SHEMALE • FIRST TIME ANAL 1,749 videos

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20:34 93%

My first time dominated by hot blonde tranny LaraMCX

3 weeks ago

AShemaleTube

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20:33 90%

My first time getting dominated by a hot blonde trans babe

1 week ago

XXXVogue

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05:20 78%

Double anal with 2 hot Trans whores Outside

1 month ago

ShemaleTaxi

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04:10 83%

Transgender Lezzies Anal Invasion Screwing Up-Close From The Rear

6 months ago

TrannyGem

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10:48 73%

He Fell in Love With a Trans Woman…. Slender Immense Transsexual Turns Out DL Rapper For His Very First Time

7 months ago

TrannyGem

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09:47 94%

MILF Stepmom Let Stepsons TS GF Fuck Her Asshole

1 month ago

BeMyHole

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10:04 54%

First-ever Time date A Trans female

1 month ago

ShemaleTaxi

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21:17 87%

I went to pulverize a trans with a good-sized jizz-shotgun and finished up being violated into by her in the end.

5 months ago

TrannyGem

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05:26 72%

Shy guy learning to suck his Horny Tgirl Veronica Sanders Big Clit til she finishes off on his face

5 months ago

ShemaleTaxi

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16:11 44%

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1 week ago

TrannyGem

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24:16 67%

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1 week ago

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11:36 61%

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2 months ago

VideoSection

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09:02 81%

J want you to take me like this!

3 weeks ago

ShemaleTaxi

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11:34 79%

Sissy trans Artemis Asteria gets intimate with roommate for the first time

2 years ago

AnySex

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04:31 71%

Assfucking Internal Ejaculation Gushes Out Onto Camera As Lil Trans Gets Plumbed

1 week ago

TrannyGem

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12:38

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1 week ago

TrannyGem

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29:01 87%

Ts Bianca (bibibratx) top for the first time with Cristiano

10 months ago

AShemaleTube

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04:30 82%

Topping a guy friend for the first time!!!

4 years ago

TrannyOne

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07:18

Ebony transsexual Trea Rich gets filled up

2 days ago

XXXVogue

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06:20 65%

Teenager Trans and Beau very first Ravage

5 years ago

TrannyGem

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23:22 50%

This Hottie Came In With Neca Hard And Put The Iron Up The Bastards Ass

1 week ago

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21:52 75%

Brand New Trans Cutie Pixie Pond Fucked by a Man for the First Time Ever

4 months ago

$$ FapHouse

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33:49 88%

Tgata Manuella Gonçalves Did Whatever She Wanted While Riding With Alex Victor.

5 months ago

BeMyHole

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02:43 78%

Phat Dinky Trans Damsel Porks Gym Brother-In-Law + Face Tearing Up Deep Jaws

8 months ago

TrannyGem

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02:25 75%

TRANSSEXUAL Kim Wagner humped young fellow

2 months ago

TrannyGem

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10:51 71%

My stepsister hides a enormous penis under her sundress

1 year ago

ShemaleMovie

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15:53 88%

Vol #10: screwed For The very first Time on Femout

1 month ago

ShemaleTaxi

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09:10 57%

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2 days ago

VideoSection

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07:48 78%

Transgirl Redhead Brandy Roleplay Tops you and gives JOI

6 years ago

TrannyGem

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08:26 92%

TRANS NYMPH GETS HUMPED BY ANOTHER TRANS DAME FOR THE FIRST-EVER TIME

1 year ago

TrannyGem

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20:04 93%

TGIRL POST-OP: Jenny Loves Her New Pussy Fucked

4 years ago

xHamster

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16:12 78%

ADULT TIME - Sexy T-Girl Brittney Kade Seduces Nervous Straight For FIRST TIME TRANS FUCK!

2 months ago

SomePorn

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08:16 75%

Pulverizing heterosexual men is a lifestyle

1 month ago

ShemaleTaxi

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10:20 43%

True Nature pt. 1 - Cross dressing Sissy Man Buttfuck Nailed by Ginormous Knob Futa COUGAR

4 months ago

TrannyGem

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04:36 93%

Splendid Sissy Cherry Gets Roped Down And Creampied

10 months ago

TrannyGem

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08:14 80%

Trans Taking an anal chastity

6 months ago

ShemaleMovie

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05:42

Pirate princess Eleanor gives me a wild ride, milking my prostate for an explosive climax

