Training Videos - Trans (88,097)

2 Mommies Training a Slut LUCY HART PENNY BARBER MIRA MAVEN

2 Mommies Training a Slut LUCY HART PENNY BARBER MIRA MAVEN

XVideos 4 months ago

Domina Violet Presents: The Feminization of M

Domina Violet Presents: The Feminization of M

ShemaleSin 2 years ago

Valerie Losley Private Show

HD 2:00 / 22:28

Valerie Losley Private Show

Flirt4Free 1 year ago

Pinky Tries To Earn His Release Thru CBT (720p)

68% HD 0:30 / 12:48

Pinky Tries To Earn His Release Thru CBT (720p)

Clips4sale 9 months ago

How to Dress Your Sissy with Gwen Gordon

How to Dress Your Sissy with Gwen Gordon

Clips4sale 7 months ago

Hawt Sissy Ponyboy with Tiny Love Button in Blue Hose and High Heels trying to Dance in the Car

Hawt Sissy Ponyboy with Tiny Love Button in Blue Hose and High Heels trying to Dance in the Car

ShemaleSin 4 years ago

AB138 Bitch Sissy Cumshot and Edging training - 人妖姐姐寸止榨精调教训练-新春特辑

AB138 Bitch Sissy Cumshot and Edging training - 人妖姐姐寸止榨精调教训练-新春特辑

aShemaleTube 1 year ago

SISSY TRAINING - FULL (en-720)

HD 0:30 / 27:04

SISSY TRAINING - FULL (en-720)

Clips4sale 11 months ago

Monserrat Salvatore Private Show

HD 2:00 / 20:29

Monserrat Salvatore Private Show

Flirt4Free 2 years ago

Released From Masculine Jail

Released From Masculine Jail

LoyalFans 10 months ago

Sissy Training Compilation

43% 0:20 / 25:12

Sissy Training Compilation

Clips4sale 3 years ago

Convention Motel Sissy Whore

HD 0:39 / 13:20

Convention Motel Sissy Whore

FapHouse 5 months ago

Ultra-Cute Femboy : assfuck by drill machine

Ultra-Cute Femboy : assfuck by drill machine

TrannyGem 2 years ago

Bennie Bunny Anal Training With Dildo

Bennie Bunny Anal Training With Dildo

ProPorn 1 month ago

my longest and sexiest vid i made myself sploog

my longest and sexiest vid i made myself sploog

TrannyGem 6 months ago

Hot butt riding sex toy

Hot butt riding sex toy

ShemaleSin 1 week ago

Andrea & Taty Private Show

Andrea & Taty Private Show

Flirt4Free 3 months ago

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

Premium HD 10:47

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

xnxxGold 1 year ago

SISSY ROLEMODEL

SISSY ROLEMODEL

aShemaleTube 8 years ago

POV Pegged By Kendra UHD

4K 0:30 / 10:00

POV Pegged By Kendra UHD

Clips4sale 1 year ago

Punishment of a Blond Superstar

Punishment of a Blond Superstar

Flirt4Free 2 years ago

Apocalust - Ep 37 - It Just Slipped In Her Mouth By RedLady2K

Apocalust - Ep 37 - It Just Slipped In Her Mouth By RedLady2K

xHamster 1 year ago

Sissy Marionette's Very first Bad Dragon Spreading Sesh with E-stim Encouragement by Dominatrix Mercer

Sissy Marionette's Very first Bad Dragon Spreading Sesh with E-stim Encouragement by Dominatrix Mercer

