TRANNY • TRAIN 1,943 videos

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31:05

Outdoor fucking train

5 years ago

TXXX

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02:37

Castrated sissy topless in a train in switzerland

10 years ago

xHamster

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36:06

Transsexual training - bukkake gokkun! Shemale anal fuck orgy 4

5 months ago

xHamster

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37:55

Petra,s 3e (dp) training

6 months ago

xHamster

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37:55

Transsexual training - bukkake gokkun! Shemale anal fuck orgy 3

6 months ago

xHamster

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41:34

Transsexual Training - Bukkake Gokkun! Shemale Anal Fuck Orgy

6 months ago

ShemaleZ

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05:50

Chastity Sissy Cumslut Trains Her Asshole And Swallows Her Own Cum, Multiple Prostate Orgasms

6 months ago

xHamster

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06:52

Sissy training from Katy Koroleva

10 months ago

xHamster

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05:28

AnitaGape anal Training

11 months ago

xHamster

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10:08

Sissy Training - Dominatrix Pegs Goth Sissy and Makes Her Swallow Cum

1 year ago

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amateur, BDSM, crossdresser, sissy, domination, swallow
11:12

Shemale Brandy Loves Anal with Jason Follow Along with Us

1 year ago

xHamster

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02:27

Homemade Sex Compilation: Girl Fucks Shemale and She Cums Hands Free

1 year ago

xHamster

cumshot compilation, hands free
07:25

Suckin training

1 year ago

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latex, maid
01:12

Sissy Haileydoll In Chastity Anal Training And Gapes

2 years ago

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dildo, chastity
11:36

Plug Training Day, First We Start With The Biggest One And Not Able To Do All, Or Do I

2 years ago

Upornia

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03:18

Sissy Princess - Chastity Training

2 years ago

HClips

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16:28

Restrained And Training On Costume Play

2 years ago

ShemaleZ

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05:24

Sissy Deepthroat Training Time!

2 years ago

xHamster

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06:14

Jean Hollywood & Korra Del Rio in DevilsFilm Update - Take A Ride On The Trans Train! - Scene 1, Scene #01

2 years ago

TXXX

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04:45

Sissy Trainning Cumshots Compilation 5 Min

2 years ago

ShemaleZ

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05:41

3 Tranny Roommates Angelina Please And Enjoy Anal Train With Jenna Creed And Ariel Demure

3 years ago

HClips

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07:09

Khloe Kay - Very Hot Trans Train 3some

3 years ago

Upornia

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03:07

You're Straight Right- - Sissy Hypno Training

4 years ago

xHamster

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51:34

Natalie Mars Goddess Tangent - Training the Baby-Gimp [201

5 years ago

TXXX

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10:28

Mommy Dom Sissy Training JOI

6 years ago

TXXX

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10:00

White cd BBC gangbang training

6 years ago

TXXX

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19:39

Black TransMistress Trains Her bottom bitch

6 years ago

ShemaleZ

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05:31

Sissy Throat Fuck Cum Swallow Training

6 years ago

xHamster

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16:48

Classical Sissy Training

7 years ago

HClips

train, classic
12:40

SissyAline - Clitty caged, ass gaped (no femdom)

4 years ago

xHamster

femdom, train, orgasm, gape, anal orgasm
03:39

A Cocksucking Training

2 weeks ago

HClips

shemale, shemale fucks guy, stockings, amateur
09:31

Steamy Engage In The Hottest Fuck Train Youve Ever Seen 10 Min With Britney Foster, Jade Venus And Leilani Li

2 weeks ago

ShemaleZ

ebony, blowjob
07:23

Training Sissys Anal Hole Blaire 18 How Many Anal Beads Do You Think Will Fit In There?

4 weeks ago

HClips

shemale, sissy, 18, amateur, anal
49:21

9th Training

1 month ago

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amateur, shemale, bareback, train
05:16

Anal Training Jessica Bloom Caged & Uncaged Sissygasms

4 months ago

xHamster

dildo
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Petra,s 8th training

4 months ago

xHamster

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1:24:40

PetraTVsletje training 02, fucked by a big dick and abused with some big toys

6 months ago

xHamster

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12:49

Sissy Training for Hotel Housekeeping Job

1 year ago

xHamster

anal, crossdresser, hotel, sissy, domination, blowjob
10:08

Sissy Trains Outdoors With A Huge Strapon 10 Min

1 year ago

ShemaleZ

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08:05

Sissy alexy blowjob training with big dildo

1 year ago

xHamster

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08:17

Snow Bunny In Babe Bbc Deepthroat Training

1 year ago

ShemaleZ

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05:05

CD outdoor walking at trainyard, waiting on the train.

