SHEMALE • PROSTATE 1,537 videos

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07:27

Super-steamy Transgirl Jessica Bloom Taking trio fat Knot Dildos & Frozen Cum Play

7 months ago

ShemaleMovie

fat, orgasm, dildo, prostate
28:49 64%

[Japanese Femboy - FULL] Stiff Poke delicate Guts that Palms Free-For-All Spunk to Man Juice Pool!

2 years ago

TrannyGem

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08:27 71%

Compilation of sizzling ass-fuck ejaculations cloce up ( sissygasm trap femboy she-creature )

5 years ago

TrannyGem

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07:00

Dani Peterson in Beautiful Dani Peterson Prostate Penetration - DreamTranny

1 year ago

TXXX

prostate, bareback, beauty
10:24

Trans anal handballing and prolapse in virginity

4 years ago

ShemaleTaxi

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10:43 57%

Sapphic stepsisters love to pound each other in the bootie

5 years ago

ShemaleTaxi

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09:14 70%

Youthfull Sissy Femboy pulverizes a tight bum with an anal plug and a glass toy

5 years ago

ShemaleTaxi

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04:52

Prostate Orgasms Cumpilation. Personalsin Collection Vol. 18

6 years ago

BeMyHole

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23:42

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

7 years ago

ShemaleZ

prostate, milk
03:01

TS Cheerleader Moans Like a Teen Girl!

8 years ago

AShemaleTube

kissing, prostate, uniform, cheerleader
22:44

Dildo Precum Milk Prostate

5 years ago

ShemaleZ

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36:47 89%

Prostate Exam

2 years ago

AShemaleTube

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25:00 86%

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4 years ago

TrannyOne

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14:58

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4 years ago

ShemaleTaxi

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07:18

She-creature Bruna Castro gets her prostate fingerblasted

6 years ago

ShemaleMovie

prostate
07:09

Shemale Gets Her Prostate Fingered - Bruna Castro

5 years ago

ShemaleZ

prostate
12:53

Trying To jizm In My Chastity Cage - Using A Dildo To massage My Prostate And A magic wand On My Cock

4 months ago

ShemaleTaxi

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05:52

Rectal makes sissy unload

9 months ago

ShemaleMovie

amateur, sissy, ebony, solo, prostate
07:38 81%

Icumfromanal - Cum-Shot Compilation

1 year ago

TrannyGem

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03:47 57%

Prostate stimulation with cumshot into condom

7 years ago

TXXX

prostate, condom
03:15 40%

Guts Climax Encouragement With Fucktoys Jerk Off Instructions

1 year ago

TrannyGem

cute, italian, prostate, instruction, massage, orgasm, goth
13:02

San Francisco queer couple is on their honeymoon trip to Prague and has a ambidextrous threesome with the excursion guide

1 year ago

ShemaleMovie

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20:58

Naomi precum buttfuck pounding

8 months ago

ShemaleMovie

shemale, ebony, dildo, teen (18+), prostate, teen anal (18+)
01:51 50%

Femboy Sissy in chastity cage and plugged playing outdoor

6 years ago

xHamster

public, prostate, teen anal (18+), outdoor, chastity
02:33

VOLUPTUOUS ENJOYMENT DENIAL CLAMP

1 year ago

TrannyGem

cute, prostate, massage, orgasm, milk, 18, JOI
07:51 73%

V-Card Sissy Superslut Teaching - Jessica Bloom Phat Assfucking Climax

2 years ago

TrannyGem

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09:07 86%

Shining seamless pantyhose self play

1 year ago

xHamster

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03:49 78%

Working Her Pinned Clitty Till Powerful Ejaculation

1 year ago

TrannyGem

prostate, massage, orgasm, insertion, vibrator, hands free, chastity
25:43 86%

Trans nubile got dual ejaculation with vibro

4 years ago

TrannyGem

teen (18+), prostate, teen anal (18+), orgasm, latina, double anal, vibrator
10:46

