SHEMALE • PROSTATE 1,450 videos

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13:40 96%

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

2 years ago

AnySex

cute, prostate, doctor, massage, MILF, big tits, uniform
01:22 94%

Fembaby pops a big load while getting her prostate pounded

4 years ago

TrannyOne

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03:21 94%

Handsfree jizz compilation

2 years ago

TrannyGem

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06:23 94%

Im So Close! She Doesnt Even Realise Shes Jism

1 year ago

TrannyGem

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02:01 93%

I cant help it when Ive got a man meat up my bootie

3 years ago

TrannyGem

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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

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05:50 92%

Permitted To Jizz Only From Ass Fucking

1 year ago

TrannyGem

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05:26 92%

Aly gives herself a prostate massage

8 years ago

ShemaleZ

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31:30 91%

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4 years ago

TrannyOne

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05:21 91%

Sissy rails Monster faux-cock & finishes off Hands Free With Anal Creampie

2 years ago

ShemaleTaxi

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04:27 91%

The Only Way A Sissy Should Be Instructed To Jizz

2 years ago

TrannyGem

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07:32 90%

Variety Itsol shoots a load rock hard while masturbating her prostate

3 months ago

ShemaleMovie

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03:26 90%

Seeing Jism Seep From Her Cock-Squeezing Culo

3 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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06:27 90%

Machine Porked Till She Pops In Her Underpants 4K

1 year ago

TrannyGem

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07:37 90%

I love opening my ass with my dildo and cumming without touching my dick, uff I had a delicious prostate orgasm

3 years ago

xHamster

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16:30 90%

Prostate jerking...

5 years ago

ShemaleTaxi

latex, prostate, taxi
09:07 89%

Shining seamless pantyhose self play

1 year ago

xHamster

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25:43 89%

Trans nubile got dual ejaculation with vibro

4 years ago

TrannyGem

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12:43 89%

Tranny Jenissen Tries New Vibrator Having A Prostate Orgasm

4 years ago

ShemaleZ

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05:32 89%

Back Again, and firmer This Time!

2 months ago

VideoSection

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07:06 88%

Variety Itsol In Cums Hard While Milking Her Prostate

2 years ago

ShemaleZ

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04:40 88%

Fucking Hole!! Mistress Training Prostate Orgasm Compilation

3 years ago

ShemaleZ

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04:24 88%

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

3 years ago

TrannyGem

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11:16 88%

Steamy Ass Fucking Climax Compilation of Ultra-Cute Punk Femboy ( Sissygasm Trap Arms Free-For-All )

4 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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05:51 88%

Chastity Sissy spunkslut Trains Her rectum And swallows Her Own Cum, Multiple Prostate Orgasms

1 year ago

ShemaleMovie

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36:47 88%

Prostate Exam

2 years ago

AShemaleTube

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02:01 88%

When youve been edging for too long

8 months ago

TrannyGem

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18:06 88%

Lovely and bad tranny

7 years ago

TrannyGem

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09:55 88%

Prostate Fist Orgasm

4 years ago

HClips

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05:14 88%

Prostate climaxes cumpilation. Personalsin bevy vol. 5

2 years ago

ShemaleTaxi

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05:26 87%

Amazing Prostate Orgasms Cumshots Compilation K

3 years ago

ShemaleZ

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10:10 86%

Prostate ejaculations cumpilation. Personalsin collection vol. 92

5 days 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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05:17 86%

Jessica Bloom Ass-Fuck Instructing Innocence Sissy Biotch

1 year ago

TrannyGem

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06:15 86%

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

10 months ago

TXXX

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09:40 86%

Nano Prostate Toy

3 years ago

ShemaleZ

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12:19 86%

Precum running in rivulets underwear femboy pops handsfree after edging

4 months ago

TrannyGem

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06:30 86%

Uber-Cute femboy whines while taking a guts vibro

2 years ago

TrannyGem

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10:03 86%

Shemale receives asslick and prostate massage

11 years ago

xHamster

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10:03 86%

Attach Takes on the Ganondick

3 years ago

TrannyGem

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21:07 86%

Meaty Lush rear entrance delicious woman-boy Jizzes while beaten By Montrous immense muscled lollipop

5 years ago

TrannyGem

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06:27 85%

Powerful Sounding Till She Spunks Rock-Hard

3 years ago

TrannyGem

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16:24 85%

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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07:08 85%

Variety Itsol Cums Hard While Milking Her Prostate

2 years ago

BeMyHole

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26:05 85%

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

2 years ago

TrannyGem

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07:19 85%

Deep Sounding Into Her Bladder Until She spunks

1 year ago

ShemaleTaxi

orgasm, shemale, insertion, prostate
09:14 85%

SDHSERIES - Sissy Diaries Day six

4 years ago

TrannyGem

prostate, orgasm, dildo, BDSM, compilation, orgasm compilation, JOI
06:15 85%

Prostate orgasms cumpilation. Personalsin collection vol. 47

5 years ago

AShemaleTube

prostate, orgasm, cumshot compilation
02:45 84%

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

1 year ago

TrannyGem

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04:54 84%

TS doctor examines prostate to patient

5 years ago

BeMyHole

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25:00 84%

Handsfree and prostate cumshots compilation

4 years ago

TrannyOne

prostate, cumshot compilation, hands free, compilation, amateur
26:05 84%

TRANNY AND HER FIRST-EVER DVP THREEWAY!!

