Training Videos - Trans (72,276)

Double Dom Dick Down

63% 1:01 / 13:39

Double Dom Dick Down

FapHouse 1 week ago

This Sissy Loves Stuffing Big Toys Into Her Slutty Hole

HD 0:39 / 12:55

This Sissy Loves Stuffing Big Toys Into Her Slutty Hole

FapHouse 2 weeks ago

Ivy & Headmistress; Sissification & Humiliation Punishment

55% 1:01 / 26:37

Ivy & Headmistress; Sissification & Humiliation Punishment

FapHouse 1 year ago

Our Newest Mtof Transformation with Feminization Training Is Lucii Duval. Watch Here as Lucii Actually Loses Her Oral Virginity

77% HD 0:39 / 10:12

Our Newest Mtof Transformation with Feminization Training Is Lucii Duval. Watch Here as Lucii Actually Loses Her Oral Virginity

FapHouse 1 year ago

Sissy Cumslut Training - Teaching You How to Suck and Swallow

53% HD 1:01 / 14:46

Sissy Cumslut Training - Teaching You How to Suck and Swallow

FapHouse 1 year ago

G066 - Cum Swallow Compilation 2

59% 1:01 / 15:24

G066 - Cum Swallow Compilation 2

FapHouse 1 year ago

Katy Ling Private Show

Katy Ling Private Show

Flirt4Free 2 weeks ago

Bi Encouragement Let's Watch Shemale Porn

52% HD 0:39 / 17:37

Bi Encouragement Let's Watch Shemale Porn

FapHouse 5 months ago

Obedient Tgirl Follows Orders

67% HD 1:01 / 18:11

Obedient Tgirl Follows Orders

FapHouse 6 months ago

One Cock, Two Throats - the Ultimate Deepthroat Test

59% HD 0:39 / 5:20

One Cock, Two Throats - the Ultimate Deepthroat Test

FapHouse 1 year ago

Paulo & Jose & Sander Private Show

61% HD 2:00 / 6:07

Paulo & Jose & Sander Private Show

Flirt4Free 4 months ago

Patric & Oliver Private Show

52% HD 2:00 / 7:39

Patric & Oliver Private Show

Flirt4Free 4 years ago

Caged TS Gray Perrier Submits to Sadistic Sir

63% HD 0:39 / 36:19

Caged TS Gray Perrier Submits to Sadistic Sir

FapHouse 2 months ago

Making You the Sissiest Sissy!

61% HD 0:39 / 16:25

Making You the Sissiest Sissy!

FapHouse 3 weeks ago

POV Sissy Deep Throat and Cum Eat Humiliation Domination Striptease While Sucking

67% HD 1:01 / 23:05

POV Sissy Deep Throat and Cum Eat Humiliation Domination Striptease While Sucking

FapHouse 11 months ago

Ryan Boness & Eduar Senni Private Show

65% HD 2:00 / 4:57

Ryan Boness & Eduar Senni Private Show

Flirt4Free 4 months ago

Sophia Loreen Private Show

65% 4K 2:00 / 5:21

Sophia Loreen Private Show

Flirt4Free 1 month ago

BBC Training with Cerjoy

56% HD 0:39 / 32:46

BBC Training with Cerjoy

FapHouse 1 year ago

Good Girl Training: Transfemme Anal JOI

55% HD 0:39 / 17:10

Good Girl Training: Transfemme Anal JOI

FapHouse 6 months ago

G065 - Chinese Princess Swallow Jerkoff

54% HD 1:01 / 9:26

G065 - Chinese Princess Swallow Jerkoff

FapHouse 1 year ago

Femdom Humiliate Asian Sissy

58% HD 0:39 / 7:23

Femdom Humiliate Asian Sissy

FapHouse 6 months ago

Making You My Special Halloween Decoration

55% HD 0:39 / 11:37

Making You My Special Halloween Decoration

FapHouse 1 week ago

Prostate Stress Test! Simultaneous Dildo Sounding Fun!

