Femdom Anal Training Videos (4,999)

Futanari Pegging Femdom Autofellatio Supercut 2026

Futanari Pegging Femdom Autofellatio Supercut 2026

XHamster 5 days ago

See the New Slave They Humiliate, Torment & Hard Fist

68% HD 1:01 / 18:02

See the New Slave They Humiliate, Torment & Hard Fist

FapHouse 1 year ago

Rigid Ass-Fuck Penetrate - Sissy - Female Dominance

Rigid Ass-Fuck Penetrate - Sissy - Female Dominance

TrannyGem 4 years ago

Mistress Fingers Me in Gloves

Mistress Fingers Me in Gloves

FapHouse 1 month ago

Pegging Hardcore Part 1

62% HD 1:01 / 25:58

Pegging Hardcore Part 1

FapHouse 6 months ago

Training Black Sissy Aliza to serve a Big Cock White Daddy Spitroasting Cum in Mouth Humiliation Deep Throat BWC

Training Black Sissy Aliza to serve a Big Cock White Daddy Spitroasting Cum in Mouth Humiliation Deep Throat BWC

XHamster 6 days ago

Feminized to Go to the Club

Feminized to Go to the Club

XHamster 2 months ago

Petra in virgin white,s

Petra in virgin white,s

XHamster 5 months ago

Treat Me Like a Sissy-slut

61% HD 0:39 / 18:39

Treat Me Like a Sissy-slut

FapHouse 9 months ago

Sissy Stuffing Perverted Tasks for Feminization Gay Training

Sissy Stuffing Perverted Tasks for Feminization Gay Training

XHamster 2 weeks ago

Chastity Sissygasm Compilation Encouragement - Sissy Jessica Bloom

Chastity Sissygasm Compilation Encouragement - Sissy Jessica Bloom

XHamster 1 year ago

Sissy Bunny Pegging: Lexi Sindel + Lianna Lawson + Kendra James, femdom, feminized, anal

HD 0:10 / 22:53

Sissy Bunny Pegging: Lexi Sindel + Lianna Lawson + Kendra James, femdom, feminized, anal

LoyalFans 5 days ago

Caged TS Gray Perrier Submits to Sadistic Sir

68% HD 0:39 / 36:19

Caged TS Gray Perrier Submits to Sadistic Sir

FapHouse 1 month ago

Anal Bash

ShemaleSex 2 weeks ago

Sissygasm for Domina

Sissygasm for Domina

XHamster 1 year ago

Assfucked in Armbinders

66% HD 0:39 / 16:45

Assfucked in Armbinders

FapHouse 4 months ago

Auntie caught her perverted sissy stepson masturbating on her clothes !!!

Auntie caught her perverted sissy stepson masturbating on her clothes !!!

XHamster 1 year ago

Sissification Appointment

Sissification Appointment

XHamster 3 months ago

Ojobless Man Resorts to Sex Change to Get Hired (full Movie)

Ojobless Man Resorts to Sex Change to Get Hired (full Movie)

XHamster 2 months ago

Latex Sissy Tutored By Chastity Fuckmachine Drubbing Cocksucking Pegging by Mistresse Mercer

Latex Sissy Tutored By Chastity Fuckmachine Drubbing Cocksucking Pegging by Mistresse Mercer

