Prostate Orgasm Videos - Trans (131)

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

67% HD 0:30 / 58:54

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

Clips4sale 1 year ago

Milking a hot blonde shemale

52% 4K 0:28 / 19:25

Milking a hot blonde shemale

Clips4sale 3 years ago

First time with a new electrostimulator (wmv)

51% 0:25 / 17:28

First time with a new electrostimulator (wmv)

Clips4sale 4 years ago

First time with a new electrostimulator

64% 0:25 / 17:28

First time with a new electrostimulator

Clips4sale 4 years ago

No hands anal cumshot! Hard anal cowgirl riding

54% 0:11 / 10:02

No hands anal cumshot! Hard anal cowgirl riding

Clips4sale 9 months ago

Baxxx Fucks Lucy Hart in the Gym

63% 0:11 / 11:05

Baxxx Fucks Lucy Hart in the Gym

Clips4sale 1 year ago

Bikini Butt Hooked

61% 0:24 / 36:32

Bikini Butt Hooked

Clips4sale 5 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 8 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 3 years 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

Sissy CEI off Dildo

53% HD 0:27 / 9:29

Sissy CEI off Dildo

Clips4sale 1 year ago

A Hard Fucking

47% 0:19 / 24:17

Clips4sale 2 years ago

All the Loads for Sissy

61% 0:11 / 8:31

All the Loads for Sissy

Clips4sale 2 years ago

Bound and Fingered 2

Bound and Fingered 2

Clips4sale 7 months ago

Prostate massage cumshot

57% 0:30 / 11:27

Prostate massage cumshot

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

41% 0:30 / 28:26

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

C4S 11 months ago

Bubble Baths Lead To - Chelsea Marie And Sinn Sage WMV

68% 0:17 / 31:35

Bubble Baths Lead To - Chelsea Marie And Sinn Sage WMV

Clips4sale 2 years ago

Hand anal fingering cumshot

44% 0:11 / 8:29

Hand anal fingering cumshot

Clips4sale 10 months ago

Smelly Butthole Slave Session HD

46% HD 0:23 / 21:07

Smelly Butthole Slave Session HD

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 2 years ago

TS Barbara Pere Prostate Orgasm

HD 3:00 / 19:00

TS Barbara Pere Prostate Orgasm

AEBN 2 years ago

Orgasm Addiction Fingering

63% HD 0:11 / 11:36

Orgasm Addiction Fingering

Clips4sale 3 years ago

Plugged Sub Obedience Training

57% 0:20 / 34:57

Plugged Sub Obedience Training

Clips4sale 4 months ago

Ashley Aspen Zapped in Bondage PART 1

56% 4K 0:29 / 9:44

Ashley Aspen Zapped in Bondage PART 1

Clips4sale 2 years ago

Trans Girl Milks Her Prostate in 6 Minutes Flat

49% 0:21 / 6:24

Trans Girl Milks Her Prostate in 6 Minutes Flat

Clips4sale 1 month ago

Stunning TS Goddess Sofia Sanders Fucks And Fists A Hung Muscled Stud!!

64% HD 0:10 / 32:42

Stunning TS Goddess Sofia Sanders Fucks And Fists A Hung Muscled Stud!!

LoyalFans 3 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 3 years 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

Nikola Ophan Topped With Sinn Sage WMV

66% 0:13 / 21:59

Nikola Ophan Topped With Sinn Sage WMV

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 9 months ago

Nurse Stacy's Prostate Exam

59% 0:58 / 14:00

Nurse Stacy's Prostate Exam

Clips4sale 1 year ago

Yasmine Lee: The Ass Fucking Masseuse cums in his mouth

60% 0:25 / 20:24

Yasmine Lee: The Ass Fucking Masseuse cums in his mouth

Clips4sale 9 months ago

A Bound Prostate Milking for the Sissy Slave

58% 0:20 / 17:51

A Bound Prostate Milking for the Sissy Slave

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

Futaslaves Cocksucking Predicament Part 1

49% 0:20 / 16:00

Futaslaves Cocksucking Predicament Part 1

Clips4sale 10 months ago

Bubble Baths Lead To - Chelsea Marie And Sinn Sage MP4

65% 0:17 / 31:35

Bubble Baths Lead To - Chelsea Marie And Sinn Sage MP4

Clips4sale 2 years ago

NiKola Ophan Topped With Sinn Sage MP4

64% 0:13 / 21:59

NiKola Ophan Topped With Sinn Sage MP4

Clips4sale 2 years ago

Sissy Maid To Cum - 1080HD

Sissy Maid To Cum - 1080HD

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

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

Chastity Prisoner Anal Hooked and Vibed

57% 0:23 / 48:28

Chastity Prisoner Anal Hooked and Vibed

Clips4sale 6 months ago

Yoga Babes Stretch You Open - POV Pegging

49% 0:29 / 20:22

Yoga Babes Stretch You Open - POV Pegging

Clips4sale 6 months ago

The Exam

Clips4sale 1 year 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 7 months ago

I_LOVE_ME 38-09 Crossdreser Serious Hardcore Anal Pounding

4K 0:11 / 56:52

I_LOVE_ME 38-09 Crossdreser Serious Hardcore Anal Pounding

Clips4sale 3 years ago

CUM injection and BIG TOYS for the perfect PEGGING SISSYGASM!

