PornPorn Transgender • US
  • Videos
  • Short videos
  • photos
  • Users
    Forgot password
    Sign in with Google
    Sign in with X
    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
    BLUE MONDAY SALE 💛🎉 Brighten the year’s saddest day
    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
    • Sissy
    • Shemale Fucks Girl
    • Ladyboy
    • Guy Fucks Shemale
    • Compilation
    • Blowjob
    • Cum In Mouth
    • Big Black Cock
    • Big Ass
    • Bareback
    • Creampie
    • Cumshot
    • Mature
    • Homemade
    • Teen
    Duration (min)
    Date
    Production
    FPS
    Exclude categories
    Reset all filters

    Riding Sissy Porn Videos

    Free Videos
    Short videos
    Premium Videos
    Photos
    Sissy
    Riding
    Sissy Riding
    Sissy Riding Dildo
    Sissy Riding Cock
    Sissy Riding Cum
    Sissy Dildo Ride
    Sissy Husband Rides
    Sissy Dildo Ride Compilation
    Sissy Faggot Riding Dildo
    Sissy Rides Girlfriends Strapon
    Sissy Dildo Ride in Heels
    Sissy Femboy Riding Squat Dildo
    Sissy Crossdresser Riding Dildo Homemade
    Thick Black Sissy Ride Dick
    Sissy Chastity Riding King Cock
    Young Sissy Rides Huge Dildo Femboy
    White Sissy Riding BBC Reverse Cowgirl
    Sissy Cums While Riding a Dildo
    White Sissy Heels Rides Black Man Cock
    Best Videos
    By clicking the content you will also see an ad. AD
    I'll fill your asshole with cum to overflowing
    06:01
    I'll fill your asshole with cum to overflowing
    MrNastyXavier
    1.9M views
    SpandexFemBoy - A little Teaser of Black Cock Riding Sissy
    01:52
    SpandexFemBoy - A little Teaser of Black Cock Riding Sissy
    867 views
    3 anal orgasm and hot creampie for skinny trans whore
    16:52
    3 anal orgasm and hot creampie for skinny trans whore
    ActorFab
    1.9M views
    RAMBONE RIDING - SISSY HUGE DILDO ANAL - DIRTY GARDENBOY
    17:06
    RAMBONE RIDING - SISSY HUGE DILDO ANAL - DIRTY GARDENBOY
    21.3K views
    Fucking of a Lifetime - Variety Itsol
    10:36
    Fucking of a Lifetime - Variety Itsol
    Rodrigo Amor
    3.4M views
    Tgirl Scarlette riding sissy
    00:53
    Tgirl Scarlette riding sissy
    6.9K views
    I turned my straight roommate into my wife
    06:06
    I turned my straight roommate into my wife
    CutePinkUnicorn
    2.2M views
    Tgirl Scarlette riding sissy and touch her Tgirl clit
    00:46
    Tgirl Scarlette riding sissy and touch her Tgirl clit
    4.8K views
    why do I suddenly love trannys?
    12:46
    why do I suddenly love trannys?
    1.2M views
    Thick Girl Go Cowgirl Riding Sissy Dick & Gets A Creampie
    11:46
    Thick Girl Go Cowgirl Riding Sissy Dick & Gets A Creampie
    8.4K views
    Sissy cums too early and gets punished with rough fucking
    02:35
    Sissy cums too early and gets punished with rough fucking
    2.1M views
    Dildo riding sissy
    03:45
    Dildo riding sissy
    Judy21
    6.1K views
    Dads Bestmate Bangs Femboy
    05:11
    Dads Bestmate Bangs Femboy
    mothplayboy
    798.4K views
    Dildo riding sissy
    02:09
    Dildo riding sissy
    5.7K views
    Shemale Anatomy
    03:06
    Shemale Anatomy
    2.8M views
    Alina Cock riding sissy slut?
    00:16
    Alina Cock riding sissy slut?
    1.3K views
    Your little bitch wants hot cum inside her tight and dirty asshole
    06:50
    Your little bitch wants hot cum inside her tight and dirty asshole
    missangell_
    766.7K views
    Samantha Sass & Tenn Strokes
    08:12
    Samantha Sass & Tenn Strokes
    Pretty She Stick
    67.9K views
    Femboy Cums From Big Black Cock In Doggy And Gets Creampied
    01:38
    Femboy Cums From Big Black Cock In Doggy And Gets Creampied
    2.5M views
    Horny tranny housewife rough ass fuck
    06:43
    Horny tranny housewife rough ass fuck
    TS Playground
    179.4K views
    Sexy BIG ASS TRANS GIRL Giving A HUGE TORSO
    08:12
    Sexy BIG ASS TRANS GIRL Giving A HUGE TORSO
    MarilyDaniela
    259.4K views
    Sir Maxx Gets Great Service From Hot Housekeeper
    08:56
