Prostate Orgasm Videos - Trans (4,168)

Her grip crushes — her hand milks — his ejaculation subservient

Her grip crushes — her hand milks — his ejaculation subservient

MomXL 10 months ago

Deep Ass-Fuck Have Fun & Encaged Sissygasms Internal Cumshot Jessica Bloom

Deep Ass-Fuck Have Fun & Encaged Sissygasms Internal Cumshot Jessica Bloom

TrannyGem 2 months ago

star pheriphery [ futanari hentai game ] ep.19 third prostate orgasms in a row from bdsm latex gangbang !

HD 0:30 / 11:42

star pheriphery [ futanari hentai game ] ep.19 third prostate orgasms in a row from bdsm latex gangbang !

PornBox 1 month ago

Sadee fingering herself self facial mouth full of cum

HD 0:33 / 12:43

Sadee fingering herself self facial mouth full of cum

FapHouse 6 years ago

Beauty Gf bimbos Fucks Bf with Strap-On

Beauty Gf bimbos Fucks Bf with Strap-On

4KPorn 4 years ago

Milking my sissy Sadee anal fingering her and toy orgasm cum milking

HD 0:39 / 13:01

Milking my sissy Sadee anal fingering her and toy orgasm cum milking

FapHouse 3 years ago

Orgy with my "beau" in the camper. Nickita Eloise. (A free-for-all hard-core flick so they can witness that I'm fine).

Orgy with my "beau" in the camper. Nickita Eloise. (A free-for-all hard-core flick so they can witness that I'm fine).

TrannyGem 3 years ago

Prostate Massage Leads to Handsfree Orgasm

Prostate Massage Leads to Handsfree Orgasm

UrGayPorn 3 months ago

Asian Sissy Crossdresser Anal Prostate Cumshot

Asian Sissy Crossdresser Anal Prostate Cumshot

RedTube Unknown

Poliana Milks and Feeds Sissy Jessica Bloom - Anal Fingering And Cum Gulp

Poliana Milks and Feeds Sissy Jessica Bloom - Anal Fingering And Cum Gulp

ShemaleSin 1 year ago

Femboy Jacking Giant Pumped Fuck-Stick Shrieking Sole Fetish Socks

Femboy Jacking Giant Pumped Fuck-Stick Shrieking Sole Fetish Socks

TrannyGem 1 year ago

HotHouse - Dakota Payne impressed by Logan Cross

HotHouse - Dakota Payne impressed by Logan Cross

GaysTubes 4 years ago

My Hands Free Prostate Orgasm

My Hands Free Prostate Orgasm

xHamster 1 year ago

Latex-Crossdresser Anal Orgasmn while machine fuck and stroking small clit

Latex-Crossdresser Anal Orgasmn while machine fuck and stroking small clit

xHamster 1 year ago

Transsexual hands free spunk flow, anal dildo prostate climax

Transsexual hands free spunk flow, anal dildo prostate climax

ShemaleSin 1 year ago

Transgirl in high stilettos assfuck fake penis pop-shot

Transgirl in high stilettos assfuck fake penis pop-shot

TrannyGem 1 year ago

Destroying Her Prostate With Her Bitch Wand

Destroying Her Prostate With Her Bitch Wand

ShemaleSin 1 year ago

Sissy Guide - How to Anal Orgasm in Chastity Cage - Jessica Bloom

Premium HD 12:30

Sissy Guide - How to Anal Orgasm in Chastity Cage - Jessica Bloom

XVideosRed 1 year ago

Stretching my Pussy Nice and Big!!!

