SHEMALE • PROSTATE 1,522 videos

Popular Latest Top rated

01:22 95%

Fembaby pops a big load while getting her prostate pounded

5 years ago

TrannyOne

prostate, asian
05:51 94%

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

1 year ago

ShemaleMovie

train, prostate, orgasm, fisting, dildo, british, ass to mouth
13:40 93%

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

3 years ago

AnySex

cute, blowjob, prostate, doctor, massage, MILF, big tits
05:21 93%

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

3 years ago

ShemaleTaxi

feet, huge dildo, prostate, orgasm, dildo, monster, sissy
05:26 93%

Aly gives herself a prostate massage

9 years ago

ShemaleZ

prostate, massage, solo
02:01 93%

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

4 years ago

TrannyGem

train, prostate, massage, orgasm, milk, masturbation, toys
34:39 92%

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

1 year ago

ShemaleZ

small cock, prostate, big tits, shemale and girl, blonde, cum in mouth, small tits
05:50 91%

Permitted To Jizz Only From Ass Fucking

2 years ago

TrannyGem

squirt, prostate, massage, orgasm, cuckold, machine, anal orgasm
03:21 91%

Handsfree jizz compilation

2 years ago

TrannyGem

prostate, orgasm, compilation, ass, cumshot compilation, orgasm compilation, sissy
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
17:26 90%

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
16:30 90%

Prostate jerking...

5 years ago

ShemaleTaxi

latex, prostate, taxi, jerking
06:15 89%

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

1 year ago

TXXX

big ass, prostate, ass, 18, exam
25:43 89%

Trans nubile got dual ejaculation with vibro

4 years ago

TrannyGem

teen (18+), prostate, teen anal (18+), orgasm, latina, double anal, vibrator
02:01 89%

When youve been edging for too long

1 year ago

TrannyGem

prostate, massage, fetish, orgasm, crossdresser, masturbation, toys
04:27 89%

The Only Way A Sissy Should Be Instructed To Jizz

2 years ago

TrannyGem

prostate, instruction, orgasm, milk, machine, sissy, anal orgasm
05:32 89%

Back Again, and firmer This Time!

7 months ago

VideoSection

pantyhose, stockings, POV, prostate, orgasm, solo, british
04:54 89%

TS doctor examines prostate to patient

5 years ago

BeMyHole

prostate, doctor, gloves, shemale fucks guy, ebony, couple
05:19 89%

Palms Free-For-All Anal Invasion Ejaculation Sissygasm Cumpilation two

4 years ago

TrannyGem

prostate, dildo, cumshot compilation, orgasm compilation, anal orgasm, hands free, chastity
08:06 89%

Unexperienced japanese t-girl miyuki 3ー3

4 years ago

ShemaleTaxi

prostate, orgasm, japanese, taxi
06:23 89%

Im So Close! She Doesnt Even Realise Shes Jism

2 years ago

TrannyGem

squirt, prostate, massage, orgasm, BDSM, milk, machine
07:06 89%

Variety Itsol In Cums Hard While Milking Her Prostate

3 years ago

ShemaleZ

prostate, big tits, solo, milk, masturbation, webcam
12:43 89%

Tranny Jenissen Tries New Vibrator Having A Prostate Orgasm

5 years ago

ShemaleZ

prostate, orgasm, solo, vibrator, webcam, toys
39:58 89%

Ts Dr. Chanel Noir: Home Prostate Exam

4 years ago

ShemaleZ

stockings, prostate, big tits, ass licking, exam
36:47 88%

Prostate Exam

2 years ago

AShemaleTube

blowjob, prostate, shemale and girl, cumshot, masturbation, exam
05:17 88%

Jessica Bloom Ass-Fuck Instructing Innocence Sissy Biotch

1 year ago

TrannyGem

cute, huge dildo, prostate, instruction, massage, orgasm, dildo
05:26 88%

Amazing Prostate Orgasms Cumshots Compilation K

3 years ago

ShemaleZ

prostate, orgasm, compilation, toys, cumshot compilation, orgasm compilation
16:20 88%

Milk cow prostate cum

3 years ago

ShemaleZ

prostate, milk, selfsuck, crossdresser
05:14 88%

Prostate climaxes cumpilation. Personalsin bevy vol. 5

3 years ago

ShemaleTaxi

prostate, orgasm, dildo, cumshot compilation, close up
09:55 88%

Prostate Fist Orgasm

4 years ago

HClips

prostate, orgasm, fisting, solo
12:19 88%

Precum running in rivulets underwear femboy pops handsfree after edging

9 months ago

TrannyGem

anal, prostate, orgasm, masturbation, sissy, hands free, femboy
18:06 88%

Lovely and bad tranny

7 years ago

TrannyGem

prostate, orgasm, redhead, masturbation, reality, vibrator, hands free
04:24 87%

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

4 years ago

TrannyGem

amateur, homemade, prostate, orgasm, lingerie, crossdresser, cumshot
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

