Training (7,959)

MISTRESS DRILLER TRAINING HER PUPPY’s PUSSY

MISTRESS DRILLER TRAINING HER PUPPY’s PUSSY

AShemaleTube 3 years ago

Handcuff Blowjob : t4t Facial Cumshot Femdom Facefucking Petite British Trans Cutie

Premium 4K 18:55

Handcuff Blowjob : t4t Facial Cumshot Femdom Facefucking Petite British Trans Cutie

Clips4sale 1 year ago

MAKING LUNA A SLUT FOR OUR STRAPON COCKS 1080P - ELLIE IDOL, CHASTITY LYNN & LUNA LAIKA

71% HD 0:11 / 21:24

MAKING LUNA A SLUT FOR OUR STRAPON COCKS 1080P - ELLIE IDOL, CHASTITY LYNN & LUNA LAIKA

Clips4sale 3 years ago

THE 4 STEPS TO A SISSYGASM

43% 4K 0:25 / 8:06

THE 4 STEPS TO A SISSYGASM

Clips4sale 1 year ago

THE TRAINING OF MY TS SLAVE GIRL PT 2 *HD 1080*

58% HD 0:10 / 7:00

THE TRAINING OF MY TS SLAVE GIRL PT 2 *HD 1080*

LoyalFans 2 years ago

Sissy Training - Sissygasm Encouragement Jessica Bloom

Sissy Training - Sissygasm Encouragement Jessica Bloom

XHamster 4 years 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

Sissfying my boyfriend

Sissfying my boyfriend

Clips4sale 2 years ago

Dumb Bitch for BBC: FUTA CUSTOM 7 | MahoganyQen

63% HD 0:26 / 9:12

Dumb Bitch for BBC: FUTA CUSTOM 7 | MahoganyQen

Clips4sale 3 years ago

Caught My Boyfriend Cheating With A Tranny Part 1

54% HD 0:25 / 13:02

Caught My Boyfriend Cheating With A Tranny Part 1

Clips4sale 3 years ago

Accomplishments in your Mistress's name [1080p, mp4]

71% HD 0:14 / 10:03

Accomplishments in your Mistress's name [1080p, mp4]

Clips4sale 3 years ago

Kendra James: Naughty Puppy Gets Fucked

65% HD 0:11 / 16:33

Kendra James: Naughty Puppy Gets Fucked

Clips4sale 4 years ago

TWO AMAZONS - ONE SUB (Kim Wagner & Mistress Yuna)

64% 0:30 / 13:14

TWO AMAZONS - ONE SUB (Kim Wagner & Mistress Yuna)

Clips4sale 1 year ago

Boy Dressed like girl Trampled By Blonde Girl

68% 0:30 / 10:43

Boy Dressed like girl Trampled By Blonde Girl

Clips4sale 1 year ago

Mommy trains a Bad Kitty

Mommy trains a Bad Kitty

AShemaleTube 3 years ago

Sissy Slut Training with Helena Price pt 1

HD 0:10 / 29:34

Sissy Slut Training with Helena Price pt 1

LoyalFans 6 months ago

Blonde Trans Bimbo TS Natasha Magenta Blowjob and Facial

59% HD 0:27 / 9:25

Blonde Trans Bimbo TS Natasha Magenta Blowjob and Facial

Clips4sale 2 years ago

Mrs Nara Sissification Training - Complete: A one-way trip from Boy to Slut (720 EN-sub)

66% HD 0:47 / 50:04

Mrs Nara Sissification Training - Complete: A one-way trip from Boy to Slut (720 EN-sub)

Clips4sale 2 years ago

YOUR JOURNEY TO BEING MY COCKSUCKER

4K 0:25 / 15:42

YOUR JOURNEY TO BEING MY COCKSUCKER

Clips4sale 3 years ago

BNWO Sissy Breeding Stables

42% HD 0:29 / 10:41

BNWO Sissy Breeding Stables

Clips4sale 10 months ago

Sissy Girl Jessica Kat Handjob While Mummified!

62% 0:33 / 25:44

Sissy Girl Jessica Kat Handjob While Mummified!

