Prostate Videos - Trans (2,606)

Very Gay Handsfree Moaning Anal Orgasm Cumming Through Pink Sissy Nylon Panties with Penis Sheath

73% 0:39 / 8:03

Very Gay Handsfree Moaning Anal Orgasm Cumming Through Pink Sissy Nylon Panties with Penis Sheath

FapHouse 2 years ago

Sexy Nurse Gives Tgirl Bruna Ferrari a Handjob and a Prostate Massage

73% HD 1:01 / 18:49

Sexy Nurse Gives Tgirl Bruna Ferrari a Handjob and a Prostate Massage

FapHouse 2 years ago

Prostate Orgasms Galore - Billie Beaumont

51% HD 0:39 / 22:22

Prostate Orgasms Galore - Billie Beaumont

FapHouse 10 months ago

Weekend Ritual You Know What Comes Next.

75% 1:01 / 5:37

Weekend Ritual You Know What Comes Next.

FapHouse 3 months ago

Gonna Make Love in This Club - Laela Knight Fucks a Line Jumper

HD 1:01 / 39:56

Gonna Make Love in This Club - Laela Knight Fucks a Line Jumper

FapHouse 1 week ago

Intense Riding to Powerful Shot

75% 0:39 / 6:41

Intense Riding to Powerful Shot

FapHouse 5 months ago

Sissy Hubby Hands Free Anal Orgasm From Fisting

65% 1:01 / 12:16

Sissy Hubby Hands Free Anal Orgasm From Fisting

FapHouse 2 months ago

Prostate Domination - Hands Free Cum - Femdom Fantasy

68% HD 1:01 / 6:38

Prostate Domination - Hands Free Cum - Femdom Fantasy

FapHouse 2 years ago

It’s Prostate Cancer Awareness Month

HD 0:39 / 11:47

It’s Prostate Cancer Awareness Month

FapHouse 1 year ago

Camilla Jolie Poses For Painter Max Scar

Camilla Jolie Poses For Painter Max Scar

ShemalesTube 6 years ago

Ultimate Robo Fuck

Ultimate Robo Fuck

FapHouse 2 weeks ago

Gay Handsfree Huge Cumshot While Riding Big Penis

Gay Handsfree Huge Cumshot While Riding Big Penis

FapHouse 1 year ago

Meet Nikki the Cute Femboy. Tiny Dick Bubble Butt BBC Wild Ride

51% HD 0:39 / 4:03

Meet Nikki the Cute Femboy. Tiny Dick Bubble Butt BBC Wild Ride

FapHouse 5 months ago

Cute Twink Futa Milking Crossdresser Femboy Prostate While Stroking

Cute Twink Futa Milking Crossdresser Femboy Prostate While Stroking

FapHouse 2 weeks ago

Prostate Stress Test! Simultaneous Dildo Sounding Fun!

72% HD 0:39 / 2:32

Prostate Stress Test! Simultaneous Dildo Sounding Fun!

FapHouse 1 year ago

Natalie Mars Milking Clinic

70% HD 1:01 / 31:38

Natalie Mars Milking Clinic

FapHouse 1 week ago

Vibrator in My Ass Until My Chilean Friend Fucks Me Hard

54% HD 1:01 / 10:46

Vibrator in My Ass Until My Chilean Friend Fucks Me Hard

FapHouse 9 months ago

Young Blond Twink Boy in White Thong Rides Boyfriends Big Dick Bareback Until He Cums Handsfree Anal Orgasm

57% HD 1:01 / 7:11

Young Blond Twink Boy in White Thong Rides Boyfriends Big Dick Bareback Until He Cums Handsfree Anal Orgasm

FapHouse 2 years ago

First Time Fisting Video with Cagedjock Part 2 Interview and Fisting, Nipple Play Butt Plug, Massage Machine and Pegging

59% HD 0:39 / 39:28

First Time Fisting Video with Cagedjock Part 2 Interview and Fisting, Nipple Play Butt Plug, Massage Machine and Pegging

FapHouse 8 months ago

Jessica Bloom Anal Dildo and Vibrator Chastity Orgasm Then Swallows Her Own Cum!

HD 1:01 / 19:17

Jessica Bloom Anal Dildo and Vibrator Chastity Orgasm Then Swallows Her Own Cum!

FapHouse 2 months ago

Pegging, Pissing and Fisting to My Lesbian Sissy Girlfriend!

63% HD 1:01 / 25:06

Pegging, Pissing and Fisting to My Lesbian Sissy Girlfriend!

