SHEMALE • TRAIN 1,006 videos

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16:18

Rump plugged emo attempts dual intrusion

3 days ago

TrannyGem

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16:40

Excellent lady plays tricks on her butthole late at night sans her Daddy prowess

3 days ago

TrannyGem

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39:00

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6 days ago

ShemaleMovie

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15:25

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1 week ago

TrannyGem

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17:35

Hot Livi Dolls Ass Trained By Bbc

1 week ago

ShemaleZ

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17:07

Step-Mom instruct a significant lesson to her fresh step daughter-in-law (How to be a tramp)

1 week ago

TrannyGem

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23:41

Cosplay shemale riding a train of cocks in wild gangbang

1 week ago

PornLib

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25:15

Francis Malice Sissy Dream 1

2 weeks ago

xHamster

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28:51

Fag training

2 weeks ago

AShemaleTube

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15:14

She-creature Julie Rouch ends up with a creampie After Anal Train Threeway

2 weeks ago

ShemaleTaxi

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16:22

Inked ladyboy Ruby Is trained Submissio - FULL VIDEO

3 weeks ago

VideoSection

beauty, shemale, ladyboy
15:08

JOI & ASMR Dream Trans Goth GF clicker trains you Pt.2

3 weeks ago

PornHub

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16:28

Lady Alice compilation 06 Beauty and Sexuality (mesmerize version) View originals by subscription 4K UHD 60 FPS HDR

3 weeks ago

xHamster

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51:55

Drone Pup Training

1 month ago

PornHub

pissing
19:45

Cute little trap anal training

1 month ago

AShemaleTube

shemale, sissy, femboy
25:31

Sissy training - Futa/hentai Brainwash

1 month ago

PornHub

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26:05

PLUMPER Trans Biotch Buttfuck and Deep Throat Teaching

1 month ago

TrannyGem

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22:03

JOI & ASMR Dream Trans Goth GF clicker trains you Pt.1

1 month ago

PornHub

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26:04

BBW Trans Slut Anal and Oral Training

1 month ago

PornHub

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30:53

Lizzy yum - daily anal training 2

1 month ago

JizzBunker

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20:14

Poon training

1 month ago

ShemaleTaxi

anal
22:12

Anal Toys - Whore Training

1 month ago

ShemaleZ

mature anal
19:44

Anal training with fucking machine and huge toys long version

1 month ago

XXXDan

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31:32

Lizzy Yum, September 2023., ANAL TRAINING, view No. 2, orgasm after surgery, pussy masturbation

1 month ago

JizzBunker

mature anal, orgasm
17:38

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1 month ago

ShemaleTaxi

bondage
15:19

Long Sissy Training With anal invasion rod railing

1 month ago

ShemaleTaxi

sissy
18:42

Hypnosis BR - Porra no cú - BBCs Gigantes no rabo da Paula CDZINHA

2 months ago

ShemaleTaxi

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19:45

Sissy Hypno Training

2 months ago

AShemaleTube

anal, lingerie, crossdresser, sissy
18:37

Insane trans girl loves to get fucked in the butt with a thick dildo and cum hands free (training)

2 months ago

ShemaleMovie

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22:41

Puppys Training time

2 months ago

PornHub

fetish, bondage
16:22

LizzyYum December 2023 Double Penetration Training (dual) Post Op Orgasm Pussy Masturbation Teasing

2 months ago

BeMyHole

orgasm, bath, bathroom
19:58

Slave Pups Bitch Hole Training

2 months ago

PornHub

pissing, bondage
1:16:23

Bondage & discipline female domination AI training

2 months ago

ShemaleMovie

homemade, bondage, domination
16:39

Lizzy Yum - December 2023 Double Penetration Training (dual) Post Op Orgasm Pussy Masturbation Teasing

2 months ago

ShemaleZ

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19:54

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2 months ago

AShemaleTube

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42:59

Positive sissy brainwashing Sissy conversion Sissy training Sissy thinking Femboy Shemale Tranny

2 months ago

XXXDan

spanish, anal
17:19

Anal training with a monster black dildo. I want more!

2 months ago

JizzBunker

monster
33:59

Training is now complete

2 months ago

JizzBunker

mature
16:28

Restricted and trained in dress-up play.

