SHEMALE • INSTRUCTION 402 videos

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15:56

Becoming A Sissy (Jerk Off Instructions) w/ Raven Gray

1 year ago

KeekAss

instruction, jerking, masturbation, JOI
16:44 86%

Xxx - Sasha De Sade - Jerk-off-instruction

2 years ago

Upornia

instruction, cumshot, jerking, JOI, solo
16:43

She knows you want to be a chick - sissification instructing

3 years ago

ShemaleTaxi

instruction, solo
15:55

Sissy sub instructing

4 years ago

VideoSection

instruction
22:05

I think youll love being fucked by a shemale.

2 months ago

JizzBunker

shemale, instruction, hardcore
20:59 92%

Cockslut Instructing Jism Tonguing two

2 years ago

KeekAss

POV, instruction, crossdresser, cumshot, masturbation, blonde
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T doll jerk off instructions

1 year ago

KeekAss

doll, instruction, redhead, solo, jerking, JOI
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Cumslut Instructing Sesh two

2 years ago

KeekAss

handjob, instruction
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Know me Intimately - Mutual Onanism Jerk Off Instructions with POINT OF VIEW Ejaculation

3 years ago

KeekAss

homemade, instruction, cumshot, jerking, JOI
18:36

Fap for transgender princesses Jerk Off Instructions

3 years ago

KeekAss

instruction, jerking, blonde, handjob compilation, JOI
21:02

Gooner instructions -OBAY-

3 years ago

ShemaleTaxi

instruction, taxi, sissy
18:04 79%

Kendall Penny - Cum Eating Instructions

2 years ago

ShemaleZ

instruction, solo
45:32

Shemale Stroke JOI trans jerk off instructions

3 years ago

VipTube

instruction, JOI
15:14

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3 weeks ago

ShemaleTaxi

shemale, POV, instruction, tease, solo
15:13 87%

Trans Jerk Off Instructions with Erica Virgin

2 years ago

TrannyGem

instruction, jerking, JOI
16:00

I can teach you everything you need to become a sissy

6 years ago

xHamster

instruction
15:45

Anal Instructions

3 years ago

XXXDan

instruction, dutch
17:59

Full Salute Jerk Off Instructions 2019 Edition

3 years ago

TrannyGem

instruction, JOI
18:40

VAMPIRE TWUNK WANTS YOUR TROUSER SNAKE! - INDIGO WHITE (Jerk Off Instructions)

6 months ago

TrannyGem

POV, instruction, JOI, cosplay, FTM
15:22 54%

20 instructions for Sissies

2 years ago

ShemaleTaxi

public, instruction, outdoor, boots, taxi, sissy
19:28

Nurse Jerk Off Instructions Sesh

2 years ago

TrannyGem

instruction, nurse, JOI, cosplay
38:55 55%

Jerk Off Instruction Big Tits Silly Bitch

4 years ago

IcePorn

instruction, masturbation, JOI, solo
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Take me out & Gargle me off - Jerk Off Instructions + CEI

4 years ago

TrannyGem

instruction, british, dress, tight, skinny, JOI
17:46

Sissy hypnos fuck hole instructing, blow-job, anal

3 years ago

ShemaleTaxi

instruction, taxi
15:26

I love breaking in sissy bitches like you

7 years ago

xHamster

instruction, masturbation, sissy
20:21 81%

Trans Undergarments Addiction Jerk Off Instructions

2 years ago

TrannyGem

femdom, instruction, masturbation, JOI
34:26

Sissy ass-fuck instructing

5 years ago

HDSex

instruction, sissy, gape
28:00

Cumslut instructing Session 3B

8 months ago

ShemaleMovie

instruction
18:05

Luxurious t-model Jerk Off Instructions (utter free-for-all flick)

2 years ago

TrannyGem

instruction, dildo, JOI
36:45 61%

Buttfuck & prostate have fun Instruction with Nikki Fox

3 years ago

VideoSection

small cock, prostate, instruction, BDSM, british
39:33

Nikki Fox Mutual Onanism Jerk Off Instructions with Sensuous POINT OF VIEW Ejaculation

