SHEMALE • PROSTATE 1,422 videos

Popular Latest Top rated

02:01 95%

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

3 years ago

TrannyGem

train, prostate, massage, orgasm, milk, masturbation, machine
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
06:23 95%

Im So Close! She Doesnt Even Realise Shes Jism

1 year ago

TrannyGem

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01:22 94%

Fembaby pops a big load while getting her prostate pounded

4 years ago

TrannyOne

prostate, asian
05:50 93%

Permitted To Jizz Only From Ass Fucking

1 year ago

TrannyGem

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03:21 93%

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2 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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09:07 92%

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1 year ago

xHamster

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05:26 92%

Aly gives herself a prostate massage

8 years ago

ShemaleZ

prostate, massage, solo
04:27 92%

The Only Way A Sissy Should Be Instructed To Jizz

2 years ago

TrannyGem

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11:16 91%

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

4 years ago

TrannyGem

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04:54 91%

TS doctor examines prostate to patient

5 years ago

BeMyHole

prostate, doctor, gloves, shemale fucks guy
05:21 91%

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

2 years ago

ShemaleTaxi

feet, huge dildo, orgasm, dildo, monster, hands free
02:01 90%

When youve been edging for too long

6 months ago

TrannyGem

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31:30 90%

Compilation shemales cum while anal fuck prostate

3 years ago

TrannyOne

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07:37 89%

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

beauty, prostate, orgasm, dildo, latina, toys
39:58 89%

Ts Dr. Chanel Noir: Home Prostate Exam

4 years ago

ShemaleZ

stockings, prostate, big tits, ass licking, exam
04:24 89%

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

3 years ago

TrannyGem

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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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12:43 89%

Tranny Jenissen Tries New Vibrator Having A Prostate Orgasm

4 years ago

ShemaleZ

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06:27 89%

Machine Porked Till She Pops In Her Underpants 4K

1 year ago

TrannyGem

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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
04:40 88%

Fucking Hole!! Mistress Training Prostate Orgasm Compilation

3 years ago

ShemaleZ

stockings, femdom, teen (18+), train, prostate, orgasm, fisting
07:06 88%

Variety Itsol In Cums Hard While Milking Her Prostate

2 years ago

ShemaleZ

prostate, big tits, solo, milk, masturbation, webcam
05:32 88%

Back Again, and firmer This Time!

3 weeks ago

VideoSection

pantyhose, stockings, POV, prostate, orgasm, solo, british
36:47 88%

Prostate Exam

2 years ago

AShemaleTube

blowjob, prostate, shemale and girl, cumshot, masturbation, exam
13:02 88%

Trap Having Joy with a Thick Long Cucumber

4 years ago

TrannyGem

huge dildo, prostate, orgasm, hands free, riding
16:24 88%

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

4 years ago

TrannyGem

cute, anal, prostate, chubby, orgasm, anal orgasm, cum while fucked
18:06 88%

Lovely and bad tranny

6 years ago

TrannyGem

prostate, orgasm, redhead, masturbation, reality, vibrator, hands free
06:00 88%

TS doctor examining a patients prostate

3 years ago

PornGem

prostate, doctor
05:51 88%

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

1 year ago

ShemaleMovie

train, prostate, orgasm, fisting, dildo, crossdresser, british
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

2 years ago

ShemaleZ

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09:55 86%

Prostate Fist Orgasm

4 years ago

HClips

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07:32 86%

Variety Itsol shoots a load rock hard while masturbating her prostate

1 month ago

ShemaleMovie

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06:30 86%

Uber-Cute femboy whines while taking a guts vibro

1 year ago

TrannyGem

prostate, femboy
10:03 86%

Attach Takes on the Ganondick

3 years ago

TrannyGem

prostate, BBC, gape, missionary, cosplay
10:03 86%

Shemale receives asslick and prostate massage

11 years ago

xHamster

femdom, prostate, massage
05:17 85%

Jessica Bloom Ass-Fuck Instructing Innocence Sissy Biotch

1 year ago

TrannyGem

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06:27 85%

Powerful Sounding Till She Spunks Rock-Hard

3 years ago

TrannyGem

prostate, massage, hands free
07:08 85%

Variety Itsol Cums Hard While Milking Her Prostate

2 years ago

BeMyHole

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26:05 84%

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

2 years ago

TrannyGem

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09:14 84%

SDHSERIES - Sissy Diaries Day six

4 years ago

TrannyGem

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11:12 84%

Сolombian prostate cum

8 years ago

AShemaleTube

prostate
26:05 84%

TRANNY AND HER FIRST-EVER DVP THREEWAY!!