ShemaleSin 4 years ago

Mistress Dominates Sissy Slut

Mistress Dominates Sissy Slut

XHamster 1 month ago

Cuckold learns to make deep throat in foursome

Cuckold learns to make deep throat in foursome

XHamster 1 year ago

Man Transformed Into Woman to Go Clubbing

Man Transformed Into Woman to Go Clubbing

XHamster 2 months ago

Sissy Bitch Gets Pegged by 5 Sluts with Strap Ons

Sissy Bitch Gets Pegged by 5 Sluts with Strap Ons

XHamster 1 week ago

Sissy Trainer - Sissy - Feminization - Sissification

Sissy Trainer - Sissy - Feminization - Sissification

TrannyGem 3 years ago

Transformed husband into a slut and four more cocks and two dominatrixes

Transformed husband into a slut and four more cocks and two dominatrixes

XHamster 2 years ago

A Dominant Granny Trains These Little Whores

A Dominant Granny Trains These Little Whores

XHamster 10 months ago

Double Enemas, Custard, Bananas And A Sweet Mess All Over Us Clip 1

Double Enemas, Custard, Bananas And A Sweet Mess All Over Us Clip 1

XHamster 9 months ago

Dildoing GURLFRIEND's BUSSY until SISSYGASM and injecting CUM

Dildoing GURLFRIEND's BUSSY until SISSYGASM and injecting CUM

XHamster 1 year ago

Tempted in Damazonia's Garden: Bound & Gaped for a Pegnic feat. TS Jasmine Lotus

74% 0:30 / 19:48

Tempted in Damazonia's Garden: Bound & Gaped for a Pegnic feat. TS Jasmine Lotus

Clips4sale 1 year ago

Tantaly : Chastity Release: The Last Penetration of your Life? Mistress Julia

Tantaly : Chastity Release: The Last Penetration of your Life? Mistress Julia

XHamster 2 years ago

Spandex Sissy Punished by V-Card Fuckmachine Smacking Dickblowing Pegging by Domina Mercer

Spandex Sissy Punished by V-Card Fuckmachine Smacking Dickblowing Pegging by Domina Mercer

TrannyGem 4 years ago

Couples Honeymoon Ruined by 2 Dommes

Couples Honeymoon Ruined by 2 Dommes

XHamster 3 weeks ago

Turning My Husband Into Transgirl superslut, Nymph first-ever time with Transgender Princess

Turning My Husband Into Transgirl superslut, Nymph first-ever time with Transgender Princess

TrannyGem 1 year ago

Swallow My Cum

55% HD 1:01 / 15:15

FapHouse 1 year ago

Mistress Flo Fists the Ass of Two Mature Transvestites

Mistress Flo Fists the Ass of Two Mature Transvestites

XHamster 9 months ago

AB106 Conpletely domesticated kinky sissy slave- face sitting cumshot edging

AB106 Conpletely domesticated kinky sissy slave- face sitting cumshot edging

XHamster 2 years ago

Blessed Japanese Fresh Yr-Crimson food contest and super-cute deep-throat job

Blessed Japanese Fresh Yr-Crimson food contest and super-cute deep-throat job

TrannyGem 4 years ago

Intense Pegging of Tgirl on Bondage Bench Leather Goddess

63% HD 1:01 / 10:59

Intense Pegging of Tgirl on Bondage Bench Leather Goddess

FapHouse 3 weeks ago

AB112 Maid human fucktoy training - squirting,cumshot (Chinese and English subtitles)

AB112 Maid human fucktoy training - squirting,cumshot (Chinese and English subtitles)

XHamster 2 years ago

The new gardener is being trained 4K

57% 4K 0:11 / 22:53

The new gardener is being trained 4K

Clips4sale 3 years ago

Chastity & Anal Training My Collared Slave Girl - Bondage, Denial & Strict Control! Ft. River Enza

63% HD 0:10 / 16:02

Chastity & Anal Training My Collared Slave Girl - Bondage, Denial & Strict Control! Ft. River Enza

LoyalFans 1 year ago

Huge BBC Anal Strap on - Anal Training

Huge BBC Anal Strap on - Anal Training

XHamster 1 week ago

FemdomRAW: The Hottest Dominant Bitches

FemdomRAW: The Hottest Dominant Bitches

Eporner 1 year ago

onlyfans - yasmine lee wanna play with this milf girldick porn video

onlyfans - yasmine lee wanna play with this milf girldick porn video

TransDoe 1 year ago

Sissy Slut Fuck Doll Takes Anal Fisting, Pegging & Fuck Machine with HUGE DILDO Hardcore Femdom Porn!

Sissy Slut Fuck Doll Takes Anal Fisting, Pegging & Fuck Machine with HUGE DILDO Hardcore Femdom Porn!

