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 Session Porn Videos

    Free Videos
    Short videos
    Premium Videos
    Photos

    Did you mean crossdressing passion?

    Crossdressing Transformation
    Public Crossdressing
    Crossdressing Schoolgirl
    Crossdressing Outdoors
    Crossdressing Fantasy
    Crossdressing Boys
    Crossdressing Porn
    Crossdressing Pregnant
    Crossdressing Cuckold
    Femdom Crossdressing
    Crossdressing Sex
    Crossdressing Nun
    Crossdressing Humiliation
    Sauna Crossdressing
    Crossdressing Maid
    Crossdressing Heaven
    Crossdressing Mature
    Crossdressing Hentai
    Crossdressing Cheerleader
    Perversion Crossdressing
    Best Videos
    By clicking the content you will also see an ad. AD
    Mature crossdressers and old men with younger females
    06:12
    Mature crossdressers and old men with younger females
    Crossdressing Amateurs
    305.8K views
    Massage session ends in cumshot to the trans
    10:15
    Massage session ends in cumshot to the trans
    victoriamanaure43
    46.9K views
    husband bends over and fucks the femboy
    05:07
    husband bends over and fucks the femboy
    Diamond Wolfie
    268.5K views
    Part 6:-Lanista Bear, Domina Satana takes Frankie in the dungeon fora. good session!
    09:03
    Part 6:-Lanista Bear, Domina Satana takes Frankie in the dungeon fora. good session!
    Aaexperiencesltd
    1K views
    First Time Feminized Means First Time Fucked in the Ass
    12:21
    First Time Feminized Means First Time Fucked in the Ass
    Bailey Wilde
    88.5K views
    Crossdresser enjoys a very painful flogging session in the d
    21:10
    Crossdresser enjoys a very painful flogging session in the d
    eroticfemaledominati
    178.5K views
    Feminization of a Bad Roommate (Full Movie)
    50:07
    Feminization of a Bad Roommate (Full Movie)
    Bailey Wilde
    102.5K views
    Today's live session, me getting railed by viewers on xhamsterlive
    01:30:17
    Today's live session, me getting railed by viewers on xhamsterlive
    Ylvis88
    32K views
    Old amateur cross dressers with a granny
    06:25
    Old amateur cross dressers with a granny
    Crossdressing Amateurs
    1.4M views
    SUSY & JESSYCA lesbian BDSM session
    02:29
    SUSY & JESSYCA lesbian BDSM session
    SusyTrav_AnalQueen
    2.2K views
    Amateur Crossdressers Thresome compilation
    28:08
    Amateur Crossdressers Thresome compilation
    781.4K views
    Nice Slutty Anal session with 11 inches while online chatting away xx
    13:19
    Nice Slutty Anal session with 11 inches while online chatting away xx
    UksexyLegsTV
    2.2K views
    6 T-Girls Amateur All Girl Orgy Part 2
    01:02:35
    6 T-Girls Amateur All Girl Orgy Part 2
    Spike Essex
    427.4K views
    Mrs Samantha and Mirjam are pleasing Marina in a hot Trio session!
    10:10
    Mrs Samantha and Mirjam are pleasing Marina in a hot Trio session!
    Marinasubje
    21.7K views
    Guy Feminized and Fucked by Roommate (Full Movie)
    01:04:48
    Guy Feminized and Fucked by Roommate (Full Movie)
    Bailey Wilde
    109.4K views
    Trans Gooning Session
    07:32
    Trans Gooning Session
    RedLili
    6.3K views
    French Amateur Crossdresser Fun
    05:45
    French Amateur Crossdresser Fun
    697.4K views
    Sissy Hot Anal Butt Plug Stretch Session
    12:32
    Sissy Hot Anal Butt Plug Stretch Session
    G8pess
    1.4K views
    Compilation of shemale and tranny movies
    07:36
    Compilation of shemale and tranny movies
    naughtyrealsex
    2.6M views
    Full two hour fucking machine session
    01:50:44
    Full two hour fucking machine session
    Ylvis88
    24.2K views
    After giving me a great blowjob, I climb onto her strap-on and she fucks my anal pussy
    05:34
    After giving me a great blowjob, I climb onto her strap-on and she fucks my anal pussy
    Nady-So
    63.5K views
    It's a glorious ladyboy session you need to see
    39:19
    It's a glorious ladyboy session you need to see
    Alfacontent World
    25.4K views
    Homemade orgy with 4 cross dressers and 2 old men
    06:01
    Homemade orgy with 4 cross dressers and 2 old men
    Crossdressing Amateurs
    530.4K views
