SHEMALE • TRAIN 4,819 videos

Popular Latest Top rated

11:22 97%

Sissy Slut Trained and Spit Roasted

2 years ago

AShemaleTube

latex, blowjob, train, fetish, crossdresser, shemale and girl, domination
11:36 97%

SISSY TRAINED

3 years ago

xHamster

strapon, sissy, shemale fucks guy, shemale and girl, domination
28:06 96%

Ryu Nymph Stretches her Arse with a Monster can

2 years ago

TrannyGem

amateur, small cock, train, big ass, boots, monster, cumshot
22:01 96%

Corporate Futa Training

1 year ago

TrannyOne

train, 3D, futanari
14:40 95%

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

8 months ago

xHamster

public, shemale, car, cum in ass, beauty, cumshot, amateur
05:44 94%

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

3 years ago

TrannyGem

teen (18+), train, teen anal (18+), crossdresser, gangbang, college, BBC
10:00 94%

DIVINE TGIRLS - TRANSSEXUAL in school uniform enjoy underground teach barebacking

1 year ago

TrannyGem

public, teen (18+), train, teen anal (18+), uniform
04:18 94%

Teen Trans Anal Training

1 year ago

ShemaleZ

train, toys, webcam, solo
38:01 93%

Candy And Dada - educate Journey

3 years ago

TrannyGem

mature anal, train, asian, teen anal (18+), group, orgy, shemale fucks guy
28:51 93%

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

11 months ago

ShemaleZ

amateur, threesome, BDSM, slut, train
33:06 93%

Lianna Lawson - Piggy Princess Training

2 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

1 year ago

TXXX

train, threesome, riding
10:16 92%

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

2 years ago

TrannyGem

feet, pantyhose, stockings, femdom, train, asian, japanese
15:21 92%

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

6 months ago

TrannyGem

pissing, squirt, orgasm, compilation, cumshot, cumshot compilation, orgasm compilation
05:44 92%

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

4 years ago

ShemaleZ

train, wife, crossdresser, british, whore, toys, sissy
05:05 92%

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
10:55 92%

Folks Gobbling She-Creature Jizz Compilation

4 years ago

TrannyGem

train, compilation, swallow, cum in mouth, cumshot compilation, asian
03:12 92%

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

1 year ago

TrannyGem

black, train, crossdresser, babe, slut, BBC, sissy
35:30 91%

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

5 years ago

Analdin

train, 3D, futanari
06:10 91%

Sissy T-Girl Cumslut PMV

4 years ago

TrannyGem

creampie, train, bukkake, gangbang, slut, gape
13:04 91%

Gooner Virus

1 year ago

TrannyGem

femdom, train, instruction, game, JOI
23:12 90%

The Training Of - Olivia Robin

1 year ago

ShemaleZ

shemale, train, fisting, BDSM, crossdresser
25:17 90%

Sissy Fuckdoll Delivery

3 years ago

TrannyGem

train, bondage, BDSM, bikini, reality, slut, sissy
07:39 89%

Pump 2 Me - Sissy GOON Trainer

3 years ago

xHamster

handjob, train, compilation, swallow, handjob compilation, deepthroat, cum in mouth
08:11 89%

Sissy Crossdresser Sissy Watches Herself Take Big Cock In Bathroom Mirror

6 months ago

BeMyHole

amateur, small cock, blowjob, train, anal, crossdresser, domination
10:00 89%

An Ass to remember

8 months ago

PornHub

teen (18+), creampie, teen anal (18+), 18, bareback, sissy, femboy
05:04 88%

Russian transvestite fucks herself with a dildo (Part 1)

1 year ago

TrannyGem

train, russian, dildo, 18
21:15 88%

Sissy Training With Bailey Love

11 months ago

HClips

train, lingerie, sissy, shemale
04:22 88%

Restrain bondage and kittling my sissy trip week four

1 year ago

TrannyGem

femdom, italian, train, bondage, BDSM, goth, sissy
12:00 88%

Watch admirable Chelsea Maries sex

11 months ago

OkXXX

blowjob, train, anal, bondage, ass licking, threesome
05:15 88%

2023_8_5 Lyn's Play with urethral vibrators

6 months ago

xHamster

lesbian, hooker, BBW, chinese
09:45 86%

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

9 months ago

TrannyGem

POV, ladyboy, crossdresser, creampie compilation, orgasm compilation, sissy, anal orgasm
20:44 85%