Clips4sale 1 year ago

Dressed Up And Bullied

39% 0:35 / 13:37

Dressed Up And Bullied

Clips4sale 2 years ago

High Heels Love Tongue Worship (1080p)

64% HD 0:30 / 7:06

High Heels Love Tongue Worship (1080p)

Clips4sale 1 year ago

TS BRAT GIRL FUCKED BY MISTRESS

HD 0:10 / 17:56

TS BRAT GIRL FUCKED BY MISTRESS

LoyalFans 4 years ago

4K - What's under my trench coat EP 1 - Fishnet Lingerie

63% 4K 0:22 / 30:01

4K - What's under my trench coat EP 1 - Fishnet Lingerie

Clips4sale 2 months ago

BONDAGE BODY SWAP

63% HD 0:29 / 9:01

BONDAGE BODY SWAP

Clips4sale 2 months ago

brace face trans teen sucks cock and deep throat while caged

68% 0:15 / 12:54

brace face trans teen sucks cock and deep throat while caged

Clips4sale 1 year ago

Tania training slave part 2

67% 4K 0:10 / 11:26

Tania training slave part 2

Clips4sale 2 years ago

Total Sissy Amnesia

61% HD 0:30 / 13:15

Total Sissy Amnesia

Clips4sale 9 months ago

Self Sucking Sissy Rimmed And Milked By Girlfriend - (Sissy Jessica Bloom)

Self Sucking Sissy Rimmed And Milked By Girlfriend - (Sissy Jessica Bloom)

XHamster 2 years ago

trans egirl in pink lingerie BLACKED and busts her balls

trans egirl in pink lingerie BLACKED and busts her balls

Clips4sale 1 year ago

SWALLOW SHEMALE CUM FOR GODDESS FAITH - PART 2

57% 0:30 / 7:05

SWALLOW SHEMALE CUM FOR GODDESS FAITH - PART 2

Clips4sale 8 months ago

4K - Girl Cock Worshipping + Secretary Dress Tearing {TEARING FEST}

66% 4K 0:11 / 23:50

4K - Girl Cock Worshipping + Secretary Dress Tearing {TEARING FEST}

Clips4sale 1 year ago

SISSY KALEB EXPOSED

SISSY KALEB EXPOSED

LoyalFans 3 years ago

Not Quite Your Diaper Fairy Tale

55% 0:29 / 13:08

Not Quite Your Diaper Fairy Tale

Clips4sale 3 years ago

Two Sissies Captured for Lady Sara Borgia's Sissy School (4K)

4K 0:15 / 11:37

Two Sissies Captured for Lady Sara Borgia's Sissy School (4K)

Clips4sale 1 month ago

Blasphemous Prostate Pound

68% 0:42 / 10:46

Blasphemous Prostate Pound

Clips4sale 10 months ago

Be My Sissy Valentine and Suck My Cock

66% 0:30 / 8:51

Be My Sissy Valentine and Suck My Cock

Clips4sale 1 year ago

Tgirl maid (TS Yakira) spitroasted for jerking off in kitchen & left with a cum facial

Tgirl maid (TS Yakira) spitroasted for jerking off in kitchen & left with a cum facial

Clips4sale 2 years ago

Bisexual Foursome Two Sissy and Two Dominant Princesses

Bisexual Foursome Two Sissy and Two Dominant Princesses

XHamster 2 years ago

Extreme Anal Gape Xxxl Dildo & Fuck Machine

Extreme Anal Gape Xxxl Dildo & Fuck Machine

XHamster 9 months ago

Trans gf Daniela Chanel boinks bf in his booty.

Trans gf Daniela Chanel boinks bf in his booty.

TrannyGem 3 years ago

Mia Thorne Trains Cherry Tgirl Acquaintance How to Have Hookup UTTER FLICK ON FANSLY

Mia Thorne Trains Cherry Tgirl Acquaintance How to Have Hookup UTTER FLICK ON FANSLY

Transvids.tv 1 year ago

Your First Sissy Training Assignment

57% HD 0:17 / 11:52

Your First Sissy Training Assignment

Clips4sale 1 year ago

Towing the Line Finale

54% HD 0:10 / 13:02

Towing the Line Finale

LoyalFans 4 years ago

Locktober - Plap those pathetic balls

64% 0:30 / 10:52

Locktober - Plap those pathetic balls

Clips4sale 10 months ago

So You Want To Be a Girl? - BBW Sydney Screams Knows You Fantasize About Transitioning Into a Woman - HD 720 WMV

66% HD 0:22 / 11:04

So You Want To Be a Girl? - BBW Sydney Screams Knows You Fantasize About Transitioning Into a Woman - HD 720 WMV

Clips4sale 1 year ago

Imposed Feminization and Double Domination

42% HD 0:30 / 58:28

Imposed Feminization and Double Domination

Clips4sale 1 year ago

15 days MTF transformation - sissy training - crossdresser - chastity belt - assgasm

42% HD 0:10 / 14:09

15 days MTF transformation - sissy training - crossdresser - chastity belt - assgasm

