Prostate Orgasm Tube - Trans (7,110)

Velvet Alley Dildo Review with Usage

Velvet Alley Dildo Review with Usage

XHamster 3 months ago

investigating the prostate hitachi uffff it senses jiggly and it takes a lot of guy goo out of me

investigating the prostate hitachi uffff it senses jiggly and it takes a lot of guy goo out of me

Transvids.tv 1 year ago

Shemale Prostate Orgasm

Shemale Prostate Orgasm

BeMyHole 3 years ago

Variety Itsol Cums Hard While Milking Her Prostate

Variety Itsol Cums Hard While Milking Her Prostate

BeMyHole 3 years ago

Big black cock makes white boys cock leak

Big black cock makes white boys cock leak

XHamster 6 months ago

Latina Trans Hands Free Prostate Orgasm

Latina Trans Hands Free Prostate Orgasm

XHamster 7 months ago

Young trans babysitter gets assrimmed during job interview

Young trans babysitter gets assrimmed during job interview

Tranny.one 4 years ago

Explosive handsfree prostate orgasm

Explosive handsfree prostate orgasm

AShemaleTube 1 year ago

Nailing of a Lifetime - Multiplicity Itsol

Nailing of a Lifetime - Multiplicity Itsol

Transvids.tv 1 year ago

Ladyboy Prostate Orgasm, Example 1

51% HD 1:01 / 16:04

Ladyboy Prostate Orgasm, Example 1

FapHouse 1 year ago

Prostate Orgasms Galore - Billie Beaumont

50% HD 0:39 / 22:22

Prostate Orgasms Galore - Billie Beaumont

FapHouse 9 months ago

Squirting doing squats with a nere dildo

Squirting doing squats with a nere dildo

XHamster 9 months 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 2 years ago

Anal Orgasm Compilation 5

Anal Orgasm Compilation 5

GayCK 4 years ago

By Doing This You Can Feel Every Inch of Pleasure

By Doing This You Can Feel Every Inch of Pleasure

FapHouse 3 months ago

Just 2 Bros Hanging out

Just 2 Bros Hanging out

Eporner 8 months ago

Weekend Ritual You Know What Comes Next.

75% 1:01 / 5:37

Weekend Ritual You Know What Comes Next.

FapHouse 2 months ago

Prostate Stress Test! Simultaneous Dildo Sounding Fun!

76% HD 0:39 / 2:32

Prostate Stress Test! Simultaneous Dildo Sounding Fun!

FapHouse 1 year ago

Electric Shock Prostate and Massage Stick

Electric Shock Prostate and Massage Stick

XHamster 1 year ago

charming trans in shlong chastity cage has an anal prostate climax and cum explodes during the time that drilled hard and fast with a biggest sex tool screw machine

charming trans in shlong chastity cage has an anal prostate climax and cum explodes during the time that drilled hard and fast with a biggest sex tool screw machine

ShemaleSin 5 years ago

Female Dominance Domme tears up fuckslut sissy backside, dual jism rectal ejaculation

Female Dominance Domme tears up fuckslut sissy backside, dual jism rectal ejaculation

TrannyGem 3 years ago

Hands free prostate orgasm ruined

Hands free prostate orgasm ruined

Eporner 7 years 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 3 years ago