75% HD 0:30 / 17:28

CUM injection and BIG TOYS for the perfect PEGGING SISSYGASM!

Clips4sale 10 months ago

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

58% 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 WMV

Clips4sale 2 years ago

Gonna Make Love In This Club - Laela Knight Fucks A Line Jumper

HD 0:10 / 34:30

Gonna Make Love In This Club - Laela Knight Fucks A Line Jumper

LoyalFans 3 years ago

Please Be Mean To Me 2

Please Be Mean To Me 2

Clips4sale 1 year ago

Cassie Cumming's Happy Ending Massage

57% HD 0:10 / 14:30

Cassie Cumming's Happy Ending Massage

LoyalFans 2 years ago

TS Rianna James StrapOn

63% HD 0:10 / 13:26

TS Rianna James StrapOn

LoyalFans 3 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

Hardcore Intense Pegging For My Crosdressing Sissy Bitch

HD 0:17 / 17:40

Hardcore Intense Pegging For My Crosdressing Sissy Bitch

Milking myself for You

HD 0:21 / 11:43

Milking myself for You

Clips4sale 4 years ago

Ts Strokka's ASStronomical Toying and Creaming

Ts Strokka's ASStronomical Toying and Creaming

Clips4sale 1 year ago

Sissy CEI off Dildo

63% HD 0:10 / 9:30

Sissy CEI off Dildo

LoyalFans 1 year ago

Eat Cum! Spit Feeding

51% HD 0:30 / 16:28

Eat Cum! Spit Feeding

Clips4sale 3 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 2 years ago

Stood Up On A Blind Date, Cheyenne Jewel Finds A Way To Get Laid

HD 0:10 / 41:18

Stood Up On A Blind Date, Cheyenne Jewel Finds A Way To Get Laid

LoyalFans 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 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

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

Finding Your Pleasure Spot: Prostate JOI

HD 0:10 / 12:07

Finding Your Pleasure Spot: Prostate JOI

LoyalFans 3 years ago

I'll Check Your Prostate With My Cock

HD 0:11 / 11:19

I'll Check Your Prostate With My Cock

Clips4sale 3 years ago

Cumpilation !

Clips4sale 3 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

Prostate exam my slave with helper countess

Prostate exam my slave with helper countess

Clips4sale 2 years ago

Anal Training For This Sissy Slut 720p

Anal Training For This Sissy Slut 720p

Clips4sale 2 years ago

Anal Training For This Sissy Slut

Anal Training For This Sissy Slut

Clips4sale 2 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 3 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 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 9 months 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 2 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

SISSYGASMS after ANAL stretching

HD 0:38 / 19:33

SISSYGASMS after ANAL stretching

Clips4sale 5 months 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 4 months ago

Your Futa Domme Pees on You After She Fucks You

4K 0:30 / 10:11

Your Futa Domme Pees on You After She Fucks You

Clips4sale 3 months ago

Multiple Cumshots in Chastity From Rough Anal Play & Prostate Milking(HDMOV)

Multiple Cumshots in Chastity From Rough Anal Play & Prostate Milking(HDMOV)

Clips4sale 1 month ago

Crossdresser riding toy POV and cum milking with dildo in the ass

Crossdresser riding toy POV and cum milking with dildo in the ass

Clips4sale 3 years ago

Goon to Cum from Anal JOI Brain Wash

HD 0:30 / 10:31

Goon to Cum from Anal JOI Brain Wash

Clips4sale 3 years 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

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 11 months ago

Prostate Massage and Cumshot for Trans Girl on the Medical Chair

Prostate Massage and Cumshot for Trans Girl on the Medical Chair

Clips4sale 3 years ago

Prostate Handjob

Prostate Handjob

Clips4sale 6 months ago

Pounding my bootie until I squirt and cum uncontrollably!

Pounding my bootie until I squirt and cum uncontrollably!