3 years ago

KeekAss

instruction, JOI
15:05

Are you ready to suck my big black shemale cock

5 years ago

xHamster

instruction, domination, sissy
15:52

Blondealashes instructing

6 months ago

ShemaleMovie

instruction
19:40

Sasha Se Sade Jerk Off Instructions

3 years ago

TrannyGem

instruction, JOI
39:25

Destiny Gauntlet Part five - Jerk Off Instructions - Astolfos Quiz! (Femboy, Fuck Stick, Fellatio, Internal Ejaculation, Sissy, 2 Endings)

4 months ago

KeekAss

instruction, compilation, cumshot, cumshot compilation, JOI, sissy, femboy
24:12 81%

Ts Astrid tranny JOI masturbate Off Instructions from Tranny

1 year ago

HDSex

instruction, solo, close up, JOI
21:12

Learn To Gargle Nikkis Uncircumcised Man Meat - CEI

2 years ago

TrannyGem

instruction, british, skinny, JOI
24:35 85%

Soles & Buttfuck Dominance Jerk Off Instructions CEI Countdown (Harassment) Jessica Bloom

2 years ago

KeekAss

instruction, fetish, jerking, JOI
45:47

40 minute anal fuck and jerk off instruction with countdown and cum

1 year ago

xHamster

instruction, jerking, JOI
20:33 91%

Sissy Poppers Hypnose instructing IV

3 years ago

ShemaleTaxi

instruction, double anal, double penetration
26:22

S4sh4-Str0k3s Instructing the y0ung L4d for Hefty Beefsticks

2 years ago

TrannyGem

instruction, shemale fucks guy
50:19 59%

My Jerk Off Instructions F

3 years ago

TrannyGem

small cock, instruction, fetish, big cock, JOI
1:26:49

Shemale Stroke JOI trans jerk off instructions

4 years ago

NuVid

instruction, JOI
54:33

Sissy Lilly and her instructing.

3 years ago

ShemaleTaxi

instruction, taxi
46:15

2Bs Corruption Anime Porn Jerk Off Instructions (Hermaphroditism, Assplay, Breathplay, Pussy-Smothering, Fellatio, CEI, Sissy Teaching)

3 years ago

KeekAss

instruction, compilation, jerking, anime, hermaphrodite, JOI
20:42

Transgirl to Masculine Instructing Camp 101

4 years ago

KeekAss

instruction, MILF
19:29

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

1 year ago

xHamster

black, instruction, tease
15:56

Venus Jerk Off Instructions

2 years ago

KeekAss

handjob, instruction, big tits, JOI
19:35 84%

Ticking All Your Trunks; I Know You Want Whats in Mine

2 years ago

TrannyGem

femdom, instruction, tease, orgasm, dirty talk, jerking, natural
17:12

Sissy instructing instructional

2 years ago

TrannyGem

train, instruction, compilation
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Ticking all your Trunks; I know you want whats in mine

2 years ago

TrannyGem

femdom, instruction, tease, british, dirty talk, natural, reality
17:22

Sissy instructing

2 years ago

ShemaleTaxi

latex, instruction, taxi
18:53

Cum Countdown, British Tranny Sasha De Sade Talks Dirty until you Cum ;)

3 years ago

TrannyGem

instruction, british, dirty talk, whore, slut, JOI
21:52 91%

Firm Ass Fucking Instructing of T-Model

4 years ago

KeekAss

handjob, latex, instruction, fetish, fisting, BDSM, ass
15:10 91%

Adore Her consummate wazoo And Verge As that stunner Directives you - Jerk Off Instructions

