Orgasm Torture (BDSM) Videos - Trans (4,018)

Damn this Dude so Gorgeous when he Bottoms

Damn this Dude so Gorgeous when he Bottoms

GayCK 5 years ago

Lesbo Mama Domina Tortures and Edges Hopeless Girldick

Lesbo Mama Domina Tortures and Edges Hopeless Girldick

ShemaleSin 2 years ago

EXTREME CBT FEMDOM BALLBUSTING DOMINATRIX MISTRESS SISSY PEGGING BDSM HARDCORE BONDAGE TRANNY

EXTREME CBT FEMDOM BALLBUSTING DOMINATRIX MISTRESS SISSY PEGGING BDSM HARDCORE BONDAGE TRANNY

Eporner 1 year ago

EXTREME CBT FEMDOM BALLBUSTING DOMINATRIX MISTRESS SISSY PEGGING BDSM HARDCORE BONDAGE TRANNY

EXTREME CBT FEMDOM BALLBUSTING DOMINATRIX MISTRESS SISSY PEGGING BDSM HARDCORE BONDAGE TRANNY

Eporner 1 year ago

Stuard & Jhordy & Ronaldo Private Show

57% HD 2:00 / 6:10

Stuard & Jhordy & Ronaldo Private Show

Flirt4Free 2 years ago

Big Busty Nun Patricia Having Fun With 18 Plus Scarlett

Big Busty Nun Patricia Having Fun With 18 Plus Scarlett

XHamster 8 months ago

Horny mechanic_ edges his big cock in pantie to a huge load

Horny mechanic_ edges his big cock in pantie to a huge load

XHamster 2 years ago

You were a bad boy! As a punishment, punch yourself while jerking off! JOI CBT GERMAN

You were a bad boy! As a punishment, punch yourself while jerking off! JOI CBT GERMAN

XHamster 2 years ago

06-Oct-2017 Nipple Torture 7

06-Oct-2017 Nipple Torture 7

GayCK 2 years ago

Filthy Whore Fucked at the Laundromat

62% HD 1:01 / 1:00:24

Filthy Whore Fucked at the Laundromat

FapHouse 4 months ago

solo cbt 13 - hung solo amateur cbt unlock my cum shot 2

solo cbt 13 - hung solo amateur cbt unlock my cum shot 2

Clips4sale 4 years ago

Slap and stroke JOI game B version - CBT

65% HD 0:10 / 10:48

Slap and stroke JOI game B version - CBT

LoyalFans 2 years ago

Hardcore Trans CBT & Throatfucking by Muscle Corporalist ending with Giant Facial

Hardcore Trans CBT & Throatfucking by Muscle Corporalist ending with Giant Facial

ShemaleSin 3 months ago

TGirl Footjob Reward and Denial

62% 0:30 / 9:10

TGirl Footjob Reward and Denial

Clips4sale 2 years ago

Destroying your Manhood

55% HD 0:22 / 7:39

Destroying your Manhood

Clips4sale 2 months ago

EXTREME CBT FEMDOM BALLBUSTING DOMINATRIX MISTRESS SISSY PEGGING BDSM HARDCORE BONDAGE TRANNY

EXTREME CBT FEMDOM BALLBUSTING DOMINATRIX MISTRESS SISSY PEGGING BDSM HARDCORE BONDAGE TRANNY

Eporner 1 year ago

TS Sage Roux doggystyles a handsome bound sub in a stockade

TS Sage Roux doggystyles a handsome bound sub in a stockade

Pornwhite 1 year ago

Kneading this Comedians Large Fuckpole Head Till He Shouts ‍

Kneading this Comedians Large Fuckpole Head Till He Shouts ‍

Gayhub 1 year ago

Multiple ruined orgasms

Multiple ruined orgasms

XHamster 2 years ago

$Juri-han Pounds your Ass and Balls \Voiced CBT Anal JOI futa hentai/$ 58% 18:05

Juri-han Pounds your Ass and Balls \Voiced CBT Anal JOI futa hentai/

Eporner 4 years ago

Beauty in the Bar

39% HD 0:39 / 1:09:56

Beauty in the Bar

FapHouse 7 months ago

Ruined Orgasm Banding 20m

Ruined Orgasm Banding 20m

XVideos 7 years ago

EXTREME CBT FEMDOM BALLBUSTING DOMINATRIX MISTRESS SISSY PEGGING BDSM HARDCORE BONDAGE TRANNY

EXTREME CBT FEMDOM BALLBUSTING DOMINATRIX MISTRESS SISSY PEGGING BDSM HARDCORE BONDAGE TRANNY

Eporner 1 year ago

Dimitri Caruso Private Show

HD 2:00 / 22:05

Dimitri Caruso Private Show

Flirt4Free 4 years ago

Transsexual Cums at a Practitioner's Appointment

Transsexual Cums at a Practitioner's Appointment

XHamster 5 months ago

My sissyboy gets three ruined orgasms in a row. No real orgasm for boys in lace panties! Femdom and feminization