1 week ago

XXXVogue

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23:44 61%

First-ever time for my hubby plow with Ladyboy

2 years ago

ShemaleTaxi

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01:52 76%

Anal Training. First Time Using Big Dildo. I Give Up, That's Hurt

3 years ago

xHamster

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17:05 67%

Vol #4: plowed For The very first Time on Femout

4 weeks ago

ShemaleTaxi

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01:59 92%

My first time with a BBC

2 years ago

AShemaleTube

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05:58 91%

Males First Time With Transgender

5 years ago

BeMyHole

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07:24

I ride my thick booty on daddys manhood

1 month ago

XXXVogue

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09:04 46%

Elise ravaging My Big Beautiful Ass So Hard & Creampied Cum Deep in anal invasion mouth

1 month ago

ShemaleTaxi

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09:44

Futanari doe visits Fira for a wild breeding lesson in Centaur Things

1 month ago

XXXVogue

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08:00 56%

Dass-133 First Time Nh Lesbian Sex. Kanami Kashiwagi Yu

2 years ago

GetTranny

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10:28

Massaging Brown Sunbathing Futa led To Romantic rectal internal ejaculation in youthfull Twink Ass

3 weeks ago

ShemaleTaxi

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17:07 66%

Step-Mom instruct a significant lesson to her fresh step daughter-in-law (How to be a tramp)

1 year ago

TrannyGem

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23:22 79%

Fucked for the First Time

5 years ago

BeMyHole

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06:34

Trans Girl Punishes And Dominates This Guy And Destroys His Asshole Roughly

1 year ago

BeMyHole

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08:12 71%

My first time with a transsexual

1 year ago

JizzBunker

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06:21 79%

Fresh Zealand Inexperienced Transgender Female Gets Hard-Core Plumbed

9 months ago

TrannyGem

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05:18 81%

Boy had first-ever time rectal with shemale

5 years ago

VideoSection

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06:22 17%

Hes My Love��. My Hero.��

3 weeks ago

ShemaleMovie

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07:28

The Pirate Queens personal boy toy with big boobs and a tight ass

6 days ago

XXXVogue

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29:11 93%

Transsexual Bianca (bibibratx) top for the first-ever time with Cristiano

4 months ago

ShemaleTaxi

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15:49

Vol #3: torn up For The first Time on Femout

1 month ago

ShemaleTaxi

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10:56 75%

Uber-sexy asian femboy Kelly in her first hard-core movie

1 month ago

ShemaleTaxi

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05:08 88%

Dude for the first time gets shemales male stick

6 years ago

Analdin

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08:14 63%

Dad lecturer brings a naughty twist to the conference with a cougar and first-time antics

3 months ago

XXXVogue

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05:31 20%

Stepfather witnesses my homo ass

1 month ago

ShemaleTaxi

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06:08 82%

Nervous about my first time Fucking a Thai Street Trans at TrannyBizzare

7 months ago

AShemaleTube

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16:27 83%

Trans girl Selena assfucked for the first time

2 years ago

AShemaleTube

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10:08 88%

Futa on Male where MILF-dickgirl and BitchBoy sedused boy for anal sex. Guy first time trying in the caboose and hatch.

2 years ago

ShemaleTaxi

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02:10

First-Ever Time Rapper Tears Up Tgirl in Purity

1 week ago

TrannyGem

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15:21 77%

ADULT TIME - Lonely T-Girl Emma Rose Has First Romantic Suck And Fuck With Big Dick Roommate!

7 months ago

SomePorn

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18:30 63%

Made His First Time Unforgettable

2 months ago

BeMyHole

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02:51 69%

FIRST TIME real dick ANAL fuck - TATTOO couple vs shy girl - ATM female orgasm, anal GAPE (goth, punk, alt porn)ZF046

7 months ago

Sexu

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05:34

Innocent tranny Trinity Noir explores her huge toys and fisting her ass

1 week ago

XXXVogue

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07:45 87%

German first-timer 18yo she-male next door do homemade rectal pornography

7 months ago

TrannyGem

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39:01 72%

A curious woman tries a shemale's cock for the first time

3 years ago

xHamster

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08:15 78%

First-time anal exploration for an inexperienced teen

4 months ago

XXXVogue

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15:51

Vol #8: boinked For The first Time on Femout

1 month ago

ShemaleTaxi

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16:05 56%

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1 year ago

ShemaleTaxi

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17:56 80%

Legacy Mess: bony transgender princess humps a guy for the first time. P2

4 months ago

ShemaleMovie

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15:56 81%

RUSSIAN FEMBOY TEARS UP WITH DOMME FOR THE VERY FIRST TIME WITH a YAM-SIZED BELT DICK, STRAPPED WITH a INNOCENCE

4 years ago

TrannyGem

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09:55

First-Ever time railing this stallion

1 week ago

TrannyGem

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09:43 50%

Fucking My Hot MILF Stepmom For The Firstime!