Julia Lane: Thighs Only

Julia Lane: Thighs Only

Some.Porn 1 year ago

Anal Orgasm Compilation 6

Anal Orgasm Compilation 6

GayCK 3 years ago

Best transsexual cum compilation

Best transsexual cum compilation

AnySex 3 years ago

Horny Tgirl Scarlet Synn Takes Bareback Anal Spooning on Midsummer Day

Horny Tgirl Scarlet Synn Takes Bareback Anal Spooning on Midsummer Day

WeGotDicks 6 months ago

Exploding with Cum Trying to Fuck This Huge Toy

Exploding with Cum Trying to Fuck This Huge Toy

XHamster 1 month ago

Sometimes just putting vibrator in my pussy is enough

Sometimes just putting vibrator in my pussy is enough

XHamster 4 years ago

Extreme Orgasm

FapHouse 4 months ago

Missionary in the Ass and Doggy to make me Squirting

Missionary in the Ass and Doggy to make me Squirting

XHamster 3 years ago

Anal pounding makes young tgirl squirt multiple times

Anal pounding makes young tgirl squirt multiple times

AShemaleTube 2 years ago

Can Barely Stand Anymore... My Legs Are Still Shaking After That

76% 1:01 / 6:20

Can Barely Stand Anymore... My Legs Are Still Shaking After That

FapHouse 6 months ago

Anal orgasm and bonus squirting

Anal orgasm and bonus squirting

Tranny.one 5 years ago

Tgirl Jiggly intense anal edging 🍆💦

Tgirl Jiggly intense anal edging 🍆💦

AShemaleTube 2 years ago

TS Nurse JADE Prostate Examination Expert - Jade Venus

TS Nurse JADE Prostate Examination Expert - Jade Venus

ShemaleSex 1 month ago

shemale cum sissy slut cums Trans cumming

shemale cum sissy slut cums Trans cumming

XHamster 9 months ago

Crazy Spikey Dildo Makes me Squirt – Hands Free Orgasm

Crazy Spikey Dildo Makes me Squirt – Hands Free Orgasm

XHamster 4 years ago

A Mature Man with a Huge Cock Fucks Two Sissy

65% HD 1:01 / 21:48

A Mature Man with a Huge Cock Fucks Two Sissy

FapHouse 2 months ago

Big cock cums while riding

Big cock cums while riding

XHamster 2 years ago

Best Shemale Sissy Jizz Compilation

Best Shemale Sissy Jizz Compilation

MyTransfix 2 months ago

Prostate Milking...

Prostate Milking...

Tranny.one 4 years ago

Latina Trans Hands Free Prostate Orgasm

60% 1:01 / 10:37

Latina Trans Hands Free Prostate Orgasm

FapHouse 7 months ago

Impelement Chair Double Agony: Constant Prostate Stimulation + Ruthless Electro Cock Edging

Impelement Chair Double Agony: Constant Prostate Stimulation + Ruthless Electro Cock Edging

XHamster 1 month ago

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

66% HD 1:01 / 16:12

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

FapHouse 1 year ago

Sissy Hubby Hands Free Anal Orgasm From Fisting

Sissy Hubby Hands Free Anal Orgasm From Fisting

XHamster 1 month ago

Trap Caged Orgasm

Trap Caged Orgasm

XHamster 1 year ago

Solo Dildo Orgasm

Solo Dildo Orgasm

FapHouse 5 days ago

Hardcore Throat and Ass Fucking: TS Gray Perrier Takes a Rough Pounding from Big Danny

Hardcore Throat and Ass Fucking: TS Gray Perrier Takes a Rough Pounding from Big Danny

XHamster 8 months ago

Sudden Ejaculation In Her Fufu Pinch

Sudden Ejaculation In Her Fufu Pinch

TrannyGem 2 years ago

Ts girl He gives a prostate massage and sucks his stepbrother's cock

Ts girl He gives a prostate massage and sucks his stepbrother's cock

XHamster 3 months ago

Multitude Itsol gets ravaged by Carmel God POINT OF VIEW

Multitude Itsol gets ravaged by Carmel God POINT OF VIEW

TransTube.tv 1 year ago

Anal makes hot tgirl squirt

Anal makes hot tgirl squirt

AShemaleTube 2 years ago

Gurls jizzing while getting poked,

Gurls jizzing while getting poked,

TrannyGem 4 years ago

Favorite Cumshots

Favorite Cumshots

XHamster 7 months ago

This has never been filmed before!

This has never been filmed before!

XHamster 1 month ago

Trans Girl Nbnabunny Glass Dildo Prostate Massage Huge Gape Precum Leak & Taste Skinny Brunette Uncut Cock

Trans Girl Nbnabunny Glass Dildo Prostate Massage Huge Gape Precum Leak & Taste Skinny Brunette Uncut Cock

XHamster 4 months ago

Hands free cum

AShemaleTube 3 years ago

2026 Livestream Clip Part 2

HD 1:01 / 10:28

2026 Livestream Clip Part 2

FapHouse 1 week ago

Guy and TS Cum while being Fucked

Guy and TS Cum while being Fucked

AShemaleTube 6 years ago

Extreme orgasm with a fuck machine, an anal vibrator!

Extreme orgasm with a fuck machine, an anal vibrator!

XHamster 5 months ago

accidental handsfree cumshot

accidental handsfree cumshot

XHamster 4 years ago

How to give a prostate massage

How to give a prostate massage

AShemaleTube 4 years ago

Weekend Ritual You Know What Comes Next.

