SHEMALE • PROSTATE 1,505 videos

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02:01 95%

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

4 years ago

TrannyGem

train, prostate, massage, orgasm, milk, toys, machine
01:22 94%

Fembaby pops a big load while getting her prostate pounded

4 years ago

TrannyOne

prostate, asian
13:40 93%

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

2 years ago

AnySex

cute, blowjob, prostate, big ass, doctor, massage, MILF
05:26 93%

Aly gives herself a prostate massage

8 years ago

ShemaleZ

prostate, massage, solo
17:26 93%

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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05:51 93%

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

1 year ago

ShemaleMovie

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05:50 92%

Permitted To Jizz Only From Ass Fucking

1 year ago

TrannyGem

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05:21 92%

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

3 years ago

ShemaleTaxi

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03:21 91%

Handsfree jizz compilation

2 years ago

TrannyGem

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34:39 91%

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

1 year ago

ShemaleZ

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03:26 91%

Seeing Jism Seep From Her Cock-Squeezing Culo

4 years ago

TrannyGem

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05:32 90%

Back Again, and firmer This Time!

6 months ago

VideoSection

pantyhose, stockings, POV, prostate, orgasm, solo, british
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

beauty, prostate, orgasm, dildo, latina, toys
16:30 90%

Prostate jerking...

5 years ago

ShemaleTaxi

latex, prostate, taxi, jerking
02:01 90%

When youve been edging for too long

11 months ago

TrannyGem

prostate, massage, fetish, orgasm, crossdresser, machine, sissy
25:43 89%

Trans nubile got dual ejaculation with vibro

4 years ago

TrannyGem

prostate, teen anal (18+), orgasm, latina, double anal, vibrator, sissy
04:27 89%

