SHEMALE • TRAIN 5,096 videos

Popular Latest Top rated

11:22 97%

Sissy Slut Trained and Spit Roasted

3 years ago

AShemaleTube

latex, shemale, blowjob, train, fetish, crossdresser, shemale and girl
10:00 95%

DIVINE TGIRLS - TRANSSEXUAL in school uniform enjoy underground teach barebacking

2 years ago

TrannyGem

public, teen (18+), train, anal, teen anal (18+), uniform, bareback
28:06 95%

Ryu Nymph Stretches her Arse with a Monster can

3 years ago

TrannyGem

amateur, small cock, train, anal, big ass, boots, big tits
33:06 93%

Lianna Lawson - Piggy Princess Training

3 years ago

ShemaleZ

shemale, train, fetish, toys
06:14 93%

Erica Cherry & Brittney Kade in Take A Ride On The Trans Train #03 - Brittney Kade, Erica Cherry & Sergeant Miles, Scene #03

2 years ago

TXXX

train, threesome, riding, cumshot, lingerie
03:52 92%

Sissy Cum Swallow Training 2

6 years ago

xHamster

train, swallow, sissy, shemale fucks guy
28:51 92%

Trans Slut Gets Trained To Become Puppy Slapped And Humiliated Long 29 Min

1 year ago

ShemaleZ

amateur, train, threesome, fetish, BDSM, redhead, slut
06:13 92%

Femboy dancing and fapping with large penis

2 years ago

TrannyGem

train, dance, party, asian, orgasm, penis, femboy
22:01 91%

Corporate Futa Training

2 years ago

TrannyOne

train, 3D, futanari
05:44 91%

TS Sissy Wife Training for bimbo tranny Sasha de Sade - British sissy whore

5 years ago

ShemaleZ

blowjob, train, fetish, wife, crossdresser, british, shemale and girl
04:27 91%

The Only Way A Sissy Should Be Instructed To Jizz

1 year ago

TrannyGem

anal orgasm, hands free, chastity, prostate, sissy, instruction
05:05 91%

Ball-Gagged Sissy Hoe phat Belt Cock Pegging by little female dominance Princess in Spandex apparel by Domme Mercer

1 year ago

TrannyGem

femdom, latex, strapon, train, gagging, bondage, dildo
08:11 91%

Sissy Crossdresser Sissy Watches Herself Take Big Cock In Bathroom Mirror

1 year ago

BeMyHole

amateur, small cock, train, anal, crossdresser, bathroom, sissy
35:30 91%

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

5 years ago

Analdin

train, 3D, futanari, black
10:15 91%

Sissy - anal training

3 years ago

xHamster

public, train
38:01 90%

Candy And Dada - educate Journey

3 years ago

TrannyGem

mature, teen (18+), mature anal, train, interracial, asian, teen anal (18+)
24:21 89%

Rubber Training and NurseEva

4 years ago

xHamster

amateur, latex, rubber, train, domination, shemale fucks guy
04:18 89%

Teen Trans Anal Training

2 years ago

ShemaleZ

amateur, train, toys, webcam, solo
15:21 89%

Hattabi4ik sissy femboy trap splatter ejaculation self shag warm humungous bootie compilation

1 year ago

TrannyGem

pissing, train, squirt, orgasm, compilation, cumshot, cumshot compilation
05:44 88%

2 BIG BLACK COCK Find out the Sissy Stud is a She, Youthful TRANSSEXUAL Sissy Trans Tranny Transgirl

4 years ago

TrannyGem

black, teen (18+), POV, train, teen anal (18+), crossdresser, gangbang
05:04 88%

Russian transvestite fucks herself with a dildo (Part 1)

2 years ago

TrannyGem

amateur, teen (18+), train, russian, dildo, crossdresser, 18
25:17 88%

Sissy Fuckdoll Delivery

3 years ago

TrannyGem

train, bondage, BDSM, bikini, reality, slut, sissy
03:12 88%

Sissy Mega-Bitch Lola Crystals getting rewarded by Ginormous Black Fuckpole Parent

