SHEMALE • PROSTATE 280 videos

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34:36 79%

Prostate compilation

6 years ago

TXXX

prostate, compilation, toys, cumshot compilation
15:37

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

2 months ago

JizzBunker

exam, shemale, anal, doctor, prostate
20:22 81%

Horny Trans Nurse Demonstrates Home Prostate Exam!

4 years ago

TrannyOne

prostate, nurse, exam
26:05 83%

TRANNY AND HER FIRST-EVER DVP THREEWAY!!

12 months ago

TrannyGem

amateur, mom, shemale, prostate, threesome, massage, chubby
34:39 90%

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

1 year ago

ShemaleZ

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41:12

2026 Prostate Orgasm Part 5

3 months ago

$$ FapHouse

orgasm, solo, sissy, amateur, prostate
17:07 74%

Odor prostate wanking JOI 4K

9 months ago

HDSex

POV, solo, JOI, shemale, masturbation, prostate
15:36

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

4 months ago

ShemaleZ

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25:11 76%

Sissygasm Compilation! Trans Konchaut Bez Ruk Podborka! Prostate Milking

4 years ago

Upornia

prostate, milk, compilation
26:05 84%

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

2 years ago

TrannyGem

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39:58 88%

Ts Dr. Chanel Noir: Home Prostate Exam

4 years ago

ShemaleZ

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24:29 69%

Handsfree And Prostate Cumshots Compilation

4 years ago

Upornia

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36:09 73%

Jyosou Bishonen Prostate Lesson Prostate Lesson Mizuki Yukirin Crossdressing Beautiful Boy

1 year ago

XXXDan

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21:19

Transgirl Masterbates in Block Shootout

2 weeks ago

ShemaleMovie

masturbation, orgasm, prostate
21:13 67%

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

2 years ago

ShemaleMovie

strapon, prostate, fisting, short hair, pegging, sissy, hardcore
2:17:13 56%

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
45:23 64%

Dani Peterson Prostate Penetration

5 years ago

TXXX

prostate, stockings
18:49 50%

Miruku Aima Prostate Squirt Sex

9 years ago

xHamster

squirt, prostate, ladyboy
16:13

Student crossdresser desperately tries to cum having a chastity box (cum replay in slow-motion)

1 week ago

ShemaleMovie

orgasm, prostate, chastity
20:08 78%

TranssexualAngel - Horny Trans Nurse Demonstrates Home Prostate Exam!

4 years ago

TrannyOne

prostate, nurse, exam
1:06:09 61%

Bang The spunk Out Of Him Trans Compilation 1-4

9 months ago

ShemaleTaxi

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36:32 67%

Dame college girl pays an influential instructor for humiliation

11 months ago

ShemaleMovie

amateur, homemade, prostate, couple, massage, russian, BDSM
36:18 75%

Introducing You to Anal & Prostate Play

5 years ago

BeMyHole

prostate, solo, jerking, cumshot
35:04 73%

Wonderful tgirl Angel fake penis training

7 months ago

ShemaleMovie

small tits, anal, shemale, prostate, masturbation
18:22

Femboy rides plaything dick & cums

3 months ago

ShemaleTaxi

small cock, anal, prostate, dildo, cumshot, riding, toys
49:30 57%

Transsexual SWINGERS three - gig 2

1 year ago

ShemaleMovie

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22:22

Prostate Orgasms Galore - Billie Beaumont

5 months ago

$$ FapHouse

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20:58

Naomi precum buttfuck pounding

2 months ago

ShemaleMovie

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19:15 77%

Hands Free Cum with huge Mr Hankeys Cody Cachet dildo

1 year ago

xHamster

huge dildo, anal, prostate, dildo, lingerie, riding, ass
16:42 60%

Aroma Prostate Milking Joi 4k

3 years ago

ShemaleZ

small cock, prostate, big cock, JOI, solo
26:41 67%

Prostate cum 23min12sec

6 years ago

ShemaleZ

prostate, cum in mouth
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
1:08:08

Ultimate Sissy palms Free ejaculation Compilation

11 months ago

ShemaleMovie

sissy, compilation, prostate
26:06 79%

TRANSGIRL AND HER first DVP three-way!!

