SHEMALE • TRAIN 1,279 videos

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15:37

JINA COCHRAN - CRACKING IN MY SISSY TRAINER

5 years ago

TrannyGem

train, cum in mouth, futanari
21:20

Wire On Cropping for Candi Cumdump - Stella Liberty - Female Dominance Chick Predominance Pegging Sissy Teaching

4 years ago

TrannyGem

femdom, strapon, train, MILF, domination, pegging, slut
15:39

Femboy Rails Firm And Drills An Arse With A Ginormous Fake Penis And Gets An Ass Fucking Ejaculation

4 years ago

TrannyGem

train, prostate, orgasm, penis
15:30

Blond Sissy Waits for Gang Hook-Up for Rock-Hard Backside Banging and Dual Rectal Sissy Purity Instructing

4 years ago

TrannyGem

train, instruction, husband, gangbang, chastity
20:12

Reanna’s Ass Tart Venture

4 years ago

TrannyGem

farting, train, gape, sissy
15:47

Sissy instructing

4 years ago

TrannyGem

femdom, train, instruction, vibrator, boyfriend, chastity
28:06

Quinn Stone rails wood in black undergarments till she pours out

3 years ago

TrannyGem

train, natural, slut, gape
19:24

Spandex Gimp Takes Plumb Machine

3 years ago

TrannyGem

feet, latex, rubber, doll, train, bondage, spandex
20:02

Empty headed sissy destroys her muddy crevice with large BIG BLACK COCK

3 years ago

TrannyGem

train, oil, skirt, gape
25:06

Ass training sissy dildo hero

7 years ago

xHamster

train, dildo, ass, toys
25:19

BDSM group training session for slutty Japanese shemale

1 year ago

PornLib

train, BDSM, group, japanese, shemale, asian
45:35

Listening to hypno training my sissy pussy in chastity like a good slut. Spit roast

2 years ago

AShemaleTube

chastity, train
17:04

After Your Workout There Is A Nice Protein Drink

3 years ago

BeMyHole

train, orgasm, uniform, blonde, ass, clothed
15:53

Sexy Sissy Fucking in Thongs

6 years ago

TrannyGem

public, train, teen anal (18+), thong
17:41

How To instruct Your Sissy donk

5 years ago

TrannyGem

train, instruction
19:34

Femboy Bangs A Raw Fuckbox And Blows A Load On Her With Delight ( trap sissy )

4 years ago

TrannyGem

train, massage, wet, femboy
27:02

Sissy Expect – ass fucking smash sesh with smash machine and chubby

3 years ago

TrannyGem

train, chubby, machine
25:06

Adorable she-male plays with herself and jizzes from buttfuck vibration (anal invasion shagging)

3 years ago

TrannyGem

train, russian, orgasm, riding, vibrator, anal orgasm
15:28

Sissy Maid pops in purity and in restrain bondage and Swallows Her Sissy Cum

11 months ago

ShemaleMovie

train, bondage, maid, dildo, uniform, swallow, heels
17:08

Scorching T-Doll with a Cock-Squeezing Rump Gets Machine Rode until She Pours Out (Fat Handsfree Jizz Shot)

1 year ago

TrannyGem

fat, train, huge dildo, orgasm, riding, machine, hands free
18:55

Reality Sexy Shemale Fuck Girl In The Train

2 years ago

BeMyHole

public, shemale and girl, train
19:49

Lovely lil trap rectal instructing

4 years ago

TrannyGem

train, prostate, instruction, riding
16:24

Sissy Training (ger for Iphone VR)

7 years ago

xHamster

train, BDSM
15:01

TRANSFIXED - MILF sorceress Penny Barber and assistant Zaria Aura argue during training and have hard sex

1 year ago

XXXDan

big ass, shemale, train
20:35 75%

White Sissy Chastity Training (fuck Machine)

3 years ago

ShemaleZ

train, BDSM, machine, sissy, chastity, solo
19:32

Sissy training music

6 years ago

TXXX

train
15:08

Training my sissy bitch by gagging her with a 9 inch cock and chockin

1 year ago

XXXDan

teen (18+), POV, train, gagging, couple, BDSM, swallow
46:28

Fitness training session with the hot stud turns into a hot anal fuck show with the beautiful TS chick

