SHEMALE • TRAIN 1,349 videos

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16:18 60%

ANAL SLUT TRAINING

7 years ago

ShemaleZ

amateur, creampie, train, teen anal (18+), slut, interracial
36:53

Petra,s day at the lake

7 months ago

ShemaleMovie

beauty, public, blowjob, train, outdoor, deepthroat, sissy
22:35

Throat Training

3 years ago

ShemaleZ

teen (18+), POV, train
15:48

Jessicas Anal Training Series Episode 2

3 months ago

$$ FapHouse

machine, ladyboy, 18, train
1:46:14 50%

Trained and Dominated TV & TS

4 years ago

TrannyOne

train, vintage, domination, BDSM
45:47

Podcast Ep11: Chatting about her Feminization Progress

5 years ago

TrannyGem

train
45:24

Take A Ride On The Trans Train 02 - scene 3 - Casey Kisses, Khloe Kay & Jade Venus

3 years ago

TrannyOne

kissing, stockings, shemale, train, riding, small tits
18:49 54%

Sissy slut Jenni needs big black cock slut Training

6 years ago

HDSex

train, slut, BBC
48:21

Demons TGIRLS - DON T MISS THIS brilliant TRANS COMPILATION

3 months ago

ShemaleMovie

shemale, blowjob, train, anal, lingerie, compilation, riding
30:00

30 minute anal training for sissy

1 year ago

XXXDan

sissy, anal, shemale, train
31:35

Outdoor fucking train

12 years ago

AShemaleTube

train
20:33

Great train

7 years ago

ShemaleZ

train
21:30 95%

Corporate Training - Episode 2

1 year ago

xHamster

3D, shemale, cartoon, train
17:19

Sissy Hole Training (Super Hot Anal Trainer) - AmberSis

5 years ago

BeMyHole

train, sissy
27:10 79%

Rubberdoll NatalieGothtv painfully sperm In Seath With Sasha Liza .

6 years ago

TXXX

latex, sperm, train
15:35 69%

Sissy Hypno #2: Becoming A Cock Slut

5 years ago

xHamster

train, sissy, creampie, black
16:19

Very first virginity box! My fan sent me these but I had trouble putting on because of erection.

