SHEMALE • TRAIN 1,277 videos

Popular Latest Top rated

«‹5 6 7 8 9 ›

42:21 63%

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

1 year ago

TrannyOne

shemale, bareback, BDSM, train
23:49

Denise Humain - daily sumptuous sluts deep-throat & anal training

3 years ago

ShemaleMovie

german, train, deepthroat, slut
16:33

Shemale pummels a woman on the train

4 years ago

ShemaleTaxi

train
19:38

Fucking machine anal training and huge toys (long version)

4 years ago

AShemaleTube

train, machine
15:43

Obedient transsexual assfuck training session

1 year ago

ShemaleTaxi

shemale, taxi
17:04 60%

After training

3 years ago

XXXDan

black, train, gym
57:16

Femboy sissy training rides BBC dildo

1 year ago

AShemaleTube

train, dildo, riding, toys, BBC, femboy
37:49 71%

3e (dp) Training

1 year ago

HClips

amateur, stockings, train, big ass, blonde, bareback, double penetration
41:34

Transsexual Training - Bukkake Gokkun! Shemale Anal Fuck Orgy

1 year ago

ShemaleZ

train, asian, lingerie, tattoo, bukkake, gangbang, group
48:27

Spitroasted in sexy lingerie by 2 hefty faux-cocks

1 year ago

VideoSection

crossdresser, BBC, heels, threesome, pantyhose
16:37

Feminization Sissy teaching - dick idolize

1 year ago

ShemaleMovie

BBC, sissy, big cock, maid
23:41 63%

Cosplay shemale riding a train of cocks in wild gangbang

1 year ago

PornLib

asian, japanese, gangbang, group, hardcore, cosplay
31:15

Two Beautiful Lascivious Women Train A Transsexual 32 Min With Mihina Nagai And Kana Morisawa

2 years ago

Upornia

beauty, asian
24:28

Sissy latexdoll pissing and anal invasion training

3 years ago

ShemaleMovie

pissing, latex, train
16:34

Experimenting new flaps

1 year ago

ShemaleTaxi

amateur, train, huge dildo, dildo, toys, femboy
17:41

AMBERSIS SISSY HOLE TRAINING

1 year ago

XXXDan

sissy
20:35

Milking my enormous love button off and flexing my sweaty buff butch bod after the gym

1 year ago

ShemaleTaxi

shemale
17:09 60%

Feminization - Sissification - Sissy instructing - Sissy Support - full version

1 year ago

ShemaleMovie

POV, train, anal, instruction, 18, full movie, BBC
1:06:38

Anal invasion drill Machine Compilation four

1 year ago

ShemaleMovie

shemale, compilation, machine
15:19

Hentai mature jyosoukofujiko horny enema anal training

1 year ago

JizzBunker

anal, mature
21:55

Sissy Bimbo Training

4 years ago

TrannyOne

train
25:04 86%

Dizzy In demeaning Sissy Maid teaching!

11 months ago

ShemaleMovie

strapon, train, bondage, maid, dildo, BDSM, domination
24:59

Feminization Sissification Sissy instructing - enslaved SISSY faggot

1 year ago

ShemaleMovie

sissy, POV, instruction
42:59

Positive sissy brainwashing Sissy conversion Sissy training Sissy thinking Femboy Shemale Tranny

2 years ago

XXXDan

spanish, anal, crossdresser
15:01 73%

She-creature, super-steamy

4 years ago

VideoSection

thai, train, threesome, asian, group, brunette
37:15

Live With Machine

1 year ago

ShemaleMovie

toys, femboy, machine, dildo, train
17:26

Feminization Sissy training nymph strength for queer

1 year ago

ShemaleMovie

sissy, maid
15:18

Training for SISSY: 4 STEPS to ACHIEVING SISSYGASM Veronica Taboo trains SISSIFICATION

1 year ago

ShemaleTaxi

crossdresser, sissy
30:10

30 mins buttfuck training for sissies

4 years ago

ShemaleTaxi

train, sissy
26:11 83%

Hattabi4ik super-steamy massive booty phat gold rain and cum-shot steaming ginormous compilation

