SHEMALE • PROSTATE 1,465 videos

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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

huge dildo, prostate, orgasm, dildo, gape, hands free
24:08

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

1 year ago

ShemaleMovie

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35:35

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5 years ago

ShemaleMovie

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07:22

Prostate cum and peegasm from anal play

2 years ago

xHamster

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05:31

Tranny Gets Prostate Milk With Butt Plug In Ass & Backwards Blowjob Cumshot

6 years ago

ShemaleZ

prostate, MILF, milk
10:27 60%

Punk Femboy Rails Ginormous Fucktoy - Quadruple Sissygasm

9 months ago

TrannyGem

prostate, fetish, orgasm, riding, goth, sissy, gape
06:05

Trans Emma instructing To spunk Like A Good girl

1 year ago

ShemaleMovie

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01:53

Hands Free Prostate Orgasm Ruined

8 months ago

PePorn

hands free, prostate
15:45

Compilation orgasm prostate 480p

7 years ago

AShemaleTube

prostate, orgasm, compilation, orgasm compilation
05:54

Guts Ejaculations Cumpilation. Personalsin Bevy Vol. 25

5 years ago

TrannyGem

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04:39

Dildo fucking part2 No hands cum prostate milking Jan172021

5 years ago

xHamster

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03:10

CHINESE CD in sexy lingerie dLIdoing and prostate orgasm

11 years ago

AShemaleTube

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10:41 67%

Girl-On-Girl stepsisters love to plow each other in the backside

4 years ago

TrannyGem

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21:06

Crossdresser in baby lady sploogs and urinates, then ejaculates repeatedly

6 months ago

HDSex

prostate, dildo, japanese
15:02

Trap Finishes Off while railing a Monster Fake Penis

4 years ago

TrannyGem

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05:57 83%

Screwing Her Clamped Honeypot Till She Jizzes Rigid

2 years ago

TrannyGem

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10:10

Gorgeous enjoy: gig 13 Red mistress

11 months ago

ShemaleMovie

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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

9 months ago

ShemaleZ

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08:14

Charlie.Dee Bumpy Makes Me b.

11 months ago

ShemaleMovie

crossdresser, teen (18+), dildo, prostate
09:08

Small Dicked shelady Massages boys Prostate

6 years ago

ShemaleZ

prostate, massage, small cock
10:10

Harmless Trans Church woman Has Multiple Anal ejaculations With Cumswallow

3 years ago

ShemaleTaxi

prostate, orgasm, anal orgasm
08:08

Transgender Slut Dildo Fun leads to Prostate Orgasm (Japanese-Filipino)

3 years ago

TrannyOne

prostate, orgasm, filipina, slut
10:05

Lots of Whorish Sissy Bootie Have Fun Jessica Bloom

9 months ago

TrannyGem

big ass, sissy, prostate
10:41

Multiple assfuck Sissy orgasms in Chastity Cage & Then Unlocked Massive Cumshot Jessica Bloom

3 years ago

HDSex

prostate, orgasm, chastity, dildo
26:40

Nubile transsexual NURSES six - Scene 3

5 years ago

ShemaleTaxi

prostate, doctor, nurse, uniform, spanking, taxi
22:37

Adorable trap femboy climaxes forearms free-for-all from petting mighty wand ( sissy instructing )

4 years ago

TrannyGem

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05:43

Abh052 in purity prostate rubdown and incontinence twice

4 years ago

ShemaleTaxi

prostate, chinese
04:54 86%

TS doctor examines prostate to patient

5 years ago

BeMyHole

prostate, doctor, gloves, shemale fucks guy, ebony, couple
01:25

Big beautiful prostate cumshot

6 years ago

xHamster

prostate, ass, toys
02:52

All-Natural grease

2 years ago

TrannyGem

sissy, prostate
05:46

[Prostate massage] A mans daughter who feels too comfortable and gets messed up many times ♡

3 years ago

TrannyGem

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07:36

Jessica Bloom Takes 16 Inch dildo Then guzzles Her jizm

2 years ago

ShemaleTaxi

orgasm, dildo, prostate, train
10:26

Marvelous Transgender Encaged Sissygasms & Rectal Opening Up - Fat Fake Penis Guts Ejaculations Jessica Bloom

4 years ago

TrannyGem

fat, prostate, penis, gape, chastity
02:50

Sissy squat dildo ride with little sissygasm

4 years ago

TrannyOne

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07:21

Damn I was so close! :( yam-sized ruined prostate orgasm. Thick anal dildo ride made me shriek like a mega-bitch

3 years ago

ShemaleTaxi

feet, prostate, orgasm, dildo, gape
10:57

Monster Dildos Cause Insane Prostate Orgasms & Accidental Pissing!

