SHEMALE • PROSTATE 271 videos

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29:34

2026 Handsfree Orgasms, Prostate Cumshot Part 3

3 days ago

$$ FapHouse

anal, sissy, amateur, orgasm, hands free, cumshot, solo
15:34

Miyuki masturbation

2 weeks ago

ShemaleMovie

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

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

2 weeks ago

ShemaleTaxi

ladyboy, massage
23:25

2026 Handsfree Cumshot Prostate Jet. Part 1

2 weeks ago

$$ FapHouse

amateur, shemale, hands free
16:29

YES! ravage This Locked Up great girl

1 month ago

ShemaleMovie

prostate, femboy, sissy, machine
15:36

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

1 month ago

ShemaleZ

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20:15

My first sissy climax with Lovense, jiggling like crazy and hands-free

1 month ago

XXXVogue

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22:22

Prostate Orgasms Galore - Billie Beaumont

2 months ago

$$ FapHouse

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15:37

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

2 months ago

XXXDan

prostate, missionary
20:50

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

2 months ago

XXXVogue

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32:02

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

2 months ago

XXXDan

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30:57

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

2 months ago

XXXVogue

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15:50

Prostate cum on my feet

2 months ago

XXXVogue

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19:15

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

2 months ago

TrannyGem

anal, solo
20:03

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

2 months ago

TrannyGem

emo, prostate, dildo, sissy, gape, crossdresser
36:55

Shag my bootie and draining the prostate

3 months ago

ShemaleMovie

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25:08

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

3 months ago

HDSex

anal, orgasm, crossdresser, femboy, prostate
20:03

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

3 months ago

ShemaleTaxi

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31:37

Rectal w/ faux-cock untill i cum twice

3 months ago

ShemaleTaxi

shemale, anal, prostate
25:15

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

3 months ago

ShemaleMovie

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15:10

Crossdresser with BIG BLACK COCK fuck stick

3 months ago

TrannyGem

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21:06

Crossdresser in baby lady sploogs and urinates, then ejaculates repeatedly

3 months ago

HDSex

prostate, dildo, japanese
20:35

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

3 months ago

ShemaleTaxi

shemale, crossdresser
27:49

My hottest Friends mother is a Futa?! - scene 1 [Anilingus, Anal Fingering, Blowjob, Tittyfuck JOI]

3 months ago

ShemaleTaxi

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18:27

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

3 months ago

XXXVogue

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24:44

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

3 months ago

VideoSection

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27:59

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

3 months ago

ShemaleMovie

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35:04 75%

Wonderful tgirl Angel fake penis training

3 months ago

ShemaleMovie

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21:08

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

3 months ago

ShemaleTaxi

FTM, prostate, orgasm, creampie
1:53:43 25%

Compilation of deep ass-fuck penetrations ( sissy trap femboy anal riding )

4 months ago

ShemaleMovie

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35:58

My naughty stepbrother pulverized me after college

4 months ago

ShemaleMovie

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38:45

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

4 months ago

ShemaleTaxi

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36:09

Introducing U To Anal & Prostate Play

4 months ago

ShemaleZ

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15:22

Flawless ten hook-up Therapist Fucks Her Clients Ass

4 months ago

ShemaleTaxi

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15:33

Blonde femboy lingerie cum, forearms free lil cock squirt

4 months ago

ShemaleMovie

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22:41

Smashed femboy in crimson stocking spreads her taut fuckhole and finishes off palms free-for-all

5 months ago

TrannyGem

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26:38

Denial and demolish

5 months ago

ShemaleMovie

panties, sissy
24:45

Miyuki masturbation

5 months ago

ShemaleTaxi

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1:06:09 61%

Bang The spunk Out Of Him Trans Compilation 1-4

5 months ago

ShemaleTaxi

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17:07 80%

Odor prostate wanking JOI 4K

5 months ago

HDSex

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4:22:41

Male Female In Oots-017 A Doujin Erotic Video Of A Dirty Cosplayer Who Loves Having His Prostate Stimulated By A Big Dick. Anal Masturbation, Deep Throat, Creampie, Swallowing, Female Orgasm, Male Orgasm, Ahegao, Kamarezu, Anal Sex, Pov, Doujin, Cosp

