SHEMALE • TEACHING 1,332 videos

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40:16 95%

Daddy teach redginaxx how to be a obidient sissy

5 months ago

AShemaleTube

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10:00 93%

DIVINE TGIRLS - TRANSSEXUAL in school uniform enjoy underground teach barebacking

4 years ago

TrannyGem

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54:07 93%

Educator Teaches her Trans Fuckslut

6 years ago

KeekAss

MILF, fisting, big tits, BDSM, redhead, blonde, ass
38:12 92%

Aubrey Kate - Aubrey Teaches Her Man To Take Dick

5 years ago

ShemaleZ

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28:42 92%

Trans Babe Teaches Roommate Bareback Lesson With Ivory Mayhem, Penny Peacock And Queen Ivory

7 months ago

ShemaleZ

blonde, babe, shemale, brunette
25:01 92%

Sexy Chinese tutor teaches eager guy how to please her

5 years ago

JizzBunker

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20:13 91%

Honeypot Teaching

5 years ago

TrannyGem

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30:36 90%

Sophie Teaches The Horny Maid A Lesson - Skyler Banx

1 year ago

ShemaleZ

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10:58 90%

All that facehole teaching pays off : facefucking stunning transwife Melody

1 year ago

ShemaleTaxi

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13:07 90%

Sissy Tgirl in Chastity teaches wannabe sluts how to take dick with her big strap-on! Full V

2 years ago

AShemaleTube

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23:15 90%

Bella de la Fuente - Curvy Shemale Teach A Big Cock

1 year ago

JizzBunker

chubby, shemale, anal, latina
23:35 90%

Teaching Day

5 years ago

KeekAss

ebony, big ass, bareback
17:10 90%

Our Naughty Teaching How To Give The Ass And Take A Cum Inside

1 year ago

HClips

POV, creampie, amateur, shemale, big ass, big tits
08:12 90%

Sophie Ladder Teaches the Horny Maid a Lesson

1 year ago

xHamster

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25:04 89%

Dizzy In demeaning Sissy Maid teaching!

1 year ago

ShemaleMovie

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27:58 89%

Trans Sapphic Assfucking Teaching with Mandy Mitchell and Bianca Stone

7 years ago

TrannyGem

strapon, femboy, shemale and girl, anal, 18, big cock
03:27 88%

ORAL PLEASURE EDUCTION: Hefty Ass Fem Dude Demonstrates How to Deepthroat Hefty Beefstick and Inhale - Sissy Teaching

11 months ago

TrannyGem

interracial, crossdresser, sissy, femboy, BBC
25:01 88%

Mommy teaches her son how to be a sissy

1 year ago

AShemaleTube

sissy, mom, shemale
07:24 88%

Bossy Maid Teaches You To Suck Her Dick

1 year ago

HClips

ebony, solo, big cock, amateur, maid, uniform
18:02 88%

Nymph and Tranny Fuckhole Teaching Extraordinary Rectal Objects

4 years ago

TrannyGem

teen anal (18+), fisting, 18, insertion, romantic, shemale and girl
08:14 88%

Unexperienced duo and Trans - teach

1 year ago

ShemaleTaxi

homemade, teen (18+), threesome, teen anal (18+), crossdresser, femboy
03:49 88%

Big Sissy Muscle Hoe Revealed at Teach Station in Public UNSHEATHED

4 years ago

KeekAss

public, muscle, outdoor, lingerie, crossdresser, strip
24:22 88%

Classic Asian teaches him

7 years ago

TXXX

classic, vintage, shemale fucks guy, blowjob, asian
11:44 88%

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

4 years ago

TrannyGem

german, train, 18, glasses, toys, tight
11:11 87%

All that facehole teaching pays off : facefucking killer transwife Melody

10 months ago

TrannyGem

big ass, big tits, cum in mouth, small tits, sissy, femboy, cum in ass
19:04 87%

Tgirloneguy – Momma Teaches Son To Service Her Cock

4 years ago

Upornia

fetish, BDSM, amateur
29:36 86%

Teaching str8 young boy first time ladyboy experience

9 years ago

AShemaleTube

erotic, first time
27:59 86%

Trans lezzy anal teaching with Mandy Mitchell and Bianca Stone

1 year ago

ShemaleMovie

anal, femboy, blowjob, shemale
05:03 86%

Transgender Princess has 3some teach with duo

6 years ago

KeekAss

bisexual, threesome, double anal, double penetration, shemale fucks guy
05:08 86%