11 months ago

TrannyGem

compilation, cumshot compilation, sissy, femboy, pissing, cumshot
46:00

Petra,s 8th training

11 months ago

xHamster

train, fisting, BDSM, spanking, domination, sissy
22:33

Natacha Pute De Lyon large Gode trio

1 year ago

ShemaleMovie

ladyboy, crossdresser, latex, shemale, lingerie, prostitute
1:02:24 68%

Stunning Tgirl shoots a pile of jism while getting fucked bare on date #5

1 year ago

ShemaleTaxi

amateur, beauty, train, anal, crossdresser, ass, bareback
27:48

Redhead Kendra strokes her tranny dick during the yoga training

8 years ago

TrannyOne

train, yoga
1:04:27 75%

When The Trainer Is Trained - Jade Venus And Jake Waters

5 months ago

ShemaleZ

shemale, shemale fucks guy, big cock
35:46

Giant ass femboy and anal invasion compilation doggie

1 year ago

ShemaleMovie

dildo, teen (18+), compilation, crossdresser, machine, train
15:05

��CAM⁴ Ejacuc [10dec²⁴] VBx PcTrvProd⁹¹

1 year ago

ShemaleMovie

stockings, sissy, amateur, french, crossdresser, heels
17:04 63%

Ginger tgirl edging & blowjob training

1 year ago

AShemaleTube

blowjob, train, redhead, masturbation, webcam, sissy, femboy
20:21

Reanna’s bootie biotch escapade

1 year ago

ShemaleMovie

sissy, dildo
17:19

Anal training with a monster black dildo. I want more!

2 years ago

JizzBunker

monster, spanish, black
19:49

Reupload 16:9 My ass-fuck fantasies

1 year ago

ShemaleMovie

german, train, huge dildo, dildo, lingerie, panties, toys
18:12

Nymph and she-creature slot Training Extreme Anal Objects

1 year ago

ShemaleMovie

ass, shemale, masturbation, insertion
27:27

Anal training for experienced anal sluts

1 year ago

XXXDan

anal, dildo, shemale, public
23:37

Sissy training Sissies

4 years ago

ShemaleTaxi

train
19:10

The difference inbetween licking and plumb the hatch (Training)

4 years ago

ShemaleTaxi

german, train
15:52

Blondealashes training

4 years ago

ShemaleTaxi

train
37:26

Shemale fake penis hero - inflatable training

4 years ago

ShemaleTaxi

train, penis
35:47 50%

Sissy Kara And Her hotwife play Playing With Each Other

1 year ago

ShemaleMovie

anal, sissy, strapon, shemale, femboy, homemade
1:08:26

Beautiful classy tgirl trains her hole pt3

1 year ago

AShemaleTube

shemale, beauty
20:17

Pussy Training

1 year ago

JizzBunker

hardcore, public, german, solo, mature
31:32

Big-breasted Lascivious Woman Trains Sensitive Transsexuals Anus 32 Min - Mihina Nagai

2 years ago

Upornia

asian
1:46:13

Trained and Dominated TV & TS

4 years ago

TrannyOne

train
20:26

Anese slave facefucking training

4 years ago

TrannyOne

train, BDSM
52:37

10th Training 755 Views Added 2025-07-23

5 months ago

HClips

toys, amateur, shemale, big cock, stockings, bareback
26:38 77%

Trained to Be Completely Subservient to Him

7 months ago

$$ FapHouse

black, train, interracial, bareback, sissy, hardcore
41:39 50%

Transsexual training - bukkake gokkun! Shemale anal fuck orgy

1 year ago

JizzBunker

handjob, train, bukkake, swallow, gangbang, orgy
26:52

Sissy Traning, Train Your Ass Like a professional, and Be Always prepped for Real fuck-sticks

1 year ago

ShemaleTaxi

big ass, dildo
15:48

Submissive tramp, gets BDSM treatment in Masters barn. Part 3. She has to tolerate her Masters fantasy, and he wants to fuck her pussy.

1 year ago

VideoSection

shemale, BDSM
15:46 69%

Turning My husband Into Tranny tart, lady first time with Tranny

1 year ago

ShemaleMovie

shemale, strapon, train, BDSM, crossdresser, husband, ass
17:37

Teaching my wooly asshole. One day Ill squirt from anal penetration, I know, I can feel it! nail me

1 year ago

ShemaleMovie

orgasm, creampie, black
17:20

Deepthroat Blowjob Training and wax on jugs and nipples

1 year ago

ShemaleMovie

ladyboy, blowjob
17:15

Fisting training with machine

2 years ago

XXXDan

fisting, machine, cosplay, crossdresser
21:52

Petite Blue-hair Cutie Pleases Her Tranny Friend With Hot Fuck In the Train And Risky BJ In the Taxi

