Prostate Videos - Trans (251)

A foursome includes a shemale and a Latina girl all fucking

HD 0:10 / 27:03

A foursome includes a shemale and a Latina girl all fucking

LoyalFans 1 month ago

Cassie Cumming's Happy Ending Massage

48% HD 0:10 / 14:30

Cassie Cumming's Happy Ending Massage

LoyalFans 2 years ago

FUCKED 2 ft. Ava Venom & Mistress Celene

63% HD 0:10 / 19:25

FUCKED 2 ft. Ava Venom & Mistress Celene

LoyalFans 1 year ago

futa nurse pegging part 4: double Dommed, punished, facialed w/ Kendall Morr

HD 0:10 / 29:52

futa nurse pegging part 4: double Dommed, punished, facialed w/ Kendall Morr

LoyalFans 8 months 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 2 years 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

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

Baxxx Fucks Lucy Hart in the Gym

63% 0:11 / 11:05

Baxxx Fucks Lucy Hart in the Gym

Clips4sale 2 years ago

NiKola Ophan Topped With Sinn Sage MP4

66% 0:13 / 21:59

NiKola Ophan Topped With Sinn Sage MP4

Clips4sale 3 years ago

Smelly Butthole Slave Session HD

45% HD 0:23 / 21:07

Smelly Butthole Slave Session HD

Clips4sale 2 years ago

Holiday Party Surprise ft Cassie Cummings - 1080 MP4

66% HD 0:30 / 15:33

Holiday Party Surprise ft Cassie Cummings - 1080 MP4

Clips4sale 4 years ago

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

46% HD 0:10 / 9:40

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

LoyalFans 1 year ago

Futa Anal Inoculation

HD 0:10 / 16:07

Futa Anal Inoculation

LoyalFans 3 weeks ago

RUBBER FETISH FOURSOME Part 3 : Trans Meat Puppet Thrown & Used - Prostate Fingering & Orgasm Denial in Latex

RUBBER FETISH FOURSOME Part 3 : Trans Meat Puppet Thrown & Used - Prostate Fingering & Orgasm Denial in Latex

LoyalFans 2 weeks ago

Front and back at the same time!? Crossdresser double fucking machine!

HD 0:10 / 29:56

Front and back at the same time!? Crossdresser double fucking machine!

LoyalFans 5 days ago

The Ultimate Prostate Exam

48% HD 0:10 / 11:47

The Ultimate Prostate Exam

LoyalFans 1 year ago

Sissy CEI off Dildo

59% HD 0:10 / 9:30

Sissy CEI off Dildo

LoyalFans 2 years 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

The Gay Awakening Podcast Episode #58 - Sissy Asshole Completely Owned

41% HD 0:20 / 29:43

The Gay Awakening Podcast Episode #58 - Sissy Asshole Completely Owned

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

HuCow Inspection Part 3 Anal Sex StrapOn

HuCow Inspection Part 3 Anal Sex StrapOn

LoyalFans 2 years ago

Edge Instruction. Gooner Encouragement.

HD 0:10 / 20:55

Edge Instruction. Gooner Encouragement.

LoyalFans 3 years ago

Nurse Stacy's Prostate Exam

55% 0:58 / 14:00

Nurse Stacy's Prostate Exam

Clips4sale 2 years ago

Piss Enema Release and Fisting for Sissy Slut

HD 0:32 / 17:11

Piss Enema Release and Fisting for Sissy Slut

Clips4sale 4 months ago

Anal Piggy Punishment: Big Boob Mistress, Pegging with Chastity, Extreme Humiliation, and Deep Fisting FULL-LENGTH (1080p)

68% HD 0:30 / 58:54

Anal Piggy Punishment: Big Boob Mistress, Pegging with Chastity, Extreme Humiliation, and Deep Fisting FULL-LENGTH (1080p)

Clips4sale 2 years ago

Bikini Butt Hooked

65% 0:24 / 36:32

Bikini Butt Hooked

Clips4sale 11 months 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

Ashley Aspen Zapped in Bondage FULL SCENE

55% 4K 0:29 / 27:46

Ashley Aspen Zapped in Bondage FULL SCENE

Clips4sale 3 years 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

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

CUM injection and BIG TOYS for the perfect PEGGING SISSYGASM!

