SHEMALE • PROSTATE 280 videos

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16:00

Unboxing The Boogeyman dildo! (Sissygasms & Cumplay)

9 months ago

ShemaleMovie

prostate, orgasm, crossdresser, british, toys, sissy
26:35

Denial and Wreck

10 months ago

TrannyGem

cute, POV, prostate, panties, ass, small tits, chastity
16:37

Femboys Assfuck expansion teaching

11 months ago

TrannyGem

anal, shemale, asian, fisting, prostate
20:20

Japanese Crossdresser college girl gets pummeled by orgy machine

1 year ago

ShemaleMovie

anal, orgy, prostate, crossdresser, machine
18:04

Japanese Crossdresser college girl gets drilled by sex machine

1 year ago

ShemaleMovie

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21:53

[男の娘 - FULL] アネロスが動きまくってメスイキ！！！(アネロスヒリックス)

2 years ago

TrannyGem

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15:09

Japanese Crossdresser Schoolgirl gets screwed by fuckfest machine

2 years ago

ShemaleMovie

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16:09

T-back vibrates the guts every time you unload and it senses excellent!

3 years ago

TrannyGem

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22:37

Adorable trap femboy climaxes forearms free-for-all from petting mighty wand ( sissy instructing )

4 years ago

TrannyGem

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20:21

Kinky Trans Nurse Shows Home Guts Examination!

4 years ago

TrannyGem

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30:57

Training for early climax with ShibbySays JOI featuring pierced tgirl Itsol and anal toys

5 months ago

XXXVogue

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16:35

Ladyboy Crossdresser Mighty assfuck getting off jism many times

9 months ago

TrannyGem

prostate, dildo, femboy
17:17

I wanna sense your beefstick way deep in the back of my prostate

2 years ago

TrannyGem

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1:57:08

Bokd-273 The Prostate Is Pierced And The Milk Leaks Tok

2 years ago

ShemaleZ

prostate, asian
20:22

Sexy Excited Trans Nurse Shows Home Prostate Exam!

3 years ago

TrannyOne

prostate, nurse, exam
19:06

Stunning Ts Vibrates Hur Prostate

3 years ago

Upornia

prostate, blonde, vibrator, solo
20:57

[lunn]prostate Milking Challenge. Head-moving Plug Masturbation

4 years ago

HClips

prostate, milk, asian
25:28

TGIRLS GONE insane 1 - gig four

6 years ago

HDSex

prostate, dogging, facial, ass licking, jerking, bikini
15:58

Asian CD Milks Her Prostate with Dildo

6 years ago

ShemaleZ

prostate, milk
16:18

Asian CD Milks Her Prostate with Dildo

7 years ago

AShemaleTube

prostate, milk
34:23

TSCHX Cumshot 30:31 & Prostate Cum 32:15

8 years ago

xHamster

prostate
23:41

Beautiful Brazilian Nurse Gives True Prostate Exam

11 years ago

AShemaleTube

prostate, nurse, exam
17:12

She-male pummel and piss

1 month ago

ShemaleMovie

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25:08

Part 1: yam-sized ass-fuck getting off while moaning like an animal. -ToolChannel

6 months ago

HDSex

anal, orgasm, crossdresser, femboy, prostate
21:06

Crossdresser in baby lady sploogs and urinates, then ejaculates repeatedly

6 months ago

HDSex

prostate, dildo, japanese
27:59

My best Friends mother is a Futa - vignette 2 [Anal Exploration, Blowjob Training, Oral Creampie JOI]

7 months ago

ShemaleMovie

JOI, massage, futanari, dildo
20:43

Zero 2 lovingly binds up her good guy Bondage petplay hentai Oral & Anal JOI/ (Commission)

10 months ago

ShemaleMovie

big ass, bondage, crossdresser
18:29

See me drizzle and gape ravaging myself with this pearly bbc dildo

1 year ago

ShemaleMovie

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24:08

Sissygasm from anal onanism in sissy bi-atch with closed clittie in chastity_sc.26