FapHouse 1 year ago

Eating Sadee asshole and prostate milking her using my mouth & cum swallowing

59% HD 1:01 / 16:24

Eating Sadee asshole and prostate milking her using my mouth & cum swallowing

FapHouse 5 years ago

Anal Exam

HD 0:39 / 25:02

FapHouse 7 months ago

Blond Femboy Sissy Twink Squirts Cum and Piss Because BF`s Penis Is Too Big No Hands Prostate Anal Orgasm Bareback

68% HD 1:01 / 12:01

Blond Femboy Sissy Twink Squirts Cum and Piss Because BF`s Penis Is Too Big No Hands Prostate Anal Orgasm Bareback

FapHouse 2 years ago

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

54% 0:43 / 18:41

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

AnalVids 2 years ago

Prostate Milking

64% HD 0:23 / 11:09

Prostate Milking

Clips4sale 1 year ago

prostate exam turns into humiliating futa pegging and huge pov facial

HD 0:30 / 10:32

prostate exam turns into humiliating futa pegging and huge pov facial

IWantClips 2 years ago

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

56% HD 0:39 / 31:09

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

FapHouse 6 months ago

Guess Who Got Punished This Time

69% 1:01 / 7:23

Guess Who Got Punished This Time

FapHouse 1 year ago

First time with a new electrostimulator

63% 0:25 / 17:28

First time with a new electrostimulator

Clips4sale 5 years ago

Ehrlynn Helps Lona in Urination

62% HD 1:01 / 18:06

Ehrlynn Helps Lona in Urination

FapHouse 1 year ago

My Sperm Defiles Me

My Sperm Defiles Me

FapHouse 1 year ago

Step-mommy Teaches You How to Cum From Anal Like a Good Sissy Slut - Jessica Bloom Sissygasm Guide

62% HD 0:39 / 23:30

Step-mommy Teaches You How to Cum From Anal Like a Good Sissy Slut - Jessica Bloom Sissygasm Guide

FapHouse 5 months ago

Prostate Orgasms Galore - Billie Beaumont

40% HD 1:01 / 22:22

Prostate Orgasms Galore - Billie Beaumont

FapHouse 10 months ago

Massaging My Ass Until I Cum

HD 0:39 / 29:05

Massaging My Ass Until I Cum

FapHouse 3 years ago

I Show Them My Collection of Large Dildos and End up Swallowing Them All with a Good Blowjob

I Show Them My Collection of Large Dildos and End up Swallowing Them All with a Good Blowjob

FapHouse 2 months 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 3 years ago

Ass Gaping Orgasm

Ass Gaping Orgasm

FapHouse 2 weeks ago

Prostate Play - Sharing Double Ended Dildo with Trans Doll

HD 0:39 / 18:35

Prostate Play - Sharing Double Ended Dildo with Trans Doll

FapHouse 2 weeks ago

I Got Too Horny Streaming & Gave A Free Show

Premium HD 34:57

I Got Too Horny Streaming & Gave A Free Show

Clips4sale 2 weeks ago

The dildo of desire

The dildo of desire

Clips4sale 8 months ago

Breaking Her Sissy Doll (full 1 Hr 15 Min of Hardcore Femdom) Slut Exposed in Bondage & Chastity for Pegging, Fisting, and Mach

66% HD 1:01 / 1:13:02

Breaking Her Sissy Doll (full 1 Hr 15 Min of Hardcore Femdom) Slut Exposed in Bondage & Chastity for Pegging, Fisting, and Mach

FapHouse 1 month ago

Your Blonde Stepsis Getting Double Prostate Massages

HD 0:39 / 10:05

Your Blonde Stepsis Getting Double Prostate Massages

FapHouse 2 years ago

Cowmaid: Wearing Prosthetic Chastity & Creamy Extraction

57% HD 1:01 / 39:04

Cowmaid: Wearing Prosthetic Chastity & Creamy Extraction

FapHouse 2 months ago

Handsfree Cum While Riding Dildo and Pee Pee Play in Leather and Nylon

51% HD 1:01 / 10:13

Handsfree Cum While Riding Dildo and Pee Pee Play in Leather and Nylon

FapHouse 8 months ago

Sensual Dildo Dance Until I Collapse

63% 1:01 / 8:09

Sensual Dildo Dance Until I Collapse

FapHouse 2 weeks ago

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

62% HD 0:39 / 31:46

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

FapHouse 10 months ago

Petite Trans Latina Girl Fucked by Tourist

55% 1:01 / 7:58

Petite Trans Latina Girl Fucked by Tourist

FapHouse 7 months ago

Asmr Shemale & Hermaphrodite Creampie Animation Compilation - (headphones Advised)

Asmr Shemale & Hermaphrodite Creampie Animation Compilation - (headphones Advised)

FapHouse 1 year 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

FapHouse 5 months ago

Prostate_play - CD Cum and Pee

HD 0:39 / 25:01

Prostate_play - CD Cum and Pee

FapHouse 1 week ago

Prostate_play - CD Cum and Pee

HD 0:39 / 25:01

Prostate_play - CD Cum and Pee

FapHouse 1 week ago

Another Milestone Meet!!