1 year ago

TrannyGem

black, train, crossdresser, big cock, babe, slut, BBC
08:12 87%

When your sissy is missing parents rod

5 months ago

TrannyGem

shemale, dildo, crossdresser, riding, masturbation, slut, JOI
01:07 87%

Ts Stroka Trains Muscle Booty Bottom

4 years ago

xHamster

black, train, muscle, ebony
12:00 87%

Watch admirable Chelsea Maries sex

1 year ago

OkXXX

train, anal, MILF, bondage, shemale and girl, threesome
22:00 86%

Corporate Training Futanari Porn Video

3 years ago

Analdin

train, 3D, office, titjob, deepthroat, futanari
10:12 85%

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

3 years ago

TrannyGem

train, prostate, massage, anal orgasm, sissy, dildo
06:32 85%

Purity sissy Raine toying with BIG FAKE PENIS

1 year ago

TrannyGem

cute, teen (18+), teen anal (18+), dildo, sissy, chastity
13:04 85%

Gooner Virus

2 years ago

TrannyGem

femdom, train, instruction, game, JOI
20:01 84%

Futanari Groping Futa On Train

7 years ago

ShemaleZ

train, groped, futanari
1:00:22 84%

Tgirl Foursome Including Anal Train With Essex Girl Lisa, April And Pauline

1 year ago

ShemaleZ

mature, latex, mature anal, train, shemale and girl, group, foursome
23:12 84%

The Training Of - Olivia Robin

2 years ago

ShemaleZ

train, fisting, BDSM, crossdresser, domination, shemale
11:33 83%

Feminization Sissification Sissy Threesome Training Blowjob

4 months ago

HClips

amateur, shemale, blowjob, POV, train, threesome, tattoo
10:53 83%

Couple Put the Young TS in the Middle and Made an Anal and Vaginal Train!

7 months ago

AShemaleTube

amateur, homemade, shemale, blowjob, train, threesome, couple
09:45 83%

Tranny fuck-fest with domina, Transgender Princess Spunking Cowgirl Railing, Sissy jizz in pusssy

1 year ago

TrannyGem

POV, ladyboy, crossdresser, creampie compilation, compilation, orgasm compilation, sissy
18:15 83%

FEMALE DOMINATION HANDBALLING ASSFUCKING INSTRUCTING PEGGING DOMINATRIX PREDOMINANCE FEMBOY

2 years ago

TrannyGem

femdom, train, anal, instruction, wife, fisting, bondage
13:34 83%

Two Thai smallish stunning transgirls having a nasty glorious threeway with porn industry star Magic Michel

7 months ago

TrannyGem

amateur, small cock, thai, threesome, dogging, ass licking, 69
22:37 83%

ANAL FUCK Tranny Skeletor Ass Licking SPUNK SWALLOWER AssHole Banged by Nasty Pervert Penis!

1 year ago

xHamster

amateur, anal, threesome, wife, MILF, bukkake, swallow
05:26 82%

Going knuckle deep the sissy mega-slut and rolen have fun piercings cock ball torture

1 year ago

TrannyGem

femdom, bondage, latex
21:15 82%

Sissy Training With Bailey Love

1 year ago

HClips

shemale, train, sissy
04:37 82%

Trans Sounding Lots of man-cream

1 year ago

TrannyGem

fisting, bondage, japanese, BDSM
04:03 82%

Train my sissy ass with my new big dildo

2 years ago

xHamster

amateur, public, huge dildo, anal, big ass, sissy
10:16 81%

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

2 years ago

TrannyGem

feet, cute, pantyhose, stockings, femdom, shemale, train
17:29 81%

TRANSSEXUAL College Girl Sasha helps you learn about Transgender Princess Anatomy