6 months ago

ShemaleZ

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20:04 14%

Albedo helps give you a guts climax [Wholesome] Futa anime porn buttfuck JOI/ [Commission]

6 months ago

TrannyGem

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16:35

Ladyboy Crossdresser Mighty assfuck getting off jism many times

6 months ago

TrannyGem

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18:12

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

6 months ago

$$ FapHouse

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16:39

Femboys ass-fuck expansion teaching

6 months ago

ShemaleMovie

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16:00

Unboxing The Boogeyman dildo! (Sissygasms & Cumplay)

6 months ago

ShemaleMovie

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24:19 57%

Step mummy drills son-in-law culo and train jizm while being drilled

6 months ago

TrannyGem

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36:10

Fabulous arms free anal love

6 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

6 months ago

TrannyGem

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26:35

Denial and Wreck

6 months ago

TrannyGem

cute, POV, prostate, panties, ass, small tits, chastity
25:15 60%

Man attempts to get delight while he is locked in a v-card box. Compilation

6 months ago

TrannyGem

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20:43

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

7 months ago

ShemaleMovie

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26:06 75%

TRANSGIRL AND HER first DVP three-way!!

7 months ago

ShemaleMovie

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15:09

Prostate milking leads to a mind-blowing ejaculation -

7 months ago

NuVid

milk, prostate
36:32 70%

Dame college girl pays an influential instructor for humiliation

7 months ago

ShemaleMovie

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51:25

Linzy19s Guide To purity

7 months ago

ShemaleMovie

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22:23

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

7 months ago

ShemaleMovie

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16:37

Femboys Assfuck expansion teaching

7 months ago

TrannyGem

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20:04

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

7 months ago

ShemaleMovie

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1:08:08

Ultimate Sissy palms Free ejaculation Compilation

8 months ago

ShemaleMovie

sissy, compilation, prostate
31:18

Spanking Gorgeous Trans Balls, and Hardcore Prostate Massage + Creampie

8 months ago

$$ FapHouse

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17:44

ILL STOKE THAT prick WHILE DEEP IN THEM prostate

8 months ago

ShemaleTaxi

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24:14 60%

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

8 months ago

TrannyGem

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23:10

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

8 months ago

VideoSection

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26:05 84%

TRANNY AND HER FIRST-EVER DVP THREEWAY!!

8 months ago

TrannyGem

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15:59

Best Pegging Compilation With Enchanting ending

8 months ago

ShemaleMovie

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26:07

Miyuki onanism

8 months ago

ShemaleMovie

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20:20

Japanese Crossdresser college girl gets pummeled by orgy machine

9 months ago

ShemaleMovie

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20:03

Sasha Earth have fucky-fucky at home with fuck stick

9 months ago

ShemaleMovie

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18:57 20%

Solo anal milking and masturbation with toys for a pretty transgender beauty

9 months ago

XXXVogue

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36:09 71%

Jyosou Bishonen Prostate Lesson Prostate Lesson Mizuki Yukirin Crossdressing Beautiful Boy

9 months ago

XXXDan

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49:30 57%

Transsexual SWINGERS three - gig 2

10 months ago

ShemaleMovie

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18:29

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

10 months ago

ShemaleMovie

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24:08

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

10 months ago

ShemaleMovie

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36:20 20%

Nice girl wants to be a strapon mistress and plumb a dude (spanking, first-ever time, comments at the end)

10 months ago

ShemaleMovie

femdom, teen (18+), strapon, prostate, couple, massage, russian
15:04

Intense Prostate Milking Orgasm

10 months ago

JizzBunker

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20:05 20%

Девушка хорошо сосала, ебала страпоном, делала римминг. Много спермы, кончил 2 раза.

