SHEMALE • PROSTATE 1,422 videos

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01:22 94%

Fembaby pops a big load while getting her prostate pounded

4 years ago

TrannyOne

prostate, asian
20:22 81%

Horny Trans Nurse Demonstrates Home Prostate Exam!

4 years ago

TrannyOne

prostate, nurse, exam
34:36 74%

Prostate compilation

6 years ago

TXXX

prostate, compilation, toys, cumshot compilation
05:19 65%

Shemale Prostate Orgasm Compilation

2 years ago

GetTranny

prostate, orgasm, compilation, orgasm compilation, vintage
05:20 76%

Prostate ejaculations cumpilation. Personalsin bevy vol. 140

2 years ago

VideoSection

homemade, prostate, cumshot, cumshot compilation, shemale, close up
13:25 79%

Petite young shemale getting fabulous prostate massage

1 year ago

PornLib

shemale, prostate, massage
08:34 78%

Female dom dominatrix fucks bitch sissy ass, double jizz anal orgasm

6 months ago

ShemaleMovie

shemale, strapon, prostate, orgasm, ladyboy, double anal, crossdresser
36:09 71%

Jyosou Bishonen Prostate Lesson Prostate Lesson Mizuki Yukirin Crossdressing Beautiful Boy

9 months ago

XXXDan

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04:20 57%

Daddy Milks Trans-Girl Prostate

3 months ago

AShemaleTube

prostate, amateur, homemade
12:47 63%

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

8 months ago

XXXVogue

blowjob, webcam, femboy, group, threesome, prostate
06:14

Erica Cherry tries prostate stimulation

2 years ago

VipTube

prostate, shemale and girl, handjob
07:08 73%

Shemale Bruna Castro gets her prostate fingered

8 years ago

DrTuber

handjob, prostate
03:20

May: Prostate Pink

1 year ago

SomePorn

prostate
05:08

Transexual jenny flowers with prostate toys

8 years ago

JizzBunker

prostate
07:06 79%

Her reward For Taking Her Hormones Like a excellent gal

4 months ago

ShemaleTaxi

prostate, massage
08:21 75%

Prostate ejaculations cumpilation. Personalsin bevy vol. 139

4 months ago

ShemaleTaxi

cumshot compilation, dildo, shemale, amateur, prostate, sissy
06:14 84%

Shemale cumshot compilation - cumpilation

8 years ago

TXXX

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26:05 84%

TRANNY AND HER FIRST-EVER DVP THREEWAY!!

8 months ago

TrannyGem

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05:00 43%

Gray Perrier - Stepdaddy Milks Trans Girl Prostate

3 months ago

HClips

amateur, shemale, prostate, fetish, milk, tattoo
06:22 81%

He Cums so Hot during femdom prostate pegging fucking x

4 months ago

TrannyOne

prostate, amateur, shemale, femdom, pegging
08:59 77%

Transgirl plow guts ejaculation two

4 years ago

TrannyGem

prostate, orgasm, anal orgasm
17:07 80%

Odor prostate wanking JOI 4K

6 months ago

HDSex

POV, solo, JOI, shemale, masturbation, prostate
06:15 80%

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

8 months ago

TXXX

big ass, prostate, ass, 18
05:05

Daddy Milks Trans Girl Prostate

3 months ago

$$ FapHouse

amateur, sissy, prostate, milk, shemale and girl
05:13 43%

T-girl prostate orgasm Compilation 2

5 years ago

ShemaleMovie

prostate, orgasm, orgasm compilation
25:11 75%

Sissygasm Compilation! Trans Konchaut Bez Ruk Podborka! Prostate Milking

3 years ago

Upornia

prostate, milk, compilation
39:58 89%

Ts Dr. Chanel Noir: Home Prostate Exam

4 years ago

ShemaleZ

stockings, prostate, big tits, ass licking, exam
05:27 69%

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

11 months ago

ShemaleTaxi

amateur, homemade, teen (18+), anal, prostate, teen anal (18+), orgasm
15:36

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

1 month ago

ShemaleZ

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26:05 84%

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

2 years ago

TrannyGem

mom, shemale, prostate, massage, chubby, wife, MILF
05:38 72%

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

2 years ago

ShemaleZ

handjob, mom, prostate, chubby, stepmom, femboy, cum in ass
10:27 77%

Shemale Cumshot Prostate Compilation

6 years ago

xHamster

teen (18+), prostate, teen anal (18+), compilation, cumshot, masturbation, cumshot compilation
10:52 80%

Prostate exam went wrong...