2 years ago

TrannyGem

train, instruction, dirty talk, college, JOI
10:55 81%

Folks Gobbling She-Creature Jizz Compilation

5 years ago

TrannyGem

train, asian, compilation, swallow, cum in mouth, cumshot compilation, sissy
12:38 80%

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

2 years ago

ShemaleZ

train, threesome
22:19 80%

Cock-training

3 years ago

TrannyOne

mature, train
1:10:55 80%

Trans on the train - Japanese

1 year ago

JizzBunker

shemale, train, interracial, japanese, babe
14:40 79%

I masturbated and came in public in the car after the training

1 year ago

xHamster

beauty, public, train, solo, car, 18, cum in ass
03:53 79%

Sissy Big Cock Anal Training

5 years ago

ShemaleZ

train, interracial, sissy
02:40 79%

Tranny Jizzed On In A Train

3 years ago

TrannyOne

public, train
20:25 79%

Japanese slave facefucking training

5 years ago

AShemaleTube

train, japanese, uniform, cum in mouth, domination
06:10 79%

Sissy T-Girl Cumslut PMV

4 years ago

TrannyGem

creampie, train, bukkake, gangbang, slut, gape
06:35 79%

Pale Tranny Bents Over And Trained Anally

2 years ago

TXXX

amateur, train
05:21 78%

Cumslut Training Jessica Bloom Self Suck & Cumplay Cei Cum Eating Instructions

2 years ago

ShemaleZ

train, instruction, selfsuck, teen (18+)
1:07:40 77%

Tempting t-girls hardcore anal sex collection

3 years ago

Analdin

black, train, anal, dildo, compilation, handjob compilation, cumshot compilation
12:13 77%

Shemale Training Her Sissy Friend.. Who May Become One Of Them =p

2 years ago

Upornia

train, webcam, sissy
1:59:21 77%

Slender Japanese shemale trained in bondage and submission

2 years ago

PornLib

train, fetish, asian, bondage, japanese, BDSM
32:24 77%

Sissy whore pic Bombardment Conversion Therapy

4 years ago

ShemaleTaxi

train, crossdresser, whore, taxi, sissy
03:26 77%

In the train

4 years ago

AShemaleTube

train, outdoor, latina
04:22 76%

Restrain bondage and kittling my sissy trip week four

2 years ago

TrannyGem

femdom, italian, train, bondage, BDSM, goth, sissy
08:21 76%

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

3 years ago

ShemaleTaxi

gloryhole, train
07:39 76%

Pump 2 Me - Sissy GOON Trainer

4 years ago

xHamster

compilation, swallow, handjob compilation, deepthroat, cum in mouth, cumshot compilation, sissy
10:35 76%

LEGACY MESS : Two Greedy for Sex skinny asian Sluts Shemale Fuck in the caboose with a White Guy

2 years ago

ShemaleTaxi

train, threesome, asian, ladyboy, deepthroat, slut, taxi
05:35 76%

Trans dresses as schoolteacher, costume play, wants to have fun with his college girls

2 years ago

TrannyGem

stockings, train, japanese, 18, teacher, college, dress
44:12 75%

Train Of Anal Sex 2 Shemales And A Very Horny Macho

1 week ago

ShemaleZ

interracial, shemale fucks guy, ebony, threesome, shemale, anal
07:31 75%

Phat donk femboy bum fuck stick compilation

2 months ago

TrannyGem

farting, big ass, fetish, dildo, compilation, BBC, sissy
09:48 75%

Русский транс сосет член

5 months ago

ShemaleMovie

crossdresser, sissy, 18, train
22:45 74%

Amateur Couple and Trans - Train

1 week ago

xHamster

shemale, sissy, amateur, threesome, teen anal (18+), teen (18+)
08:31 74%

Sissy Training! 9 Min

1 year ago

TXXX

mature, shemale, sissy
02:06 73%

Ladyboy solo draining in leather mini-skirt.

