SHEMALE • PROSTATE 1,401 videos

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04:06

[Mans daughter is female] Commits anal pussy with prostate massage ♡

3 years ago

TrannyGem

prostate, massage, cosplay, japanese massage
09:38

Miyuki solo play 2-1

1 year ago

xHamster

orgasm, japanese, prostate
06:28 79%

Femboy outdoors nutting with large but cork

3 years ago

TrannyGem

public, prostate, outdoor, orgasm, 18, femboy
10:18

Jessica Bloom Railing Monster Fuck Sticks - Numerous Anal Invasion Ejaculations In Purity

4 years ago

TrannyGem

pissing, prostate, monster, chastity
23:12

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

6 years ago

ShemaleZ

prostate, milk, crossdresser, teen (18+)
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, masturbation, gape, hands free
07:01

Butt Plug fuck stick Gives me multiple prostate Sissygasms

3 years ago

ShemaleMovie

prostate, british
05:44

Bevy of ejaculations VI. Nickita Eloise

4 years ago

TrannyGem

doll, prostate, orgasm, hands free
06:50

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

2 years ago

ShemaleZ

prostate, massage
07:09

Shemale Bruna Castro gets her prostate fingered

1 year ago

ShemaleTaxi

anal, shemale, prostate
02:01 94%

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

3 years ago

TrannyGem

train, prostate, massage, orgasm, masturbation, machine, anal orgasm
05:57

SISSY FUCKMACHINE ORGAZM SUPER-HOT BUM

4 years ago

TrannyGem

train, prostate, orgasm, anal orgasm, hands free
27:30 40%

The coyote shocked JJ with more than 100 gears. The 7cm thick vibrating anal plug stirred the chrysanthemum point, and finally ejaculated twice continuously, and the thick semen kept flowing to the thighs.

3 years ago

TrannyGem

prostate, electro, vibrator, hands free
05:10

Sasha Earth, sissy slut with small milky dildo gets pounded with toys and masturbates her immense ass in the bathroom

2 months ago

ShemaleMovie

ladyboy, masturbation, bathroom, femboy, solo, prostate
19:06

Japanese Crossdresser

3 years ago

TrannyGem

prostate, japanese
02:42

Trans nymph milks her powerless and precocious mini beefstick with a massager

1 year ago

TrannyGem

shemale, sissy, femboy, vibrator, massage, prostate
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
07:36

Jessica Bloom Takes 16 Inch dildo Then guzzles Her jizm

1 year ago

ShemaleTaxi

orgasm, dildo, prostate, train
10:43

John Thomas Playthings Faux-Cock Unboxing #2 Jessica Bloom

2 years ago

TrannyGem

prostate, monster, anal orgasm
12:30

Femboy Cd Transgirl Having joy with fake penis and jizm

4 years ago

TrannyGem

prostate, penis
22:58

[Aneros] practice sweet sensation with TEMPO and heavy orgasms with HELIX

9 months ago

ShemaleMovie

femboy, massage, prostate
06:37

Young Femboy Prostate Orgasm Hands Free By Big Black Dick

2 years ago

ShemaleZ

prostate, orgasm, BBC, hands free
10:03

Attach Takes on the Ganondick

3 years ago

TrannyGem

prostate, BBC, gape, missionary, cosplay
11:29

Femboy gets enjoyment from a string-on

1 year ago

ShemaleTaxi

domination, femboy, BDSM, strapon, cosplay, prostate
11:57

Plugged Femboy Cosplayer Prostate Orgasm and Self-Facial On Cam (PREVIEW)

6 years ago

ShemaleZ

prostate, fetish, orgasm, facial, toys, cosplay
19:59

Wholesome self facial cumshot CEI with futa orc (Expressed reupload+ feral) Chastity feminization Assfuck JOI/