8 months ago

ShemaleTaxi

train, huge dildo, orgasm, dildo, cuckold, riding, sissy
31:40 85%

Best Adult Clip Big Tits Great Ever Seen

5 years ago

ShemaleZ

shemale, threesome, fetish, big tits, stockings, train
23:19 87%

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

3 years ago

ShemaleZ

black, POV, train, interracial, gangbang, penis, BBC
22:50

Ladyboy analhole train - Gentlemens movie scene

7 years ago

ShemaleZ

train
15:11

Tranny buttfuck training with parent

1 year ago

ShemaleMovie

latex, shemale fucks guy, french, shemale, POV, train
30:40

Trannies in training 2 scene 1

6 years ago

TXXX

train
17:26 69%

Salimur BJ training for big cocks

1 year ago

AShemaleTube

train, interracial, big tits, masturbation, toys, small tits, sissy
17:12

Sissy training day number 2

2 years ago

ShemaleMovie

public, sissy, train
19:04

Tranny drilled girlfriend in the train while no one observes

6 years ago

ShemaleMovie

public, train, girlfriend
15:04 58%

Miami after soiree bi-racial TRANSSEXUAL four way

3 years ago

TrannyGem

creampie, train, interracial, group, orgy, foursome, BBC
22:09

Train you For My tranny weenie

6 years ago

TXXX

train
18:22 56%

Bad slut needs more training

7 years ago

ShemaleZ

small cock, train, interracial, slut, small tits
19:26

Sissy black bone training

1 year ago

ShemaleMovie

sissy, BDSM, train
29:33

Hypnocypher Psychodelic Sissy 1-4

4 years ago

ShemaleTaxi

train
22:32 61%

Stacked Oriental shemale trained in submission and bondage

4 years ago

PornLib

train, asian, bondage, BDSM, big tits
17:01 60%

TRANSSEXUAL Sissy Hucow Pound

5 years ago

TrannyGem

train, bondage, BDSM, ass, sissy, shemale and girl
1:14:34 70%

Petras 5th instructing

8 months ago

HDSex

amateur, creampie, train, anal, instruction, sissy, hardcore
27:34 83%

Jenny Kennedy - Trained To Be A Good Slut

2 years ago

ShemaleZ

slut, train
25:33

Bbc ts training

7 years ago

ShemaleZ

train, BBC
58:26

5 Tgirl 1 Guy Creampie Gangbang Train

5 years ago

TXXX

train, gangbang, group
24:54 50%

Sissy super-bitch plumbing her butt hole with phat fake penis

12 months ago

TrannyGem

cute, femdom, strapon, german, train, teen anal (18+), dildo
30:28 63%

Daddy training Delia

7 years ago

xHamster

mature anal, train, anal, ladyboy, mature
24:01

Happy fucking train

7 years ago

ShemaleZ

train, threesome
37:15 75%

Candy And Dada Train Trip

5 years ago

DrTuber

train, group, asian
33:06 88%

SISSY Mindcontrol instructing - Sasha de Sade & domina whisper

1 year ago

ShemaleMovie

femdom, train, instruction, maid, BDSM, babe, sissy
15:39 94%

Whife *

6 years ago

TrannyGem

train, anal, bondage, crossdresser, cumshot, babe, ass
40:24

Training day 04 - 2023-02-21 - quite the fulfilled day

3 years ago

xHamster

french, train, femboy
41:24

I am so prepped to be a Sissy super-bitch for guys

3 years ago

ShemaleTaxi

train, prostitute, babe, taxi, sissy
17:10

Vanessa Anal Trained By Maid Kathi

4 years ago

HClips

train, maid
1:52:18 72%

Bisexual Cuckold Hardcore For Slutwife Dangerous 1

3 years ago

Upornia

train
24:40 71%

Lady Nina - Sissy Maid Training (Full video - HD)

6 years ago

TXXX

train, fetish, maid
22:09

Train you For My tranny weenie

6 years ago

ShemaleZ

train
30:00 83%

In Training With A Tran - Sinn Sage

2 years ago

BeMyHole

shemale, shemale and girl, train, domination, blowjob
1:46:20 43%

Trained and Dominated TV & TS

8 years ago

ShemaleZ

train, vintage, domination
19:00

Bittersweetqueen Sissy Training On Live Cam

4 months ago

DrTuber

shemale, webcam, masturbation, train, sissy
21:55 50%

Sissy Poppers Hypnose training III

5 years ago

ShemaleTaxi

train
20:42

Shemale To Male Training Camp 101

8 years ago

ShemaleZ

train
44:13

Marcela Dimov In Vitoria Mayer - Train Of Anal Sex 2

2 years ago

ShemaleZ

train, threesome, brazil
19:12

Petite Threeway Train Assfuck Pornstars

5 years ago

BeMyHole

train, threesome, dogging, double anal, piercing, babe, double penetration
24:06 73%