1 year ago

ShemaleMovie

sissy, orgasm, cum in ass, prostate, crossdresser
24:35

Miyuki masturbation

1 year ago

xHamster

amateur, crossdresser, prostate, japanese
22:29

Edging CEI

1 year ago

TrannyGem

amateur, shemale, prostate, milk
51:28

MangoK buttfuck cum from monster dildo

1 year ago

ShemaleMovie

femboy, small cock, monster, prostate
17:20

Sir Drained Me Like A Cow After A Great Guts Mashing

1 year ago

TrannyGem

prostate, chubby, orgasm, dildo, dogging, femboy
20:43

[Japanese Femboy - FULL] A ton of Forearms Free-For-All Jizz while dressed in mini-skirts!!(Two Times)

2 years ago

TrannyGem

japanese, hands free, skirt, prostate, dress
16:23

Miyuki Masturbation 2

2 years ago

xHamster

latex, prostate, orgasm, japanese, masturbation, asian
15:25

Sort Of BEHIND-THE-SCENES - Sissy Lucy Ass Fucking Pounding On The Boning Machine

2 years ago

TrannyGem

behind the scenes, anal orgasm, mature
16:41

Sissy Slut Bess wrecks her boipussy with beer bottle before squirting a massive load

2 years ago

xHamster

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15:48

Rectal ejaculation and firm boner rubdown bring femboy to rapture (arms free-for-all jizm)

4 years ago

TrannyGem

prostate, massage, orgasm, oil, anal orgasm, hands free
23:43

Sissygasm Contest Day 1 - Sissy Trap Man Rails Faux-Cock

4 years ago

TrannyGem

train, prostate, massage, contest, chastity
29:32

Do you want to lay down and have all the pleasure gel of this femboy?

4 years ago

TrannyGem

prostate
23:09

Rigidly Bundled Femboy Blows A Load sans Fondling

4 years ago

TrannyGem

prostate, bondage, anal orgasm
16:05

SEXマシーンオナホ配信3日目　シコシコされてメスイキしながらオスイキしちゃう動画 OKプロステートチップ 2021-07-13_2

4 years ago

TrannyGem

prostate, bondage
15:37

TRANSFIXED - Sexy Trans Babe Kalli Grace Gets Fucked By Hot Doctor During Prostate Exam

5 months ago

XXXDan

prostate, missionary
32:02

Erected tranny smmys0f1 doggy prostate cum September-30-2021 03-48-35: Porn

5 months ago

XXXDan

shemale, amateur, prostate, dogging
15:50

Prostate cum on my feet

6 months ago

XXXVogue

shemale, feet, solo, fisting, prostate
36:55

Shag my bootie and draining the prostate

6 months ago

ShemaleMovie

big ass, fisting, masturbation
18:27

Asian femboy Toolchannel takes a massive prostate massager for a ride after a dry orgasm

7 months ago

XXXVogue

shemale, crossdresser, prostate
36:09

Introducing U To Anal & Prostate Play

7 months ago

ShemaleZ

shemale, solo, prostate, lingerie
18:12

Watch Me Sit on the Sex Machine and Squirt Prostate Fluid and Urine Multiple Times

9 months ago

$$ FapHouse

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22:23

Cute pretty shemale mega-slut Sasha Earth in tights on bed fucking big butt hard sex toys dildo

11 months ago

ShemaleMovie

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17:44

ILL STOKE THAT prick WHILE DEEP IN THEM prostate

11 months ago

ShemaleTaxi

big cock, prostate
20:53

Warm blond maid plays with and pounds mind-blowing ladyboys butt

1 year ago

TrannyGem

prostate, couple, MILF, orgasm, maid, dildo, lingerie
20:31

TranssexualAngel - crazy Trans Nurse displays Home prostate Exam!

1 year ago

ShemaleMovie

shemale, big tits, big ass, nurse, exam, prostate
31:50

Compilation of ladyboys cumming while getting their assholes pounded for prostate pleasure

1 year ago

XXXVogue

asshole, compilation, orgasm compilation, orgasm, prostate
23:18

Slutty gaping femboy and prostate orgasm at the end

1 year ago

XXXDan

prostate, cumshot, femboy, anal, amateur
15:12

4.4 trans prostate orgasm

1 year ago

JizzBunker

orgasm
17:18

No hands cum Holly Hunt fucks her ass with immense faux-cocks until she has a prostate orgasm