5 years ago

ShemaleZ

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15:12

Nurse Selene Need A Sample. Prostate Massage Huge Cumshot

2 years ago

ShemaleZ

massage, nurse, prostate
15:37

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

5 months ago

XXXDan

prostate, missionary
06:14

Shemale Lisha Prostate Pleasure Bodysuit

10 years ago

JizzBunker

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+)
20:02

Prostate and anal milking

4 years ago

TrannyOne

prostate, milk, hardcore
15:01

Asian Crossdresser student uniform is faux-cock masturbation

2 years ago

ShemaleTaxi

student, japanese, prostate
04:59

Ts Julee Love Cums With No Erection - Prostate Orgasm

3 years ago

ShemaleZ

prostate, orgasm
07:53

Transgender Slut Dildo Fun leads to Prostate Orgasm (Japanese-Filipino)

6 years ago

ShemaleZ

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08:10

FIRST TIME PEGGING! wazoo plowing, Pegging, And Prostate Milking

7 years ago

HClips

latex, prostate, milk, tattoo, pegging, first time
10:52

Extreme Sissygasm money-shot, autofellatio & Foot Fetish Camshow Highlights

3 years ago

ShemaleTaxi

feet, prostate, money
07:33

Asian Crossdresser schoolgirl gets plumbed by sex machine

1 year ago

ShemaleMovie

asian, masturbation, machine, prostate
06:15

Avery Jane giving Leilani Li and Ariel Demure some prostate massages

12 months ago

AShemaleTube

bareback, massage, threesome, big cock, prostate
04:04

Sissy has concluded everything

3 years ago

TrannyGem

train, prostate, orgasm, sperm
10:04

Transgender Pounds Her Prostate For A Sissygasm

2 years ago

HClips

prostate
53:00 67%

Compilation legitimate - Smashing Machine - Guts Wanking - Anal Invasion Climax Sissygasm

6 years ago

TrannyGem

prostate, orgasm, machine, orgasm compilation, femboy
17:17

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

1 year ago

xHamster

amateur, prostate, cumshot, dildo, hands free
11:43

Tranny Jenissen orgasming while playing with her prostate

6 years ago

ShemaleZ

prostate, orgasm
25:08

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

6 months ago

HDSex

anal, orgasm, crossdresser, femboy, prostate
06:44

TS Bailey Jane Handsfree Cumshots

2 years ago

xHamster

dildo, hands free, prostate
07:03 63%

How to Sate a Black Dude (Utter movie on OF & MV)

8 months ago

TrannyGem

pissing, black, prostate, interracial, asian, polish, orgasm
10:15

Cooking With Jessica Bloom - Banana & Sissy Testicle Tonic Salad

4 years ago

TrannyGem

squirt, prostate, swallow, food, hands free
10:15

Trans assfuck handballing and mini-rosebud in innocence

3 years ago

TrannyGem

pantyhose, prostate, fisting, heels, goth
01:35

SEXY EBONY TRANS ENJOYS PROSTATE COCK RING

2 years ago

AShemaleTube

ebony, small cock, prostate, big ass, masturbation, big cock
06:05

Plugged Sissy Cosplayer Prostate Orgasm And Self Facial

4 years ago

ShemaleZ

prostate, orgasm, facial, cosplay
10:52

Extraordinary Sissygasm cum-shot, self sucking & Foot Fetish Camshow Highlights

4 months ago

ShemaleMovie

anal, feet, ladyboy, cumshot, prostate
05:25

Tgirl gives herself a Prostate massage

11 years ago

xHamster

prostate, massage
06:50

Femboy Rides A Big Dildo And Cums Up With Prostate Massage ( Fuck Anal )