Some more facehole teaching for this cockslut

1 year ago

TrannyGem

BBC, sissy, deepthroat, amateur
13:10 86%

Sophie Ladder Teaches The Horny Maid A Lesson

1 year ago

VipTube

bareback, shemale
03:06 86%

GROOBYGIRLS - Alexis Vida Teaches You How To Make Love Here

1 year ago

TrannyGem

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05:28 86%

Sissy teaching spread That Ass Extreme ass fucking Objects

4 years ago

ShemaleTaxi

homemade, sissy, femboy
04:00 86%

Break In & Pay with Your Pussy: Ts Venus Lux teaches a rookie a Lesson

10 years ago

TXXX

shemale and girl
21:02 85%

Lindsey teaching Her Sissy marionette

1 year ago

ShemaleTaxi

creampie, lingerie, BDSM, crossdresser, domination, taxi, sissy
08:29 85%

JOI Your Futa Dragon Mommy Teaches You How To Use A Pocket Pussy (Viii Vibes - RedEyesBadDragon)

4 years ago

xHamster

mom, 18, jerking, masturbation, futanari, small tits, JOI
08:32 85%

Ex-Grimace Gaming Celeb Teaches Her Ass hole

3 months ago

KeekAss

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26:22 85%

S.S rectal teaching

5 years ago

KeekAss

ass, shemale fucks guy, interracial
04:46 85%

Ass-Fuck Teaching With A Fat Fountain In My Bulls Eye - Without A Condom Internal Cumshot

4 years ago

TrannyGem

fat, creampie, smoking, dogging, dirty talk, condom, cum in ass
11:12 85%

Ararity Suziexxl Suzies Been Teaching Me To Beg

1 year ago

IcePorn

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12:45 85%

HYPNOTIZED Bi-Racial Trans And CIS All Girl Nurses Have ULTRA-KINKY WITHOUT A CONDOM FUCKY-FUCKY To Conclude Teaching (Khloe Kay, Kira Noir, Charlotte Sins, Eva Maxim)

1 year ago

TrannyGem

cumshot, group, orgy, lesbian
18:44 85%

Prof. Nina Teaches how To...

7 years ago

TrannyGem

big ass, fetish, big tits, glasses, masturbation, blonde, JOI
10:54 85%

All That throat teaching Pays off: Facefucking wondrous Transwife Melody

10 months ago

ShemaleMovie

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03:46 85%

Hattabi4ik sissy femboy trap teaching compilation

3 years ago

TrannyGem

pissing, squirt, orgasm, compilation, cumshot compilation, orgasm compilation
34:44 84%

Ts - Trans Teaches Teen 18+

2 years ago

ShemaleZ

shemale, 18, teen (18+), cumshot, blonde
04:52 84%

Face Ride The Tutor Lena Teaches Corbin To Handle A Ladys Cock

4 years ago

BeMyHole

fetish, facesitting, riding, deepthroat, shemale fucks guy
03:26 84%

Lexia Lynx - Pent Up - Glad Fuckslut Feminization Affirmations & Sissy Teaching (Captions)

1 year ago

TrannyGem

blowjob, train, british, small tits, sissy, hardcore, femboy
39:29 84%

Shemale Teaches Stepdaughter A Lesson

5 years ago

ShemaleZ

mature, shemale, tattoo, shemale and girl, german
16:36 83%

TRANSFIXED - Korra Del Rio Teaches First Timer Hardcore Trans Anal And Facial Fun