Domme Hand Job Jizz Flow She-Creature Sissy Jism

2 years ago

TrannyGem

prostate, anal orgasm
36:09

Introducing U To Anal & Prostate Play

1 year ago

ShemaleZ

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12:24

Hot Hispanic babe Cartel Martel shows off her wide open bussy with a huge anal dildo

1 year ago

XXXVogue

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01:39

Fucking my prostate

14 years ago

xHamster

prostate
05:16

Teenage stud Cums Again by Prostate Orgasm Fucked by hermaphroditism Shemale cougar Evelynn

11 months ago

HDSex

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10:32

Tinder rendezvous ended with strap on dildo Pegging

3 years ago

ShemaleMovie

strapon, prostate, pegging
02:39

In the rump, I like it XXL, I rail to climax

1 year ago

TrannyGem

cumshot, prostate, fisting, anal orgasm
23:56 80%

Prostate Stimulation

4 years ago

Upornia

prostate, asian, ladyboy
15:53 70%

Prostate Massage

8 years ago

ShemaleZ

prostate, massage
02:55

Self Restrain Bondage with Guts Vibe

12 months ago

TrannyGem

prostate, bondage
51:23 57%

Linzy19's Guide To Chastity

3 years ago

xHamster

prostate, fetish, BDSM, domination, JOI, chastity
05:50

Inexperienced stunner fucks her bf

1 year ago

ShemaleMovie

anal, prostate
17:05

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

4 years ago

ShemaleTaxi

femdom, prostate, massage, milk, taxi
01:28

Friend stick a Huge Dildo in Ass Sissy, Prostate Orgasm

6 years ago

xHamster

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05:05

Bbc fucks sissy, shemale ass, shemale trap

1 week ago

XXXVogue

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18:11

Asian Crossdresser student gets humped by sex machine

3 years ago

ShemaleTaxi

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11:00

First-timer t-girl miyuki

2 years ago

ShemaleMovie

japanese, prostate
05:50 71%

Chastity Sissy Cumslut Trains Her Asshole And Swallows Her Own Cum, Multiple Prostate Orgasms

1 year ago

xHamster

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02:19

Handsfree cum in nylon condom

4 years ago

xHamster

prostate, orgasm, nylon, hands free
11:30

The Check Up Prostate

2 years ago

HClips

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05:45

Whitney Wright And Erica Cherry - Tries Prostate Stimulation With As She Guides Her And Shows Her The Pleasure Of It 6 Min

2 years ago

Upornia

small tits, prostate
06:02

LadyboyGold Clip: Prostate Pleasures Bareback

11 years ago

TXXX

prostate
10:42

Сolombian Prostate cum

7 years ago

ShemaleZ

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35:58

My naughty stepbrother pulverized me after college

1 year ago

ShemaleMovie

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07:07

Spreading my insane leaky crevasse for tonights party

1 year ago

ShemaleTaxi

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08:19

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

10 months ago

AShemaleTube

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22:23

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

1 year ago

ShemaleMovie

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07:10

Popshots hardcore ass fucking ORGASM COMPILATION

10 months ago

VideoSection

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10:15

Lots of slutty Sissy ass have fun Jessica Bloom

2 years ago

ShemaleMovie

dildo, sissy, riding, prostate, close up
05:49

Uber-cute prostate cum

5 years ago

ShemaleTaxi

prostate
11:54

Nataly Souza, Nataly Sousa And Tony Lee - Tgirl Receives A Handjob Along With Her Prostate Massage

5 months ago

ShemaleZ

big tits, massage, handjob, shemale, prostate, brazil
05:16

Sissy gets pummeled by machine

1 year ago

ShemaleMovie

pissing, prostate, orgasm, dildo, machine, femboy
07:14

I have jizz flowing when i pummel myself dilod

3 years ago

TrannyGem

teen (18+), femboy, cum in ass, prostate
05:14 89%

Prostate climaxes cumpilation. Personalsin bevy vol. 5

3 years ago

ShemaleTaxi

prostate, orgasm, dildo, cumshot compilation, close up
08:16

Tranny Performs Prostate Ejaculation Massaging Inside Her Ass With Bottle, Shemale Prostate Review

