SHEMALE • TEACHING 1,334 videos

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40:16 95%

Daddy teach redginaxx how to be a obidient sissy

5 months ago

AShemaleTube

blowjob, anal, crossdresser, cum in mouth, domination, sissy
34:44 85%

Ts - Trans Teaches Teen 18+

2 years ago

ShemaleZ

shemale, 18, teen (18+), cumshot, blonde
16:36 79%

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
21:02 85%

Lindsey teaching Her Sissy marionette

1 year ago

ShemaleTaxi

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01:21 78%

Andy Jaide Teaches Young BBC how to suck TS Dick

3 years ago

TrannyGem

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39:29 84%

Shemale Teaches Stepdaughter A Lesson

5 years ago

ShemaleZ

mature, shemale, tattoo, shemale and girl, german
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
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
10:48 49%

Sissy Teaching - Feminization - Sissy TASK - when you observe a chick

2 years ago

TrannyGem

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08:32 85%

Ex-Grimace Gaming Celeb Teaches Her Ass hole

3 months ago

KeekAss

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17:13 51%

Sissy Dani Firm Buttfuck Teaching PT two (Moist Audio)

1 year ago

TrannyGem

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17:10 53%

The Art Of Temptation Educational Training Fuck-A-Thon Tempt Dame Ejaculations Learn

5 years ago

TrannyGem

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09:52 70%

Girl Teaches a Nerdy Guy How to Suck a Big Trans Dick - Couple Shares the TS Cock

1 year ago

$$ FapHouse

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08:12 57%

Sex Therapist Teaches You to Edge

2 years ago

xHamster

amateur, beauty, big tits, solo, blonde, FTM
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
15:23

Ultra-kinky Sissy Daniella in teach

1 month ago

TrannyGem

homemade, public, POV, train, outdoor, dildo, lingerie
25:01 88%

Mommy teaches her son how to be a sissy

1 year ago

AShemaleTube

sissy, mom, shemale
10:58 90%

All that facehole teaching pays off : facefucking stunning transwife Melody

1 year ago

ShemaleTaxi

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03:59 54%

She-Creature mother pulverizes her step son-in-law in the bathroom

1 year ago

TrannyGem

mom, MILF, 3D, 18, stepmom, old and young (18+), cartoon
07:29 59%

Sissy Jessica Bloom teaches you how to suck dick and swallow cum

1 year ago

XXXVogue

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05:41 61%

Feminization Sissification - Sissy teaching - FEEBLE SISSY BOY

3 years ago

TrannyGem

femdom, JOI, sissy, train
23:30

A Stranger Teaches A Beautiful Trans Woman To Play Billiards... And Receives A Cumshot On His Face As A Reward.

1 week ago

BeMyHole

beauty, shemale, anal, big ass, dogging, latina, office
08:14

Orgy Therapist teaches You to brim

1 week ago

ShemaleMovie

orgy, solo, beauty
15:18 80%

Teaching My Trans Stepsister How To fuck - TGIRLS palace

4 weeks ago

ShemaleMovie

handjob, beauty, POV, anal, big tits, ladyboy, missionary
06:48 62%

Brunette mistress teaches cuckold sissy slave to dick sucking nice cock

5 years ago

TrannyOne

femdom, cuckold, sissy
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
13:42 67%

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

5 years ago

TrannyGem

femdom, train, wife, orgasm, chastity
26:37 75%

Mandy Mayhem Teaches Her Stepdaughter

1 month ago

AShemaleTube

cumshot, shemale
07:31 29%

Do You Believe in God? Futa Nun inviting buxom Luna to Join in futanari Faith Church on teach

2 months ago

ShemaleMovie

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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
11:12 85%

Ararity Suziexxl Suzies Been Teaching Me To Beg

1 year ago

IcePorn

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19:58 74%

Uber-cute tiny trap anal teaching

2 years ago

ShemaleMovie

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15:59

MESMERIZED - Casey Smooches Takes Xxx Anal invasion In Trans Roomie Hump Teach

1 week ago

KeekAss

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08:11 79%

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

8 years ago

ShemaleZ

femdom, slut, crossdresser
24:47 67%

Bianca Black, Bia Black And Sydney Summers In Teaches How To Fuck!

5 months ago

ShemaleZ

small tits, shemale, shemale and girl, black, tattoo, brunette
08:52

Mistress Luci May teaches crossdresser slut to suck big

7 years ago

AShemaleTube

femdom, crossdresser
03:16 67%

Sissy teaching with and sans virginity

4 years ago

TrannyGem

train, cartoon, hands free, chastity
19:27 80%

Transgender princess teaches college girl

4 months ago

ShemaleMovie

small cock, blowjob, creampie, anal, lingerie, blonde, college
07:55 56%

Assfucking teaching XXL backside ass-plug sesh

1 year ago

TrannyGem

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26:00 62%

Sissy Lilly and her teaching

5 years ago

ShemaleTaxi

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26:19 45%

Coach ramon teaches tgirl kylie maria with his monster cock

6 years ago

ShemaleZ

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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
03:37 76%

