PornPorn Transgender • US
    Sign up for free
    Videos
    • Best Videos
    • Short Videos
    • Watch History
    • American
    • Amateur
    • Shemale Fucks Guy
    • Shemale Fucks Girl
    • Big Cock
    • All categories
    Live Sex
    Categories
    • Shemale Fucks Guy
    • Big Cock
    • Black
    • Shemale Fucks Shemale
    • Amateur
    • All categories
    Pornstars
    • Pornstars
    • By Countries
    • xHamster Creators
    Creators
    • Top Creators
    • Top Creator Videos
    • Awards 2025
    • All xHamster Creators
    • By Countries
    • Become a Creator
    Channels
    Photos
    • Ladyboy
    • Tranny
    • Big Cock
    • Thai
    • Blowjob
    • All categories
    Faphouse
    Premium Videos
    Dating
    Subscriptions
    • Upload
    WINTER MAGIC SALE ❄️☃️ Snowy discounts, hot deals!
    Search in orientations
    Minimum quality
    720p+
    1080p+
    2160p+
    • Relevance
    • Date
    • Views
    • Rating
    • Duration
    Filter by Categories
    • Shemale Fucks Guy
    • Big Cock
    • Black
    • Shemale Fucks Shemale
    • Amateur
    • Shemale Fucks Girl
    • Sissy
    • Ladyboy
    • Guy Fucks Shemale
    • Compilation
    • Blowjob
    • Cum In Mouth
    • Big Black Cock
    • Big Ass
    • Creampie
    • Bareback
    • Cumshot
    • Mature
    • Homemade
    • Teen
    Duration (min)
    Date
    Production
    FPS
    Exclude categories
    Reset all filters

    Crossdressing Fantasy Porn Videos

    Free Videos
    Short videos
    Premium Videos
    Photos
    Crossdressing
    Fantasy
    Crossdressing Homemade
    Caught Crossdressing
    Crossdressing Sluts
    Crossdressing Husband
    Vintage Crossdressing
    Crossdressing Daddies
    Crossdressing Faggots
    Grandpa Crossdressing
    Christmas Crossdressing
    Sissy Fantasy
    Crossdressing Couple
    Crossdressing Pvc
    Crossdressing Amateurs
    Shemale Fantasy
    Femboy Fantasy
    Trans Fantasy
    Crossdressing Tranisa
    Crossdressing Men
    Best Videos
    By clicking the content you will also see an ad. AD
    Stepdaughter Skipping School to Get Fucked By Machine And Squirt Cum Like a Sissy Slut
    05:19
    Stepdaughter Skipping School to Get Fucked By Machine And Squirt Cum Like a Sissy Slut
    Jessica Bloom
    8.5K views
    Granny Tranny Vicki has soft buttery curves and a big wet bottom!
    06:37
    Granny Tranny Vicki has soft buttery curves and a big wet bottom!
    Victoria Lecherri
    48K views
    Sissy Maid Dildo Stand Bondage and Cum Dump
    16:01
    Sissy Maid Dildo Stand Bondage and Cum Dump
    Sissy Candy
    3.7K views
    AB085 Lustful Abby Kitty be Master's sissy slave -chastity (Chinese and English subtitles)
    03:09
    AB085 Lustful Abby Kitty be Master's sissy slave -chastity (Chinese and English subtitles)
    Abby Kitty
    80.5K views
    She lets me choose my cute little outfit
    07:50
    She lets me choose my cute little outfit
    Emptyhead
    34.8K views
    FemDOM MISTRESS SiSSY FUCK
    04:22
    FemDOM MISTRESS SiSSY FUCK
    Lola Spais
    135K views
    Hentai Cosplay Dick and chest massage from behind, My Dress-Up Darling Rizu-kyun anime cosplay part.11
    05:24
    Hentai Cosplay Dick and chest massage from behind, My Dress-Up Darling Rizu-kyun anime cosplay part.11
    Haru
    71.1K views
    Trashy Kyle Ties Up and Fucks Hot Trans College Student
    08:07
    Trashy Kyle Ties Up and Fucks Hot Trans College Student
    Jake Grand
    32.3K views
    Crossdresser STORM does a STRIP SHOW For YOU !!
    12:40
    Crossdresser STORM does a STRIP SHOW For YOU !!
    Wondahead21
    35.9K views
    I will degrade and reduce you to tiny cock fuck toy you miserable cunt
    02:06
    I will degrade and reduce you to tiny cock fuck toy you miserable cunt
    Viper Fierce
    42.4K views
    Sissy Schoolgirl Anna Part 2: Secretly having Anal Fun during Detention
    07:19
    Sissy Schoolgirl Anna Part 2: Secretly having Anal Fun during Detention
    Sissygurl Anna
    4.2K views
    Shemale fucks guys ass with huge cock
    05:41
    Shemale fucks guys ass with huge cock
    Kymmy Harper
    93.6K views
    Date Night with Latina T-MILF shemale Janice Renee
    10:58
    Date Night with Latina T-MILF shemale Janice Renee
    Janice Renee
    35.7K views
    Even More Office Naughtiness
    05:51
    Even More Office Naughtiness
    Tina Samantha West
    10.1K views
    Man Feminized by Roommate as Discipline
    10:41
    Man Feminized by Roommate as Discipline
    Bailey Wilde
    36.4K views
    Riding my dildo wearing schoolgirl uniform
    02:00
    Riding my dildo wearing schoolgirl uniform
    newbieCD
    27K views
    Trans Janice Renee back from her workout with vibrating dildos
    05:11
    Trans Janice Renee back from her workout with vibrating dildos
    Janice Renee
    18.7K views
    Paula Peril Captured and Hogtied
    06:46
    Paula Peril Captured and Hogtied
    Oolasbf
    22.1K views
    Wearing Dildo Sex toy Genshin Hu-Tao VOL.9 Masturbation
    04:54
    Wearing Dildo Sex toy Genshin Hu-Tao VOL.9 Masturbation
    Haru
    70.2K views
    Sissy Dressed up as a Mistress to Get a Sissy of Her Own but Fails
    07:52
    Sissy Dressed up as a Mistress to Get a Sissy of Her Own but Fails
    Sissy Candy
    18.8K views

