Shemales And Dick In His Ass | The Sexiest Shemales

Bar Time Banging


It's the end of the year ladies and gentlemen. How do we finish up 2016? With a hardcore TS getting her ass simply fucked and banged that's how! Our boy Viktor is going through some "end of the year" blues. His girlfriend and him got into an argument on his birthday. How horrible can that be? Nothing a or two can't fix. Can't it? Lovely Rebecca Calvacante is bartending tonight and lends a helping hand to make him feel better. A helping hand and a bit off ass tobe clear. She hates seeing people being down so she get's right to the hospitality. One thing leads to another and it's on. The hardcore fucking goes down behind the bar. As it should. So let's end the year off right folks. Welcome gorgeous Rebecca Calvacante in "Bar Time Banging!"

Format: mp4
Duration: 31:34
Video: 1280x720, AVC (H.264), 4389kbps
Audio: 184kbps






File size: 1.0 GB


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Humping Pretty Himena

Release Year: 2016
Cast: Himena Takahashi
Genres: Asian, Transsexual, Shemale, Hardcore, Anal, Oral, All Sex
Video language: English

22-year old Tokyo sweetheart Himena Takahashi is a horny little newhalf with one thing on her mind - sex, and lots of it! Clearly in her element when she is wrapped up in some hung fella for our lenses, Himena just loves the 'D' and the thought of her fans across the globe getting off her on-screen antics are a major turn on for her. Making her sparkling 3rd appearance and 1st SMJHC exclusive in this electrifying boy-girl fuck scene, Tokyo TGirl Himena Takahashi in 'Humping Himena' - enjoy the show!

Format: mp4
Duration: 31:58
Video: 1280x720, AVC (H.264), 3922kbps
Audio: 103kbps






File size: 943.4 MB


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Julia gives a schooling!

Studio: TGirl Pornstar

Okinawa mistress julia winston is back and dishing out the punishment in this thrilling classroom roleplay fetish-fest! filling up her insolent students mouth with her hot shogun shaft she then pushes her ass to his face and demands he fuck her puckered love hole with his tongue before whipping down his trousers, bending him over and delivering some first class domme action to his young virgin rear! what a scene.....

Format: mp4
Duration: 31:09
Video: 1920x1080, AVC (H.264), 7809kbps
Audio: 310kbps




File size: 1.8 GB


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Online Lovin


Wow folks! Guess who's back? That beautiful Wendy Williams is back for some hardcore action. Trans500 welcomes her back while she takes a break from her long, hard busy life. What world we live in. You can simply download an app and get yourself a hook up as easy as right or left swiping. Wendy decides to vacation and finally meet a hook up she's been chatting with for a minute. Dustin is quite the stallion. They meet up and there's not much else to say after that. It's going down for sure. Wendy's fantasy is to tear his ass up and he's definitely down for it. No need to keep chatting, let's get right to it. Welcome back Wendy in "Online Lovin"

Format: mp4
Duration: 31:49
Video: 1280x720, AVC (H.264), 6834kbps
Audio: 184kbps






File size: 1.6 GB


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Goddess Kyaa & River Enza - Madam Joins Her Trans Girl In Fucking A Client

Genres: Threesome, Shemale Hardcore, Blowjob, Anal, Bareback

Goddess Kyaa runs a high class suite for high rolling clients. One of her regulars has come and she has a brand new TS model River Enza ready for him. He wants his normal girl however, and so to convince him to try out River, Goddess Kyaa is going to have to join them! This TS and GG all bareback threesome is super passionate and super fun. Wow what a ride!