pantyhose, stockings, prostate, fetish, orgasm, uniform, chinese
09:40 86%

Nano Prostate Toy

3 years ago

ShemaleZ

latex, prostate, asian
02:04 86%

Blessed sissygasm from mechanical BIG BLACK COCK

1 year ago

TrannyGem

cute, squirt, prostate, big ass, orgasm, milk, crossdresser
03:26 86%

Seeing Jism Seep From Her Cock-Squeezing Culo

4 years ago

TrannyGem

squirt, prostate, orgasm, bukkake, anal orgasm, hands free, chastity
18:22 86%

Femboy rides plaything dick & cums

6 months ago

ShemaleTaxi

small cock, anal, prostate, cumshot, riding, toys, taxi
13:13 86%

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

4 years ago

TrannyGem

train, prostate, 18, penis, hands free, crossdresser
05:59 86%

Prostate Massage With Handjob For A Cute Boy

2 years ago

HClips

stockings, massage, shemale, amateur, handjob, prostate
25:00 86%

Handsfree and prostate cumshots compilation

4 years ago

TrannyOne

prostate, cumshot compilation, hands free, compilation, amateur
07:09 86%

Shemale Porn Video Variety Itsol Cums Hard While Milking Her Prostate

1 year ago

TrannyOne

amateur, shemale, prostate, small tits
10:03 86%

Shemale receives asslick and prostate massage

11 years ago

xHamster

femdom, prostate, massage
11:11 86%

Hands Free Cum and Pee in Nylon

1 year ago

xHamster

pissing, anal, prostate, orgasm, nylon, hands free
10:03 86%

Attach Takes on the Ganondick

3 years ago

TrannyGem

prostate, BBC, gape, missionary, cosplay
21:07 86%

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

5 years ago

TrannyGem

muscle, prostate, monster, anal orgasm, cum while fucked
06:30 86%

Uber-Cute femboy whines while taking a guts vibro

2 years ago

TrannyGem

prostate, femboy, cosplay
06:27 85%

Powerful Sounding Till She Spunks Rock-Hard

4 years ago

TrannyGem

prostate, massage, hands free
02:45 85%

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

2 years ago

TrannyGem

feet, huge dildo, prostate, orgasm, fisting, dildo, creampie compilation
11:16 85%

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

5 years ago

TrannyGem

cute, prostate, dildo, creampie compilation, compilation, cumshot, riding
04:40 85%

Fucking Hole!! Mistress Training Prostate Orgasm Compilation

4 years ago

ShemaleZ

stockings, femdom, teen (18+), train, prostate, orgasm, fisting
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
11:20 85%

Prostate Orgasm For Bf Try No Touch

4 years ago

Upornia

prostate, orgasm
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
10:52 84%

Prostate exam went wrong...

4 years ago

MyLust

prostate, exam
07:19 84%

Deep Sounding Into Her Bladder Until She spunks

1 year ago

ShemaleTaxi

orgasm, shemale, insertion, prostate
26:05 83%

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

3 years ago

TrannyGem

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

He Cums so Hot during femdom prostate pegging fucking x

11 months ago

TrannyOne

prostate, amateur, shemale, femdom, pegging
05:17 83%

Agent Provocateur Luxury stocking

8 months ago

ShemaleMovie

pissing, feet, pantyhose, stockings, public, beach, prostate
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, amateur
25:09 83%

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

7 years ago

ShemaleZ

prostate, ladyboy
31:30 83%

Compilation shemales cum while anal fuck prostate

4 years ago

TrannyOne

prostate, 18, creampie compilation, compilation, cum while fucked
09:14 83%

SDHSERIES - Sissy Diaries Day six

5 years ago

TrannyGem

prostate, orgasm, dildo, BDSM, compilation, orgasm compilation, JOI
10:05 83%

Girl Fuck Sissy Cumshot Compilation From Prostate Massage Homemade

4 years ago

ShemaleZ

mature, prostate, massage, compilation, cumshot compilation, sissy
12:22 83%

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

4 years ago

ShemaleZ

prostate, orgasm, facial, cumshot, femboy
05:12 83%

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

9 months ago

ShemaleMovie

prostate, orgasm, bondage, BDSM, swallow, cum in mouth, slut
07:41 83%

Diversity Itsol spunks stiff while milking her prostate

3 years ago

ShemaleTaxi

feet, small cock, prostate
07:06 83%

Her reward For Taking Her Hormones Like a excellent gal

10 months ago

ShemaleTaxi

prostate, massage, insertion
27:29 83%

SDHSERIES - Sissy Diaries Day ten

5 years ago

TrannyGem

prostate, orgasm, BDSM, orgasm compilation, small tits, JOI, sissy
05:25 83%

Ultimate Prostate Orgasm Compilation: The Filthiest Collection Yet!

2 years ago

AnySex

prostate, orgasm, compilation, erotic, orgasm compilation, amateur
07:35 82%

How to have a prostate orgasm

2 years ago

AShemaleTube

amateur, solo, sissy, prostate, femboy
26:05 82%

TRANNY AND HER FIRST-EVER DVP THREEWAY!!