    Relevant Short videos

    Gerudo Link cumming like a bitch
    Gerudo Link cumming like a bitch
    Zoeqt
    79.1K views
    Easter Bunny - JessicaXD
    Easter Bunny - JessicaXD
    JessicaXD
    15.1K views
    dirty teacher gets big cock in mouth from plumber
    dirty teacher gets big cock in mouth from plumber
    IskraElectrical49
    29.8K views
    caged sissy cums hands free
    caged sissy cums hands free
    boobyb0y
    15.3K views
    cum hands free ballbusting
    cum hands free ballbusting
    boobyb0y
    18.5K views
    Dark Angel Crossdresser
    Dark Angel Crossdresser
    Bailey Wilde
    19.4K views
    I hope you get excited while playing, Famous Japanese Crossdresser steal the scene of real sex at a Motel part.6
    05:20
    I hope you get excited while playing, Famous Japanese Crossdresser steal the scene of real sex at a Motel part.6
    Haru
    120.3K views
    Giantess Shemale Precum & Big Cumshot
    01:09
    Giantess Shemale Precum & Big Cumshot
    Emma Lust
    30.3K views
    Blowjob and Creampie Genshin Impact, Hu-Tao Cosplay VOL.12
    05:34
    Blowjob and Creampie Genshin Impact, Hu-Tao Cosplay VOL.12
    Haru
    88.2K views
    Cum in my mouth, please
    04:39
    Cum in my mouth, please
    Anna Rios
    41.9K views
    Naughty Wife in Spotty Stockings
    05:46
    Naughty Wife in Spotty Stockings
    Tina Samantha West
    10.2K views
    Order from the trainer No28 Rope hanging restraint left in the open air
    23:34
    Order from the trainer No28 Rope hanging restraint left in the open air
    megu2002
    3.7K views
    Submit To Your Boss!
    07:05
    Submit To Your Boss!
    Cassandra Lovit
    33.6K views
    Crossdresser talks to Daddy and sucks him and ask viewers to comment if they want to really play with her
    07:37
    Crossdresser talks to Daddy and sucks him and ask viewers to comment if they want to really play with her
    MadisonCD2025
    1.2K views
    Learning How to Dress to Attract Men
    04:04
    Learning How to Dress to Attract Men
    Nancy Rose
    33.8K views
    Very sexy with a red lingerie, high heels and a buttplug in my cuteness boypussy
    06:40
    Very sexy with a red lingerie, high heels and a buttplug in my cuteness boypussy
    Milady Silvia Helena
    68.8K views
    treated like a whore (mix of small scenes)
    03:44
    treated like a whore (mix of small scenes)
    gaellecentre2
    150.8K views
    Nurse Helena is coming to visit! Immediate recovery with urine therapy and oral treatment!
    01:13
    Nurse Helena is coming to visit! Immediate recovery with urine therapy and oral treatment!
    TV_Helena
    33.5K views
    white skinny sissy cum slut and body writing vlog roleplay
    02:10
    white skinny sissy cum slut and body writing vlog roleplay
    Nadja Cox
    10.2K views
    Unholy- Crossdresser Jessie teasing
    02:45
    Unholy- Crossdresser Jessie teasing
    JessieBlack
    34.3K views
    Valentain's Maid Cosplay Bocchi the Rock, covered in fresh cream, Japanese Crossdresser ladyboy get fucked
    04:44
    Valentain's Maid Cosplay Bocchi the Rock, covered in fresh cream, Japanese Crossdresser ladyboy get fucked
    Haru
    113.3K views
    Businessman made into a Sissy Whore
    10:27
    Businessman made into a Sissy Whore
    Natalie Napoli
    43K views
    Mama Shemale Rileydix being Naughty for her Stepson
    08:23
    Mama Shemale Rileydix being Naughty for her Stepson
    RileyDix
    24.2K views
    Naughty Wife Drops Her Knickers for Chris
    05:16
    Naughty Wife Drops Her Knickers for Chris
    Tina Samantha West
    10.6K views
    Tranny Dom Worship! Kiss her socks and cum with her ass in your face! POV JOI
    01:15
    Tranny Dom Worship! Kiss her socks and cum with her ass in your face! POV JOI
    TV_Helena
    6.8K views
    leg lift, Butts and toys stay interactive. Then CUM
    02:20
    leg lift, Butts and toys stay interactive. Then CUM
    alina1235698
    50.4K views
    Kitsy Me0w. Traditional OTK hand spanking. Sissy transgender with beautiful round ass and thick thighs.
    18:52
    Kitsy Me0w. Traditional OTK hand spanking. Sissy transgender with beautiful round ass and thick thighs.
    Kitsy Meow
    26.2K views
    Femboy Siss TransGirl Iskra Electrical
    03:49
    Femboy Siss TransGirl Iskra Electrical
    IskraElectrical49
    49.4K views
    MATURE CROSSDRESSER TVROSE IN SEE THROUGH DRESS PLAYING AND TEASING FOR YOUR PLEASURE
    03:10
    MATURE CROSSDRESSER TVROSE IN SEE THROUGH DRESS PLAYING AND TEASING FOR YOUR PLEASURE
    TVRose
    22.3K views
    Goth Crossdresser Jerks Off
    04:01
    Goth Crossdresser Jerks Off
    Bailey Wilde
    106.6K views
    Asian Femboy Hentai Cosplayer Suck my dick, She makes lovely face,Tamamo Race Queen part.9
    05:21
    Asian Femboy Hentai Cosplayer Suck my dick, She makes lovely face,Tamamo Race Queen part.9
    Haru
    78.5K views
    Panty Sniffer Visits Trans Therapist For Help - Jessica Bloom POV
    05:53
    Panty Sniffer Visits Trans Therapist For Help - Jessica Bloom POV
    Jessica Bloom
    12.7K views
    Genshin Impact, Cute Ladyboy Cosplayer Anal toys, Nahida Cosplay Kawaii Japanese Crossdresser part.8
    05:32
    Genshin Impact, Cute Ladyboy Cosplayer Anal toys, Nahida Cosplay Kawaii Japanese Crossdresser part.8
    Haru
    83.2K views
    • Back
    • 1
    • ...
    • 6
    • 7
    • 8
    • 9
    • 10
    • ...
    • 80
    • Next

