Prostate (394)

The prostate Check Up!

HD 0:10 / 11:44

The prostate Check Up!

LoyalFans 3 years ago

Sissygasm is best feeling

Sissygasm is best feeling

xHamster 8 months ago

Fuck your Ass for Goddess - Sissy Anal JOI + Strapon by Goddess Nikki Kit

Fuck your Ass for Goddess - Sissy Anal JOI + Strapon by Goddess Nikki Kit

LoyalFans 1 year ago

Smelly Butthole Slave Session HD

45% HD 0:23 / 21:07

Smelly Butthole Slave Session HD

Clips4sale 2 years ago

onlyfans - kimsatrans anal toy play

onlyfans - kimsatrans anal toy play

TransDoe 2 years ago

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

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

xHamster 2 years ago

Finding Your Pleasure Spot: Prostate JOI

HD 0:10 / 12:07

Finding Your Pleasure Spot: Prostate JOI

LoyalFans 4 years ago

Prostate Treatment with TS Patient

57% HD 0:10 / 16:03

Prostate Treatment with TS Patient

LoyalFans 3 months ago

Futa Anal Inoculation

HD 0:10 / 16:07

Futa Anal Inoculation

LoyalFans 1 month ago

Jessica Bloom Deep Anal Cumplay And Multiple Prostate Orgasms

Jessica Bloom Deep Anal Cumplay And Multiple Prostate Orgasms

xHamster 2 years ago

HA46Insert prostate vibrator, pass by people in a crowded building, and almost be discovered

HA46Insert prostate vibrator, pass by people in a crowded building, and almost be discovered

aShemaleTube 1 year ago

HuCow Inspection Part 3 Anal Sex StrapOn

HuCow Inspection Part 3 Anal Sex StrapOn

LoyalFans 3 years ago

T-Spot Massage Vibrating Penis Ring Session MM1

T-Spot Massage Vibrating Penis Ring Session MM1

xHamster 11 months ago

Black Transwoman Fucks Her Ass with Vibrating Butt Plug And Cums

Black Transwoman Fucks Her Ass with Vibrating Butt Plug And Cums

xHamster 7 months ago

AWESOME orgasm in the bathtub - trans girl jerks off in the bathroom - Emily Adaire TS

62% 4K 0:56 / 15:29

AWESOME orgasm in the bathtub - trans girl jerks off in the bathroom - Emily Adaire TS

Clips4sale 4 years ago

NiKola Ophan Topped With Sinn Sage MP4

68% 0:13 / 21:59

NiKola Ophan Topped With Sinn Sage MP4

Clips4sale 3 years ago

Nikola Ophan Topped With Sinn Sage WMV

68% 0:13 / 21:59

Nikola Ophan Topped With Sinn Sage WMV

Clips4sale 3 years ago

Totally Hands Free Cum & quiet moans

50% HD 0:16 / 6:13

Totally Hands Free Cum & quiet moans

Clips4sale 4 years ago

Rubber Slut in Ropes Series - Full Length Film - Bound, hooded, and suspended in latex ropes by Vivienne l'Amour, Sadie endures a relentless scene of strap-on pegging, electro stimulation, breath control, and deep anal fisting (720p)

HD 0:51 / 37:43

Rubber Slut in Ropes Series - Full Length Film - Bound, hooded, and suspended in latex ropes by Vivienne l'Amour, Sadie endures a relentless scene of strap-on pegging, electro stimulation, breath control, and deep anal fisting (720p)

Clips4sale 5 months ago

TS Rianna James StrapOn

64% HD 0:10 / 13:26

TS Rianna James StrapOn

LoyalFans 3 years ago

Jessica Bloom vs Funzze Vibrator - Huge Sissy Cumshot

Jessica Bloom vs Funzze Vibrator - Huge Sissy Cumshot

xHamster 1 year ago

Cute BBW Girlfriend Makes Your Clit Dick Cum

Cute BBW Girlfriend Makes Your Clit Dick Cum

Clips4sale 4 years ago

BBC Training the Soggy Sissy: ThePrincessLuxy Reinforces and Threatens to Expose your True Place in the Sexual Heirarchy with Shemale Affirmations, Wet Diaper Humping, and Anal Preparation

HD 0:25 / 18:00

BBC Training the Soggy Sissy: ThePrincessLuxy Reinforces and Threatens to Expose your True Place in the Sexual Heirarchy with Shemale Affirmations, Wet Diaper Humping, and Anal Preparation

Clips4sale 1 month ago

Sissy Slut Swallows Sissygasm - CEI JOI Cum Eating Instructions by Goddess Nikki Kit