10 months ago

ShemaleMovie

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51:27 50%

SweetandHot buttfuck & (pre)cumshow

1 year ago

ShemaleMovie

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20:22

Sexy Excited Trans Nurse Shows Home Prostate Exam!

3 years ago

TrannyOne

prostate, nurse, exam
17:36 61%

French Maid pulverizes ladyboy

6 years ago

HDSex

french, prostate, maid, crossdresser, sissy
34:36 43%

Prostate compilation

6 years ago

ShemaleZ

prostate, compilation, cumshot, cumshot compilation
31:30 83%

Compilation shemales cum while anal fuck prostate

4 years ago

TrannyOne

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16:24 84%

Uber-cute massive chubby donk she-male shoots a load while porked by a random XXL meaty man rod

4 years ago

TrannyGem

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21:10 73%

SDHSERIES - Sissy Diaries Day trio

4 years ago

TrannyGem

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20:03 67%

Hot Sissygasm Prostate Compilation

4 years ago

AShemaleTube

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25:00 84%

Handsfree and prostate cumshots compilation

4 years ago

TrannyOne

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16:58

Prostate_play - threesome with orgy girl and iron dildo - pt1

2 months ago

VideoSection

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36:03 42%

New Tgirl Series Part I. Beautiful Trans Maria

3 years ago

ShemaleZ

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32:24 75%

Transgender Aubrey Kate Tears Up Puny Lilly Ford

6 years ago

TrannyGem

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51:28

MangoK buttfuck cum from monster dildo

1 year ago

ShemaleMovie

femboy, small cock, monster, prostate
15:22

Flawless ten hook-up Therapist Fucks Her Clients Ass

7 months ago

ShemaleTaxi

feet, strapon, train, prostate, orgasm, facial, babe
20:50

Japanese crossdresser Knhr Maki plays with a piston machine for some intense joyride and dry orgasm

5 months ago

XXXVogue

prostate, orgasm, japanese, dildo, machine
36:10

Fabulous arms free anal love

9 months ago

HDSex

big ass, masturbation, machine, toys, prostate
45:23 77%

Big breast shemale Dani Peterson Prostate Penetration

5 years ago

Analdin

stockings, prostate, brazil, big tits, ass licking, babe, erotic
19:06

Stunning Ts Vibrates Hur Prostate

3 years ago

Upornia

prostate, blonde, vibrator, solo
31:30 40%

Compilation shemales cum while anal fuck prostate

8 years ago

TXXX

prostate, creampie compilation, compilation, cum while fucked, masturbation
1:57:08

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

2 years ago

ShemaleZ

prostate, asian
18:06 88%

Lovely and bad tranny

7 years ago

TrannyGem

prostate, orgasm, redhead, masturbation, reality, vibrator, hands free
16:35

Ladyboy Crossdresser Mighty assfuck getting off jism many times

9 months ago

TrannyGem

prostate, dildo, femboy
2:37:18

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

2 years ago

ShemaleZ

asian, prostate
25:15

Japanese Femboy likes Huge horse Dildo! arms Free Cum in Post-Squirt Anal -ToolChannel

6 months ago

ShemaleMovie

creampie, femboy, dildo, japanese, huge dildo, prostate
25:32 67%

Prostate orgasm

6 years ago

xHamster

prostate, orgasm
22:51

TRANNY extreme 4 - gig trio

4 years ago

ShemaleTaxi

prostate, ass licking, deepthroat, taxi
25:20 83%

OUR first-ever TRANS threesome video WITH AVERY ANGEL!!

1 year ago

ShemaleMovie

kissing, shemale, bisexual, prostate, threesome, massage, socks
49:39

Ts SWINGERS trio - sequence 2

5 years ago

ShemaleTaxi

swinger, prostate, gangbang, skinny
20:21

Kinky Trans Nurse Shows Home Guts Examination!