3 years ago

xHamster

mature anal, prostate, massage, BDSM, latina
10:53

Sissy Trap Cd Playing Dota With Prostate Toy Inside Sex

4 years ago

ShemaleZ

prostate
11:15

Anilingus his Rump and make him Jism on his Face after 1 Week of Abstinence

4 years ago

TrannyGem

femdom, prostate, massage, JOI, boyfriend
06:08 60%

Prostate milking in pantyhose(layers)

1 year ago

xHamster

pantyhose, teen (18+), prostate, orgasm, milk, uniform, chinese
08:47

I ride my fuck stick until I jizm - astounding anal orgasm from a slutty crossdresser

8 months ago

ShemaleMovie

crossdresser, anal orgasm, prostate
05:10

Jessica Bloom Mitts Free-For-All Pop-Shots & Jizz Munching Sissy

4 years ago

TrannyGem

prostate, anal orgasm
41:31 67%

Naughty Nurse Checks Patients Prostate Wt Her Massive Cock Indoors

3 years ago

BeMyHole

domination, shemale fucks guy, bareback, prostate, nurse
05:19

No hands rectal ejaculation Sissygasm Compilation 5

1 year ago

ShemaleMovie

cumshot compilation, compilation, cumshot, orgasm compilation, hands free, prostate
17:26 90%

Pretty Trans In Cock Chastity Cage Has An Anal Prostate Orgasm And Cum Explodes While Fucked Hard And Fast With A Huge Dildo Fuck Machine 18 Min

5 years ago

ShemaleZ

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07:09 86%

Shemale Porn Video Variety Itsol Cums Hard While Milking Her Prostate

2 years ago

TrannyOne

amateur, shemale, prostate, small tits
05:30

Chanel Noir - Big Boobed Tranny Doctor Examining Her Patients Prostate

4 years ago

ShemaleZ

prostate, doctor
10:53

Sissy Cd In Converse Prostate Orgasm Double Jizzshot Se

4 years ago

Upornia

prostate, orgasm, double penetration
04:08

Jenna Trap - Cum Shake

4 years ago

TrannyOne

homemade, prostate
06:02

Dildo Cum Show

6 years ago

xHamster

prostate, orgasm
08:00

Nurse Naughty And Lena Jade In Naughty Nurse Checks Patients Prostate Wt Her Massive Cock Indoors

1 year ago

PePorn

nurse, prostate
41:49

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

3 years ago

ShemaleTaxi

prostate, doctor, big cock
12:28

Sissygasm Guide & How A good breezy Cleans Up - Jessica Bloom

5 years ago

ShemaleTaxi

prostate, orgasm
20:03 60%

Anal Orgasm by Fucking Machine! Giant fake penis easily Sparks Hands-Free jizm! -ToolChannel

11 months ago

ShemaleTaxi

prostate, orgasm, japanese, machine, penis, taxi, anal orgasm
14:05

Internal cumshot with prostate milk

1 year ago

ShemaleTaxi

toys, femboy, prostate
16:41 67%

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

3 years ago

xHamster

squirt, cumshot, sissy, anal orgasm, prostate, bottle
05:09

Mia Isabella Damsel Devil Dress

3 months ago

PornGem

blowjob, bondage, domination, prostate, dress
10:03

Super-cute Femboy opening up her fuck hole.