Trans joi. Intense edge, ruin and then cum with me. Huge load

1 year ago

PornHub

femdom, french, train, instruction, orgasm, jerking, blonde
22:00 84%

Corporate Training Futanari Porn Video

2 years ago

Analdin

handjob, blowjob, train, 3D, office, titjob, deepthroat
06:35 83%

Pale Tranny Bents Over And Trained Anally

1 year ago

TXXX

amateur, train
05:21 82%

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

1 year ago

ShemaleZ

train, instruction, selfsuck
22:37 82%

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

6 months ago

xHamster

amateur, anal, threesome, wife, MILF, bukkake, swallow
04:03 82%

Train my sissy ass with my new big dildo

1 year ago

xHamster

public, train, huge dildo, anal, dildo, sissy
06:32 82%

Purity sissy Raine toying with BIG FAKE PENIS

5 months ago

TrannyGem

cute, teen (18+), teen anal (18+), dildo, sissy, chastity
18:15 82%

FEMALE DOMINATION HANDBALLING ASSFUCKING INSTRUCTING PEGGING DOMINATRIX PREDOMINANCE FEMBOY

2 years ago

TrannyGem

femdom, train, instruction, wife, fisting, bondage, shemale and girl
05:09 82%

Shemale with large jizz-shotgun ass fucking Trains Her Twink Toy

3 years ago

ShemaleTaxi

spanking, shemale fucks guy
20:25 82%

Japanese slave facefucking training

4 years ago

AShemaleTube

train, japanese, uniform, cum in mouth
10:06 81%

Trans Oiled And Fucked Bareback

6 months ago

PornHub

amateur, turkish, stockings, massage, heels, sissy
10:35 80%

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

1 year ago

ShemaleTaxi

train, threesome, ladyboy, deepthroat, slut, taxi, asian
07:24 80%

Training a nice youngsters throat obese 2

1 year ago

ShemaleTaxi

train, big cock, deepthroat, femboy
32:24 79%

Sissy whore pic Bombardment Conversion Therapy

3 years ago

ShemaleTaxi

train, whore, taxi, crossdresser, sissy
1:10:55 79%

Trans on the train - Japanese

8 months ago

JizzBunker

shemale, train, interracial, japanese
01:07 79%

Ts Stroka Trains Muscle Booty Bottom

3 years ago

xHamster

black, train, muscle
12:38 78%

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

2 years ago

ShemaleZ

train, threesome
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
1:00:22 77%

