SHEMALE • TRAIN 6,668 videos

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21:30 96%

Corporate Training - Episode 2

1 year ago

xHamster

3D, shemale, cartoon, train
02:01 95%

I cant help it when Ive got a man meat up my bootie

3 years ago

TrannyGem

train, prostate, massage, orgasm, milk, masturbation, machine
06:12 95%

Assfuck Sissy Sleepover With Trans Ria Bentley & Lola Crystals

2 years ago

TrannyGem

lesbian, train, dildo, dirty talk, cumshot, domination, sissy
09:00 93%

Japanese Shemale in a fucking train

12 years ago

AShemaleTube

train, japanese
33:06 93%

Lianna Lawson - Piggy Princess Training

4 years ago

ShemaleZ

shemale, train, fetish, toys, blonde, cosplay
10:00 91%

DIVINE TGIRLS - TRANSSEXUAL in school uniform enjoy underground teach barebacking

3 years ago

TrannyGem

public, teen (18+), train, anal, teen anal (18+), uniform, bareback
09:54 90%

3D Femboy trained by futanari big dick

1 year ago

AShemaleTube

femboy, 3D, futanari, big cock, shemale, train
12:52 90%

She-male training her gf

5 months ago

ShemaleTaxi

anal, amateur, BDSM, train, girlfriend
03:31 90%

Enormous black trouser snake plumbing sissy hoe Lola Crystals

3 years ago

TrannyGem

black, creampie, train, latina, crossdresser, slut, BBC
10:56 90%

TRANSSEXUAL Restrain Bondage Chick Face Plow for Cummies

4 years ago

TrannyGem

mom, train, bondage, BDSM, slut, sissy
20:49 90%

Spandex Sissy Punished by V-Card Fuckmachine Smacking Dickblowing Pegging by Domina Mercer

4 years ago

TrannyGem

femdom, latex, strapon, bisexual, train, bondage, shemale and girl
02:57 90%

I love finding excellent sissy bi-otches for Daddys Huge Black Fuck-Stick

7 months ago

TrannyGem

black, interracial, latina, crossdresser, babe, slut, BBC
02:54 90%

Taut Sissy Pegged While Ball-Gagged in Handcuffs on Bench with Immense Bad Dragon Strap-On by Domme Mercer

3 months ago

TrannyGem

shemale and girl, strapon, sissy, pegging, femdom, train
08:00 90%

Jade Venus And Jake Waters When The Trainer Is Trained

5 months ago

Fuxxx

bondage, shemale fucks guy, shemale, train
15:00 89%

Black boxer Trent King bangs redhead tranny after their training

2 years ago

xTits

black, blowjob, bisexual, train, interracial, redhead, big cock
06:38 89%

Glazing Her Lil Inverted Pearl In Sissy Juices

1 year ago

TrannyGem

train, squirt, orgasm, dildo, penis, sissy, anal orgasm
27:08 89%

Public sex on train

1 year ago

AShemaleTube

public, shemale, train
02:22 89%

Two wondrous sissy breezies make out and rail meaty BIG BLACK COCK

3 years ago

TrannyGem

train, slut, BBC, sissy
03:37 89%

Cute Training Achieve Sexual Orgasm Harukanother X

4 years ago

ShemaleZ

cute, train, orgasm
17:35 88%

Hot Livi Dolls Ass Trained By Bbc

1 year ago

ShemaleZ

amateur, doll, train, interracial, BBC
12:00 88%

Watch admirable Chelsea Maries sex

2 years ago

OkXXX

train, threesome, MILF, bondage, facial, shemale and girl
30:41 88%

Japanese Shemale Anal Training

3 years ago

ShemaleZ

train, asian, japanese, BDSM, creampie compilation, ass to mouth, compilation
06:05 88%

Trans Sissy Fleshlight Ravaging Numerous Ejaculation Compilation (preview!)