LoyalFans 1 year ago

Worship our Heels: Ebony domme & Trans Domme

Worship our Heels: Ebony domme & Trans Domme

Clips4sale 3 years ago

30 Giorni per Diventare la Mia Sissy Perfetta ITA

HD 0:25 / 11:08

30 Giorni per Diventare la Mia Sissy Perfetta ITA

Clips4sale 3 weeks ago

A sissy performance review

54% HD 0:30 / 22:12

A sissy performance review

Clips4sale 1 year ago

2873 MILF Controls boy

66% HD 0:15 / 18:19

2873 MILF Controls boy

IWantClips 1 month ago

Sissy is made to serve cock

55% HD 0:30 / 10:43

Sissy is made to serve cock

Clips4sale 1 year ago

Cock Training For Cumsluts

HD 0:10 / 16:45

Cock Training For Cumsluts

LoyalFans 3 weeks ago

Peg For It

HD 0:21 / 12:03

Clips4sale 2 years ago

Nara and Duda initiates Ts Girl Laura into ballbusting (720 EN-sub)

56% HD 0:31 / 18:42

Nara and Duda initiates Ts Girl Laura into ballbusting (720 EN-sub)

Clips4sale 1 year ago

BLUE MONDAY: THE VOLUNTARY – PART 2: THE MULTIGAG

65% 0:12 / 14:04

BLUE MONDAY: THE VOLUNTARY – PART 2: THE MULTIGAG

Clips4sale 1 year ago

Cum Guzzling Sissy Maids

HD 0:10 / 24:47

Cum Guzzling Sissy Maids

LoyalFans 1 month ago

Mrs Nara and 4 TS uses a guy and a girl as fuck holes - Complete (1080 EN-sub)

48% 4K 0:29 / 42:03

Mrs Nara and 4 TS uses a guy and a girl as fuck holes - Complete (1080 EN-sub)

Clips4sale 3 years ago

Turning You Into My Doll

58% 0:26 / 7:04

Turning You Into My Doll

Clips4sale 1 year ago

Katie Fox is the SLUT trainer

63% HD 0:10 / 41:46

Katie Fox is the SLUT trainer

LoyalFans 1 month ago

Mistress Elizabelle Dixie trains and fucks PuppyGirl Variety Itsol session: two

60% 0:30 / 5:48

Mistress Elizabelle Dixie trains and fucks PuppyGirl Variety Itsol session: two

Clips4sale 1 year ago

4K - Needy Jirai-Kei Femboy in Kimono - Oiran Double Cum Climax

4K 0:18 / 28:37

4K - Needy Jirai-Kei Femboy in Kimono - Oiran Double Cum Climax

Clips4sale 4 weeks ago

Helloween filthy BDSM Party - Orgy - Full - FEMDOM - SPH - Tranny - Big Butt - Humiliation - Part 2

4K 0:55 / 17:07

Helloween filthy BDSM Party - Orgy - Full - FEMDOM - SPH - Tranny - Big Butt - Humiliation - Part 2

Clips4sale 10 months ago

Chastity stepson Dilon Cum on his Horny Stepmother flesh Stockings Feet - Cock Teasing Shoe High Heels, Lot of Cum on Toes, Pantyhose Footjobs, Cum on Belly, Dangling her Sexy Long Toes, ToeJobs close up, Highly arched soles

64% 4K 0:25 / 16:22

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Clips4sale 10 months ago

Tiny cocked sissy gets humiliated whilst her boi pussy stretched

Tiny cocked sissy gets humiliated whilst her boi pussy stretched

XHamster 10 months ago

Gentle Dom Feminizes and Milks You with her Mouth [audio]

Gentle Dom Feminizes and Milks You with her Mouth [audio]

Clips4sale 2 years ago

Sissy Slave Fed Spit And Cum

Sissy Slave Fed Spit And Cum

XHamster 10 months ago

secret sissy weekend with your homewrecker goth gf: Sunday

54% HD 0:28 / 10:56

secret sissy weekend with your homewrecker goth gf: Sunday

Clips4sale 2 years ago

Lock Down Lesson

Lock Down Lesson

Clips4sale 1 year ago

30 Giorni per Diventare la Mia Sissy Perfetta ITA 720p

HD 0:25 / 11:08

30 Giorni per Diventare la Mia Sissy Perfetta ITA 720p

Clips4sale 3 weeks ago

POV Sissy Transformation: Makeup Seduction & Pink Tutu Tease – Become My Perfect Slut (Part 1)

