SHEMALE • PROSTATE 1,451 videos

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06:14

Erica Cherry tries prostate stimulation

2 years ago

VipTube

prostate, shemale and girl, handjob
01:22 94%

Fembaby pops a big load while getting her prostate pounded

4 years ago

TrannyOne

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34:36 78%

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6 years ago

TXXX

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05:20 76%

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2 years ago

VideoSection

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05:19 62%

Shemale Prostate Orgasm Compilation

2 years ago

GetTranny

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10:10 86%

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1 week ago

ShemaleMovie

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20:22 81%

Horny Trans Nurse Demonstrates Home Prostate Exam!

4 years ago

TrannyOne

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10:41

Multiple anal invasion Sissy orgasms in Chastity Cage & Then Unlocked Massive Cumshot Jessica Bloom

1 week ago

ShemaleMovie

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07:06 74%

Her reward For Taking Her Hormones Like a excellent gal

6 months ago

ShemaleTaxi

prostate, massage
08:21 64%

Prostate ejaculations cumpilation. Personalsin bevy vol. 139

6 months ago

ShemaleTaxi

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26:05 84%

TRANNY AND HER FIRST-EVER DVP THREEWAY!!

10 months ago

TrannyGem

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06:22 82%

He Cums so Hot during femdom prostate pegging fucking x

6 months ago

TrannyOne

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13:25 76%

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2 years ago

PornLib

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41:12

2026 Prostate Orgasm Part 5

1 month ago

$$ FapHouse

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10:27 78%

Shemale Cumshot Prostate Compilation

6 years ago

xHamster

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08:34 75%

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8 months ago

ShemaleMovie

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06:15 86%

TS Dr. Chanel Noir: Home Prostate Exam, Scene #01

10 months ago

TXXX

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05:13 43%

T-girl prostate orgasm Compilation 2

6 years ago

ShemaleMovie

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06:11 71%

Alex anal fucks TS Fabriny to prostate orgasm

2 years ago

KeekAss

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17:07 72%

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8 months ago

HDSex

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39:58 88%

Ts Dr. Chanel Noir: Home Prostate Exam

4 years ago

ShemaleZ

stockings, prostate, big tits, ass licking, exam
15:36

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

3 months ago

ShemaleZ

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06:14 84%

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8 years ago

TXXX

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25:11 76%

Sissygasm Compilation! Trans Konchaut Bez Ruk Podborka! Prostate Milking

4 years ago

Upornia

prostate, milk, compilation
05:27 70%

I put her doggie-style and she gets all the milk out of me and she enjoys it

1 year ago

ShemaleTaxi

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26:05 85%

TRANSGENDER PRINCESS AND HER FIRST-EVER DVP THREE WAY!!

2 years ago

TrannyGem

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08:59 80%

Transgirl plow guts ejaculation two

4 years ago

TrannyGem

prostate, orgasm, anal orgasm
01:53 81%

HANDS FREE PROSTATE ORGASM

7 years ago

xHamster

prostate, orgasm, hands free
09:34

Amazing Prostate Pee Squirt and Cum Shot Orgasm!

4 months ago

$$ FapHouse

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05:05

Daddy Milks Trans Girl Prostate

5 months ago

$$ FapHouse

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12:47 65%

Platinum-blonde femboy and she-creature couple performing live on webcam

10 months ago

XXXVogue

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05:25 81%

Ultimate Prostate Orgasm Compilation: The Filthiest Collection Yet!

2 years ago

AnySex

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10:52 80%

Prostate exam went wrong...

3 years ago

MyLust

prostate, exam
13:58 50%

Pantyhose Prostate Puppet: Sounding My Slit & Pounding My sissy pussy Till I Leak Like a Bitch

1 month ago

AShemaleTube

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05:17 63%

Transsexual doc probes prostate to patient

3 years ago

ShemaleTaxi

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36:09 73%

Jyosou Bishonen Prostate Lesson Prostate Lesson Mizuki Yukirin Crossdressing Beautiful Boy

11 months ago

XXXDan

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11:12 82%

Сolombian prostate cum

8 years ago

AShemaleTube

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13:14 53%

Perverted Beta-Male Compilation

7 years ago

TrannyGem

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05:08 83%

Prostate Orgasms Cumpilation. Personalsin Collection Vol. 88

3 years ago

ShemaleZ

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08:59

The Machine Is Inserted Into the Anus and Flows Out Prostatic Fluid, Which Is Stored in a Small Bottle

1 month ago

$$ FapHouse

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05:52

Ada splatters Laras Beatiful Asshole with her sweet jizm

5 months ago

ShemaleMovie

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04:20 67%

Daddy Milks Trans-Girl Prostate

5 months ago

AShemaleTube

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13:17

Let Her In… And Youll Never Go Back

6 months ago

ShemaleTaxi

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05:19 58%

Ai Generated pornography Gorgeous shemales climax.