2 weeks ago

AShemaleTube

hardcore, cum in mouth, anal, shemale, facial, cumshot
12:07 83%

Feminization Sissification Sissy three-way teaching oral pleasure

2 years ago

ShemaleMovie

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15:06 83%

Super-naughty Trans Sophie Ladder teaches The Horny Maid A Lesson

1 year ago

ShemaleMovie

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05:40 83%

All That throat teaching Pays off: Facefucking sumptuous Transwife Melody

1 year ago

ShemaleMovie

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25:58 83%

Teaching my sissy female to take daddys large cock slow deep

6 years ago

ShemaleMovie

amateur, sissy
08:12 83%

Trans Teen Riley Ivy Gets Anal for Being Lazy

2 years ago

xHamster

shemale, anal, stockings, bareback
07:59 83%

Black Tranny Mistress Gia Teaches Pretty Boy Pet About Pleasing Her Cock - Bang Shemale

3 years ago

TXXX

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19:29 83%

AJ180 Teases You & Teaches You from "Jack Off Instruction Cum with Goddess"

4 years ago

xHamster

black, instruction, tease
22:33 82%

A Stranger Teaches A Beautiful Trans Woman To Play Bill

1 month ago

AShemaleTube

shemale, amateur, beauty, homemade, stranger
41:54 82%

Domina Teaches her T-Model Nymphs

6 years ago

KeekAss

femdom, fetish, BDSM, threesome
17:19 82%

Ass Fucking teaching with monster black fuck stick. I want more!

1 year ago

TrannyGem

dildo, crossdresser, monster, ass
21:20 82%

String on Flagellating for Candi Cumdump - Stella Liberty - Female Dominance Dame Predominance Pegging Sissy Teaching

5 years ago

KeekAss

latex, fetish, domination, pegging, crossdresser, sissy
06:11 82%

My stepmom is teaching me a thing or two

3 years ago

KeekAss

stepmom, bareback, hardcore
12:34 81%

Dominatrix teaching insane sissy tramp

4 years ago

TrannyGem

femdom, strapon, train, pegging, crossdresser
07:30 81%

Bossy Maid Teaches You to Suck Her Dick

1 year ago

xHamster

solo, shemale fucks guy, black, shemale, uniform, maid
15:18 80%

Teaching My Trans Stepsister How To fuck - TGIRLS palace

3 weeks ago

ShemaleMovie

handjob, beauty, POV, anal, big tits, ladyboy, missionary
26:37 80%

Mandy Mayhem Teaches Her Stepdaughter

1 month ago

AShemaleTube

cumshot, shemale
19:27 80%

Transgender princess teaches college girl

4 months ago

ShemaleMovie

small cock, blowjob, creampie, anal, lingerie, blonde, college
19:40 80%

Trans Dominatrix Teaches her Masculine Marionette

6 months ago

TrannyGem

femdom, BDSM, leather, big cock, slut
19:18 80%

Tranny teaches student

2 years ago

TrannyOne

anal, shemale, student
14:32 80%

Sissy Cumslut Teaching

4 years ago

TrannyGem

train, sissy
19:00 80%

TRANSSEXUAL teaching cock and but-fuckhole

5 years ago

TrannyGem

sperm, clothed, gape
03:45 80%

Sissy Mind Games: Teaching Her To Spunk JUST From Masturbating Fuck-Stick

2 years ago

TrannyGem

cumshot, chastity, sissy, big cock, hands free, anal orgasm
06:15 80%

IN law teaching Zariah Aura dancing steps

3 months ago

TrannyGem

mature, interracial, big ass
14:13 80%

Venus Luxs Teaching Desire in Kitchen Bliss

10 months ago

XoZilla

creampie, big ass, asian, dogging, short hair, spanking, kitchen
09:19 80%

Chinese Femboy Crossdresser Police restrain bondage teaching

1 year ago

ShemaleMovie

train, bondage, BDSM, glasses, chinese, vibrator, sissy
30:38 80%

Parent teaching Delia

2 years ago

ShemaleMovie

couple, BDSM, shemale
23:54 80%

Step Mom Fucks Stepson Ass And Teach Cum While Being Fucked

3 years ago

ShemaleZ

mom, fisting, stepmom, cum while fucked, shemale and girl
14:28 79%

Buttfucked Femboy Cowgirl Anal Invasion Teaching and Super-Hot Forearms Free-For-All Ejaculation (Caboose Destruction)