Lesbian8 1 year ago

Humiliating Footplay & Powerful Fisting on Submissive Tgirl

Humiliating Footplay & Powerful Fisting on Submissive Tgirl

XHamster 4 weeks ago

STRAIGHT GUYS LOVE SHEMALES - ENCOURAGED BI

60% HD 0:10 / 25:08

STRAIGHT GUYS LOVE SHEMALES - ENCOURAGED BI

LoyalFans 10 months ago

Her Slave Uncaged - Chelsea Poe and Sinn Sage Trans Lesbian Domination With BDSM and Strapon Fucking

HD 0:19 / 32:41

Her Slave Uncaged - Chelsea Poe and Sinn Sage Trans Lesbian Domination With BDSM and Strapon Fucking

Clips4sale 10 months ago

Intense Pegging of Tgirl on Bondage Bench Leather Goddess

HD 0:39 / 10:59

Intense Pegging of Tgirl on Bondage Bench Leather Goddess

FapHouse 3 weeks ago

Blindfolded sissy slut training

Blindfolded sissy slut training

XHamster 2 years ago

Yanasissy21's Sissy Slave Training

Yanasissy21's Sissy Slave Training

EpicGFs 2 weeks ago

Goddess Kyaa & River Enza in Gape Training 1

Goddess Kyaa & River Enza in Gape Training 1

Some.Porn 1 year ago

TS Headmistress dominates JOI

TS Headmistress dominates JOI

ShemaleSin 3 years ago

Jobless Man Resorts to Feminization to Get Hired

Jobless Man Resorts to Feminization to Get Hired

XHamster 2 months ago

She Will Take Care of Her Trans Slave During a Medical Examination

65% HD 0:39 / 8:19

She Will Take Care of Her Trans Slave During a Medical Examination

FapHouse 9 months ago

Humiliating Footplay & Powerful Fisting on Submissive Tgirl

HD 1:01 / 17:32

Humiliating Footplay & Powerful Fisting on Submissive Tgirl

FapHouse 4 weeks ago

Dungeon Bondage Trans Gets Anal Training

68% HD 1:01 / 16:32

Dungeon Bondage Trans Gets Anal Training

FapHouse 5 months ago

Lesbian Shemale Making Love in Japanese School Uniform

Lesbian Shemale Making Love in Japanese School Uniform

XHamster 1 year ago

Goddess Kyaa & River Enza in Gape Training 1

Goddess Kyaa & River Enza in Gape Training 1

Some.Porn 1 year ago

Sissy Femboy Feminized by Trans Roomie

Sissy Femboy Feminized by Trans Roomie

MyTransfix 1 month ago

Innocence URINATE and HANDBALLING for SISSY marionette

Innocence URINATE and HANDBALLING for SISSY marionette

TrannyGem 3 years ago

IT’S NOT MY FAULT

52% HD 0:10 / 14:08

IT’S NOT MY FAULT

LoyalFans 3 years ago

SHEMALES MAKE YOU JERK OFF

49% HD 0:10 / 9:31

SHEMALES MAKE YOU JERK OFF

LoyalFans 10 months ago

CHECKING PEGGING SISSY HOLES

CHECKING PEGGING SISSY HOLES

AShemaleTube 1 year ago

INTOLERABLE EDGING

INTOLERABLE EDGING

WebcamBros 8 months ago

Xxx ass fucking instructing for sissy, strap-on, giant fuck stick, facefucking. TOTAL on MV

Xxx ass fucking instructing for sissy, strap-on, giant fuck stick, facefucking. TOTAL on MV

TrannyGem 11 months ago

Feminization and Pegging of My Chastity Slave: Teaser Live Cam Replay: Mistress Julia

Feminization and Pegging of My Chastity Slave: Teaser Live Cam Replay: Mistress Julia

XHamster 2 years ago

Beating Up BubblePinkElle

Beating Up BubblePinkElle

Clips4sale 10 months ago

Top 10 Sissy Ideas 2023 (pegging, Butt Plugs, Piss, Chastity, Diapers, Enema)

Top 10 Sissy Ideas 2023 (pegging, Butt Plugs, Piss, Chastity, Diapers, Enema)

XHamster 1 year ago

Husband dressed up like a sissy bitch & pegged in his tight ass hole

Husband dressed up like a sissy bitch & pegged in his tight ass hole

XHamster 3 years ago

SISSYGAMS Fest!! No mercy PEGGING gave me 8x PROSTATE ORGASMS!