Latex Maid Oral Training

3 years ago

BeMyHole

latex, train, maid, solo, amateur
23:19

TrannyBangedMyWife - dont miss this kinky tranny train

5 years ago

ShemaleZ

train, threesome
15:12

TRANSSEXUAL Silly Tabletop Gamer Inhales and Boinks Dungeon Space Sir

4 years ago

TrannyGem

train, bondage, BDSM, game, sissy
38:36 92%

Incredible Porn Clip Tranny Stockings Great Uncut

2 years ago

ShemaleZ

stockings, teen (18+), train, interracial, lingerie, ass
22:39

Satan Tgirl SUccubi ASMR mental domination training SHAME EDITION

6 years ago

HDSex

train, domination
34:51 70%

Tranny hands free cum

7 years ago

ShemaleZ

hands free, solo, train
23:39 75%

Crazy porn movie tranny Guy Fucks Shemale hot unique

7 years ago

ShemaleZ

mature, gangbang, train
19:22

Glad educate

5 years ago

TrannyGem

train
15:45 67%

Anal training

9 years ago

TXXX

stockings, train, lingerie
21:13 82%

Teen t-girl College Fuck Anal SEX TRANS dame finishes off trans porn

7 months ago

ShemaleTaxi

beauty, small cock, train, orgasm, ladyboy, babe, college
30:05 82%

Petite Trans Models Have Fun With Pov Bareback - Sydney Summers And Ghost Park

2 years ago

ShemaleZ

stockings, shemale, POV, train, blonde, bareback
22:29

HOW TO train YOUR ladyboy

6 years ago

ShemaleZ

train
15:07 79%

2 Mommies Training Their TS Slut - Lucy Hart - Penny Barber - Mira Maven

12 months ago

XXXDan

mom, teen (18+), train, threesome, MILF, big tits, BDSM
18:39

Sissy Slut Jenni needs BBC Whore Training

9 years ago

xHamster

train, whore, slut
1:04:13 64%

Natalie Mars In Training The Little-gimp#2

4 years ago

ShemaleZ

latex, fisting, train, threesome, shemale
25:05

Milky Bois merely! Sissy Trainer! WARNING Y

5 years ago

TrannyGem

train, shemale and girl
18:24

Shemale fucked girlfriend in the train while no one sees

7 years ago

ShemaleZ

public, train, girlfriend, small tits, small cock, shemale and girl
51:34

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

6 years ago

TXXX

train
21:54

Sissy Bimbo Training

10 years ago

JizzBunker

train, sissy
19:15

Threeway Train Assfuck Pornstars

7 years ago

TXXX

train, threesome, group
20:39

Training my poor little butt with some huge toys

3 years ago

xHamster

train, huge dildo, dildo, fetish, 18
24:44

Sissy Virginity Ass Fucking Ballsack Hormone Feminization Trainer Spiral

4 years ago

TrannyGem

train, insertion, slut, sissy, chastity
26:48

Naughty training session number thirty-three, girl peeing while walking on the road

4 months ago

XXXVogue

train, public, solo, shemale and girl, crossdresser
42:47 50%

She Masculine cumbot Poppers Trainer 23

5 years ago

TrannyGem

train
26:09

Furry trap slave training

4 years ago

TrannyOne

train, bondage
25:32 86%

Strapon latex

6 years ago

ShemaleZ

latex, strapon, fetish, shemale and girl, train, shemale
27:32 77%

Tranny Sissy Taught Part2

6 years ago

TrannyGem

strapon, train, bondage, shemale and girl
46:54

One Day Of Training In My Room

2 years ago

ShemaleZ

asian, masturbation, solo, brunette, train
1:07:27

Anal Training Compilation

4 years ago

BeMyHole

train, dogging, condom, bareback, beauty, compilation
21:05 63%

Lil Demon Humped a Transgirl Angel rock-hard in the CABOOSE

5 years ago

TrannyGem

femdom, strapon, train, dress, slut, sissy, femboy
45:41

Black Latex Doll Butthole Training And Cum

5 years ago

ShemaleZ

latex, doll, train, black
30:37

Shetwink ass train - Brasil

6 years ago

TXXX

train
18:26

Stiff rectal, ladyboy gets cock-squeezing booty opened up (first-timer)

2 years ago

TrannyGem

teen anal (18+), hands free, train, cute, sissy, crossdresser
25:41 86%

Ryu nymph jams dragon balls, pony dildo and monster can

1 year ago

ShemaleMovie

shemale, sissy, monster, dildo, train, insertion
17:41

Sissy hole training

8 years ago

ShemaleZ

train
49:37 83%

Maxx Jenkins Fucks Them All 50 Min

4 years ago

TXXX

train
37:05

Ts Isabella loves sissy training for English Mistresses

3 years ago

xHamster

pissing, femdom, train, british
28:06 59%

SADISM & MASOCHISM Sissy fellate instructing with clyster!

