Inexperienced crossdresser first time with older man Drakesville
What we couldn’t have predicted was the massive storm which blew in the day after we arrived.
Format: mp4
Duration: 21:06
Video: 1920x1080, AVC (H.264), 6351kbps
Audio: 124kbps
File size: 1.0 GB
DOWNLOAD FROM FILESMONSTER: Inexperienced crossdresser first time with older man
Free Shemale XXX porn videos Girls with Dick Transsexual Sissy #39
Posts 1201 to 1230 of 2000
Share12012022-09-29 09:55:58
Share12022022-09-29 09:56:07
Karina, The Suave Sophisticate! Jersey Mills
Cast: Misaki Shiratori aka Karina Shiratori
Genres: Shemale, Solo, Japan.
Video language: English
Enjoy as these shemales show off their hot bodies in the sexiest stripteases! But that's not all... after they're naked they're going to be ready for some hard fucking!
Format: mp4
Duration: 16:50
Video: 1920x1080, AVC (H.264), 7810kbps
Audio: 310kbps
File size: 1.0 GB
DOWNLOAD FROM FILESMONSTER: Karina, The Suave Sophisticate!
Share12032022-09-29 09:56:16
Purets - Classy Trans Milf Gets What She Wants Enochs
Release Year: 2022
Studio: Purets
Cast: Christian XXX, Erica Love
Genres: Brunette, Big Tits, Anal, Tattoos, Latina, Interracial, Ass to mouth, Blowjob, Deepthroat, Cumshot, Big Dick, Handjob, Gagging, Amateur, Cum on Ass, male fucks trans, trans, doggy style, gape, kissing, rimming
Video language: English
Sexy latina trans Erica Love has always wanted to make a splash in the adult film world. She has weathered all the advances of Christian, who finally breaks her down and she agrees to meet him in her hotel room. Once inside, she really starts to get into the idea of fucking on camera, and next thing she knows, she is on her knees with his big dick in her mouth. This beautiful amateur really has what it takes as she expertly takes him deep inside her bareback and begs for more until he explodes his sperm in her ass. Now THAT is a porn debut.
Format: mp4
Duration: 26:26
Video: 1920x1080, AVC (H.264), 6714kbps
Audio: 187kbps
File size: 1.3 GB
DOWNLOAD FROM FILESMONSTER: Purets - Classy Trans Milf Gets What She Wants
Share12042022-09-29 09:56:24
Crystal Thayer - All About Crystal Eastabuchie
Release Year: 2022
Cast: Crystal Thayer
Genres: Anal, Amateur, Blowjob, Creampie, Passion, Queer, Rimming
Video language: English
This scene features the beautiful Crystal Thayer in a hot threesome with Dante and myself. Dante and I take turns fucking Crystal while she sucks cock at the same time. Towards the end of the scene Dante cums inside of Crystal as we trade places so I can fuck his cum deeper in to her. The scene ends with Dante cumming again in her mouth and me cumming all over and inside of her asshole.
Format: mp4
Duration: 24:15
Video: 1280x720, AVC (H.264), 7812kbps
Audio: 185kbps
File size: 1.4 GB
DOWNLOAD FROM FILESMONSTER: Crystal Thayer - All About Crystal
Share12052022-09-29 09:56:33
女装子と女 Vincent
Release Year: 2022
Genres: Asian, Twinks, Oral, Anal Sex, Masturbation, Cumshot
Video language: Japanese
想像下だけで汁がでそうなアブノーマルプレイだからこそ興奮しちゃう!
ペニクリとペニクリの先っぽがキスしたり、硬く大きくなったペニクリが女装子のアナルへ女装子と女装子がひとつに合体!
パックリ開いた淫乱女装子の淫乱ケツ○ン娘。新たな快楽を覚えたオトコの娘。白濁の恥汁を垂れ流す!
