SHEMALE • TRAIN 4,807 videos

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04:45

Knuckle teaching doubletake

2 years ago

TrannyGem

mature anal, train, fisting, gangbang, dutch
11:38

Female Domination Cord On Pounds Sissy Crossdresser With Ejaculation Denial And Abasement

2 years ago

TrannyGem

femdom, strapon, train, cuckold, heels, pegging
10:12

Sissy crossdresser rails a faux-cock ejaculates and gets ass fucking ejaculation (poke tramp culo)

2 years ago

TrannyGem

train, prostate, massage, crossdresser, anal orgasm
13:42 66%

Wifey Taunts you about locking you in innocence like her TRANSSEXUAL Buddy POINT OF VIEW HAND JOB SISSY TEACHING

2 years ago

TrannyGem

femdom, train, wife, orgasm, chastity
11:19

Work your jaws !! with a bottle in your backside !!

2 years ago

TrannyGem

femdom, train, bottle
08:07

Hunk Hudsons VERY FIRST Ambidextrous MTF/FTM Three-Way with Daisy Taylor & TripleXTransManxxx

2 years ago

TrannyGem

strapon, bisexual, train, FTM
10:23

Femboy Deep Rails a Thick Fuck Stick and Loves ( Sissy Trap CD Penetrate TRANSSEXUAL Woman )

2 years ago

TrannyGem

train, prostate, massage, dildo, riding, girlfriend
05:18

TRAINING NOVINHO PIROCUDO HOW TO FIND

2 years ago

TrannyGem

train
02:42

Sissy Boi Teaching

2 years ago

TrannyGem

public, train, gangbang, sissy
11:35

Ultra-Cute Trap in Pantyhose Leap on Monstrous Fucktoy and Spunks!

2 years ago

TrannyGem

pantyhose, train, anal orgasm
05:08

Angelina Deep Throats her Victims Stunning Man-Meat

2 years ago

TrannyGem

train, deepthroat
11:25

Sissygasm Own Jizz Grease Close up Rectal Have Fun

2 years ago

TrannyGem

train, BBW, close up, slut, anal orgasm
04:59

Trans Honey Goddess Ivory Trains Roomie No Condom Lesson

2 years ago

TrannyGem

train, 18
04:21

NOX and m0Xie - peer-tension leads to sheer gusto

2 years ago

TrannyGem

train, prostate
11:27

GenderX - Lena Moon Gets an Ass-Fuck Exercise at Gym

2 years ago

TrannyGem

train, cum in mouth, gym, cum in ass
14:26

Sissy maid milking for tormentor and dominatrix

2 years ago

TrannyGem

train, maid
05:00

Finest moments from Degradation of Property 609-808-906

2 years ago

TrannyGem

train, hooker, BDSM, prostitute, whore, escort
10:52

Sissy maid in Spandex & vinyl has joy with romping machine!

2 years ago

TrannyGem

latex, german, train, maid, spandex, machine, chastity
12:00

Scorching sissy in luxurious undergarments wank!

2 years ago

TrannyGem

train
05:00

Best moments from Degradation of Property 609-808-906

2 years ago

TrannyGem

train, hooker, BDSM, prostitute, whore, escort
14:59

TRANSSEXUAL Step-step-sister gives Grubby Gargle Sucky-Sucky

2 years ago

TrannyGem

train, blonde, slut, sissy
06:20

Sissy Railing Fake Penises and Leaking Jizm

2 years ago

TrannyGem

train, chastity
03:31

Sissy instructing wood idolize

2 years ago

TrannyGem

train, instruction, sissy
10:27

Spun sissy first-ever web cam flash recorded

2 years ago

TrannyGem

train, flashing, erotic, sensual, romantic
11:16

Ultra-cute femboy nails her booty and shoots a load with enjoyment 4K ( sissy trap tgirl )

2 years ago

TrannyGem

cute, train, prostate, teen anal (18+), orgasm, dildo, milk
08:21

Hefty fake penis compete! See how this femboy ass fucking wanks using four big fake penises!