My sissyboy gets three ruined orgasms in a row. No real orgasm for boys in lace panties! Femdom and feminization

XHamster 1 year ago

princessofyourdreams trans cum hard + post orgasem

princessofyourdreams trans cum hard + post orgasem

AShemaleTube 4 years ago

Curvy Trap with Huge Tits & Bigger Cock Goes Live

Curvy Trap with Huge Tits & Bigger Cock Goes Live

Pervclips 4 months ago

JessieBbwSissy - Plapgasm 4 (needed help from massager that time)

JessieBbwSissy - Plapgasm 4 (needed help from massager that time)

XHamster 8 months ago

Slutty Cum Extraction (1080p)

61% HD 0:05 / 12:19

Slutty Cum Extraction (1080p)

Clips4sale 4 years ago

Femdom Anal Annihilation: Dick-Sticking & XL Strap-On Pegging Part 3 of 5 (1080p)

57% HD 0:30 / 11:02

Femdom Anal Annihilation: Dick-Sticking & XL Strap-On Pegging Part 3 of 5 (1080p)

Clips4sale 2 years ago

TS Foxxy Punishes Slob Boyfriend with Drubbing & Nonstop Pounding!

TS Foxxy Punishes Slob Boyfriend with Drubbing & Nonstop Pounding!

ShemaleSin 4 months ago

Harris Morrison Private Show

69% HD 2:00 / 9:10

Harris Morrison Private Show

Flirt4Free 2 years ago

"I've Learned To Have A Fun Not Cumming" Sissy Femboy Chastity & Self Foot Worship + CBT Shemale Ball Slap

"I've Learned To Have A Fun Not Cumming" Sissy Femboy Chastity & Self Foot Worship + CBT Shemale Ball Slap

ShemaleSin 3 years ago

Liam & Jacob Private Show

62% HD 2:00 / 5:51

Liam & Jacob Private Show

Flirt4Free 2 years ago

Jamer & Owen & Hercules Private Show

43% HD 2:00 / 54:50

Jamer & Owen & Hercules Private Show

Flirt4Free 3 years ago

Kinky masoslut remote e-stim session April 21, 2021

Kinky masoslut remote e-stim session April 21, 2021

GayCK 5 years ago

Jamer & Owen & Hercules Private Show

45% HD 2:00 / 4:02

Jamer & Owen & Hercules Private Show

Flirt4Free 3 years ago

Sissy Panties, CBT and hard estim. Hands free orgasm.

Sissy Panties, CBT and hard estim. Hands free orgasm.

XHamster 2 years ago

sissylucylove trans 5 days caged without cum Cums 2 tims & swallows

sissylucylove trans 5 days caged without cum Cums 2 tims & swallows

AShemaleTube 3 years ago

Paulo & Liam Private Show

57% HD 2:00 / 10:03

Paulo & Liam Private Show

Flirt4Free 2 months ago

EXTREME CBT FEMDOM BALLBUSTING DOMINATRIX MISTRESS SISSY PEGGING BDSM HARDCORE BONDAGE TRANNY

EXTREME CBT FEMDOM BALLBUSTING DOMINATRIX MISTRESS SISSY PEGGING BDSM HARDCORE BONDAGE TRANNY

Eporner 1 year ago

Subordination Instructing kicking balls COCK AND BALL PLAY

Subordination Instructing kicking balls COCK AND BALL PLAY

UrGayPorn 2 years ago

Submissive T-Girl tape bound ball stretched CBT bound orgasms (WMV HD 8000kbps)

42% HD 0:10 / 14:29

Submissive T-Girl tape bound ball stretched CBT bound orgasms (WMV HD 8000kbps)

Clips4sale 1 year ago

EXTREME CBT FEMDOM BALLBUSTING DOMINATRIX MISTRESS SISSY PEGGING BDSM HARDCORE BONDAGE TRANNY

EXTREME CBT FEMDOM BALLBUSTING DOMINATRIX MISTRESS SISSY PEGGING BDSM HARDCORE BONDAGE TRANNY

Eporner 1 year ago

Cruel Ball Beating til You Cum!! Trans Femdom CBT, Edging w Cruella Kay

Cruel Ball Beating til You Cum!! Trans Femdom CBT, Edging w Cruella Kay

Clips4sale 2 months ago

Ultimate torture for beta losers! Stop & Go masturbation to a pixel butt! Transsexual JOI CEI