Format: mkv (Matroska)
Duration: 1:45:22
Video: 720x404, AVC (H.264)
File size: 1.5 GB
DOWNLOAD FROM FILESMONSTER: 女装子と女
Share12062022-09-29 09:56:41
's day lay Ullin
Studio: transangels
Genres: Shemale
There’s nothing more wholesome than a ’s day dinner, but when aspen brooks gets an eyeful of sergeant miles jerking off in another room, she decides to have a little fun with this bearded stud! she agrees to pretend like nothing happened if she gets to fuck him as hard as she likes! after taking turns sucking each other hard, aspen bends sergeant over and fill him with every inch of her rock-hard tgirl cock! this busty beauty pounds his tight ass until he’s ready to shoot his wet load all over her big tits.
Format: mp4
Duration: 26:11
Video: 1920x1080, AVC (H.264), 4980kbps
Audio: 136kbps
File size: 982.4 MB
DOWNLOAD FROM FILESMONSTER: 's day lay
Share12072022-09-29 09:56:50
Girlfriend Dress, No Pantie Creampie Pray
Release Year: 2022
Cast: Bon 2
Genres: Transsexuals, Shemale, Ladyboy, Anal, Oral, Bareback, Hardcore, Cumshot, Blowjob, POV
Video language: English
Blonde-haired ladyboy Bon is wearing a floral girlfriend dress with black heels. She pulls down her dress to let out her tits and the POV oils them up. He stands up in front of her and...
Format: mp4
Duration: 25:57
Video: 1920x1080, AVC (H.264), 9756kbps
Audio: 309kbps
File size: 1.9 GB
DOWNLOAD FROM FILESMONSTER: Girlfriend Dress, No Pantie Creampie
Share12082022-09-29 09:57:00
Fuck a trans with a strapon Guaynabo
Release Year: 2022
Cast: Vanessa, Luba
Genres: Transsexuals, Anal, Blowjob, Big Tits, Bubble Butt, Cumshot, Hardcore
Video language: English
My new girlfriend, or not a girl, but a guy, well, in general, trance is a real find for my sexual experience. She pierced my pussy with her penis and then I fucked her with a strapon.
Format: mkv (Matroska)
Duration: 1:14:41
Video: 1920x1080, AVC (H.264)
File size: 2.6 GB
DOWNLOAD FROM FILESMONSTER: Fuck a trans with a strapon
Share12092022-09-29 09:57:08
Pluck you, buddy Tranekaer
Studio: transangels
Genres: Shemale
Gorgeous, hung, and loving, aspen brooks is many things. however, one thing she is not is quick to forgive. when mason lear crosses the statuesque beauty, he tries to make it up to her with buckets and buckets of flowers, but aspen wants him to prove his sincerity another way. aspen ties mason to the bed and uses the flowers he gave her to make him into a pretty little present that she gets to unwrap. while mason's tied up aspen exacts her pound of flesh, fucking the bound hottie all over the bed while he begs for more. aspen puts mason through his paces, slamming into him relentlessly until she showers the contrite cutie in cum.
Format: mp4
Duration: 22:14
Video: 1920x1080, AVC (H.264), 5609kbps
Audio: 116kbps
File size: 933.3 MB
DOWNLOAD FROM FILESMONSTER: Pluck you, buddy
Share12102022-09-29 09:57:19
Jonelle Brooks Money
Studio: trans500
Cast: Jonelle Brooks
Jonelle Brooks is one of our favorite models for a reason. She tall , slim and stunningly beautiful. Jonelle graces our cameras with a nice tease, dancing and playing with herself in pure extasys. After she gets everything steaming hot, she gets undressed and then allows our cameras to watch her stroke her cock until she gets to the sweet cumshot you all want to see.