Afternoon Assfuck Teaching Preview

2 years ago

TrannyGem

stockings, dildo, riding, leather, toys, sissy, chastity
20:20 42%

Teaching The Faggot Sissies How To Smoke & Worship My feet! bbw Mistress Tina Snua Smoking cigarettes & Dirty Talking

3 years ago

ShemaleTaxi

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22:33 82%

A Stranger Teaches A Beautiful Trans Woman To Play Bill

1 month ago

AShemaleTube

shemale, amateur, beauty, homemade, stranger
17:19 82%

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

1 year ago

TrannyGem

dildo, crossdresser, monster, ass
12:49 65%

Mrs Lovings Knicker Strangling Teaching

4 years ago

TrannyGem

train
07:24 88%

Bossy Maid Teaches You To Suck Her Dick

1 year ago

HClips

ebony, solo, big cock, amateur, maid, uniform
10:10 75%

Femboy teaching part 1: The Back bend

1 year ago

ShemaleMovie

shemale, feet, crossdresser, femboy, emo
26:05 54%

PLUMPER Trans Biotch Buttfuck and Deep Throat Teaching

2 years ago

TrannyGem

BBW, dildo, shemale and girl, sissy, femboy
09:07 52%

Self-teaching No. 95: Wearing Sanitary Napkins and Tampons for an Exposure Walk - Part 2

7 months ago

VideoSection

pissing, public, anal, outdoor, japanese, BDSM, crossdresser
07:30 81%

Bossy Maid Teaches You to Suck Her Dick

1 year ago

xHamster

solo, shemale fucks guy, black, shemale, uniform, maid
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

strapon, fetish, solo, crossdresser, domination, slut, sissy
14:35 70%

TRANSFIXED - Femdom Emma Rose Teaches Babes BDSM Humiliation Using Fully Submissive Lauren P

2 years ago

AShemaleTube

BDSM, domination, shemale, pantyhose, femdom
05:05 71%

Masterbate Teach Me How To Dance

4 years ago

BeMyHole

dance, redhead, piercing, 18, deepthroat, domination, shemale fucks guy
19:04 87%

Tgirloneguy – Momma Teaches Son To Service Her Cock

4 years ago

Upornia

fetish, BDSM, amateur
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
07:13 62%

Cherry Aleksa & Vincent Vega teach young stud some kinky tricks in bed

2 years ago

Sexu

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54:07 93%

Educator Teaches her Trans Fuckslut

6 years ago

KeekAss

MILF, fisting, big tits, BDSM, redhead, blonde, ass
12:45 86%

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
13:42 60%

Teaching my sub for blow

1 year ago

TrannyGem

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27:38 68%

Sissy sub firm teaching

3 years ago

ShemaleMovie

amateur, crossdresser, sissy
29:36 86%

Teaching str8 young boy first time ladyboy experience

9 years ago

AShemaleTube

erotic, first time
13:04 76%

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

6 years ago

ShemaleMovie

student, teacher, chubby
26:42

Fit nubile with Big natural Tits teach her bashful Classmate how to have fucky-fucky with Strapon at First Lesbian Fun

1 month ago

VideoSection

strapon, skinny, lesbian, shemale
19:40 80%

Trans Dominatrix Teaches her Masculine Marionette

6 months ago

TrannyGem

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15:00 79%

Rob Yaegers Teaching Passion in Kitchen Heat

11 months ago

XoZilla

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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
10:00 93%

DIVINE TGIRLS - TRANSSEXUAL in school uniform enjoy underground teach barebacking

4 years ago

TrannyGem

public, teen (18+), train, anal, teen anal (18+), uniform, bareback
10:47

Cougar Breeder ep 1 - Fui espiar minha Vizinha Gostosa na Janela e não Resisti de Tesão

1 year ago

TrannyGem

voyeur, teen (18+), stepmom, cougar, redhead, mom
06:04 53%

Teaching a tranny prostitute!

7 years ago

AShemaleTube

homemade, gangbang, prostitute
22:33

A Stranger Teaches A Beautiful Trans Woman To Play Bill

4 weeks ago

AShemaleTube

shemale, anal, beauty, amateur, homemade, big ass
05:14 67%

Sissy Samantha teaches how to give a blow job using a real dick toy

11 months ago

XXXVogue

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26:22 85%

S.S rectal teaching

5 years ago

KeekAss

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25:01 92%

Sexy Chinese tutor teaches eager guy how to please her

5 years ago

JizzBunker

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10:28

Smallish Trans Teaches For Massive Man-meat 4K

1 week ago

KeekAss

solo, amateur
10:03 79%

Futanari with massive cock teaches femboy in 3D animation

1 year ago

XXXVogue

3D, futanari, femboy, train
08:12 90%

Sophie Ladder Teaches the Horny Maid a Lesson

1 year ago

xHamster

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20:38

Sissy teaching: how to jizz in purity? Rail ever larger fuck sticks to sissygasm

4 years ago

TrannyGem

train, tight, chastity, cum in ass, black, toys
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
08:00

Teaches First Timer Hardcore Trans Anal And Facial Fun With Chris Epic, Miss Doggystyle And Korra Del Rio

