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Shemale XXX porn videos Girls with Dick Transsexual Sissy #85

Posts 1981 to 2000 of 2000

1981

Jackie Hoff And Kaela Luna 2160P Part 2 Waldo
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Release Year: 2025
Studio: 
Genres: Shemale, Transsexual, Gonzo, Hardcore, All Sex, Anal
Video language: English
Kaela Luna's man has been working long hours out of town and hasn't had time to play with her so she's taken it upon herself to help him out. He's due home at anytime, so she gets busy. She ties her ankles and then her thighs. She grabs more rope and a ball gag and hops over to the table. She ballgags herself. She then slips the rope over the 2x4 and hops out until its extended. She manages to turn and keep the rope taut as she ties her elbows.
Format: mp4
Duration: 28:11
Video: 3840x2160, AVC (H.264), 7287kbps
Audio: 187kbps
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File size: 1.5 GB
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DOWNLOAD FROM FILESMONSTER: Jackie Hoff And Kaela Luna 2160P Part 2

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1982

Estela Duarte Trans Patient Pounds Her Doctors Backdoor - Part 3 Wysox
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Genres: Shemale, Transsexual, Gonzo, Hardcore, All Sex, Anal
Video language: English
Estela Duarte Trans A beautiful brunette girl plays with herself so skillfully and easily as if it is her hobby and she is great at it. Patient Pounds Her plunged into the world of herself, she gets colossal pleasure and enjoyment from it. The peculiarity of this is that she feels how wonderful she is.
Format: mp4
Duration: 38:47
Video: 1920x1080, AVC (H.264), 5370kbps
Audio: 156kbps
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File size: 1.5 GB
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DOWNLOAD FROM FILESMONSTER: Estela Duarte Trans Patient Pounds Her Doctors Backdoor - Part 3

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1983

Fernanda Cristine Hes Fucked With A Fat Cock - Full Hd Part 6 Keslers Cross Lanes
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Genres: Shemale, Transsexual, Gonzo, Hardcore, All Sex, Anal
Video language: English
Fernanda Cristine Hes - Fucked With - Fat Cock A Feminine 23 YO Supermodel Ladyboy. Hot couple! Passionate sex and sucks!
Format: mp4
Duration: 20:41
Video: 1920x1080, AVC (H.264), 10082kbps
Audio: 156kbps
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File size: 1.5 GB
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DOWNLOAD FROM FILESMONSTER: Fernanda Cristine Hes Fucked With A Fat Cock - Full Hd Part 6

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1984

Jade Venus - Jade Venus And Jake Waters When The Trainer Is Trained 1080P Part 2 Spijkenisse
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Release Year: 2025
Studio: 
Genres: Shemale, Transsexual, Gonzo, Hardcore, All Sex, Anal
Video language: English
Jade Venus on the final day of her week at the farm. She knows she will be caned today and she has never been caned before. All morning the anticipation eats at her mind. She wants the caning to happen immediately, to get it over with.
Format: mp4
Duration: 1:04:26
Video: 1920x1080, AVC (H.264), 9679kbps
Audio: 156kbps
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DOWNLOAD FROM FILESMONSTER: Jade Venus - Jade Venus And Jake Waters When The Trainer Is Trained 1080P Part 2

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1985

Onlyfans - Reflexion Latex - Love it when eevie chan uses toys on my tight ass Blauvelt
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Tranny with lover takes a facial cumshot from them both at the same time.
Format: mp4
Duration: 12:43
Video: 1920x1080, AVC (H.264), 24998kbps
Audio: 148kbps
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File size: 2.3 GB
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1986

Juliana Souza And Bruna Butterfly 1080P Part 6 Farlington
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Release Year: 2025
Studio: 
Genres: Shemale, Transsexual, Gonzo, Hardcore, All Sex, Anal
Video language: English
Bruna Butterfly gets Calisa more revved up than tight, inescapable bondage. Knowing her proclivity for escape, I opted for zip ties, knowing she wouldn’t have a chance. Despite her gagged protests, I knew she was really loving every minute. What she was really hoping for was some quality time with the magic wand, as it had been days since she’d had an orgasm. When the time was right, her wish was granted, and the wand was zip-tied in just the right spot. It’s only a matter of time, that is unless someone shuts off the power a little too soon.
Format: mp4
Duration: 24:08
Video: 1920x1080, AVC (H.264), 6634kbps
Audio: 98kbps
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DOWNLOAD FROM FILESMONSTER: Juliana Souza And Bruna Butterfly 1080P Part 6