68% HD 0:30 / 17:28

CUM injection and BIG TOYS for the perfect PEGGING SISSYGASM!

Clips4sale 1 year ago

Prostate fun

Clips4sale 4 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

Milking myself for You

HD 0:21 / 11:43

Milking myself for You

Clips4sale 4 years ago

Please Be Mean To Me 2

Please Be Mean To Me 2

Clips4sale 1 year ago

Blasphemous Prostate Pound

Blasphemous Prostate Pound

Clips4sale 4 months ago

Bubble Baths Lead To - Chelsea Marie And Sinn Sage WMV

69% 0:17 / 31:35

Bubble Baths Lead To - Chelsea Marie And Sinn Sage WMV

Clips4sale 2 years ago

Sissy Maid To Cum - 4K UHD

4K 0:13 / 12:17

Sissy Maid To Cum - 4K UHD

Clips4sale 2 years ago

First time in person session- From 0 to a pain and ass slut

First time in person session- From 0 to a pain and ass slut

Clips4sale 2 years ago

Strapon Fuck Doll - 720HD

65% 0:15 / 12:16

Strapon Fuck Doll - 720HD

Clips4sale 3 years ago

All I Want For Christmas Is A Gentle Futa Domme!

4K 0:30 / 19:08

All I Want For Christmas Is A Gentle Futa Domme!

Clips4sale 2 months ago

A Bound Prostate Milking for the Sissy Slave

62% 0:20 / 17:51

A Bound Prostate Milking for the Sissy Slave

Clips4sale 1 year ago

Ass Hooked and Face Fucked

Ass Hooked and Face Fucked

Clips4sale 2 months 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

Cassie Cumming's Happy Ending Massage - A sensual massage scene features prostate massage, trans woman, real couple, and BBW with trans - 720 WMV

49% 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 - 720 WMV

Clips4sale 2 years 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 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

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

Bound and Fingered 2

66% 0:23 / 31:40

Bound and Fingered 2

Clips4sale 1 year ago

Sissy Club Slut: Femdom Fisting, Pegging, Dick Sticking Part 2 of 2 (1080p)

60% HD 0:22 / 29:58

Sissy Club Slut: Femdom Fisting, Pegging, Dick Sticking Part 2 of 2 (1080p)

Clips4sale 2 years 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 3 weeks 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

Nikola Ophan Topped With Sinn Sage WMV

66% 0:13 / 21:59

Nikola Ophan Topped With Sinn Sage WMV

Clips4sale 3 years ago

Sissy Slut Spit Roast Practice – Pegging Anal Training JOI Feminization Masturbation Instructions by Goddess Nikki Kit

63% HD 0:10 / 10:14

Sissy Slut Spit Roast Practice – Pegging Anal Training JOI Feminization Masturbation Instructions by Goddess Nikki Kit

LoyalFans 2 weeks ago

Yoga Babes Stretch You Open - POV Pegging

49% 0:29 / 20:22

Yoga Babes Stretch You Open - POV Pegging

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

Handsfree Sissy

Handsfree Sissy

Clips4sale 2 years ago

First time with a new electrostimulator

62% 0:25 / 17:28

First time with a new electrostimulator

Clips4sale 4 years 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

Cassie Cumming's Happy Ending Massage - A sensual massage scene features prostate massage, trans woman, real couple, and BBW with trans - 720 MP4

55% 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 - 720 MP4

Clips4sale 2 years ago

Prostate Treatment with TS Patient

57% HD 0:10 / 16:03

Prostate Treatment with TS Patient

LoyalFans 3 months ago

The prostate Check Up!