4 years ago

TrannyGem

prostate, nurse, maid, blowjob
16:20 85%

Milk cow prostate cum

3 years ago

ShemaleZ

prostate, milk, selfsuck, crossdresser
25:09 83%

Ladyboy Gold - Jasmine - Pink Prostate Play Bareback HD 720p

7 years ago

ShemaleZ

prostate, ladyboy
31:18

Spanking Gorgeous Trans Balls, and Hardcore Prostate Massage + Creampie

11 months ago

$$ FapHouse

stockings, french, prostate, massage, redhead, hardcore
28:49 50%

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

1 year ago

TrannyGem

handjob, prostate, orgasm, japanese, toys, anal orgasm, hands free
20:03

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

6 months ago

ShemaleTaxi

prostate, orgasm, japanese, machine, penis, taxi, anal orgasm
26:35

Denial and Wreck

10 months ago

TrannyGem

cute, POV, prostate, panties, ass, small tits, chastity
36:48 82%

Prostate Epiphany With Erica Cherry And Whitney Wright

2 years ago

ShemaleZ

shemale, prostate
19:04 59%

Young femboy caresses pipe and shoots a load from kneading the rectum ( sissy trap )

4 years ago

TrannyGem

prostate, massage, teen anal (18+), masturbation, close up, sissy, femboy
17:17

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

2 years ago

TrannyGem

cute, pantyhose, black, creampie, prostate, sissy
41:31 67%

Naughty Nurse Checks Patients Prostate Wt Her Massive Cock Indoors

2 years ago

BeMyHole

domination, shemale fucks guy, bareback, prostate, nurse
23:42

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

6 years ago

ShemaleZ

prostate, milk
34:23

TSCHX Cumshot 30:31 & Prostate Cum 32:15

8 years ago

xHamster

prostate
15:53 70%

Prostate Massage

8 years ago

ShemaleZ

prostate, massage
16:00

Unboxing The Boogeyman dildo! (Sissygasms & Cumplay)

9 months ago

ShemaleMovie

prostate, orgasm, crossdresser, british, toys, sissy
23:56 78%

Prostate Stimulation

4 years ago

Upornia

prostate, asian, ladyboy
22:44

Dildo Precum Milk Prostate

5 years ago

ShemaleZ

prostate, dildo, milk, toys
17:12

She-male pummel and piss

1 month ago

ShemaleMovie

dildo, shemale fucks guy, thai, prostate
27:29 81%

SDHSERIES - Sissy Diaries Day ten

4 years ago

TrannyGem

prostate, orgasm, BDSM, orgasm compilation, small tits, JOI, sissy
36:09

Introducing U To Anal & Prostate Play

7 months ago

ShemaleZ

shemale, solo, prostate, lingerie
16:05 40%

Unique Pegging Threesome Adventure with Trans Doll

2 years ago

TrannyOne

femdom, strapon, doll, prostate, threesome, pegging
17:26 92%

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

4 years ago

ShemaleZ

huge dildo, prostate, orgasm, dildo, redhead, 18, toys
17:05

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

3 years ago

ShemaleTaxi

femdom, prostate, massage, milk, taxi
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

orgasm, anal orgasm, japanese, prostate, japanese massage
36:47 88%

Prostate Exam

2 years ago

AShemaleTube

blowjob, prostate, shemale and girl, cumshot, masturbation, exam
24:45

Miyuki masturbation

8 months ago

ShemaleTaxi

solo, japanese, prostate, crossdresser
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
51:25

