD 1:01 / 31:46

Reina Hanno Plays with E-stim Butt Plug & Sounding for Juicy Cumshot

FapHouse 11 hours ago

Ultimate Sissy Mitts Free-for-all agonorgasmos Compilation

Ultimate Sissy Mitts Free-for-all agonorgasmos Compilation

Transvids.tv 2 months ago

Sensual Homemade Amateur Prostate Massage And Pegging M

Sensual Homemade Amateur Prostate Massage And Pegging M

Eporner 1 year ago

TransCumpilation#1

TransCumpilation#1

aShemaleTube 1 year ago

Hot and intense — wild passion — deep connection — forbidden desire — ultimate pleasure

Hot and intense — wild passion — deep connection — forbidden desire — ultimate pleasure

CumInTime 1 year ago

Prostate Epiphany With Erica Cherry And Whitney Wright

Prostate Epiphany With Erica Cherry And Whitney Wright

AbTranny 1 year ago

Femboy anal prostage massage lucky Shemale - TScumshot.com webcams

Femboy anal prostage massage lucky Shemale - TScumshot.com webcams

Tranny.one 4 years ago

Ultra-Cute Scottish Trans Doll gets Rode from Behind and Ejaculates Rock Hard with her Clothes Still On

Ultra-Cute Scottish Trans Doll gets Rode from Behind and Ejaculates Rock Hard with her Clothes Still On

TrannyGem 2 years ago

pumping water out of my body :p

pumping water out of my body :p

xHamster 3 years ago

onlyfans - ts eva ankara prostate massage volunteer porn video

onlyfans - ts eva ankara prostate massage volunteer porn video

TransDoe 9 months ago

Shemale Jenny Flowers With Prostate Toy

Shemale Jenny Flowers With Prostate Toy

aShemaleTube 8 years ago

Hands free , prostate cum , sex maxhine milk

Hands free , prostate cum , sex maxhine milk

aShemaleTube 2 years ago

Inflatable plug to make my sissy ejaculate

Inflatable plug to make my sissy ejaculate

xHamster 3 weeks ago

Stepbro's cock perfectly fits inside femboy's tight anal

Stepbro's cock perfectly fits inside femboy's tight anal

AnySex 1 year ago

Hands free

xHamster 1 year ago

Femboy anal prostage massage lucky webcam

Femboy anal prostage massage lucky webcam

aShemaleTube 6 years ago

Hands Free Cum While Riding Dildo and Pee in Nylon Pantyhose

HD 0:39 / 15:28

Hands Free Cum While Riding Dildo and Pee in Nylon Pantyhose

FapHouse 4 days ago

Stepsister Caught Stepbrother Fucking My Tranny Sex Doll so I Fucked His Ass With it

Stepsister Caught Stepbrother Fucking My Tranny Sex Doll so I Fucked His Ass With it

xHamster 9 months ago

Stunning 18yo Asian Ladyboy Deepthroat and Hardcore Anal Fuck

57% 0:39 / 1:05:17

Stunning 18yo Asian Ladyboy Deepthroat and Hardcore Anal Fuck

FapHouse 1 month ago

Italian t-girl with huge fake tits destroys her fan's anal

Italian t-girl with huge fake tits destroys her fan's anal

AnySex 2 years ago

Fuck The Cum Out Of Him Trans Compilation 1-4

Fuck The Cum Out Of Him Trans Compilation 1-4

aShemaleTube 7 months ago

Sissy Boy Gay Moanng & Anal Orgasm Riding Big Cock Oily Dick Cumming Handsfree Prostate Orgasm No Hands Sissygasm

Sissy Boy Gay Moanng & Anal Orgasm Riding Big Cock Oily Dick Cumming Handsfree Prostate Orgasm No Hands Sissygasm

TransG 1 month ago

He Cums so Hot during femdom prostate pegging fucking x

He Cums so Hot during femdom prostate pegging fucking x

Tranny.one 2 months ago

POINT OF VIEW HER DESTRYING MY CABOOSE ENTIRE WITH HER eighteen" INCH BIG BLACK COCK!

POINT OF VIEW HER DESTRYING MY CABOOSE ENTIRE WITH HER eighteen" INCH BIG BLACK COCK!

TrannyGem 2 years ago

CD Handsfree Prostate Orgasm Compilation

CD Handsfree Prostate Orgasm Compilation

aShemaleTube 6 years ago

Black shemale loves anal fingering and slobber blowjob - Amateur Porn

Black shemale loves anal fingering and slobber blowjob - Amateur Porn

AnySex 1 year ago

Hot Latina receives prostate massage in the parlor

Hot Latina receives prostate massage in the parlor

XGroovy 1 year ago

Cute sissy femboy strongly flows precum from hard fucking right into the prostate, draining all the sperm!

Cute sissy femboy strongly flows precum from hard fucking right into the prostate, draining all the sperm!

xHamster 1 year ago

probing the prostate magic wand uffff it feels sweet and it takes a lot of man juice out of me

probing the prostate magic wand uffff it feels sweet and it takes a lot of man juice out of me

TransTube.tv 1 year ago

handsfree and prostate cumshots compilation

handsfree and prostate cumshots compilation

Tranny.one 3 years ago

Tgirl butt slut gets ass destroyed & squirts 💦

Tgirl butt slut gets ass destroyed & squirts 💦

aShemaleTube 1 year ago

TS beauty Aiva anal lots of squirting & cum💦

TS beauty Aiva anal lots of squirting & cum💦

aShemaleTube 1 year ago

TransCumpilation#2

TransCumpilation#2

aShemaleTube 1 year ago

golden-haired male prostate drilled by large knob until this guy gets homo no hands anal climax with his glitter rod

golden-haired male prostate drilled by large knob until this guy gets homo no hands anal climax with his glitter rod

ShemaleSin 2 years ago

1 2 3 4 5

7,698 results found

Related categories

Prostate Milking Prostate Massage Prostate Orgasm Cervix Speculum Peehole Enema Urethra Face Sitting Prolapse Pegging Compilation Piercing Gagging Nipple Piercing Foreskin Milking Machine Premature Ejaculation Femdom Handjob Beads Stretching

Narrow your search

prostate orgasm prostate orgasm compilation compilation prostate prostate milking prostate massage prostate compilation prostate joi teen prostate 18+ shemale prostate orgasm prostate blowjob prostate threesome prostate milking compilation blowjob prostate prostate cum japanese prostate prostate exam massage prostate milking prostate prostate fisting prostate vibrator

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.

© 2025 Pornmd.com. All rights reserved.