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

    Outdoor Sissy Porn Videos

    Free Videos
    Short videos
    Premium Videos
    Photos
    Sissy
    Outdoor
    Sissy Outdoor Bondage
    Sissy Slave Outdoor
    Outdoor Sissy Cum
    Sissy Outdoor Trap
    Real Sissy Chastity Outdoor
    Crossdresser Sissy Outdoor Masturbating
    Sissy Outdoor for Walk
    Sissy CD Outdoor Flashing
    Ballet Heels Outdoor Sissy
    Outdoor Sissy in Pantyhose
    Sissy Crossdresser Slut Outdoor Walk
    Sissy Crossdresser
    Sissy Training
    Bbc Sissy
    Sissy Feminization
    Young Sissy
    Sissy Husband
    Sissy Chastity
    Best Videos
    By clicking the content you will also see an ad. AD
    A Prostitute Offering Herself on the Street
    02:29
    A Prostitute Offering Herself on the Street
    Wesley Fudedor
    341.2K views
    Outdoor sissy WAM covered in slimy white gunge fake bukkake
    04:05
    Outdoor sissy WAM covered in slimy white gunge fake bukkake
    Tillygrrl
    17.1K views
    German anal tranny date outdoor on holiday in Mallorca
    17:26
    German anal tranny date outdoor on holiday in Mallorca
    EroCom
    456.6K views
    Outdoor sissy 2 vids slutty yoga shorts, long-ish t-shirt daring sexy naughty anal play!
    08:04
    Outdoor sissy 2 vids slutty yoga shorts, long-ish t-shirt daring sexy naughty anal play!
    CindieLove
    2.9K views
    Hot Transgirl Content
    08:12
    Hot Transgirl Content
    English Psycho
    140.4K views
    Outdoor sissy slut oiled and lubed WAM dildo fuck and cum
    09:56
    Outdoor sissy slut oiled and lubed WAM dildo fuck and cum
    Tillygrrl
    23.9K views
    Night. Park. Car. Fucked a trans slut.
    07:18
    Night. Park. Car. Fucked a trans slut.
    vika_sissy
    235.5K views
    Outdoor sissy cums
    03:01
    Outdoor sissy cums
    5.1K views
    Horny sissy slut! Nude in public and ass fuck at the swimming lake!
    01:17
    Horny sissy slut! Nude in public and ass fuck at the swimming lake!
    TV_Helena
    97.5K views
    outdoor sissy is fisted by friend  12 02 20
    05:19
    outdoor sissy is fisted by friend 12 02 20
    38.1K views
    I'll fill your asshole with cum to overflowing
    06:01
    I'll fill your asshole with cum to overflowing
    MrNastyXavier
    1.9M views
    amateur crossdresser kellycd2022 sexy milf drive home 2nd cumshot in stockings and suspenders masturbation outdoor sissy
    12:47
    amateur crossdresser kellycd2022 sexy milf drive home 2nd cumshot in stockings and suspenders masturbation outdoor sissy
    Kellycd2022
    12.7K views
    Petra,s day in the woods
    30:59
    Petra,s day in the woods
    PetraTVsletje
    89.5K views
    Outdoor Sissy Maid almost caught
    01:28
    Outdoor Sissy Maid almost caught
    SissyAdventures
    2.2K views
    Tranny girl used rough in public! Clothes ripping! Mouthfuck! Deepthroat! Assfuck! Facial!
    01:17
    Tranny girl used rough in public! Clothes ripping! Mouthfuck! Deepthroat! Assfuck! Facial!
    Allmylinks
    109.8K views
    Outdoor Sissy XXL Boobs Basement
    01:36
    Outdoor Sissy XXL Boobs Basement
    5.2K views
    Fucking on the last day of summer, in a cornfield
    03:39
    Fucking on the last day of summer, in a cornfield
    vika_sissy
    368K views
    Transvestite Outdoor Sissy Slut
    06:17
    Transvestite Outdoor Sissy Slut
    Zhenya Sissy
    9.5K views
    right on the face! All in sperm.
    02:14
    right on the face! All in sperm.
    vika_sissy
    33K views
    Outdoor sissy stroll
    01:02
    Outdoor sissy stroll
    Nicci The Sissy
    2.6K views