58% HD 0:25 / 9:39

Sissy Slut Swallows Sissygasm - CEI JOI Cum Eating Instructions by Goddess Nikki Kit

Clips4sale 1 year ago

Futaslaves Cocksucking Predicament Part 1

46% 0:20 / 16:00

Futaslaves Cocksucking Predicament Part 1

Clips4sale 1 year ago

Holiday Party Surprise ft Cassie Cummings - 720 MP4

63% HD 0:30 / 15:33

Holiday Party Surprise ft Cassie Cummings - 720 MP4

Clips4sale 4 years ago

My Tinder Date Went From Good To Great - Aphrodite Adams And Sinn Sage WMV

My Tinder Date Went From Good To Great - Aphrodite Adams And Sinn Sage WMV

Clips4sale 3 years ago

Orgasm Addiction Fingering

63% HD 0:11 / 11:36

Orgasm Addiction Fingering

Clips4sale 4 years ago

You Will Only Finger Yourself From Now On | Sissygasm JOI

58% 0:30 / 10:33

You Will Only Finger Yourself From Now On | Sissygasm JOI

Clips4sale 1 year ago

Sissygasm Guide & How A Wonderful Doxy Cleans Up Jessica Bloom

Sissygasm Guide & How A Wonderful Doxy Cleans Up Jessica Bloom

ShemaleSin 4 years ago

VIVIENNE L'AMOUR - TGIRL DOUBLE FISTED AND PEGGED WITH HUGE STRAPON (720P FULL HD)

65% HD 0:26 / 20:40

VIVIENNE L'AMOUR - TGIRL DOUBLE FISTED AND PEGGED WITH HUGE STRAPON (720P FULL HD)

Clips4sale 1 year ago

CAGED SISSY receives ENEMA and wets DIAPER before SPANKING treatment

HD 0:32 / 17:57

CAGED SISSY receives ENEMA and wets DIAPER before SPANKING treatment

Clips4sale 1 year ago

Trans girls need a special type of prostate exam

60% 0:30 / 20:19

Trans girls need a special type of prostate exam

Clips4sale 7 months ago

Your Trans GF Comes Twice Riding Dildo With Cum Swallowing - Jessica Bloom

Your Trans GF Comes Twice Riding Dildo With Cum Swallowing - Jessica Bloom

xHamster 1 year ago

I_LOVE_ME 38-04 Crossdresser Ass Destroyed by Dildos & Fucking Machine

4K 0:59 / 1:06:45

I_LOVE_ME 38-04 Crossdresser Ass Destroyed by Dildos & Fucking Machine

Clips4sale 3 years ago

Yasmine Lee: The Ass Fucking Masseuse cums in his mouth

59% 0:25 / 20:24

Yasmine Lee: The Ass Fucking Masseuse cums in his mouth

Clips4sale 1 year ago

VIVIENNE L'AMOUR - THE FISTING PARTY - PART ONE (720P FULL HD)

65% HD 0:22 / 20:38

VIVIENNE L'AMOUR - THE FISTING PARTY - PART ONE (720P FULL HD)

Clips4sale 1 year ago

Crossdresser Moaning & Dildoing Ass in High Heels Assgasms Multiple Sissygasms Until Huge Cumshot #4

66% 0:30 / 14:10

Crossdresser Moaning & Dildoing Ass in High Heels Assgasms Multiple Sissygasms Until Huge Cumshot #4

Clips4sale 11 months ago

From Ass Rub to Ass Full of Cum – My Best Massage Ever feat. Ts Gem Gunn

From Ass Rub to Ass Full of Cum – My Best Massage Ever feat. Ts Gem Gunn

Clips4sale 2 days ago

How To Stimulate The Prostate - Nurse Randi

How To Stimulate The Prostate - Nurse Randi

Clips4sale 9 months ago

Femdom Anal Annihilation: Big Boob Mistress Drains Prostate and Balls with Extreme Anal Fisting Part 5 of 5 (1080p)

68% HD 0:30 / 9:03

Femdom Anal Annihilation: Big Boob Mistress Drains Prostate and Balls with Extreme Anal Fisting Part 5 of 5 (1080p)

Clips4sale 2 years ago

TRANSSEXUAL Damsel Mya Freya Uses Vibro

TRANSSEXUAL Damsel Mya Freya Uses Vibro

TrannyGem 3 years ago

Cum 3 times hands-free in my favorite skirt

Premium HD 2:48

Cum 3 times hands-free in my favorite skirt

Clips4sale 3 years ago

Ashley Aspen Zapped in Bondage PART 1

56% 4K 0:29 / 9:44

Ashley Aspen Zapped in Bondage PART 1

Clips4sale 3 years ago

nurse pegging part 2: meaner, rougher, and more humiliating - and another facial!

nurse pegging part 2: meaner, rougher, and more humiliating - and another facial!

