SHEMALE • PROSTATE 1,405 videos

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07:08 73%

Shemale Bruna Castro gets her prostate fingered

8 years ago

DrTuber

handjob, prostate
07:51 73%

V-Card Sissy Superslut Teaching - Jessica Bloom Phat Assfucking Climax

1 year ago

TrannyGem

pissing, huge dildo, anal, prostate, orgasm, dildo, sissy
07:47 72%

Sissyfication Vol.4 by Sonechka25 (instructions on How to Achieve a gal dump for a gal with a Penis).mp4

3 months ago

ShemaleTaxi

amateur, stockings, prostate, instruction, orgasm, dildo, cuckold
12:53 72%

Joey enjoys prostate milking

1 year ago

AShemaleTube

prostate, milk
08:14 72%

Emma Rose - Prostate Exam) By Bbc

3 years ago

ShemaleZ

prostate, exam, BBC
08:32 72%

Finger-banging ass-fuck her tasty femboy

1 year ago

TrannyGem

handjob, amateur, massage, fisting, cumshot, masturbation, ass
24:29 72%

Handsfree And Prostate Cumshots Compilation

3 years ago

Upornia

prostate, compilation, cumshot compilation, hands free, solo
08:55 72%

Finest She-Male Sissy Jizm Compilation

8 months ago

TrannyGem

amateur, femdom, prostate, massage, fetish, orgasm, ladyboy
07:03 71%

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

2 months ago

TrannyGem

pissing, black, shemale, prostate, interracial, asian, polish
04:24 71%

Milking with the prostate

8 years ago

ShemaleZ

prostate, milk, solo
03:49 71%

Working Her Pinned Clitty Till Powerful Ejaculation

10 months ago

TrannyGem

prostate, massage, orgasm, vibrator, hands free, chastity
05:38 71%

Prostate Milking With Twice Cum In A Row With Hottesst Step Mom And Chubby Ass Femboy

2 years ago

ShemaleZ

handjob, mom, prostate, chubby, stepmom, femboy, cum in ass
02:15 70%

Tied to the BIG BLACK COCK breeding simulator [recommended training]

4 months ago

TrannyGem

train, prostate, teen anal (18+), orgasm, bondage, 18, tied
06:11 70%

Alex anal fucks TS Fabriny to prostate orgasm

2 years ago

KeekAss

prostate, orgasm, anal, bareback
13:54 70%

Getting Closer to the Base of my Seahorse Boner

5 years ago

TrannyGem

huge dildo, prostate, orgasm, monster, hands free
15:53 70%

Prostate Massage

7 years ago

ShemaleZ

prostate, massage
09:14 70%

Youthfull Sissy Femboy pulverizes a tight bum with an anal plug and a glass toy

4 years ago

ShemaleTaxi

prostate, glasses, gape, femboy, crossdresser, skinny
03:38 69%

5 cm dildo ball ithe best prostate massager

4 years ago

TrannyOne

prostate, massage, dildo
12:08 69%

Its Time to MILK my slave. ejaculation manage. Mistress Niurakoshkina.

8 months ago

ShemaleMovie

handjob, femdom, shemale, prostate, massage, orgasm, bondage
06:26 69%

Céline Laffite gets like a

1 year ago

xHamster

french, anal, prostate, couple, orgasm, bareback, hardcore
36:09 68%

Jyosou Bishonen Prostate Lesson Prostate Lesson Mizuki Yukirin Crossdressing Beautiful Boy