4 years ago

TrannyOne

train, gym
20:00 67%

Sissy Poppers Hypnose Training IV

5 years ago

BeMyHole

train
17:23

Lovely trans girl suck the big plastic cock and shoves it deep and hard in her dripping wet asshole

5 years ago

BeMyHole

train, glasses, wet
29:01

Lexi Teaches Her Sub

5 years ago

TrannyGem

train
16:24

Super-Naughty Transgender Princess Rails Gigantic Bone HARD//SQUIRTS EVERYWHERE

5 years ago

TrannyGem

mom, train, squirt, cheating, monster, stepmom, wet
16:28 62%

Restrained and Training on Costume play

2 years ago

xHamster

public, train, asian, japanese, maid, BDSM
18:43

Especially for you, my dear dear Daddy

3 years ago

xHamster

train, dance, hooker, dutch, whore
24:38

Puppy Length Training

11 months ago

HClips

shemale, train
20:51 71%

Turning the staright boys faggot

4 years ago

TrannyGem

femdom, train
24:50

Lonely CD in crimson undergarments pokes herself with her 8 inch fuck stick

3 years ago

TrannyGem

train, huge dildo, riding, mask
22:45 80%

Amateur Couple and Trans - Train

1 year ago

xHamster

teen (18+), train, threesome, couple, teen anal (18+), sissy
29:33

Heavy climax romp sub nuts roped fettered being a jism bi-atch

2 years ago

TrannyGem

train, orgasm, college, fetish
27:32 75%

Tranny Sissy Taught Part2

5 years ago

TrannyGem

strapon, train, bondage, shemale and girl
17:47

Nasty Rosy Femboy Drives herself to Ejaculation Petting a Firm Man Meat ( TRANSSEXUAL )

4 years ago

TrannyGem

train, bondage, BDSM, 18, panties, JOI
21:46

Guitar, Sissy, Faux-Cock! POINT OF VIEW! Slender CD takes no-mitt cum-shot with XXL rectal fucktoy!

4 years ago

TrannyGem

train, huge dildo
24:35

Ladyboys in Teaching - VIGNETTE #08

4 years ago

TrannyGem

train
18:15 86%

FEMALE DOMINATION HANDBALLING ASSFUCKING INSTRUCTING PEGGING DOMINATRIX PREDOMINANCE FEMBOY

4 years ago

TrannyGem

femdom, train, instruction, wife, fisting, bondage, dildo
15:52

Anal Training with Pink Dildo

6 years ago

TrannyGem

train, skinny
22:39 71%

Trained To masturbate off By cold-blooded Natalia Forrest: Abjecting Her latest Averse Spandex Sissy Maid

5 years ago

TrannyGem

latex, train, maid, uniform, spandex, masturbation
21:29

Biotch Teaching Spunk Munching 1

4 years ago

TrannyGem

train, jeans, JOI
19:32

Anal Invasion Glass Plaything and Puny Salami Stroking! Sissification of Quinne

4 years ago

TrannyGem

train, glasses, college
15:04 69%

Wondrous Fem Dom and Mature Shemale Predominate and Fem a Sissy

4 years ago

TrannyGem

mature, femdom, mature anal, train, granny, british, dirty talk
19:11

Femboy arse penetrated by giant fuck stick to red-hot climax Utter (taut fuck hole spreading)

3 years ago

TrannyGem

train, 18, riding, close up, cute
37:16 83%

Shemale dildo hero - inflatable training

5 years ago

xHamster

train, dildo
22:15

Fat Fake Penis Banging Brown-Eye! Sissification of Quinne

4 years ago

TrannyGem

fat, train, college, penis
23:04

Sissy fuckslut gettting fucke excellent and nutting in chasity

3 years ago

TrannyGem

fat, train, chastity
21:34

Gothic Witch romps trio Xxl Fuck Sticks

2 years ago

TrannyGem

huge dildo, dildo, sissy, gape, train
21:45

Insane Anal Marathon

5 years ago

TrannyGem

train
17:34

Sissy teaching booty rigid and howling sissygasm

4 years ago

TrannyGem

train
17:04

Sissy Training Anal Hard And Crying Sissygasm

4 years ago

ShemaleZ

train, sissy
17:15

Fisting training with machine

2 years ago

xHamster

train, fisting, machine
19:34

Femboy Bangs a Humid Fuckbox and Pops on her with Elation ( Trap Sissy )