Transvids.tv 8 months ago

Step-Daddy Kyaa's Dick - 720p MP4

Premium HD 10:58

Step-Daddy Kyaa's Dick - 720p MP4

Clips4sale 2 years ago

Anastasia Mistress fucks ass sissy Sasha Earth homemade Russian

Anastasia Mistress fucks ass sissy Sasha Earth homemade Russian

XVideos 1 month ago

Mistress Yuna And Lady Lexi - Our Kinky Sissy Maids - wmv

56% 0:13 / 11:44

Mistress Yuna And Lady Lexi - Our Kinky Sissy Maids - wmv

Clips4sale 2 years ago

Brutus K Private Show

Brutus K Private Show

Flirt4Free 3 years ago

AB140 Mimi Bao's Introduction to BDSM Training -Blowjob,Sex咪咪宝的初次SM调教体验-口交.性愛.調教

AB140 Mimi Bao's Introduction to BDSM Training -Blowjob,Sex咪咪宝的初次SM调教体验-口交.性愛.調教

aShemaleTube 7 months ago

SLUTTY FOR ME - muscle boi teaches you the essentials of being a SLUT for PRIDE - 720p

HD 0:30 / 13:10

SLUTTY FOR ME - muscle boi teaches you the essentials of being a SLUT for PRIDE - 720p

Clips4sale 1 year ago

booty stretching and screw machine gaping with cassie coyote

booty stretching and screw machine gaping with cassie coyote

ShemaleSin 6 months ago

tranny virginity get ready for a meeting

tranny virginity get ready for a meeting

TrannyGem 9 months ago

MY PVC MAID

Clips4sale 1 year ago

Super-Sexy femboy in net pantyhose shag with fuck stick 30 cents and spunk

Super-Sexy femboy in net pantyhose shag with fuck stick 30 cents and spunk

TrannyGem 3 years ago

Hot blue Skin Avatar anal training

xHamster 2 years ago

My Smelly Tranny Ass and Balls

59% 4K 0:30 / 24:48

My Smelly Tranny Ass and Balls

Clips4sale 1 year ago

RUBBERSLUT HIGH HEELS TRAINING FULL SESSION- Hard Bondage & Humiliation for my LatexToy 1080p

57% 4K 0:48 / 31:39

RUBBERSLUT HIGH HEELS TRAINING FULL SESSION- Hard Bondage & Humiliation for my LatexToy 1080p

Clips4sale 6 months ago

肉便器の公衆便所オナニー、ぬるぬるローションを添えて【女装マゾ】【みけぽ】【GMPD】【肉便器】【精液便所】【性奴隷】【調教】【乳首ピアス】【露出】

肉便器の公衆便所オナニー、ぬるぬるローションを添えて【女装マゾ】【みけぽ】【GMPD】【肉便器】【精液便所】【性奴隷】【調教】【乳首ピアス】【露出】

TrannyGem 1 year ago

GHETTO GAGGERS - Sloppy Mouth Training For Ebony Hoe

GHETTO GAGGERS - Sloppy Mouth Training For Ebony Hoe

Ebony8 4 years ago

Lara White Sissy Enjoing herself Crossdressing and twering Femboy asspussy Crossdresser Shemale Tranny Compilation

Lara White Sissy Enjoing herself Crossdressing and twering Femboy asspussy Crossdresser Shemale Tranny Compilation

xHamster 3 years ago

Milking Her Strap-On Makes Her Jizz Rock Hard

Milking Her Strap-On Makes Her Jizz Rock Hard

TrannyGem 1 year ago

Patiently Waiting for Her Man

Patiently Waiting for Her Man

xHamster 3 months ago

Angel Joseph Private Show

Angel Joseph Private Show

Flirt4Free 3 weeks ago

Cross-dressing track and field team members and gym teacher　 Secret training for just the two of them　 With an extra bonus of naughty training of the buttocks at home!

Cross-dressing track and field team members and gym teacher　 Secret training for just the two of them　 With an extra bonus of naughty training of the buttocks at home!

xnxxGold 3 years ago

Sissy femboy argentina taining complet nailed with fuck sticks

Sissy femboy argentina taining complet nailed with fuck sticks

TrannyGem 11 months ago

Holly Princess Private Show

HD 2:00 / 10:26

Holly Princess Private Show

Flirt4Free 2 years ago

Brazilian Beauty Enjoys Her Muscular Trainer

65% HD 1:01 / 16:33

Brazilian Beauty Enjoys Her Muscular Trainer

FapHouse 1 year ago

Hot wife cuckolding pov blowjob and sex chastity creampie sissy facesitting sph verbal humliation pegging strapon creampie eating 428625