7 months ago

XXXDan

amateur, crossdresser, japanese, beauty, shemale, prostate
05:27 68%

I put her doggie-style and she gets all the milk out of me and she enjoys it

9 months ago

ShemaleTaxi

amateur, homemade, teen (18+), anal, prostate, teen anal (18+), orgasm
07:04 68%

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

2 years ago

xHamster

dildo, mexican, hands free, prostate
21:13 67%

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

1 year ago

ShemaleMovie

shemale, strapon, prostate, fisting, short hair, pegging, sissy
10:11 67%

I cant stop spunking! T-woman no-arms utter assets climaxes with hitachi

3 years ago

TrannyGem

pissing, train, prostate, hands free, femboy, orgasm
36:32 67%

Dame college girl pays an influential instructor for humiliation

5 months ago

ShemaleMovie

amateur, homemade, blowjob, prostate, couple, massage, russian
08:21 67%

Prostate ejaculations cumpilation. Personalsin bevy vol. 139

2 months ago

ShemaleTaxi

cumshot compilation, dildo, shemale, amateur, prostate, sissy
12:34 67%

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

7 months ago

ShemaleMovie

femdom, shemale, prostate, massage, tease, dildo, BDSM
06:11 67%

Alex Anal Fucks Ts Fabriny To Prostate Orgasm

2 years ago

ShemaleZ

prostate, orgasm
26:41 67%

Prostate cum 23min12sec

5 years ago

ShemaleZ

prostate, cum in mouth
20:03 67%

Hot Sissygasm Prostate Compilation

4 years ago

AShemaleTube

prostate, compilation, cumshot compilation, crossdresser, toys
07:04 67%

Shemale Bruna Castro gets her prostate fingered

6 years ago

ShemaleZ

prostate, masturbation
08:20 67%

Small dicked shemale Nicolly tickles her mans prostate

8 years ago

xHamster

prostate, shemale fucks guy
05:06 67%

Squeeze Milk

11 months ago

xHamster

prostate, sissy, small cock, shemale fucks guy, asian, crossdresser
05:50 67%

Chastity Sissy Cumslut Trains Her Asshole And Swallows Her Own Cum, Multiple Prostate Orgasms

1 year ago

xHamster

train, prostate, orgasm, fisting, dildo, british, swallow
51:23 67%

Linzy19's Guide To Chastity

3 years ago

xHamster

prostate, fetish, BDSM, domination, JOI, chastity
41:31 67%

Naughty Nurse Checks Patients Prostate Wt Her Massive Cock Indoors

2 years ago

BeMyHole

domination, shemale fucks guy, bareback, prostate, nurse
12:53 67%

Joey enjoys prostate milking and sissgasm

4 years ago

TrannyOne

prostate, milk
05:53 67%

P-spot vibe & fleshlight make me spunk immediately!

3 months ago

TrannyGem

small tits, shemale and girl, amateur, vibrator, fleshlight, prostate
18:59 67%

T-Girl in Rod Cell Heads Wild Wanting to Jizm // Climax Denial

3 years ago

TrannyGem

prostate, massage, orgasm, chastity, milk
10:41 67%

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

4 years ago

TrannyGem

strapon, lesbian, prostate, pegging
09:45 67%

Mitts free spunk

5 months ago

ShemaleTaxi

orgasm, shemale fucks guy, cumshot, shemale, prostate
09:36 64%

Multitude Itsol deepthroats on her toes and drains

2 years ago

TrannyGem

feet, cute, small cock, prostate, orgasm, solo, piercing
04:52 64%

CD Handsfree Prostate Orgasm Compilation

6 years ago

xHamster

prostate, orgasm, orgasm compilation, hands free
12:23 64%

Chastity locked sissy squirting on a dildo while thinking about her daddy

1 year ago

xHamster

pissing, stockings, huge dildo, prostate, dildo, sissy, chastity
05:19 63%

Shemale Prostate Orgasm Compilation

2 years ago

GetTranny

prostate, orgasm, compilation, orgasm compilation, vintage
45:23 63%

Dani Peterson Prostate Penetration

4 years ago

TXXX

prostate, stockings
09:24 63%

Prostate Orgasm.Mary Cherry

4 years ago

TrannyOne

femdom, prostate, orgasm
12:47 62%

Platinum-blonde femboy and she-creature couple performing live on webcam

6 months ago

XXXVogue

blowjob, webcam, femboy, group, threesome, prostate
05:37 62%

Hands free prostate orgasm

2 years ago

xHamster

orgasm, anal orgasm, hands free, masturbation
1:06:09 61%

Bang The spunk Out Of Him Trans Compilation 1-4

3 months ago

ShemaleTaxi

creampie, prostate, orgasm, creampie compilation, compilation, big cock, cumshot compilation
05:17 61%

Transsexual doc probes prostate to patient

3 years ago

ShemaleTaxi

prostate, domination, ebony
05:08 61%

Shemale Jenny Flowers With Prostate Toy

8 years ago

BravoTube

prostate
16:42 60%

Aroma Prostate Milking Joi 4k

2 years ago

ShemaleZ

small cock, prostate, big cock, JOI, solo
13:42 60%

Lepka shoots a load repeatedly while vibrating her prostate with a stiffy in her ass.

1 month ago

HDSex

big cock, crossdresser, shemale, anal, dildo, masturbation
06:11 60%

Sissy boys and ladyboys prostate massage to cs

10 years ago

xHamster

prostate, massage
24:14 60%

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

6 months ago

TrannyGem

amateur, cute, anal, prostate, massage, orgasm, babe
10:11 60%

Buttfucked Trans Spunks Arms Free-For-All From Ass Fucking Foray With Xxl Fuck Stick