4 days ago

GetTranny

anal, cumshot, shemale
15:59

MESMERIZED Casey Smooches Takes Hard-core Ass fucking In Trans Roomie Lovemaking Teach (Khloe Kay)

3 weeks ago

TrannyGem

shemale, double anal, big ass
04:55

Trans Mistress Teaches her Masculine Slave trio

1 month ago

TrannyGem

shemale, big cock, femdom, leather, BDSM, 18
07:59

A Stranger Teaches Billiards To A Beautiful Trans... And Receive A Cumshot On The Face As A Reward

4 months ago

ShemaleZ

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07:35 60%

Sissy Elf ladyboy In A bondage & discipline Feminization teaching

11 months ago

HDSex

beauty, train, bondage, BDSM, ladyboy, crossdresser, babe
05:50 70%

Asian shemale doctor teaches her MILF nurse a couple of fuck tricks

3 years ago

AnySex

doctor, asian, MILF, uniform, nurse
30:21 45%

Ebony lesbian master teaching this little slut for good behaviour

4 years ago

TrannyOne

ebony, shemale, lesbian, slut
12:34 81%

Dominatrix teaching insane sissy tramp

4 years ago

TrannyGem

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08:23 72%

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

5 years ago

TrannyOne

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08:00 75%

Russian teen goddess Teach My Girlcompeer How To Fuck

7 years ago

IcePorn

russian, MILF
23:43 79%

Mature Mistress teaches two sissies how to be good cocksuckers

9 years ago

TrannyOne

femdom, sissy, mature
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
14:40 77%

Horny Trans Sophie Ladder Teaches The Horny Maid A Lesson

7 months ago

BeMyHole

anal, maid, shemale, blowjob
05:25

Ts Jessy Dubai teaching her assistent Heather Vahn a lesson

2 years ago

SunPorno

big ass, beauty
04:06

Aromantic Bangbros teaches how to make your secretary cum harder with a hot and steamy office sex session

2 years ago

Sexu

big ass, office, glasses, secretary
02:32

Sissy Teaching - Experience ambling on high high-heeled slippers

2 years ago

TrannyGem

ladyboy, crossdresser, heels, dress, sissy, femboy
11:19 53%

Headmistress Teaching Her Sissies

5 years ago

TrannyGem

femdom, domination, crossdresser
18:44 85%

Prof. Nina Teaches how To...

7 years ago

TrannyGem

big ass, fetish, big tits, glasses, masturbation, blonde, JOI
05:49

Shemale Moms Teaching Teens (18) Ai

3 weeks ago

$$ FapHouse

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07:13 60%

Cherry Aleksa teaches young stud some kinky sex tricks in bed with her mature pussy

2 years ago

HogTV

russian, wife, short hair, stranger
29:07 76%

Mom Teach the Sexdolls

4 years ago

TrannyOne

mom, fetish
14:22

I can teach you how to take dick like a real sissy girl

9 years ago

xHamster

instruction
08:00

Dass-834 Ill Teach You That The Strongest Lewd Slut Dick Is Super Perverted And Super Lewd Lesbian Sex Ban Lifted With Nh, Ikeda Marina And Marina Ikeda

4 months ago

ShemaleZ

lesbian, shemale, asian, slut
32:40

Victoria Grant Blake Adorable And Sage The Trans Teach

4 months ago

TrannyGem

cumshot, shemale, group, threesome, anal
10:42 67%

My trans stepmom teaches me how to suck cock

1 year ago

AShemaleTube

cum in mouth, stepmom
28:43 44%

Queen Ivory In Transroommate - Trans Babe Teaches Roommate Bareback Lesson

1 year ago

ShemaleZ

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30:36 91%

Sophie Teaches The Horny Maid A Lesson - Skyler Banx

1 year ago

ShemaleZ

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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
03:07 70%

Wife teaches and trains feminised sissy husband to become a BBC slut

2 years ago

AShemaleTube

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11:09 45%

BIG BLACK COCK GARGLE JOB TEACHING & MENTAL ENCOURAGEMENT - Sissy Kelly Frost

2 years ago

TrannyGem

fetish, BDSM, big cock, slut, BBC, chastity
26:13 78%

FghSasha Strokes Teaches How To Fuck - Onlyfans intzdf

3 years ago

JizzBunker

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15:47 79%

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

5 years ago

TrannyGem

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29:50 56%

Futa mom teaches her daughter how to suck and pump a pussy

5 years ago

XXXDan

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05:03 86%

Transgender Princess has 3some teach with duo

6 years ago

KeekAss

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11:32

Ass fucking teaching and pumping in Nicolly Summers thirsty donk.

1 month ago

TrannyGem

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21:59

Big black cock T-nymph Teaching The First Timer A sex Lesson

3 months ago

ShemaleMovie

black, bisexual, spanish, big ass, big tits, BBC
05:00

After our morning exercise, we did some romp teaching.

5 months ago

TrannyGem

shemale, amateur, big cock
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
03:14

Feminization - Sissyfication - Sissy teaching - Support for the sissy

1 year ago

TrannyGem

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27:59 86%

Trans lezzy anal teaching with Mandy Mitchell and Bianca Stone

1 year ago

ShemaleMovie

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