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

10 months ago

ShemaleZ

mature, latex, mature anal, group, foursome, train
05:41 77%

Feminization Sissification - Sissy teaching - FEEBLE SISSY BOY

10 months ago

TrannyGem

femdom, JOI, sissy
15:33 77%

Sasha de Sade SISSY-FACTORY

3 years ago

ShemaleMovie

train, crossdresser, sissy
03:26 76%

In the train

3 years ago

AShemaleTube

train, outdoor, latina
02:40 76%

Tranny Jizzed On In A Train

12 years ago

AShemaleTube

train, ladyboy
12:13 75%

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

1 year ago

Upornia

amateur, train, webcam, sissy
1:59:21 75%

Slender Japanese shemale trained in bondage and submission

1 year ago

PornLib

asian, bondage, japanese
08:21 74%

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

2 years ago

ShemaleTaxi

gloryhole
22:28 73%

Mature Tgirl Ass 2 Mouth Threesome

5 months ago

PornHub

mature, small cock, mature anal, big ass, interracial, big tits, penis
08:31 73%

Sissy Training! 9 Min

10 months ago

TXXX

mature, shemale, sissy
18:13 73%

Be my Ass to Mouth Bitch

2 years ago

PornHub

femdom, train, ass to mouth, ass
02:40 72%

Tranny Jizzed On In A Train

2 years ago

TrannyOne

public
1:07:40 72%

Tempting t-girls hardcore anal sex collection

2 years ago

Analdin

handjob, train, anal, interracial, dildo, BDSM, compilation
01:19 72%

Bukkake Training for Two Tranny Sluts

5 years ago

AShemaleTube

latex, train, uniform, bukkake, cum in mouth, slut
14:04 71%

Sissy Patricia Presents: Dildo blowjob and deep anal fuck

1 year ago

PornHub

small cock, train, crossdresser, riding, heels, skirt
12:47 70%

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

1 year ago

TrannyGem

train, orgasm, panties, JOI, femboy
11:17 70%

Lesbian Train Molestrers (Full Version)

2 years ago

TrannyOne

lesbian, funny
15:04 69%

Wondrous Fem Dom and Mature Shemale Predominate and Fem a Sissy

2 years ago

TrannyGem

femdom, mature anal, train, granny, british, dirty talk
02:33 68%

Tranny DreemZ Crossdresser Sissies in Bondage and Train

4 years ago

AShemaleTube

bondage
10:46 68%

Sissygasm Slut Caged Training Massive Cumshot & Anal Milking Jessica Bloom

1 year ago

PornHub

cute, train, orgasm, dildo, milk, monster, british
12:07 67%

BBC Neighbor Back For More Sloppy Head From Pretty Trans Girl

4 months ago

PornHub

cute, blowjob, deepthroat, BBC, sissy, femboy
21:45 67%

Sissy training - spectacular Smokers vs. HC Crossdressers

1 year ago

ShemaleTaxi

smoking, train, compilation, taxi
05:40 67%

MaureenNadh - Hijab Sissy Squirt While Anal Training Using Chastity Cage

12 months ago

xHamster

arab, train, squirt, teen anal (18+), penis, chastity, FTM
18:23 67%

GIRLCOCK hypnosis Pt.three: Girlcock Mind-Fuck

6 years ago

HDSex

train, futanari, big cock
04:53 67%

Sissy Trainning & Cumshots Compilation

1 year ago

ShemaleZ

train, outdoor, compilation, cumshot compilation, sissy
20:59 67%

Breezy Teaching Jizz Slurping two

2 years ago

TrannyGem

train, swallow, riding, JOI
33:23 67%

Sasha And Jenny Trained By Mistress

2 years ago

ShemaleZ

femdom, shemale, lingerie
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
18:28 66%

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

2 years ago

TrannyGem

femdom, strapon, lesbian, train, bondage, crossdresser, pegging
30:22 65%

Girlcock Hypnosis Pt.5: Channel Surfing for Addicts

3 years ago

xHamster

pantyhose, train, big tits, lingerie, sissy
07:02 64%

Stretching my Ass - Sissy Training

7 months ago

xHamster

amateur, cute, homemade, bareback, sissy, colombian
02:52 64%

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

10 months ago

TrannyGem

orgasm, japanese, crossdresser, nipples, sissy, hands free
05:35 64%

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

1 year ago

TrannyGem

train, japanese, 18, teacher, college, dress
07:03 64%

Dark-hued Cock queer training (original, unedited mp4)

1 year ago

ShemaleTaxi

train, big cock, sissy, bisexual
11:29 63%

Open Your Mouth. Leather Torment.

1 year ago

PornHub

mature, femdom, train, MILF, oil, leather, seduced
08:14 61%

We Worship your Cock! (cocksucking and Sissy PMV)

5 years ago

TrannyGem

train, short hair
19:52 61%

[Nighthawk] Jyosou Kakusei Keikaku (Trap Hentai)

1 year ago

ShemaleMovie

train, anal, crossdresser, game, anime, femboy
07:27 61%

Dont witness more than twice! Looping this will cause brain damage! DANGER!

3 years ago

ShemaleMovie

panties, futanari, sissy
06:45 60%

Fisting And Pov Home Sissy Trainning

1 year ago

ShemaleZ

POV, train, fisting, toys, sissy
04:30 60%

Big Dildo

3 years ago

xHamster

train, huge dildo
19:51 59%

SISSY training...lick YOUR OWN cum

3 years ago

HDSex

train, anal, bukkake, babe, erotic, sissy, sensual
18:49 59%

Sissy slut Jenni needs big black cock slut Training

4 years ago

HDSex

train, slut, BBC, sissy, big cock
22:56 59%

In love with big black cock! Bimbofication training. munch it!