3 years ago

TrannyGem

femdom, prostate, instruction, facial, shemale and girl, futanari, JOI
06:15

Whitney Wright anal fucked by Erica Cherry

2 years ago

PornGem

kissing, prostate
04:21

NOX and m0Xie - peer-tension leads to sheer gusto

4 years ago

TrannyGem

train, prostate
29:41

Jerks off horny latte and massages his prostate with a fat dildo

3 years ago

xHamster

fat, prostate, massage, jerking
03:08

Sensitive angel cosplayer heavy vibing butt-plug wiggling climax

2 years ago

TrannyGem

prostate
20:59

The ladyboy That Takes It In The Fanny - gig 1

4 years ago

ShemaleTaxi

public, voyeur, prostate, nylon, hardcore
15:58

Asian CD Milks Her Prostate with Dildo

6 years ago

ShemaleZ

prostate, milk
04:10

Sabrina Hand Free

5 years ago

xHamster

french, prostate, orgasm, hands free
05:45

ABH052 fancy she-creature in chastity prostate rubdown and incontinence twice

4 years ago

ShemaleTaxi

pantyhose, prostate, chinese, chastity, teen (18+)
21:25

Femboy Room31 anal invasion edging

11 months ago

ShemaleMovie

small tits, femboy, masturbation, prostate
01:58

Trembling Prostate Orgasm 2

5 years ago

xHamster

german, mature anal, prostate, orgasm, anal orgasm
11:42

Miyuki solo ploy 2 on 1

2 years ago

xHamster

prostate, double anal
04:54 90%

TS doctor examines prostate to patient

4 years ago

BeMyHole

prostate, doctor, gloves, shemale fucks guy
01:34

HA46Insert prostate vibrator, pass by people in a crowded building, and almost be discovered

1 year ago

AShemaleTube

stockings, prostate, big ass, outdoor, crossdresser, chinese, vibrator
14:11

Domina helps sissy tramp boy to spunk on his face after 7 days abstinence

4 months ago

ShemaleMovie

femdom, shemale, prostate, couple, massage, BDSM, ass licking
05:18

Rectal instructing Jessica Bloom caged & Uncaged Sissygasms

7 months ago

ShemaleTaxi

beauty, huge dildo, prostate, instruction, orgasm, fisting, british
02:43

Sissygasm spunking compilation four

2 years ago

TrannyGem

prostate
01:06

Smash the boyfriend 'til the orgasm

2 years ago

xHamster

mature anal, prostate, orgasm, latina, mexican, boyfriend
05:16

Anal Training Jessica Bloom Caged & Uncaged Sissygasms

9 months ago

xHamster

dildo, prostate
09:28

Bride, femdom strapon

4 years ago

VideoSection

bride, femdom, strapon, prostate, wedding
09:53

Prostate Milking With Bbd 21-apr-2020

2 years ago

Upornia

prostate, 18
03:58 56%

Prostate Milking With Vibe Dildo & Sexy Fart with Gape

3 years ago

xHamster

farting, prostate, teen anal (18+), orgasm, japanese, gape
07:00

Dani Peterson in Beautiful Dani Peterson Prostate Penetration - DreamTranny

7 months ago

TXXX

prostate, bareback
11:39

Prostate Milking Sexy Shemale With 12 Inches Of Hard Dick Making Her Squirt Everywhere

3 years ago

TXXX

squirt, prostate, milk
19:41

First-timer chinese t-girl miyuki prostate & stroke orgasm

4 years ago

ShemaleTaxi

prostate, orgasm, chinese
01:58

Crossdresser anal sex rides dildo home

3 years ago

xHamster

prostate, dildo
06:14

Sissy Guide - How to Anal Orgasm in Chastity Cage - Jessica Bloom

1 year ago

xHamster

sissy, chastity, prostate
13:55

Creampie with prostate milk

1 year ago

AShemaleTube

bareback, femboy, homemade, prostate
10:05

Lots of Whorish Sissy Bootie Have Fun Jessica Bloom

3 months ago

TrannyGem

big ass, sissy, prostate
01:39

Prostate milking a sissy cow K short clipp

5 years ago

AShemaleTube

prostate, milk
18:04

Japanese Crossdresser college girl gets drilled by sex machine

8 months ago

ShemaleMovie

prostate, orgasm, japanese, dildo, college, toys, machine
04:19

Femboy finishes off from getting romped by shagging machine

9 months ago

TrannyGem

prostate, massage, fetish, orgasm, machine, anal orgasm, hands free
05:38

Sayuki Solo prostate vibrator

3 years ago

ShemaleTaxi

prostate, vibrator
06:54

Femboy gives himself a prostate climax. felt so supreme!

3 years ago

ShemaleTaxi

prostate, shy, femboy
20:31

TranssexualAngel - crazy Trans Nurse displays Home prostate Exam!