Format: mp4
Duration: 16:57
Video: 1280x720, AVC (H.264), 2533kbps
Audio: 184kbps
File size: 338.4 MB
DOWNLOAD FROM FILESMONSTER: Jonelle Brooks
Share12112022-09-29 09:57:27
Juliette Stray Rancho Palos Verdes
Studio: trans500
Cast: Juliette Stray
Wow ladies & gentlemen! Today we have one of the most intriguing and horniest transsexuals you will ever meet.We bring you a self proclaimed "Cock addict" by the name of Juliette Stray. This bangin' tranny loves nothing less than a huge cock rammed down her throat and up her tight wet ass. We start off by getting to know her turn-ons and what she likes. This one's young but very experienced and simply a dirty fucking little shemale slut.This interview alone will make you pitch a tent in your pants. She doesn't play when it comes to letting out all her fantasies. Juliette wants nothing less than her mouth stretched and ass just banged whenever she's in the mood.So much so that she carries a huge dildo wherever she goes so when the mood strikes BAM! its there. Who else but our infamous Monstercock Ramon to get the job done? Like Juliette Stray says "girls look alot prettier with cum on their face". When it comes to transsexuals and throat-fuck whores Juliette takes the cake.Nothing but hardcore tranny-fucking action in this scene people! Enough talking, let's get down to the action. Here we have our dirty slut by the name of Juliette Stray in "Throat Fuck-Whore!"
Format: mp4
Duration: 26:58
Video: 1280x720, AVC (H.264), 1948kbps
Audio: 184kbps
File size: 422.3 MB
DOWNLOAD FROM FILESMONSTER: Juliette Stray
Share12122022-09-29 09:57:35
Woman on trial Stilwell
Studio: transangels
Genres: Shemale
It's plain to see that janelle fennec wouldn't hurt a fly. when her husband's found on their living room floor, detective lance hart assumes that she must be the culprit. janelle is quick to explain that she's just been the victim of a misunderstanding and offers to show lance just how sweet and accommodating she can be. lance fucks the long blonde-haired janelle while she begs for more, riding his cock all over the kitchen until detective lance has blown his load and finally gets to the bottom of the case.
Format: mp4
Duration: 35:01
Video: 1920x1080, AVC (H.264), 5152kbps
Audio: 189kbps
File size: 1.3 GB
DOWNLOAD FROM FILESMONSTER: Woman on trial
Share12132022-09-29 09:57:44
Trans Quick Self Facial Hildreth
Release Year: 2020
Genres: Pantie Aside , High Heels , Stockings , Creampie , Big Cock , Hardcore , POV , Close-ups , Stroking , Lingerie , Big Tits
Video language: English
A quick cum on my face leaving a sticky load on my mouth.
Format: mp4
Duration: 3:26
Video: 1080x1920, AVC (H.264), 13022kbps
Audio: 123kbps
File size: 330.4 MB
DOWNLOAD FROM FILESMONSTER: Trans Quick Self Facial
Share12142022-09-29 09:57:52
Shemale bride Yu Aihara Bethany Beach
Release Year: 2008
Studio: Togro
Cast: Yu Aihara
Genres: Transsexual,Asian,Japan
これぞ「」なニューハーフ作品、初登場!ありそうでなかった、ニューハーフ花嫁!!超可愛い「あいはらゆう」ちゃんの、ち○こビンビンのウエディングロード
Format: avi
Duration: 1:35:51
Video: 640x480, DivX 5, 1368kbps
Audio: 187kbps
File size: 1.1 GB
DOWNLOAD FROM FILESMONSTER: Shemale bride Yu Aihara
Share12152022-09-29 09:58:01
Mia Isabella - The Bride El Sobrante
Release Year: 2020
Genres: Pantie Aside , High Heels , Stockings , Creampie , Big Cock , Hardcore , POV , Close-ups , Stroking , Lingerie , Big Tits
Video language: English
Mia Isabella gets her big booty fucked and her big candy stick sucked by two guys.They take turns fucking her in a few positions including missionary, doggy and reverse cowgirl.The guys cum on her big fake boobies while Mia strokes herself to orgasm.