Format: mp4
Duration: 32:59
Video: 1920x1080, AVC (H.264), 7826kbps
Audio: 247kbps






File size: 1.9 GB


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Aubrey Kate, Domino Presley, Venus Lux & Jessica Drake

Release Year: 2017
Studio: WickedPictures

Wicked Pictures Exclusive Contract Superstar Jessica drake and award winning director Brad Armstrong bring you the most epic Star Showcase Movie in adult entertainment. Watch Jessica explore her sexuality as you've never seen before. From a passionate encounter in the Garden of Eden to a 6 Girl Anal Circus Orgy with today's biggest name starlets. From a jaw dropping Interracial Blowbang to a School Girl Orgy full of Anal and DPs, and then the grand finale, an absolutely stunning encounter with three of the industry's most beautiful Trans Women. Jessica adds: "I've waited my entire career for this movie. Each scene reflects not only who I am as a performer, but who I am as a person. I couldn't be prouder of this project and I want to thank every person listed in the credits for bringing my fantasies to life."

Format: mp4
Duration: 31:46
Video: 1920x1080, AVC (H.264), 5661kbps
Audio: 186kbps






File size: 1.3 GB


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Nikki And Attila!

Release Year: 2020
Genres: Bareback,Porn
Video language: English

Nikki is here again and she brought Attila along to make it hotter than usual. She wants to show you more of her skills in the bedroom. Watch as they get down with cock sucking and lots of hardcore sex until Attila pulls out and blows a load on Nikki's face. What a scene!

Format: mp4
Duration: 32:22
Video: 1920x1080, AVC (H.264), 7806kbps
Audio: 316kbps






File size: 1.9 GB


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Miran & Roman Todd - Unclog My Pipes

Cast: Miran, Roman Todd
Genres: Transsexual Gonzo Hardcore Anal Bareback
Video language: English

Blonde beauty Miran might not be who you expect to see when you call the plumber, but that doesn't mean that she can't get your pipes running harder than ever before. Roman Todd and his wife find out just how good Miran is at getting things running when she shows up to sneakily suck Roman's cock dry in this wet and wild scene. Hopefully they'll be able to keep Roman's wife from finding out that when she's not looking Roman's sucking Miran's gorgeous cock and fucking her tight ass too.

Format: mp4
Duration: 31:25
Video: 1920x1080, AVC (H.264), 5861kbps
Audio: 124kbps






File size: 1.3 GB


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All About that Super Cock


Wow oh wow! Guess who's back!? Its that super hero that lives for the taste of delicious TS ass. Super Ramon is the man when it comes to saving these Tgirls from any situation. Isabella runs into him and was star strucked to say the least. I mean wouldn't you be? Super Ramon lays down the pipe strong in this game. Nothing can keep him away from these gals. It's Friday and that means one thing. Time to lay back,relax and enjoy your weekend. What better way to do that than some scrumptious Tranny ass. Let's get right to it folks. Let's welcome Isabella Sorenti in "All About that Super Cock"

Format: mp4
Duration: 31:40
Video: 1280x720, AVC (H.264), 6828kbps
Audio: 184kbps






File size: 1.6 GB


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Candy marie & mike panic fuck hard!

Studio: groobygirls
Cast: Candy Marie
Genres: Shemale

Radius was telling me all week that i was going to love working with mike panic, because he stays rock hard and treats the girls like a gentleman. he was right. we started out with some sensual kissing and he started undressing me.
once he got my panties down, he started eating my ass and getting me ready for a good fucking, but not yet. he laid me down and kissed me. then he moved down and started sucking on my big titties and stroking my growing cock before going back to kissing me.
he sucked me until i became rock hard. after he said let me see that ass, i pushed my legs back and watched as he ate me out some more. it felt so good!
he stood up and commanded me to come suck his cock, which i happily choked down, especially when he laid me on my back and throat fucked me. my eyes turned bloody red!
when he initially penetrated me, you could see it in my eyes, ecstasy! he fucked me in several positions, never forgetting to give me that tender touch on occasion, while...

