SHEMALE • INSTRUCTION 411 videos

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

3 years ago

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6 years ago

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instruction, fetish, solo, british, jerking, masturbation, dress
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Trans Jerk Off Instructions with Erica Virgin

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instruction, jerking, JOI, solo, masturbation
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small cock, shemale, beauty, solo, instruction
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4 years ago

TrannyGem

femdom, instruction, masturbation, JOI, shemale
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Feminization - Sissification - Sissy instructing - Sissy Support - full version

1 year ago

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black, POV, train, anal, instruction, 18, full movie
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Wooly Fuckpole Adore - BrainWash Jerk Off Instructions

2 months ago

TrannyGem

femdom, instruction, compilation, jerking, deepthroat, cartoon, toys
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S4sh4-Str0k3s Instructing the y0ung L4d for Hefty Beefsticks

4 years ago

TrannyGem

instruction, shemale fucks guy
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ShemaleMovie

teen (18+), shemale, femdom, BDSM, instruction, sissy
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20 instructions for Sissies

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ShemaleTaxi

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I can instruct you how to be a utter sissy

11 months ago

ShemaleMovie

shemale, instruction
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Full Salute Jerk Off Instructions 2019 Edition

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TrannyGem

instruction, JOI, big ass, compilation
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Take Me Out & Inhale Me Off - Jerk Off Instructions + CEI

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TrannyGem

homemade, instruction, british, jerking, dress, tight, skinny
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Know me Intimately - Mutual Onanism Jerk Off Instructions with POINT OF VIEW Ejaculation

4 years ago

KeekAss

homemade, instruction, cumshot, jerking, JOI
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TrannyGem

homemade, instruction, dildo, jerking, toys, webcam, JOI
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Adore Her consummate wazoo And Verge As that stunner Directives you - Jerk Off Instructions

4 years ago

TrannyGem

cute, instruction, MILF, big tits, lingerie, BDSM, jerking
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I love breaking in sissy bitches like you

8 years ago

xHamster

instruction, masturbation, sissy
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Sasha Se Sade Jerk Off Instructions

4 years ago

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instruction, big tits, cumshot, jerking, masturbation, big cock, small tits
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Fap for transgender princesses Jerk Off Instructions

4 years ago

KeekAss

instruction, jerking, blonde, handjob compilation, JOI, compilation
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Sissy instructing instructional

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TrannyGem

train, instruction, compilation, solo
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Masturbate Off instructions Country gal - Joi ( Punheta Guiada ) Caipirinha de Fazendo Gozar Gostoso - Festa Junina - Cowgirl JOI

1 year ago

ShemaleTaxi

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Let’s Have Fun Stroke When U Observe My Penis Trans Jerk Off Instructions

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TrannyGem

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

8 years ago

xHamster

instruction, slut, sissy
18:04

The Shemale Rides You From Behind and Gives You a Reach Around JOI

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handjob, instruction, dirty talk, seduced, JOI
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Drink for Me. Jerk Off Instructions-CEI. 4K

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TrannyGem

instruction, MILF, JOI, lingerie
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Transgirl to Masculine Instructing Camp 101

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KeekAss

instruction, MILF
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T doll jerk off instructions

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handjob, doll, instruction, solo, jerking, masturbation, webcam
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Nurse Jerk Off Instructions Sesh

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TrannyGem

instruction, nurse, JOI, cosplay, cumshot
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Crossing your Wires: Bi-Curious Encouragemenet Jerk Off Instructions

4 years ago

TrannyGem

femdom, instruction, JOI
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Nikki Fox Mutual Onanism Jerk Off Instructions with Sensuous POINT OF VIEW Ejaculation

5 years ago

KeekAss

instruction, JOI, masturbation, solo
17:26

JOI ROLEPLAY - hot lecturer gives you masturbate off instructions.

2 months ago

ShemaleTaxi

big ass, jerking, amateur, JOI, instruction, close up
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Ts Astrid tranny JOI masturbate Off Instructions from Tranny

3 years ago

HDSex

instruction, solo, close up, JOI
45:47

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

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xHamster

instruction, jerking, JOI
17:29 87%

TRANSSEXUAL College Girl Sasha helps you learn about Transgender Princess Anatomy

4 years ago

TrannyGem

train, instruction, dirty talk, college, JOI
15:13

Trans Jerk Off Instructions with Erica Virgin

4 years ago

TrannyGem

instruction, JOI
28:00

Cumslut instructing Session 3B

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ShemaleMovie

instruction
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Accept your Dream: Jerk Off Instructions-CEI

4 years ago

TrannyGem

femdom, instruction, JOI, POV, jerking
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Sissy nurse Jerk Off Instructions and ASMR - Deep-Throat my meatpipe and make me jizm while listening to my grubby chat voice

4 years ago

TrannyGem

instruction, nurse, deepthroat, JOI, cosplay, cumshot
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My Jerk Off Instructions F