3 years ago

MyLust

prostate, exam
45:23 61%

Dani Peterson Prostate Penetration

4 years ago

TXXX

prostate, stockings
05:52

Ada splatters Laras Beatiful Asshole with her sweet jizm

3 months ago

ShemaleMovie

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05:25 79%

Ultimate Prostate Orgasm Compilation: The Filthiest Collection Yet!

2 years ago

AnySex

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06:11 70%

Alex anal fucks TS Fabriny to prostate orgasm

2 years ago

KeekAss

prostate, orgasm, anal, bareback
29:34

2026 Handsfree Orgasms, Prostate Cumshot Part 3

5 days ago

$$ FapHouse

anal, sissy, amateur, orgasm, hands free, cumshot, solo
05:17 63%

Transsexual doc probes prostate to patient

3 years ago

ShemaleTaxi

prostate, domination, ebony
11:12 84%

Сolombian prostate cum

8 years ago

AShemaleTube

prostate
04:52 66%

CD Handsfree Prostate Orgasm Compilation

6 years ago

xHamster

prostate, orgasm, orgasm compilation, hands free, teen (18+)
08:55 75%

Finest She-Male Sissy Jizm Compilation

10 months ago

TrannyGem

amateur, femdom, prostate, massage, fetish, orgasm, ladyboy
06:00 88%

TS doctor examining a patients prostate

3 years ago

PornGem

prostate, doctor
07:08 85%

Variety Itsol Cums Hard While Milking Her Prostate

2 years ago

BeMyHole

feet, cute, prostate, milk, nipples, jerking
05:19 57%

Ai Generated pornography Gorgeous shemales climax.

11 months ago

ShemaleMovie

handjob, black, creampie, prostate, orgasm, BBW, BDSM
01:53 81%

HANDS FREE PROSTATE ORGASM

7 years ago

xHamster

prostate, orgasm, hands free
21:13 66%

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

2 years ago

ShemaleMovie

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13:14 52%

Perverted Beta-Male Compilation

7 years ago

TrannyGem

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2:17:13 50%

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

1 year ago

ShemaleZ

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07:44 52%

Hj with guts rubdown make me jizm

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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07:28 50%

Ts Gray Perrier fingers her guts to explosive ejaculation

3 months ago

ShemaleTaxi

shemale, solo, prostate, massage
05:08 83%

Prostate Orgasms Cumpilation. Personalsin Collection Vol. 88

3 years ago

ShemaleZ

prostate, orgasm, cumshot compilation, orgasm compilation, solo, compilation
05:37

Hands free prostate orgasm

2 years ago

XXXDan

prostate, orgasm, cumshot, vibrator, hands free
06:15 83%

Prostate orgasms cumpilation. Personalsin collection vol. 47

5 years ago

AShemaleTube

prostate, orgasm, cumshot compilation
12:43 89%

Tranny Jenissen Tries New Vibrator Having A Prostate Orgasm

4 years ago

ShemaleZ

prostate, orgasm, solo, vibrator, webcam
18:49 50%

Miruku Aima Prostate Squirt Sex

9 years ago

xHamster

squirt, prostate, ladyboy
06:15

Erica Cherry In Tries Prostate Stimulation

2 years ago

ShemaleZ

prostate
11:13 73%

Ñolombian Prostate cum

7 years ago

ShemaleZ

prostate, tattoo
07:08

Video Cums Hard While Milking Her Prostate - Variety Itsol

4 months ago

PePorn

prostate, solo, amateur
03:38 69%

5 cm dildo ball ithe best prostate massager

4 years ago

TrannyOne

prostate, massage, dildo
1:06:09 61%

Bang The spunk Out Of Him Trans Compilation 1-4

6 months ago

ShemaleTaxi

creampie, prostate, orgasm, creampie compilation, compilation, big cock, cumshot compilation
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
07:35 77%

How to have a prostate orgasm

1 year ago

AShemaleTube

amateur, solo, sissy, prostate, femboy
19:04 58%

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
17:36 56%

French Maid pulverizes ladyboy

6 years ago

HDSex

french, prostate, maid, crossdresser, sissy
20:08 78%

TranssexualAngel - Horny Trans Nurse Demonstrates Home Prostate Exam!