72% HD 0:39 / 2:32

Prostate Stress Test! Simultaneous Dildo Sounding Fun!

FapHouse 1 year ago

The Sissy Cunt Alina Take the Cum Her Owner Like Good Girl

75% HD 0:39 / 1:51

The Sissy Cunt Alina Take the Cum Her Owner Like Good Girl

FapHouse 1 year ago

Feminized Sasha De Sade

69% HD 1:01 / 24:42

Feminized Sasha De Sade

FapHouse 1 week ago

Swallow My Loads Sissy Trainer

64% HD 1:01 / 10:58

Swallow My Loads Sissy Trainer

FapHouse 4 months ago

Artesca Private Show

63% HD 2:00 / 11:07

Artesca Private Show

Flirt4Free 7 months ago

Anal & Fisting in Ripped Jeans

56% HD 1:01 / 24:33

Anal & Fisting in Ripped Jeans

FapHouse 3 weeks ago

DEEP SISSY FISTING COMPILATION!

Premium HD 9:49

DEEP SISSY FISTING COMPILATION!

XNXXGold 2 years ago

My Butt Is Made for Anal and Creampies

69% HD 1:01 / 22:24

My Butt Is Made for Anal and Creampies

FapHouse 2 years ago

Femdom Humiliate Asian Sissy

59% HD 1:01 / 7:23

Femdom Humiliate Asian Sissy

FapHouse 6 months ago

Chastity Maid Anal Training

71% HD 0:39 / 17:15

Chastity Maid Anal Training

FapHouse 6 months ago

Warning on Chastity Pt. 2

79% HD 1:01 / 7:25

Warning on Chastity Pt. 2

FapHouse 1 year ago

Sissy Training 303 Get Your Ass Fucked

HD 1:01 / 22:21

Sissy Training 303 Get Your Ass Fucked

FapHouse 1 month ago

Harris Morrison Private Show

53% 4K 2:00 / 6:17

Harris Morrison Private Show

Flirt4Free 1 month ago

Jade Venus and Jake Waters: When The Trainer Is Trained

HD 1:36 / 1:04:27

Jade Venus and Jake Waters: When The Trainer Is Trained

KinkTrans 3 years ago

Mike Swift & David Golden Private Show

63% HD 2:00 / 5:45

Mike Swift & David Golden Private Show

Flirt4Free 2 months ago

Treat Me Like a Sissy-slut

65% HD 0:39 / 18:39

Treat Me Like a Sissy-slut

FapHouse 10 months ago

Sexsona 06 - Miss Ion Ray! - Futanari Sex Master Training!

66% HD 0:39 / 11:54

Sexsona 06 - Miss Ion Ray! - Futanari Sex Master Training!

FapHouse 2 weeks ago

Sophia Loreen Private Show

57% HD 2:00 / 10:44

Sophia Loreen Private Show

Flirt4Free 2 years ago

Patric & Alexander & Lian Private Show

49% HD 2:00 / 1:09:57

Patric & Alexander & Lian Private Show

Flirt4Free 3 years ago

Sph Mistress & Master Latin Big Cocks

50% HD 1:01 / 21:15

Sph Mistress & Master Latin Big Cocks

FapHouse 1 year ago

Jessy Reed TS

56% HD 1:01 / 36:35

FapHouse 1 year ago

Sissy Bi Training POV: Me or Cock?

61% HD 0:39 / 16:31

Sissy Bi Training POV: Me or Cock?

FapHouse 5 months ago

Ambar Collins Private Show

Ambar Collins Private Show

Flirt4Free 2 years ago

Chastity Slave Washes Himself.

66% HD 1:01 / 5:26

Chastity Slave Washes Himself.