APClips 1 year ago

Bottom Cums Hands Free

Bottom Cums Hands Free

Clips4sale 1 year ago

Cassie Cumming's Happy Ending Massage - A sensual massage scene features prostate massage, trans woman, real couple, and BBW with trans - 1080 MP4

43% HD 0:26 / 14:29

Cassie Cumming's Happy Ending Massage - A sensual massage scene features prostate massage, trans woman, real couple, and BBW with trans - 1080 MP4

Clips4sale 2 years ago

Prostate Exam from Your Futa Doctor

Prostate Exam from Your Futa Doctor

APClips 11 months ago

Mistress starts a new PROSTATE ORGASM training (and seems to work)

58% HD 0:09 / 6:13

Mistress starts a new PROSTATE ORGASM training (and seems to work)

Clips4sale 11 months ago

prostate exam turns into humiliating futa pegging and huge pov facial - full video on Veggiebabyy Manyvids

prostate exam turns into humiliating futa pegging and huge pov facial - full video on Veggiebabyy Manyvids

XVideos 1 year ago

Prostate Milking

64% HD 0:23 / 11:09

Prostate Milking

Clips4sale 9 months ago

TRANS Pegging and Anal Threesome with Role Change and Prostate Orgasm - Pure Pleasure

49% 0:30 / 26:12

TRANS Pegging and Anal Threesome with Role Change and Prostate Orgasm - Pure Pleasure

Clips4sale 1 year ago

Bubble Baths Lead To - Chelsea Marie And Sinn Sage MP4

66% 0:17 / 31:35

Bubble Baths Lead To - Chelsea Marie And Sinn Sage MP4

Clips4sale 2 years ago

Taking your Anal Virginity

44% HD 0:24 / 9:35

Taking your Anal Virginity

Clips4sale 2 years ago

Top 10 Sissy Ideas 2024

HD 0:54 / 10:14

Top 10 Sissy Ideas 2024

Clips4sale 9 months ago

Mistress Baton Does The Thousand Fist Challenge HD for QT

Premium 4K 37:46

Mistress Baton Does The Thousand Fist Challenge HD for QT

Clips4sale 1 year ago

Jasmin's First Pegging- Bimbo Cheerleader Spitroasted

Jasmin's First Pegging- Bimbo Cheerleader Spitroasted

Clips4sale 10 months ago

Sissy Training Dick Worship

HD 0:29 / 10:28

Sissy Training Dick Worship

Clips4sale 4 years ago

Sydney Screams vs JB Futanari Wrestling-HD wmv format

53% HD 0:40 / 11:22

Sydney Screams vs JB Futanari Wrestling-HD wmv format

Clips4sale 3 years ago

Strapon Sex with Mistress Youko Part 1 [Mobile 480p]

Strapon Sex with Mistress Youko Part 1 [Mobile 480p]