Stretching my Pussy Nice and Big!!!

xHamster 1 year ago

HotHouse.com: Dakota Payne amongst Logan Cross hard gaping

HotHouse.com: Dakota Payne amongst Logan Cross hard gaping

GayMenSexTube 4 years ago

T-Girl drilling machine money-shot

T-Girl drilling machine money-shot

TrannyGem 1 year ago

Ultimate Pleasure: 60fps Amateur Crossdresser, Ladyboy, Shemale, Sissy & Anal Milking

Ultimate Pleasure: 60fps Amateur Crossdresser, Ladyboy, Shemale, Sissy & Anal Milking

XXXShemalePorn 2 years ago

T-Girl fuck prostate climax 1

T-Girl fuck prostate climax 1

XXXShemalePorn 5 years ago

Hot House: Bare gaping & super hot crossdresser

Hot House: Bare gaping & super hot crossdresser

GayPornoTube 3 years ago

Cuming from anal invasion only using fuck stick sitting on tabouret

Cuming from anal invasion only using fuck stick sitting on tabouret

TrannyGem 1 year ago

Sort Of BEHIND-THE-SCENES - Sissy Lucy Ass Fucking Pounding On The Boning Machine

Sort Of BEHIND-THE-SCENES - Sissy Lucy Ass Fucking Pounding On The Boning Machine

TrannyGem 1 year ago

Exploring prostate orgasms: part 1 and 2

Exploring prostate orgasms: part 1 and 2

XXXShemalePorn 1 year ago

Agent Provocateur Luxury Stocking

Agent Provocateur Luxury Stocking

xHamster 1 year ago

this was the most strong ejaculation i ever had

this was the most strong ejaculation i ever had

TrannyGem 7 months ago

ossan anal play diary 22 Multiple Prostate Orgasm!

ossan anal play diary 22 Multiple Prostate Orgasm!

Dafreeporn 1 week ago

Poliana Masturbates and Feeds Sissy Jessica Bloom - Rectal Finger-Banging And Jizm Gulp

Poliana Masturbates and Feeds Sissy Jessica Bloom - Rectal Finger-Banging And Jizm Gulp

TrannyGem 1 year ago

Amateur shemale miyuki

Amateur shemale miyuki

xHamster 2 years ago

cuming hard on my big double ended dildo deep and hard extreme anal insertion

cuming hard on my big double ended dildo deep and hard extreme anal insertion

xHamster 2 years ago

Slutty crossdresser gets pounded hard by sex machine until the clit squirts

Slutty crossdresser gets pounded hard by sex machine until the clit squirts

xHamster 1 year ago

Handsfree prostate cumming 6

Handsfree prostate cumming 6

GayCK 1 year ago

Multiple Prostate Orgasms For My Underware Clad Butt

Multiple Prostate Orgasms For My Underware Clad Butt

ShemaleSin 1 year ago

sexy nurse gives tgirl bruna ferrari a handjob and a prostate massage dt913

HD 0:43 / 18:41

sexy nurse gives tgirl bruna ferrari a handjob and a prostate massage dt913

PornBox 2 years ago

My pussy is full of fluids, I'm wearing my pink mini dress and fucking myself on the couch alone

My pussy is full of fluids, I'm wearing my pink mini dress and fucking myself on the couch alone

xHamster 3 months ago

Lucy - Foreplay Anal with my Sex toy

Lucy - Foreplay Anal with my Sex toy

ShemaleSin 4 weeks ago

I am Elena Andreou, a horny Greek girl and very much a slut. I want to have a cock inside me all the time. I am a very crazy cro

I am Elena Andreou, a horny Greek girl and very much a slut. I want to have a cock inside me all the time. I am a very crazy cro

xHamster 3 months ago

A nurse gives a prostate massage

A nurse gives a prostate massage

OnlyPornVideo 2 months ago

Mistress Fucks Slave and Makes Him Cum 5 Times! - Full Movie!

HD 0:39 / 1:42:16

Mistress Fucks Slave and Makes Him Cum 5 Times! - Full Movie!