The Only Way A Sissy Should Be Instructed To Jizz

2 years ago

TrannyGem

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08:06 89%

Unexperienced japanese t-girl miyuki 3ー3

4 years ago

ShemaleTaxi

prostate, orgasm, japanese, taxi
06:23 88%

Im So Close! She Doesnt Even Realise Shes Jism

2 years ago

TrannyGem

squirt, prostate, massage, orgasm, BDSM, milk, machine
04:54 88%

TS doctor examines prostate to patient

5 years ago

BeMyHole

prostate, doctor, gloves, shemale fucks guy, ebony, couple
07:06 88%

Variety Itsol In Cums Hard While Milking Her Prostate

3 years ago

ShemaleZ

prostate, big tits, solo, milk, masturbation, webcam
04:40 88%

Fucking Hole!! Mistress Training Prostate Orgasm Compilation

4 years ago

ShemaleZ

stockings, femdom, teen (18+), train, prostate, orgasm, fisting
36:47 88%

Prostate Exam

2 years ago

AShemaleTube

blowjob, prostate, shemale and girl, cumshot, masturbation, exam
39:58 88%

Ts Dr. Chanel Noir: Home Prostate Exam

4 years ago

ShemaleZ

stockings, prostate, big tits, ass licking, exam
06:15 88%

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

1 year ago

TXXX

big ass, prostate, ass, 18
04:24 88%

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

4 years ago

TrannyGem

homemade, prostate, orgasm, crossdresser, cumshot, masturbation, dress
12:43 88%

Tranny Jenissen Tries New Vibrator Having A Prostate Orgasm

5 years ago

ShemaleZ

prostate, orgasm, solo, vibrator, webcam, toys
16:20 88%

Milk cow prostate cum

3 years ago

ShemaleZ

prostate, milk, selfsuck, crossdresser
05:26 88%

Amazing Prostate Orgasms Cumshots Compilation K

3 years ago

ShemaleZ

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18:06 88%

Lovely and bad tranny

7 years ago

TrannyGem

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12:19 88%

Precum running in rivulets underwear femboy pops handsfree after edging

8 months ago

TrannyGem

anal, prostate, orgasm, masturbation, sissy, hands free, femboy
09:55 88%

Prostate Fist Orgasm

4 years ago

HClips

prostate, orgasm, fisting, solo
05:14 88%

Prostate climaxes cumpilation. Personalsin bevy vol. 5

3 years ago

ShemaleTaxi

prostate, orgasm, dildo, cumshot compilation, close up
05:17 87%

Jessica Bloom Ass-Fuck Instructing Innocence Sissy Biotch

1 year ago

TrannyGem

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07:08 86%

Variety Itsol Cums Hard While Milking Her Prostate

3 years ago

BeMyHole

feet, cute, prostate, milk, nipples, jerking
09:07 86%

Shining seamless pantyhose self play

1 year ago

xHamster

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02:04 86%

Blessed sissygasm from mechanical BIG BLACK COCK

1 year ago

TrannyGem

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09:40 86%

Nano Prostate Toy

3 years ago

ShemaleZ

latex, prostate, asian
11:11 86%

Hands Free Cum and Pee in Nylon

1 year ago

xHamster

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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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05:59 86%

Prostate Massage With Handjob For A Cute Boy

2 years ago

HClips

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06:30 86%

Uber-Cute femboy whines while taking a guts vibro

2 years ago

TrannyGem

prostate, femboy
10:03 86%

Shemale receives asslick and prostate massage

11 years ago

xHamster

femdom, prostate, massage
10:03 86%

Attach Takes on the Ganondick

3 years ago

TrannyGem

prostate, BBC, gape, missionary, cosplay
13:13 86%

Deep Assfucking Railing Thick Fake Penis and Palms Free-For-All Climax ( sissy trap femboy )

4 years ago

TrannyGem

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06:27 85%

Powerful Sounding Till She Spunks Rock-Hard

4 years ago

TrannyGem

prostate, massage, hands free
25:00 85%

Handsfree and prostate cumshots compilation

4 years ago

TrannyOne

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02:45 85%

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

2 years ago

TrannyGem

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11:16 85%

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

4 years ago

TrannyGem

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09:38 85%

Small Dicked Shemale Massages Guys Prostate

7 years ago

TrannyGem

small cock, prostate, massage, small tits, shemale fucks guy
06:15 85%

Prostate orgasms cumpilation. Personalsin collection vol. 47

5 years ago

AShemaleTube

prostate, orgasm, cumshot compilation
06:27 85%

Machine Porked Till She Pops In Her Underpants 4K

1 year ago

TrannyGem

pantyhose, squirt, prostate, panties, machine, anal orgasm, hands free
11:20 85%

Prostate Orgasm For Bf Try No Touch

4 years ago

Upornia

prostate, orgasm
07:19 84%

Deep Sounding Into Her Bladder Until She spunks

1 year ago

ShemaleTaxi

orgasm, shemale, insertion, prostate
26:05 84%

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

2 years ago

TrannyGem

mom, shemale, prostate, massage, chubby, wife, MILF
06:22 83%

He Cums so Hot during femdom prostate pegging fucking x

9 months ago

TrannyOne

prostate, amateur, shemale, femdom, pegging
07:32 83%

Variety Itsol shoots a load rock hard while masturbating her prostate

6 months ago

ShemaleMovie

beauty, small cock, prostate, massage, orgasm, solo, piercing
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
31:30 83%

Compilation shemales cum while anal fuck prostate

4 years ago

TrannyOne

prostate, 18, creampie compilation, compilation, cum while fucked
05:57 83%

Screwing Her Clamped Honeypot Till She Jizzes Rigid

2 years ago

TrannyGem

prostate, chastity, hands free, massage, insertion
25:09 83%

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

7 years ago

ShemaleZ

prostate, ladyboy
07:41 83%

Diversity Itsol spunks stiff while milking her prostate

2 years ago

ShemaleTaxi

feet, small cock, prostate
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
05:12 83%