Clips4sale 1 year ago

Ashley Aspen Zapped in Bondage PART 2

67% 4K 0:29 / 7:29

Ashley Aspen Zapped in Bondage PART 2

Clips4sale 3 years ago

Rimming and Prostate Massage

61% HD 0:30 / 6:18

Rimming and Prostate Massage

Clips4sale 10 months ago

Ashley Aspen Zapped in Bondage FULL SCENE

55% 4K 0:29 / 27:46

Ashley Aspen Zapped in Bondage FULL SCENE

Clips4sale 3 years ago

Mistress Baton Does The Thousand Fist Challenge HD

4K 0:11 / 37:46

Mistress Baton Does The Thousand Fist Challenge HD

Clips4sale 2 years ago

Hardcore Intense Pegging For My Crosdressing Sissy Bitch

HD 0:17 / 17:40

Hardcore Intense Pegging For My Crosdressing Sissy Bitch

Clips4sale 1 year ago

Cuckold PoV Rollplay Anal Orgasms Jessica Bloom

Cuckold PoV Rollplay Anal Orgasms Jessica Bloom

xHamster 2 years ago

I_LOVE_ME 38-06 Crossdresser Hard and Deep Anal Dildo Riding

4K 0:11 / 46:34

I_LOVE_ME 38-06 Crossdresser Hard and Deep Anal Dildo Riding

Clips4sale 3 years ago

I_LOVE_ME 38-05 Crossdresser Thick Dildo Anal Riding Deep Penetration

I_LOVE_ME 38-05 Crossdresser Thick Dildo Anal Riding Deep Penetration

Clips4sale 3 years ago

Prostate exam my slave with helper countess

Prostate exam my slave with helper countess

Clips4sale 3 years ago

Riding GIant Dildo in Chastity Makes me Squirt for Mistress

Riding GIant Dildo in Chastity Makes me Squirt for Mistress

xHamster 4 years ago

Sadistic Experimentation

53% 0:37 / 27:25

Sadistic Experimentation

Clips4sale 1 year ago

Trans Nun in Chastity Cage Cums From Anal Play

Trans Nun in Chastity Cage Cums From Anal Play

xHamster 2 years ago

VIVIENNE L'AMOUR - SUSPENDED IN ROPE FOR A GOOD FISTING (720P FULL HD)

HD 0:21 / 26:48

VIVIENNE L'AMOUR - SUSPENDED IN ROPE FOR A GOOD FISTING (720P FULL HD)

Clips4sale 2 years ago

Wanna Get Horny with This Tranny Pussy?

Wanna Get Horny with This Tranny Pussy?

FapHouse 2 years ago

TS Superstar Gives a Horny Guy a Prostate Orgasm

HD 0:26 / 12:33

TS Superstar Gives a Horny Guy a Prostate Orgasm

Clips4sale 1 year ago

Chastity Sissy Cumslut Trains Her Asshole And Swallows Her Own Cum, Multiple Prostate Orgasms

Chastity Sissy Cumslut Trains Her Asshole And Swallows Her Own Cum, Multiple Prostate Orgasms

xHamster 1 year ago

Ass Inflation JOI

HD 0:28 / 10:52

Ass Inflation JOI

Clips4sale 10 months ago

Hot Girls Kissing & Making Out Anal Fingering & Cum Swallowing

Hot Girls Kissing & Making Out Anal Fingering & Cum Swallowing

xHamster 1 year ago

Sissy Club Slut Part 2/2: Sissy Femboy Fucked with Femdom Pegging, Anal ****, and Huge Dildo Fucking with Mistress Stellina Obscura

55% HD 0:10 / 29:59

Sissy Club Slut Part 2/2: Sissy Femboy Fucked with Femdom Pegging, Anal ****, and Huge Dildo Fucking with Mistress Stellina Obscura

LoyalFans 9 months ago

Ruined by Her Massive Strap

Ruined by Her Massive Strap

Clips4sale 10 months ago

Sizzling black trans damsel nailing herself sensless (total video on Onlyfans)

Sizzling black trans damsel nailing herself sensless (total video on Onlyfans)

Transvids.tv 8 months ago

FISTING TRAINING THIGH HIGH BOOTS CATSUIT RUBBER GLOVES SHEMALE DOMINATION 1

FISTING TRAINING THIGH HIGH BOOTS CATSUIT RUBBER GLOVES SHEMALE DOMINATION 1

Clips4sale 11 months ago

Sissy anal dildo masturbation and cum milking with final cumshot inside panties in 4K

Sissy anal dildo masturbation and cum milking with final cumshot inside panties in 4K

Clips4sale 4 years ago

Sexy shemale dressed in pink massaging her prostate and no hands sissygasm in 4K

Sexy shemale dressed in pink massaging her prostate and no hands sissygasm in 4K

Clips4sale 4 years ago

Cumpilation !

Clips4sale 3 years ago

BBC Sex Machine Touches Tgirls Prostate

BBC Sex Machine Touches Tgirls Prostate

aShemaleTube 3 years ago

Mistress Noir's anal massage

Mistress Noir's anal massage

Clips4sale 5 months ago

Prostate fun

Clips4sale 4 months ago

Nurses Aides: Butt Plugs - Nurse Randi

HD 0:10 / 14:01

Nurses Aides: Butt Plugs - Nurse Randi

LoyalFans 5 months ago

ANGLE 2of6 Skinny Twink Ass To Mouth after big loose farting butthole swallows giant footlong dildo to the balls and back

ANGLE 2of6 Skinny Twink Ass To Mouth after big loose farting butthole swallows giant footlong dildo to the balls and back