FapHouse 3 months ago

inexperienced asian she-creature miyuki two

inexperienced asian she-creature miyuki two

TrannyGem 3 years ago

Palms Free-For-All Anal Invasion Ejaculation Sissygasm Cumpilation two

Palms Free-For-All Anal Invasion Ejaculation Sissygasm Cumpilation two

TrannyGem 3 years ago

Tgirl Crossdresser Intensive anal masturbation cum many times

Tgirl Crossdresser Intensive anal masturbation cum many times

ShemaleSin 2 years ago

Unicorn Dildo Anal Orgasms And Cumplay Jessica Bloom

Unicorn Dildo Anal Orgasms And Cumplay Jessica Bloom

xHamster 2 years ago

Crossdresser Ayla Moon sex toy handsfree EJACULATION

Crossdresser Ayla Moon sex toy handsfree EJACULATION

ShemaleSin 3 years ago

Vivi Is So Easy To Make Prostate Cumshot XhjUz Kt

Vivi Is So Easy To Make Prostate Cumshot XhjUz Kt

Eporner 3 years ago

Trans assfuck handballing and mini-rosebud in innocence

Trans assfuck handballing and mini-rosebud in innocence

TrannyGem 2 years ago

White sissy cum sissygasm

White sissy cum sissygasm

xHamster 2 years ago

Sissy Femboy In Crimson Running In Rivulets Precum - Railing Massive Black Fucktoy

Sissy Femboy In Crimson Running In Rivulets Precum - Railing Massive Black Fucktoy

TrannyGem 2 years ago

crossdresser handsfree prostate cumshot in chastity cb6000s

crossdresser handsfree prostate cumshot in chastity cb6000s

ProPorn 5 years ago

Sissy Faggot Life (13): Sissygasm

Sissy Faggot Life (13): Sissygasm

xHamster 5 years ago

ding-dong Pegging scene with golden-haired teen sweetheart banging stud in his booty prostate stimulation

ding-dong Pegging scene with golden-haired teen sweetheart banging stud in his booty prostate stimulation

ShemaleSin 4 years ago

Black toy and hands free cummin'

Black toy and hands free cummin'

XXXShemalePorn 8 years ago

Sometimesniki plays with metal wand

Sometimesniki plays with metal wand

ManPorn 2 years ago

Handsfree Sissy

Handsfree Sissy

Clips4sale 2 years ago

French Maid Bangs Tgirl

French Maid Bangs Tgirl

Amateur8 2 years ago

What orgasm do you like? Orgasm 1

What orgasm do you like? Orgasm 1

xHamster 1 year ago

Jessica Bloom Deep Anal Cumplay And Multiple Prostate Orgasms

Premium HD 15:06

Jessica Bloom Deep Anal Cumplay And Multiple Prostate Orgasms

xnxxGold 1 year ago

Squirting in slave's mouth

Squirting in slave's mouth

xHamster 2 years ago

Jessica Bloom Riding Monster Dildos Multiple Anal Orgasms In Chastity (Full)

Premium HD 20:22

Jessica Bloom Riding Monster Dildos Multiple Anal Orgasms In Chastity (Full)

xnxxGold 3 years ago

Erika Oak's Buttfuck Climax & Popshot

Erika Oak's Buttfuck Climax & Popshot

TrannyGem 2 years ago

Jessica Bloom Slutty Sissy Milking into Glass With Cumswallow (Full)

Premium HD 21:05

Jessica Bloom Slutty Sissy Milking into Glass With Cumswallow (Full)