Trans Slut Gets plowed By dominatrix Until She bursts Cum Into Own Mouth

7 months ago

ShemaleMovie

prostate, orgasm, bondage, BDSM, swallow, cum in mouth, slut
07:09 83%

Shemale Porn Video Variety Itsol Cums Hard While Milking Her Prostate

1 year ago

TrannyOne

amateur, shemale, prostate, small tits
10:05 83%

Girl Fuck Sissy Cumshot Compilation From Prostate Massage Homemade

4 years ago

ShemaleZ

mature, prostate, massage, compilation, cumshot compilation, sissy
16:24 83%

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
09:14 83%

SDHSERIES - Sissy Diaries Day six

4 years ago

TrannyGem

prostate, orgasm, dildo, BDSM, compilation, orgasm compilation, JOI
27:29 83%

SDHSERIES - Sissy Diaries Day ten

5 years ago

TrannyGem

prostate, orgasm, BDSM, orgasm compilation, small tits, JOI, sissy
26:05 83%

TRANNY AND HER FIRST-EVER DVP THREEWAY!!

1 year ago

TrannyGem

amateur, mom, shemale, prostate, threesome, massage, chubby
10:52 82%

Prostate exam went wrong...

4 years ago

MyLust

prostate, exam
07:28 82%

Asian sissy femboy squirt hands-free multiple time

1 year ago

xHamster

pissing, squirt, prostate, asian, orgasm, hairy, japanese
05:25 82%

Ultimate Prostate Orgasm Compilation: The Filthiest Collection Yet!

2 years ago

AnySex

prostate, orgasm, compilation, erotic, orgasm compilation
06:15 82%

Erica Cherry tries prostate stimulation 2

2 years ago

PornGem

kissing, small cock, prostate
15:23 82%

Prostate Massage

6 years ago

ShemaleZ

prostate, massage, tattoo
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
09:21 81%

Transsexual Diana Deelight finds the right spot, vocal solo with her Barney fake penis

4 months ago

ShemaleTaxi

pissing, feet, creampie, prostate, dildo, british, cumshot
07:06 81%

Her reward For Taking Her Hormones Like a excellent gal

9 months ago

ShemaleTaxi

prostate, massage
07:35 81%

How to have a prostate orgasm

2 years ago

AShemaleTube

amateur, solo, sissy, prostate, femboy
20:22 81%

Horny Trans Nurse Demonstrates Home Prostate Exam!

4 years ago

TrannyOne

prostate, nurse, exam
25:43 81%

Trans teenie got dual climax with electro-hitachi

4 years ago

TrannyGem

small cock, prostate, orgasm, double anal, electro, vibrator, double penetration
10:10 80%

Prostate ejaculations cumpilation. Personalsin collection vol. 92

3 months ago

ShemaleMovie

close up, cumshot compilation, cumshot, masturbation, amateur, prostate
13:04 80%

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

5 years ago

TrannyGem

prostate, orgasm, cumshot compilation, orgasm compilation, skirt, cosplay, femboy
18:59 80%

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

4 years ago

TrannyGem

prostate, massage, fetish, orgasm, milk, babe, chastity
05:17 80%

Agent Provocateur Luxury stocking

6 months ago

ShemaleMovie

pissing, feet, pantyhose, stockings, public, shemale, beach
10:19 80%

Nano prostate toy

6 months ago

ShemaleTaxi

small cock, prostate, masturbation
08:59 80%

Transgirl plow guts ejaculation two

4 years ago

TrannyGem

prostate, orgasm, anal orgasm
11:12 80%

Сolombian prostate cum

8 years ago

AShemaleTube

prostate
1:57:08 80%

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

2 years ago

ShemaleZ

prostate, asian
09:36 80%

Shemale Cum during Anal Compilation

7 years ago

TrannyGem

public, prostate, toys, cumshot compilation, asian
18:22 80%

Femboy rides plaything dick & cums

5 months ago

ShemaleTaxi

small cock, anal, prostate, cumshot, riding, toys, taxi
25:20 80%

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

1 year ago

ShemaleMovie

kissing, shemale, bisexual, prostate, threesome, massage, socks
05:13 80%

Sissy lady trouser snake stroking Hands Free Anal With Cumplay And Cumswallow - Jessica Bloom

2 years ago

ShemaleTaxi

shemale, prostate, orgasm, dildo, sissy, hands free
11:04 80%

Multiple Prostate Orgasms in Chastity Jessica Bloom Sissy Milking

3 years ago

xHamster

prostate, orgasm, milk, british, chastity
12:43 80%

16 dry prostate ejaculations then 1 raw orgasm at the end to finish off this amazing aneros session!

