SHEMALE • PROSTATE 266 videos

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20:22 82%

Horny Trans Nurse Demonstrates Home Prostate Exam!

4 years ago

TrannyOne

prostate, nurse, exam
34:36 76%

Prostate compilation

6 years ago

TXXX

prostate, compilation, toys, cumshot compilation
36:09 72%

Jyosou Bishonen Prostate Lesson Prostate Lesson Mizuki Yukirin Crossdressing Beautiful Boy

8 months ago

XXXDan

amateur, crossdresser, japanese, beauty, shemale, prostate
26:05 83%

TRANNY AND HER FIRST-EVER DVP THREEWAY!!

7 months ago

TrannyGem

amateur, mom, shemale, prostate, threesome, massage, chubby
17:07 85%

Odor prostate wanking JOI 4K

4 months ago

HDSex

POV, solo, JOI, shemale, masturbation, prostate
25:11 75%

Sissygasm Compilation! Trans Konchaut Bez Ruk Podborka! Prostate Milking

3 years ago

Upornia

prostate, milk, compilation
15:36

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

5 days ago

ShemaleZ

shemale, shemale fucks guy, doctor, babe, big tits, prostate
39:58 89%

Ts Dr. Chanel Noir: Home Prostate Exam

3 years ago

ShemaleZ

stockings, prostate, big tits, ass licking, exam
18:49 50%

Miruku Aima Prostate Squirt Sex

9 years ago

xHamster

squirt, prostate, ladyboy
24:29 69%

Handsfree And Prostate Cumshots Compilation

4 years ago

Upornia

prostate, compilation, cumshot compilation, hands free, solo
26:05 84%

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

2 years ago

TrannyGem

mom, shemale, prostate, massage, chubby, wife, MILF
19:04 57%

Young Femboy Gropes Cock and Ejaculates from Groping the Butthole ( Sissy Trap )

4 years ago

TrannyGem

cute, teen (18+), prostate, groped, massage, teen anal (18+), milk
45:23 63%

Dani Peterson Prostate Penetration

4 years ago

TXXX

prostate, stockings
20:15

My first sissy climax with Lovense, jiggling like crazy and hands-free

1 week ago

XXXVogue

shemale, sissy, hands free, prostate
1:06:09 61%

Bang The spunk Out Of Him Trans Compilation 1-4

4 months ago

ShemaleTaxi

creampie, prostate, orgasm, creampie compilation, compilation, big cock, cumshot compilation
2:17:13

Bokd-291 Prostate Is Thrusted Violently And Milk Leaks Out In A Squirting Sex Renka Yuzuki

1 year ago

ShemaleZ

shemale, asian, prostate, stockings, squirt, lingerie
21:13 67%

PIG PET (2022, Horror film) - female dominance pegging with fisting,prostate jacking and fisting self jizz

2 years ago

ShemaleMovie

shemale, strapon, prostate, fisting, short hair, pegging, sissy
35:04 60%

Wonderful tgirl Angel fake penis training

2 months ago

ShemaleMovie

small tits, anal, shemale, prostate, masturbation
17:36 53%

French Maid pulverizes ladyboy

6 years ago

HDSex

french, prostate, maid, crossdresser, sissy
34:39 88%

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

1 year ago

ShemaleZ

stockings, prostate, big tits, blonde, cum in mouth, small tits
26:41 67%

Prostate cum 23min12sec

5 years ago

ShemaleZ

prostate, cum in mouth
36:18 78%

Introducing You to Anal & Prostate Play

5 years ago

BeMyHole

prostate, solo, jerking, cumshot
20:08 75%

TranssexualAngel - Horny Trans Nurse Demonstrates Home Prostate Exam!

4 years ago

TrannyOne

prostate, nurse, exam
49:30 50%

Transsexual SWINGERS three - gig 2

8 months ago

ShemaleMovie

skinny, shemale, lingerie, gangbang, prostate, swinger
26:06 73%

TRANSGIRL AND HER first DVP three-way!!

6 months ago

ShemaleMovie

prostate, threesome, massage, husband, socks, frottage
16:42 60%

Aroma Prostate Milking Joi 4k

2 years ago

ShemaleZ

small cock, prostate, big cock, JOI, solo
20:22

Sexy Excited Trans Nurse Shows Home Prostate Exam!