2 years ago

MyLust

public, train, russian, taxi
32:09

Sucker teaching

11 months ago

ShemaleMovie

black, ladyboy, BBC
16:55

Riley and her fleshy sexy bum

11 months ago

ShemaleTaxi

feet, beauty, pantyhose, POV, train, tattoo
25:36

Collared Sub teaches her culo with plums & a large black fake penis

1 year ago

TrannyGem

dildo, sissy, black
34:14 60%

Femboy anal training with monster cocks+cum

1 year ago

AShemaleTube

small cock, train, anal, big tits, monster, masturbation, toys
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
20:56

Training Cum Eating

1 year ago

AShemaleTube

cumshot, lingerie
16:22

LizzyYum December 2023 Double Penetration Training (dual) Post Op Orgasm Pussy Masturbation Teasing

2 years ago

BeMyHole

orgasm, bath, bathroom, post op
15:20

T-girl anal training with parent

5 years ago

ShemaleTaxi

latex, french, train, shemale and girl
37:42

Sissy Slave And Sissy Slut In 7th Training

7 months ago

HClips

stockings, shemale, POV, blonde, slut, sissy
20:03

Annika Transfemme Persuasion Ep 2

1 year ago

ShemaleMovie

sissy
16:28

Restricted and trained in dress-up play.

2 years ago

JizzBunker

public, train, gagging, bondage, japanese, maid, dress
33:37

Good anal training - Denise Humain

2 years ago

JizzBunker

german, dildo
24:14

Tranny Train

2 years ago

BeMyHole

riding, shemale fucks guy, threesome
36:50

Sissy Ladyboy Training

4 years ago

TrannyOne

train
26:27

Sissy pussy training 4: cute ladyboy in underwear, transforming asshole to pussy

4 years ago

ShemaleTaxi

train, asshole, gape
16:33

Uber-sexy t-girl and chick in train

5 years ago

ShemaleTaxi

train, shemale and girl, couple
27:39 80%

Trained to Be a Good Slut

7 months ago

$$ FapHouse

train, couple, lingerie, tattoo, facial, heels, bareback
15:58

Cum Whore 1-4 sissy training

1 year ago

JizzBunker

shemale, compilation, cumshot compilation, sissy
32:49

Sissykanisa Crossdresser Play with Inflatable Anal buttplug and Pinky shaft cell

1 year ago

ShemaleMovie

femboy, crossdresser, feet, solo, pantyhose, stockings
1:14:10

Beautiful classy tgirl trains her hole

1 year ago

AShemaleTube

beauty, small cock, train, masturbation, toys, webcam
18:09

Sexy mouth bang training with a phat dildo as a warm-up. Sissy slave gets used rock-hard by 6 guys for 3 days.

1 year ago

ShemaleMovie

shemale fucks guy, shemale, sissy, beauty, dildo, gagging
1:02:09

Sissy Lucy Anal Training In Chastity With Huge Dildos And Getting Pegged By Lisa

2 years ago

ShemaleZ

mature anal, huge dildo, pegging, chastity, latex
37:30

Fun at public train station dressed slutty high heels C

4 years ago

TrannyOne

feet, public, train, heels, dress
25:07

Wielded Sissy cockslut flows & ravages herself moist while Cheating female dominance queen is away! 4/5 Utter flick briefly

11 months ago

TrannyGem

femdom, smoking, train, fetish, cheating, dildo, cuckold
16:59

Tiny fuckpole sissy slut big beautiful bootie t-girl milf trainning her ass

1 year ago

ShemaleMovie

ass to mouth, big cock, sissy, shemale
48:21

Devils TGIRLS - DON T MISS THIS flawless TRANS COMPILATION

1 year ago

ShemaleTaxi

handjob, train, lingerie, compilation, riding, handjob compilation, deepthroat
19:56

Playing with my sissy-damsel double fake penis

1 year ago

ShemaleMovie

train, dildo, double anal, crossdresser, ass, penis, double penetration
18:06

The magic hitachi helped the mistress wring out a pile of sperm from the guy

1 year ago

ShemaleMovie

femdom, train, orgasm, BDSM, sperm, cum in mouth, domination
1:16:23

Bondage & discipline female domination AI training

2 years ago

ShemaleMovie

homemade, bondage, domination
15:14

INSTRUCTING for SISSY: four STEPS to ACHIEVING SISSYGASM Veronica Taboo trains SISSIFICATION

2 years ago

KeekAss

train, instruction, fetish, homemade
30:26

Sissy Slut Proper Usage Of The Sissy Throat

2 years ago

BeMyHole

mature, fat, mature anal, shemale fucks guy
27:12

Maid Anal Vibe Training - Handsfree Piss And Cum (long Version)

2 years ago

ShemaleZ

pissing, maid, hands free
20:23

Laced #2 Full Video - Pink Anal Training And Fattest Cock Cumming (queer Asmr Whispers Tapping)

2 years ago

ShemaleZ

train
1:25:31

Wear A Perverted Costume And Have Someone Accompany You To Training

7 months ago

HClips

train, amateur, teen (18+)
20:10 79%

Ass fucking Update two: queen Edition!