1 year ago

TrannyGem

leather, skirt
10:11 72%

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

2 years ago

TrannyGem

pissing, train, prostate, hands free, femboy, orgasm
01:19 72%

Bukkake Training for Two Tranny Sluts

5 years ago

AShemaleTube

latex, train, uniform, bukkake, cum in mouth, slut
18:28 72%

GOOD-SIZED Belt Dick Pegging for V-Card Sissy Victim Demolishing her Trampy Crevice by Domina Mercer

3 years ago

TrannyGem

femdom, strapon, lesbian, train, bondage, dildo, crossdresser
07:35 71%

Sissy with a Cork on a Stool Stimulate her Clitty

3 months ago

TrannyGem

orgasm, ladyboy, crossdresser, masturbation, blonde, heels, sissy
07:24 71%

Training a nice youngsters throat obese 2

2 years ago

ShemaleTaxi

train, big cock, deepthroat, femboy
15:04 70%

Wondrous Fem Dom and Mature Shemale Predominate and Fem a Sissy

3 years ago

TrannyGem

femdom, mature anal, train, granny, british, dirty talk
11:17 70%

Lesbian Train Molestrers (Full Version)

3 years ago

TrannyOne

lesbian, funny, train
1:46:53 69%

Kitty training her ass

2 months ago

AShemaleTube

amateur, shemale, train, fetish, solo, latina, webcam
02:33 69%

Tranny DreemZ Crossdresser Sissies in Bondage and Train

4 years ago

AShemaleTube

bondage
02:25 69%

I do everything which me say my holder, including fellatios on public place. I am enslaved sissy hoe

5 months ago

TrannyGem

public, sissy, crossdresser, beauty, outdoor
04:53 69%

Sissy Trainning & Cumshots Compilation

2 years ago

ShemaleZ

train, outdoor, cumshot compilation, sissy
03:16 68%

AB082 Bad Girl Miss 3 be spanking and training - deep throat crmpie BDSM ???Miss????????

6 months ago

TrannyOne

stockings, shemale, train, BDSM, spanking, shemale and girl, deepthroat
07:02 68%

Stretching my Ass - Sissy Training

1 year ago

xHamster

amateur, cute, homemade, bareback, sissy, colombian
13:42 68%

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

3 years ago

TrannyGem

femdom, train, wife, orgasm, chastity
07:22 67%

Sissy Popper Training 1

4 years ago

BeMyHole

train, sissy
08:44 67%

Ladyboy Jizzing hump female dominance domina, Pulverize cunt Sissy

4 months ago

TrannyGem

amateur, cute, beauty, femdom, strapon, lesbian, orgasm
08:14 67%

We Worship your Cock! (cocksucking and Sissy PMV)

5 years ago

TrannyGem

train, short hair
17:41 67%

Sissy Pussy Training

3 years ago

xHamster

beauty, public, creampie, train, JOI, sissy
04:18 65%

Mia Thorne Trains Cherry Tgirl Mate How to Have Hook-Up UTTER MOVIE ON FANSLY

8 months ago

TrannyGem

amateur, small cock, shemale, lesbian, shemale and girl, first time
03:11 65%

51cm John Thomas Henry Humungous Assfuck Destruction Fuck Stick Slamming Deep into Slick Nice Femboy Asspussy

1 year ago

TrannyGem

huge dildo, dildo, hardcore, chastity
28:50 64%

Training Your Sissy

1 year ago

Upornia

stockings, shemale, cumshot, sissy, lingerie
05:40 64%

MaureenNadh - Hijab Sissy Squirt While Anal Training Using Chastity Cage

1 year ago

xHamster

arab, train, squirt, penis, chastity, FTM
02:52 64%

【Hands Free-For-All Orgasm】Japanese sissy 『Nipple Masturbation』Hands Free♡【ladyboy 女装偽娘 crossdresser】

1 year ago

TrannyGem

orgasm, japanese, nipples, sissy, hands free
03:25 64%

Ab094 Lustful Teacher Extreme Trained -milking 65cm Dildo (chinese And English Subtitles) - Abby Kitty