1 year ago

ShemaleMovie

cute, crossdresser, solo, sissy, femboy, prostate
05:55

Prostate milking in public wc Aug-12-2015

4 years ago

ShemaleTaxi

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01:43

Handsfree Prostate Orgasm while Riding Dildo

4 years ago

xHamster

prostate, orgasm, dildo, hands free
12:50

Her Turn To jism mind-blowing wife Strapon Fuck

4 years ago

ShemaleTaxi

strapon, prostate, wife
11:35

Cute Tranny Prostate Orgasm

3 years ago

Upornia

prostate, orgasm
06:49

Huge hands free prostate vibrator cumshot

2 years ago

xHamster

ass, cumshot, beauty, hands free, prostate
09:48

Petite dicked she-male caresses guys prostate

4 years ago

ShemaleTaxi

prostate, taxi, shemale fucks guy
12:38

16 Dry Prostate Orgasms Then 1 Wet Orgasm To End Epic Aneros Session!

3 years ago

ShemaleZ

prostate, orgasm
07:51

YouPorn - small-dicked-shemale-nicolly-dickman-tickles-her-man-s-prostate

7 years ago

ShemaleZ

prostate
16:58

Prostate_play - threesome with orgy girl and iron dildo - pt1

7 months ago

VideoSection

shemale, pantyhose, crossdresser, massage, dildo, prostate
05:59 80%

Anal Fingering Prostate Orgasm Surprise Cum Shot Coving Her Sex Face & Mouth

4 years ago

ShemaleZ

anal, prostate, orgasm, surprise
08:12

Prostate-orgasm, bbc, fuck-machine

4 months ago

XXXVogue

toys, prostate, machine, BBC, black
06:23 89%

Im So Close! She Doesnt Even Realise Shes Jism

2 years ago

TrannyGem

squirt, prostate, massage, orgasm, BDSM, milk, machine
09:12 50%

I super-hot up my stepsister while shes doing her homework and I end up fuckin her

1 year ago

ShemaleTaxi

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34:23

Cumshot 30:31 prostate cum 32:15

9 years ago

TXXX

prostate
12:38

Stunner turns into a she-creature

1 year ago

ShemaleMovie

anal, strapon, BDSM, domination, prostate
58:42

Poke the prostate ②　Sayuki-Kana

5 years ago

TXXX

prostate, japanese
05:39

My Intense Sissy Prostate Orgasm

2 years ago

xHamster

prostate, japanese, solo
07:09

Ladyboy Prostate Massage 7 Min

3 years ago

HClips

prostate, massage
18:59 78%

Ladyboy in Manstick Box Heads Horny Wanting to Jizm // Climax Denial

4 years ago

TrannyGem

prostate, massage, fetish, orgasm, milk, babe, chastity
04:44

Blowjob Prostate Milking Sissy Bitch Sadee Anal Fingering & Deep Throating Swallowing Mouth Full

4 years ago

Upornia

prostate, milk, swallow, deepthroat, shemale and girl
07:10

Towheaded lovers Must-See! Femboy Takes Horse Dildo After Foreplay, Triggering Non-Stop anal Orgasms!

11 months ago

VideoSection

orgasm, japanese, crossdresser, shemale, prostate
08:24

Locktobers First Release With Prostate Vibrator

11 months ago

HClips

BDSM, amateur, prostate
15:22

Perfect 10 Sex Therapist penetrates Her Clients bum

2 years ago

ShemaleMovie

shemale, babe, prostate, strapon
51:25

Linzy19s Guide To purity

1 year ago

ShemaleMovie

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10:08

Sissygasm from ass fucking onanism in sissy superslut with closed bud in chastity_sc.31

1 year ago

TrannyGem

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09:38 87%

Small Dicked Shemale Massages Guys Prostate

7 years ago

TrannyGem

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08:26

Tickling My Gspot With Glass Prostate Massager - Tgirl Kendra Cutie

2 years ago

Upornia

prostate, amateur
02:56

Fucking my prostate

8 years ago

xHamster

prostate
29:42

Masturbates off horny latte and fumbles his prostate with a huge dildo

3 months ago

VideoSection

handjob, huge dildo, prostate, massage, BBW, toys, vibrator
06:10

Milking And Prostate Massage For Hottest Chubby Femboy 6 Min

3 years ago

ShemaleZ

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04:47

Sissy Faggot Life (28): Sissygasm

5 years ago

xHamster

prostate, orgasm, anal orgasm
09:39

Miyuki solo have fun two-1

5 months ago

ShemaleMovie

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29:12

Bonnie_Bell Prostate Tickler Jackoff Cums urinates All Over Herself

7 years ago

ShemaleZ

prostate
14:13

Trans cumming, femboy lingerie, anal hands free cum

5 months ago

XXXVogue

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05:47

Pummel Machine booty play at home

1 year ago

ShemaleMovie

prostate, femboy, dildo, 18

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