Linzy19s Guide To purity

11 months ago

ShemaleMovie

domination, shemale, amateur, prostate
18:11

Asian Crossdresser student gets humped by sex machine

2 years ago

ShemaleTaxi

student, japanese, dildo, prostate
34:23

Cumshot 30:31 prostate cum 32:15

8 years ago

TXXX

prostate
15:34

Miyuki masturbation

3 months ago

ShemaleMovie

toys, shemale, japanese, cumshot, amateur, prostate
58:42

Poke the prostate ②　Sayuki-Kana

4 years ago

TXXX

prostate, japanese
17:18

Miyuki getting off

Today

VideoSection

amateur, cumshot
18:59 79%

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

4 years ago

TrannyGem

prostate, massage, fetish, orgasm, milk, babe, chastity
22:10 60%

All of my prostate milking

1 year ago

AShemaleTube

stockings, crossdresser, mature, prostate
29:12

Bonnie_Bell Prostate Tickler Jackoff Cums urinates All Over Herself

6 years ago

ShemaleZ

prostate
26:32

Sheylla Wandergirlt Jizzes Firm W/ Rod in her Fuck-Hole

5 years ago

TrannyGem

prostate, teen anal (18+), cum in ass
30:57

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

5 months ago

XXXVogue

anal, beauty, JOI, shemale, prostate, piercing
24:35

Miyuki masturbation

1 year ago

xHamster

amateur, crossdresser, prostate, japanese
31:39 53%

Compilation t-girls jizm while anal smash prostate

6 years ago

VideoSection

creampie, prostate, creampie compilation
16:41

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

2 years ago

xHamster

squirt, cumshot, sissy, anal orgasm, prostate, bottle
20:28

Chinese Crossdresser schoolgirl gets ravaged by sex machine

3 years ago

ShemaleTaxi

prostate, japanese, chinese, machine, taxi, crossdresser
22:23

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

11 months ago

ShemaleMovie

cute, huge dildo, prostate, dildo, prostitute, toys, tight
15:23 80%

Prostate Massage

6 years ago

ShemaleZ

prostate, massage, tattoo
24:14 60%

REAL Spunky Intercourse: Lots of Blow-Job, Ass Fucking, and an Heavy Face Shagging

11 months ago

TrannyGem

amateur, cute, anal, prostate, massage, orgasm, babe
27:30 50%

The coyote shocked JJ with more than 100 gears. The 7cm thick vibrating anal plug stirred the chrysanthemum point, and finally ejaculated twice continuously, and the thick semen kept flowing to the thighs.

4 years ago

TrannyGem

prostate, electro, vibrator, hands free
25:28

TGIRLS GONE insane 1 - gig four

6 years ago

HDSex

prostate, dogging, facial, ass licking, jerking, bikini
25:43 89%

Trans nubile got dual ejaculation with vibro

4 years ago

TrannyGem

prostate, teen anal (18+), orgasm, latina, double anal, vibrator, double penetration
17:16 80%

ANGEL’S CUMDUMP COMPILATION - BIG booty prostate wanking, BIG DICK FLESHLIGHT FUCKING & MORE

4 years ago

ShemaleMovie

prostate, BBW, dildo, compilation, machine, fleshlight
16:29

YES! ravage This Locked Up great girl

4 months ago

ShemaleMovie

prostate, femboy, sissy, machine
15:22

Perfect 10 Sex Therapist penetrates Her Clients bum

2 years ago

ShemaleMovie

shemale, babe, prostate, strapon
41:53

GenderXFilms - Naughty Nurse Checks Patients Prostate wt Her Massive Cock

2 years ago

xHamster

prostate, shemale fucks guy
18:59 67%

T-Girl in Rod Cell Heads Wild Wanting to Jizm // Climax Denial

4 years ago

TrannyGem

prostate, massage, orgasm, chastity, milk
21:08

Father Rearranges My prostate part two of 2 - FTM Trans Man

7 months ago

ShemaleTaxi

FTM, prostate, orgasm, creampie
2:00:08

Ichinose Ramu - Waaa-454 Penicli Huge Cock Big Climax! Infinite Piston Of The Prostate, Reason Is Blown Away, Extraordinary Muscle Orgy, Miracle Gal Shemale Is Made To Cum Hard Anal Fuck Ramu Ichinose

1 year ago

ShemaleZ

muscle, prostate, gangbang, group, ass, orgy
51:23 57%

Linzy19's Guide To Chastity

3 years ago

xHamster

prostate, fetish, BDSM, domination, JOI, chastity
41:49

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

2 years ago

ShemaleTaxi

prostate, doctor, big cock
16:30 90%

Prostate jerking...

5 years ago

ShemaleTaxi

latex, prostate, taxi

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