    Searches Related to Crossdressing Fantasy

    • Bi Threesome
    • Young Crossdressers
    • Sissie
    • Crossdreser Sex
    • Crossdress Gangbang
    • Feminized by Wife
    • Frilly Panties
    • Blonde Bimbo
    • Transvestit
    • Gay Sissy
    • Cross Dresser Solo
    • Fem Boys
    • White Stocking
    • Sensual Ladyboy Gets Barebacked
    • Babydoll
    • Sissycdmish
    • Shemale Striptease Surprise
    • Thong
    • Breeding Party
    • Dream Top

    xHamster

    • Press
    • Blog
    • Creator's Blog
    • Advertising
    • xHamster Awards 2025

    Help

    • FAQ
    • Contact us
    • Content Removal
    • Improve xHamster

    Legal

    • Terms of use
    • Privacy policy
    • Cookies policy
    • DMCA/Copyright
    • Parental Controls
    • EU DSA
    • Trust and Safety

    Start making money with us

    • Camgirls Wanted
    • Creator Contest
    • Сontent Creators Program
    Monetize your content
    Become a creator
    © 2007 - 2026, xHamster.com
    Mobile Version
    18 U.S.C. 2257 Record-Keeping Requirements Compliance Statement
    RTA Restricted To AdultsRTA Restricted To Adults
    xHamster is adults only website!

    The content available on xHamster may contain pornographic materials.

    xHamster is strictly limited to those over 18 or of legal age in your jurisdiction, whichever is greater.

    One of our core goals is to help parents restrict access to xHamster for minors, so we have ensured that xHamster is, and remains, fully compliant with the RTA (Restricted to Adults) code. This means that all access to the site can be blocked by simple parental control tools. It is important that responsible parents and guardians take the necessary steps to prevent minors from accessing unsuitable content online, especially age-restricted content.

    Anyone with a minor in their household or under their supervision should implement basic parental control protections, including computer hardware and device settings, software installation, or ISP filtering services, to block your minors from accessing inappropriate content.

    To enter xHamster you must be 18 or older
    how to protect your minors
    RTA Restricted To AdultsRTA Restricted To Adults