3 years ago

TrannyGem

prostate, orgasm, hands free, dildo
07:46 60%

Sissy in chastity wanks Her Prostate and Collects jizm

11 months ago

ShemaleMovie

handjob, spanish, train, prostate, orgasm, dildo, heels
04:39 60%

Shemale Cumshot Prostate Compilation # 2

5 years ago

xHamster

prostate, lingerie, cumshot, ass, cumshot compilation
25:15 60%

Man attempts to get delight while he is locked in a v-card box. Compilation

4 months ago

TrannyGem

handjob, mature, mature anal, prostate, hairy, milk, compilation
06:20 60%

Anal Blowjob Prostate milking Making Hot Trans mega-bitch jizz All In My Wife Mouth & Swallowing Her Cum

1 year ago

ShemaleMovie

blowjob, cum in mouth, anal, swallow, prostate
05:45 60%

Anal Blowjob Prostate Milking Making Hot Trans Bitch Cum My Wife Mouth & Swallowing Her Cum

2 years ago

ShemaleZ

prostate, wife, BBW, swallow
06:19 60%

Mistress BIG strapon fucking a sissy rump, breezy jizzes

7 months ago

ShemaleMovie

femdom, strapon, prostate, orgasm, BDSM, ass, sissy
05:47 60%

Forearms free prostate orgasm

2 years ago

ShemaleTaxi

prostate, orgasm
25:32 60%

Prostate orgasm

5 years ago

xHamster

prostate, orgasm
03:47 60%

Prostate stimulation with cumshot into condom

6 years ago

TXXX

prostate, condom
05:54 60%

Multiorgasm sissy riding dildo

1 year ago

xHamster

chastity, sissy, crossdresser
10:00 60%

Femboy Crossdresser Has ginormous Handsfree jizz shot with Jean shorts

3 years ago

ShemaleTaxi

prostate, japanese, jeans, hands free, femboy
53:00 60%

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

6 years ago

TrannyGem

prostate, orgasm, machine, orgasm compilation
10:17 58%

Summertime Saga 0.20.12 - Some fun with cute ladyboy

4 years ago

xHamster

creampie, prostate, couple, orgasm, shower, cute
07:44 58%

Hj with guts rubdown make me jizm

1 year ago

TrannyGem

handjob, prostate, massage, pegging, sissy, femboy
05:19 57%

Ai Generated pornography Gorgeous shemales climax.

9 months ago

ShemaleMovie

handjob, black, creampie, prostate, orgasm, BBW, BDSM
24:19 57%

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
09:54 57%

Transgender Pounds Her Prostate For A Sissygasm Orgasm 10 Min

2 years ago

ShemaleZ

prostate, orgasm, solo
10:43 57%

Sapphic stepsisters love to pound each other in the bootie

4 years ago

ShemaleTaxi

strapon, prostate, femboy, sissy
05:49 57%

Trans Nun in Virginity Box Spunks From Anal Invasion Have Fun

2 years ago

TrannyGem

dildo, sissy, anal orgasm, hands free, chastity, prostate
03:58 56%

Prostate Milking With Vibe Dildo & Sexy Fart with Gape

3 years ago

xHamster

farting, prostate, teen anal (18+), orgasm, japanese, gape
19:04 56%

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

4 years ago

TrannyGem

prostate, massage, teen anal (18+), masturbation, close up, sissy, femboy
08:00 56%

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

1 year ago

xShemaleTube

shemale and girl, small cock, big cock, prostate
14:14 56%

Anal fingering prostate massage teen tgirls webcam

7 years ago

AShemaleTube

prostate, massage, toys
19:04 55%

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
05:30 54%

Bareback prostate handjob with a ladyboy in soccer uni

6 years ago

HClips

POV, prostate
17:36 53%

French Maid pulverizes ladyboy

6 years ago

HDSex

french, prostate, maid, crossdresser, sissy
10:11 53%

I can;t stop jizzing! T-chick no-forearms utter assets climaxes with hitachi

3 years ago

TrannyGem

cute, train, prostate, hands free, femboy, milk
31:39 53%

Compilation t-girls jizm while anal smash prostate

5 years ago

VideoSection

creampie, prostate, creampie compilation
49:30 50%

Transsexual SWINGERS three - gig 2

8 months ago

ShemaleMovie

skinny, shemale, lingerie, gangbang, prostate, swinger
11:45 50%

I am Elena Andreou, a super-naughty Greek doll and highly much a slut. I want to have a cock inside me all the time. I am a very crazy cro

7 months ago

ShemaleMovie

orgasm, crossdresser, greek, sissy, BBW, prostate
09:32 50%

Domme IMMENSE belt dick pokes Sissy bum

3 years ago

TrannyGem

femdom, strapon, prostate, orgasm, pegging, domination
03:53 50%

Prostate Orgasms And Shaking Cumshot On Big Dildo

2 years ago

ShemaleZ

prostate, orgasm, dildo
12:55 50%

TransPornstarHarem-Embark City 1

2 years ago

TrannyGem

handjob, creampie, prostate, shemale fucks guy
51:27 50%

SweetandHot buttfuck & (pre)cumshow

1 year ago

ShemaleMovie

shemale, femboy, orgasm, big tits, masturbation, prostate
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
10:38 50%