Clips4sale 2 years ago

38-25 Crossdresser Hardcore Deep Anal Dildo Fucking Ass to Mouth Prostate Orgasm

4K 0:29 / 1:33:52

38-25 Crossdresser Hardcore Deep Anal Dildo Fucking Ass to Mouth Prostate Orgasm

Clips4sale 3 years ago

Ass Invaders Part 1 Delving Dommes StrapOn

Ass Invaders Part 1 Delving Dommes StrapOn

Clips4sale 3 years ago

Mimsy Demonstrates her Lack of Restraint

Mimsy Demonstrates her Lack of Restraint

xHamster 5 years ago

Strapon Fuck Doll - 1080HD

67% 0:15 / 12:16

Strapon Fuck Doll - 1080HD

Clips4sale 3 years ago

Jockstrap Stud Flip Fucks with a Trans Asian Goddess

HD 0:27 / 23:28

Jockstrap Stud Flip Fucks with a Trans Asian Goddess

Clips4sale 1 year ago

Hot anal dildo riding

Hot anal dildo riding

Clips4sale 1 year ago

9 inch dildo anal riding

9 inch dildo anal riding

Clips4sale 1 year ago

All the Loads for Sissy

61% 0:11 / 8:31

All the Loads for Sissy

Clips4sale 2 years ago

Nikki Montero BIG DILDO Prostate big cumshot 2

Nikki Montero BIG DILDO Prostate big cumshot 2

APClips 1 year ago

Fucking myself and cumming hands free

Fucking myself and cumming hands free

APClips 1 year ago

SISSYGASMS after ANAL stretching

HD 0:38 / 19:33

SISSYGASMS after ANAL stretching

Clips4sale 1 year ago

Too Big For You

Too Big For You

APClips 1 year ago

Almost Lesbian!

Almost Lesbian!

Clips4sale 2 years ago

Locked and Stretching my Bussy on a Fat Dildo

Locked and Stretching my Bussy on a Fat Dildo

Clips4sale 2 years ago

Ts Strokka's ASStronomical Toying and Creaming

Ts Strokka's ASStronomical Toying and Creaming

Clips4sale 2 years ago

TGIRL DOUBLE FISTED AND PEGGED WITH HUGE STRAPON

68% HD 0:10 / 20:40

TGIRL DOUBLE FISTED AND PEGGED WITH HUGE STRAPON

LoyalFans 1 year ago

Thrilling moment from "Sissygasm is best feeling"

Thrilling moment from "Sissygasm is best feeling"

xHamster 7 months ago

Kandys Sissy Bitch Jizelle Gets A Caged Prostate Milking

HD 0:22 / 12:08

Kandys Sissy Bitch Jizelle Gets A Caged Prostate Milking

Clips4sale 1 month ago

Ebony BBW Toys with Trans Girlfriend

Ebony BBW Toys with Trans Girlfriend

APClips 1 year ago

Cum Eating Together 2! CEI

HD 0:13 / 10:50

Cum Eating Together 2! CEI

Clips4sale 2 years ago

Strap - on my slave in chastity on a swing with my helper countess

Strap - on my slave in chastity on a swing with my helper countess

Clips4sale 3 years ago

POV JOI: Pegging You with Dragon Dick

55% HD 0:27 / 10:37

POV JOI: Pegging You with Dragon Dick

Clips4sale 4 years ago

TS Cassie Fisted by Masseuse Kaiia Eve - HD mp4

HD 0:30 / 16:51

TS Cassie Fisted by Masseuse Kaiia Eve - HD mp4

Clips4sale 4 years ago

prostate exam turns into humiliating futa pegging and huge pov facial

HD 0:10 / 10:33

prostate exam turns into humiliating futa pegging and huge pov facial

LoyalFans 1 year ago

futa nurse pegging part 4: double Dommed, punished, facialed

Premium 57% 29:52

futa nurse pegging part 4: double Dommed, punished, facialed

APClips 9 months 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

xHamster 7 months ago

Hitting the "P" Point - Small dildos lead to 2 PROSTATE ORGASMS

HD 0:30 / 21:34

Hitting the "P" Point - Small dildos lead to 2 PROSTATE ORGASMS

Clips4sale 1 year ago

Train u to be my fuck toy Trans Anal JOI ep1

Train u to be my fuck toy Trans Anal JOI ep1

xHamster 4 years ago

Holiday Party Surprise ft Cassie Cummings - 720 WMV

65% HD 0:30 / 15:33

Holiday Party Surprise ft Cassie Cummings - 720 WMV

Clips4sale 4 years ago

TS Cassie Fisted by Masseuse Kaiia Eve - HD wmv

66% HD 0:30 / 16:51

TS Cassie Fisted by Masseuse Kaiia Eve - HD wmv

Clips4sale 4 years ago

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