11 months ago

ShemaleZ

shemale, asian, dildo, BDSM, milk, chinese, teacher
12:47 63%

Femboy steaming pops and gets an ejaculation from the paw stiff pink cigar ( superslut t-model)

2 years ago

TrannyGem

train, orgasm, panties, JOI, solo
10:08 63%

Tied up Asian ladyboy trained to by a sissy slut

6 years ago

TrannyOne

train, tied
20:59 63%

Breezy Teaching Jizz Slurping two

2 years ago

TrannyGem

train, swallow, riding, JOI, sissy
12:29 62%

Adorable Sissy Virginity Gimp Let Out to be Taunted Denied Abased and Locked up by Domme Mercer

3 years ago

TrannyGem

femdom, train, tease, bondage, reality, sissy, chastity
05:53 62%

Sissy Ponyboy In jaw-dropping pink dress Walking In Public And Training To Be Act Like A Girl

3 years ago

ShemaleTaxi

public, dress, sissy, train
11:57 62%

Cum countdown with TS pawg opening up her big juicy butt & tight pink hole

7 months ago

ShemaleMovie

amateur, homemade, POV, BDSM, solo, sissy
33:23 62%

Sasha And Jenny Trained By Mistress

3 years ago

ShemaleZ

femdom, shemale, lingerie, train
05:41 61%

Feminization Sissification - Sissy teaching - FEEBLE SISSY BOY

1 year ago

TrannyGem

femdom, JOI, sissy
06:45 61%

Fisting And Pov Home Sissy Trainning

2 years ago

ShemaleZ

train, fisting, toys, sissy
04:30 61%

Big Dildo

4 years ago

xHamster

train, huge dildo
42:21 60%

Box-Training Face Busting + Hard-Bare-Assfuck At The End

3 years ago

BeMyHole

amateur, train, brazil, bondage, BDSM, ass licking, domination
03:11 60%

ROSIE HEADS TO SISSY COLLEGE

9 months ago

TrannyGem

femdom, strapon, crossdresser, femboy
12:29 57%

Sissy Purity Marionette Taunted and Abased by Domme, Denied and Locked in the Vice

3 years ago

TrannyGem

femdom, train, tease, bondage, chastity
14:35 57%

HOT YOUNG TRANSGENDER SISSY GETS ANAL-TRAINING (PLUS SOME FOREPLAY)!

5 years ago

TXXX

train, small tits, sissy
18:22 57%

Bad slut needs more training

5 years ago

ShemaleZ

small cock, train, interracial, slut, small tits
11:12 56%

Wear a Perverted Costume and Have Someone Accompany You to Training

6 months ago

xHamster

cute, train, asian, japanese, solo, crossdresser
02:46 56%

Tied Up Bondage Asian Sissy Training 2

1 year ago

xHamster

bondage, maid, tied, sissy
18:49 56%

Sissy slut Jenni needs big black cock slut Training

4 years ago

HDSex

train, slut, BBC
05:53 55%

Foolish sissy tramp take the dick inside mouth and suffers humiliated like a good girl

3 months ago

ShemaleMovie

amateur, beauty, shemale, blowjob, creampie, train, BDSM
12:58 55%

TrannieTowers - Trained to suck cock

4 years ago

xHamster

mature, public, train, maid, british, shemale
55:24 55%

Sissy Poppers Training To Love Cumm

5 years ago

ShemaleZ

train, gangbang
12:45 55%

TRANSFIXED - Interracial Trans And CIS Lesbian Nurses Have INSANE BAREBACK ORGY To Complete Training

2 years ago

TXXX

lesbian, nurse, group, orgy
15:35 55%

Sissy Hypno #2: Becoming A Cock Slut

3 years ago

xHamster

train
03:17 54%

Sissy dildo training

5 years ago

ShemaleZ

train, dildo, sissy

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