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instruction, big ass, fetish, compilation, jerking, big cock, JOI
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Super-Hot Tgirl Gives Jerk Off Instructions For You to Jizz With Her - Sierra Dubois

3 years ago

KeekAss

homemade, instruction, redhead, solo, jerking, JOI
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Cum Countdown, British Tranny Sasha De Sade Talks Dirty until you Cum ;)

5 years ago

TrannyGem

instruction, british, dirty talk, masturbation, whore, slut, JOI
48:51 56%

Lady Becky instructs Sissy bitch Michelle how to jerk in a Proper Way

1 year ago

ShemaleMovie

handjob, homemade, instruction, panties, nylon, sissy
1:26:49

Shemale Stroke JOI trans jerk off instructions

5 years ago

NuVid

instruction, JOI
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Jism Countdown, Brit ladyboy Sasha de Sade chats filthy until you spunk ;)

4 years ago

TrannyGem

instruction, crossdresser, whore, slut, JOI, sissy
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Jerk Off Instruction Big Tits Silly Bitch

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instruction, masturbation, JOI, solo
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Ticking all your Trunks; I know you want whats in mine

4 years ago

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femdom, instruction, tease, british, dirty talk, natural, reality
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Elle Marz - Mommy pillow hump instruction

7 months ago

DrTuber

ladyboy, mom, solo, shemale, masturbation, instruction
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CEI transsexual domme Holly Hunt blows a load and turns you into a jism gobbling sissy Jerk Off Instructions

10 months ago

TrannyGem

femdom, instruction, fetish, cumshot, jerking, masturbation, JOI
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Learn To Gargle Nikkis Uncircumcised Man Meat - CEI

4 years ago

TrannyGem

instruction, british, skinny, JOI
17:22

Sissy instructing

4 years ago

ShemaleTaxi

latex, instruction, taxi
15:56

Venus Jerk Off Instructions

4 years ago

KeekAss

handjob, instruction, big tits, JOI, jerking
22:30

Demon Tgirl SUccubi ASMR hypno instructing SHAME EDITION

8 months ago

ShemaleMovie

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Ladyboy Sis Jerk Off Instructions

4 years ago

TrannyGem

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24:35 80%

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

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instruction, fetish, jerking, JOI, crossdresser, domination
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4 years ago

TrannyGem

ebony, black, instruction, domination, JOI, BBC
21:52 92%

Firm Ass Fucking Instructing of T-Model

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handjob, stockings, latex, instruction, fetish, fisting, BDSM
15:38

Annika Maid Trans Jerk Off Instructions Solo Plaything pt1

4 years ago

KeekAss

handjob, instruction, maid, JOI, solo, crossdresser
24:06

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

4 years ago

KeekAss

stockings, instruction, jerking, JOI, crossdresser
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Cumslut Instructing Sesh two

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handjob, instruction
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Episode 9 the Sexy Shemale Erases Your Manhood the Shemale Is Me

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shemale, instruction, fetish, dirty talk, JOI
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TGirl Assfuck Whore Jerk Off Instructions Spunk-Along

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anal, instruction, lingerie, dirty talk, masturbation, whore, toys
27:00

Shelly Sexx ass instructing

4 years ago

ShemaleTaxi

instruction, dildo
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Learn to Blow Nikkis Uncircumcised Man Rod - CEI

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TrannyGem

homemade, small cock, instruction, solo, british, cumshot, masturbation
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Transfixed Sissy Instructing to Bambi TikToks PMV

1 year ago

TrannyGem

shemale, crossdresser, chastity, sissy, instruction
18:40

T-girl wank off Commands

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TrannyGem

instruction
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She-Chisel Obsession. Glossy Jerk Off Instructions-CEI 4K

4 years ago

TrannyGem

femdom, instruction, JOI
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KeekAss

instruction, small tits, crossdresser, masturbation
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AJ180 Teases You & Teaches You from "Jack Off Instruction Cum with Goddess"

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xHamster

black, instruction, tease
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Anal Instructions

5 years ago

XXXDan

instruction, dutch
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4 years ago

ShemaleTaxi

smoking, instruction
35:28

4 Jerk Off Instructions

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TrannyGem

instruction, jerking, erotic, JOI, sensual, romantic
17:41

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TrannyGem

instruction
17:50

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

8 years ago

xHamster

instruction, sissy, ladyboy
16:15

Sissy Trainer nineteen Crimson Light Green Light Jerk Off Instructions

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KeekAss

instruction, redhead, handjob compilation, cumshot compilation, JOI, sissy
18:35 80%

Shemale jerk off instructions

6 years ago

TXXX

instruction, jerking, JOI, solo
18:34

White day exclusive: how to solo w/ bussy

3 weeks ago

TrannyGem

anal, amateur, masturbation, solo, instruction
16:18

Take Me Out & fellate Me Off - Jerk Off Instructions

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instruction, jerking, JOI
17:12