4K 0:16 / 10:04

POV Sissy Transformation: Makeup Seduction & Pink Tutu Tease – Become My Perfect Slut (Part 1)

Clips4sale 1 year ago

Feminine Etiquette Interactive (4KUHD MP4)

58% HD 0:26 / 13:50

Feminine Etiquette Interactive (4KUHD MP4)

Clips4sale 1 year ago

Steven Wants A Gangbang

HD 0:22 / 10:40

Steven Wants A Gangbang

IWantClips 1 month ago

The Bitchy And Scratchy Show (720p)

HD 0:30 / 10:08

The Bitchy And Scratchy Show (720p)

Clips4sale 1 year ago

The Contract Fucker Part 1 (MP4 HD)

60% HD 0:30 / 8:18

The Contract Fucker Part 1 (MP4 HD)

Clips4sale 1 year ago

Making The Gimp Gag [Bisexual Slave Training]

Making The Gimp Gag [Bisexual Slave Training]

Clips4sale 2 years ago

Sissy Maid's caning punishment WL1718

71% 0:10 / 19:38

Sissy Maid's caning punishment WL1718

Clips4sale 2 years ago

THREEFOLD: 1HR Of Taboo Femdom Futas - Ft Imilia Audley

68% HD 0:28 / 1:09:26

THREEFOLD: 1HR Of Taboo Femdom Futas - Ft Imilia Audley

Clips4sale 1 year ago

Duda Leal and Nara start TS Maid in ballbusting (1080 EN-sub)

59% HD 0:41 / 18:36

Duda Leal and Nara start TS Maid in ballbusting (1080 EN-sub)

Clips4sale 1 year ago

YOU ARE THE GIRL MIND FUCK - Becoming The Girl, Sissy Training, YOU ARE BECOMING A GIRL Mesmerrize

45% 0:30 / 32:33

YOU ARE THE GIRL MIND FUCK - Becoming The Girl, Sissy Training, YOU ARE BECOMING A GIRL Mesmerrize

Clips4sale 1 year ago

Sissy Club Slut: Deep Throating, Pegging, and More PART 1 OF 2 (1080p)

47% HD 0:30 / 21:43

Sissy Club Slut: Deep Throating, Pegging, and More PART 1 OF 2 (1080p)

Clips4sale 2 years ago

Mistress Elizabelle Dixie trains and fucks PuppyGirl Variety Itsol session: one

67% 0:30 / 13:02

Mistress Elizabelle Dixie trains and fucks PuppyGirl Variety Itsol session: one

Clips4sale 1 year ago

Turning my sissy bf into a slut

50% 0:30 / 14:00

Turning my sissy bf into a slut

Clips4sale 1 year ago

Three Femdom Cocks, One Fuck Doll Slut

49% HD 0:10 / 11:13

Three Femdom Cocks, One Fuck Doll Slut

LoyalFans 3 years ago

SHEMALE SNAKE INVASION

54% HD 0:10 / 13:25

SHEMALE SNAKE INVASION

LoyalFans 1 year ago

Introduction to Crossdressing

58% 0:20 / 13:00

Introduction to Crossdressing

Clips4sale 3 years ago

SUPER ENGORGED COCK TO SLUT YOU OUT

55% HD 0:10 / 5:47

SUPER ENGORGED COCK TO SLUT YOU OUT

LoyalFans 1 year ago

Sissification Fashion Show After Party Makeover by Bellatrix Bandit

59% 0:15 / 23:33

Sissification Fashion Show After Party Makeover by Bellatrix Bandit

Clips4sale 5 years ago

Sorority Girls StrapOn Hazing

60% HD 0:10 / 13:01

Sorority Girls StrapOn Hazing

LoyalFans 1 year ago

PERMANENT FEMINIZATION - Femdom Goddess Worship Castration Penectomy Dirty Talk by Miss Faith Rae with Submissive Encouragement and Surgical Talk -- HD 1080p MP4

57% HD 0:30 / 8:23

PERMANENT FEMINIZATION - Femdom Goddess Worship Castration Penectomy Dirty Talk by Miss Faith Rae with Submissive Encouragement and Surgical Talk -- HD 1080p MP4

Clips4sale 6 months ago

Tranpires, Scene 2: The Rockstar FULL SCENE

62% 4K 0:30 / 29:58

Tranpires, Scene 2: The Rockstar FULL SCENE

Clips4sale 4 years ago

practicing my pole dancing skills

practicing my pole dancing skills

Clips4sale 2 years ago

Electrified She-Male (MP4 HD)