10 months ago

TrannyGem

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05:08 83%

Prostate Orgasms Cumpilation. Personalsin Collection Vol. 88

3 years ago

ShemaleZ

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25:20 83%

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

1 year ago

ShemaleMovie

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09:38 83%

Small Dicked Shemale Massages Guys Prostate

7 years ago

TrannyGem

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12:22 83%

Shiri Allwood In Tgirl Plugged Femboy Prostate Orgasm And Self-facial On Cam

3 years ago

ShemaleZ

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11:20 83%

Prostate Orgasm For Bf Try No Touch

4 years ago

Upornia

prostate, orgasm
11:11 83%

Hands Free Cum and Pee in Nylon

1 year ago

xHamster

pissing, anal, prostate, orgasm, nylon, hands free
10:05 83%

Girl Fuck Sissy Cumshot Compilation From Prostate Massage Homemade

3 years ago

ShemaleZ

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02:04 83%

Blessed sissygasm from mechanical BIG BLACK COCK

1 year ago

TrannyGem

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07:41 83%

Diversity Itsol spunks stiff while milking her prostate

2 years ago

ShemaleTaxi

feet, small cock, prostate
05:57 83%

Screwing Her Clamped Honeypot Till She Jizzes Rigid

2 years ago

TrannyGem

prostate, chastity, hands free, massage, insertion
05:59 83%

Hot Milf And Cum Twice In In A Row Like A Slutty Whore! Ruined Handjob Milking With Prostate Massage!

2 years ago

ShemaleZ

handjob, massage, BDSM, prostate, couple
11:12 82%

Сolombian prostate cum

8 years ago

AShemaleTube

prostate
13:04 82%

Cuteboy Spunk Compilation - 57 gifs, 25 Uber-Cute Femboy Ejaculations

4 years ago

TrannyGem

prostate, orgasm, cumshot compilation, orgasm compilation, skirt, cosplay, femboy
06:22 82%

He Cums so Hot during femdom prostate pegging fucking x

6 months ago

TrannyOne

prostate, amateur, shemale, femdom, pegging
06:15 82%

Erica Cherry tries prostate stimulation 2

2 years ago

PornGem

kissing, small cock, prostate
36:48 82%

Prostate Epiphany With Erica Cherry And Whitney Wright

2 years ago

ShemaleZ

shemale, prostate
11:43 82%

Femboy is Frolicking with Masturbator and Aneros then Finish Off Meaty Com in Taut Denim

3 years ago

TrannyGem

prostate, jeans, tight, femboy, japanese
01:53 81%

HANDS FREE PROSTATE ORGASM

7 years ago

xHamster

prostate, orgasm, hands free
05:25 81%

Ultimate Prostate Orgasm Compilation: The Filthiest Collection Yet!

2 years ago

AnySex

prostate, orgasm, compilation, erotic, orgasm compilation
20:22 81%

Horny Trans Nurse Demonstrates Home Prostate Exam!

4 years ago

TrannyOne

prostate, nurse, exam
27:29 81%

SDHSERIES - Sissy Diaries Day ten

4 years ago

TrannyGem

prostate, orgasm, BDSM, orgasm compilation, JOI, anal orgasm
07:17 80%

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

1 year ago

ShemaleMovie

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07:35 80%

How to have a prostate orgasm

2 years ago

AShemaleTube

amateur, solo, sissy, prostate, femboy
16:20 80%

Milk cow prostate cum

3 years ago

ShemaleZ

prostate, milk, selfsuck, crossdresser
25:09 80%

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

7 years ago

ShemaleZ

prostate, ladyboy
10:52 80%

Prostate exam went wrong...

3 years ago

MyLust

prostate, exam
09:36 80%

Shemale Cum during Anal Compilation

7 years ago

TrannyGem

public, prostate, toys, cumshot compilation
07:09 80%

Shemale Porn Video Variety Itsol Cums Hard While Milking Her Prostate

1 year ago

TrannyOne

amateur, shemale, prostate, small tits
15:23 80%

Prostate Massage

6 years ago

ShemaleZ

prostate, massage, tattoo
15:00 80%

Uber-sexy trans nymph wants to be your plaything

6 months ago

ShemaleTaxi

anal, fat, amateur, femboy, chubby
25:43 80%

Trans teenie got dual climax with electro-hitachi

4 years ago

TrannyGem

small cock, prostate, orgasm, double anal, electro, vibrator, double penetration
06:53 80%

Prostate Bodyrub And Suckjob

3 years ago

ShemaleZ

prostate, ass licking, webcam
16:20 80%

Prostate Milking...