5 years ago

TrannyGem

train, orgasm compilation, fleshlight, sissy
12:02 88%

Loip

11 months ago

TrannyGem

train, japanese, solo, bukkake, cumshot, femboy
48:11 88%

Brook S, Izzy Wilde And Melanie Brooks - Take A Ride On The Trans Train #02

3 years ago

ShemaleZ

train, threesome, big tits, tattoo, riding, brunette
03:20 88%

Self Facial Cumshot spunking from super-steamy sissy

3 years ago

TrannyGem

train, facial, 18, JOI
10:13 88%

Legacy mud :Nookkie Nong MO and MagicMichel have awesome banging Threesome

3 years ago

ShemaleTaxi

train, threesome, asian, deepthroat, taxi
27:22 88%

She train

6 years ago

TXXX

train, group
10:13 88%

Legacy mess :Nookkie Nong MO and MagicMichel have Awesome drilling three way

10 months ago

ShemaleMovie

big tits, shemale fucks guy, threesome, big cock, train
23:19 87%

Sissy Trained And Owned By Big Black Penis Bull With Sasha Desade

2 years ago

ShemaleZ

black, POV, train, interracial, gangbang, BBC, sissy
04:54 87%

Mistress And Chastity Sissy Slut Anal Training 5 Min

3 years ago

ShemaleZ

femdom, train, slut, sissy, chastity, BDSM
23:59 87%

Man sausage idolize guy Training

7 months ago

ShemaleTaxi

blowjob, creampie, train, BDSM, big cock, domination, taxi
17:29 86%

TS Schoolgirl Sasha Helps you Learn about Shemale Anatomy

7 years ago

TrannyGem

train, instruction, british, dirty talk, small tits, JOI, sissy
01:26 86%

Sissy sarah breast enlarging training

4 years ago

xHamster

crossdresser, sissy
06:34 86%

Ladyboy in Pantyhose is Training her Blowjob Skills

7 years ago

TrannyGem

pantyhose, thai, train, dance, hairy, monster, jeans
34:54 86%

Gorgeous tgirl Angel dildo training

1 year ago

AShemaleTube

train, anal, big tits, dildo, masturbation, ass, toys
18:15 86%

FEMALE DOMINATION HANDBALLING ASSFUCKING INSTRUCTING PEGGING DOMINATRIX PREDOMINANCE FEMBOY

4 years ago

TrannyGem

femdom, train, instruction, wife, fisting, bondage, dildo
05:28 86%

My Sissy is a Supah Whore

4 years ago

TrannyGem

femdom, train, whore, sissy
25:04 86%

Dizzy In demeaning Sissy Maid teaching!

11 months ago

ShemaleMovie

strapon, train, bondage, maid, dildo, BDSM, domination
09:20 86%

Femboy Police Bondage Training Japanese Crossdresser Madzmoto Sun

2 years ago

TXXX

teen (18+), train, police, bondage, japanese, BDSM, japanese uncensored
10:15 86%

Sissy - anal training

4 years ago

xHamster

public, train, beauty, sissy, masturbation
06:13 86%

Sissy hypnosis Trainer Rus - spunk on spandex (NSTSHEMALE)

6 years ago

HDSex

train, russian, spandex
04:07 85%

Sissy faggot cocksucker training for straight sissy

5 years ago

AShemaleTube

train, sissy
1:10:55 85%

Trans on the train - Japanese

2 years ago

JizzBunker

shemale, train, interracial, japanese, babe
02:55 85%

AB031 Young baby in bondage and being trained to a slave

5 years ago

xHamster

pissing, couple, asian, bondage, BDSM, toys, domination
05:26 85%

Ria Bentley Showcases How to Deep-Throat a ten inch Meatpipe Oral Job Guidelines POINT OF VIEW

2 years ago

TrannyGem

black, train, interracial, dirty talk, cum in mouth, JOI, BBC
18:28 85%

GIGANTIC Strapon Pegging with Bad Dragon and Hankey for whorish Sissy bi-atch by domme Mercer