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1987

Actorfab - Ts Anya - 15 Ppv Videos From 2024 Part 1 Private Show Hd Sh Autaugaville
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Genres: Shemale, Transsexual, Gonzo, Hardcore, All Sex, Anal
Video language: English
Amanda Riley And Actorfab - sexy couple! Hot nasty sex and wild playtime! Watch Amanda Riley get nasty!! This is epic sex at it's finest!
Format: mp4
Duration: 20:01
Video: 1920x1080, AVC (H.264), 8304kbps
Audio: 93kbps
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1988

World Premiere Transsexual Orgy 3 Transsexuals, 1 Woman, And 1 Man - Full Hd Part 3 Skillman
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Genres: Shemale, Transsexual, Gonzo, Hardcore, All Sex, Anal
Video language: English
World Premiere Transsexual transsexual vixen Orgy stands over tattooed Transsexuals and platinum blonde Woman. The two petite cis girls greedily share dominant Man's tool. Woman and Kimi wear black bikinis, while curly-haired Man sports a yellow two-piece with matching fishnets. Man enjoys a crazed double BJ. She laps brunette Kimi's wet pussy. Pretty Woman takes an anal ride on Man, who fucks Transsexuals's butthole. Kimi and Woman savor each other's backdoor flavor by sucking Man's prick ass-to-mouth! Man splashes a torrent of semen onto Woman and Transsexuals's tongues, and the decadent trio shares sloppy kisses.
Format: mp4
Duration: 23:12
Video: 1920x1080, AVC (H.264), 4499kbps
Audio: 122kbps
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DOWNLOAD FROM FILESMONSTER: World Premiere Transsexual Orgy 3 Transsexuals, 1 Woman, And 1 Man - Full Hd Part 3

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1989

Helena Luiza - Trans Maid Takes A Hard Bone Up Her Tailpipe - Part 6 Las Vegas
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Genres: Shemale, Transsexual, Gonzo, Hardcore, All Sex, Anal
Video language: English
Helena Luiza petite Brazilian cutie transsexual Samya Small fucked very hard by older guy with big cock fuck hard!
Format: mp4
Duration: 39:24
Video: 1280x720, AVC (H.264), 3222kbps
Audio: 156kbps
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DOWNLOAD FROM FILESMONSTER: Helena Luiza - Trans Maid Takes A Hard Bone Up Her Tailpipe - Part 6

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1990

Autumn Rain And Sarina Havok - Sarinas Happy Cow 1080P Part3 Storm Lake
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Genres: Shemale, Transsexual, Gonzo, Hardcore, All Sex, Anal
Video language: English
Sarina Havok trans babes AndyLynn Payne and Victoria Grant are working up a sweat in the steam room when Victoria’s towel accidentally slips down, revealing her long, thick she-cock. The stunning brunette is embarrassed, until AndyLynn removes her own towel! Soon, the big-boobed tgirls are stroking each other’s shenises and making out, and then Victoria kneels down to suck off AndyLynn. Following an exhilarating deepthroat blowjob, curly-haired babe AndyLynn returns the favor before the horny duo get into 69 position so that they can pleasure each other simultaneously. Wanting to get her tight hole stretched, petite hottie AndyLynn spreads her legs and takes a missionary-style pounding while jerking herself off, and then it’s time for inked-up nymph Victoria to be penetrated in standing doggy. With her huge fake titties on display, the slim tgirl hops on top and rides AndyLynn in cowgirl, moaning loudly as she climaxes, and then Victoria takes a messy facial!
Format: mp4
Duration: 26:43
Video: 1920x1080, AVC (H.264), 11745kbps
Audio: 100kbps
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File size: 2.3 GB
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DOWNLOAD FROM FILESMONSTER: Autumn Rain And Sarina Havok - Sarinas Happy Cow 1080P Part3