3 months ago

BeMyHole

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12:21 20%

First Time Feminized Means First Time Fucked in the Ass

9 months ago

xHamster

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08:00 76%

741m584-g02 My Son Who Came Back For The First Time In

2 years ago

GetTranny

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30:27 82%

Skinny she-male gets insatiable anal fucked in the small ass

6 months ago

VideoSection

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02:34

Студент транс увлекается аналом и доводит себя до оргазма.

1 week ago

TrannyGem

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01:21 68%

Arab Femboy First Time Anal

4 years ago

AShemaleTube

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05:32 78%

Post-Op Thai Shemale Meiji Pussy Bareback

1 year ago

BeMyHole

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07:23

Eleanors Girthier Cock Massages My teen P-Spot Led to cum Leaking on couch

1 week ago

VideoSection

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08:44 63%

Trans woman punishes this fellow by destroying his backside

4 months ago

ShemaleMovie

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23:21

This Fit Trans Came To Cause Mischief On The City Streets On Her Birthday

1 week ago

BeMyHole

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08:12 54%

Skinny teen femboy getting fucked first time

11 months ago

xHamster

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05:16

Teenage stud Cums Again by Prostate Orgasm Fucked by hermaphroditism Shemale cougar Evelynn

2 weeks ago

HDSex

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06:01

BOY DOES CASTING FOR THE FIRST TIME WITH A TRANSGENDER GIA ITZEL

1 year ago

AShemaleTube

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39:11 80%

A nosey woman tries a shemales spunk-pump for the very first time

3 years ago

ShemaleTaxi

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16:20 78%

ADULT TIME - T-nymph Brittney Kade Fufills Besties Bucket List tear up By Topping Him & eating His Ass

2 months ago

VideoSection

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07:52 86%

Kim carta first-ever time getting romped

4 years ago

KeekAss

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06:38

FIRST TIME Ever With A TRANS WOMAN Young Fit Hottie With Let’s Man Use Her Asshole-Bella Joie

1 week ago

BeMyHole

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21:06 76%

Hot guy gets his ass plowed for the first time by a nasty shemale beauty

4 years ago

TrannyOne

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28:17

Perverted Couple Hires a Shemale for the First Time for a Threesome

4 weeks ago

$$ FapHouse

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16:17 75%

Ts Madisons massive cock takes on a guy for the first time on cam

3 months ago

XXXVogue

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25:17

Walkiria Drumond In Blonde Big Tit Tranny Walkiria Fucks Guy Anally For The First Time

2 weeks ago

HClips

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07:15 78%

TGirl romps Step sis bum For The First Time

8 months ago

ShemaleMovie

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16:11 56%

Is this your first time fucking a hot tranny

4 years ago

TrannyOne

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05:54 86%

Papi cant resist going deep into this tight, juicy hole

1 month ago

XXXVogue

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03:50 88%

His First Time With A Hot Tranny

3 years ago

GetTranny

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06:22 71%

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5 months ago

ShemaleMovie

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08:10 89%

Transsexual Kim Wagner ravaged a teenage +18 guy

8 months ago

ShemaleMovie

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07:23

Lesioni di musica, Maya and Luca point of view venture with Trans Kendall. full video on my OF Page.

1 month ago

ShemaleMovie

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13:55 86%

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11 months ago

ShemaleMovie

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11:25 79%

Tearing Up My Trans GIRLFRIEND Cassie with a Mr Hankeys Fake Penis - HARDCORE PLUS-SIZE All Girl GG - PREVIEW - Sydney Moans

4 years ago

TrannyGem

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16:12 62%

Be gentle this is my first time with a tranny

4 years ago

TrannyOne

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MAGNIFICENT CHINESE TRANSSEXUAL AUDITION FOR THE VERY FIRST TIME

1 month ago

TrannyGem

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30:08

Trans chick plays with an legal cm fuck stick for the first time, Moans from pain but ends up liking it Succubo16

2 months ago

ShemaleMovie

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08:42 85%

Redhead ladyboy Lily Demure crazy sex movie

2 years ago

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06:30

Dangling Out with my fresh Acquaintance

1 month ago

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Straight Guys First Time With Big Tits Trans – Unforgettable Experience

5 months ago

BeMyHole

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14:35 52%

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2 years ago

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3 years ago

HellPorno

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07:32 89%

Futanari stepdaughter has her first anal time with her horny mommy [Hentai Uncensored]

1 year ago

MyLust

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29:55 57%

Ananda India Took Our Ride And Exchanges With Our Friend Alex Victor

2 months ago

BeMyHole

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10:49

I WENT TO VISIT MY TRANS FRIEND AND WE HAD SEX FOR THE FIRST TIME I GAVE HER MY ASS AND TOOK CUM IN MY MOUTH

2 months ago

BeMyHole

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39:41 79%

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1 year ago

xHamster

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Kendal Penny has anal fun in college

4 years ago

xHamster

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