2 years ago

TrannyOne

prostate, nurse, exam
20:03 67%

Hot Sissygasm Prostate Compilation

4 years ago

AShemaleTube

prostate, compilation, cumshot compilation, crossdresser, toys
36:03 44%

New Tgirl Series Part I. Beautiful Trans Maria

2 years ago

ShemaleZ

beauty, shemale, prostate, fetish, orgasm, big cock
16:24 86%

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, big cock, anal orgasm
25:00 82%

Handsfree and prostate cumshots compilation

4 years ago

TrannyOne

prostate, cumshot compilation, hands free, compilation, amateur
1:08:08

Ultimate Sissy palms Free ejaculation Compilation

6 months ago

ShemaleMovie

sissy, compilation, prostate
32:24 74%

Transgender Aubrey Kate Tears Up Puny Lilly Ford

6 years ago

TrannyGem

prostate, massage, nipples, 69, masturbation, shemale
51:27 50%

SweetandHot buttfuck & (pre)cumshow

1 year ago

ShemaleMovie

shemale, femboy, orgasm, big tits, masturbation, prostate
25:20 79%

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

9 months ago

ShemaleMovie

kissing, shemale, bisexual, prostate, threesome, massage, socks
34:36 43%

Prostate compilation

6 years ago

ShemaleZ

prostate, compilation, cumshot, cumshot compilation
31:30 88%

Compilation shemales cum while anal fuck prostate

3 years ago

TrannyOne

prostate, creampie compilation, compilation, cum while fucked, creampie
31:18

Spanking Gorgeous Trans Balls, and Hardcore Prostate Massage + Creampie

6 months ago

$$ FapHouse

amateur, stockings, french, creampie, prostate, massage, redhead
25:32 60%

Prostate orgasm

5 years ago

xHamster

prostate, orgasm
19:06

Stunning Ts Vibrates Hur Prostate

2 years ago

Upornia

prostate, blonde, vibrator, solo
49:39

Ts SWINGERS trio - sequence 2

4 years ago

ShemaleTaxi

swinger, prostate, gangbang, skinny
45:23 77%

Big breast shemale Dani Peterson Prostate Penetration

5 years ago

Analdin

stockings, prostate, brazil, ass licking, babe, erotic, cum in mouth
36:32 67%

Dame college girl pays an influential instructor for humiliation

6 months ago

ShemaleMovie

amateur, homemade, blowjob, prostate, couple, massage, russian
22:51

TRANNY extreme 4 - gig trio

4 years ago

ShemaleTaxi

prostate, ass licking, deepthroat, taxi
1:57:08

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

2 years ago

ShemaleZ

prostate, asian
18:06 88%

Lovely and bad tranny

6 years ago

TrannyGem

prostate, orgasm, redhead, masturbation, reality, vibrator, hands free
28:49 50%

[Japanese Femboy - FULL] Stiff Poke delicate Guts that Palms Free-For-All Spunk to Man Juice Pool!

1 year ago

TrannyGem

handjob, prostate, orgasm, japanese, toys, anal orgasm, hands free
30:57

Training for early climax with ShibbySays JOI featuring pierced tgirl Itsol and anal toys

1 month ago

XXXVogue

anal, beauty, JOI, shemale, prostate, piercing
21:53

[男の娘 - FULL] アネロスが動きまくってメスイキ！！！(アネロスヒリックス)

1 year ago

TrannyGem

orgasm, anal orgasm, japanese, prostate, japanese massage
41:31 67%

Naughty Nurse Checks Patients Prostate Wt Her Massive Cock Indoors

2 years ago

BeMyHole

domination, shemale fucks guy, bareback, prostate, nurse
36:48

Prostate Epiphany With Erica Cherry And Whitney Wright

2 years ago

ShemaleZ

shemale, prostate
22:10

All of my prostate milking

12 months ago

AShemaleTube

stockings, crossdresser, mature, prostate
25:09 78%

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

6 years ago

ShemaleZ

prostate, ladyboy
19:04 61%

Young femboy caresses pipe and shoots a load from kneading the rectum ( sissy trap )

4 years ago

TrannyGem

prostate, massage, teen anal (18+), close up, sissy, femboy
34:23

TSCHX Cumshot 30:31 & Prostate Cum 32:15

8 years ago

xHamster

prostate
20:21

Kinky Trans Nurse Shows Home Guts Examination!