FapHouse 9 months ago

Lika Kai Private Show

Lika Kai Private Show

Flirt4Free 2 weeks ago

Elena Baby Private Show

Elena Baby Private Show

Flirt4Free 3 weeks ago

She Gonna Have to Learn How to Become a Good Girl

62% 0:39 / 7:02

She Gonna Have to Learn How to Become a Good Girl

FapHouse 1 year ago

Training a Twink Femboy Noisy Ass with BBC

57% HD 1:01 / 27:06

Training a Twink Femboy Noisy Ass with BBC

FapHouse 2 months ago

Marry Winsor Private Show

Marry Winsor Private Show

Flirt4Free 1 week ago

Jayla's DEBUT: MonsterCock Training ft Jayla Cuateco

66% 1:41 / 33:40

Jayla's DEBUT: MonsterCock Training ft Jayla Cuateco

TheArtemixxx 6 months ago

Katy Ling Private Show

Katy Ling Private Show

Flirt4Free 1 week ago

Two Asses for Your Cock

56% 4K 2:00 / 5:05

Two Asses for Your Cock

Flirt4Free 1 year ago

Luna Florez Private Show

4K 2:00 / 24:58

Luna Florez Private Show

Flirt4Free 1 week ago

Angel Joseph Private Show

Angel Joseph Private Show

Flirt4Free 7 months ago

Mattheww Daviss Private Show

Mattheww Daviss Private Show

Flirt4Free 2 weeks ago

Paulo & Jose & Sander Private Show

57% HD 2:00 / 15:24

Paulo & Jose & Sander Private Show

Flirt4Free 4 months ago

Tammy Frizz Private Show

Tammy Frizz Private Show

Flirt4Free 2 weeks ago

Mina Lotus Private Show

Mina Lotus Private Show

Flirt4Free 3 days ago

sexsona episode 6 - miss ion ray! - futanari sex master training

51% 0:30 / 11:48

sexsona episode 6 - miss ion ray! - futanari sex master training

PornBox 1 week ago

Whimper and Beg Obedience Training JOI

Whimper and Beg Obedience Training JOI

FapHouse 1 month ago

Katy Ling Private Show

HD 2:00 / 10:34

Katy Ling Private Show

Flirt4Free 1 week ago

Sophie Fantasy Private Show

63% HD 2:00 / 36:14

Sophie Fantasy Private Show

Flirt4Free 2 months ago

The Sissy's True God: Big Black Cock Worship - Sph, BBC

The Sissy's True God: Big Black Cock Worship - Sph, BBC

FapHouse 2 years ago

Dimitri Caruso Party on Aug 9, 2023

HD 2:00 / 36:16

Dimitri Caruso Party on Aug 9, 2023

Flirt4Free 3 years ago

Sex Training

53% 4K 0:24 / 13:20

Futanari 4 years ago

Sophia Loreen Party on Sep 9, 2026 - Part 3

64% 4K 2:00 / 29:56

Sophia Loreen Party on Sep 9, 2026 - Part 3

Flirt4Free 1 month ago

Barbara Pires & Tayla Spiller - Trans Titans 5

4K 1:00 / 34:21

Barbara Pires & Tayla Spiller - Trans Titans 5

Erotik 2 weeks ago

Sophie Fantasy Private Show

Sophie Fantasy Private Show

Flirt4Free 1 month ago

Redhead Femboy with Fat Ass Get Fucked and Cumed in

Redhead Femboy with Fat Ass Get Fucked and Cumed in

FapHouse 1 week ago

The Slut Trainer

71% HD 0:39 / 41:51

The Slut Trainer

FapHouse 3 months ago

Sandy Lee Private Show

Sandy Lee Private Show

Flirt4Free 10 years ago

My big dick fucking POV

73% HD 1:01 / 11:06

My big dick fucking POV

FapHouse 3 years ago

Paulo & Jose & Sander Private Show

52% HD 2:00 / 7:57

Paulo & Jose & Sander Private Show

Flirt4Free 4 months ago

BBC Training with Cerjoy

60% HD 0:39 / 32:46

BBC Training with Cerjoy

FapHouse 1 year ago

Master & Christian Mckenzie & Christian Rey Private Show

67% HD 2:00 / 7:39

Master & Christian Mckenzie & Christian Rey Private Show

Flirt4Free 3 years ago

Luccas & Jhordy Private Show

60% HD 2:00 / 7:43

Luccas & Jhordy Private Show

Flirt4Free 1 year ago

Jhordy & Maxx Private Show

51% HD 2:00 / 53:16

Jhordy & Maxx Private Show

Flirt4Free 1 year ago

Inanna Justice Tests Emmy's Limits with Electric CBT and Nipple Clamps - Trans Femme Office Discipline Part 3