    Relevant Short videos

    Outdoor sissy 2 vids slutty yoga shorts, long-ish t-shirt daring sexy naughty anal play!
    Outdoor sissy 2 vids slutty yoga shorts, long-ish t-shirt daring sexy naughty anal play!
    CindieLove
    1.9K views
    Shemale cums hard outdoors
    Shemale cums hard outdoors
    VladAQueen
    133.9K views
    Shemale strokes fat cock in public hotel hallway
    Shemale strokes fat cock in public hotel hallway
    Janice Renee
    99.3K views
    Santa's not the only one with a big sack this holiday season
    Santa's not the only one with a big sack this holiday season
    Janice Renee
    74.5K views
    tgirl caught masturbating her thick girl cock next to busy street
    tgirl caught masturbating her thick girl cock next to busy street
    Janice Renee
    61.3K views
    Kellycd2022 moments cumshot in fishnets pantyhose and pink undies
    Kellycd2022 moments cumshot in fishnets pantyhose and pink undies
    Kellycd2022
    37.2K views
    Cute tranny girl used in public! Grabbing! Spanking! Slapping! Mouthfuck! Facial!
    01:17
    Cute tranny girl used in public! Grabbing! Spanking! Slapping! Mouthfuck! Facial!
    Allmylinks
    44.3K views
    Outdoor sissy showing panties
    00:29
    Outdoor sissy showing panties
    4.8K views
    Sex Show Stripchat, Nudist Beach, Shemale and Guy, Gigi and Dave 2025-05-07, P1
    01:00:05
    Sex Show Stripchat, Nudist Beach, Shemale and Guy, Gigi and Dave 2025-05-07, P1
    Gigi and David
    158.1K views
    I love doing it in nature its ecxite me so much
    12:03
    I love doing it in nature its ecxite me so much
    Piou_Sissy
    64.3K views
    shemale transvestite pumping cock dildo outdoor sissy linger
    04:10
    shemale transvestite pumping cock dildo outdoor sissy linger
    6.6K views
    Frivolous and outrageous in the parking lot
    05:37
    Frivolous and outrageous in the parking lot
    CarinaDavid
    45.5K views
    transgender travesti sounding urethral  outdoor sissy 108a
    06:56
    transgender travesti sounding urethral outdoor sissy 108a
    1.8K views
    This is how you treat a sissy slut! Guy uses tranny brutally in public and cums on her face!
    01:16
    This is how you treat a sissy slut! Guy uses tranny brutally in public and cums on her face!
    TV_Helena
    548.7K views
    transgender travesti sounding urethral  outdoor sissy 111a
    10:28
    transgender travesti sounding urethral outdoor sissy 111a
    1.4K views
    Dads Bestmate Bangs Femboy
    05:11
    Dads Bestmate Bangs Femboy
    mothplayboy
    796.8K views
    transgender travesti sounding urethral  outdoor sissy 106a
    05:28
    transgender travesti sounding urethral outdoor sissy 106a
    1.1K views
    Day in the park - Episode 11
    16:45
    Day in the park - Episode 11
    Cumsissy
    774.8K views
    transgender travesti sounding urethral  outdoor sissy 110a
    09:15
    transgender travesti sounding urethral outdoor sissy 110a
    1.2K views
    Random passer-by cums in a Russian trance
    02:06
    Random passer-by cums in a Russian trance
    vika_sissy
    45.2K views
    transgender travesti sounding urethral  outdoor sissy 104a
    11:40
    transgender travesti sounding urethral outdoor sissy 104a
    1.4K views
    Flashing Cars at Night
    04:23
    Flashing Cars at Night
    sweetfeet29
    37.8K views
    2 Guys fucking amateur sissy outdoors part 2
    31:00
    2 Guys fucking amateur sissy outdoors part 2
    671.6K views
    TV Susan cruising and having fun outdoors
    05:32
    TV Susan cruising and having fun outdoors
    SusanSuxx
    286.8K views
    Sissy #3: Feminize Yourself
    16:07
    Sissy #3: Feminize Yourself
    657.9K views
    My Bitch Aleyda Sucks Me Visiting Bruges
    05:10
    My Bitch Aleyda Sucks Me Visiting Bruges
    ActorFab
    84.2K views
    Transangels Penetrating the Poolboy Eli Hunter Natassia Dreams
    08:12
    Transangels Penetrating the Poolboy Eli Hunter Natassia Dreams
    Trans Angels
    74.9K 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
    Pornstar Ria Bentley Takes Giant BBC On Public Hotel Balcony
    07:06
    Pornstar Ria Bentley Takes Giant BBC On Public Hotel Balcony
    Ria_Bentley
    139.4K views
    Fucking of a Lifetime - Variety Itsol
    10:36
    Fucking of a Lifetime - Variety Itsol
    Rodrigo Amor
    3.4M views
    Big Black Ass Pounded In The Backseat By Big Black Cock
    03:10
    Big Black Ass Pounded In The Backseat By Big Black Cock
    Big Dick RJxxx
    233.3K views
    Cum in the dirty ass of a Russian trans slut
    04:32
    Cum in the dirty ass of a Russian trans slut
    vika_sissy
    82.9K views
    Outdoor sissy
    00:23
    Outdoor sissy
    2.9K views
    • Back
    • 1
    • 2
    • 3
    • 4
    • 5
    • 6
    • ...
    • 80
    • Next

    Searches Related to Outdoor Sissy

    • Crossdresser Outdoor Sex
    • Shemale Outdoors Public
    • Caught Crossdressing and Fucked
    • Sissy Femboy Extreme
    • Dirty Crossdressers Slut
    • Crossboy With Mommy Clothes
    • Naked Outside
    • Bareback Trans XXX
    • Crossdresser Outdoor
    • Sissy in the Woods
    • Transvestites Sissies
    • Combat Zone Transsexual Barebacking
    • Crossdressing and Letting Stranger Touch
    • Shemale Public
    • Femboy Fuck Femboy
    • Park Cruising
    • Outside Solo
    • Crossdressers Hardcore
    • Risky Crossdress Walk
    • Mexican Tranny Barebacked

    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