SISSYGAMS Fest!! No mercy PEGGING gave me 8x PROSTATE ORGASMS!

XHamster 1 year ago

Husband gets sissified and his ass pegged

Husband gets sissified and his ass pegged

XHamster 2 years ago

AB087 Sensitive demonized model college girls - pegging (Asian and English subtitles)

AB087 Sensitive demonized model college girls - pegging (Asian and English subtitles)

TransTube.tv 1 year ago

Transforming My Boyfriend: A New Adventure in Bedroom Training

Transforming My Boyfriend: A New Adventure in Bedroom Training

JuicyVid 7 months ago

Scene 1 - Sissy Dreamland - Punk rock dominates & makes feminized femboy suck BBC strapon dildo

Scene 1 - Sissy Dreamland - Punk rock dominates & makes feminized femboy suck BBC strapon dildo

XHamster 2 years ago

Couples Honeymoon Ruined by 2 Dommes

Couples Honeymoon Ruined by 2 Dommes

XHamster 4 weeks ago

Bossy wife begs her hubby while he wears lingerie - Femdom

Bossy wife begs her hubby while he wears lingerie - Femdom

Fapality 2 years ago

Treat Me Like a Sissy-slut

Treat Me Like a Sissy-slut

XHamster 2 months ago

Trained Japanese Trans Chooses Frenchman for Reverse Af

67% HD 1:01 / 39:33

Trained Japanese Trans Chooses Frenchman for Reverse Af

FapHouse 3 months ago

POV Sissy Fisting

57% 1:01 / 8:16

POV Sissy Fisting

FapHouse 3 months ago

SHEMALE SNAKE INVASION

54% HD 0:10 / 13:25

SHEMALE SNAKE INVASION

LoyalFans 1 year ago

Sissy Victim's Very First Bad Dragon Spreading Sesh with E-stim Encouragement by Domme Mercer

Sissy Victim's Very First Bad Dragon Spreading Sesh with E-stim Encouragement by Domme Mercer

TrannyGem 3 years ago

Hard Anal Training for Lana Trap

Hard Anal Training for Lana Trap

Tranny.one 4 years ago

Imagine You Are Fucking a Boy!

75% HD 1:01 / 12:06

Imagine You Are Fucking a Boy!

FapHouse 1 year ago

Greek Cd hubby pegged to assgasm

Greek Cd hubby pegged to assgasm

ShemaleSin 4 years ago

Trans Girl August Harper Fucked like a Whore Part 1

Trans Girl August Harper Fucked like a Whore Part 1

Clips4sale 2 years ago

Ding-Dong Fick! Sei meine kleine SCHLAMPE

Ding-Dong Fick! Sei meine kleine SCHLAMPE

MatureTubeHere 3 years ago

Tiny cocked sissy gets humiliated whilst her boi pussy stretched

Tiny cocked sissy gets humiliated whilst her boi pussy stretched

XHamster 11 months ago

SHEMALE TENTACLE INVASION

55% HD 0:15 / 13:25

SHEMALE TENTACLE INVASION

Clips4sale 1 year ago

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

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

XHamster 2 years ago

LEZ BE BAD - Femdom MILF Elise Graves Trains Victoria Voxxx To DOMINATE Yhivi With BDSM Bondage

LEZ BE BAD - Femdom MILF Elise Graves Trains Victoria Voxxx To DOMINATE Yhivi With BDSM Bondage