55% 0:30 / 4:59

Hot wife cuckolding pov blowjob and sex chastity creampie sissy facesitting sph verbal humliation pegging strapon creampie eating 428625

Clips4sale 4 months ago

【ウマ娘】ハルウララの「アナルに人参」押し込むトレーニング動画 part.four Uma musume, Haru urara Ass-Fuck Instructing Carrot 우마무스메 당근 트레이닝 섹스

【ウマ娘】ハルウララの「アナルに人参」押し込むトレーニング動画 part.four Uma musume, Haru urara Ass-Fuck Instructing Carrot 우마무스메 당근 트레이닝 섹스

TrannyGem 4 months ago

SISSY CAUGHT: Roommate Makes Your Sissy Fantasies Reality

HD 0:29 / 19:53

SISSY CAUGHT: Roommate Makes Your Sissy Fantasies Reality

Clips4sale 1 year ago

Aunt Cass&#039_s Training Session trailer

Premium HD 7:01

Aunt Cass&#039_s Training Session trailer

xnxxGold 2 years ago

Sophie Fantasy Private Show

Sophie Fantasy Private Show

Flirt4Free 2 years ago

Sara Gutierrez Private Show

Sara Gutierrez Private Show

Flirt4Free 3 years ago

Faggot Cum Dumpster Training

52% 4K 0:27 / 11:49

Faggot Cum Dumpster Training

Clips4sale 1 year ago

Pretty Pretty Princess

HD 0:30 / 11:52

Pretty Pretty Princess

Clips4sale 4 months ago

Fluffy Orange Prep: Fluffing up & Second Orgasm

56% HD 1:01 / 20:39

Fluffy Orange Prep: Fluffing up & Second Orgasm

FapHouse 4 months ago

Sissy slave fuck and piss comp. Clip 2

Sissy slave fuck and piss comp. Clip 2

xHamster 3 months ago

Futa Personal Trainer teaches U a Lesson

HD 0:25 / 16:59

Futa Personal Trainer teaches U a Lesson

Clips4sale 4 years ago

Jewel Selfsucker Private Show

HD 2:00 / 11:32

Jewel Selfsucker Private Show

Flirt4Free 5 years ago

”My stepdaughter Gal Ritchie trains her mouth to gag my heavy hard cock”

”My stepdaughter Gal Ritchie trains her mouth to gag my heavy hard cock”

TransHero 3 months ago

On the Beach Sissy Fuck

On the Beach Sissy Fuck

Clips4sale 2 years ago

Body Swap with Stalker & Turned into Slut

Body Swap with Stalker & Turned into Slut

Clips4sale 1 year ago

Impregnated by the Futanari nurse , right after your gender transformation - MEDICAL , PREGNANT

55% 0:18 / 10:13

Impregnated by the Futanari nurse , right after your gender transformation - MEDICAL , PREGNANT