1 year ago

ShemaleTaxi

huge dildo, prostate, orgasm, dildo, gape, hands free
17:17

Hands free cum Holly Hunt fucks her ass with massive dildos until she has a prostate orgasm

1 year ago

xHamster

amateur, prostate, cumshot, dildo, hands free
22:59

005 - Red Miniskirt Aneros Prostate Play - Part 2

1 year ago

JizzBunker

prostate
19:22

Prostate jerking Dec-17-2014

1 year ago

ShemaleMovie

crossdresser
15:15

Multiple Prostate Orgasms For My Lingerie Clad Ass

1 year ago

HClips

asian, lingerie, shemale, prostate, handjob
19:31

Japanese amateur shemale Miyuki prostate orgasm and stroke

2 years ago

JizzBunker

orgasm, japanese
15:21

Japanese amateur shemale Miyuki prostate and handjob orgasm

2 years ago

XXXDan

orgasm
2:36:34

Nvh-008 Poke Deep Into The Prostate With A Real Cock!

2 years ago

Upornia

threesome, asian, BDSM, prostate
15:31

Asian fledgling shemale miyuki prostate & handjob climax

2 years ago

ShemaleMovie

prostate, orgasm, japanese
19:41

Amateur chinese she-male miyuki prostate & stroke orgasm

2 years ago

ShemaleMovie

prostate, orgasm, japanese, ladyboy, chinese
41:48

Naughty Nurse Checks Patients Prostate Wt Her Massive Cock

2 years ago

ShemaleZ

prostate, bareback, small tits
41:26

Naughty Nurse Checks Patients Prostate Wt Her Massive Cock

2 years ago

BeMyHole

big tits, ass licking, small cock
42:03

GenderXFilms - mischievous Nurse Checks Patients prostate wt Her ample Cock

2 years ago

ShemaleTaxi

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41:49

GenderXFilms - super-naughty Nurse Checks Patients prostate wt Her yam-sized Cock

2 years ago

ShemaleTaxi

prostate, doctor, big cock
15:12

Nurse Selene Need A Sample. Prostate Massage Huge Cumshot

2 years ago

ShemaleZ

massage, nurse, prostate
21:57

Prostate milking with cum cupcake

3 years ago

JizzBunker

pissing, prostate, fetish, orgasm, milk, vibrator
29:41

Jerks off horny latte and massages his prostate with a fat dildo

3 years ago

xHamster

fat, prostate, massage, jerking
23:51

Milking my prostate and Getting punctured on an Indiana Jones artifact :three

3 years ago

ShemaleTaxi

prostate, milk, vibrator, taxi, femboy
17:05

Domina Squeezes wad out of his sack. Cock Milking Anal prostate massage

3 years ago

ShemaleTaxi

femdom, prostate, massage, milk, taxi
26:37

Chinese CD onanism slamming prostate chip 20210129

3 years ago

ShemaleTaxi

fat, prostate, chinese
22:19

All of my prostate milking compilation in2014 full version

3 years ago

ShemaleTaxi

prostate, massage, milk, taxi
19:27

Jizzing prostate pop

3 years ago

ShemaleMovie

prostate
16:42

Cumdump Compilation - Big Booty Prostate Milking Big Dick Fleshlight Fucking & More

3 years ago

Upornia

prostate, milk, compilation, fleshlight
17:04

Sasha Earth shemale russian whore submissive fuck on the bed at home with anal sex toys in the ass dildo

4 years ago

xHamster

prostate, russian, whore
19:22

Prostate masturbating Dec-17-2014

4 years ago

ShemaleTaxi

fat, prostate, gape
20:02

Prostate and anal milking

4 years ago

TrannyOne

prostate, milk, hardcore
26:28

Tall anal fucktoys up her prostate

4 years ago

ShemaleTaxi

tall, prostate, hardcore, dildo
22:51

TRANNY extreme 4 - gig trio

4 years ago

ShemaleTaxi

prostate, ass licking, deepthroat, taxi
19:41

First-timer chinese t-girl miyuki prostate & stroke orgasm

4 years ago

ShemaleTaxi

prostate, orgasm, chinese
15:31

Asian unexperienced transgender princess miyuki prostate & handjob orgasm

4 years ago

ShemaleTaxi

prostate, orgasm
20:22

Chanel Noir In Horny Trans Nurse Demonstrates Home Prostate Exam!