8 months ago

TrannyGem

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02:45 83%

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

1 year ago

TrannyGem

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07:17 83%

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

1 year ago

ShemaleMovie

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06:15 83%

Prostate orgasms cumpilation. Personalsin collection vol. 47

5 years ago

AShemaleTube

prostate, orgasm, cumshot compilation
11:11 83%

Hands Free Cum and Pee in Nylon

11 months ago

xHamster

pissing, anal, prostate, orgasm, nylon, hands free
02:04 83%

Blessed sissygasm from mechanical BIG BLACK COCK

11 months ago

TrannyGem

cute, squirt, prostate, big ass, orgasm, milk, crossdresser
07:41 83%

Diversity Itsol spunks stiff while milking her prostate

2 years ago

ShemaleTaxi

feet, small cock, prostate
11:20 83%

Prostate Orgasm For Bf Try No Touch

3 years ago

Upornia

prostate, orgasm
12:22 83%

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

3 years ago

ShemaleZ

prostate, orgasm, facial, cumshot, femboy
05:08 83%

Prostate Orgasms Cumpilation. Personalsin Collection Vol. 88

3 years ago

ShemaleZ

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

Deep Sounding Into Her Bladder Until She spunks

1 year ago

ShemaleTaxi

orgasm, shemale, insertion, prostate
25:00 82%

Handsfree and prostate cumshots compilation

4 years ago

TrannyOne

prostate, cumshot compilation, hands free, compilation, amateur
10:41 82%

Sapphic Stepsisters Love to Pound each other in the Bum

4 years ago

TrannyGem

teen (18+), creampie, strapon, lesbian, prostate, russian, teen anal (18+)
05:57 82%

Screwing Her Clamped Honeypot Till She Jizzes Rigid

2 years ago

TrannyGem

prostate, chastity, hands free, massage, insertion
36:48 82%

Prostate Epiphany With Erica Cherry And Whitney Wright

2 years ago

ShemaleZ

shemale, prostate
09:38 82%

Small Dicked Shemale Massages Guys Prostate

7 years ago

TrannyGem

small cock, prostate, massage, small tits, shemale fucks guy
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
06:15 82%

Erica Cherry tries prostate stimulation 2

2 years ago

PornGem

kissing, small cock, prostate
05:59 82%

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
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
20:22 81%

Horny Trans Nurse Demonstrates Home Prostate Exam!

4 years ago

TrannyOne

prostate, nurse, exam
06:22 81%

He Cums so Hot during femdom prostate pegging fucking x

4 months ago

TrannyOne

prostate, amateur, shemale, femdom, pegging
25:20 81%

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

10 months ago

ShemaleMovie

kissing, shemale, bisexual, prostate, threesome, massage, socks
18:59 81%

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

3 years ago

TrannyGem

prostate, big ass, massage, fetish, orgasm, milk, babe
01:53 81%

HANDS FREE PROSTATE ORGASM

7 years ago

xHamster

prostate, orgasm, hands free
17:07 80%

Odor prostate wanking JOI 4K

5 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
06:28 80%

Femboy outdoors nutting with large but cork

4 years ago

TrannyGem

public, prostate, outdoor, orgasm, 18, femboy, teen anal (18+)
10:52 80%

Prostate exam went wrong...

3 years ago

MyLust

prostate, exam
25:43 80%

Trans teenie got dual climax with electro-hitachi

4 years ago

TrannyGem

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

Prostate Bodyrub And Suckjob

3 years ago

ShemaleZ

prostate, ass licking, webcam
10:05 80%

Girl Fuck Sissy Cumshot Compilation From Prostate Massage Homemade

3 years ago

ShemaleZ

mature, prostate, massage, compilation, cumshot compilation, sissy
09:40 80%

Nano Prostate Toy

3 years ago

ShemaleZ

latex, prostate, asian
15:23 80%

Prostate Massage

6 years ago

ShemaleZ

prostate, massage, tattoo
11:04 80%

Multiple Prostate Orgasms in Chastity Jessica Bloom Sissy Milking

3 years ago

xHamster

prostate, orgasm, milk, british, chastity
07:09 80%

Shemale Porn Video Variety Itsol Cums Hard While Milking Her Prostate

1 year ago

TrannyOne

amateur, shemale, prostate, small tits
16:20 80%

Prostate Milking...