4 years ago

TrannyGem

prostate, nurse, maid, blowjob
17:05

Domina Squeezes wad out of his sack. Cock Milking Anal prostate massage

3 years ago

ShemaleTaxi

femdom, prostate, massage, milk, taxi
17:17

I wanna sense your beefstick way deep in the back of my prostate

1 year ago

TrannyGem

cute, pantyhose, black, creampie, prostate, sissy
22:22

Prostate Orgasms Galore - Billie Beaumont

3 weeks ago

$$ FapHouse

shemale, anal, prostate, couple, interracial, orgasm, tattoo
16:05 40%

Unique Pegging Threesome Adventure with Trans Doll

1 year ago

TrannyOne

femdom, strapon, doll, prostate, threesome, pegging
19:15 73%

Hands Free Cum with huge Mr Hankeys Cody Cachet dildo

10 months ago

xHamster

huge dildo, anal, prostate, dildo, lingerie, riding, ass
15:22

Flawless ten hook-up Therapist Fucks Her Clients Ass

3 months ago

ShemaleTaxi

feet, strapon, prostate, orgasm, facial, babe, ass
23:56 78%

Prostate Stimulation

3 years ago

Upornia

prostate, asian
21:08

Father Rearranges My prostate part two of 2 - FTM Trans Man

2 months ago

ShemaleTaxi

FTM, prostate, orgasm, creampie
23:42

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

6 years ago

ShemaleZ

prostate, milk
36:47 88%

Prostate Exam

2 years ago

AShemaleTube

blowjob, prostate, shemale and girl, cumshot, masturbation, exam
36:09

Introducing U To Anal & Prostate Play

3 months ago

ShemaleZ

shemale, solo, prostate, lingerie
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
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

huge dildo, prostate, orgasm, dildo, redhead, 18, toys
20:28

Chinese Crossdresser schoolgirl gets ravaged by sex machine

2 years ago

ShemaleTaxi

prostate, japanese, chinese, machine, taxi, crossdresser
58:42

Poke the prostate ②　Sayuki-Kana

4 years ago

TXXX

prostate, japanese
20:22

Chanel Noir In Horny Trans Nurse Demonstrates Home Prostate Exam!

4 years ago

ShemaleZ

prostate, nurse, big tits, ass licking, exam
15:53 70%

Prostate Massage

7 years ago

ShemaleZ

prostate, massage
18:11

Asian Crossdresser student gets humped by sex machine

2 years ago

ShemaleTaxi

student, japanese, dildo, prostate
26:32

Sheylla Wandergirlt Jizzes Firm W/ Rod in her Fuck-Hole

5 years ago

TrannyGem

prostate, teen anal (18+), cum in ass
22:44

Dildo Precum Milk Prostate

5 years ago

ShemaleZ

prostate, dildo, milk, toys
34:23

Cumshot 30:31 prostate cum 32:15

8 years ago

TXXX

prostate
24:45

Miyuki masturbation

4 months ago

ShemaleTaxi

solo, japanese, prostate, crossdresser
27:29 77%

SDHSERIES - Sissy Diaries Day ten

4 years ago

TrannyGem

prostate, orgasm, BDSM, orgasm compilation, JOI, anal orgasm
21:10 75%

SDHSERIES - Sissy Diaries Day trio

4 years ago

TrannyGem

prostate, orgasm, dildo, BDSM, ladyboy, compilation, orgasm compilation
31:39 53%

Compilation t-girls jizm while anal smash prostate

5 years ago

VideoSection

creampie, prostate, creampie compilation
20:03

Anal Orgasm by Fucking Machine! Giant fake penis easily Sparks Hands-Free jizm! -ToolChannel

1 month ago

ShemaleTaxi

prostate, orgasm, japanese, machine, penis, taxi, anal orgasm
33:53

TSCHX sex cream flow thirty:31 Prostate cum 32:15

6 years ago

TXXX

prostate, amateur
29:12

Bonnie_Bell Prostate Tickler Jackoff Cums urinates All Over Herself

6 years ago

ShemaleZ

prostate
16:30

Prostate jerking...