Clips4sale 3 years ago

Cum milking 5

Clips4sale 2 years ago

Ts Strokka's ASStronomical Toying and Creaming MOV Version

Ts Strokka's ASStronomical Toying and Creaming MOV Version

Clips4sale 1 year ago

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

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

Clips4sale 1 year ago

Bottom Cums Hands Free

Bottom Cums Hands Free

Clips4sale 10 months ago

SEDUCTIVE MISTRESS GIVES YOU EROTIC PROSTATE ORGASM BETA - Advanced Prostate Orgasm Training

SEDUCTIVE MISTRESS GIVES YOU EROTIC PROSTATE ORGASM BETA - Advanced Prostate Orgasm Training

Clips4sale 10 months ago

Mistress Azize - strapon for my sissy

Mistress Azize - strapon for my sissy

Clips4sale 2 years ago

Anal Annihilation JOI

Anal Annihilation JOI

Clips4sale 3 months ago

Ashley Aspen Zapped in Bondage FULL SCENE

55% 4K 0:29 / 27:46

Ashley Aspen Zapped in Bondage FULL SCENE

Clips4sale 2 years ago

Cum Milking 2

Clips4sale 2 years ago

You Love Cock

Clips4sale 1 year ago

38-20 Crossdresser Anal Dildo Fucking Milking Prostate Orgasm

4K 0:29 / 21:04

38-20 Crossdresser Anal Dildo Fucking Milking Prostate Orgasm

Clips4sale 2 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

No make up anal dildo riding with huge anal cumshot

No make up anal dildo riding with huge anal cumshot

Clips4sale 6 months ago

Eat Cum! Spit Feeding

HD 0:10 / 16:28

Eat Cum! Spit Feeding

LoyalFans 3 years ago

Holiday Party Surprise ft Cassie Cummings - 720 MP4

63% HD 0:30 / 15:33

Holiday Party Surprise ft Cassie Cummings - 720 MP4

Clips4sale 3 years ago

Sissy Maid To Cum - 4K UHD

4K 0:13 / 12:17

Sissy Maid To Cum - 4K UHD

Clips4sale 1 year ago

Bartender Will Help You Forget Ur Troubles By Making You Suck Her Cock

HD 0:10 / 30:13

Bartender Will Help You Forget Ur Troubles By Making You Suck Her Cock

LoyalFans 3 years 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 11 months ago

Fucking my tranny ass hole with a rolling pin long and hard

Fucking my tranny ass hole with a rolling pin long and hard

Clips4sale 3 years ago

38-22 Crossdresser Hardcore Deep Anal ATM Prostate Orgasm

4K 0:29 / 1:14:44

38-22 Crossdresser Hardcore Deep Anal ATM Prostate Orgasm

Clips4sale 2 years ago

Milking Cum 4

Clips4sale 2 years ago

Ashley Aspen Zapped in Bondage PART 3

62% 4K 0:29 / 10:32

Ashley Aspen Zapped in Bondage PART 3

Clips4sale 2 years ago

Strapon Sex with Mistress Youko Part 1 [FullHD MP4]

Strapon Sex with Mistress Youko Part 1 [FullHD MP4]

Clips4sale 1 year ago

Anal cumshot

Clips4sale 5 months ago

Faggot Gangbang

45% 0:11 / 12:45

Faggot Gangbang

Clips4sale 2 years ago

Multiple Cumshots in Chastity From Rough Anal Play & Prostate Milking(UHDMP4)

Multiple Cumshots in Chastity From Rough Anal Play & Prostate Milking(UHDMP4)

Clips4sale 1 month ago

I_LOVE_ME 37-23 Crossdresser Anal Bondage Cum Shot Swallow

I_LOVE_ME 37-23 Crossdresser Anal Bondage Cum Shot Swallow

Clips4sale 3 years ago

I_LOVE_ME 37-27 CD Hardcore Anal Sex Pt 1 FM & Dildo Riding

4K 0:29 / 53:23

I_LOVE_ME 37-27 CD Hardcore Anal Sex Pt 1 FM & Dildo Riding

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 1 year ago

40-10 Crossdresser Dildo Anal Sex Fucking Machine Bondage

4K 0:58 / 27:02

40-10 Crossdresser Dildo Anal Sex Fucking Machine Bondage

Clips4sale 11 months ago

Your futa girlfriend

Premium HD 28:24

Your futa girlfriend

Clips4sale 1 year ago

38-21 Crossdresser Anal Dildo Fuck Milking Prostate Orgasm

4K 0:29 / 43:06

38-21 Crossdresser Anal Dildo Fuck Milking Prostate Orgasm

Clips4sale 2 years ago

40-08 Crossdresser Dildo Anal Sex Fucking Machine Bondage

4K 1:00 / 41:48

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Clips4sale 11 months ago

Strapon Sex with Mistress Youko Part 1 [HD WMV]

Strapon Sex with Mistress Youko Part 1 [HD WMV]

Clips4sale 1 year ago

How to broke a Brat

How to broke a Brat

Clips4sale 1 year ago

Cum Milking 1

Clips4sale 2 years ago

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