Ultimate torture for beta losers! Stop & Go masturbation to a pixel butt! Transsexual JOI CEI

Amateur8 3 months ago

Sissy Gal Plapping Compilation

Sissy Gal Plapping Compilation

ShemaleSin 5 months ago

Muffin's Very First Sesh: Pleading to Jism

Muffin's Very First Sesh: Pleading to Jism

TrannyGem 9 months ago

Hot MILF with Big Tits Gets Disgraced and Ass Fucked in Porn Store

57% HD 1:01 / 1:22:15

Hot MILF with Big Tits Gets Disgraced and Ass Fucked in Porn Store

FapHouse 6 months ago

Mistress Tatjana - My Sissy Property Jenna

Mistress Tatjana - My Sissy Property Jenna

Clips4sale 3 years ago

EXTREME CBT FEMDOM BALLBUSTING DOMINATRIX MISTRESS SISSY PEGGING BDSM HARDCORE BONDAGE TRANNY

EXTREME CBT FEMDOM BALLBUSTING DOMINATRIX MISTRESS SISSY PEGGING BDSM HARDCORE BONDAGE TRANNY

Eporner 1 year ago

Trans in latex post climax punishment FULL MOVIE SCENE

Trans in latex post climax punishment FULL MOVIE SCENE

Amateur8 3 years ago

Lara Croft Asking To Eat Her Ass With Her Thick Cock - Hentai Handjob Guided

Lara Croft Asking To Eat Her Ass With Her Thick Cock - Hentai Handjob Guided

XHamster 1 year ago

Castration bands play - Blue balls

Castration bands play - Blue balls

XHamster 3 years ago

Paulo & Jose & Sander Private Show

Paulo & Jose & Sander Private Show

Flirt4Free 3 months ago

Chastity Sissy Floozy Training - Jessica Bloom Giant Anal Climax

Chastity Sissy Floozy Training - Jessica Bloom Giant Anal Climax

ShemaleSin 2 years ago

Hardcore Trans CBT &amp_ Throatfucking by Muscle Dom ending with Huge Facial

Premium HD 20:55

Hardcore Trans CBT &amp_ Throatfucking by Muscle Dom ending with Huge Facial

XNXXGold 4 months ago

Crossdressing Style Model Anastasia Harris rails fake penis with a Passion & Self-COCK AND BALL TORTURE with Rock Hard Spanks

Crossdressing Style Model Anastasia Harris rails fake penis with a Passion & Self-COCK AND BALL TORTURE with Rock Hard Spanks

TrannyGem 1 year ago

Horny crossdresser Kirsty pegs his erect nipples and wanks big cock for epic cumshot

Horny crossdresser Kirsty pegs his erect nipples and wanks big cock for epic cumshot

AShemaleTube 10 years ago

Princess Udders - Gooey Fluid MILF

66% HD 0:39 / 11:12

Princess Udders - Gooey Fluid MILF

FapHouse 2 weeks ago

EXTREME CBT FEMDOM BALLBUSTING DOMINATRIX MISTRESS SISSY PEGGING BDSM HARDCORE BONDAGE TRANNY

EXTREME CBT FEMDOM BALLBUSTING DOMINATRIX MISTRESS SISSY PEGGING BDSM HARDCORE BONDAGE TRANNY

Eporner 1 year ago

Mistress Fetish Transexual Alekssandra Submissive Rubber Slave Anal Bondage Training! Shemale Fucks His Straight Tight Ass!

Mistress Fetish Transexual Alekssandra Submissive Rubber Slave Anal Bondage Training! Shemale Fucks His Straight Tight Ass!

XVideos 5 months ago

Jhordy & Maxx Private Show

62% HD 2:00 / 4:12

Jhordy & Maxx Private Show

Flirt4Free 1 year ago

Sex and Cum with Elias & Elix

33% HD 2:00 / 44:59

Sex and Cum with Elias & Elix

Flirt4Free 1 year ago

Trans male tortures clitoris - not allowed to cum or edge - anal sextoy!

Trans male tortures clitoris - not allowed to cum or edge - anal sextoy!