Prostate rubdown and Pegging cum-shot Compilation and Hands Free Orgasm

1 year ago

ShemaleMovie

homemade, blowjob, creampie, POV, anal, prostate, big ass
13:02 50%

Fag couple wants to spice up their hump life and encourages the cleaning doll to have a threesome

3 years ago

ShemaleTaxi

doll, bisexual, anal, prostate, threesome, taxi
13:14 49%

Perverted Beta-Male Compilation

6 years ago

TrannyGem

public, prostate, cuckold, compilation, cumshot compilation
01:51 46%

Femboy Sissy in chastity cage and plugged playing outdoor

5 years ago

xHamster

public, prostate, teen anal (18+), outdoor, chastity
04:04 46%

Interracial Couple Tight Butt Plug Prostate Training While Big Tits Gf Rides My Ftm Bbc Dick Cowgirl

3 years ago

ShemaleZ

amateur, train, prostate, couple, interracial, riding, girlfriend
57:47 45%

Slim femboy wax toyed, prostate massaged and weenie milked by female domination mistress got intense orgasm

2 years ago

ShemaleTaxi

handjob, femdom, massage, orgasm, bondage, BDSM, milk
05:13 45%

T-girl prostate orgasm Compilation 2

5 years ago

ShemaleMovie

prostate, orgasm, orgasm compilation
05:00 43%

Gray Perrier - Stepdaddy Milks Trans Girl Prostate

1 month ago

HClips

amateur, shemale, prostate, fetish, milk, tattoo
08:03 43%

Prostate Massage Ruined Orgasm

1 year ago

TXXX

orgasm, amateur, prostate
34:36 43%

Prostate compilation

6 years ago

ShemaleZ

prostate, compilation, cumshot, cumshot compilation
18:49 42%

Miruku Aima Prostate Squirt Sex

8 years ago

xHamster

squirt, prostate, ladyboy
07:28 40%

Ts Gray Perrier fingers her guts to explosive ejaculation

1 month ago

ShemaleTaxi

shemale, solo, prostate, massage
09:12 40%

I super-hot up my stepsister while shes doing her homework and I end up fuckin her

2 months ago

ShemaleTaxi

amateur, indian, homemade, public, shemale, prostate, orgasm
08:44 40%

Tgirl smokes and licks her own spunk

7 months ago

TrannyGem

ass licking, smoking, 18, glasses, fleshlight
05:06 40%

Nailing hole!! domina TRAINING PROSTATE ORGASM COMPILATION

5 months ago

ShemaleMovie

femdom, prostate, massage, orgasm, compilation, cumshot compilation, orgasm compilation
07:25 40%

Stepsister catches stepbrother with my ladyboy in an orgy, so I gave him a wild ride

6 months ago

XXXVogue

anal, prostate, ass to mouth, caught, riding, orgy, cum in mouth
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
16:05 40%

Unique Pegging Threesome Adventure with Trans Doll

1 year ago

TrannyOne

femdom, strapon, doll, prostate, threesome, pegging
05:56 38%

Shemale prostate cumshots Tiny Yulia humped by dude

9 years ago

IcePorn

prostate
31:30 33%

Compilation shemales cum while anal fuck prostate

7 years ago

TXXX

prostate, creampie compilation, compilation, cum while fucked, masturbation
08:00 33%

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

1 year ago

GetTranny

asian, japanese, bath, prostate
04:39 33%

Wife Prostate Milking Blowjob Milking It In Her Mouth & Swallowing It Like A Cum Slut

3 years ago

Upornia

prostate, wife, milk, swallow, cum in mouth, slut, cum in ass
10:04 33%

Too many orgasms knock me down

1 year ago

xHamster

mature, mature anal, solo, masturbation, mexican, hands free
05:19 30%

Palms Free-For-All Buttfuck Climax Sissygasm Compilation six

2 years ago

TrannyGem

prostate, cumshot compilation, orgasm compilation, anal orgasm, hands free, chastity
54:13 20%

Naomi, the sexy trans girl, indulges in passionate anal pounding

10 months ago

XXXVogue

prostate, orgasm, femboy, shemale and girl, dildo
36:20 20%

Nice girl wants to be a strapon mistress and plumb a dude (spanking, first-ever time, comments at the end)

8 months ago

ShemaleMovie

femdom, teen (18+), strapon, prostate, couple, massage, russian
20:05 20%

Девушка хорошо сосала, ебала страпоном, делала римминг. Много спермы, кончил 2 раза.

8 months ago

ShemaleMovie

public, teen (18+), strapon, prostate, russian, teen anal (18+), outdoor

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