Weekend Ritual You Know What Comes Next.

XHamster 3 weeks ago

”Tony fucks Tranny Jane to a prostate climax”

”Tony fucks Tranny Jane to a prostate climax”

ThePornstar 2 years ago

CD tucked and taped having anal playtime. Squirt finish

CD tucked and taped having anal playtime. Squirt finish

XHamster 2 months ago

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

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

XHamster 5 months ago

Sounding Her Hard-On Till She Can't Take Any More

Sounding Her Hard-On Till She Can't Take Any More

TrannyGem 1 year ago

71868595 Prostate orgasms cumpilation Personalsin colle

71868595 Prostate orgasms cumpilation Personalsin colle

AShemaleTube 3 years ago

Mommy squirts five times while riding a

Mommy squirts five times while riding a

XHamster 1 month ago

Anal orgasm and bonus squirting

Anal orgasm and bonus squirting

AShemaleTube 8 years ago

Femboy Sorority - Ep 2 (Petite Femboy Prostate Orgasm)

Femboy Sorority - Ep 2 (Petite Femboy Prostate Orgasm)

XHamster 1 month ago

Tgirl squirts while getting fucked

Tgirl squirts while getting fucked

AShemaleTube 2 years ago

Femboy Guts Milk Fountains While Railing A Monstrous ten-inch Fuck stick

Femboy Guts Milk Fountains While Railing A Monstrous ten-inch Fuck stick

Gayhub 11 months ago

BIG BLACK COCK Pound machine

BIG BLACK COCK Pound machine

TransTube.tv 2 years ago

Great Cumshot Without Using My Hands

Great Cumshot Without Using My Hands

XHamster 1 month ago

Handsfree Cum from SHECOCKS

Handsfree Cum from SHECOCKS

AShemaleTube 11 months ago

Futa School: How to Have a Guts Orgasm [Utter Version]

Futa School: How to Have a Guts Orgasm [Utter Version]

MyTransfix 2 weeks ago

Flat Chastity Sissy

Flat Chastity Sissy

XHamster 1 year ago

Alex anal fucks TS Fabriny to prostate orgasm

Alex anal fucks TS Fabriny to prostate orgasm

Pornicom 3 years ago

Cute tranny masturbates her tiny cock in bed

Cute tranny masturbates her tiny cock in bed

XGroovy 1 year ago

shemale fuck prostate orgasm 2

shemale fuck prostate orgasm 2

Tranny.one 4 years ago

Joey enjoys prostate milking and sissgasm

Joey enjoys prostate milking and sissgasm

Tranny.one 5 years ago

How to have a prostate orgasm

How to have a prostate orgasm

AShemaleTube 2 years ago

prostate_play - CD black pantyhose sucking trans doll cocks with glass dildo

prostate_play - CD black pantyhose sucking trans doll cocks with glass dildo

XHamster 2 months ago

Anal Orgasm Compilation

Anal Orgasm Compilation

UrGayPorn 3 years ago

Handsfree (sort of) cumshot compilation

Handsfree (sort of) cumshot compilation

Tranny.one 5 years ago

taking cock and cumming

taking cock and cumming

XHamster 4 years ago

Prostate orgasms cumpilation Personalsin collection vol

Prostate orgasms cumpilation Personalsin collection vol

AShemaleTube 3 years ago

First Time of Such an Intense Orgasm (i Didn't Know I Could Do That)

First Time of Such an Intense Orgasm (i Didn't Know I Could Do That)

XHamster 5 months ago

Chastity Sissygasm Guide How to Cum From Anal In a Cock Cage

Chastity Sissygasm Guide How to Cum From Anal In a Cock Cage

XHamster 11 months ago

I can't hold sissygasm

I can't hold sissygasm

Tranny.one 2 years ago

Slow Plowed On Her Knees Makes Her Spunk Two Times

Slow Plowed On Her Knees Makes Her Spunk Two Times

TrannyGem 2 years ago

Slim Petite Blonde Tranny Cums On Her Tummy After Enjoying Intense Milking And Anal Fingering

Slim Petite Blonde Tranny Cums On Her Tummy After Enjoying Intense Milking And Anal Fingering