1 year ago

ShemaleMovie

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07:01 67%

Wonderful Nata Ocean and Layla Scarlett - futa trailer - Futanari

3 weeks ago

PornHat

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06:00 70%

TS doctor examining a patients prostate

3 years ago

PornGem

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24:29 71%

Handsfree And Prostate Cumshots Compilation

4 years ago

Upornia

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07:08 85%

Variety Itsol Cums Hard While Milking Her Prostate

2 years ago

BeMyHole

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21:13 65%

PIG PET (2022, Horror film) - female dominance pegging with fisting,prostate jacking and fisting self jizz

2 years ago

ShemaleMovie

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07:44 52%

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2 years ago

TrannyGem

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11:13 75%

Ñolombian Prostate cum

8 years ago

ShemaleZ

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05:32 89%

Back Again, and firmer This Time!

2 months ago

VideoSection

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17:36 59%

French Maid pulverizes ladyboy

6 years ago

HDSex

french, prostate, maid, crossdresser, sissy
04:52 67%

CD Handsfree Prostate Orgasm Compilation

6 years ago

xHamster

prostate, orgasm, orgasm compilation, hands free, teen (18+)
03:38 73%

5 cm dildo ball ithe best prostate massager

4 years ago

TrannyOne

prostate, massage, dildo
18:49 50%

Miruku Aima Prostate Squirt Sex

9 years ago

xHamster

squirt, prostate, ladyboy
08:55 76%

Finest She-Male Sissy Jizm Compilation

1 year ago

TrannyGem

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13:55 75%

Deutsche dünne teenager amateur transe Celine Dijjon wird ass-fuck gefingert bis zum orgasmus

1 year ago

ShemaleMovie

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12:34 73%

Mistress milking victims schlong and playing a faux-cock in his ass

11 months ago

ShemaleMovie

femdom, shemale, prostate, massage, tease, dildo, BDSM
06:15 85%

Prostate orgasms cumpilation. Personalsin collection vol. 47

5 years ago

AShemaleTube

prostate, orgasm, cumshot compilation
20:08 78%

TranssexualAngel - Horny Trans Nurse Demonstrates Home Prostate Exam!

4 years ago

TrannyOne

prostate, nurse, exam
06:15

Erica Cherry In Tries Prostate Stimulation

2 years ago

ShemaleZ

prostate
07:32 90%

Variety Itsol shoots a load rock hard while masturbating her prostate

3 months ago

ShemaleMovie

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09:21 86%

Transsexual Diana Deelight finds the right spot, vocal solo with her Barney fake penis

1 month ago

ShemaleTaxi

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04:04 46%

Interracial Couple Tight Butt Plug Prostate Training While Big Tits Gf Rides My Ftm Bbc Dick Cowgirl

3 years ago

ShemaleZ

amateur, train, prostate, couple, interracial, riding, girlfriend
06:14 63%

Prostate Epiphany, Scene #01

11 months ago

TXXX

mature, shemale, prostate
12:43 89%

Tranny Jenissen Tries New Vibrator Having A Prostate Orgasm

4 years ago

ShemaleZ

prostate, orgasm, solo, vibrator, webcam
11:44 74%

Sister-In-Law screws my cock-squeezing donk with a string-on

4 years ago

TrannyGem

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22:22

Prostate Orgasms Galore - Billie Beaumont

4 months ago

$$ FapHouse

black, anal, prostate, couple, interracial, orgasm, tattoo
11:25

Nataly Barbie, Tony Lee And Nataly Sousa - Tgirl Receives A Handjob Along With Her Prostate Massage 12 Min

1 year ago

ShemaleZ

masturbation, big cock, handjob, prostate, massage
1:06:09 62%

Bang The spunk Out Of Him Trans Compilation 1-4

8 months ago

ShemaleTaxi

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13:54 73%

Getting Closer to the Base of my Seahorse Boner

5 years ago

TrannyGem

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34:39 90%

Sweetie Trans Fucked Like A Wild Girl!!! And Having Prostate Analgasms

1 year ago

ShemaleZ

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05:38 72%

Prostate Milking With Twice Cum In A Row With Hottesst Step Mom And Chubby Ass Femboy

2 years ago

ShemaleZ

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07:08

Video Cums Hard While Milking Her Prostate - Variety Itsol

6 months ago

PePorn

prostate, solo, amateur
2:17:13 50%

Bokd-291 Prostate Is Thrusted Violently And Milk Leaks Out In A Squirting Sex Renka Yuzuki

1 year ago

ShemaleZ

shemale, asian, prostate, stockings, squirt, lingerie
07:35 80%

How to have a prostate orgasm

2 years ago

AShemaleTube

amateur, solo, sissy, prostate, femboy
07:10 75%

I have a sissygasm while railing a faux-cock II (slow maneuverability replay)

2 weeks ago

ShemaleMovie

prostate, orgasm, dildo, lingerie, crossdresser, cumshot, riding
06:27 85%

Powerful Sounding Till She Spunks Rock-Hard

3 years ago

TrannyGem

prostate, massage, hands free
06:19 57%

Mistress BIG strapon fucking a sissy rump, breezy jizzes

11 months ago

ShemaleMovie

femdom, strapon, prostate, orgasm, BDSM, ass, sissy
07:28 50%

Ts Gray Perrier fingers her guts to explosive ejaculation

5 months ago

ShemaleTaxi

shemale, solo, prostate, massage
12:43

16 dry prostate ejaculations then 1 raw orgasm at the end to finish off this amazing aneros session!