52% HD 0:10 / 7:11

Inanna Justice Tests Emmy's Limits with Electric CBT and Nipple Clamps - Trans Femme Office Discipline Part 3

LoyalFans 5 months ago

Christian & Nicco & Elvis Private Show

54% HD 2:00 / 4:40

Christian & Nicco & Elvis Private Show

Flirt4Free 2 years ago

Paulo & Jose & Sander Private Show

58% HD 2:00 / 6:39

Paulo & Jose & Sander Private Show

Flirt4Free 4 months ago

Nyxi's 1st Week as Nyxi - Day 3 Lots of Fun Here in the 38 Minute Video.

80% HD 1:01 / 28:51

Nyxi's 1st Week as Nyxi - Day 3 Lots of Fun Here in the 38 Minute Video.

FapHouse 1 year ago

futa dominatrix’s permanent sissification: transforming you into the perfect cockwhore sissy bitch - SD wmv

futa dominatrix’s permanent sissification: transforming you into the perfect cockwhore sissy bitch - SD wmv

Clips4sale 2 weeks ago

Liam Jacobson Private Show

Liam Jacobson Private Show

Flirt4Free 11 months ago

Sissy training you my slave, strap on and a sext Tranny, its yor dream, isnt it slave? ;) xx

70% 4K 0:50 / 24:39

Sissy training you my slave, strap on and a sext Tranny, its yor dream, isnt it slave? ;) xx

Clips4sale 4 months ago

cum show

52% HD 2:00 / 7:48

Flirt4Free 4 years ago

Sophia Loreen Private Show

Sophia Loreen Private Show

Flirt4Free 1 week ago

Sluts or Whores Games

Sluts or Whores Games

FapHouse 6 days ago

Cuckold Training for Couples

55% 0:39 / 8:30

Cuckold Training for Couples

FapHouse 1 year ago

TRAINING THOSE COCK HUNGRY HOLES *HD 1080*

HD 0:10 / 13:17

TRAINING THOSE COCK HUNGRY HOLES *HD 1080*

LoyalFans 3 years ago

The Shemale's Mouth Whore Turned Gay by Shemale Dominance 32 min

52% HD 0:30 / 31:53

The Shemale's Mouth Whore Turned Gay by Shemale Dominance 32 min

Clips4sale 1 year ago

Luciana Belair Private Show

HD 2:00 / 14:54

Luciana Belair Private Show

Flirt4Free 3 years ago

Jacob Malik Private Show

57% HD 2:00 / 8:46

Jacob Malik Private Show

Flirt4Free 7 months ago

Shemale Pussy Denial

59% HD 0:20 / 13:02

Shemale Pussy Denial

IWantClips 2 years ago

Sissy Surrender - Glasses and Lipstick Humiliation Asmr Clip by Findom Goaldigger

65% HD 1:01 / 5:55

Sissy Surrender - Glasses and Lipstick Humiliation Asmr Clip by Findom Goaldigger

FapHouse 11 months ago

He Fucks Me Like a Bitch... I Love Being Trained by Master

65% HD 0:39 / 18:09

He Fucks Me Like a Bitch... I Love Being Trained by Master

FapHouse 4 months ago

Sophia Loreen Party on Jul 29, 2026 - Part 3

56% 4K 2:00 / 1:17:55

Sophia Loreen Party on Jul 29, 2026 - Part 3

Flirt4Free 2 months ago

Too Small for Panties

HD 0:20 / 12:49

Too Small for Panties

Clips4sale 1 year ago

Threesome with Salome Salvi and Tantaly Sex Doll

54% 1:01 / 30:59

Threesome with Salome Salvi and Tantaly Sex Doll

FapHouse 2 years ago

Harin in Japan! Horny Sissy in Short Training Pants Risky Anal Masturbated in a Japanese Hotel Toilet and About to Be Caught