4 years ago

TrannyOne

prostate, nurse, exam
11:44 74%

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

4 years ago

TrannyGem

femdom, strapon, prostate, crossdresser, pegging, femboy
22:22

Prostate Orgasms Galore - Billie Beaumont

2 months ago

$$ FapHouse

black, anal, prostate, couple, interracial, orgasm, tattoo
09:17

Small Dicked Shemale Massages Guys Prostate In Bed

3 days ago

BeMyHole

massage, small cock, shemale, prostate
04:24 89%

Underwear dressed in femboy blows a load 3 times in a row

3 years ago

TrannyGem

amateur, homemade, prostate, orgasm, crossdresser, cumshot, masturbation
13:54 70%

Getting Closer to the Base of my Seahorse Boner

5 years ago

TrannyGem

huge dildo, prostate, orgasm, monster, hands free
34:39 89%

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

1 year ago

ShemaleZ

stockings, prostate, big tits, blonde, cum in mouth, small tits
12:53 75%

Joey enjoys prostate milking

1 year ago

AShemaleTube

prostate, milk
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
05:08 61%

Shemale Jenny Flowers With Prostate Toy

8 years ago

BravoTube

prostate
36:18 70%

Introducing You to Anal & Prostate Play

5 years ago

BeMyHole

prostate, solo, jerking, cumshot
06:27 85%

Powerful Sounding Till She Spunks Rock-Hard

3 years ago

TrannyGem

prostate, massage, hands free
12:34 64%

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

9 months ago

ShemaleMovie

femdom, shemale, prostate, massage, tease, dildo, BDSM
05:26 92%

Aly gives herself a prostate massage

8 years ago

ShemaleZ

prostate, massage, solo
10:17 59%

Summertime Saga 0.20.12 - Some fun with cute ladyboy

4 years ago

xHamster

creampie, prostate, couple, orgasm, shower, cute
16:42 60%

Aroma Prostate Milking Joi 4k

2 years ago

ShemaleZ

small cock, prostate, big cock, JOI, solo
08:00 56%

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

1 year ago

xShemaleTube

shemale and girl, small cock, big cock, prostate
13:12

Kelly nixe prostate exam video

4 months ago

TXXX

prostate, cumshot, big cock
03:21 93%

Handsfree jizz compilation

2 years ago

TrannyGem

prostate, orgasm, compilation, cumshot compilation, orgasm compilation, sissy, hands free
35:04 75%

Wonderful tgirl Angel fake penis training

3 months ago

ShemaleMovie

small tits, anal, shemale, prostate, masturbation
06:53 80%

Prostate Bodyrub And Suckjob

3 years ago

ShemaleZ

prostate, ass licking, webcam
09:55 86%

Prostate Fist Orgasm

4 years ago

HClips

prostate, orgasm, fisting, solo
07:17 83%

Chastity Sissy F Machine Milking - Jessica Bloom jisms no-hands And guzzles Cum

1 year ago

ShemaleMovie

huge dildo, anal, prostate, orgasm, dildo, milk, cumshot
04:45 71%

Self prostate massage makes brain out sissygasm

4 years ago

TrannyOne

prostate, massage
07:04 73%

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

2 years ago

xHamster

dildo, mexican, hands free, prostate
12:08 69%

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

10 months ago

ShemaleMovie

handjob, femdom, shemale, prostate, massage, orgasm, bondage
26:06 75%

TRANSGIRL AND HER first DVP three-way!!