XGroovy 2 years ago

tgirl screw prostate climax 1

tgirl screw prostate climax 1

ShemaleSin 5 years ago

transsexual prostate orgasm collection

transsexual prostate orgasm collection

FetishShrine 4 months ago

Trans And GF Rimming And Fisting With Polieana And Jessica Bloom

Trans And GF Rimming And Fisting With Polieana And Jessica Bloom

XHamster 2 years ago

GenderXFilms - Naughty Nurse Checks Patients Prostate wt Her Massive Cock

GenderXFilms - Naughty Nurse Checks Patients Prostate wt Her Massive Cock

XHamster 3 years 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

Princess butt slut orgasms🍑💦

Princess butt slut orgasms🍑💦

AShemaleTube 1 year ago

Double Cumshot Plus Hands Free

Double Cumshot Plus Hands Free

FapHouse 1 week ago

I Cum with No-hands with a New Dildo and a Bodystoking (with Slow-motion Replay)

I Cum with No-hands with a New Dildo and a Bodystoking (with Slow-motion Replay)

XHamster 9 months ago

Big Loads Cum Compilation - Cum In Mouth

Big Loads Cum Compilation - Cum In Mouth

Some.Porn 1 year ago

Back Again, and Harder This Time!

Back Again, and Harder This Time!

XHamster 9 months ago

Cum no Hands Shemale fuck guy pov

Cum no Hands Shemale fuck guy pov

AShemaleTube 3 years ago

Asian TS cums during bareback anal - Amateur Porn

Asian TS cums during bareback anal - Amateur Porn

MyLust 3 months ago

[Lunn]Prostate Milking Challenge. Head-moving plug masturbation.

[Lunn]Prostate Milking Challenge. Head-moving plug masturbation.

Itsrealamateurs 1 month ago

Endless cumshots during anal with hot trannies - Shemale CUMpilation

Endless cumshots during anal with hot trannies - Shemale CUMpilation

XGroovy 2 years ago

Mamma squirts five times during the time that riding a

Mamma squirts five times during the time that riding a

ShemaleSin 1 month ago

goth maid femboy dildo riding & fleshlight play - fishnets, prostate tease & messy cum

goth maid femboy dildo riding & fleshlight play - fishnets, prostate tease & messy cum

XHamster 2 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 1 year ago

How Would You Milk a Shemale?

66% 0:39 / 19:31

How Would You Milk a Shemale?

FapHouse 4 years ago

Naomi anal makes her squirt💦

Naomi anal makes her squirt💦

AShemaleTube 1 year ago

Most Intense Pleasure a Man Can Feel - Chair Restrained Machine Anal + Electro Cock

Most Intense Pleasure a Man Can Feel - Chair Restrained Machine Anal + Electro Cock

XHamster 1 month ago

Prostate Orgasms Cumpilation Personalsin Collection Vol

Prostate Orgasms Cumpilation Personalsin Collection Vol

Eporner 5 months ago

this gurl has an anal prostate climax and cums during the time that drilled by that large bulky penis

this gurl has an anal prostate climax and cums during the time that drilled by that large bulky penis

ShemaleSin 5 years ago

Hot Shemale Masturbates Hard and Covers Body in Own Cum - Self Cumshot Blast

67% HD 0:39 / 30:19

Hot Shemale Masturbates Hard and Covers Body in Own Cum - Self Cumshot Blast

FapHouse 9 months ago

BBC - Black Man With A Huge Penis Fucks A Transgender Woman Until She Squirts, Urinates, And Reaches A Prostate Orgasm

BBC - Black Man With A Huge Penis Fucks A Transgender Woman Until She Squirts, Urinates, And Reaches A Prostate Orgasm

Eporner 5 months ago

Sexy lingerie babe pounded anally by BBC

Sexy lingerie babe pounded anally by BBC

Some.Porn 1 year ago

TransCumpilation#2

TransCumpilation#2

AShemaleTube 2 years ago

1 2 3 4 5

7,110 results found

Related categories

Prostate Prostate Milking Prostate Massage Edging Compilation Urethra Edging Edging Handjob Penis Pump Pussy Pump Foreskin Nipple Piercing Peehole Hands Free Wax Stretching Finger Fuck Cockring Enema Milking Machine Premature Ejaculation

Narrow your search

prostate orgasm compilation shemale prostate orgasm

Categories Pornstars

Parents

Tubeporn.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 Tubeporn.com. All rights reserved.

© 2026 Tubeporn.com. All rights reserved.