62% HD 0:39 / 9:52

Harin in Japan! Horny Sissy in Short Training Pants Risky Anal Masturbated in a Japanese Hotel Toilet and About to Be Caught

FapHouse 11 months ago

cum show after striptease

cum show after striptease

Flirt4Free 5 years ago

Medical Deep Anal Exam - Doctors Office Buttfuck Strapon Trans Lesbian BDSM with Goddess Kyaa + River Enza - 1080p MP4

57% 4K 0:11 / 13:59

Medical Deep Anal Exam - Doctors Office Buttfuck Strapon Trans Lesbian BDSM with Goddess Kyaa + River Enza - 1080p MP4

Clips4sale 3 years ago

Marily Daniela Private Show

59% HD 2:00 / 8:56

Marily Daniela Private Show

Flirt4Free 2 years ago

destruindo o cu e as bolas do femboy usando gaiola

62% 3:55 / 8:41

destruindo o cu e as bolas do femboy usando gaiola

PornBox 1 year ago

Sissy Swimsuit Training Step-bro's Pool Humiliation

49% HD 1:01 / 10:44

Sissy Swimsuit Training Step-bro's Pool Humiliation

FapHouse 2 months ago

Ava Venom Ball Busted ft Beautiful Blonde Mistress Natalia

Ava Venom Ball Busted ft Beautiful Blonde Mistress Natalia

Clips4sale 1 year ago

Sexed With Futa Stepmom PART 2 - Ft Imilia Audley

HD 0:25 / 14:55

Sexed With Futa Stepmom PART 2 - Ft Imilia Audley

Clips4sale 2 months ago

Charlie Cano Private Show

67% HD 2:00 / 6:23

Charlie Cano Private Show

Flirt4Free 3 years ago

Sophia Loreen Private Show

4K 2:00 / 12:33

Sophia Loreen Private Show

Flirt4Free 1 week ago

Gay Joy CEI

42% HD 0:39 / 17:00

FapHouse 5 months ago

Punished Slaves BDSM Bondage Gay Amador Big Dick - 1

Punished Slaves BDSM Bondage Gay Amador Big Dick - 1

FapHouse 6 months 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

Our Newest Mtof Transformation with Feminization Training Is Lucii Duval. Watch Here as Lucii Actually Loses Her Oral Virginity

69% HD 1:01 / 10:12

Our Newest Mtof Transformation with Feminization Training Is Lucii Duval. Watch Here as Lucii Actually Loses Her Oral Virginity

FapHouse 1 year ago

trans slut with braces gives sloppy BJ and jerks her cock

65% 4K 0:24 / 11:18

trans slut with braces gives sloppy BJ and jerks her cock

Clips4sale 1 year ago

Ohww... Blake Is Loving Me so Much - the Lust of Sissy Boy Saga

65% HD 1:01 / 10:20

Ohww... Blake Is Loving Me so Much - the Lust of Sissy Boy Saga

FapHouse 1 year ago

The Breath-Bringer's Mastery: Revival as Dominion

57% 0:30 / 24:59

The Breath-Bringer's Mastery: Revival as Dominion

Clips4sale 2 weeks ago

Shiri's First Gangbang: Gym Slut Takes 5

61% 1:01 / 36:13

Shiri's First Gangbang: Gym Slut Takes 5

FapHouse 5 years ago

Cum Cow Training: Tgirl Bound, Cock Pumped, Milked & Ruined by Intruder

68% 0:30 / 31:03

Cum Cow Training: Tgirl Bound, Cock Pumped, Milked & Ruined by Intruder

Clips4sale 1 year ago

BDSM Nurses perform tremblr milking machine demonstration

66% 0:30 / 18:37

BDSM Nurses perform tremblr milking machine demonstration

Clips4sale 5 months ago

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