HD 0:39 / 11:43

Another Milestone Meet!!

FapHouse 1 year ago

Dances with Dustmop Cock and Ball Flip and Flop Pleasure Does Drip and Drop Once You Start No Way to Stop Its Legal so No Cops

Dances with Dustmop Cock and Ball Flip and Flop Pleasure Does Drip and Drop Once You Start No Way to Stop Its Legal so No Cops

FapHouse 2 years ago

Gayest Cumshot Compilation Vol 1 Crossdresser Femboy Sissy

44% HD 0:39 / 35:36

Gayest Cumshot Compilation Vol 1 Crossdresser Femboy Sissy

FapHouse 1 year ago

The Check up

HD 1:01 / 11:47

FapHouse 1 year ago

LB Zen-The Prostate Asian Masseuse

LB Zen-The Prostate Asian Masseuse

ShemalesTube 7 years ago

Squeeze Out the Last Cum

61% HD 0:39 / 11:50

Squeeze Out the Last Cum

FapHouse 3 months ago

Cassie Cumming's Happy Ending Massage

48% HD 0:10 / 14:30

Cassie Cumming's Happy Ending Massage

LoyalFans 3 years ago

It's Not Gay If I'm Telling You To: Spooky Prostate Training

HD 0:10 / 11:10

It's Not Gay If I'm Telling You To: Spooky Prostate Training

LoyalFans 6 days ago

Sissyfication 2

67% HD 1:01 / 9:48

Sissyfication 2

FapHouse 1 year ago

Intense Riding to Powerful Shot

72% 1:01 / 6:41

Intense Riding to Powerful Shot

FapHouse 5 months ago

Amy Amour Fucks Mirror Room

Amy Amour Fucks Mirror Room

ShemalesTube 7 years ago

A Mature Man with a Huge Cock Fucks Two Sissy

62% HD 1:01 / 21:48

A Mature Man with a Huge Cock Fucks Two Sissy

FapHouse 2 months ago

Nurse Stacy's Prostate Exam

55% 0:58 / 14:00

Nurse Stacy's Prostate Exam

Clips4sale 2 years ago

Sensual white shemale fills her ass and plays with her bulge

Sensual white shemale fills her ass and plays with her bulge

ShemalesTube 6 years ago

A Horny Bitch Riding a Huge Dildo Experienced Her First Sissygasm, Squirted Massively and Sucked All Fluid and Cum From Herself

63% HD 0:39 / 11:39

A Horny Bitch Riding a Huge Dildo Experienced Her First Sissygasm, Squirted Massively and Sucked All Fluid and Cum From Herself