2 months ago

VideoSection

strapon, train, anal, BDSM, pegging, sissy
04:36 84%

Iskra Sissy Crossdresser

2 years ago

TrannyGem

feet, femboy, sissy, nylon, heels, crossdresser
04:18 84%

Teen Trans Anal Training

3 years ago

ShemaleZ

amateur, train, toys, webcam, solo
07:05 83%

Top Trans Emo Damsel Bangs Masculine Masturbator Fuck-A-Thon Plaything Till Massive Jizz Flow and Ahegao Eye Spin

6 months ago

TrannyGem

femdom, teen (18+), emo, 18, dirty talk, cumshot, babe
02:24 83%

Femboy locked in purity belt nailed by big black cock fake penis

1 year ago

TrannyGem

fetish, BBC, dildo, sissy, chastity
09:34 83%

Sissy Slut Training

4 years ago

xHamster

beauty, public, masturbation, slut, JOI, sissy
11:44 83%

OMG !!! Joi Legend humiliation training

1 year ago

TrannyOne

train, JOI, big cock
09:04 83%

Crossdressing Transformation

4 years ago

TrannyGem

femdom, train, slut
11:44 83%

Sissy training in femdom blowjob techniques

1 year ago

XXXVogue

russian, femdom, train
14:10 83%

Sissy training

2 years ago

JizzBunker

train, big cock, sissy
08:11 83%

3D Shemale threesome Sex on a Train - Animated Futanari

4 years ago

xHamster

train, 3D, futanari
07:09 83%

Trans corporal Therapist Ria Bentley Works Wonders On big black cock Patient

10 months ago

ShemaleTaxi

creampie, BBC, sissy, femboy, skinny
12:17 83%

��Cute Trans �� ass-fuck Training��

5 months ago

ShemaleMovie

cute, orgasm, dildo, machine, vibrator, asshole
37:16 83%

Shemale dildo hero - inflatable training

5 years ago

xHamster

train, dildo
35:30 83%

A white tranny gets shared between two black shemale cops. 3D

7 years ago

Analdin

train, 3D, futanari, black
09:30 83%

My homework7

3 years ago

TrannyGem

public, train, reality, cosplay, japanese
07:10 83%

GOING KNUCKLE DEEP and POINT OF VIEW Home sissy trainning

6 months ago

TrannyGem

femdom, lesbian, train, fisting, crossdresser, ass, reality
13:12 82%

Point of view: nubile Horny Femboy Trains His bum in Front of the Camera

10 months ago

ShemaleMovie

teen (18+), train, teen anal (18+), dildo, masturbation, babe, ass
23:12 82%

The Training Of - Olivia Robin

3 years ago

ShemaleZ

train, fisting, BDSM, crossdresser, domination, shemale
07:38 82%

A obedient and subordinated sissy for big black cock

11 months ago

TrannyGem

black, train, anal, fetish, spanking, big cock, BBC
21:15 82%

Sissy Training With Bailey Love

2 years ago

HClips

shemale, train, sissy, amateur
12:38 82%

The Hottest 3-way Trans Anal Train With And With Ella Hollywood, Holly Wood And Jenna Creed

3 years ago

ShemaleZ

train, threesome
11:37 82%

Cutie undergoing Machine Training

3 months ago

AShemaleTube

solo, amateur, masturbation, anal, machine
03:22 82%

Lola Crystals getting mouth pulverized and dicked down nut sack deep by BIG BLACK COCK

1 year ago

TrannyGem

train, crossdresser, babe, slut, BBC, sissy, hardcore
51:37 82%

Assfuck fuck Machine Compilation 7

1 year ago

ShemaleMovie

train, anal, dildo, compilation, machine, femboy
07:54 82%

Couple having a Threesome with Brunette TRANS

7 years ago

TrannyGem

train, threesome, couple
06:34 82%

Sissy training with dildo

6 years ago

AShemaleTube

train, dildo, crossdresser, toys
10:16 82%

Blessed Japanese Fresh Yr-Crimson food contest and super-cute deep-throat job

3 years ago

TrannyGem

feet, cute, pantyhose, stockings, femdom, train, asian
07:18 81%

She-creature playing with her new nightgown ��

3 months ago

ShemaleTaxi

crossdresser, sissy, femboy, amateur, ladyboy, shemale
02:06 81%

Ladyboy solo draining in leather mini-skirt.