Clips4sale 1 year ago

MASSIVE Cock Faggot Gangbang

55% HD 0:25 / 9:45

MASSIVE Cock Faggot Gangbang

Clips4sale 8 months ago

AnalqueenTs gets off while riding dildo and takes a hot load in her ass

AnalqueenTs gets off while riding dildo and takes a hot load in her ass

TrannyMovs 4 months ago

Ruth & Carlaa Private Show

Ruth & Carlaa Private Show

Flirt4Free 6 months ago

INTENSE DRY DIAPERGASM - Orgasm In Dry Diapers, Dry Humping, ABDL Mesmerize

INTENSE DRY DIAPERGASM - Orgasm In Dry Diapers, Dry Humping, ABDL Mesmerize

Clips4sale 1 year ago

Tennis Club Sissy

Tennis Club Sissy

xHamster 7 months ago

BBC Training

xHamster 6 months ago

Pegging Slutty Trans Bimbo Ava Venom

Pegging Slutty Trans Bimbo Ava Venom

Clips4sale 1 year ago

Alice Kittenn Private Show

HD 2:00 / 23:41

Alice Kittenn Private Show

Flirt4Free 1 year ago

Andre la femboy23 se penetra con su nuevo consolador

Andre la femboy23 se penetra con su nuevo consolador

xHamster 3 years ago

Hawt Trans Secretary Discipline Encounter With The Boss

Hawt Trans Secretary Discipline Encounter With The Boss

Lesbian8 1 month ago

Stepmommy Gender Tranformation Help

HD 0:08 / 18:17

Stepmommy Gender Tranformation Help

Clips4sale 1 year ago

P2 FRENCH MAID IN HER FIRST DAY WORKING DEEPTHROAT HER MISTRESS BIG COCK AT THE DANGEON

HD 0:21 / 10:12

P2 FRENCH MAID IN HER FIRST DAY WORKING DEEPTHROAT HER MISTRESS BIG COCK AT THE DANGEON

Clips4sale 11 months ago

Danna Rashel Private Show

Danna Rashel Private Show

Flirt4Free 1 year ago

Sissymaid Slut Submissive Slut Training BETA - Erotic Audio Mind Fuck

Sissymaid Slut Submissive Slut Training BETA - Erotic Audio Mind Fuck

Clips4sale 1 year ago

Find Yourself in Panties

Find Yourself in Panties

Clips4sale 1 year ago

Valentines Day Sissy Cuckold

HD 0:30 / 1:16:35

Valentines Day Sissy Cuckold

Clips4sale 1 month ago

Rewired to want COCK!

Rewired to want COCK!

LoyalFans 1 year ago

crimson head doofy fuckpig lil clitty sissy rest room marionette indignity

crimson head doofy fuckpig lil clitty sissy rest room marionette indignity

TrannyGem 8 months ago

Tranny Foot Slave And Milking Stage 3 (WMV)

Tranny Foot Slave And Milking Stage 3 (WMV)

Clips4sale 1 year ago

Madrastra con Gran Culo Buscando en el Close y su Hijastro Aprovecho Para Verle y Agarrarla por el Culo

Madrastra con Gran Culo Buscando en el Close y su Hijastro Aprovecho Para Verle y Agarrarla por el Culo

XVideos 2 years ago

Super Extended Cut: Feminized Big Ass Sissy Huge Anal Creampie Farts and Ass Stretching Training

HD 0:39 / 16:52

Super Extended Cut: Feminized Big Ass Sissy Huge Anal Creampie Farts and Ass Stretching Training

FapHouse 1 week ago

Mind-blowing reality

Mind-blowing reality

TransTube.tv 1 year ago

Dimitri Caruso Private Show

Dimitri Caruso Private Show

Flirt4Free 2 years ago

Red Corselette Bathroom Fun (4k)

4K 0:30 / 14:52

Red Corselette Bathroom Fun (4k)

Clips4sale 6 months ago

Sissy alone at home with Dildo

Sissy alone at home with Dildo

xHamster 1 year ago

Isabella & Katrina Private Show

Isabella & Katrina Private Show

Flirt4Free 2 years ago

Step Mom fuck a step son in a gym while doing training #suck cock #fuck ass #cock pussy #suck vagina boobs and pussy

Step Mom fuck a step son in a gym while doing training #suck cock #fuck ass #cock pussy #suck vagina boobs and pussy

xHamster 2 years ago

THE 10 LAYERS OF PANTYHOSE OVER THE HEAD BONDAGE CHALLENGE

61% 0:16 / 20:05

THE 10 LAYERS OF PANTYHOSE OVER THE HEAD BONDAGE CHALLENGE

Clips4sale 1 year ago

Zoe Curvy Private Show

Zoe Curvy Private Show

Flirt4Free 1 year ago

Cloe & Charlotte Private Show

Cloe & Charlotte Private Show

Flirt4Free 3 years ago

Insatiable bony trap railing hefty fuck stick and nutting handsfree

Insatiable bony trap railing hefty fuck stick and nutting handsfree

TrannyGem 4 years ago

Valery Kendal Private Show

57% HD 2:00 / 57:18

Valery Kendal Private Show

Flirt4Free 1 year ago

Desire Sweet Private Show

HD 2:00 / 25:17

Desire Sweet Private Show

Flirt4Free 1 month ago

Hot mother I'd like to fuck with a Ding-Dong Screw in Public-full movie scene on my Onlyfans (link in bio)