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xHamster

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

6 years ago

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instruction, british, glasses, heels, skinny, JOI
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Rubber instructing and NurseEva

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ShemaleMovie

latex, rubber, blowjob, instruction, domination, shemale fucks guy
46:30

Mesmerized Tranny Sissy Instructing Compilation

6 years ago

TrannyGem

instruction, creampie compilation, compilation, cumshot compilation, BBC
15:59

Instruction video for sissies that want to become true whores

8 years ago

TrannyOne

instruction, whore
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4 years ago

ShemaleTaxi

instruction
22:16

Lizz_ss25 home bitch abasement and instructing

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instruction
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Transgender Princess Sis Jerk Off Instructions

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Annika Maid Trans Jerk Off Instructions Solo Fucktoy Pt1

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instruction, maid, JOI
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Trans Mom Dom Wants to Top You Jerk Off Instructions

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mom, instruction, JOI
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Accept your Dream: Jerk Off Instructions-CEI

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TrannyGem

femdom, instruction, JOI
18:08

Instructing my cock-squeezing teen pink hole

6 months ago

ShemaleMovie

shemale, teen (18+), solo, BBW, instruction, gape
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Young Sissy Jerk Off Instructions kneads penis, super-cute yells ejaculates and gets an climax utter movie

4 years ago

TrannyGem

small cock, instruction, 18, close up, penis, JOI
15:01

Fledgling JOI - follow my instructions & jizm w me

1 year ago

ShemaleTaxi

homemade, shemale, big ass, orgasm, JOI, instruction
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Feminizaton - Sissy Instructing - COSMIC SISSY FATE

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TrannyGem

instruction, compilation, dirty talk, cumshot compilation, JOI, BBC, sissy
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Edging and taunting my trans gf until ejaculation (Jerk Off Instructions)

1 week ago

TrannyGem

handjob, shemale, lesbian, instruction, orgasm, 18, cumshot
17:08

I found a hung guy who wants to fuck your sissy ass

1 year ago

JizzBunker

sissy, instruction
27:58

Shemale/female g/g anal invasion instructing with Mandy Mitchell and Bianca Stone

4 years ago

TrannyGem

strapon, instruction, femboy
15:53

Jack off with my sissy Jerk Off Instructions and opened up the jizm all over my cock-squeezing t-model backside fuck hole

3 years ago

KeekAss

instruction, jerking, JOI, sissy, crossdresser
1:14:35

Teenager instructs bootie & edges to cumshot

11 months ago

ShemaleMovie

cumshot, femboy, dildo, masturbation, instruction
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Ts Rianna James Large Anal Beads With Jerk Off Instruction

2 years ago

DrTuber

instruction, toys, JOI, solo
25:19

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

3 years ago

KeekAss

instruction, jerking, JOI
15:16

Trans Jerk Off Instructions with Erica Virgin

4 years ago

TrannyGem

instruction, erotic, JOI, sensual
26:04

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

5 years ago

KeekAss

instruction, oil, skinny, gape
19:29

AJ180 Taunts You & Instructs You from Fap Off Command Jism with Princess

3 years ago

KeekAss

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

4 years ago

TrannyGem

femdom, instruction, tease, orgasm, dirty talk, jerking, natural
17:41

How To instruct Your Sissy donk

5 years ago

TrannyGem

train, instruction
24:09

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

3 years ago

KeekAss

instruction, crossdresser, cumshot, jerking, JOI, domination
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Marios Queens Sissification Jerk Off Instructions

4 years ago

TrannyGem

instruction, anime, JOI
20:19

Spelling Fap Off Game With April Bee

4 months ago

TrannyGem

cute, femdom, POV, instruction, british, jerking, small tits
20:10

Joi jack Off instructions webstripper safada comandando a sua punheta, portuguese, english and spanish conversing vestidinho curto

1 year ago

ShemaleTaxi

shemale, brazil, JOI, spanish, portuguese, instruction
17:29 85%

TS Schoolgirl Sasha Helps you Learn about Shemale Anatomy

6 years ago

TrannyGem

train, instruction, british, dirty talk, small tits, JOI, sissy
21:02

SisK Feminization Instructing with Ultra-Cutie Pinky Seifuku EP3: Assfucking Have Fun

2 years ago

KeekAss

stockings, instruction, lingerie
15:04

I know you want to get fucked by a tranny

8 years ago

xHamster

instruction, sissy
21:24

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

3 years ago

KeekAss

instruction, jerking, JOI
16:01

I can instruct you everything you need to become a sissy

5 years ago

TrannyGem

instruction
35:02

Sasha wanks instructs a fresh cherry customer

4 years ago

KeekAss

instruction, domination, ebony
20:59 50%

White Sissy Virginity Instructing (Smash Machine)

1 month ago

TrannyGem

femdom, teen (18+), POV, instruction, fetish, teen anal (18+), bondage

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