Format: mp4
Duration: 32:19
Video: 1920x1080, AVC (H.264), 7815kbps
Audio: 312kbps




File size: 1.9 GB


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Tony Lee, Kalliny Nomura

Cast: Tony Lee, Kalliny Nomura
Genres: Transsexual, Gonzo, Hardcore Anal

Mega-hung T-girl Kalliny plays teasingly on a stripper pole, long legs and bulbous breasts ... and pumping her massive she-prick! Muscular stud Tony Lee submissively sucks her girl-meat in a gagging, slobber-soaked blowjob. He groans as Kalliny crams her colossal cock up his asshole. He masturbates through a graphic anal reaming. Tony rims her asshole and sucks her tool ass-to-mouth. He and the TS hottie soon switch roles, with Kalliny riding his thick dick as she strokes her own to an explosive orgasm. She then jerks Tony to ejaculation.

Format: mp4
Duration: 33:00
Video: 1280x720, AVC (H.264), 3614kbps
Audio: 187kbps






File size: 920.9 MB


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Beach bunny holly likes to fuck

Studio: GroobyGirls / ShemaleYum
Cast: Holly Parker
Genres: Shemale

Sexy tall slim holly parker has a hot natural body, small breasts, a nice hard cock and a hungry butt! see this lovely transgirl giving ruckus a blowjob before he returns the favor and sucks holly's hot cock before holly rides his hard cock! a smoking hot hardcore sex scene with lots of fucking and cum!

Format: mp4
Duration: 31:21
Video: 1280x720, AVC (H.264), 3910kbps
Audio: 310kbps




File size: 970.0 MB


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TS Playground Part 21

Release Year: 2015
Studio: Evil Angel
Cast: Adriana Chechik, Jenna Justine, Walkiria Drumond, Alex Victor, Christian, Nina Lawless, Sheylla Wandergirlt, Thayla Cyclone, Vixxen Goddess
Genres: Anal, Tranny, Hardcore Gonzo
Video language: English

Globetrotting thrill seeker Jay Sin's recent adventures have uncovered gorgeous she-males that combine petite femininity with hard-charging erections to give "TS Playground 21" forbidden thrills. Busty Thayla Cyclone and stud Alex Victor suck uncut pricks in 69 position. He creams her big, dramatically tan-lined boobs; she jacks jism onto her flat belly; an instant replay shows both ejaculations from a different angle. With natural genetic girl Jenna Justine and tattooed TS Nina Lawless, a blow job becomes an aggressive face fuck. Jenna sucks fuck-flavored dick, and hard sodomy makes her asshole gape. Nina lifts Jenna bodily for a carry-fuck. Buxom Walkiria Drumond's sheer stockings hold the thick, meaty bonus bent back into her ass crack. She easily deep-throats muscle stud Christian's giant prick ass-to-mouth and sucks his dick while boning his butthole! Pretty Vixxen Goddess has never seen a pussy up close. Her virgin experience is a dominating, three-hole fuck of bodacious genetic.

Format: mp4
Duration: 32:06
Video: 960x544, AVC (H.264), 1751kbps
Audio: 187kbps







File size: 457.9 MB


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Simply Fucking Nicolly


Man Oh man! Isn't Nicolly Lopes simply one of the sexiest TGirls you've ever laid your eyes on? That young skin, tight body and beautiful face is just what dreams are made of. One thing we know is that things get hot wherever she goes. She packs a delicious cock that just begs to worshipped also. Now it's the weekend and it's time to get fucking real! Let's get right to the hardcore ass-pounding action folks!