Hot mother I'd like to fuck with a Ding-Dong Screw in Public-full movie scene on my Onlyfans (link in bio)

ShemaleSin 3 years ago

Two Guys Make out and Eat Ass

Two Guys Make out and Eat Ass

Flirt4Free 8 years ago

Somnophiliac Sleepover

67% HD 0:10 / 18:20

Somnophiliac Sleepover

Clips4sale 4 years ago

Orgasm Addiction Fingering

63% HD 0:11 / 11:36

Orgasm Addiction Fingering

Clips4sale 4 years ago

Strap-on Addiction (720P)

HD 0:11 / 22:05

Strap-on Addiction (720P)

Clips4sale 4 years ago

BCC Slave in Tampa

69% 0:27 / 13:57

BCC Slave in Tampa

Clips4sale 1 year ago

Fuck the Puta with the Fuckmachine

HD 2:00 / 34:28

Fuck the Puta with the Fuckmachine

Flirt4Free 1 year ago

Moises Bustamante Private Show

Moises Bustamante Private Show

Flirt4Free 3 years ago

cute femboy fucks big cock in chastity cage and cums hot

cute femboy fucks big cock in chastity cage and cums hot

BallsAndBoobs 1 year ago

i love to be fucked by this futa-toy 278

HD 0:30 / 20:39

i love to be fucked by this futa-toy 278

PornBox 8 months ago

[ASMR] Sissy Mind Fuck 2

HD 0:15 / 19:30

[ASMR] Sissy Mind Fuck 2

Clips4sale 4 years ago

Blue balls chastity slave teasing 48 days without orgasm

Blue balls chastity slave teasing 48 days without orgasm

xHamster 5 years ago

Valery Brett Private Show

Valery Brett Private Show

Flirt4Free 2 years ago

ADVANCED DIAPER WETTING - Wet Your Diaper Uncontrollably, ABDL Mind Fuck

ADVANCED DIAPER WETTING - Wet Your Diaper Uncontrollably, ABDL Mind Fuck

Clips4sale 1 year ago

Olivia Sims Private Show

Olivia Sims Private Show

Flirt4Free 9 months ago

FUCKING OUR FEMME BOY

65% 4K 0:30 / 7:17

FUCKING OUR FEMME BOY

Clips4sale 2 years ago

RED ROOM 1: MY PERFECT RUBBER BONDAGE SLAVE Remastered HD

58% HD 0:58 / 40:01

RED ROOM 1: MY PERFECT RUBBER BONDAGE SLAVE Remastered HD

Clips4sale 2 months ago

IMPOSED COCK ADDICTION

59% HD 0:10 / 9:34

IMPOSED COCK ADDICTION

LoyalFans 1 year ago

trained sex slawe bowwow Lorena Smith

trained sex slawe bowwow Lorena Smith

Tranny.one 6 years ago

SISSYBOY TIED UP ALONE AT HOME

SISSYBOY TIED UP ALONE AT HOME

Clips4sale 1 month ago

submitted and shown off

submitted and shown off

Clips4sale 10 months ago

Compilation of the Best of Luzia TV Training My Mouth and Anus

Compilation of the Best of Luzia TV Training My Mouth and Anus

FapHouse 1 month ago

Sissy bikini in the douche

Sissy bikini in the douche

Gayhub 6 months ago

Mateo Campbell Private Show

Mateo Campbell Private Show

Flirt4Free 2 years ago

Apocalust - Ep 38 - Inches From My Love Hole By RedLady2K

Apocalust - Ep 38 - Inches From My Love Hole By RedLady2K

xHamster 1 year ago

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