Format: Windows Media
Duration: 28:31
Video: 1280x720, Windows Media Video 9, 3905kbps
Audio: 93kbps
File size: 837.0 MB
DOWNLOAD FROM FILESMONSTER: Mia Isabella - The Bride
Share12162022-09-29 09:58:09
Brenna Knight - Sissy Schoolgirl Gets Naughty West Harwich
Release Year: 2020
Genres: Pantie Aside , High Heels , Stockings , Creampie , Big Cock , Hardcore , POV , Close-ups , Stroking , Lingerie , Big Tits
Video language: English
Brenna Knight enjoys doing her schoolwork while dressed because it relaxes her. Its also a useful tool for getting your attention when she wants to get naughty and suck cock instead. And guess what - she isn't wearing any panties. This sissy crossdresser has great BJ skills but when she bends over and shows your her big booty - its a fucking work of art. Good lord!
Format: mp4
Duration: 14:01
Video: 1920x1080, AVC (H.264), 7782kbps
Audio: 223kbps
File size: 822.2 MB
DOWNLOAD FROM FILESMONSTER: Brenna Knight - Sissy Schoolgirl Gets Naughty
Share12172022-09-29 09:58:17
Thaysa Carlvalho Grimesland
Release Year: 2022
Cast: Thaysa Carlvalho
Genres: Transsexuals, Shemale, Anal, Blowjob, Brunette, Bubble Butt, Cumshot, Hardcore, Small Tits
Video language: English
It's that time again ladies and gentlemen. Beautiful and definitely horny as fuck wanting some dick. Thaysa Carvalho is back and gets her fucking ass POUNDED! You know us at Trans500. Let's get to it!
Format: mp4
Duration: 33:50
Video: 1920x1080, AVC (H.264), 15615kbps
Audio: 185kbps
File size: 3.8 GB
DOWNLOAD FROM FILESMONSTER: Thaysa Carlvalho
Share12182022-09-29 09:58:25
Jill Pill Palenville
Release Year: 2020
Genres: Pantie Aside , High Heels , Stockings , Creampie , Big Cock , Hardcore , POV , Close-ups , Stroking , Lingerie , Big Tits
Video language: English
Sultry Jill Pill lounges on a bed of rose petals, hoping someone will join her. This nymph rolls around, getting hornier and hornier, and takes matters into her own hands. She fills her ass with a butt plug and strokes her cock until she squirts all over herself!
Format: mp4
Duration: 18:13
Video: 1920x1080, AVC (H.264), 9954kbps
Audio: 148kbps
File size: 1.3 GB
DOWNLOAD FROM FILESMONSTER: Jill Pill
Share12192022-09-29 09:58:33
Janny Costa fucks Marcus' asshole 1080p Evart
Cast: Janny Costa, Marcus
Genres: Transsexual, Anal Sex, Oral Sex
Yes, she is here and she is just Amazing. We got so many requests to bring this ts to our site that we work hard and she is finally here in a breath taking super hot ts on guy hardcore totally bareback. If u re into sets like this we garante this stuff ll blow your mind.
Format: mp4
Duration: 27:45
Video: 1920x1080, AVC (H.264), 7809kbps
Audio: 311kbps
File size: 1.6 GB
DOWNLOAD FROM FILESMONSTER: Janny Costa fucks Marcus' asshole 1080p
Share12202022-09-29 09:58:42
Scarlet Moon Sheep Ranch
Release Year: 2022
Genres: Shemale, Hardcore, Transsexual
Video language: English
Busty sexy shemale Scarlet Moon hot blow and fucking on bed.