Some.Porn 7 months ago

Sissy Slut Anal Destruction

48% HD 0:39 / 19:58

Sissy Slut Anal Destruction

FapHouse 1 year ago

Sissy bitch gets pegged and their tiny pathetic pushed inside of her

Sissy bitch gets pegged and their tiny pathetic pushed inside of her

XHamster 1 year ago

CUM DIET

46% 0:11 / 10:13

Clips4sale 4 years ago

Petra the horny little shedevil

Petra the horny little shedevil

XHamster 3 months ago

Fuck-Fest Gimps sixty-nine Dual female domination Pegging and Sissy Jizzing with Face-Sitting on the Fuckmachine

Fuck-Fest Gimps sixty-nine Dual female domination Pegging and Sissy Jizzing with Face-Sitting on the Fuckmachine

TrannyGem 10 months ago

Wondrous Fem Dom and Mature Shemale Predominate and Fem a Sissy

Wondrous Fem Dom and Mature Shemale Predominate and Fem a Sissy

TrannyGem 4 years ago

Double Fuck for Sissy Hole

Double Fuck for Sissy Hole

XHamster 8 months ago

AB071 Sissy tranining and unloading(kittle,wire on ,Demolished Ejaculation,S&M Dick-head responsibility)

AB071 Sissy tranining and unloading(kittle,wire on ,Demolished Ejaculation,S&M Dick-head responsibility)

Transvids.tv 1 year ago

Training a football played to take girl dick

Training a football played to take girl dick

XHamster 5 months ago

Begging for a Pegging

65% HD 0:10 / 14:57

Begging for a Pegging

LoyalFans 2 years ago

Anal Bash

XHamster 2 months ago

Sissy licks Alpha's schlong And Takes A Messy Facial While Dominatrix Whispers Encouragement

Sissy licks Alpha's schlong And Takes A Messy Facial While Dominatrix Whispers Encouragement

DeegX 3 years ago

The perfect anal training - Part 2

The perfect anal training - Part 2

XVideos 1 year ago

Your sissy cunt will be fucked today with my huge strapon - Sissification & Feminization with Lady Julina

Your sissy cunt will be fucked today with my huge strapon - Sissification & Feminization with Lady Julina

XHamster 3 years ago

Consequences for Breaking Out of Chastity

70% HD 1:01 / 42:05

Consequences for Breaking Out of Chastity

FapHouse 3 months ago

Sissy Slut Pegging Compilation Vol.1

HD 0:39 / 18:50

Sissy Slut Pegging Compilation Vol.1

FapHouse 1 year ago

Fortune Teller Tells Him to Transition

Fortune Teller Tells Him to Transition

XHamster 4 weeks ago

Good Boy Takes Cock From Hot Dominatrix

66% HD 0:39 / 6:59

Good Boy Takes Cock From Hot Dominatrix

FapHouse 1 week ago

Twinkerbell Pegging the Lost Femboi in Chastity

Twinkerbell Pegging the Lost Femboi in Chastity

XHamster 1 year ago

Dont Rush Me Slave

65% 1:01 / 8:09

Dont Rush Me Slave

FapHouse 9 months ago

Tied up and fucked - sissy is at shemales mercy

Tied up and fucked - sissy is at shemales mercy

XHamster 4 years ago

Shemale Cock The****-Fantasy

66% HD 0:21 / 11:03

Shemale Cock The****-Fantasy

IWantClips 2 months ago

SISSY FOOTFUCK: MissVSP toys, pegs & foot fucks sissy

HD 0:25 / 45:38

SISSY FOOTFUCK: MissVSP toys, pegs & foot fucks sissy

Sissyboy Cuckold Slave Training Pegging First Time

Sissyboy Cuckold Slave Training Pegging First Time

XHamster 6 months ago

Married couple home pegging training

Married couple home pegging training

XHamster 2 years ago

Sissy in red bodysuit and cowboy hat and strapon in ass

Sissy in red bodysuit and cowboy hat and strapon in ass

XHamster 1 year ago

Sissys Dream 1

46% HD 0:39 / 13:14

FapHouse 1 year ago

Mistress Dominates Super Sexy Sissy

Mistress Dominates Super Sexy Sissy

XHamster 1 month ago

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