3 years ago

TrannyGem

instruction, lingerie, JOI
25:35 82%

Accept your Dream: Jerk Off Instructions-CEI

2 years ago

TrannyGem

femdom, instruction, JOI
25:35 61%

Accept your Dream: Jerk Off Instructions-CEI

2 years ago

TrannyGem

femdom, instruction, JOI
16:21 88%

Take Me Out & Inhale Me Off - Jerk Off Instructions + CEI

2 years ago

TrannyGem

instruction, solo, british, dress, tight, JOI
16:43

Are you ready to suck some ebony cock you little sissy slut

6 years ago

xHamster

instruction, slut, sissy
15:15

Drink for Me. Jerk Off Instructions-CEI. 4K

2 years ago

TrannyGem

instruction, MILF, JOI
15:59

Instruction video for sissies that want to become true whores

6 years ago

TrannyOne

instruction, whore
21:54 75%

Sissy Poppers Hypnose instructing III

1 year ago

ShemaleTaxi

instruction, taxi
18:40

T-girl wank off Commands

3 years ago

TrannyGem

instruction
15:38

Smoking Hy-pno sissy instructing 03

2 years ago

ShemaleTaxi

smoking, instruction
24:06

Paw exactly where I say biotch x Female Dom Jerk Off Instructions

2 years ago

KeekAss

stockings, instruction, jerking, JOI
16:00 83%

Big Black Cock Strung Up ebony she-creature Natalia Coxxx Jerk Off Instructions

3 years ago

TrannyGem

ebony, instruction, domination, JOI, BBC
24:31

Rubber instructing and NurseEva

3 years ago

ShemaleMovie

latex, rubber, blowjob, instruction, big cock, domination
23:23

TGirl Assfuck Whore Jerk Off Instructions Spunk-Along

2 years ago

TrannyGem

instruction, dirty talk, whore, JOI
20:11

Episode 9 the Sexy Shemale Erases Your Manhood the Shemale Is Me

1 month ago

xHamster

shemale, instruction, fetish, dirty talk, JOI
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
18:21

Super-Hot Tgirl Gives Jerk Off Instructions For You to Jizz With Her - Sierra Dubois

1 year ago

KeekAss

homemade, instruction, redhead, solo, jerking, JOI
27:00

Shelly Sexx ass instructing

2 years ago

ShemaleTaxi

instruction, dildo
15:13

Trans Jerk Off Instructions with Erica Virgin

2 years ago

TrannyGem

instruction, JOI
17:51

Sissy muff instructing

2 years ago

ShemaleTaxi

instruction
17:09

Sissy nurse Jerk Off Instructions and ASMR - Deep-Throat my meatpipe and make me jizm while listening to my grubby chat voice

2 years ago

TrannyGem

instruction, nurse, deepthroat, JOI, cosplay
15:38

Annika Maid Trans Jerk Off Instructions Solo Plaything pt1

3 years ago

KeekAss

handjob, instruction, maid, JOI
20:00

Crossing your Wires: Bi-Curious Encouragemenet Jerk Off Instructions

2 years ago

TrannyGem

femdom, instruction, JOI
20:20 85%

Trans Lingerie Addiction JOI

2 years ago

PornHub

stockings, femdom, instruction, lingerie, JOI
18:35

Shemale jerk off instructions

4 years ago

TXXX

instruction, jerking, JOI
17:22

Lisa and April fellate instructing

3 years ago

ShemaleMovie

instruction
24:09

Paw exactly where I say breezy x Female Dominance Jerk Off Instructions

2 years ago

KeekAss

instruction, crossdresser, cumshot, jerking, JOI
16:04

I love being treated like a transsexual slut

7 years ago

xHamster

femdom, bisexual, instruction, slut
15:16

Trans Jerk Off Instructions with Erica Virgin

2 years ago

TrannyGem

instruction, erotic, JOI, sensual
17:29

TRANSSEXUAL College Girl Sasha helps you learn about Transgender Princess Anatomy

2 years ago

TrannyGem

train, instruction, dirty talk, college, JOI
25:19

Roe gives a25 min jerk off instructions with a countdown, and spunks at zero! Can you last?

1 year ago

KeekAss

instruction, jerking, JOI
16:01

I can instruct you everything you need to become a sissy

3 years ago

TrannyGem

instruction
16:08

Queen instructs You To Be Her Beta guy - PART 6

1 year ago

ShemaleTaxi

instruction, cuckold, taxi, story
15:01

Fledgling JOI - follow my instructions & jizm w me

3 weeks ago

ShemaleTaxi

homemade, shemale, big ass, orgasm, JOI, instruction
17:12

Sissy training instructional

4 years ago

xHamster

train, instruction
19:47

Ts Rianna James Large Anal Beads With Jerk Off Instruction

7 months ago

DrTuber

instruction, toys, JOI
15:36

Smoking Hy-pno sissy instructing 06

6 months ago

ShemaleMovie

smoking, instruction, BDSM, domination, sissy
48:28

Shemale Brandy Loves Anal with Jason Follow Along with Us

3 months ago

xHamster

instruction, JOI
17:50

I think I know where we can find you some shemale cock

7 years ago

xHamster

instruction
25:31

Sissy instructing - Futa/hentai Brainwash

1 month ago

TrannyGem

creampie, futanari, instruction
17:34

Sissy Instructing

3 years ago

TrannyGem

train, instruction
22:31

Sissy Training - Insight into my individual instructing for sissies - What does online training glance like