2 years ago

TrannyGem

leather, skirt
19:58 81%

Marissa Minx And Sissy Tanya Ts Mistress Sissy Training

4 years ago

ShemaleZ

handjob, femdom, latex, train, fetish, crossdresser, domination
04:40 81%

Ab108 Badgirl Foxbae Training - Swallow , Fucking Machine, Futa ,femdom(chinese And English Subtitle With Abby Kitty

1 year ago

ShemaleZ

stockings, femdom, train, fetish, asian, BDSM, swallow
05:20 81%

SISSY TRAINNING COMPILATION

10 months ago

AShemaleTube

homemade, train, outdoor, crossdresser, compilation, cum in mouth, cumshot compilation
04:08 81%

Feminised sissy trains tight pussy for BBC

1 year ago

AShemaleTube

stockings, train, lingerie, crossdresser, ass to mouth, blonde, babe
07:32 80%

Futa Lady Tsunade Hard Training

1 week ago

TXXX

futanari, mature, creampie
13:10 80%

JOI- I train you to jizz Right on my bum

9 months ago

ShemaleMovie

shemale, JOI, amateur, solo, train
07:35 80%

Bound Sissy Gets trunk jerked Then Fed Her Own Load of Cum - Jessica Bloom and Polieana

3 months ago

ShemaleTaxi

latex, train, orgasm, bondage, crossdresser, cumshot, jerking
21:18 80%

Fresh fucktoy training For A Shackled Sissy by Mistress Mercer

2 weeks ago

VideoSection

shemale, BDSM, sissy, bondage, femdom
05:31 80%

Sissy Throat Fuck Cum Swallow Training

7 years ago

xHamster

train, swallow, domination
08:32 80%

Titty Pumping Sissy NoogleBerry hooter Enlargement

6 months ago

TrannyGem

toys, massage, crossdresser, train, pump
10:31 80%

Frolicking with a TRANSSEXUAL Sissy Ditzy Restrain Bondage Damsel

4 years ago

TrannyGem

train, bondage, BDSM, sissy
06:15 80%

Energetic foursome that includes a wild sex train

1 month ago

TrannyGem

feet, train, big ass, fetish, interracial, facesitting, ass to mouth
04:00 80%

Heather Deflowered: Femdom Slut Training Graduation!

2 years ago

Upornia

femdom, bareback, slut, train
26:07 80%

Ts train ride 1

2 years ago

JizzBunker

train, deepthroat, asian
04:03 80%

Train my sissy ass with my new big dildo

3 years ago

xHamster

public, huge dildo, anal, dildo, solo, masturbation, sissy
08:14 80%

Gorgeous T-dame supersluts Out with enormous Dildo Hard Anal, Gapes, Pushing Out Cum

1 year ago

ShemaleMovie

beauty, french, train, huge dildo, big tits, dildo, ass
02:34 80%

Outdoor strip & first public flash to passing train

10 years ago

xHamster

public, train, outdoor, flashing
21:01 80%

Turning the staright guys faggot

1 year ago

ShemaleMovie

crossdresser, shemale, mature, big cock, train
33:17 80%

Sissy Maid Covered with Fake jizz and violates Her fuckin Machine Before Having a Sissygasm