2 years ago

TrannyGem

train, huge dildo, prostate, penis
12:13

Ass Fucking vegetables injection

2 years ago

TrannyGem

train, insertion, anal orgasm
01:53

In Training - Exercise X Property

2 years ago

TrannyGem

train, hooker, prostitute, whore, escort
08:48

Black Femboy Railing Daddys Immense Salami

2 years ago

TrannyGem

train
05:10

Kinky First-Timer Nubile Crossdresser Super Hot Streaptease and Sissy Onanism

2 years ago

TrannyGem

train, tease, panties, dress, femboy
05:57

SISSY FUCKMACHINE ORGAZM SUPER-HOT BUM

2 years ago

TrannyGem

train, prostate, orgasm, anal orgasm, hands free
05:45

Stellar sissy Ponyboy Displaying his bare bod and high stilettos

2 years ago

TrannyGem

train, sissy
04:43

A Betas Goal

2 years ago

TrannyGem

train
12:34

Dominatrix teaching insane sissy tramp

2 years ago

TrannyGem

femdom, strapon, train, pegging
06:36

Sissy encouraged to unsheathe herself on brothel stairs

2 years ago

TrannyGem

femdom, public, train, vibrator, chastity
05:36

Anal training with a CD thick dildo

2 years ago

TrannyGem

train
06:10

Sissy with tats dirty dances a fat butt

2 years ago

TrannyGem

fat, train, dance, femboy
05:32

HornyEmpressKay - CROPPED and FIGGED by DOMINATRIX

2 years ago

TrannyGem

train, slut
05:50

Impressive SissyGasm

2 years ago

TrannyGem

train, surprise, cumshot compilation, sissy, femboy
06:59

Sissy boinks herself in the rump with a fake penis

2 years ago

TrannyGem

train, whore, penis
13:44

THICK LOLLIPOP GRINDR DAD JIZZES DEEP IN SUPER-HOT CROSSDRESSERs SISSY CUNT

2 years ago

TrannyGem

train, crossdresser, cum in ass
10:17

Anal invasion climax teaching

2 years ago

TrannyGem

train, orgasm, anal orgasm
13:31

Light-Haired Sissy Dual Invasion

2 years ago

TrannyGem

train, double anal, sissy, double penetration, chastity
06:00

TransAngels - Let Me Train You - Rob Yaeger Venus Lux

2 years ago

TrannyGem

train
09:52

Office Sissy Delights Dinky with her Hatch and Bum

2 years ago

TrannyGem

pantyhose, train, office, ass to mouth, heels, skirt
10:11 77%

I cant stop spunking! T-woman no-arms utter assets climaxes with hitachi

2 years ago

TrannyGem

pissing, train, prostate, hands free, femboy
10:11

I can;t stop jizzing! T-chick no-forearms utter assets climaxes with hitachi

2 years ago

TrannyGem

cute, train, prostate, hands free
13:54

Sissy Oksana finishes off highly amply during assfuck fuck stick teaching

2 years ago

TrannyGem

public, train, chastity
03:31

Gigantic Backside Sissy Reign Demonstrating Her Tans Booty & Getting Rectal Pummel On Washing Machine

2 years ago

TrannyGem

train, orgasm, machine, screaming, anal orgasm
14:53

My Rump Guzzling Hankeys Seahorse

2 years ago

TrannyGem

train, huge dildo
10:56

Superslut college penis deepthroating class

2 years ago

TrannyGem

train, college, penis, slut, skirt, chastity
11:19

Raw have fun with phat barrel ass-fuck butt-plug

2 years ago

TrannyGem

train, huge dildo
05:14

Sissy Crossdressing

2 years ago

TrannyGem

train
10:40

Sissy crossdresser luvs rigid spear knead raw cunt and spunk in underpants transsexual