4 years ago

ShemaleTaxi

latex, prostate, taxi
16:20 78%

Milk cow prostate cum

2 years ago

ShemaleZ

prostate, milk, selfsuck, crossdresser
15:37

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

4 weeks ago

XXXDan

prostate, missionary
16:41

Sissy Slut Bess wrecks her boipussy with beer bottle before squirting a massive load

2 years ago

xHamster

squirt, cumshot, sissy, anal orgasm, prostate, bottle
15:23 80%

Prostate Massage

6 years ago

ShemaleZ

prostate, massage, tattoo
24:14 60%

REAL Spunky Intercourse: Lots of Blow-Job, Ass Fucking, and an Heavy Face Shagging

7 months ago

TrannyGem

amateur, cute, anal, prostate, massage, orgasm, babe
18:36

Miyuki masturbation

1 year ago

xHamster

masturbation, lingerie, big tits, japanese, prostate
20:50

Japanese crossdresser Knhr Maki plays with a piston machine for some intense joyride and dry orgasm

1 month ago

XXXVogue

prostate, orgasm, japanese, dildo, machine
25:28

TGIRLS GONE insane 1 - gig four

5 years ago

HDSex

prostate, dogging, facial, ass licking, jerking, bikini
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
41:49

GenderXFilms - super-naughty Nurse Checks Patients prostate wt Her yam-sized Cock

2 years ago

ShemaleTaxi

prostate, doctor, big cock
21:07

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

4 years ago

TrannyGem

muscle, prostate, monster, anal orgasm, cum while fucked
41:53

GenderXFilms - Naughty Nurse Checks Patients Prostate wt Her Massive Cock

2 years ago

xHamster

prostate, shemale fucks guy
20:57

[lunn]prostate Milking Challenge. Head-moving Plug Masturbation

4 years ago

HClips

prostate, milk, asian
15:22

Perfect 10 Sex Therapist penetrates Her Clients bum

1 year ago

ShemaleMovie

shemale, babe, prostate, strapon
16:23

Miyuki Masturbation 2

1 year ago

xHamster

latex, prostate, orgasm, japanese, masturbation, asian
23:18

Slutty gaping femboy and prostate orgasm at the end

1 year ago

XXXDan

prostate, cumshot, femboy, anal, amateur
16:20

Prostate Milking...

4 years ago

xHamster

latex, prostate, orgasm, milk, anal orgasm
19:33

THE new TGIRL three - gig 4

5 years ago

ShemaleMovie

prostate, missionary
16:30

Prostate milking & 1st wham-banger Jan-08-2013

12 years ago

xHamster

prostate, milk
26:28

Tall anal fucktoys up her prostate

3 years ago

ShemaleTaxi

tall, prostate, hardcore
18:29 67%

Pequeño sploog con mi mini bad dragon

3 years ago

TrannyGem

huge dildo, squirt, prostate, orgasm, riding
17:04

Sasha Earth shemale russian whore submissive fuck on the bed at home with anal sex toys in the ass dildo

3 years ago

xHamster

prostate, russian, whore
25:43 88%

Trans nubile got dual ejaculation with vibro

3 years ago

TrannyGem

teen (18+), prostate, teen anal (18+), orgasm, latina, double anal, vibrator
51:23 67%

Linzy19's Guide To Chastity

3 years ago

xHamster

prostate, fetish, BDSM, domination, JOI, chastity
34:23

TSCHX sex cream flow thirty:31 & Prostate cum 32:15

7 years ago

ShemaleZ

prostate
15:15

Multiple Prostate Orgasms For My Lingerie Clad Ass

1 year ago

HClips

asian, lingerie, shemale, prostate, handjob
23:51

Milking my prostate and Getting punctured on an Indiana Jones artifact :three

3 years ago

ShemaleTaxi

prostate, milk, vibrator, taxi, femboy
2:00:08

Ichinose Ramu - Waaa-454 Penicli Huge Cock Big Climax! Infinite Piston Of The Prostate, Reason Is Blown Away, Extraordinary Muscle Orgy, Miracle Gal Shemale Is Made To Cum Hard Anal Fuck Ramu Ichinose

11 months ago

ShemaleZ

muscle, prostate, asian, gangbang, group, ass, orgy
17:23

He Bangs Flashlight I Pulverizing His Arse.Mary Virgin

4 years ago

TrannyGem

strapon, prostate, wife, pegging, fleshlight
25:43 79%

Trans teenie got dual climax with electro-hitachi

3 years ago

TrannyGem

prostate, orgasm, double anal, electro, vibrator, double penetration
36:09

Your First-Hand Introduction To butt & Prostate Play

5 years ago

HClips

prostate
16:20

Prostate Milking...

3 years ago

TrannyOne

prostate, milk
22:37

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

4 years ago

TrannyGem

prostate, instruction, massage, russian, orgasm, close up, sensual
29:32

Do you want to lay down and have all the pleasure gel of this femboy?

4 years ago

TrannyGem

prostate
15:02

Trap Finishes Off while railing a Monster Fake Penis

4 years ago

TrannyGem

huge dildo, prostate, monster, penis, cum while fucked

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