4 years ago

ShemaleZ

prostate, nurse, big tits, ass licking, exam, big cock
20:59

The ladyboy That Takes It In The Fanny - gig 1

5 years ago

ShemaleTaxi

public, voyeur, prostate, nylon, hardcore, asian
26:40

Nubile transsexual NURSES six - Scene 3

5 years ago

ShemaleTaxi

prostate, doctor, nurse, uniform, spanking, taxi
36:09

Your First-Hand Introduction To butt & Prostate Play

5 years ago

HClips

prostate
19:33

THE new TGIRL three - gig 4

6 years ago

ShemaleMovie

prostate, missionary
33:53

TSCHX sex cream flow thirty:31 Prostate cum 32:15

6 years ago

TXXX

prostate, amateur
23:42

Milking my prostate and Getting impaled on an Indiana Jones artifact :3

6 years ago

ShemaleZ

prostate, milk
23:12

Milking my prostate and Getting impaled on an Indiana Jones artifact :3

6 years ago

ShemaleZ

prostate, milk, crossdresser, teen (18+)
15:45

Compilation orgasm prostate 480p

7 years ago

AShemaleTube

prostate, orgasm, compilation, orgasm compilation
34:23

TSCHX sex cream flow thirty:31 & Prostate cum 32:15

8 years ago

ShemaleZ

prostate
16:30

Prostate milking & 1st wham-banger Jan-08-2013

13 years ago

xHamster

prostate, milk
15:34

Miyuki masturbation

3 months ago

ShemaleMovie

toys, shemale, japanese, cumshot, amateur, prostate
22:58

[Aneros] practice edible delectation with TEMPO and intense orgasms with HELIX

3 months ago

ShemaleTaxi

ladyboy, massage, prostate
16:29

YES! ravage This Locked Up great girl

4 months ago

ShemaleMovie

prostate, femboy, sissy, machine
19:15

Lazzy luvs a quiet night with her bad dragon faux-cock

6 months ago

TrannyGem

anal, solo, chastity
20:03

BACKSIDE Woman Tiffany Ciskiss Extrem Rectal Emo Bi-Atch Ravages Caboose On Ample Ribbed Fuck Stick

6 months ago

TrannyGem

emo, prostate, dildo, sissy, gape, crossdresser
31:37

Rectal w/ faux-cock untill i cum twice

6 months ago

ShemaleTaxi

shemale, anal, prostate
15:10

Crossdresser with BIG BLACK COCK fuck stick

6 months ago

TrannyGem

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20:35

[Aneros Helix] asian Femboy Sissygasm: running in rivulets Precum rapture - ToolChannel

6 months ago

ShemaleTaxi

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24:44

Chinese Femboy bathing suit buttfuck Debut! Deep Male Moans in Climax from Anal Tease-ToolChannel

7 months ago

VideoSection

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35:58

My naughty stepbrother pulverized me after college

7 months ago

ShemaleMovie

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38:45

Lizzy yum - double penetration training, double penetration dildos, anal speculums, power tools.

7 months ago

ShemaleTaxi

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26:38

Denial and demolish

8 months ago

ShemaleMovie

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24:45

Miyuki masturbation

8 months ago

ShemaleTaxi

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16:39

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9 months ago

ShemaleMovie

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36:10

Fabulous arms free anal love

9 months ago

HDSex

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24:06

ыSissygasm from assfucking getting off in sissy breezy with closed joy button in chastity_sc.26

10 months ago

TrannyGem

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51:25

Linzy19s Guide To purity

11 months ago

ShemaleMovie

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20:04

ASS girl Tiffany Ciskiss Extrem buttfuck Punk Slut Fucks bum On Xxl Ribbed Dildo

11 months ago

ShemaleMovie

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23:10

Insert OK guts chip and jack your puffies. Erection and induce dry orgasm.

11 months ago

VideoSection

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15:59

Best Pegging Compilation With Enchanting ending

1 year ago

ShemaleMovie

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26:07

Miyuki onanism

1 year ago

ShemaleMovie

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20:03

Sasha Earth have fucky-fucky at home with fuck stick

1 year ago

ShemaleMovie

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15:34

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1 year ago

ShemaleMovie

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