    Sir Maxx Gets Great Service From Hot Housekeeper
    Sir Maxximus
    160.3K views
    Sissy Femboy Fucked From Behind
    05:20
    Sissy Femboy Fucked From Behind
    2.7M views
    Rock hard femme gets a rough fucking by BBC
    07:10
    Rock hard femme gets a rough fucking by BBC
    KittyKaash
    977.5K views
    Sissy explodes riding bbc
    01:01
    Sissy explodes riding bbc
    989.9K 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
    Compilation: Trannies Cum While they get Fucked
    13:29
    Compilation: Trannies Cum While they get Fucked
    3.8M views
    SexGodPicasso Fucks Chicago Tranny AshleyCreamssss Bareback Reverse Cowgirl
    11:48
    SexGodPicasso Fucks Chicago Tranny AshleyCreamssss Bareback Reverse Cowgirl
    SexGodPicasso
    1.2M views
    Trans Ria Bentley Enjoys Huge BBC Spitroast Anal Creampie
    29:33
    Trans Ria Bentley Enjoys Huge BBC Spitroast Anal Creampie
    Ria_Bentley
    2.5M views
    How guy friends be after she breaks up with her ex
    02:07
    How guy friends be after she breaks up with her ex
    Big Dick RJxxx
    303K views
    He filled my ass with it, his drips a lot
    07:53
    He filled my ass with it, his drips a lot
    Piou_Sissy
    257.1K views
    Johanne gets fucked in her black fishnet outfit
    15:11
    Johanne gets fucked in her black fishnet outfit
    Johanne95
    496.7K views
    Sissy cum dump compilation
    28:49
    Sissy cum dump compilation
    2.6M views
    My stepsister turned out to be Trans and fucked me!
    14:27
    My stepsister turned out to be Trans and fucked me!
    MySchoolLife
    675.1K views
    Tgirl Squirting Literally Flashing Ass and Doing a Lot of Squirting
    08:12
    Tgirl Squirting Literally Flashing Ass and Doing a Lot of Squirting
    barbanegrazponto1onepov
    620.8K views
    Riding dildo on bike in public - caught
    04:05
    Riding dildo on bike in public - caught
    Asiansissypublic
    67.1K views
    I turned my straight roommate intro trans wife
    05:20
    I turned my straight roommate intro trans wife
    CutePinkUnicorn
    510.2K views
    Sissy slut riding me spun
    02:25
    Sissy slut riding me spun
    473.6K views
    Another straight boy turned by Elizabeth Stewart
    04:05
    Another straight boy turned by Elizabeth Stewart
    Elizabeth Stewart
    3.1M views
    She was cumming all on my big dick and kept on riding
    05:25
    She was cumming all on my big dick and kept on riding
    MrNastyXavier
    253.3K views
    Her ass can fit all my big black cock so good
    06:21
    Her ass can fit all my big black cock so good
    MrNastyXavier
    1.8M views
    tgirl sits and rides on massive dildo - Hankey's Toys XXXCALIBUR
    01:52
    tgirl sits and rides on massive dildo - Hankey's Toys XXXCALIBUR
    amyy_babyy_x
    1M views
    white skinny femboy riding black cock until she cum
    02:40
    white skinny femboy riding black cock until she cum
    2.2M views
    shemale cum sissy slut cums Trans cumming
    16:14
    shemale cum sissy slut cums Trans cumming
    SissyGirlTs
    36.8K views
    You Are Just a Hole - Variety Itsol
    10:46
    You Are Just a Hole - Variety Itsol
    Rodrigo Amor
    1.9M views
    Daddy cums in sissy Johanne's mouth
    15:37
    Daddy cums in sissy Johanne's mouth
    Johanne95
    855.2K views
    Beautiful sissy ride monster cock and cum
    08:40
    Beautiful sissy ride monster cock and cum
    yourprettykate
    118.3K views
    • Back
    • 1
    • 2
    • 3
    • 4
    • 5
    • 6
    • ...
    • 80
    • Next

    Searches Related to Riding Sissy

    • Sissy Femboy Extreme
    • Sissypink Boy
    • Crossdresser Riding
    • Caught Crossdressing and Fucked
    • Sissy Husband Rides
    • Sissyslut Harley
    • Crossdressers Hardcore
    • Secret Sissyboy
    • Sissy-Virgin
    • Crossdreser
    • Sissys Get Blacked
    • Sissycdmish
    • Beautiful Femboy
    • Dirty Talking Wife Cuckold
    • Bdsm Tranny Slut
    • Your-Sissyslut
    • Step Mom Sex
    • Chastity Cuck
    • Trans Stepmom XXX
    • Sissyboy-5
    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