9 months ago

TrannyGem

shemale, blowjob, train, instruction, fetish, bondage, BDSM
1:27:29

Sissy in Training

6 years ago

ShemaleZ

train, sissy
25:13 75%

Join this fucking train

12 years ago

AShemaleTube

train, threesome, shemale fucks guy
19:39 67%

Black TransMistress Trains Her bottom bitch

7 years ago

ShemaleZ

black, blowjob, train, fetish
30:23

Sissy hole trainer ambersis every sissy must witness

9 months ago

ShemaleMovie

black, train, dildo, ass, toys, BBC
17:16

Training For Male Slut

2 years ago

BeMyHole

public, train, outdoor, domination, shemale fucks guy, hardcore
17:13 52%

Sissy Dani Firm Buttfuck Teaching PT two (Moist Audio)

10 months ago

TrannyGem

teen (18+), train, crossdresser, british, 18, whore, slut
36:31 50%

The Anal Train With Two Shemales And A Bull

1 year ago

ShemaleZ

train, anal, threesome, teen anal (18+), tattoo, blonde
22:34

Train You For My Shemale Cock

6 years ago

ShemaleZ

train, domination, shemale fucks guy
34:09 50%

Hot Train With Dirty Trannies

4 years ago

ShemaleZ

amateur, train, fetish, webcam
16:02

I can train you everything you need to become a sissy

1 year ago

ShemaleMovie

train, masturbation, sissy
34:58

Bambi Anal Stretching Training With Jenna Brooks

3 years ago

HClips

train, webcam
29:03

Sissy training 002

6 years ago

ShemaleZ

train, sissy
21:03

Pbuttionate train

8 years ago

ShemaleZ

train, 18
25:09 60%

Long training with some helping device

4 years ago

xHamster

public, train, BDSM
20:52 84%

Lindsey Training Her Sissy Slave

1 year ago

AShemaleTube

blowjob, creampie, train, lingerie, crossdresser, big cock, domination
31:33 75%

Lucass Bi Slave Training

2 years ago

BeMyHole

blowjob, train, 18, ass licking, domination, shemale fucks guy, hardcore
46:28

Fitness training session with the hot stud turns into a hot anal fuck show with the beautiful TS chick

4 years ago

TrannyOne

train, gym
15:22

Flawless ten hook-up Therapist Fucks Her Clients Ass

8 months ago

ShemaleTaxi

feet, strapon, train, prostate, orgasm, facial, babe
17:25 40%

Sissy's asshole is filled up to a meter deep

2 years ago

xHamster

german, train, anal, dildo, asshole, sissy
21:54

Sissy Bimbo Training

8 years ago

ShemaleZ

train, gangbang
34:40 55%

Angelina Please-The Trans Train

6 months ago

AShemaleTube

shemale, train, big ass, threesome, big tits, blonde
26:33 86%

Aliza Breeze Trained To Be Completely Subservient To Hi - Liza Shay

2 years ago

ShemaleZ

ebony, interracial, big cock, train
17:41

How to train your sissy ass

8 years ago

xHamster

train, toys
17:12

Sissy training instructional

6 years ago

xHamster

train, instruction, sissy
20:27

Shemale to Male Training Camp 101

7 years ago

ShemaleZ

train
18:44

Latex sissy maid getting plumbed by her pounding machine

3 months ago

ShemaleMovie

shemale, crossdresser, train, machine, latex, sissy
20:35

Slut Training Cum Eating 2

3 years ago

ShemaleZ

solo, train

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