Format: mp4
Duration: 24:26
Video: 1280x720, AVC (H.264), 2931kbps
Audio: 124kbps
File size: 548.6 MB
DOWNLOAD FROM FILESMONSTER: Scarlet Moon
Share12212022-09-29 09:58:51
Melissa Azuaga & Juliana Leal fuck Matheu's holes 1080p Loomis
Cast: Melissa Azuaga, Juliana Leal, Matheu
Genres: Transsexual, Anal Sex, Oral Sex
Thats kind of scene makes our customers very happy. Its a commom sexual fantasy a guy be tasted for 2 Hung Ts and we did it really well in this hardcore. Who we pick to make it real : 2 of our best performaers Melissa Azuaga and Juliana Leal. Miter Matheu llfeel deep all virility this pairing have to offer in a super intense bareback scene with Amazing action and totally insane ejaculations.
Format: mp4
Duration: 23:16
Video: 1920x1080, AVC (H.264), 7825kbps
Audio: 311kbps
File size: 1.4 GB
DOWNLOAD FROM FILESMONSTER: Melissa Azuaga & Juliana Leal fuck Matheu's holes 1080p
Share12222022-09-29 09:58:59
Meeting the Monster Huma
Studio: trans500
Cast: Jessica Villareal
Welcome ladies and gentlemen to your favorite day of the week. Today we bring you this Colombian beauty by the name of Jessica Villarreal. This stunning tranny is here with a sex appeal that's just on point. She's one that just loves to take some hardcore dick. Ramon is here on attack if you know what we mean. He loves himself a nice shemale pounding to make his day just that much better. Jessica slurps that Monstercock with such ease and her ass swallows it nicely. She's been hearing about Ramon's infamous cock and now she's here to confront it. If there's something our lovely Jessica can't resist is a huge sausage in her face.Our boy Ramon hands out that dick too, stretching that ass-hole up. Enough talk people let's get right to it. This Friday we bring you Jessica Villarreal in "Meeting the Monster"
Format: mp4
Duration: 23:05
Video: 1280x720, AVC (H.264), 1948kbps
Audio: 184kbps
File size: 361.3 MB
DOWNLOAD FROM FILESMONSTER: Meeting the Monster
Share12232022-09-29 09:59:07
Bianca'S Big Cock All For Her Boyfriend! Bowlegs
Release Year: 2022
Cast: Bianca Hills
Genres: Transsexuals, Shemale, Ladyboy, Shemale On Male, Anal, Oral, Bareback, Hardcore, Cumshot, Blowjob, Rimming, Big Cock
Video language: English
Tonight Bianca Reis' boyfriend wants to play, he shows up in her room masked ... and asks her to do a strip tease for him ... the beautiful shemale is truly irresistible in her sexy lingerie ...
Format: mp4
Duration: 45:28
Video: 1920x1080, AVC (H.264), 4883kbps
Audio: 115kbps
File size: 1.6 GB
DOWNLOAD FROM FILESMONSTER: Bianca'S Big Cock All For Her Boyfriend!
Share12242022-09-29 09:59:19
Kelly Portella fucks Peter Rocket's asshole 1080p Mark Center
Cast: Kelly Portella, Peter Rocket
Genres: Transsexual, Anal Sex, Oral Sex
Ok , here we go. Are u into ts on guy stuff Are u into bareback footage If u say yes for both questions then u ll be pretty happy about this hardcore. We re introducing another super Amazing TS Kelly Portela that is so atractive and so virile in high doses. SHe ask have Mister Peter as partner because...well, she feel atracfttec for him really strongly. If u have any doubt about it just watch now this scene and prepare yourself be so impressed...and excited.
Format: mp4
Duration: 31:05
Video: 1920x1080, AVC (H.264), 7812kbps
Audio: 313kbps
File size: 1.8 GB
DOWNLOAD FROM FILESMONSTER: Kelly Portella fucks Peter Rocket's asshole 1080p
Share12252022-09-29 09:59:27
Sashi - Submissive Trans Asian Cocksucker Shows Off 1080p West Middlesex
Whenever I’m in doubt or scared, he’s always there to make me feel protected and safe.