1 year ago

TrannyGem

amateur, mom, shemale, prostate, threesome, massage, chubby
16:24 82%

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
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
11:43 82%

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

4 years ago

TrannyGem

prostate, jeans, tight, femboy, japanese
36:48 82%

Prostate Epiphany With Erica Cherry And Whitney Wright

2 years ago

ShemaleZ

shemale, prostate
20:22 81%

Horny Trans Nurse Demonstrates Home Prostate Exam!

4 years ago

TrannyOne

prostate, nurse, exam
11:12 81%

Сolombian prostate cum

8 years ago

AShemaleTube

prostate
13:04 81%

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

5 years ago

TrannyGem

prostate, orgasm, cumshot compilation, orgasm compilation, skirt, cosplay, femboy
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
08:59 80%

Transgirl plow guts ejaculation two

4 years ago

TrannyGem

prostate, orgasm, anal orgasm
10:41 80%

Sapphic Stepsisters Love to Pound each other in the Bum

4 years ago

TrannyGem

teen (18+), creampie, strapon, lesbian, prostate, russian, teen anal (18+)
34:36 80%

Prostate compilation

7 years ago

TXXX

prostate, compilation, toys, cumshot compilation
07:32 80%

Variety Itsol shoots a load rock hard while masturbating her prostate

8 months ago

ShemaleMovie

beauty, small cock, prostate, massage, orgasm, solo, piercing
10:19 80%

Nano prostate toy

7 months ago

ShemaleTaxi

small cock, prostate, masturbation
05:57 80%

Screwing Her Clamped Honeypot Till She Jizzes Rigid

2 years ago

TrannyGem

prostate, chastity, hands free, massage, insertion, sissy
07:08 80%

Video Cums Hard While Milking Her Prostate - Variety Itsol

11 months ago

PePorn

prostate, solo, amateur
36:18 80%

Introducing You to Anal & Prostate Play

5 years ago

BeMyHole

prostate, solo, jerking, cumshot
10:27 80%

Shemale Cumshot Prostate Compilation

6 years ago

xHamster

teen (18+), prostate, teen anal (18+), compilation, cumshot, masturbation, cumshot compilation
25:20 80%

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

1 year ago

ShemaleMovie

kissing, bisexual, prostate, threesome, massage, socks, frottage
10:47 80%

Colby Tears Up Lena Kelly

5 years ago

TrannyGem

muscle, prostate, missionary
03:48 80%

Made to Spunk On Her Back From Dual Intrusion

7 months ago

TrannyGem

amateur, sissy, prostate, hands free, anal orgasm, massage
05:59 80%

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

4 years ago

ShemaleZ

anal, prostate, orgasm, surprise
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!

9 months ago

ShemaleMovie

masturbation, ass, orgasm, prostate, sissy, femboy
06:53 80%

Prostate Bodyrub And Suckjob

3 years ago

ShemaleZ

prostate, ass licking, webcam
1:57:08 80%

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

3 years ago

ShemaleZ

prostate, asian
23:56 80%

Prostate Stimulation

4 years ago

Upornia

prostate, asian, ladyboy
16:20 80%

Prostate Milking...

4 years ago

TrannyOne

prostate, milk
15:00 80%

Uber-sexy trans nymph wants to be your plaything

11 months ago

ShemaleTaxi

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

乙弯突破

1 year ago

TrannyGem

asian, shemale, teen (18+), orgasm, teen anal (18+), prostate
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
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
06:28 80%

Femboy outdoors nutting with large but cork

4 years ago

TrannyGem

public, prostate, teen anal (18+), outdoor, orgasm, 18, femboy
07:04 80%

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

2 years ago

xHamster

dildo, mexican, hands free, prostate, orgasm, solo
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
06:14 79%

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

5 years ago

TXXX

prostate, exam
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
09:21 79%

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

6 months ago

ShemaleTaxi

pissing, feet, creampie, prostate, dildo, british, babe
05:08 79%

Prostate Orgasms Cumpilation. Personalsin Collection Vol. 88

4 years ago

ShemaleZ

prostate, orgasm, cumshot compilation, orgasm compilation, solo, compilation
07:28 79%

Asian sissy femboy squirt hands-free multiple time

1 year ago

xHamster

pissing, squirt, prostate, asian, orgasm, hairy, japanese
13:25 79%

Petite young shemale getting fabulous prostate massage

2 years ago

PornLib

shemale, prostate, massage
13:54 79%

Getting Closer to the base of my Seahorse Knob

4 years ago

TrannyGem

huge dildo, prostate, orgasm, dildo, monster, hands free
08:52 79%

Multiplicity Itsol porks her brains out

2 years ago

TrannyGem

cute, small cock, prostate, massage, fetish, orgasm, milk
09:17 79%

Small Dicked Shemale Massages Guys Prostate In Bed

6 months ago

BeMyHole

massage, small cock, shemale, prostate, domination, latina
12:34 78%

Mistress milking victims schlong and playing a faux-cock in his ass

1 year ago

ShemaleMovie

femdom, shemale, prostate, massage, tease, dildo, BDSM
18:59 78%

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

4 years ago

TrannyGem

prostate, massage, fetish, orgasm, milk, babe, chastity

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