HD 0:10 / 11:44

The prostate Check Up!

LoyalFans 3 years ago

My Tinder Date Went From Good To Great - Aphrodite Adams And Sinn Sage MP4

61% 0:16 / 32:08

My Tinder Date Went From Good To Great - Aphrodite Adams And Sinn Sage MP4

Clips4sale 2 years ago

Nurses Aides: Butt Plugs - Nurse Randi

HD 0:10 / 14:01

Nurses Aides: Butt Plugs - Nurse Randi

LoyalFans 4 months ago

Mistress Baton Does The Thousand Fist Challenge HD

4K 0:11 / 37:46

Mistress Baton Does The Thousand Fist Challenge HD

Clips4sale 1 year ago

TS Rianna James StrapOn

64% HD 0:10 / 13:26

TS Rianna James StrapOn

LoyalFans 3 years ago

Finding Your Pleasure Spot: Prostate JOI

HD 0:10 / 12:07

Finding Your Pleasure Spot: Prostate JOI

LoyalFans 4 years 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 8 months 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

(4K) Femdom Anal Annihilation: Full-Length 60-MIN Huge Strap-on Cock, CBT, Extreme Fisting (4K)

67% 4K 0:30 / 1:04:09

(4K) Femdom Anal Annihilation: Full-Length 60-MIN Huge Strap-on Cock, CBT, Extreme Fisting (4K)

Clips4sale 2 years 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

Pegging blowjob cum in mouth swallow

Pegging blowjob cum in mouth swallow

Clips4sale 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

Sensually Pegging My Sissy Boyfriend and Milking His Prostate

HD 0:18 / 11:41

Sensually Pegging My Sissy Boyfriend and Milking His Prostate

Clips4sale 1 year ago

40-08 Crossdresser Fucking Machine Anal Sex Dildo Riding

4K 1:00 / 31:02

40-08 Crossdresser Fucking Machine Anal Sex Dildo Riding

Clips4sale 1 year ago

First Time Crossdressing: Lingerie Shopping to Hotel Room JOI CEI No Humiliation Gentle Femdom Jerk Off Instructions Butt Plug Prostate Play

51% 0:30 / 17:59

First Time Crossdressing: Lingerie Shopping to Hotel Room JOI CEI No Humiliation Gentle Femdom Jerk Off Instructions Butt Plug Prostate Play

Clips4sale 1 year ago

Eat Cum! Spit Feeding

51% HD 0:30 / 16:28

Eat Cum! Spit Feeding

Clips4sale 4 years ago

Cum Eating Together 2! CEI

HD 0:13 / 10:50

Cum Eating Together 2! CEI

Clips4sale 1 year ago

Prostate Exam from Your Futa Doctor

65% 0:30 / 20:34

Prostate Exam from Your Futa Doctor

Clips4sale 11 months ago

TIED UP AND FUCKED - Sissy is at trans girls mercy

4K 0:57 / 20:19

TIED UP AND FUCKED - Sissy is at trans girls mercy

Clips4sale 4 years ago

exploring pegging with your futa girlfriend - SD

exploring pegging with your futa girlfriend - SD

Clips4sale 2 years ago

Demonic Futa nun will fuck you and convert you to become a Satanist - FUTANARI , POV, ANAL, BLASPHEMY

64% 0:18 / 9:29

Demonic Futa nun will fuck you and convert you to become a Satanist - FUTANARI , POV, ANAL, BLASPHEMY