2 years ago

TrannyGem

teen (18+), train, slut, JOI, fleshlight, femboy
10:02

Sissy April Diamond ORAL and deep mouth experience day 15

1 year ago

TrannyGem

train
11:15

*Trailer* Sissy Instructing Basics With Kelli Frost

1 year ago

TrannyGem

train, instruction, chastity
06:13

Sissy spunk with extraordinary rammed clittie

1 year ago

TrannyGem

train, chastity, cum in ass
06:10

Sissywhore Mirella with three fake peniss in her butt

1 year ago

TrannyGem

mature anal, train, dutch, JOI
02:50

Hoe Face Down Culo Up Plugging Her Cock-Squeezing Rosy Arsehole

1 year ago

TrannyGem

fat, train
08:12

Trio Way Pounding

1 year ago

TrannyGem

train
06:24

Danielle Dicksinme Experiences Arse To Jaws on Her Playthings

1 year ago

TrannyGem

mature anal, train, ass to mouth, sissy
10:36

Cute crossdressers having anal train with their date

1 year ago

TrannyGem

train
11:05

Anal Invasion wide open extraordinary teaching

1 year ago

TrannyGem

train, gape, anal orgasm
10:59

Sissy fuckbox gulps fat black buttfuck beads

1 year ago

TrannyGem

femdom, fat, train
13:40

Trancess Triss Bended Over on her knees Strettching her Dude Cunt for You

1 year ago

TrannyGem

train, gape
05:05

Sissy victim in harness dirty dancing wiggling bootie donk blu brassiere and undies dancing

1 year ago

TrannyGem

train, dance, behind the scenes
06:44

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

1 year ago

TrannyGem

pantyhose, train, reality, gape, femboy
04:18

Sissification feminization sissy instructing - BIG BLACK COCK

1 year ago

TrannyGem

femdom, train, instruction, cuckold, JOI, BBC
02:59

Femboy hops on a fake penis and sissygasming

1 year ago

TrannyGem

train, 18, bottle, college, penis, gape
10:39

Electric current, Iramask and vibes in the park during the day

1 year ago

TrannyGem

public, train, bondage, reality, vibrator
02:40

I was doing nothing and I called my neighbor to gobble me, we liked it and he came in my booty

1 year ago

TrannyGem

train, cum in ass
13:04

Sissy Candys very first time with a nailing machine and sissygasm (total vid)

1 year ago

TrannyGem

train, bondage, machine, first time
05:13

Sissy Trainer; Give Your Arse; Sissification; Feminization

1 year ago

TrannyGem

femdom, strapon, train, pegging
12:42

Pulverizing machine spread guys brown-eye

1 year ago

TrannyGem

train, machine
08:31

Femboy SISSY Forearms Free-For-All Jism buttfuck rock-hard

1 year ago

TrannyGem

femdom, train, prostate, orgasm, anal orgasm, hands free
03:44

Thats a Supreme Chick

1 year ago

TrannyGem

train, bondage, chastity
07:40

Sissy restrain bondage teaching

1 year ago

TrannyGem

train, bondage
05:50

Trans rails on my stiff and tastey dinky

1 year ago

TrannyGem

train, tight
13:13

CROPPING and SLAPPING my marvelous crazy MARIONETTE - BONDAGE & DISCIPLINE

1 year ago

TrannyGem

femdom, train, bondage, spanking
10:02

Sissy Oksana numerous sissygasms on Sirs order_part 3_sc.71

1 year ago

TrannyGem

train, anal orgasm, chastity
03:03

Practising On All 4S Makes Her Jizz

1 year ago

TrannyGem

feet, train, prostate, glasses, anal orgasm, hands free
07:28

Trans has sissygasm

1 year ago

TrannyGem

train, bondage, heels, anal orgasm, chastity
05:00

First-Ever time toying with my sinnovator node

1 year ago

TrannyGem

train, british, 18, old and young (18+), gape, first time
03:41

Crossdresser drains rectally

1 year ago

TrannyGem

train, bondage
02:55

Spunking too lightly from getting porked and wiggling afterward...