1 year ago

xHamster

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05:20

Almost Lesbian 2 - Peeing And Ass Training For My Femboy Before Ass To Mouth!

2 years ago

ShemaleZ

pissing, lesbian
1:02:09

Sissy Lucy Anal Training In Chastity With Huge Dildos And Getting Pegged By Lisa

2 years ago

ShemaleZ

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02:51

Extreme heels walking training

2 years ago

xHamster

public, glasses
09:50

Amateur Interracial Couple Anal Ass Training W New Rose Vibrator & Butt Plug Orgasms 4 Ftm Trans Bf

2 years ago

ShemaleZ

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12:05

DEVILS TGIRLS - Steamy Trans Train Fuck With Two Stunning Trans Babes Brittney Kade And Erica Cherry

2 years ago

xHamster

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05:07

Syssy Training self fuck Dildo in Ass Big dildo Crossdresser Training Giant Dildo Anal

2 years ago

xHamster

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04:50

Sister Jenny Goes Back To Training With Big White Cock - Jenny Wei

2 years ago

ShemaleZ

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05:30

3 Hung Guys Run Train On Asian Slut With Jenny Wei

2 years ago

Upornia

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03:49

Huge Sissy Muscle Slut Exposed At Train Station In Public Exposed

2 years ago

ShemaleZ

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20:39

Training my poor little butt with some huge toys

2 years ago

xHamster

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07:45

CindiCsissy deep throat and cum eating practice training

2 years ago

xHamster

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04:32

Abby Kitty In Ab067 Foot Worship - Femdom Training Two Sissy 恋足调教-女装娘奴化训练

2 years ago

ShemaleZ

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05:36

Kayleigh Coxx In Blonde Milf Slut Used And Fucked By Hot Tranny After Training

3 years ago

ShemaleZ

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15:54

Thinn transgirl Theresa Si shows off her feet while she is training in panties to get big tights and ass POV

3 years ago

xHamster

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06:24

Office tranny in wide leg palazzo flared jeans, shirt body and crop jacket masturbating to be trained to cum in office

3 years ago

xHamster

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01:52

New personal depth record with Dick Rambone - Classic dildo for professional training

3 years ago

xHamster

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02:15

Pulsating Asshole During Orgasm - Sissy Training PT 1

3 years ago

xHamster

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05:01

The Training Of An Energetic Femboy Idol

3 years ago

ShemaleZ

ladyboy, femboy, shemale fucks guy, teen (18+)
02:44

Wife on a train

3 years ago

xHamster

public, wife, lingerie, british
05:05

Chinese Training Chinese Femdom X

3 years ago

HClips

femdom, train, chinese
09:57

Stepsis Giving Me Some Anal Training So She Can Fist Me

3 years ago

ShemaleZ

fisting
04:18

Sissy Whore Training To Orgasm

3 years ago

HClips

teen (18+), train, orgasm, shemale and girl, whore
12:16

Sissy Cum Training

4 years ago

xHamster

beauty, public, train, JOI
08:11

Two Shemale fucks Girl in Train - 3d Futa animation sex

4 years ago

xHamster

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01:07

White Sissy Trained & Used by BBC NYC Cop - PhillySissySlut

4 years ago

xHamster

public, train, domination
10:05

Sprite’s Anal Training (anal, plug, dildo, chastity)

5 years ago

ShemaleZ

chastity
07:41

Panty shots & Flashing train

5 years ago

xHamster

train, flashing, panties
17:12

Sissy training instructional

5 years ago

xHamster

train, instruction, sissy
12:20

EUROPEAN CD TRAP SISSY FUCK SLUT TRAINING

5 years ago

HClips

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32:36

SISSY Mindcontrol TRAINING - Sasha de Sade & Mistress Murmur

5 years ago

HClips

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14:03

Sissy Cumslut Training

6 years ago

ShemaleZ

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27:07

Shemale sissy trained part2

6 years ago

ShemaleZ

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14:17

Sissy in training

6 years ago

ShemaleZ

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31:59

Jaquelin Braxton fucking after training

6 years ago

ShemaleZ

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25:06

Ass training sissy dildo hero

6 years ago

xHamster

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07:09

Sissy dildo popper training

7 years ago

TXXX

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01:25

Shemale Tracey Trains CD Tiffany

7 years ago

xHamster

black, train
1:27:33

CD TRAP SISSY EDUCATION TRAINING 101

8 years ago

xHamster

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02:54

Sweet ejaculation in the train

8 years ago

xHamster

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06:02

Cherry - Shy GF Anal Training

9 years ago

TXXX

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09:45

Sissy chastity day 2

9 months ago

xHamster

latina, sissy, shemale, chastity, dildo
11:16

Latex sissy maid Candy fucked by a fucking machine in chastity while playing with her dildos