Clips4sale 1 year ago

Top 10 Sissy Ideas 2024

HD 0:54 / 10:14

Top 10 Sissy Ideas 2024

Clips4sale 9 months ago

Chastity Prisoner Anal Hooked and Vibed

61% 0:23 / 48:28

Chastity Prisoner Anal Hooked and Vibed

Clips4sale 1 year ago

Futa Nurse Prostate Exam

Futa Nurse Prostate Exam

Clips4sale 5 months ago

Top 10 Femdom Milkings Vol 1

HD 0:29 / 17:28

Top 10 Femdom Milkings Vol 1

Clips4sale 1 year ago

Sissy Blowout CEI

65% HD 0:15 / 10:24

Sissy Blowout CEI

Clips4sale 1 year ago

Jasmin's First Pegging- Bimbo Cheerleader Spitroasted

Jasmin's First Pegging- Bimbo Cheerleader Spitroasted

Clips4sale 9 months ago

A Hard Fucking

47% 0:19 / 24:17

Clips4sale 3 years 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

Ashley Aspen Zapped in Bondage PART 1

56% 4K 0:29 / 9:44

Ashley Aspen Zapped in Bondage PART 1

Clips4sale 3 years ago

Fun With Butt Hooks Part 2

58% 0:19 / 30:10

Fun With Butt Hooks Part 2

Clips4sale 1 year ago

Ass Inflation JOI

HD 0:28 / 10:52

Ass Inflation JOI

Clips4sale 9 months ago

Plugged Sub Obedience Training

57% 0:20 / 34:57

Plugged Sub Obedience Training

Clips4sale 10 months ago

Fingering from dominant nurse (wmv)

59% HD 0:11 / 7:09

Fingering from dominant nurse (wmv)

Clips4sale 4 years ago

Fucked By Dominant Dolly - 1080HD

67% 0:16 / 14:25

Fucked By Dominant Dolly - 1080HD

Clips4sale 1 year ago

Strapon Sex with Mistress Youko Part 1 [FullHD MP4]

Strapon Sex with Mistress Youko Part 1 [FullHD MP4]

Clips4sale 1 year ago

I'll Check Your Prostate With My Cock

65% HD 0:11 / 11:19

I'll Check Your Prostate With My Cock

Clips4sale 3 years ago

Femdom Anal Annihilation: 60-Minutes of Giant Strap-on Pegging & Deep Fisting Full-Length (1080p)

45% HD 0:30 / 1:04:09

Femdom Anal Annihilation: 60-Minutes of Giant Strap-on Pegging & Deep Fisting Full-Length (1080p)

Clips4sale 2 years ago

Mistress of the Night part II

64% 0:20 / 14:13

Mistress of the Night part II

Clips4sale 2 years ago

INTENSE PROSTATE ORGASM - PROSTATE MILKING, Hands Free Orgasm, HFO Mind Melt

INTENSE PROSTATE ORGASM - PROSTATE MILKING, Hands Free Orgasm, HFO Mind Melt

Clips4sale 1 year 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

Totally Hands Free Cum & quiet moans

50% HD 0:16 / 6:13

Totally Hands Free Cum & quiet moans

Clips4sale 4 years ago

Taking your Anal Virginity

44% HD 0:24 / 9:35

Taking your Anal Virginity

Clips4sale 2 years ago

Anal Stretching By Ruby Onyx

HD 0:30 / 21:28

Anal Stretching By Ruby Onyx

Clips4sale 1 year ago

Strapon Sex with Mistress Youko Part 1 [HD WMV]

Strapon Sex with Mistress Youko Part 1 [HD WMV]

Clips4sale 1 year 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

Sadistic Experimentation

53% 0:37 / 27:25

Sadistic Experimentation

Clips4sale 1 year ago

Sissy Training Dick Worship

HD 0:29 / 10:28

Sissy Training Dick Worship

Clips4sale 4 years 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

Orgasm Addiction Fingering

63% HD 0:11 / 11:36

Orgasm Addiction Fingering

Clips4sale 4 years ago

Cumpilation !

Clips4sale 3 years ago

Prostate exam my slave with helper countess

Prostate exam my slave with helper countess

Clips4sale 3 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

Ruined by Her Massive Strap

Ruined by Her Massive Strap

Clips4sale 9 months 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

Futa Uses You - Part 2

4K 0:26 / 37:09

Futa Uses You - Part 2

Clips4sale 9 months 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

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