10 months ago

ShemaleMovie

shemale, big tits, big ass, nurse, exam, prostate
09:51

Dumb super-bitch pummels a fleshlight and plays with her donk

2 years ago

TrannyGem

fleshlight, cute, prostate
13:13

Ridding Knotted dildo Gives powerful Sissygasms & cum Eating Sexy Transgirl Jessica Bloom

3 months ago

ShemaleMovie

amateur, big cock, prostate, sissy, riding
03:24

Lisha: Prostate Pleasure Bodysuit

10 months ago

SomePorn

big ass, prostate
11:24

Sissy Oksana_anal teaching and ass-hole close-up show_sc.73

3 years ago

TrannyGem

train, prostate, close up, anal orgasm, chastity
01:15

Futa Loba Webcam Show

3 years ago

xHamster

prostate, orgasm, cartoon, futanari
15:33

Blonde femboy lingerie cum, forearms free lil cock squirt

2 months ago

ShemaleMovie

crossdresser, russian, dildo, sissy, femboy, prostate
10:18

Plumb Machine Sissygasm masturbating Jessica Bloom cums Multiple Times

5 months ago

ShemaleMovie

sissy, dildo, crossdresser, machine, big cock, prostate
03:32

Just warming up for all the sissygasms

2 years ago

xHamster

prostate, orgasm, hands free
06:11

Miyuki Outdoor Masturbation

10 months ago

xHamster

japanese, latex, public, vibrator, outdoor, prostate
05:11

Nasty Gimp Enby with Fucktoys (pt 1)

4 months ago

TrannyGem

amateur, big ass, prostate, femboy
09:51

Femboy Crossdresser has Large Handsfree Money-Shot with Jean Cut-Offs

5 years ago

TrannyGem

prostate, money, jeans, hands free, masturbation, femboy
10:15

Trans assfuck handballing and mini-rosebud in innocence

3 years ago

TrannyGem

pantyhose, prostate, fisting, heels, goth
20:03

Sasha Earth have fucky-fucky at home with fuck stick

7 months ago

ShemaleMovie

prostitute, crossdresser, homemade, amateur, BDSM, prostate
10:19

Unspoiled Bliss: Vibing the Spunk out of my Schlong after many Guts Ejaculations

1 year ago

TrannyGem

femboy, orgasm, prostate, chubby
22:19

All of my prostate milking compilation in2014 full version

3 years ago

ShemaleTaxi

prostate, massage, milk, taxi
05:48

Entrainement assfucking - orgasme without les mains

9 months ago

TrannyGem

prostate, orgasm, milk, sissy, hands free, femboy
10:23

Jessica Bloom Whorish Sissy Stroking into Glass With Cumswallow

3 years ago

TrannyGem

prostate, orgasm, glasses, swallow, heels, slut, anal orgasm
01:49

Hands free cum from anal toy,huge load

2 years ago

xHamster

prostate, romanian
08:13

Amateur shemale miyuki

3 years ago

xHamster

latex, prostate, orgasm, japanese
07:33

女装オナニーメイド服の男の娘ディルド騎乗位でピストンオナニー #Japanese Crossdresser getting off

2 years ago

ShemaleMovie

prostate, japanese
05:01

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

6 years ago

TrannyGem

squirt, prostate, orgasm, cumshot compilation, orgasm compilation
21:57

Prostate milking with cum cupcake

2 years ago

JizzBunker

pissing, prostate, fetish, orgasm, milk, vibrator
06:27 89%

Machine Porked Till She Pops In Her Underpants 4K

1 year ago

TrannyGem

pantyhose, squirt, prostate, panties, machine, anal orgasm, hands free
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
23:47

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

1 year ago

TrannyGem

prostate, orgasm, sissy, anal orgasm, hands free, cosplay
09:53

Slow Prostate Orgasm

2 years ago

BeMyHole

POV, prostate, orgasm, milk, jerking, ass, heels
02:25

No fapping needed for femboy to jizz while drilled

4 months ago

TrannyGem

creampie, prostate, massage, fetish, orgasm, cumshot, machine
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
05:19