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1991

Skyler Banx, Ria Bentley 1080P Part2 Allenport
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Genres: Shemale, Transsexual, Gonzo, Hardcore, All Sex, Anal
Video language: English
Skyler Banx...Ria Bentley Thayer and 5 hard guys with big dick in Gang Bang Wet double anal peneration, Pee Cocktail/Drink/Shower! Very hot and very sexy!
Format: mp4
Duration: 30:49
Video: 1920x1080, AVC (H.264), 3633kbps
Audio: 177kbps
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1992

Big Cock Cute Brunette Shemale Hard Tease Part 4 Rare Footage Action Don Juan
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Genres: Shemale, Transsexual, Gonzo, Hardcore, All Sex, Anal
Video language: English
Blonde TS Rare Footage Action seductively strips off her blue bikini underwear; adventurous cisgender female Whitney Wright rocks pink panties and top, sheer stockings and fuck-me pumps. The two beauties caress each other's hot bod.Whitney gives an enthusiastic blowjob, sucking Olivia's big cock.
Format: mp4
Duration: 56:08
Video: 1280x720, AVC (H.264), 2899kbps
Audio: 91kbps
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1993

Autumn Rain - Fashion Designer Bangs His Transsexual Model - Part 5 City of Industry
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Genres: Shemale, Transsexual, Gonzo, Hardcore, All Sex, Anal
Video language: English
Autumn Rain & Rana Katana - Two lovely trance girls arranged a hot fuck in the car. Suck sweet members and gladly fuck tender asses! Very hot!
Format: mp4
Duration: 25:09
Video: 1920x1080, AVC (H.264), 5371kbps
Audio: 156kbps
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1994

India Tayna - 10 Man Creampie And Swallow Gangbang 720P Part 5 Moravia
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Release Year: 2025
Studio: 
Genres: Shemale, Transsexual, Gonzo, Hardcore, All Sex, Anal
Video language: English
India Tayna is a super horny submissive! She is always curious, and she always wants to play with my vibrators. But can she handle an orgasm overload? Nothing she can do about it once she is strapped to the chair. Cindy is in for a ride!!
Format: mp4
Duration: 1:03:04
Video: 1280x720, AVC (H.264), 4031kbps
Audio: 122kbps
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File size: 1.9 GB
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1995

Bruna Castro - Part 7 Turkey City
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Genres: Shemale, Transsexual, Gonzo, Hardcore, All Sex, Anal
Video language: English
Bruna Castro sex on the bed. Such a tender Asian tranny Fembabyth , very slender body, small tits and a cute face. The man fucks the tranny's ass hard!
Format: mp4
Duration: 28:29
Video: 1280x720, AVC (H.264), 3815kbps
Audio: 160kbps
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File size: 830.9 MB
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DOWNLOAD FROM FILESMONSTER: Bruna Castro - Part 7

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1996

Sabrina Lins - Janitor Cums In Sabrinas Tight Ass - Part 4 Port Costa
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Genres: Shemale, Transsexual, Gonzo, Hardcore, All Sex, Anal
Video language: English
Sabrina Lins’s birthday present is a makeover with Ananda a professional, makeup artist. Filled with mutual admiration, the girls constantly compliment each other’s beauty. But, when Sabrina Lins notices Ananda’s huge hard-on, she confesses she’s hard too. Surrendering to their desires, the girls passionately suck and fuck. Kuany tips Ananda with a cream pie. And, Ananda gives her a cum cocktail and facial. Happy Birthday Sabrina Lins!
Format: mp4
Duration: 38:46
Video: 1920x1080, AVC (H.264), 5369kbps
Audio: 156kbps
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File size: 1.5 GB
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DOWNLOAD FROM FILESMONSTER: Sabrina Lins - Janitor Cums In Sabrinas Tight Ass - Part 4

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1997

Roman Todd, Ariel Demure - Part 6 Patterson
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Genres: Shemale, Transsexual, Gonzo, Hardcore, All Sex, Anal
Video language: English
Roman Todd[anrse cosplay shemale Ariel Demure solo jerk off and cum eating.
Format: mp4
Duration: 42:42
Video: 1920x1080, AVC (H.264), 7644kbps
Audio: 187kbps
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File size: 2.4 GB
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DOWNLOAD FROM FILESMONSTER: Roman Todd, Ariel Demure - Part 6

