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Video language: English

Part two of our recent orgy featuring the sexy Sammi and cock hungry Libby.

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Duration: 39:15
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Release Year: 2021
Cast: Ellie Brat
Genres: Hardcore, Blowjob, Anal, Bareback
Video language: English

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Duration: 13:45
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Release Year: 2020
Genres: Shemale, Solo
Video language: English

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Release Year: 2015
Studio: LadyBoyGold
Cast: Diamond
Genres: Ladyboy, Transsexual, Hardcore, Anal, Bareback

One night in Diamond and the world's your Ladyboy oyster! Diamond's Ladyboy cock is erect, popping from the ripped open crotch of her pantyhose. This dick-doll is ready to go. Diamond...

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Release Year: 2021
Genres: Shemale, Solo, Amateur
Video language: English

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Release Year: 2021
Cast: Cassie Cummings
Genres: Hardcore, Blowjob, Anal, Bareback
Video language: English

Cassie Cummings doesn't want to go out for double date night with her man. She is way too horny to sit thru another boring meal with their boring friends.

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Duration: 29:58
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Release Year: 2018
Studio: Pure-TS
Genres: Shemale Hardcore, Blowjob, Anal, Bareback

Amanda Bell is a stunning TS beauty that is just begging to get her ass oiled up and fucked hard. Christian loses himself in the moment as he is mesmerized by her beauty. Her anal skills are unbelievable and he deep dicks her and loves every second of it.

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Duration: 25:07
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Release Year: 2021
Cast: Sabrina de Castro, Yago
Genres: Shemale, Oral, Hardcore, Bareback, Anal, Blowjob, Cumshot, Slim
Video language: English

Watch as ts nympho Sabrina de Castro deep throats a big cock and gets her ass pounded bareback and filled with a hot messy load. No condom raw hardcore!

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Duration: 20:09
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Genres: Interracial, BBC, Shemale Hardcore, Blowjob, Anal
Video language: English

Shemales like to feel like women, and some of them go that extra mile for taboo pleasure by having black men fuck them in the ass.

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Duration: 20:32
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Release Year: 2015
Studio: LadyBoyGold
Cast: Natty
Genres: Ladyboy, Blowjob, Anal Sex, Close Ups, Cum Shots

Watch as she slowly teases you in sexy posses before unwrapping the gift that's called Natty. Her lady meat is hard from the get-go, just look deep into Natty's big sensual brown eyes to see that unstoppable sex-drive.

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Duration: 27:17
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Release Year: 2021
Genres: Shemale, Solo, Amateur
Video language: English

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Release Year: 2021
Genres: Shemale, Solo, Amateur
Video language: English

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Corolina - Fishnet Fucking

Release Year: 2015
Studio: Trans500
Cast: TSGirls: Corolina
Genres: Transsexual, Shemale, Oral/Anal Sex, Hardcore, Big Tits, Butts, Big Dicks, Brunette, Latin

It's Friday folks! We're gonna start the weekend off right with another Trans500 update.If your expectations are high you won't be disappointed! Today we have the lovely Corolina taking in some hardcore Monsterdick in that tight,sweet TS ass of hers. She's sexy in her fishs waiting on nothing less than a huge sausage up her ass.She wants that hole simply fucked and destroyed.Our boy Ramon doesn't fuck around, he knows how to handle a nice, juicy round transsexual ass. He pounds that ass like it stole something.Let's wee back our lovely Corolina in "Fish Fucking"

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Duration: 24:55
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Zoe Fuckpuppet & Alison Dale

Genres: Shemale Hardcore, Blowjob, Anal
Video language: English

Love watching English amateur shemales have hardcore sex with one another? The good news is that Transsexual Fun

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Duration: 24:26
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Threesome With Two Beautiful Trannys

Release Year: 2020
Cast: Alisia Rae, Ella Hollywood, Dante Colle
Genres: Transsexuals, Shemale, Blowjob, Anal, Bareback, Hardcore, Threesome
Video language: English

With the curly-haired cutie Josie (Alisia Rae) seduced to the dark side, Annie (Daisy Taylor) has all of the pieces she needs to lure Rebecca (Ella Hollywood) back into the fold, and just in time for Notre-Ange-du-Bois's big orientation dance. Annie backs Rebecca into a corner, showing her a magically subdued Michael (Dante Colle) and inviting her to make her commitment to magic official with a good old fashioned human sacrifice. Rebecca is tempted by the promise of power, but makes a final choice... the choice to choose for herself. With Annie dealt with, the three college freshmen decide it's time for them to finally get around to that sexual experimentation that people are always talking about with a three-way fuck fest that will leave you bewitched. In the conclusion to the series conceptualized by Daisy Taylor, Ella Hollywood steps into the spotlight, letting Dante and Alisia strip her down as they kiss and tease her, licking and stroking her tight body as the three sexy stars align in a constellation of cum-hungry college cock-sucking. The two girls take turns readying Dante's dick for a rough ride, each of the bewitching babes sliding Dante's thick rod into their tight holes before lining up for a titillating three-way train to temptation!

Format: mp4
Duration: 40:04
Video: 1920x1080, AVC (H.264), 5524kbps
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Lisa Heart & Sammi Valentine

Genres: Shemale Hardcore, Blowjob, Anal
Video language: English

A little behind the scenes action for you here, because we love to display what goes on when you get two shemales together who are ultra horny and capable of doing anything for the pleasure of the camera.