1 year ago

TrannyGem

cute, russian, teen anal (18+), orgasm, dildo, 18, riding
15:00 79%

Rob Yaegers Teaching Passion in Kitchen Heat

11 months ago

XoZilla

handjob, shemale, blowjob, creampie, anal, big ass, asian
08:11 79%

Mistress Luci May teaches crossdresser slut to suck big cock and love cum

8 years ago

ShemaleZ

femdom, slut, crossdresser
08:00 79%

Tgirloneguy – Momma Teaches Son To Service Her Cock

4 years ago

GetTranny

bondage, domination
10:15 79%

Fledgling Bi-Racial Duo Assfucking Culo Teaching w Fresh Rose Hitachi & Bum Buttplug Ejaculations four FTM Trans BEAU

1 year ago

TrannyGem

ebony, teen (18+), bisexual, couple, teen anal (18+), 18, vibrator
10:03 79%

Futanari with massive cock teaches femboy in 3D animation

1 year ago

XXXVogue

3D, futanari, femboy, train
15:47 79%

Lana Trap gets Assfucking Teaching from Bombi for her 1 Month in Innocence Cell Part 1

5 years ago

TrannyGem

amateur, femdom, strapon, russian, pegging, chastity
23:43 79%

Mature Mistress teaches two sissies how to be good cocksuckers

9 years ago

TrannyOne

femdom, sissy, mature
13:21 79%

Cute tranny with glasses has fun with her dick while teaching you how to jerk off

2 years ago

TrannyOne

jerking, cute, 18, hairy, glasses
12:42 79%

Poke machine deep rectal teaching and molten jizzing ( femboy sissy trap cd )

4 years ago

TrannyGem

train, prostate, dildo, machine, sissy
38:22 79%

Shemale lap dance teacher also teaches how to fuck

4 years ago

xHamster

dance, big cock, vintage, teacher, shemale fucks guy
01:21 78%

Andy Jaide Teaches Young BBC how to suck TS Dick

3 years ago

TrannyGem

femdom, interracial, MILF, shemale and girl, swallow, masturbation, big cock
08:04 78%

A Stranger Teaches Billiards to a Beautiful Trans... and Receive a Cumshot on the Face as a Reward

6 months ago

AShemaleTube

amateur, beauty, big ass, latina, stranger
39:26 78%

Ara nail herself well teaching days

4 years ago

KeekAss

MILF, crossdresser, masturbation, toys
26:13 78%

FghSasha Strokes Teaches How To Fuck - Onlyfans intzdf

3 years ago

JizzBunker

teacher, hardcore
20:09 77%

Cailey Katts & Lexi Lela - Teaching The New Housemaid Her Role #anal #bigass #blowjob #hardcore #tra

6 months ago

AShemaleTube

shemale, lingerie, anal, hardcore, blowjob
28:09 77%

I leave my clothes behind and rail a immense faux-cock at a teach station park and road

4 years ago

TrannyGem

public, train, gagging, huge dildo, dildo, mask, clothed
14:40 77%

Horny Trans Sophie Ladder Teaches The Horny Maid A Lesson

7 months ago

BeMyHole

anal, maid, shemale, blowjob
12:00 77%

Books and Strikings

4 years ago

TrannyGem

spanking, teacher
06:16 76%

Mature shemale teach young girl tranny to hump

7 years ago

XoZilla

money, MILF, latina, shemale and girl, old and young (18+), seduced
12:58 76%

TRANSFIXED - Korra Del Rio Gets Fucked In Front Of Her Cuckold Husband To Teach Him A Lesson