4 years ago

TrannyOne

prostate, milk
02:21 80%

BIG BLACK COCK Shag Machine - Stage 1: Steaming up

8 months ago

TrannyGem

black, train, prostate, japanese, machine, BBC, sissy
06:28 80%

Femboy outdoors nutting with large but cork

4 years ago

TrannyGem

public, prostate, teen anal (18+), outdoor, orgasm, 18, femboy
11:04 80%

Multiple Prostate Orgasms in Chastity Jessica Bloom Sissy Milking

3 years ago

xHamster

prostate, orgasm, milk, british, chastity
02:05 80%

乙弯突破

8 months ago

TrannyGem

asian, shemale, teen (18+), orgasm, teen anal (18+), prostate
07:33 80%

JK制服男の娘ピストンマシンに犯されて精液お漏らし #Japanese Crossdresser student gets nailed by bang-out machine

4 years ago

ShemaleTaxi

prostate, student, japanese, machine, dildo
17:16 80%

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

4 years ago

ShemaleMovie

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08:59 79%

Transgirl plow guts ejaculation two

4 years ago

TrannyGem

prostate, orgasm, anal orgasm
13:54 79%

Getting Closer to the base of my Seahorse Knob

4 years ago

TrannyGem

huge dildo, prostate, orgasm, dildo, monster, hands free
10:41 79%

Sapphic Stepsisters Love to Pound each other in the Bum

4 years ago

TrannyGem

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18:59 79%

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

4 years ago

TrannyGem

prostate, big ass, massage, fetish, orgasm, milk, babe
06:14 79%

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

4 years ago

TXXX

prostate, exam
07:28 79%

Asian sissy femboy squirt hands-free multiple time

1 year ago

xHamster

pissing, squirt, prostate, asian, orgasm, hairy, japanese
26:06 79%

TRANSGIRL AND HER first DVP three-way!!

9 months ago

ShemaleMovie

prostate, threesome, massage, husband, socks, frottage
10:27 78%

Shemale Cumshot Prostate Compilation

6 years ago

xHamster

teen (18+), prostate, teen anal (18+), compilation, cumshot, masturbation, cumshot compilation
10:12 78%

Sissy crossdresser rails a faux-cock ejaculates and gets ass fucking ejaculation (poke tramp culo)

4 years ago

TrannyGem

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34:36 78%

Prostate compilation

6 years ago

TXXX

prostate, compilation, toys, cumshot compilation
13:02 78%

Trap Having Joy with a Thick Long Cucumber

4 years ago

TrannyGem

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20:08 78%

TranssexualAngel - Horny Trans Nurse Demonstrates Home Prostate Exam!

4 years ago

TrannyOne

prostate, nurse, exam
07:04 78%

Kim Carta Pokes A Prostate

11 years ago

xHamster

prostate, black, shemale fucks guy
06:10 78%

Mistress Gives Prostate Massage - 4k 60fps 6 Min

3 years ago

HClips

handjob, femdom, prostate, massage, fisting, domination
05:59 78%

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

3 years ago

ShemaleZ

anal, prostate, orgasm, surprise
23:56 78%

Prostate Stimulation

4 years ago

Upornia

prostate, asian
05:02 78%

Abby Kitty - Abh052 Elegant Ladyboy In Chastity Prostate Massage And Incontinence Twice 人妖秘书贞操锁前列腺按摩失禁潮吹

4 years ago

ShemaleZ

prostate, massage, chastity
08:52 77%

Multiplicity Itsol porks her brains out

2 years ago

TrannyGem

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45:23 77%

Big breast shemale Dani Peterson Prostate Penetration

5 years ago

Analdin

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06:26 77%

Céline Laffite gets like a

1 year ago

xHamster

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12:42 77%

Poke machine deep rectal teaching and molten jizzing ( femboy sissy trap cd )

4 years ago

TrannyGem

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07:47 77%

Sissyfication Vol.4 by Sonechka25 (instructions on How to Achieve a gal dump for a gal with a Penis).mp4

7 months ago

ShemaleTaxi

stockings, train, prostate, instruction, orgasm, dildo, cuckold
02:47 76%

Fuck Machine - Leg Shaking Hands Free Orgasm! Prostate Cum

7 years ago

AShemaleTube

prostate, orgasm, machine, hands free
25:11 76%

Sissygasm Compilation! Trans Konchaut Bez Ruk Podborka! Prostate Milking

4 years ago

Upornia

prostate, milk, compilation
17:07 76%

ANGEL’S CUMDUMP COMPILATION - GOOD-SIZED ASS GUTS DRAINING, THICK CHISEL FLESHLIGHT SHAGGING & MORE

3 years ago

TrannyGem

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13:25 76%

Petite young shemale getting fabulous prostate massage

2 years ago

PornLib

shemale, prostate, massage
05:20 76%

Prostate ejaculations cumpilation. Personalsin bevy vol. 140

2 years ago

VideoSection

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