3 years ago

ShemaleZ

prostate, massage
07:16

[Mesuiki mans daughter] Mans daughter panting with prostate massage ♡

3 years ago

TrannyGem

prostate, massage, japanese, cosplay, japanese massage
04:36

Carli4bbc prostate milking with humiliation from Mistress T

9 years ago

xHamster

femdom, prostate, milk
07:33

Miyuki solo play prostate orgasm

2 years ago

xHamster

latex, prostate, japanese, hands free
02:21

Karla's ass always wants cock give me your dick daddy fuck me hard

3 years ago

xHamster

anal, prostate, latina
05:30

This Is What A Double Sissy Prostate Orgasm Looks Like 6 Min

2 years ago

ShemaleZ

prostate, orgasm, sissy
05:03

Prostate sissygasm

1 year ago

AShemaleTube

homemade, anal, prostate
16:05

SEXマシーンオナホ配信3日目　シコシコされてメスイキしながらオスイキしちゃう動画 OKプロステートチップ 2021-07-13_2

4 years ago

TrannyGem

prostate, bondage
23:47

[Japanese Femboy - FULL] Protracted Popshot of Palms Free-For-All Jism and Mitt Job !

2 years ago

TrannyGem

prostate, orgasm, sissy, anal orgasm, hands free, cosplay
05:05

Japanese Crossdresser Jizz Shot Compilation 01

4 years ago

TrannyGem

prostate, orgasm, cumshot compilation, orgasm compilation, jerking
11:55

Jessica Bloom Sissygasm Guide & How A good slut Cleans Up

11 months ago

ShemaleMovie

shemale, anal, prostate, orgasm, dildo, slut
10:37

Railing a ten Inch Faux-Cock In Virginity Splashing Sissygasms & Soles Neat Up For Dominatrix

4 years ago

TrannyGem

feet, prostate, slut, JOI, chastity
05:19

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

3 years ago

TrannyGem

prostate, dildo, cumshot compilation, orgasm compilation, anal orgasm, hands free, chastity
03:15

Ass Fucking climax

3 years ago

TrannyGem

prostate, russian, orgasm, sperm
05:30

Guts Climaxes Cumpilation. Personalsin Bevy Vol. 33

5 years ago

TrannyGem

prostate, cumshot compilation, hands free
2:36:34

Nvh-008 Poke Deep Into The Prostate With A Real Cock!

2 years ago

Upornia

threesome, asian, BDSM, prostate
05:30

Sucking My ass Juice Off My Finger & Squirting In Your Face

4 years ago

xHamster

squirt, prostate, orgasm, BBW, anal orgasm
04:42

CD Handsfree Prostate Orgasm Compilation

10 years ago

xHamster

prostate, orgasm, orgasm compilation, hands free
05:25

Rigid Spunk-Pump Ass-Fuck Ejaculations From F Machine And Pegging - Jessica Bloom Guts Fapping

1 year ago

TrannyGem

femdom, strapon, prostate, orgasm, babe, machine, pump
11:24

Numerous Sissygasms, Jizz Munching, Caboose Butt-Plugs And Assfuck Palms Free-For-All Joy CD TRANSSEXUAL Trans Tgirl Jessica Bloom

4 years ago

TrannyGem

prostate, swallow
19:49

Lovely lil trap rectal instructing

4 years ago

TrannyGem

train, prostate, instruction, riding
14:44

制服女装オナニーピストンマシンに気持ちいい所を突かれ続けてトコロテン

2 years ago

ShemaleTaxi

POV, prostate
17:05

Miyuki masturbation

1 year ago

xHamster

latex, prostate, orgasm, japanese, big tits, toys, vibrator
10:02

Numerous Sissygasms Douche My Soles in Jizz - Assfucking Fake Penis Have Fun Jessica Bloom

4 years ago

TrannyGem

feet, prostate, shower, penis, cum in ass
05:24

AB066 2 ballet nymph kittle play glans session - 双人芭蕾舞蹈挠痒游戏和龟头调教

11 months ago

ShemaleTaxi

pantyhose, shemale, prostate, gloves
08:22

Cumhots conpilation, anal orgasm

3 years ago

xHamster

prostate, orgasm, compilation, cumshot compilation, orgasm compilation, anal orgasm
05:01

Hold your Color! - Subliminal Mindfuck PMV - T-Models and Women

6 years ago

TrannyGem

squirt, prostate, orgasm, cumshot compilation, orgasm compilation
04:10

Sabrina Hand Free

5 years ago

xHamster

french, prostate, orgasm, hands free
07:40

Clown domme wanking Sissy prostate and Fucking BoiPussy

3 years ago

ShemaleTaxi

prostate, femboy
10:03

Super-cute Femboy spreading her fuck-hole.