4 years ago

TrannyGem

train, massage, wet
21:55

Sissy In V-Card Get Bred By Yam-Sized Fake Penis

4 years ago

TrannyGem

train, penis, chastity
15:38

PARENT SLAPS SCORCHING SISSY CD, AND GIVES HER SOME SPECULUM HAVE FUN

4 years ago

TrannyGem

train, spanking, crossdresser
19:52 74%

Intruding My new Enby Pet: Human ash-pot, Oral, 69ing, Begging to Cum

2 years ago

ShemaleTaxi

beauty, smoking, train, glasses, big cock
21:49 80%

Insatiable bony trap railing hefty fuck stick and nutting handsfree

4 years ago

TrannyGem

train, anal, squirt, skinny, hands free, femboy
26:04

Yaoi Femboy - Midori Hardsex in a instruct Uncensored

3 years ago

TrannyGem

creampie, train, instruction, japanese, 3D, cartoon, cosplay
2:29:27 75%

After Hours, Marina Ikeda And Ikeda Marina In Dass-606 Showing Off And Seducing Just Before The Last Train Loving Nh Stepmom And Wanking In-store Affair

10 months ago

ShemaleZ

stepmom, shemale, asian, seduced, train, lingerie
19:01

Nipple Clit Enlargement Training Sex Toy Test #3 - Lizzy Yum

3 years ago

HClips

train, clit, nipples, brunette
30:00

How to Be a Sissy in 7 Days

3 years ago

TrannyGem

train
18:10

Femdom Girlfriend Trains Sissy Maid To Suck Cock

4 years ago

ShemaleZ

femdom, teen (18+), train, maid, BDSM, girlfriend, sissy
18:32 82%

Bad Slut needs more Training

7 years ago

TrannyGem

train, deepthroat, slut, BBC, big cock
15:53

View at my grubby Willy...♡ crossdresser onanism

3 years ago

TrannyGem

train, crossdresser
18:29

A good trained bitch boy

7 years ago

ShemaleZ

train
19:04

Femboy with a violated caboose empties his hard-on

4 years ago

TrannyGem

femdom, train
16:31

Sissy anal invasion teaching in purity box

4 years ago

TrannyGem

train, teen anal (18+), 18, heels, chastity
19:19

Backing that Butt Up into a ten inch Monster Bone Plaything

3 years ago

TrannyGem

pissing, train, monster
30:59 57%

River Enza - Ts Sissy Bimbo Anal Gape Training Part 2

5 years ago

Upornia

train, fetish, BDSM, sissy, gape
35:13

Ass Training Day 2

3 years ago

ShemaleZ

train, redhead, ass
15:15 75%

TS Anna Katt Prepares Lilys Ass for Cock

6 years ago

TrannyGem

small cock, lesbian, train, anal, dildo, glasses, reality
20:59 65%

Breezy Teaching Jizz Slurping two

4 years ago

TrannyGem

train, swallow, riding, JOI, sissy
25:45 71%

Belt Cock and handballing-four jizzing in 1 orgy UTTER movie

3 years ago

TrannyGem

femdom, strapon, train, fisting, ass licking, shemale and girl, orgy
17:34

White Monster Cock Addiction Sissy Blowjob Training Brandynette & Nagisa

2 years ago

ShemaleZ

train, monster, sissy
17:34

Ftm Twink Wishing It Was Yours / Drilled By Fucking Machine Hard And Fast

2 years ago

ShemaleZ

FTM, machine
19:03

Cumming from anal training

5 years ago

HClips

train, fetish, skinny
37:45 78%

Ts Slayer Latex Fuck

3 years ago

ShemaleZ

latex, threesome, BDSM
23:17

Ass Training Day 1

3 years ago

ShemaleZ

train, redhead, toys
33:32

Anal Training Day 5

3 years ago

ShemaleZ

train, fisting, toys
18:21 85%

Premium 720p Dveyhdj8

2 years ago

ShemaleZ

latex, POV, train, fetish, maid
19:06

Essex Girl Lisa and Gigi share extra long depth training anal dildos

2 years ago

xHamster

mature anal, train, couple
28:00 92%

Angel dildo training

1 year ago

AShemaleTube

dildo, train
16:34 80%

KinkyKennedy Trains Her white male slave to please Her

6 years ago

ShemaleZ

train, fetish, ebony
19:02

Sissy Faggot Dildos And Cums - Sissy Training

4 years ago

ShemaleZ

train, dildo, sissy
39:51

Christina Hearts - Supervisor And Training Supervisor Take Advantage Of Me

2 years ago

HClips

train, cum in mouth
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
19:55 71%