xnxxGold 3 years ago

Brianna fucks dildo on her birthday and cums hands free

Brianna fucks dildo on her birthday and cums hands free

xHamster 3 years ago

Jessica Bloom Whorish Sissy Stroking into Glass With Cumswallow

Jessica Bloom Whorish Sissy Stroking into Glass With Cumswallow

TrannyGem 3 years ago

Shemale POV cum milking with dildo in the ass

Shemale POV cum milking with dildo in the ass

Clips4sale 3 years ago

Handsfree prostate cumming 11

Handsfree prostate cumming 11

GayCK 1 year ago

SometimesNiki naked NNN day 2 with machine

SometimesNiki naked NNN day 2 with machine

xHamster 1 year ago

Captain Buttfun

HD 0:26 / 21:36

Captain Buttfun

Clips4sale 1 year ago

Sissy Being Taken By Her Smash Machine

Sissy Being Taken By Her Smash Machine

TrannyGem 1 year ago

Asian Femboy Ass-Fuck Getting Off. Anal Invasion Ejaculation & Guts Stroking #3

Asian Femboy Ass-Fuck Getting Off. Anal Invasion Ejaculation & Guts Stroking #3

TrannyGem 1 year ago

My first prostate climax

My first prostate climax

XXXShemalePorn 5 years ago

Cumming Handsfree while Fucking my Dildo in Pantyhose

Cumming Handsfree while Fucking my Dildo in Pantyhose

xHamster 1 year ago

Transgender pounds her prostate for a sissygasm orgasm

Transgender pounds her prostate for a sissygasm orgasm

KeekAss 1 year ago

She is powerful

She is powerful

xHamster 1 year ago

New tGirl Series Part I. Wonderful Trans Maria ???? drive Jake ???? mischievous with sensation! Prostate climax❤️

New tGirl Series Part I. Wonderful Trans Maria ???? drive Jake ???? mischievous with sensation! Prostate climax❤️

TransTube.tv 11 months ago

wonder dildo

aShemaleTube 7 years ago

A Glass Fuck Stick and a Ultra-Cute Booty

A Glass Fuck Stick and a Ultra-Cute Booty

GayCK 2 years ago

All-Natural grease

All-Natural grease

TrannyGem 1 year ago

Creampie with prostate milk

Creampie with prostate milk

aShemaleTube 1 year ago

Tony fucks Tranny Jane to a prostate climax

Tony fucks Tranny Jane to a prostate climax

Rainblow 1 year ago

Femboy Goth taking two thick fake-bones

Femboy Goth taking two thick fake-bones

TransTube.tv 10 months ago

Fiasolo cummed again without hands as sissy.

Fiasolo cummed again without hands as sissy.

xHamster 10 months ago

Quick sissygasm, uncut video

Quick sissygasm, uncut video

aShemaleTube 1 year ago

Prostate Milking with a Dildo in a Chastity Cage

Prostate Milking with a Dildo in a Chastity Cage

FapHouse 10 months ago

Wild 9 Guy Group Bang Session, Long Bareback Orgy

HD 0:39 / 46:48

Wild 9 Guy Group Bang Session, Long Bareback Orgy

FapHouse 10 months ago

Prostate stimulation with cumshot into condom

Prostate stimulation with cumshot into condom

aShemaleTube 6 years ago

Strong Prostate orgasm 2

Strong Prostate orgasm 2

GayCK 9 months ago

prostate_play - cum on trans doll - licking cum - riding sex doll

prostate_play - cum on trans doll - licking cum - riding sex doll

xHamster 9 months ago

Jessica Bloom Deep Anal Cumplay and Multiple Prostate Orgasms

HD 1:01 / 15:10

Jessica Bloom Deep Anal Cumplay and Multiple Prostate Orgasms

FapHouse 1 year ago

bondage anal masturbation - dildo ass fuck

bondage anal masturbation - dildo ass fuck

xHamster 9 months ago

Crazy Spikey Dildo Makes me Squirt Hands Free Anal Orgasm With Cumplay Jessica Bloom (Full)

Premium HD 16:36

Crazy Spikey Dildo Makes me Squirt Hands Free Anal Orgasm With Cumplay Jessica Bloom (Full)

xnxxGold 3 years ago

Blond Sub Cumming Handsfree Through Transparent Nylon Stocking Anal Orgasm Lingerie

Blond Sub Cumming Handsfree Through Transparent Nylon Stocking Anal Orgasm Lingerie

SissyFlix 8 months ago

Chastity Femboy Public Buttplug Walk & Anal Orgasms in The Woods Multiple Cumshots

Chastity Femboy Public Buttplug Walk & Anal Orgasms in The Woods Multiple Cumshots

ShemaleSin 11 months ago

Squirted Twice with New Prostate Anal Toy

65% HD 0:39 / 12:47

Squirted Twice with New Prostate Anal Toy

FapHouse 1 year ago

Guts ejaculation with giant fuck stick

Guts ejaculation with giant fuck stick

4Gay 11 months ago

Prostate Milking in Stockings & Suspenders!