8 months ago

ShemaleMovie

beauty, stockings, train, dildo, solo, ass, toys
16:40

Sissy in high high-heeled slippers and pantyhose smashes herself in a cowgirl position

11 months ago

ShemaleMovie

sissy, teen (18+), dildo
18:20 78%

Curvy Ladyboy Anal Casting and Slave Training

11 months ago

$$ FapHouse

casting, creampie, train, chubby, asian, lingerie, ladyboy
34:12

Sissy femboy makes purity content and flows on chaturbate

11 months ago

VideoSection

train, huge dildo, orgasm, dildo, facial, toys, femboy
17:10 71%

Stepmom train a significant lesson to her fresh step daughter (How to be a slut)

1 year ago

ShemaleMovie

BDSM, shemale, femboy, big ass, stepmom, fat
22:17

Mistress Yun strap-on training

1 year ago

ShemaleTaxi

shemale, japanese, femdom
32:22

Big manstick Sissy CD humping & gargling Dildo

1 year ago

VideoSection

dildo
1:14:26

Teen trains ass & edges to cumshot

1 year ago

AShemaleTube

train, masturbation, solo, femboy, sissy
19:45 80%

Sissy Hypno Training

2 years ago

AShemaleTube

anal, lingerie, crossdresser, sissy
50:30

Sissy femboy crossdresser anal gape training - part 2

2 years ago

AShemaleTube

sissy
19:54

Poking machine anal training and ample fucktoys (long version)

4 years ago

ShemaleTaxi

train, machine
18:23

Sissy Maid Ballet shoe instructing

11 months ago

ShemaleMovie

sissy, boots, strapon, bondage, instruction, crossdresser
15:32

TRANS BELLA - Trans blond Carolina chick Cant Stop Taking rods In Her Ass

1 year ago

ShemaleMovie

ass, threesome, shemale fucks guy
23:04

Sissy cockslut gettting fucke supreme and nutting in chasity

1 year ago

TrannyGem

ass, crossdresser, shemale, BBC
30:47

Sissy longing the hefty O - 8 Anal postures

1 year ago

ShemaleMovie

femboy, masturbation
18:36

Isabella Diarys 6 form slut Dildo Training

1 year ago

AShemaleTube

slut, sissy, femboy, uniform
23:31

Sissy pulverizes extraordinary long dildo and reaches a new individual anal record

1 year ago

ShemaleMovie

sissy, crossdresser
17:38

Training My Sexy Sissy With 12 Inches Of rock-hard weenies gonzo Bondages Training

1 year ago

ShemaleTaxi

bondage
16:27

Young femboy anal training 1

2 years ago

AShemaleTube

18
15:38

Smoking Hy-pno sissy training 03

2 years ago

ShemaleMovie

blowjob, smoking, BDSM
22:25

Sissy femboy buttfuck trainer marika garcia

2 years ago

ShemaleTaxi

femboy
20:56

Sisk Feminization Training With Cutie Pinky Seifuku Ep3: Anal Play

2 years ago

ShemaleZ

train
15:05

Caught hotwife - Lana Smalls Sets Up Ariel Demure for super-naughty Trans three way

5 months ago

VideoSection

riding, caught

Popular Latest Top rated

«‹5 6 7 8 9 ›

Popular categories

Other free porn sites

All models were 18 years of age or older at the time of depiction. ShemaleMap.com has a zero-tolerance policy against illegal pornography.

Disclaimer: ShemaleMap.com is just a search engine. All links and thumbnails displayed on this website are added automatically. We do not own, produce, host or upload any videos displayed on this website, we only link to them.
To remove physical video file please contact owner of the website where it hosted. To remove the link and thumbnail from this website please use the report button () which is located under each video.

ShemaleMap.com uses the "Restricted To Adults" (RTA) website label to better enable parental filtering.

Copyright © 2022 ShemaleMap.com. All rights reserved. | Abuse