10 months ago

ShemaleMovie

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15:34

ピストンマシンにバックから突かれてトコロテン前と後ろ同時に責められ連続射精｜女子校生制服女装オナニー男の娘｜偽娘慰菊射精 Femboy

10 months ago

ShemaleMovie

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18:04

Japanese Crossdresser college girl gets drilled by sex machine

10 months ago

ShemaleMovie

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20:53

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

10 months ago

TrannyGem

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25:20 81%

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

10 months ago

ShemaleMovie

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22:58

[Aneros] practice sweet sensation with TEMPO and heavy orgasms with HELIX

11 months ago

ShemaleMovie

femboy, massage, prostate
18:22

Tear Up my taut Femboi Honeypot

11 months ago

TrannyGem

ass, dildo, femboy
24:35

Miyuki masturbation

11 months ago

xHamster

amateur, crossdresser, prostate, japanese
19:15 73%

Hands Free Cum with huge Mr Hankeys Cody Cachet dildo

11 months ago

xHamster

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40:25

OfficeSuit, Femboy & AnalMasturbation: The Ultimate masterpiece!

11 months ago

ShemaleMovie

shemale, crossdresser, prostate
20:31

TranssexualAngel - crazy Trans Nurse displays Home prostate Exam!

1 year ago

ShemaleMovie

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21:20

Miyuki masturbation

1 year ago

xHamster

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31:50

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

1 year ago

XXXVogue

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18:22

Femboy fucks toy cock and cums

1 year ago

XXXVogue

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54:13 33%

Naomi, the sexy trans girl, indulges in passionate anal pounding

1 year ago

XXXVogue

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17:15

Trans Compilation: Prostate Orgasms Galore!

1 year ago

XXXVogue

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23:41

Jewel gets drained and sissygasm multiple times

1 year ago

XXXVogue

homemade
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

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22:29

Edging CEI

1 year ago

TrannyGem

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22:10

All of my prostate milking

1 year ago

AShemaleTube

stockings, crossdresser, mature, prostate
21:25

Femboy Room31 anal invasion edging

1 year ago

ShemaleMovie

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51:28

MangoK buttfuck cum from monster dildo

1 year ago

ShemaleMovie

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23:18

Slutty gaping femboy and prostate orgasm at the end

1 year ago

XXXDan

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15:12

4.4 trans prostate orgasm

1 year ago

JizzBunker

orgasm
17:05

Miyuki masturbation

1 year ago

xHamster

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51:27 50%

SweetandHot buttfuck & (pre)cumshow

1 year ago

ShemaleMovie

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51:30

MangoK jizzes handsfree ass fucking then wanks & cums again

1 year ago

VideoSection

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34:39 89%

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

1 year ago

ShemaleZ

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28:30 10%

Can You Treat Your Keyholders Gifts? - Ass-Fuck Have Fun, Feminization, Purity Praise RP

1 year ago

TrannyGem

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17:18

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

1 year ago

ShemaleTaxi

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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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17:17

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

1 year ago

xHamster

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18:36

Miyuki masturbation

1 year ago

xHamster

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17:20

Sir Drained Me Like A Cow After A Great Guts Mashing

1 year ago

TrannyGem

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17:19

Master Milked Me Like A Cow After A Good Prostate Mashing

1 year ago

PornHub

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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
20:22

Miyuki masturbation

1 year ago

xHamster

asian, hands free
28:49 57%

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

1 year ago

TrannyGem

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15:15

Multiple Prostate Orgasms For My Lingerie Clad Ass

1 year ago

HClips

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20:43

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

1 year ago

TrannyGem

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17:17

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

1 year ago

TrannyGem

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15:22

Perfect 10 Sex Therapist penetrates Her Clients bum

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)

1 year ago

TrannyGem

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