2 months ago

JizzBunker

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50:30

Sissy femboy crossdresser anal gape training - part 2

2 months ago

AShemaleTube

sissy
28:57

Young amateur sissy femboy crossdresser anal gape training - part 1 of 2

2 months ago

AShemaleTube

sissy
17:02

Sissy Training day number two

2 months ago

XXXDan

public
16:26

Training program for women, part 6

2 months ago

JizzBunker

amateur
30:28

Lizzy Yum, September 2023., ANAL TRAINING, view No. 3, post-op orgasm, pussy masturbation

2 months ago

JizzBunker

mature anal, orgasm, shower, post op
34:48

Ana Lisa 32

2 months ago

xHamster

mature, latina
45:35

Listening to hypno training my sissy pussy in chastity like a good slut. Spit roast

2 months ago

AShemaleTube

chastity
33:37

Good anal training - Denise Humain

2 months ago

JizzBunker

german, dildo
30:07

Emo crossdresser on a walk at the train station. slut outfit

2 months ago

JizzBunker

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17:15

Fisting training with machine

2 months ago

XXXDan

fisting, machine, cosplay
27:23

Her 43cm Black Deep Anal insertion - Pink Latex Bimbo Brandynette

2 months ago

PornHub

insertion
48:28

Shemale Brandy Loves Anal with Jason Follow Along with Us

3 months ago

xHamster

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17:23

Bambi ass fucking trainer

3 months ago

ShemaleTaxi

indian, french
21:34

Gothic Witch romps trio Xxl Fuck Sticks

3 months ago

TrannyGem

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15:32 80%

Train

3 months ago

PornHub

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30:43

Tranny Training 2 - Scene 1

3 months ago

XXXDan

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24:14

Tranny Train

3 months ago

BeMyHole

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1:32:22

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3 months ago

PornHub

crossdresser
16:15

Sissy training

3 months ago

ShemaleTaxi

sissy
16:45

LizzyYum december 2023 double penetration training (dual) Post Op Orgasm Pussy Masturbation Teasing

3 months ago

xHamster

double anal, double penetration, post op
23:03

First time Sissy MixyXXX training FIST with hands free orgasm!

3 months ago

AShemaleTube

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27:34

Jenny Kennedy - Trained To Be A Good Slut

3 months ago

ShemaleZ

slut
23:20

Sissy penetrates extraordinary long faux-cock and reaches a fresh private rectal record

4 months ago

TrannyGem

sissy
21:52

Petite Blue-hair Cutie Pleases Her Tranny Friend With Hot Fuck In the Train And Risky BJ In the Taxi

4 months ago

MyLust

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45:24

Take A Ride On The Trans Train - Khloe Kay, Casey Kisses And Jade Venus

4 months ago

ShemaleZ

kissing, stockings, shemale, train, threesome, MILF, riding
17:44

Sissy Bimbo Training

4 months ago

ShemaleZ

vintage
33:59

Training is now complete

4 months ago

xHamster

fetish
17:00

Feminization - Sissification - Sissy Instructing - Sissy Support - utter version - two

4 months ago

TrannyGem

POV, instruction, JOI
16:27

Young femboy anal training 1

4 months ago

AShemaleTube

18
15:38

Smoking Hy-pno sissy training 03

5 months ago

ShemaleMovie

blowjob, smoking, BDSM
18:55

Reality Sexy Shemale Fuck Girl In The Train

5 months ago

BeMyHole

public, shemale and girl
17:39

Maid cleans teachers palace

5 months ago

TrannyGem

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27:06

A camper was waiting to watch my culo

5 months ago

TrannyGem

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17:35

Fantastic transmom train stepdaughter how to get men point of view jerk off instructions roleplay

5 months ago

TrannyGem

lesbian, JOI
22:25

Risky sex with sexy tranny in the train and in the car / Compilation

5 months ago

PornHub

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18:13

Speculum training

5 months ago

ShemaleMovie

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16:02

TRANSGENDER PRINCESS JISM COMPILATION STAMINA COMPETE - Can you make it to the end ?