3 months ago

ShemaleTaxi

shemale, sissy, crossdresser, solo, femboy, prostate
05:30

Pastel goth Futa belly Bulged

6 months ago

ShemaleMovie

anal, orgasm, futanari, prostate
04:58

CD fucks her prostate and cums twice.mp4

6 years ago

xHamster

prostate
05:18

Stepmom Jessica Bloom teaches you how to enjoy anal like a pro sissy

3 months ago

XXXVogue

femboy, stepmom, prostate
01:06

Smash the boyfriend 'til the orgasm

3 years ago

xHamster

mature anal, prostate, orgasm, latina, mexican, boyfriend
11:08

Self Deep-Throating, Sissygasm T-Model Money-Shots - Jessica Bloom Camshow Highlights

4 years ago

TrannyGem

prostate, money, british, selfsuck
40:25

OfficeSuit, Femboy & AnalMasturbation: The Ultimate masterpiece!

1 year ago

ShemaleMovie

shemale, crossdresser, prostate
08:10

Joey Likes Prostate Milking With Sissgasm Xhhsp

3 years ago

HClips

prostate, milk
03:58 56%

Prostate Milking With Vibe Dildo & Sexy Fart with Gape

4 years ago

xHamster

farting, prostate, teen anal (18+), orgasm, japanese, gape
23:25

2026 Handsfree Cumshot Prostate Jet. Part 1

3 months ago

$$ FapHouse

amateur, shemale, hands free, prostate
12:10

Sissy Spunks with two magic wands! Assfuck guts pre-spunk trickle and rock-hard shooting jizz at the end! Fat flow!

4 years ago

TrannyGem

fat, prostate, vibrator, skirt, cum in ass
04:20

Miyuki solo play 3

2 years ago

xHamster

prostate, orgasm
10:16

Mimsy stroking in the Bl

1 year ago

ShemaleMovie

solo, goth, crossdresser, sissy, prostate
15:10

Crossdresser with BIG BLACK COCK fuck stick

6 months ago

TrannyGem

amateur, crossdresser, prostate
10:23

Femboy deep rails a large fake penis and loves ( sissy trap cd smash transsexual dame )

4 years ago

TrannyGem

train, prostate, massage, dildo, riding, girlfriend, penis
01:15

Futa Loba Webcam Show

3 years ago

xHamster

prostate, orgasm, cartoon, futanari
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
06:26

Ladyboy Am Gets Prostate Massaged With A Toy And Raw

3 years ago

ShemaleZ

prostate, massage
02:15

Sissy prostate cumshot in steel chastity

5 years ago

AShemaleTube

prostate, uniform, sissy, chastity
09:30

Get Yourself A Girl That Pokes You Prostate

2 years ago

ShemaleZ

shemale and girl, shemale fucks guy, prostate
23:12

Milking my prostate and Getting impaled on an Indiana Jones artifact :3

6 years ago

ShemaleZ

prostate, milk, crossdresser, teen (18+)
14:05

Internal cumshot with prostate milk

1 year ago

ShemaleTaxi

toys, femboy, prostate
12:05

Beka Banks Romps her Math Educator So She Can Graduate

1 year ago

TrannyGem

ebony, fat, strapon, prostate, orgasm, fisting, orgy
04:13

Ravaged On Her Back Till Her Tiny Clitty Pours Out

2 years ago

TrannyGem

prostate, massage, orgasm, machine, JOI, BBC, anal orgasm
24:19 67%

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

9 months ago

TrannyGem

mom, femdom, strapon, huge dildo, prostate, orgasm, fisting
21:57

Prostate milking with cum cupcake

3 years ago

JizzBunker

pissing, prostate, fetish, orgasm, milk, vibrator
14:07

Anguish and Sensation: Guts Ejaculations and Nip Forceps with a Mammary Orgasm

1 year ago

TrannyGem

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05:47 60%

Forearms free prostate orgasm

2 years ago

ShemaleTaxi

prostate, orgasm
07:00

Barbara Perez in Prostate Orgasm - DreamTranny

11 months ago

TXXX

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