3 years ago

ShemaleTaxi

train, instruction
15:08

Trans Mom Dom Wants to Top You Jerk Off Instructions

7 months ago

KeekAss

mom, instruction, JOI
35:28

4 Jerk Off Instructions

3 years ago

TrannyGem

instruction, jerking, erotic, JOI, sensual, romantic
15:38

Annika Maid Trans Jerk Off Instructions Solo Fucktoy Pt1

3 years ago

KeekAss

instruction, maid, JOI
21:24

Roe self inhales, gives a jerk off instructions with countdown, shoots a load on own tongue, then table

1 year ago

KeekAss

instruction, jerking, JOI
19:19

Transfixed Sissy Instructing to Bambi TikToks PMV

3 months ago

TrannyGem

shemale, crossdresser, chastity, sissy, instruction
23:33

Idolize My High-Heeled Shoes & Then My Shaft - Jerk Off Instructions + CEI

2 years ago

TrannyGem

instruction, british, glasses, heels, shoes, skinny, JOI
16:23

Ladyboy Sis Jerk Off Instructions

2 years ago

TrannyGem

instruction, jerking, JOI
23:33

Adore my Stilettos & then my Manstick - Jerk Off Instructions + CEI

4 years ago

TrannyGem

instruction, british, glasses, heels, skinny, JOI
35:02

Sasha wanks instructs a fresh cherry customer

2 years ago

KeekAss

instruction, domination
20:38

Sissy instructing: how to jizm in purity? Rail ever fatter fuck sticks to sissygasm

2 years ago

KeekAss

instruction, sissy
16:48

Sissification lecture Encaged Sissy V-Card Belts, Masturbate, Sissygasm by Domina Veronica Taboo

2 years ago

TrannyGem

femdom, train, instruction, tease, crossdresser, JOI, sissy
28:16

Sadism & masochism Sissy inhale instructing with enema!

1 year ago

ShemaleTaxi

instruction, crossdresser, deepthroat, heels, taxi, sissy
17:29

TS Schoolgirl Sasha Helps you Learn about Shemale Anatomy

5 years ago

TrannyGem

train, instruction, british, dirty talk, JOI
19:30

Aj180 Teases You & Teaches You From Jack Off Instruction Cum With Goddess

1 year ago

ShemaleZ

ebony, instruction, tease, lingerie
52:14 74%

Instructing the gimp 1 with Natalie Mars

1 year ago

ShemaleTaxi

instruction, fisting, bondage, spanking
15:38

Annika Maid Trans Jerk Off Instructions Solo Fucktoy pt1

2 years ago

TrannyGem

french, instruction, maid, uniform, dirty talk, JOI, dildo
26:04

Gape Instructing sir Cut Deep Buttfuck Teaching Thick Fucktoys Gloppy Jizm Oil & Gapes

3 years ago

KeekAss

instruction, oil, skinny, gape
16:18

Take Me Out & fellate Me Off - Jerk Off Instructions

3 years ago

TrannyGem

instruction, jerking, JOI
16:27

Annika Maid Trans Jerk Off Instructions Solo Fucktoy Pt2

3 years ago

KeekAss

instruction, maid, cumshot, toys, JOI
17:22

Cum Eating Instructions

1 year ago

Upornia

instruction, fetish
16:20

Your Sissy Gf Jerk Off Instructions

2 years ago

KeekAss

instruction, girlfriend, JOI, sissy
23:07 88%

EMBARRASSED FEMBOY D.VA MAKES YOU JIZM! (Jerk Off Instructions) - INDIGO WHITE

8 months ago

TrannyGem

cute, instruction, behind the scenes, JOI, sissy, cosplay, femboy
22:16

Lizz_ss25 home bitch abasement and instructing

2 years ago

KeekAss

instruction
24:35

Soles & Buttfuck Dominance Jerk Off Instructions CEI Countdown (Indignity) Jessica Bloom

2 years ago

TrannyGem

feet, femdom, instruction, heels, JOI

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