47% HD 0:30 / 7:24

Electrified She-Male (MP4 HD)

Clips4sale 1 year ago

It’s Just Curiosity, Right? COCK IS THE CURE

It’s Just Curiosity, Right? COCK IS THE CURE

Clips4sale 7 months ago

Sissy Femboy Secretary Interview

61% 0:30 / 15:40

Sissy Femboy Secretary Interview

Clips4sale 1 year ago

Trans Veternarian Natalie Carnot Gets The Puppy Boy Ready To Be Neutered Part 1 mobile - with Femdom, Chastity

40% HD 0:20 / 13:02

Trans Veternarian Natalie Carnot Gets The Puppy Boy Ready To Be Neutered Part 1 mobile - with Femdom, Chastity

Clips4sale 1 year ago

Misogynistic to Sissy

Misogynistic to Sissy

XHamster 4 months ago

Vienna Xtreme - 4 in 1 Huge Cock Bundle

Premium HD 19:38

Vienna Xtreme - 4 in 1 Huge Cock Bundle

Clips4sale 2 years ago

Locked Into Faggotry Forever. Pussy Repulsion Installation

52% 0:43 / 18:34

Locked Into Faggotry Forever. Pussy Repulsion Installation

Clips4sale 6 months ago

Mutual MASTURBATION in PANTYHOSE before PISSING

62% HD 0:30 / 9:24

Mutual MASTURBATION in PANTYHOSE before PISSING

Clips4sale 1 year ago

4K - Your Femboy Succubus Gf's Infinity Cum Explosion Magic - Strawberry Wonderland EP 2

4K 0:18 / 29:21

4K - Your Femboy Succubus Gf's Infinity Cum Explosion Magic - Strawberry Wonderland EP 2

Clips4sale 1 month ago

Sissy Slut Training with Helena Price part 2

HD 0:10 / 29:07

Sissy Slut Training with Helena Price part 2

LoyalFans 6 months ago

Castrated Sissy PMV

46% 0:21 / 2:16

Castrated Sissy PMV

Clips4sale 1 year ago

The whore house

HD 0:10 / 23:40

The whore house

LoyalFans 2 years ago

My StepSon Is A Homo

Premium HD 18:16

My StepSon Is A Homo

Clips4sale 2 years ago

The Demon You Called Has a Cock and a Contract

HD 0:55 / 12:53

The Demon You Called Has a Cock and a Contract

Clips4sale 1 week ago

Ring for Blowjob

65% HD 0:29 / 10:01

Ring for Blowjob

Clips4sale 3 years ago

Filled With Lost Bet Regret

55% 0:11 / 15:15

Filled With Lost Bet Regret

Clips4sale 3 years ago

4K - Jirai-Kei Rocker Femboy Shoots 2 Huge Loads of Cum After Show

60% 4K 0:16 / 27:48

4K - Jirai-Kei Rocker Femboy Shoots 2 Huge Loads of Cum After Show

Clips4sale 3 weeks ago

Sissy Slut School Lesson 2/4: Sissy Training, Double Anal & Double Blowjob Training with Mistress Stellina Obscura

69% HD 0:10 / 14:56

Sissy Slut School Lesson 2/4: Sissy Training, Double Anal & Double Blowjob Training with Mistress Stellina Obscura

LoyalFans 2 months ago

Sissy Bride Wedding Day Part 2 Mistress Prepares Her Slut

73% 0:11 / 8:16

Sissy Bride Wedding Day Part 2 Mistress Prepares Her Slut

Clips4sale 3 years ago

Fetish221 - FemDom: Sissifying a Billionaire

HD 0:30 / 11:36

Fetish221 - FemDom: Sissifying a Billionaire

Clips4sale 1 year ago

Sissy Slave Interview

52% HD 0:24 / 9:32

Sissy Slave Interview

Clips4sale 2 years ago

TS step-daughter Slut Training

HD 0:10 / 15:25

TS step-daughter Slut Training

LoyalFans 3 weeks ago

Femdom Genie 2

66% HD 0:10 / 10:54

LoyalFans 1 year ago

Man Catcher - shackled sissy maid training *wmv*

57% 4K 0:25 / 10:26

Man Catcher - shackled sissy maid training *wmv*

Clips4sale 6 months ago

Rachel Adams feminizes you POV

61% 0:18 / 7:00

Rachel Adams feminizes you POV

Clips4sale 9 months ago

SubbyPuppy x Dva little! Anal Training and Wand Play!

SubbyPuppy x Dva little! Anal Training and Wand Play!

Clips4sale 1 year ago

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