POUNDING GIANT DILDO IN SEXY LINGERIE AND STOCKINGS

2 years ago

xHamster

stockings, dildo, train, sissy
15:07

Sissy Oksana Shows Online Her Anal Training To Master On Camera Sc.43

2 years ago

ShemaleZ

sissy, train
29:50

Asian CD Fucked Senseless For 30 Mins By 8in x 6in BWC Stud

5 years ago

xHamster

train, couple
17:51

Sissy crevice training

3 years ago

ShemaleTaxi

train
21:28

Tルに色んなおもちゃを入れて遊んたよ　part2 School Garl Anal Training Put Various The Anal

2 years ago

ShemaleZ

train
48:12

Sissy anal cunt fuck training for bbc with 12 inch dildo

5 years ago

HDZog

train
15:03

Sissy Oksana Big Plug Anal Training Sc.1

3 years ago

ShemaleZ

train, fetish, tattoo
17:04

Sissy Training

6 years ago

TXXX

train
44:19

Denise Humain works on her Asshole for 45 Minutes straight and to the limit.

2 years ago

xHamster

german, train, fetish, toys, asshole, gape
16:32 87%

TRANSSEXUAL Sissy Jism Hoe Extraordinary Face Pummel

5 years ago

TrannyGem

femdom, shemale, train, BDSM, shemale and girl, cumshot, big cock
23:27

Sissy Training Sissies

4 years ago

xHamster

mature anal, train, couple, ass
29:04

Lizzy Yum lonely girl - BDSM erotic shock training, prod, collar, pussy hook, ball gag, glory hole, lonely girl #1

3 years ago

xHamster

train, gagging, gloryhole, shower, erotic
35:02 80%

Sasha Strokes Trains A New Virgin Client

4 years ago

HClips

train, brunette, amateur, ebony
25:09 59%

Long training with some helping device

4 years ago

xHamster

public, train, BDSM
20:49 90%

Spandex Sissy Punished by V-Card Fuckmachine Smacking Dickblowing Pegging by Domina Mercer

4 years ago

TrannyGem

femdom, latex, strapon, bisexual, train, bondage, shemale and girl
29:52

Anal Training Day 9

3 years ago

HClips

train, fetish
24:18

Black Cock Sissy Training Bbc

3 years ago

ShemaleZ

train, BBC
17:34

Training for male slut

5 years ago

Upornia

train, fetish, BDSM, group, slut
20:30

Anal Training Of A Sissy Whore

3 years ago

Upornia

train, whore
32:10

Vagina Speculum And Uretha Spreader Training Sex Toy Test #4 - Lizzy Yum

3 years ago

ShemaleZ

train
15:49

666 Transgender Hrt Anal Training 0001 With Sissy Slave

3 years ago

ShemaleZ

train, brunette
21:54

Sissy Bimbo Training

9 years ago

xHamster

train, gangbang
23:03 80%

Butthole FIST sextoy TRAINING MADRID

6 years ago

TXXX

train, fisting, BDSM, toys
21:54

Sissy Bimbo Training

9 years ago

TXXX

train
19:24

Sissy Training: Perseverance

9 years ago

TXXX

train, sissy
22:42

Interracial fucking train

11 years ago

AShemaleTube

train, group
2:48:30 67%

Miu Arioka In Nvh-029 Transsexual Bondage Training Lesbian Female Teacher Punishes Student 18+ As Extracurricular Lesson Kanon Takanashi

1 year ago

ShemaleZ

lesbian, train, fetish, asian, student, bondage, big tits
17:33 40%

Sissy Training Encouragement Crossdresser BBC Anal Fiona Fortune

3 months ago

AShemaleTube

shemale, creampie, train, interracial, crossdresser, creampie compilation, compilation

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