10 months ago

xHamster

fetish, crossdresser, chastity, amateur, latex, machine
04:11

Sissy Loves Dildo Hypno Brainwash

1 year ago

xHamster

dildo
03:26

Striving Sissy Nipple and Titty play

4 years ago

xHamster

train, nipples, JOI
02:37

Ts cruz Spun Anal Dildo

4 years ago

xHamster

public, train
20:30

Xl Flint Huge Dildo Training For Tranny - Nova Warmup

2 years ago

Upornia

train, huge dildo
07:14

Shemale train shemale

5 years ago

ShemaleZ

creampie, train, BDSM
05:37

Mistress trains her Tranny Sissy

7 years ago

ShemaleZ

femdom, train
06:03

Double Stuffed - Hardcore Strap Training Ends With A Real Cock Surprise

1 week ago

ShemaleZ

shemale, latex, double penetration
06:22

Solo Training

4 weeks ago

HClips

crossdresser, amateur
04:11

Sissy Trainning By Mistress Kira

1 month ago

HClips

femdom, sissy, amateur
10:40

Intense Anal Training Session

1 month ago

HClips

solo, amateur, train
06:14

DevilsFilm Update - Take A Ride On The Trans Train 3 - Scene 3, Scene #01

1 month ago

TXXX

small tits, train
05:12

Shy Furry Femboy Train Ass With Anal Beads

4 months ago

ShemaleZ

shemale, femboy
16:42

Petra,s 6th training

5 months ago

xHamster

amateur, train, anal, crossdresser, bareback, slut, sissy
34:38

Transsexual Training - Bukkake Gokkun! Shemale Anal Fuck Orgy 2

5 months ago

ShemaleZ

threesome, bukkake
05:06

AB108 BadGirl FoxBae Training - Swallow,fucking machine,Futa,Femdom

6 months ago

xHamster

femdom, anal, bondage, BDSM, swallow, deepthroat, machine
36:31

The Anal Train With Two Shemales And A Bull

7 months ago

ShemaleZ

stockings, teen (18+), train, anal, threesome, fetish, teen anal (18+)
08:06

Train Of Anal Sex 2 Shemales And A Very Horny Macho - Maira Dimov

8 months ago

ShemaleZ

anal, shemale fucks guy, threesome, bareback
08:12

Girl and Ladyboy Hole Training Extreme Anal Objects

9 months ago

xHamster

teen (18+), teen anal (18+), shemale and girl, sissy
07:48

Chastity Sissy Anal Training Jessica Bloom Anal Instructions 8 Min

10 months ago

ShemaleZ

latex, shemale, sissy, solo, instruction, chastity
10:29

Shemale Ting Xuan anal tail, huge dildo

10 months ago

xHamster

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07:56

Just an oral training - JustCutieMia

10 months ago

xHamster

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10:32

Most Complete BNWO Legend: Extreme Sissygasm at end plus Ballbusting and Anal Training

10 months ago

xHamster

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16:51

Sissy Foot Fetish Training

10 months ago

xHamster

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06:15

Sissy sluts training

10 months ago

xHamster

sissy, amateur, femboy
16:15

Sissy Feminization Blowjob Training and Sissyslave is not allowed to let the Dildo slip out her Mouth for one Hour.

11 months ago

xHamster

sissy, domination, BDSM, skinny
08:05

Boarding the Trans Anal Train With Yris and Mallya

1 year ago

TXXX

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06:12

Miss Dalilax Training Day

1 year ago

Upornia

solo, amateur, stockings, train
16:46

Sissy training with KatyKoroleva

1 year ago

xHamster

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07:56

Training for BBC

1 year ago

xHamster

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06:27

SISSY ANAL TRAINING COMPILATION

1 year ago

xHamster

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16:45

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

1 year ago

xHamster

double anal, double penetration, post op
07:36

Ken Trains Candy to Ride BBC Reverse Cowgirl with Verbal Domination Then Fucks My Pussy Missionary - Candy Ass Sissy

1 year ago

xHamster

riding, sissy, missionary
05:15

A Good Reason to Train Your Gag Reflex

1 year ago

xHamster

gagging
01:02

Sissy slave Oksana gets sissygasm with her hands free from anal training while riding a dildo

1 year ago

xHamster

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06:02

Woman And Crossdresser Training A Slave

1 year ago

TXXX

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01:49

Sissyjoyce VR Sissy Training

1 year ago

xHamster

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