8 months ago

ShemaleMovie

masturbation, ass, orgasm, prostate, sissy, femboy
06:28 80%

Femboy outdoors nutting with large but cork

4 years ago

TrannyGem

public, prostate, teen anal (18+), outdoor, orgasm, 18, femboy
06:53 80%

Prostate Bodyrub And Suckjob

3 years ago

ShemaleZ

prostate, ass licking, webcam
05:59 80%

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

3 years ago

ShemaleZ

anal, prostate, orgasm, surprise
16:20 80%

Prostate Milking...

4 years ago

TrannyOne

prostate, milk
15:00 80%

Uber-sexy trans nymph wants to be your plaything

9 months ago

ShemaleTaxi

anal, fat, amateur, femboy, chubby
02:05 80%

乙弯突破

11 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
34:36 80%

Prostate compilation

7 years ago

TXXX

prostate, compilation, toys, cumshot compilation
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
10:12 79%

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

5 years ago

TrannyGem

train, prostate, massage, dildo, solo, sissy, anal orgasm
05:08 79%

Prostate Orgasms Cumpilation. Personalsin Collection Vol. 88

3 years ago

ShemaleZ

prostate, orgasm, cumshot compilation, orgasm compilation, solo, compilation
17:07 79%

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

4 years ago

TrannyGem

huge dildo, prostate, BBW, milk, compilation, machine, cumshot compilation
06:14 79%

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

5 years ago

TXXX

prostate, exam
09:17 79%

Small Dicked Shemale Massages Guys Prostate In Bed

5 months ago

BeMyHole

massage, small cock, shemale, prostate, domination
08:52 79%

Multiplicity Itsol porks her brains out

2 years ago

TrannyGem

small cock, prostate, massage, fetish, orgasm, milk, shemale and girl
13:54 79%

Getting Closer to the base of my Seahorse Knob

4 years ago

TrannyGem

huge dildo, prostate, orgasm, dildo, monster, hands free
10:08 78%

After numerous orgasms for more than an hour, she gobbles and sucks her own love juice and shoots a load on her shiny nude nylon and heels.

4 months ago

ShemaleMovie

pissing, pantyhose, stockings, prostate, orgasm, big tits, uniform
07:04 78%

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

2 years ago

xHamster

dildo, mexican, hands free, prostate
10:41 78%

Sapphic Stepsisters Love to Pound each other in the Bum

4 years ago

TrannyGem

teen (18+), creampie, strapon, lesbian, prostate, russian, teen anal (18+)
10:27 78%

Shemale Cumshot Prostate Compilation

6 years ago

xHamster

teen (18+), prostate, teen anal (18+), compilation, cumshot, masturbation, cumshot compilation
05:39 78%

AMAZING prostate orgasms cumshots compilation 4K

2 months ago

AShemaleTube

shemale, cumshot compilation, cumshot, compilation, orgasm compilation, prostate
06:34 78%

Jessica Bloom Deep anal Cumplay And multiple prostate Orgasms

3 months ago

ShemaleMovie

beauty, huge dildo, orgasm, crossdresser, riding, femboy
05:06 78%

Squeeze Milk

1 year ago

xHamster

prostate, sissy, small cock, shemale fucks guy, asian, crossdresser
20:08 78%

TranssexualAngel - Horny Trans Nurse Demonstrates Home Prostate Exam!

4 years ago

TrannyOne

prostate, nurse, exam

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