Mitts Free-For-All Ass Fucking Ejaculation Sissygasm Cumpilation 7

10 months ago

TrannyGem

cumshot, cumshot compilation, prostate, orgasm compilation, chastity
06:14

Shemale Lisha Prostate Pleasure Bodysuit

10 years ago

JizzBunker

prostate
03:14

Asian CD prostate cum

7 years ago

AShemaleTube

prostate
05:33

Assfucking handsfree cum shot by boink machine

2 years ago

TrannyGem

prostate, hands free
04:08

Inexperienced asian she-creature miyuki two

3 years ago

TrannyGem

latex, prostate, orgasm
07:47

Prostate climaxes cumpilation. Personalsin bevy vol. 81

1 year ago

ShemaleTaxi

cumshot compilation, prostate
24:19 67%

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

4 months ago

TrannyGem

mom, femdom, strapon, huge dildo, prostate, orgasm, fisting
11:58

Trans Jenissen orgasme en jouant avec sa guts

4 years ago

TrannyGem

prostate, massage, orgasm, glasses
10:51

GenderX - Transgender Nurse Gives Utter Figure Corporal Check-Up

4 years ago

TrannyGem

prostate, nurse, exam
07:02

Hot Tgirl Jessica Bloom butt butt-plug Dildo Gives Multiple Prostate Sissygasms

2 years ago

ShemaleMovie

prostate
07:07

伪娘被炮机干到喷精

5 months ago

TrannyGem

sissy, cumshot, crossdresser, prostate
23:43

Sissygasm Contest Day 1 - Sissy Trap Man Rails Faux-Cock

3 years ago

TrannyGem

train, prostate, massage, contest, chastity
11:08

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

3 years ago

TrannyGem

prostate, money, british, selfsuck
08:31

Femboy SISSY Forearms Free-For-All Jism buttfuck rock-hard

3 years ago

TrannyGem

femdom, train, prostate, orgasm, anal orgasm, hands free
06:15

Avery Jane giving Leilani Li and Ariel Demure some prostate massages

6 months ago

AShemaleTube

bareback, massage, threesome, big cock, prostate
10:06

Giant Backside Fuckin Deep Foray and Fake Penis Railing ( Sissy Femboy Trap TRANSSEXUAL )

4 years ago

TrannyGem

train, prostate, massage, teen anal (18+), dildo, close up, penis
01:16

Master Remote plays with Sissy Prostate Milker

3 years ago

xHamster

latex, prostate, massage
07:45

Prostate Orgasms Cumpilation. Personalsin Collection Vol. 20

5 years ago

BeMyHole

prostate, orgasm, cumshot compilation, orgasm compilation
17:13

Femboy kneads a rigid beefstick and bum and blows a load with sheer pleasure ( sissy trap )

4 years ago

TrannyGem

train, prostate, massage, bondage
02:01 91%

When youve been edging for too long

3 months ago

TrannyGem

shemale, prostate, massage, fetish, orgasm, crossdresser, masturbation
15:07

Backside Boned Femboy Shoots A Load Super-Steamy Arms Free-For-All (Opened Up Crevasse Likes)

4 years ago

TrannyGem

train, prostate, hands free, femboy, crossdresser
05:03

Jessica Bloom Gigantic Faux-Cock Makes me Splatter! Ass-Fuck Sissygasms

4 years ago

TrannyGem

squirt, prostate, orgasm, british
10:15

Cooking With Jessica Bloom - Banana & Sissy Fluid Salad

4 years ago

TrannyGem

squirt, prostate, swallow, food, hands free
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
05:02

Jizzing Compilation by Deep Tantra (#1)

4 years ago

TrannyGem

huge dildo, prostate, orgasm, fisting, dildo, oil, orgasm compilation
07:26

Prostate massage in PVC

4 years ago

ShemaleTaxi

prostate, massage
12:26

Sissygasm Guide & How A Superb Tramp Cleans Up - Jessica Bloom

4 years ago

TrannyGem

prostate, hands free, crossdresser
18:12

Watch Me Sit on the Sex Machine and Squirt Prostate Fluid and Urine Multiple Times

3 months ago

$$ FapHouse

homemade, prostate, machine, mature
02:11

Japanese ladyboy prostate milking

5 years ago

AShemaleTube

prostate, milk, homemade
15:39

Femboy Rails Firm and Bangs an Rump with a Immense Fuck Stick and Gets an Rectal Ejaculation

4 years ago

TrannyGem

train, prostate, orgasm
02:59

Dildo play at home waiting for the real large dick to ride him as soon

2 years ago

xHamster

prostate
06:38

Octobre 2022: premier orgasme de cette femboy avec ce putain de gode extraordinary

1 year ago

TrannyGem

cute, french, prostate, orgasm, blonde, heels, sissy

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