    Long fucking machine session with multiple large toys
    01:28:33
    Long fucking machine session with multiple large toys
    Ylvis88
    31.6K views
    Black Lingerie Crossdresser Fucks Black Dress Petite Trans Woman
    06:05
    Black Lingerie Crossdresser Fucks Black Dress Petite Trans Woman
    Bailey Wilde
    222.3K views
    Melinda James Crazy Car Session
    10:25
    Melinda James Crazy Car Session
    Melinda James
    11.6K views
    Very Pretty Crossdresser Fucking and Sucking Redhead Tgirl Raw - Compilation 3
    08:12
    Very Pretty Crossdresser Fucking and Sucking Redhead Tgirl Raw - Compilation 3
    Bailey Wilde
    110.6K views
    Summer Session Part 1
    16:38
    Summer Session Part 1
    sweetfeet29
    1.4K views
    Transvestite tea party
    01:30:14
    Transvestite tea party
    370.1K views
    BDSM session with a Monstercock Master
    02:24
    BDSM session with a Monstercock Master
    SusyTrav_AnalQueen
    1.3K views
    I turned my straight roommate intro trans wife
    05:20
    I turned my straight roommate intro trans wife
    CutePinkUnicorn
    509.1K views
    It's a fantastic Asian shemale session you need to see
    36:47
    It's a fantastic Asian shemale session you need to see
    Alfacontent World
    56.9K views
    Trans Taking an Anal Virginity
    08:12
    Trans Taking an Anal Virginity
    Mistress Jodie May
    389.1K views
    Big Dick Trans Therapist (Jessica Bloom) Session 1
    05:26
    Big Dick Trans Therapist (Jessica Bloom) Session 1
    Jessica Bloom
    23.7K views
    Blonde Sissy Gets Fucked
    14:49
    Blonde Sissy Gets Fucked
    399.9K views
    Nikki Loves Sex. (full Session)
    11:12
    Nikki Loves Sex. (full Session)
    Skinnyminxx_xd
    8.9K views
    Sexy fit crossdresser sissy femboy sucking & fucking with wife in lingerie & stockings
    02:24
    Sexy fit crossdresser sissy femboy sucking & fucking with wife in lingerie & stockings
    Kate Murano
    39.4K views
    Sissy Enjoyed Fuck Session With Her Partner Her Little Clit Dick Looks Cute
    02:20
    Sissy Enjoyed Fuck Session With Her Partner Her Little Clit Dick Looks Cute
    165.1K views
    Mature Cross Dressing Duo Blow and Jerk Each Other off Until Completition
    08:01
    Mature Cross Dressing Duo Blow and Jerk Each Other off Until Completition
    Crossdressing Amateurs
    180.2K views
    massage session with latina very rich
    10:27
    massage session with latina very rich
    victoriamanaure43
    8.9K views
    No Distance Left Between Us: The Slow Build of Body Heat
    05:18
    No Distance Left Between Us: The Slow Build of Body Heat
    MTFXXXVIDS
    42.4K views
    sexy crossdresser kellycd2022 on cam session in seamless pantyhose
    15:34
    sexy crossdresser kellycd2022 on cam session in seamless pantyhose
    Kellycd2022
    8.2K views
    Maria Satin:Male friend as a girlfriend
    11:12
    Maria Satin:Male friend as a girlfriend
    825.3K views
    Brunette ts pornstar Thaysa Carvalho hot masturbation session
    08:07
    Brunette ts pornstar Thaysa Carvalho hot masturbation session
    TS Playground
    27.4K views
    Transvestite orgy
    01:28:24
    Transvestite orgy
    2.1M views
    Alone session with this amazing Japanese ladyboy
    30:16
    Alone session with this amazing Japanese ladyboy
    Alfacontent World
    31.5K views
    Feminized for Girls Night Out (Full Movie)
    23:39
    Feminized for Girls Night Out (Full Movie)
    Bailey Wilde
    551K views
    • Back
    • 1
    • 2
    • 3
    • 4
    • 5
    • 6
    • ...
    • 80
    • Next

    Searches Related to Crossdressing Session

    • Transexual Dominatrix Cock Worship
    • Reverse Trap Porn
    • Crossdresser Dogging
    • Transvestites Sissies
    • Sissyslut
    • Chastity Sissygasm
    • Cute Traps for Straight Guys
    • Risky Crossdress Walk
    • Exhibitionist
    • A Sissy's Purpose
    • Daddy Femboy
    • Crossdresserlover Ladyboys
    • Feminized Husband Turned Into Slave
    • Sissys Get Blacked
    • Sissification Process
    • Breeding Cds From the Top Position
    • Crossdressing Homemade
    • Bi Lovin Nylon Hubby
    • Submissive Transvestite Training
    • Dirty Crossdressers Slut

    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