4 years ago

TrannyOne

prostate, milk
02:05 80%

乙弯突破

6 months ago

TrannyGem

asian, shemale, teen (18+), orgasm, teen anal (18+)
17:16 79%

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

3 years ago

ShemaleMovie

prostate, big ass, BBW, dildo, compilation, machine, fleshlight
07:28 79%

Asian sissy femboy squirt hands-free multiple time

10 months ago

xHamster

pissing, squirt, prostate, asian, orgasm, hairy, japanese
13:54 79%

Getting Closer to the base of my Seahorse Knob

4 years ago

TrannyGem

huge dildo, prostate, orgasm, dildo, monster, hands free
13:25 79%

Petite young shemale getting fabulous prostate massage

1 year ago

PornLib

shemale, prostate, massage
05:25 79%

Ultimate Prostate Orgasm Compilation: The Filthiest Collection Yet!

2 years ago

AnySex

prostate, orgasm, compilation, erotic, orgasm compilation
07:06 79%

Her reward For Taking Her Hormones Like a excellent gal

4 months ago

ShemaleTaxi

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
06:14 78%

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

4 years ago

TXXX

prostate, exam
27:29 78%

SDHSERIES - Sissy Diaries Day ten

4 years ago

TrannyGem

prostate, orgasm, BDSM, orgasm compilation, JOI, anal orgasm
10:12 78%

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

4 years ago

TrannyGem

train, prostate, massage, dildo, solo, sissy, anal orgasm
17:07 78%

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

3 years ago

TrannyGem

huge dildo, prostate, BBW, compilation, machine, cumshot compilation, hands free
20:08 78%

TranssexualAngel - Horny Trans Nurse Demonstrates Home Prostate Exam!

4 years ago

TrannyOne

prostate, nurse, exam
25:09 78%

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

7 years ago

ShemaleZ

prostate, ladyboy
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
07:04 78%

Kim Carta Pokes A Prostate

11 years ago

xHamster

prostate, black, shemale fucks guy
16:20 78%

Milk cow prostate cum

3 years ago

ShemaleZ

prostate, milk, selfsuck, crossdresser
07:33 78%

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
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

3 years ago

Upornia

prostate, asian
08:52 77%

Multiplicity Itsol porks her brains out

2 years ago

TrannyGem

small cock, prostate, massage, fetish, orgasm, milk, shemale and girl
10:27 77%

Shemale Cumshot Prostate Compilation

6 years ago

xHamster

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45:23 77%

Big breast shemale Dani Peterson Prostate Penetration

5 years ago

Analdin

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08:59 77%

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4 years ago

TrannyGem

prostate, orgasm, anal orgasm
12:42 77%

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

4 years ago

TrannyGem

train, prostate, dildo, machine, sissy
07:35 77%

How to have a prostate orgasm

1 year ago

AShemaleTube

amateur, solo, sissy, prostate, femboy
02:47 76%

Fuck Machine - Leg Shaking Hands Free Orgasm! Prostate Cum

7 years ago

AShemaleTube

prostate, orgasm, machine, hands free
07:38 76%

Icumfromanal - Cum-Shot Compilation

5 months ago

TrannyGem

teen (18+), huge dildo, prostate, massage, fetish, teen anal (18+), orgasm
05:20 76%

Prostate ejaculations cumpilation. Personalsin bevy vol. 140

2 years ago

VideoSection

homemade, prostate, cumshot, cumshot compilation, shemale, close up
25:11 75%

Sissygasm Compilation! Trans Konchaut Bez Ruk Podborka! Prostate Milking

3 years ago

Upornia

prostate, milk, compilation
21:10 75%

SDHSERIES - Sissy Diaries Day trio

4 years ago

TrannyGem

prostate, orgasm, dildo, BDSM, compilation, orgasm compilation, JOI
08:21 75%

Prostate ejaculations cumpilation. Personalsin bevy vol. 139

4 months ago

ShemaleTaxi

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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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04:28 75%

Taking It On All 4S Gets Her Every Time

1 year ago

TrannyGem

orgasm, chastity, machine
26:06 75%

TRANSGIRL AND HER first DVP three-way!!

7 months ago

ShemaleMovie

prostate, threesome, massage, husband, socks, frottage
10:47 75%

Colby Tears Up Lena Kelly

4 years ago

TrannyGem

muscle, prostate, missionary
35:04 75%

Wonderful tgirl Angel fake penis training

3 months ago

ShemaleMovie

small tits, anal, shemale, prostate, masturbation
12:53 75%

Joey enjoys prostate milking

1 year ago

AShemaleTube

prostate, milk
07:20 75%

Sissy Femboy In Crimson Running In Rivulets Precum - Railing Massive Black Fucktoy

3 years ago

TrannyGem

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