ShemaleSin 1 month ago

Best of Femdom Pegging - Strap-On & Cum Compilation Clip 1

Best of Femdom Pegging - Strap-On & Cum Compilation Clip 1

XHamster 1 month ago

Chubby Furry Tranny gets Castrated by a Cute Furry

Chubby Furry Tranny gets Castrated by a Cute Furry

SexPester 1 year ago

Ha-ha! Hard milking with funny balls

Ha-ha! Hard milking with funny balls

XVideos 3 years ago

From secretary to submissive - Intense bondage, CBT &amp_ edging cumshot bonus clip

From secretary to submissive - Intense bondage, CBT &amp_ edging cumshot bonus clip

XVideos 1 year ago

I'm Angry with You, My Boy! as a Punishment, You Punch Yourself While Jerking off! JOI CBT German

47% HD 0:39 / 7:44

I'm Angry with You, My Boy! as a Punishment, You Punch Yourself While Jerking off! JOI CBT German

FapHouse 7 months ago

Tranny Bounded with Sex-toy Has to Cum

66% HD 0:39 / 3:21

Tranny Bounded with Sex-toy Has to Cum

FapHouse 8 months ago

Sissy Slut Ball Busting Jessica Bloom Has Two Plapping Orgsams Back to Back And Eats Her Own Cum!

Sissy Slut Ball Busting Jessica Bloom Has Two Plapping Orgsams Back to Back And Eats Her Own Cum!

XVideos 2 weeks ago

Jhon & Derek & Chris Private Show

Jhon & Derek & Chris Private Show

Flirt4Free 4 years ago

Princess Udders - Gooey Fluid MILF

HD 0:39 / 11:12

Princess Udders - Gooey Fluid MILF

FapHouse 2 weeks ago

Slave Recruiter for Master

63% HD 2:00 / 27:23

Slave Recruiter for Master

Flirt4Free 4 years ago

Master & Christian Mckenzie & Christian Rey Private Show

54% HD 2:00 / 11:48

Master & Christian Mckenzie & Christian Rey Private Show

Flirt4Free 3 years ago

Patric & Simon & Frederick Private Show

61% HD 2:00 / 5:08

Patric & Simon & Frederick Private Show

Flirt4Free 2 years ago

Jhordy & Maxx Private Show

48% HD 2:00 / 1:21:10

Jhordy & Maxx Private Show

Flirt4Free 1 year ago

Jhon & Derek & Chris Private Show - Part 2

67% HD 2:00 / 5:56

Jhon & Derek & Chris Private Show - Part 2

Flirt4Free 4 years ago

Aroon & Owen & Hades Private Show

61% HD 2:00 / 4:59

Aroon & Owen & Hades Private Show

Flirt4Free 4 years ago

Nastiest Convo Ever Recorded

54% HD 2:00 / 38:36

Nastiest Convo Ever Recorded

Flirt4Free 11 years ago

Futa Mistress Esdeath Joi Cbt Cei (Ice Play, Ice Cubes, Edging, Anal Play, Cum Eating, Milking, Post Orgasm Fun)

Futa Mistress Esdeath Joi Cbt Cei (Ice Play, Ice Cubes, Edging, Anal Play, Cum Eating, Milking, Post Orgasm Fun)

XVideos 4 years ago

Trans in latex post orgasm torture FULL VIDEO

Trans in latex post orgasm torture FULL VIDEO

PornFreeNow 3 years ago

Angel Joseph Private Show

Angel Joseph Private Show

Flirt4Free 2 weeks ago

Torturing My Cock and Penis Pump

59% HD 2:00 / 32:46

Torturing My Cock and Penis Pump

Flirt4Free 4 years ago

Verbal Domination + Giant Cumshot

51% HD 2:00 / 21:32

Verbal Domination + Giant Cumshot

Flirt4Free 3 years ago

Roy & Hercules & Jamer Private Show

37% HD 2:00 / 29:27

Roy & Hercules & Jamer Private Show

Flirt4Free 3 years ago

Elix & Elias & Paulo Private Show

64% HD 2:00 / 4:57

Elix & Elias & Paulo Private Show

Flirt4Free 10 months ago

Cum in the Mouth, Kissing, Fucking and Sucking

60% HD 2:00 / 1:09:57

Cum in the Mouth, Kissing, Fucking and Sucking

Flirt4Free 3 years ago

Jhordy & Maxx Private Show

51% HD 2:00 / 53:16

Jhordy & Maxx Private Show

Flirt4Free 1 year ago

Plapping Cumshot and Cum Swallow Locktober Sissy Slut Jessica Bloom

65% HD 1:01 / 9:41

Plapping Cumshot and Cum Swallow Locktober Sissy Slut Jessica Bloom

FapHouse 10 months ago

Angel Joseph Private Show

Angel Joseph Private Show

Flirt4Free 1 month ago

Alexander & Francesco & Jamer Private Show

Alexander & Francesco & Jamer Private Show

Flirt4Free 3 years ago

Izzi Party on Aug 11, 2026 - Part 2

4K 2:00 / 12:52

Izzi Party on Aug 11, 2026 - Part 2

Flirt4Free 4 weeks ago

Matt & Elvis & Aron Private Show

Matt & Elvis & Aron Private Show

Flirt4Free 3 years ago

30 minutes of orgasm torture! The Max 2 makes me cum lots!!