3 years ago

xHamster

wife, cuckold, husband, shemale fucks guy
03:37 76%

Afternoon Assfuck Teaching Preview

2 years ago

TrannyGem

stockings, dildo, riding, leather, toys, sissy, chastity
29:07 76%

Mom Teach the Sexdolls

4 years ago

TrannyOne

mom, fetish
13:04 76%

A chubby shemale-teacher teaches a student - Part 2 on JoinMyWorld.info

6 years ago

ShemaleMovie

student, teacher, chubby
10:10 75%

Femboy teaching part 1: The Back bend

1 year ago

ShemaleMovie

shemale, feet, crossdresser, femboy, emo
08:00 75%

Russian teen goddess Teach My Girlcompeer How To Fuck

7 years ago

IcePorn

russian, MILF
07:59 75%

Pov Tgirl Teaches Transgirl Pet How To Suck Girlcock And Gulp Sperm

5 years ago

TXXX

teen (18+), sperm
12:08 75%

Sissy Teaching

4 years ago

TrannyGem

train, JOI, sissy
10:48 75%

Ts Rianna James – Teaching Babyboy How To Edge

5 years ago

HClips

solo, webcam
49:25 75%

Petras hardcore teaching includes double penetration and a massive dildo

12 months ago

XXXVogue

beauty, train, huge dildo, dildo, double anal, gape, double penetration
05:46 75%

Nerdy Tranny Teacher Jerks Off After Teaching 6 Min - Paloma Veiga

3 years ago

Upornia

teacher
07:23 74%

Rubi Maxim - Teach Me How To Dance

4 years ago

ShemaleZ

dance, ass to mouth, shemale fucks guy
19:58 74%

Uber-cute tiny trap anal teaching

2 years ago

ShemaleMovie

cute, blowjob, train, dildo, crossdresser, riding, toys
06:11 73%

My Stepmom Is Teaching Me A Thing Or Two - Michael Del Ray, Alexa Scout And You Know

3 years ago

ShemaleZ

stepmom
07:51 73%

V-Card Sissy Superslut Teaching - Jessica Bloom Phat Assfucking Climax

2 years ago

TrannyGem

pissing, huge dildo, prostate, orgasm, dildo, sissy, anal orgasm
08:23 72%

Tgirl Teaches Transgirl Pet How To Suck Girlcock And Swallow Cum - TransXdating.com

5 years ago

TrannyOne

swallow
05:05 71%

Masterbate Teach Me How To Dance

4 years ago

BeMyHole

dance, redhead, piercing, 18, deepthroat, domination, shemale fucks guy
15:00 71%

Ebony Redhead Shemale Ass fucking Skinny Tattooed Hunk - Teach Me How To Dance p2 - Rubi Maxim

2 years ago

xTits

handjob, ebony, bisexual, gagging, dance, interracial, redhead
06:29 71%

Domina Teaching Mischievous Sissy Biotch

2 years ago

KeekAss

femdom, sissy, stockings, beauty
23:50 71%

A stranger teaches a beautiful trans woman to play billiards... and receives a cumshot on his face

5 months ago

AShemaleTube

cum in mouth, big cock, anal, shemale, amateur, beauty
22:53 71%

Petra,s 1st teaching

12 months ago

ShemaleTaxi

beauty, stockings, crossdresser, heels, taxi, sissy
06:50 71%

Rubberized ass fucking teaching

5 years ago

HDSex

latex, rubber
06:07 71%

Sissy Jessica Bloom Spitroast Teaching With Screwing Machine And Faux-cocks - Ass-fuck Sissygasms and Cumswallow

6 months ago

TrannyGem

train, huge dildo, anal, dildo, swallow, big cock, machine
31:15 71%

Timothy Maurice Hinton teaches women how to keep and please your man

1 year ago

XXXDan

big ass, BBW, big tits, dogging, teacher, missionary

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