3 years ago

ShemaleTaxi

black, train, compilation, gangbang, taxi, BBC, sissy
03:11 58%

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

5 months ago

TrannyGem

amateur, huge dildo, dildo, femboy, hardcore, chastity
02:46 57%

Tied Up Bondage Asian Sissy Training 2

7 months ago

xHamster

bondage, tied, sissy, maid
05:36 56%

Queer trained by ladyboy and nymph

1 year ago

ShemaleTaxi

feet, train, threesome, ladyboy
11:25 56%

Wife Having Hot Intense Sex With Sexy Tran Shemale

1 year ago

PornHub

homemade, train, wife, MILF, orgasm, ass to mouth, shemale and girl
09:45 56%

Hetero contest - JOI game

3 years ago

ShemaleMovie

contest, big cock, JOI, sissy
12:29 55%

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

2 years ago

TrannyGem

femdom, train, tease, bondage, reality, sissy, chastity
05:53 55%

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

2 years ago

ShemaleTaxi

public, dress
10:08 54%

Tied up Asian ladyboy trained to by a sissy slut

5 years ago

TrannyOne

tied
04:53 50%

Wife Let Shemale Try Anal On Her & Begged For More After

2 years ago

xHamster

amateur, fat, train, MILF, saggy tits, wife
13:48 50%

Domme and Sissy cosplay in Elf Dresses and light CBT, Footjob, teasing, getting off, and romp

2 years ago

ShemaleTaxi

feet, bisexual, train, tease, footjob, socks, dress
16:07

Sissy Delicious - Crazy Hardcore Porn Video

4 years ago

XoZilla

train, big tits, sissy, hardcore
09:10

Black manmeat Bottom fuckslut Sissy

3 years ago

ShemaleTaxi

BBC, sissy
20:01

Futanari Groping Futa On Train

6 years ago

ShemaleZ

train, groped, futanari
05:22

Sissy Russian Training (Hypno) - Young to Milf (2021)

3 years ago

xHamster

kissing, train, russian, MILF, JOI, sissy
26:05

PLUMPER Trans Biotch Buttfuck and Deep Throat Teaching

3 weeks ago

TrannyGem

shemale, blowjob, anal, BBW, solo, sissy, dildo
07:41

Cumslut Pop Training 2

2 weeks ago

AShemaleTube

shemale, shemale fucks guy, cum in mouth, femboy
03:11

ROSIE HEADS TO SISSY COLLEGE

1 month ago

TrannyGem

crossdresser, sissy, femboy, threesome, strapon, femdom
06:51

Sissyboyslutty

2 months ago

xHamster

solo, mature, sissy, dildo, homemade, bulgarian
11:19

Allie North in corn rows toying for youuu

3 months ago

PornHub

old and young (18+), sissy, crossdresser, femboy, teen anal (18+), masturbation
12:58

TrannieTowers - Trained to suck cock

3 years ago

xHamster

mature, public, train, maid, british
05:23

MINDFUCK - Tranny jerk Gooner Sissy hypnosis Femboi hj

4 years ago

HDSex

train, crossdresser, sissy
03:55

Very hot shemale train

2 weeks ago

AShemaleTube

webcam, amateur, shemale, homemade
1:27:33

Sissy in Training

4 years ago

xHamster

train, domination, sissy
55:22

Lesbian training by female boss and used as a toy

6 months ago

JizzBunker

shemale, lesbian, japanese, japanese lesbian, train
17:41

Sissy anal training inspiration

3 years ago

ShemaleTaxi

train, sissy, bareback, ladyboy
29:43

Ladyboy makes a man cum in train

6 years ago

TXXX

train, ladyboy
02:55

AB105 Christmas Dolls Restrain Bondage Soiree-squiting,popshot

2 months ago

TrannyGem

pissing, stockings, strapon, bondage, spanking, chinese

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