30 minutes of orgasm torture! The Max 2 makes me cum lots!!

RedTube Unknown

Hardcore Trans CBT & Throatfucking by Muscle Dom ending with Huge Facial

Premium HD 20:55

Hardcore Trans CBT & Throatfucking by Muscle Dom ending with Huge Facial

Sheer 4 months ago

Izzi Private Show

Izzi Private Show

Flirt4Free 2 weeks ago

Christian & Nicco & Elvis Private Show

Christian & Nicco & Elvis Private Show

Flirt4Free 2 years ago

Full Video - Estim & Sounding Cumshot - from soft to hard with all the tools at my disposal -

Full Video - Estim & Sounding Cumshot - from soft to hard with all the tools at my disposal -

XHamster 1 year ago

EXTREME CBT FEMDOM BALLBUSTING DOMINATRIX MISTRESS SISSY PEGGING BDSM HARDCORE BONDAGE TRANNY

EXTREME CBT FEMDOM BALLBUSTING DOMINATRIX MISTRESS SISSY PEGGING BDSM HARDCORE BONDAGE TRANNY

Eporner 1 year ago

Mikes Hanon Private Show

Mikes Hanon Private Show

Flirt4Free 4 years ago

Kaled & Lian Private Show

67% HD 2:00 / 17:56

Kaled & Lian Private Show

Flirt4Free 3 years ago

EXTREME CBT FEMDOM BALLBUSTING DOMINATRIX MISTRESS SISSY PEGGING BDSM HARDCORE BONDAGE TRANNY

EXTREME CBT FEMDOM BALLBUSTING DOMINATRIX MISTRESS SISSY PEGGING BDSM HARDCORE BONDAGE TRANNY

Eporner 1 year ago

Tranny Tied up, Whipped & Wax Treated

61% HD 1:01 / 12:40

Tranny Tied up, Whipped & Wax Treated

FapHouse 8 months ago

Celeste Darell Private Show

HD 2:00 / 21:38

Celeste Darell Private Show

Flirt4Free 2 years ago

Patric & Oliver Private Show

69% HD 2:00 / 8:26

Patric & Oliver Private Show

Flirt4Free 4 years ago

Futa step-mom wants you

51% 0:30 / 10:03

Futa step-mom wants you

Clips4sale 1 year ago

Hercules & Matt & Lance Private Show

Hercules & Matt & Lance Private Show

Flirt4Free 3 years ago

Trans Girl Receives Atomic Wedgie, CBT and Hard Spank. Ft Lucia Skywalker & Xfoxxylady

HD 0:39 / 14:12

Trans Girl Receives Atomic Wedgie, CBT and Hard Spank. Ft Lucia Skywalker & Xfoxxylady

FapHouse 1 year ago

Jasmine Dlight Jerking off with JOI in Red Satin Night Wear with Cumshot

57% HD 1:01 / 5:11

Jasmine Dlight Jerking off with JOI in Red Satin Night Wear with Cumshot

FapHouse 1 year ago

Kaled & Lian Private Show

HD 2:00 / 1:59:48

Kaled & Lian Private Show

Flirt4Free 3 years ago

You Pathetic Loser

60% 4K 2:00 / 17:38

You Pathetic Loser

Flirt4Free 1 year ago

Nipple torture while masturbating makes me cum hard Clip 3

Nipple torture while masturbating makes me cum hard Clip 3

XHamster 1 year ago

Rebeccas Pervertions 8

Rebeccas Pervertions 8

XHamster 1 year ago

Tovez & Tomy Private Show

Tovez & Tomy Private Show

Flirt4Free 1 year ago

Andres & Hercules & Lian Private Show

HD 2:00 / 16:15

Andres & Hercules & Lian Private Show

Flirt4Free 3 years ago

Elix & Elias & Paulo Private Show

63% HD 2:00 / 7:41

Elix & Elias & Paulo Private Show

Flirt4Free 1 year ago

Pop-Shot Compilation

Pop-Shot Compilation

4Gay 2 years ago

3 4 5 6 7

4,018 results found

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