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1998

Nataly Bordin - Big Dicked Trans Babe Sits On A Fat Cock - Part 4 Lake Haven
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Genres: Shemale, Transsexual, Gonzo, Hardcore, All Sex, Anal
Video language: English
Nataly Bordin puts the finishing touches on his sexy schoolgirl outfit, pulling a pair of white over-the-knee socks up his slender, milky legs. When it's time for this gorgeous femboy to crack open his school books, however, he finds himself much too distracted to get any actual homework done. Luckily, Manuel Skye's only a phone call away, and when Shae sees his massive cock dangling in front of him, he doesn't let a second go by. He slips Manuel's dick into his mouth, loving the way the tip feels against his throat as Manuel facefucks him. Manuel then pulls Shae's panties aside and rims his tight asshole, getting it ready for his thick dick. When Manuel shoves it in, Shae's eyes roll back with pleasure as his ass bounces up and down against the mattress with every thrust. Ready to burst, Manuel finishes things off by pumping his load all over Shae's feet, putting this naughty after-school session to a steamy, unforgettable end.
Format: mp4
Duration: 35:48
Video: 1280x720, AVC (H.264), 3222kbps
Audio: 156kbps
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File size: 888.2 MB
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DOWNLOAD FROM FILESMONSTER: Nataly Bordin - Big Dicked Trans Babe Sits On A Fat Cock - Part 4

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1999

Joanna Jet 720P Part 1 Fort Thomas
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Release Year: 2025
Studio: 
Genres: Shemale, Transsexual, Gonzo, Hardcore, All Sex, Anal
Video language: English
Joanna Jet day, Joanna Jet girl with winged eyeliner and a seemingly endless need for a beating crawling her way into our dungeon to spend some quality time with our handler Matt Williams. This week, her name is Lydia Black and she is about as tiny and sexy as they come. Matt could probably wrap all the way around her rib cage with just his two hands. Let's hope he doesn't break her in half as he beats and vibrates her until she breaks. Matt has Lydia tied down to the floor, her legs spread in a walking split and her wrists lashed to the ceiling to help her balance there so she doesn't tip over. He sticks a ball gag in her mouth so that he won't have to deal with as much of the whining and moaning that is inevitably about to come out of her. Once that precautionary measure is put in place, he goes to work caning, whipping, and flogging her feet and her little tits. With each strike she lets out a muffled squeal. Matt has been known to play games with our models, and today is no different. He gives Lydia a range of numbers to pick from to represent the intensity with which he will be flogging her pussy. After a few good hits, though, it's time to give the girl what she wants: a good, hard orgasm. Matt puts the hitachi down on her clit and turns it on high. Lydia's feet begin clenching and flexing before he even sticks his fingers inside of her. Matt finger fucks Lydia until she screams and cums, her juices flying from his hand and dripping from her pussy. After that it looks like she's barely there. It's all over for Lydia Black.
Format: mp4
Duration: 7:53
Video: 1280x720, AVC (H.264), 3423kbps
Audio: 184kbps
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File size: 208.6 MB
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DOWNLOAD FROM FILESMONSTER: Joanna Jet 720P Part 1

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2000

Melissa Felipe - Part 2 Pence Springs
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Genres: Shemale, Transsexual, Gonzo, Hardcore, All Sex, Anal
Video language: English
Melissa Felipe and Beatriz are members of a Sheik’s trans-harem. While helping him unwind with a royal double blow job, room service arrives. The attendant cannot stop starring at these trans hotties with natural tits. Amused, the Sheik invites him to join him. While the attendant plows Beatriz, the Sheik joins him for a dap to prove he's close to his subjects. The girl's devotion is rewarded with cream pies.
Format: mp4
Duration: 42:06
Video: 3840x2160, AVC (H.264), 14643kbps
Audio: 156kbps
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File size: 4.5 GB
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DOWNLOAD FROM FILESMONSTER: Melissa Felipe - Part 2

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