1 year ago

TrannyGem

train, prostate, massage, dildo, hands free
05:44

Training her amazing ass with various toys

1 year ago

TrannyGem

train, gape
02:29

Sissy anal training,

1 year ago

TrannyGem

train, teen anal (18+), anal orgasm, hands free
17:12

Sissy instructing instructional

2 years ago

TrannyGem

train, instruction, compilation
03:18

Yaya is a good cumslut and makes her debut being barebacked by two different guys in a mini train

2 years ago

TXXX

train, 18
01:42

Sophie sucking

3 years ago

xHamster

train, norwegian
04:47

TS Nathany Gomes Gets Her Ass Trained

6 years ago

ShemaleZ

train
06:31

Hard Sissy Training Compilation

12 months ago

HClips

train, compilation
06:47

Hot Sissy Compilation Train Yourself

12 months ago

ShemaleZ

train
10:24

Slut Chastite Faggot Fuck Training In Ass

1 year ago

BeMyHole

stockings, train, anal, chubby, ass, toys, slut
10:01

Mistress Lovings Sissy Training

3 years ago

BeMyHole

femdom, train
09:22

TRANS BELLA - Two cumloads and anal train for Latina tranny Priscylla Modella

3 years ago

BeMyHole

train
05:43

Gangbang train with a delicious big tits latina tranny

3 years ago

BeMyHole

train, gangbang, group
05:03

Horny gape training

3 years ago

BeMyHole

train, gape
10:59

Adorable blonde TS stretcher her big ass with her favorite toys

3 years ago

BeMyHole

train, bath, bathroom
07:18

TS Remy Karatz Trains her Collegeboy to Suck Dick

5 years ago

TrannyGem

train
08:35

Sissy Boy Sex Slave Training Videos

5 years ago

TrannyGem

femdom, bisexual, train, sissy
09:55

TS Hooker Blowjob Training

5 years ago

TrannyGem

lesbian, train, instruction, hooker, prostitute
08:05

You SISSY Slut Training Video :CAROLYNFOREST

5 years ago

TrannyGem

train, slut, sissy
13:28

I will train you how to take a dinky like a real sissy

4 years ago

TrannyGem

train, sissy
08:50

AmberSis - Your Sissy Identity

4 years ago

TrannyGem

train, teen anal (18+), BDSM, sissy
10:23

Femboy deep rails a large fake penis and loves ( sissy trap cd smash transsexual dame )

2 years ago

TrannyGem

train, prostate, massage, dildo, riding, girlfriend, penis
12:25

Deep elastic ravaging donk doggie-style with huge fake penis 4k ( femboy fucktoy railing )

2 years ago

TrannyGem

fat, train, huge dildo, dogging, close up, penis
09:36

Chain and steel ball - Fine instructing plaything and super-naughty have fun

1 year ago

TrannyGem

train, instruction, BDSM
07:52

HornyEmpressKay - 30 CUM SHOTS THE BEVY 1,two,trio

1 year ago

TrannyGem

train, cum in mouth, slut
11:44

Tgirl in fishnet penetrates herself with her fucktoy until she blows a load - Emily Adaires assfuck teaching - day five

1 year ago

TrannyGem

german, train, 18, glasses, toys, tight
03:26

Sissy Trans Screws Herself With Glass Fake Penis

1 year ago

TrannyGem

train, glasses, penis, first time
02:17

Sissy in Pinkish Underwear Rails Fake Penis for Dad

1 year ago

TrannyGem

train, glasses, penis
09:35

Sissy Candy fettered and locked on her fuck stick stand

1 year ago

TrannyGem

train, bondage
09:14

Sissy tramp is plumbed massive trunk. Dominatrix Female Dom

1 year ago

TrannyGem

femdom, strapon, train, orgasm, pegging, anal orgasm
04:11

Sissy got all clothed up just to be put to swallow beers throughout ass-fuck by her alpha masculine

1 year ago

TrannyGem

train, swallow, bottle, clothed, slut, chastity
37:26

Dominant Shemale Mistress Train And Dominate Slave

6 years ago

ShemaleZ

femdom, train
22:01

Risky Sex With Sexy Tranny In The Train And In The Car / Compilation

1 year ago

HClips

train, car, compilation
17:14

Deepthroat training with a double ended dildo. With Essex Girl Lisa and TGirl April

1 year ago

PornHub

blowjob, train, gagging, british, deepthroat, slut, skirt
05:56

TS Porn Star Venus Lux Trains Her Slave

3 years ago

BeMyHole

train, facesitting
10:00

Submissive Sissy Cock Slut - DeepSlutPuppy 1

5 years ago

TrannyGem

creampie, train, slut, sissy

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