5 months ago

TrannyGem

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20:12

French Sissy Maid toying in her living apartment whil parents arent home

5 months ago

TrannyGem

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19:42

Slim femboy sissy training her smooth ass with a buttplug and big dildo

5 months ago

PornHub

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16:26

Training Program for sissies part 6

5 months ago

xHamster

solo
15:16

Virgin Becoming Pansy

5 months ago

TrannyGem

double anal
31:33 76%

Lucass Bi Slave Training

6 months ago

BeMyHole

blowjob, train, 18, ass licking, domination, shemale fucks guy, hardcore
17:06

TGirl Gigi dildo fucked in the ass until she squirts lube out of her ass

6 months ago

PornHub

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25:34 90%

Assfucking Pummeling Machine - Compil 15

6 months ago

TrannyGem

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26:33

Aliza Breeze Trained To Be Completely Subservient To Hi - Liza Shay

6 months ago

ShemaleZ

ebony, interracial, big cock
17:16

Training For Male Slut

6 months ago

BeMyHole

public, blowjob, outdoor, domination, hardcore
30:00 73%

In Training With A Tran - Sinn Sage

6 months ago

BeMyHole

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22:28 73%

Mature Tgirl Ass 2 Mouth Threesome

6 months ago

PornHub

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26:50

Jeni Justice Trained And Turned Into A Sexy Sissy

6 months ago

ShemaleZ

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27:00

Shelly Sexx bootie training

6 months ago

ShemaleMovie

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20:21 77%

Forced By Step Mommy Sissy Enema And Anal Training

6 months ago

ShemaleZ

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40:03

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6 months ago

ShemaleMovie

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44:13

Marcela Dimov In Vitoria Mayer - Train Of Anal Sex 2

6 months ago

ShemaleZ

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16:33

Shemale plumbs a girl on the train

6 months ago

ShemaleMovie

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22:05

SISSY BUM CREVICE Instructing three

6 months ago

TrannyGem

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21:05

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6 months ago

xHamster

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15:31

Abased Sissy Maid - Domina Task

6 months ago

TrannyGem

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24:43

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6 months ago

PornHub

homemade, teen anal (18+)
19:55

POUNDING GIANT DILDO IN SEXY LINGERIE AND STOCKINGS

6 months ago

xHamster

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15:14

INSTRUCTING for SISSY: four STEPS to ACHIEVING SISSYGASM Veronica Taboo trains SISSIFICATION

6 months ago

KeekAss

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15:03

She-Creature plows her slot in the crimson rays

6 months ago

TrannyGem

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15:21 92%

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7 months ago

TrannyGem

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30:22

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7 months ago

PornHub

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55:22

Lesbian training by female boss and used as a toy

7 months ago

JizzBunker

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16:49

HEADPHONE WARNING Instructing backside to take XL Atlas Mr Hanky Plaything deeper, painal gape

7 months ago

TrannyGem

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20:29

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7 months ago

TrannyGem

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22:37 83%

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7 months ago

xHamster

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26:00

A Beautiful Transsexual Who Kisses You Forcibly Is Training You Anally And Making You Feel Better And Better. 26 Min

7 months ago

ShemaleZ

kissing, beauty, anal, asian
19:10

Femboy ass fucked by big dildo to hot orgasm Full (tight hole stretching)

7 months ago

PornHub

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17:22

Sissy training

8 months ago

ShemaleMovie

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22:25

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8 months ago

ShemaleTaxi

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18:26

Stiff rectal, ladyboy gets cock-squeezing booty opened up (first-timer)

8 months ago

TrannyGem

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16:20

Sissy Slave And Lily Star - Anal Training: 4inch Wide Plug Does Not Fit Yet

8 months ago

ShemaleZ

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22:33

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8 months ago

TrannyGem

femboy
16:54

Anal Training Riding Dildo Util I Cum Sissy Amateur Crossdresser

8 months ago

xHamster

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19:52 81%

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8 months ago

ShemaleTaxi

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25:35

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8 months ago

xHamster

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25:34

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8 months ago

TrannyGem

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23:35

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8 months ago

xHamster

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32:29

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8 months ago

ShemaleTaxi

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1:10:55 81%

Trans on the train - Japanese

8 months ago

JizzBunker

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