Format: mp4
Duration: 32:12
Video: 1280x720, AVC (H.264), 7631kbps
Audio: 309kbps






File size: 1.8 GB


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TS Playground Part 26

Release Year: 2017
Studio: Evil Angel
Cast: Carol Penelope, Christian XXX, Danny Bendochy, Ingrid Moreira, Juliana Nogueira, Spencer Fox, Stefany Souza, Valenttina Monsterdick
Genres: Transsexual Gonzo Anal
Video language: English

In 'TS Playground 26,' outrageous director Jay Sin combines gender-bending transsexual erotica with extreme anal perversion: Four femme, functional T-girls take on adventurous studs for butt fucking, and two more display their playful solo masturbation techniques. Soft, busty blonde Carol Penelope shares a dicksucking and ass banging session with her handsome boyfriend. Stylish Latina Stefany Souza oils up her swollen, veiny prick for a luxurious wank. Hot, aptly named Valenttina Monsterdick's huge, uncut she-beast stretches lucky Spencer Fox's asshole. Glamorous TS beauty Danny Bandochy takes a stimulating rear reaming, and she packs her man's tight rectum. They each climax in a spermy mess. Buxom Brazilian T-tramp Juliana Nogueira enjoys fulfilling sodomy with boy-toy Christian; he cums on her ass and she eagerly sucks out the last drops of his cum. TS bombshell Ingrid Moreira demonstrates her masturbatory methods, spreading oil on her huge, wide-nippled jugs and pumping her shiny c.

Format: mp4
Duration: 32:17
Video: 960x544, AVC (H.264), 1755kbps
Audio: 187kbps







File size: 461.3 MB


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TS Playground Part 23

Release Year: 2016
Studio: Evil Angel
Cast: Bianca Hills, Christian XXX, Danny Bendochy, Deborah Mastronelly, Eloa Lombard, Fernanda De Castro, Kalliny Nomura, Kananda Hickman, Trent Dy
Genres: Transsexual Gonzo Anal
Video language: English

From the master of extreme anal erotica, director Jay Sin, comes a showcase of sultry, feminine starlets sporting huge, throbbing she-cocks! The luscious ladyboys of 'TS Playground 23' get off on intimate, one-on-one sex with horny gentlemen, and there's even a nasty backdoor scene with a genetic female, bodacious French bombshell Eloa Lombard! On his first night in Brazil, stud Trent Dy and statuesque trans-girl Deborah Mastronelly share blow jobs and anal perversions, climaxing in messy cum explosions. Slender, girlish Kalliny Nomura offers oral pleasure and mutual ass fucking to her new boyfriend. Stylish blonde Bianca Hills uses her stiff, uncut she-prick to ream her man's tight bunghole until he shoots his load. Voluptuous, pretty Eloa and bespectacled TS temptress Fernanda De Castro exchange sodomy service, using Fernanda's hard dick and Eloa's strap-on dildo. Trent takes a sweet ass pounding from tall, refined T-girl seductress Kananda Hickman. Pale, pretty Danny Bendochy and v.

Format: mp4
Duration: 32:16
Video: 960x544, AVC (H.264), 1750kbps
Audio: 187kbps






File size: 460.1 MB


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TS Playground Part 20

Release Year: 2015
Studio: Evil Angel
Cast: Kendra Sinclaire, Alex Victor, Anna Hickhiman, Brenda Louise Castro, Bruna Butterfly, Christian, Juliana Souza, Max Scar, Nicole Bahls, Nina Lawless, Robert Axel, Sheylla Wandergirlt
Genres: Anal, Tranny, Hardcore Gonzo DP
Video language: English

Director Jay Sin's signature style - extreme anal perversions presented with an inviting sense of playful delight - is the perfect view into the sensuous world of hot T-girls. "TS Playground 20" delivers hard-core fun with these gorgeous, ultra-feminine she-males and their big, juicy, fully functional cocks! Stunning, curvaceous blonde Nicole Bahls shows off her big, round boobs, tight butthole and thick, tapered she-cock, then shares oral and anal fun with her boy-toy. Petite blonde Sheylla Wandergirlt gets ruthlessly ass-fucked by hung brunette Anna Hickhiman in an all-TS anal session featuring two messy sprays of hot she-cum! Sultry Latina Brenda Louise Castro trades passionate sodomy with male stud Alex Victor. Shorthaired Kendra Sinclaire uses a suction device to make Nina Lawless' asshole swell. The she-creatures and a lucky dude enjoy a lewd three-way that includes double anal penetration! Luscious Brazilian she-males Juliana Souza and Bruna Butterfly meet muscular Christian in.