1 year ago

ShemaleMovie

shemale, sissy, anal, dildo, crossdresser, machine
03:34 80%

Nutting while having a seat

4 months ago

TrannyGem

amateur, stockings, teen (18+), ladyboy, 18, cumshot, toys
09:16 80%

Feminized Plow Fucktoy four Life

4 years ago

TrannyGem

smoking, train
08:00 80%

Sissy Trained And Owned By Big Bull With Black Bull, Sasha Desade And Black Penis

4 months ago

PePorn

penis, sissy, interracial, black, train
09:57 80%

Stepsis Giving Me Some Anal Training So She Can Fist Me

4 years ago

ShemaleZ

fisting
09:00 80%

3D Futanari Cartoon - Two ladyboy plumbing dame in Train

4 years ago

ShemaleMovie

train, 3D, cartoon, futanari
04:28 80%

Femboy Purity Victim Banged by Banging Machine

2 years ago

TrannyGem

machine, BBC, chastity
06:15 80%

An erotic threesome including delicious trans train action

3 years ago

XXXDan

train, threesome, deepthroat, erotic
16:15 80%

Trained My Master

3 years ago

Upornia

train
01:52 80%

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

4 years ago

xHamster

train, dildo, classic
07:56 80%

Kinky Teen Trans Couple Watch Sissy Training Porn Together and Play

6 years ago

ShemaleZ

teen (18+), train, couple, piercing, sissy
16:34 80%

KinkyKennedy Trains Her white male slave to please Her

6 years ago

ShemaleZ

train, fetish, ebony
09:33 80%

Sissy

3 months ago

ShemaleTaxi

compilation, sissy
22:39 80%

Sissy Crossdresser - Amateur Couple And Trans - Train

1 year ago

ShemaleZ

stockings, teen (18+), shemale, POV, train, threesome, couple
07:31 79%

Phat donk femboy bum fuck stick compilation

1 year ago

TrannyGem

farting, big ass, dildo, compilation, BBC, gape
20:10 79%

Ass fucking Update two: queen Edition!

8 months ago

ShemaleMovie

beauty, stockings, train, dildo, solo, ass, toys
11:55 79%

Pov housemate finds your undies and feminizes you JOI authoritative trans girl

10 months ago

ShemaleTaxi

POV, train, lingerie, BDSM, masturbation, domination, taxi
03:19 79%

Ta nouvelle sexualité comme Sissy : EP5 Transformer un Branleur en Esclave - Maitresse Julia Female Dominance

1 year ago

TrannyGem

femdom, shemale, french, strapon, train, fetish, crossdresser
08:21 79%

Gloryhole cum super-bitch - Poppers training (unknown PMV artist)

4 years ago

ShemaleTaxi

gloryhole, train
14:03 79%

Sissy Cumslut Training

6 years ago

TXXX

train, sissy
13:24 79%

Amateur Couple Fucking on a Train with Facial - MySweetApple

6 years ago

ShemaleZ

amateur, public, teen (18+), train, facial, couple
06:14 79%

Lena Moon & Cherry Mavrik in Take A Ride On The Trans Train #03 - Cherry Mavrik, Ivory Mayhem & Lena Moon, Scene #01

3 years ago

TXXX

train, riding
08:34 78%

Female dom dominatrix fucks bitch sissy ass, double jizz anal orgasm

6 months ago

ShemaleMovie

shemale, strapon, prostate, orgasm, ladyboy, double anal, crossdresser
02:36 78%

Monster 12 BIG BLACK COCK Ravages Skinny Femboy Sissy Fuckslut

11 months ago

TrannyGem

ebony, black, train, anal, interracial, monster, big cock
04:37 78%

Trans Sounding Lots of man-cream

2 years ago

TrannyGem

fisting, bondage, japanese, BDSM, pegging, cumshot
15:00 78%

Reality Sex with Shemale on a Train: Raunchy On The Rails - Johnny B

2 years ago

xHand

handjob, kissing, train, short hair, natural, heels, reality

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