Prostate Milking in Stockings & Suspenders!

FapHouse 1 year ago

Susan is frolicking with Cameron's donk

Susan is frolicking with Cameron's donk

Transvids.tv 10 months ago

Fucking Hole!! Mistress Training Prostate Orgasm Compilation

Fucking Hole!! Mistress Training Prostate Orgasm Compilation

AbTranny 3 years ago

Sissy Feet &amp_ Ass Vs Cum Squirting Monster Dildo - Jessica Bloom

Premium HD 17:48

Sissy Feet &amp_ Ass Vs Cum Squirting Monster Dildo - Jessica Bloom

XVideosRed 1 year ago

Anal double penetration-huge dildos

Anal double penetration-huge dildos

xHamster 1 year ago

私の場合は、Tバックがプロステートチップを押してより感じやすくなります。

私の場合は、Tバックがプロステートチップを押してより感じやすくなります。

TrannyGem 5 months ago

Just Vibing

APClips 5 months ago

Sitting on the U-shaped Toilet, the Machine Was Inserted and the Prostate Fluid Was Ejected

Sitting on the U-shaped Toilet, the Machine Was Inserted and the Prostate Fluid Was Ejected

FapHouse 4 months ago

Jessica Bloom Has Strong Anal Sissygasm With Assfucking Broad open

Jessica Bloom Has Strong Anal Sissygasm With Assfucking Broad open

TransTube.tv 10 months ago

Anal Orgasm Compilation

Anal Orgasm Compilation

UrGayPorn 10 months ago

So Many Guts Climaxes! Ejaculating with a Fat Fuck Stick After Caning Myself

So Many Guts Climaxes! Ejaculating with a Fat Fuck Stick After Caning Myself

TrannyGem 6 months ago

Chastity Sissy Dildo Riding Anal Orgasms Using Cum As Lube - Jessica Bloom

Premium HD 27:37

Chastity Sissy Dildo Riding Anal Orgasms Using Cum As Lube - Jessica Bloom

xnxxGold 7 months ago

Quick Spot Check by Machine, Prostate Ejaculation

Quick Spot Check by Machine, Prostate Ejaculation

FapHouse 6 months ago

Sissy with fucking machine on the bed

Sissy with fucking machine on the bed

XVideos 2 years ago

Femboy sissygasm with a big dildo up her pussy

Femboy sissygasm with a big dildo up her pussy

XVideos 4 years ago

Otro regalito para ti. Nickita Eloise

Otro regalito para ti. Nickita Eloise

XVideos 4 years ago

Hot tgirl Jessica Bloom rides multiple large dildos until her big girlcock squirts cum in a hands free anal orgasm, milking her cum out into a large glass which she then drinks every drop of her cum from.

Hot tgirl Jessica Bloom rides multiple large dildos until her big girlcock squirts cum in a hands free anal orgasm, milking her cum out into a large glass which she then drinks every drop of her cum from.

XVideos 3 years ago

Tranny cum from prostate play

Tranny cum from prostate play

XVideos 6 years ago

Riding dildo and prostate orgasm

Premium HD 1:11

Riding dildo and prostate orgasm

xnxxGold 2 years ago

prostate orgasm

prostate orgasm

AnalVids 5 months ago

Moments: Prostate milking for a sissy in chastity

Moments: Prostate milking for a sissy in chastity

xHamster 1 year ago

Destroying Her Prostate With Her Doxy Wand

Destroying Her Prostate With Her Doxy Wand

XVideos 5 months ago

Rigid Spunk-Pump Ass-Fuck Ejaculations From F Machine And Pegging - Jessica Bloom Guts Fapping

Rigid Spunk-Pump Ass-Fuck Ejaculations From F Machine And Pegging - Jessica Bloom Guts Fapping

TrannyGem 4 months ago

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