Format: mp4
Duration: 17:20
Video: 1920x1080, AVC (H.264), 7744kbps
Audio: 223kbps
File size: 1.0 GB
DOWNLOAD FROM FILESMONSTER: Sashi - Submissive Trans Asian Cocksucker Shows Off 1080p
Share12262022-09-29 09:59:38
Kept by Jessica Blake Part 1 Jetersville
Release Year: 2020
Genres: Pantie Aside , High Heels , Stockings , Creampie , Big Cock , Hardcore , POV , Close-ups , Stroking , Lingerie , Big Tits
Video language: English
Continuing the “Kept” series, Jessica Blake keeps Lance Hart as a sissy fuck hole in a hotel for her to use in any way she pleases. Today she shows up in a high cut silver leotard over fishnets. Her cock is. She makes him worship her bulge through the spandex, then rip open her fishnets to suck it and get it wet and rock hard.
Format: mp4
Duration: 15:33
Video: 1280x720, AVC (H.264), 1568kbps
Audio: 201kbps
File size: 202.6 MB
DOWNLOAD FROM FILESMONSTER: Kept by Jessica Blake Part 1
Share12272022-09-29 09:59:47
Cocking Carolina Vernon Hill
Studio: trans500
Cast: Carolina Estevez
You know what time it is folks! It's Friday and it's that time again to bring another beautiful transsexual to you. Today we have the gorgeous Carolina Estevez at your door with a huge badonk and thirst for anything Monster! Watch this lovely piece of tranny ass suck and fuck that huge Ramon cock like she's been dreaming of. Watch that beauty gargle down that huge sausage.Ramon lays down the pipe on this thirsty ass. He is well known around these parts for slanging some cock on these TS asses. Our lovely Carolina loves having that hole simply stretched! Let's get this weekend started right with Carolina Estevez in "Cocking Carolina"
Format: mp4
Duration: 25:58
Video: 1280x720, AVC (H.264), 1948kbps
Audio: 184kbps
File size: 406.4 MB
DOWNLOAD FROM FILESMONSTER: Cocking Carolina
Share12282022-09-29 09:59:55
Juliana Nogueira - Just About Juliana Noble Park
Release Year: 2022
Cast: Juliana Nogueira
Genres: Transsexuals, Shemale, Anal, Big Ass, Big Tits, Blowjob, Brunette
Video language: English
Juliana Nogueira makes her debut with us at Trans500. Looking hella sexy and horny as fuck. Loving to get her ass fucked and stretch, she's right at home here with us. Let's get it poppin!
Format: mp4
Duration: 33:29
Video: 1280x720, AVC (H.264), 7812kbps
Audio: 185kbps
File size: 1.9 GB
DOWNLOAD FROM FILESMONSTER: Juliana Nogueira - Just About Juliana
Share12292022-09-29 10:00:03
Daniela Martinez Helper
Release Year: 2015
Studio: SuperRamon Trans500
Cast: Daniela Martinez
Genres: Transsexual, Shemale, Oral Anal Sex, Hardcore, Petite, Big Dicks
Folks it was about time that our one and only Super Ramon made his debut with his own Official site. Today marks the day where one of the most Monstercock packing-tranny-loving superhero makes his website debut.
Format: mp4
Duration: 28:52
Video: 1280x720, AVC (H.264), 3898kbps
Audio: 184kbps
File size: 864.4 MB
DOWNLOAD FROM FILESMONSTER: Daniela Martinez
Share12302022-09-29 10:00:11
unstoppable urge shemale model system Camden Wyoming
Release Year: 2012
Studio: Factory Ones
Cast: Lisa
Genres: All sex
スレンダーでモデル系の女装子が、男同士!?のねっとりとしたカラミを披露!相互フェラやオナニー、たっぷりとザーメンを出し合う姿に屈折したエロスを感じる!
Format: Windows Media
Duration: 1:44:04
Video: 720x576, Windows Media Video V8, 2032kbps
Audio: 62kbps
File size: 1.5 GB
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