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Duration: 9:25
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Trans Phoenix Sucks Off The Professor

Release Year: 2021
Cast: Natalie Anderson
Genres: Hardcore, Blowjob, Anal, Bareback
Video language: English

Trans Phoenix looks so hot and sexy in her X-Men uniform even her Professor agrees!

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Duration: 16:01
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Genres: Group Sex, Orgy, Shemale Hardcore, Blowjob
Video language: English

An amateur orgy and sexy shemales - I think you know as well as I do that this is a perfect gangbang arrangement where the orgy participators are going to go above and beyond in the pursuit of pleasure.

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Duration: 27:32
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Release Year: 2021
Cast: Niice
Genres: Ladyboy, Transsexual, Hardcore, Anal, Oral
Video language: English

Dressing down on lingerie night Niice gets a good old fashioned buggering in thanks for her new naughty night dress, taking a late night delivery of spunk straight to the mouth. That should help her sleep well tonight.

Format: Windows Media
Duration: 28:09
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Release Year: 2021
Studio: Tgirls xxx
Cast: Lianna Lawson & Will Havoc
Genres: Shemale, Hardcore, Bareback, Ass Licking, Fingering

Lianna Lawson & Will Havoc - Hot couple! Passionate sex and sucks! trans girl Mariana Lins and muscular man!

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Karla Coxx and Liberty Harkness Black Guy Enjoys Two Shemales

Video language: English

No one can deny that when it comes to transsexuals having sex, the one demographic they like more than anything else is hung black men.

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Duration: 29:25
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Video language: English

Christian is relaxing at home after a long day at work, with his submissive sissy pet Alice Crystal obediently on her knees, ready to do his bidding.

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Duration: 26:03
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Trannny Kimmy Plays Alone

Video language: English

Kimmy requested that we just record her masturbating alone and Transsexual Fun isn t about to deny this sissy the opportunity to enjoy some one on one time with the camera!

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Duration: 15:33
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Release Year: 2020
Genres: Shemale, Hardcore
Video language: English

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Release Year: 2018
Genres: Shemale, Hardcore
Video language: English

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Release Year: 2021
Genres: Shemale, Solo, Amateur
Video language: English

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Release Year: 2017
Studio: Transexualfun.
Cast: Alison Dale & Zoe Fuckpuppet
Genres: Shemale Hardcore, Blowjob, Anal
Video language: English

Let's just be honest for a second: few things can beat the pleasure of watching two shemales in stockings having hardcore sex with one another.

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Release Year: 2014
Studio: K.M.Produce
Cast: Yukino Akari
Genres: Asian, Feature, Shemale, Transsexual, Anal, Creampie, Solowork, CrossDressing

公衆便所という密室の空間で、美しいニューハーフゆきのあかりは肉便器と化していく。身動き取れないように拘束され.次第に自我が崩壊。肉体に潜んだ気質が完全開花し、本能のままの肉便器となりはてる。ギンギンのチ●コを求めて、うずくエロ過ぎる肉体。すべての性欲を処理させて頂きます!ご自由にお使い下さい!

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Release Year: 2014
Studio: Pink Diamond
Cast: Kawai Risa, Shinoda Iori
Genres: Asian, Feature, Shemale, Transsexual, Anal, CrossDressing

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Video language: English

Bambi Bliss stretches the girl's ass with dildos and fucks her pussy.

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Duration: 17:56
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Release Year: 2021
Cast: Pooh
Genres: Shemale, Hardcore, Toys, Blowjob, Creampie, Cumshots
Video language: English

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Duration: 39:02
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Release Year: 2019
Genres: Shemale, Solo
Video language: English

Cute, young Ts Samy Binttecourt puts on a spectacular exhibition, showing off playfully and lewdly drilling her asshole with a dildo.

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Duration: 38:05
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One Last Fuck Before Leaving

Release Year: 2021
Cast: Natalie Anderson
Genres: Hardcore, Blowjob, Anal, Bareback
Video language: English

Natalie Anderon has finally come back to Christian, but now she has to go. He is super bummed and begs her not to leave.

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Duration: 31:47
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Video language: English

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Duration: 25:25
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Karla Coxx & Liberty Harkness

Genres: Group Sex, Orgy, Shemale, Blowjob
Video language: English

Men and transsexuals: it's a simple mix but one that our fans here on Transsexual Fun just love to see.

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Release Year: 2021
Cast: Julia Alves
Genres: Shemale, Anal, Big Tits, Blowjob, Bubble Butt, Cumshot, Hardcore
Video language: English

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Release Year: 2021
Cast: Samantha Hall
Genres: Hardcore, Blowjob, Anal, Bareback
Video language: English

Sissy Samantha Hall is a bubble butt sissy who is always a good girl. When her man comes home, she is ready to get on her knees and service his big dick.

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Duration: 23:45
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Tranny Crystal Plays With Herself

Release Year: 2017
Studio: Transexualfun
Cast: Crystal
Genres: olo, Shemale, Masturbation
Video language: English

A pretty easy few steps for hot content is to chuck Tranny Crystal here a place to go for some solo masturbation and just stick a camera on to watch the result.

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Succubus - Aubrey Kate

Release Year: 2021
Cast: Aubrey Kate & Small Hands
Genres: Anal, Big Tits, Tattoo/Piercing, Fake Tits, High Heel Shoes, Horror, Tit Fucking, Blonde, Face Sitting, Deep Throat, Trans
Video language: English

We have an immense pleasure to introduce super sexy shemale Aubrey Kate, who likes dominate and hardcore fuck!

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