FapHouse 1 year ago

Extreme Orgasm

FapHouse 4 months 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

Cute Round Boy Ass Gets Stuffed with Dildo No Hands Orgasm in Lingerie

Cute Round Boy Ass Gets Stuffed with Dildo No Hands Orgasm in Lingerie

FapHouse 2 weeks ago

Erotic Oil Massage 3 Sum W/ TS Paris

63% HD 0:39 / 9:17

Erotic Oil Massage 3 Sum W/ TS Paris

FapHouse 6 months ago

Big Ass Squirting Anal Masturbation

55% HD 0:39 / 13:32

Big Ass Squirting Anal Masturbation

FapHouse 1 year ago

teen and bisexual gay are a real pervert

54% HD 0:30 / 1:35:21

teen and bisexual gay are a real pervert

AnalVids 2 years ago

Ruined Orgasm for Chubby Ass Sissy Femboy Slave - All Views for Fans

HD 0:39 / 1:16:21

Ruined Orgasm for Chubby Ass Sissy Femboy Slave - All Views for Fans

FapHouse 2 years ago

Natalie Mars Milking Clinic

HD 0:39 / 31:38

Natalie Mars Milking Clinic

FapHouse 1 week ago

Asian Domina gives Gooner a deep Anal Probe and Prostate Checkup

65% HD 0:22 / 21:40

Asian Domina gives Gooner a deep Anal Probe and Prostate Checkup

Clips4sale 2 years ago

A Mature Man with a Huge Cock Fucks Two Sissy

64% HD 0:39 / 21:48

A Mature Man with a Huge Cock Fucks Two Sissy

FapHouse 2 months ago

Ass Inflation JOI

HD 0:28 / 10:52

Ass Inflation JOI

Clips4sale 1 year ago

Cumslut Compilation Jessica Bloom 2025

55% HD 0:39 / 27:23

Cumslut Compilation Jessica Bloom 2025

FapHouse 8 months ago

Prostate Treatment with TS Patient

59% HD 0:10 / 16:03

Prostate Treatment with TS Patient

LoyalFans 10 months ago

Latina Trans Hands Free Prostate Orgasm

56% 0:39 / 10:37

Latina Trans Hands Free Prostate Orgasm

FapHouse 7 months ago

Ehrlynn Helps Lona in Urination

59% HD 0:39 / 18:06

Ehrlynn Helps Lona in Urination

FapHouse 1 year ago

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

65% HD 1:01 / 48:14

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

FapHouse 1 year ago

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

77% 1:01 / 6:20

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

FapHouse 7 months ago

Part 1 My Husband Turned Into Latex Sissy Doll Good to Fuck - Mistress Julia

65% HD 1:01 / 12:50

Part 1 My Husband Turned Into Latex Sissy Doll Good to Fuck - Mistress Julia

FapHouse 1 year ago

Young Blond Boy Has Gay Anal Orgasm and Cums Through Lingerie Underwear Panties Handsfree Cumshot

60% HD 0:39 / 8:40

Young Blond Boy Has Gay Anal Orgasm and Cums Through Lingerie Underwear Panties Handsfree Cumshot

FapHouse 2 years ago

Suck My Hard and Wet Clito Naked in the Forest

61% HD 0:39 / 5:27

Suck My Hard and Wet Clito Naked in the Forest

FapHouse 6 months ago

Part 1 My Husband Turned Into Latex Sissy Doll Good to Fuck - Mistress Julia

51% HD 0:39 / 12:50

Part 1 My Husband Turned Into Latex Sissy Doll Good to Fuck - Mistress Julia

FapHouse 1 year ago

Favorite Cumshots

52% HD 0:39 / 9:23

Favorite Cumshots

FapHouse 7 months ago

Cristal Kinky Rubber Doll Training My Latex Sissy Doll

65% HD 1:01 / 31:20

Cristal Kinky Rubber Doll Training My Latex Sissy Doll

FapHouse 3 weeks ago

Femboy Sissy Rides Big Dick in White Pantyhose and Thong Penis Wagging Around Until Intense Prostate Anal Orgasm Handsfree

47% 0:39 / 6:28

Femboy Sissy Rides Big Dick in White Pantyhose and Thong Penis Wagging Around Until Intense Prostate Anal Orgasm Handsfree

FapHouse 2 years ago

Young Blond Boy Has Gay Anal Orgasm and Cums Through Lingerie Underwear Panties Handsfree Cumshot

54% HD 1:01 / 8:40

Young Blond Boy Has Gay Anal Orgasm and Cums Through Lingerie Underwear Panties Handsfree Cumshot

FapHouse 2 years ago

Mistress Emily Gives a Hottest Milking Handjob for Slave's Cock - One View!

60% 0:39 / 15:27

Mistress Emily Gives a Hottest Milking Handjob for Slave's Cock - One View!

FapHouse 2 years ago

Dutch Shemale Fucks Old Straight Guy in Ass First Time

HD 0:39 / 25:20

Dutch Shemale Fucks Old Straight Guy in Ass First Time

FapHouse 1 month ago

Prostate Massage Until He Cums From Cock Milking with Ruined Cumshot!

HD 0:39 / 19:39

Prostate Massage Until He Cums From Cock Milking with Ruined Cumshot!

FapHouse 2 years ago

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

51% HD 1:01 / 31:09

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

FapHouse 6 months ago

Tranny in Public! Remote Plug Lights up While Shopping! Erect Cock Because of Strong Vibrations!

54% HD 0:39 / 6:14

Tranny in Public! Remote Plug Lights up While Shopping! Erect Cock Because of Strong Vibrations!