7 months ago

ShemaleMovie

prostate, threesome, massage, husband, socks, frottage
04:39 60%

Shemale Cumshot Prostate Compilation # 2

6 years ago

xHamster

prostate, lingerie, cumshot, ass, cumshot compilation
05:56

Amazing Prostate Orgasms Cumshots Compilation K

2 years ago

GetTranny

prostate, orgasm, cumshot compilation, cumshot
07:19 82%

Deep Sounding Into Her Bladder Until She spunks

1 year ago

ShemaleTaxi

orgasm, shemale, insertion, prostate
07:04 67%

Shemale Bruna Castro gets her prostate fingered

6 years ago

ShemaleZ

prostate, masturbation
12:14

Lil Goth Femboi Cums From A Prostate Pounding

3 years ago

ShemaleZ

prostate, goth
06:19 50%

Mistress BIG strapon fucking a sissy rump, breezy jizzes

9 months ago

ShemaleMovie

femdom, strapon, prostate, orgasm, BDSM, ass, sissy
24:29 70%

Handsfree And Prostate Cumshots Compilation

4 years ago

Upornia

prostate, compilation, cumshot compilation, hands free, solo
13:40 95%

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

2 years ago

AnySex

cute, prostate, big ass, doctor, massage, MILF, big tits
12:00

Prostate Massage for TS Pietra Candy

1 year ago

AnyPorn

massage, prostate
06:14 78%

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

4 years ago

TXXX

prostate, exam
49:30 57%

Transsexual SWINGERS three - gig 2

10 months ago

ShemaleMovie

skinny, shemale, lingerie, gangbang, prostate, swinger
05:50 93%

Permitted To Jizz Only From Ass Fucking

1 year ago

TrannyGem

squirt, prostate, massage, orgasm, cuckold, machine, anal orgasm
14:14 56%

Anal fingering prostate massage teen tgirls webcam

7 years ago

AShemaleTube

prostate, massage, toys
12:26

Boy squirts Cum and Piss while Riding Cock like a Sissy Femboy Prostate Sperm Milking in Lingerie

5 months ago

AShemaleTube

pissing, squirt, prostate, sperm, riding, femboy
13:42

Trans*girls Anal Close-up With Big Toys And Prostate Milking

4 years ago

ShemaleZ

prostate, milk, close up, webcam
26:41 67%

Prostate cum 23min12sec

6 years ago

ShemaleZ

prostate, cum in mouth
06:15 82%

Erica Cherry tries prostate stimulation 2

2 years ago

PornGem

kissing, small cock, prostate
02:45 83%

Femboy in crimson spectacular gimp costume CUMpilation! Spunk from ass fucking, handballing and soles

1 year ago

TrannyGem

feet, creampie, huge dildo, prostate, orgasm, fisting, dildo
05:09

Karla Carillo prostate palms Free climax

8 months ago

ShemaleTaxi

shemale, big cock, shemale fucks guy, prostate
36:03 43%

New Tgirl Series Part I. Beautiful Trans Maria

2 years ago

ShemaleZ

beauty, shemale, prostate, fetish, orgasm, big cock
51:27 50%

SweetandHot buttfuck & (pre)cumshow

1 year ago

ShemaleMovie

shemale, femboy, orgasm, big tits, masturbation, prostate
10:47 75%

Colby Tears Up Lena Kelly

4 years ago

TrannyGem

muscle, prostate, missionary
09:34

Amazing Prostate Pee Squirt and Cum Shot Orgasm!

2 months ago

$$ FapHouse

pissing, amateur, spanish, squirt, prostate, orgasm, lingerie
09:23

VeggieTails

3 years ago

TrannyGem

prostate, piercing, skinny
10:11 65%

I cant stop spunking! T-woman no-arms utter assets climaxes with hitachi

4 years ago

TrannyGem

pissing, train, prostate, hands free, femboy, orgasm
04:24 63%

Milking with the prostate

8 years ago

ShemaleZ

prostate, milk, solo
06:15

Trans Erica Cherry tries prostate stimulation with Whitney Wright

2 years ago

AShemaleTube

prostate

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