5 months ago

ShemaleMovie

masturbation, ass, orgasm, prostate, sissy, femboy
36:18 73%

Introducing You to Anal & Prostate Play

5 years ago

BeMyHole

prostate, solo, jerking, cumshot
10:03

Super-cute Femboy opening up her fuck hole.

12 months ago

ShemaleMovie

cute, crossdresser, solo, sissy, femboy, prostate
05:30 54%

Bareback prostate handjob with a ladyboy in soccer uni

6 years ago

HClips

POV, prostate
26:41 67%

Prostate cum 23min12sec

6 years ago

ShemaleZ

prostate, cum in mouth
05:08 61%

Shemale Jenny Flowers With Prostate Toy

8 years ago

BravoTube

prostate
35:04 70%

Wonderful tgirl Angel fake penis training

5 months ago

ShemaleMovie

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07:04 74%

I try big dildo after a long time and cum without hands (slow motion replay)

2 years ago

xHamster

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03:21 94%

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2 years ago

TrannyGem

prostate, orgasm, compilation, cumshot compilation, orgasm compilation, sissy, hands free
45:23 63%

Dani Peterson Prostate Penetration

5 years ago

TXXX

prostate, stockings
19:04 57%

Young Femboy Gropes Cock and Ejaculates from Groping the Butthole ( Sissy Trap )

4 years ago

TrannyGem

cute, teen (18+), prostate, groped, massage, teen anal (18+), milk
06:40

Clipped Trans woman Gets a numerous Orgasm From Her Fuck Machine

4 weeks ago

HDSex

anal, prostate, orgasm, machine, 18
10:17 61%

Summertime Saga 0.20.12 - Some fun with cute ladyboy

4 years ago

xHamster

creampie, prostate, couple, orgasm, shower, cute
02:01 88%

When youve been edging for too long

8 months ago

TrannyGem

prostate, massage, fetish, orgasm, crossdresser, masturbation, machine
12:08 69%

Its Time to MILK my slave. ejaculation manage. Mistress Niurakoshkina.

1 year ago

ShemaleMovie

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09:45 67%

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9 months ago

ShemaleTaxi

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19:15 75%

Hands Free Cum with huge Mr Hankeys Cody Cachet dildo

1 year ago

xHamster

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06:53 80%

Prostate Bodyrub And Suckjob

3 years ago

ShemaleZ

prostate, ass licking, webcam
04:45 71%

Self prostate massage makes brain out sissygasm

4 years ago

TrannyOne

prostate, massage
18:22

Femboy rides plaything dick & cums

1 month ago

ShemaleTaxi

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10:08 67%

After numerous orgasms for more than an hour, she gobbles and sucks her own love juice and shoots a load on her shiny nude nylon and heels.

3 weeks ago

ShemaleMovie

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05:53

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2 years ago

xHamster

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05:26 92%

Aly gives herself a prostate massage

8 years ago

ShemaleZ

prostate, massage, solo
08:00 64%

Sweetie Trans Fucked Like A Wild Girl!!! And Having Prostate Analgasms

1 year ago

xShemaleTube

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03:38

Amazing Prostate Orgasms Cumshots Compilation K

3 years ago

GetTranny

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36:10

Fabulous arms free anal love

8 months ago

HDSex

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09:23

VeggieTails

3 years ago

TrannyGem

prostate, piercing, skinny
07:04 71%

Shemale Bruna Castro gets her prostate fingered

6 years ago

ShemaleZ

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09:55 88%

Prostate Fist Orgasm

4 years ago

HClips

prostate, orgasm, fisting, solo
06:14 79%

TS Dr. Chanel Noir: Home Prostate Exam, Scene #01

4 years ago

TXXX

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14:14 56%

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7 years ago

AShemaleTube

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49:30 57%

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12 months ago

ShemaleMovie

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16:42 60%

Aroma Prostate Milking Joi 4k

2 years ago

ShemaleZ

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05:56

Amazing Prostate Orgasms Cumshots Compilation K

2 years ago

GetTranny

prostate, orgasm, cumshot compilation, cumshot
05:50 92%

Permitted To Jizz Only From Ass Fucking

1 year ago

TrannyGem

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31:30 91%

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4 years ago

TrannyOne

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04:39 60%

Shemale Cumshot Prostate Compilation # 2

6 years ago

xHamster

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05:37

Hands free prostate orgasm

2 years ago

XXXDan

prostate, orgasm, cumshot, vibrator, hands free
13:40 96%

MILF doctor does a great prostate massage and pussy treatment for a cute tranny in her office

2 years ago

AnySex

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