FapHouse 7 months ago

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

61% HD 0:39 / 9:03

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

FapHouse 1 year ago

Stimulation with Deep Sounding While Wearing Cock Sleeve

67% HD 0:39 / 21:29

Stimulation with Deep Sounding While Wearing Cock Sleeve

FapHouse 4 months ago

Breaking Her Sissy Doll (full 1 Hr 15 Min of Hardcore Femdom) Slut Exposed in Bondage & Chastity for Pegging, Fisting, and Mach

56% HD 0:39 / 1:13:02

Breaking Her Sissy Doll (full 1 Hr 15 Min of Hardcore Femdom) Slut Exposed in Bondage & Chastity for Pegging, Fisting, and Mach

FapHouse 1 month ago

Angel Reina Hanno Stimulates Cream with Golden Butt Plug

HD 0:39 / 27:31

Angel Reina Hanno Stimulates Cream with Golden Butt Plug

FapHouse 10 months ago

Boy with Taboo Desires! - Full Movie (anal, Cumshots, Fucking, Chubby, Blonde)

63% HD 0:39 / 53:18

Boy with Taboo Desires! - Full Movie (anal, Cumshots, Fucking, Chubby, Blonde)

FapHouse 1 year ago

Dual View Sexy Crossdresser in Corset and Fishnet Gets Machine Fucked

63% HD 1:01 / 9:11

Dual View Sexy Crossdresser in Corset and Fishnet Gets Machine Fucked

FapHouse 2 years ago

Sissy Anal Training by Latex Dommes

73% 0:39 / 10:39

Sissy Anal Training by Latex Dommes

FapHouse 1 year ago

Latina Trans Hands Free Prostate Orgasm

61% 1:01 / 10:37

Latina Trans Hands Free Prostate Orgasm

FapHouse 7 months ago

I Am Elena Andreou, a Very Crazy Cross-dressing Whore. My Breasts Are Huge, I Want to Be Fucked and Cum, I Come to Orgasm Like a

51% HD 0:39 / 6:08

I Am Elena Andreou, a Very Crazy Cross-dressing Whore. My Breasts Are Huge, I Want to Be Fucked and Cum, I Come to Orgasm Like a

FapHouse 1 year ago

First Time Fisting Video with Cagedjock Part 2 Interview and Fisting, Nipple Play Butt Plug, Massage Machine and Pegging

68% HD 1:01 / 39:28

First Time Fisting Video with Cagedjock Part 2 Interview and Fisting, Nipple Play Butt Plug, Massage Machine and Pegging

FapHouse 8 months ago

Sissy Secretary: Submissive Male Feminized Into Bimbo for Job Interview, Learns How to Pee Like a Girl, Bonus Pegging & Fisting

52% HD 1:01 / 8:31

Sissy Secretary: Submissive Male Feminized Into Bimbo for Job Interview, Learns How to Pee Like a Girl, Bonus Pegging & Fisting

FapHouse 1 year ago

Gonna Make Love in This Club - Laela Knight Fucks a Line Jumper

HD 0:39 / 39:56

Gonna Make Love in This Club - Laela Knight Fucks a Line Jumper

FapHouse 1 week ago

Prostate Orgasms Galore - Billie Beaumont

Premium 55% HD 22:17

Prostate Orgasms Galore - Billie Beaumont

XVideosRed 4 years ago

Ballerina Pantyhose and Tuttu

HD 1:01 / 14:23

Ballerina Pantyhose and Tuttu

FapHouse 4 years ago

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

53% HD 1:01 / 31:46

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

FapHouse 10 months ago

Ultimate Robo Fuck

Ultimate Robo Fuck

FapHouse 2 weeks ago

Anal Training! Say Goodbye to Your Little Cock - Mistress Julia

68% 1:01 / 10:39

Anal Training! Say Goodbye to Your Little Cock - Mistress Julia

FapHouse 3 months ago

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

77% 0:39 / 6:20

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

FapHouse 7 months ago

Pantieboy Tucked and Taped in Lingerie Riding BBC Dildo. Hands Free Cum Several Times

Pantieboy Tucked and Taped in Lingerie Riding BBC Dildo. Hands Free Cum Several Times

FapHouse 3 days ago

Prostate_play - Crossdresser Pantyhose Fetish

Prostate_play - Crossdresser Pantyhose Fetish

FapHouse 6 days ago

Chaste Nylon Boy with Cage on Cock 2

66% 0:39 / 6:06

Chaste Nylon Boy with Cage on Cock 2

FapHouse 1 year ago

Stimulation with Deep Sounding While Wearing Cock Sleeve

56% HD 1:01 / 21:29

Stimulation with Deep Sounding While Wearing Cock Sleeve

FapHouse 4 months ago

Korra Has a Foot Fetish - Flip Anal Scene

64% HD 0:39 / 16:41

Korra Has a Foot Fetish - Flip Anal Scene

FapHouse 6 months ago

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