Format: mp4
Duration: 32:11
Video: 960x544, AVC (H.264), 1751kbps
Audio: 107kbps







File size: 439.6 MB


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TS Playground Part 18

Release Year: 2015
Studio: Evil Angel
Cast: Bianca Hills, Brittany Foxx, Christian, Gabriella Andrade, Gabrielli Bianco, Max Scar, Robert Axel, Spencer, Vixxen Goddess
Genres: Anal, Tranny, Hardcore Gonzo
Video language: English

In "TS Playground 18," director Jay Sin showcases a multi-ethnic cast of beautiful ladyboys doing whatever cums naturally with their horny boyfriends. Four scenes of sensuous, explicit she-male-on-dude action plus one solo masturbation session give Jay's ultra-feminine trans creatures plenty of throbbing meat to play with! Tanned Latina Bianca Hills joins lover-boy Max Scar in a gender-bending session of oral and anal pleasure. Curvaceous Gabrielli Bianco strokes her huge, uncut cock with her soft, manicured hands, milking out a load of gooey she-cum. Voluptuous, light-skinned black, blonde-haired temptress Brittany Foxx has a huge, round booty. It gets royally fucked and her pretty face is showered in sperm. Big black stud Robert Axel sodomizes petite, pale Vixxen Goddess, then gets ass-fucked by the adorable she-male until he cums all over himself. Gabriella Andrade and beefy boy-toy Christian enjoy a passionate, cocksucking 69 and take turns reaming each other's rectum.

Format: mp4
Duration: 31:41
Video: 960x544, AVC (H.264), 1755kbps
Audio: 99kbps







File size: 431.9 MB


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TS Playground Part 13

Release Year: 2014
Studio: Evil Angel
Cast: Anna Hickhiman, Christian XXX, Eva Cassini, Gabriela Ferrari, Gabriella Andrade, Kylie Maria, Max Scar, Nickey Huntsman, Spencer Fox
Genres: Anal, Shemale, Tranny, Hardcore
Video language: English

Feminine, functional, well-hung she-males get off with hard, horny men (and in one case, a hot genetic girl) in director Jay Sin's 'TS Playground 13.' The girl is big-eyed brunette Nickey Huntsman, who shares a gender-bent threesome with tall, femme blonde TS Eva Cassini and hung stud Spencer. Both Eva and Spencer pork Nickey's asshole and the girls share a cum-flavored kiss. Dark-haired TS nymph Gabriella Andrade tugs her bulging thong way up her crack; as Max Scar fucks her ass, her meat stays hard, and her cute butt pumps as she dicks him doggie-style before stroking a sperm stream onto his penis and scrotum. Tanned TS Anna Hickhiman lowers her ass onto Mikel's stiff cock and jerks her own thick, freestanding erection; with a dominant stance she reams his asshole. Gorgeously femme Gabriela Ferrari slam-fucks Max to gaping; he blows her ass-to-mouth and they rub their tools together. Muscular stud Christian and auburn-haired TS Kylie Maria trade mouth kisses and blow jobs before he .

Format: mp4
Duration: 32:09
Video: 960x544, AVC (H.264), 1756kbps
Audio: 97kbps







File size: 438.0 MB


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Jessica Remastered


It's Friday ladies and gentlemen. Today we bring back one of the sexiest, cock hungry gals we have ever had on Trans500. Beautiful Jessica joins us to take on some huge monster dick. This girl just loves getting her ass stretched and fucked. Remastered and ready to go, we get it all up in this thirsty ass of hers. Let's get right to the action folks. Gorgeous Jessica in this remastered update.

Format: mp4
Duration: 31:39
Video: 1280x720, AVC (H.264), 6825kbps
Audio: 309kbps






File size: 1.6 GB


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