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

    Sissy Gaping Porn Videos

    Free Videos
    Short videos
    Premium Videos
    Photos
    Sissy
    Gape
    Sissy Gape
    Bbc Gaping Sissy
    Huge Sissy Gape
    Sissy Anal Gape
    Tied up Sissy Anal Gape
    Sissy Endless Dildo Gape Farting
    Sissy Anal Huge Dildo Gape
    Sissy Crossdresser Anal Gaping Whore
    Sissy Solo Anal Play and Gape
    Smooth Sissy Ass Licking and Gaping
    Nasty Sissy Licks Anal Gape Eats Cum
    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
    I'll fill your asshole with cum to overflowing
    06:01
    I'll fill your asshole with cum to overflowing
    MrNastyXavier
    1.9M views
    Sissy gaping hole and teasing daddy
    05:31
    Sissy gaping hole and teasing daddy
    feliciacdslut
    298.3K views
    Fucking of a Lifetime - Variety Itsol
    10:36
    Fucking of a Lifetime - Variety Itsol
    Rodrigo Amor
    3.4M views
    Sissy Gaping Butthole with Massive BBC Butt Plug
    01:46
    Sissy Gaping Butthole with Massive BBC Butt Plug
    Nikki Snowbunny
    7.1K 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
    white sissy gaping butthole with BBC dildo
    01:40
    white sissy gaping butthole with BBC dildo
    Nikki Snowbunny
    5.6K 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
    Sissy gaping hole for daddy
    01:11
    Sissy gaping hole for daddy
    feliciacdslut
    79.5K views
    You Are Just a Hole - Variety Itsol
    10:46
    You Are Just a Hole - Variety Itsol
    Rodrigo Amor
    1.8M views
    Analandrea submissive bi sissy gaping her pussy
    08:52
    Analandrea submissive bi sissy gaping her pussy
    AnalAndrea
    5.5K views
    Shemale Anatomy
    03:06
    Shemale Anatomy
    2.8M views
    teen trap sissy gaping anal double penetration
    20:03
    teen trap sissy gaping anal double penetration
    Rhylee
    3.6K views
    Lena Vesper Gets Fisted & Milked by MILF Bane Jane
    01:11
    Lena Vesper Gets Fisted & Milked by MILF Bane Jane
    Snake_0rgy
    148.3K views
    Fat Sissy Gaping Her Fat Ass With Tunnel Plug
    00:35
    Fat Sissy Gaping Her Fat Ass With Tunnel Plug
    Chubby Sissy Dani
    13K views
    I turned my straight roommate into my wife
    06:06
    I turned my straight roommate into my wife
    CutePinkUnicorn
    2.1M views
    Sissy gaping ass and self fisting. #2
    05:52
    Sissy gaping ass and self fisting. #2
    Magnum-dildo
    8.4K views
    My Neighbor Fisting My Ass
    08:59
    My Neighbor Fisting My Ass
    Emmy Angeles
    142.8K views
    Fat sissy gaping ass
    00:15
    Fat sissy gaping ass
    Chubby Sissy Dani
    16.2K views
    Gorgeous T-girl Get's Her Asshole Destroyed - A2M, Creampie
    01:30
    Gorgeous T-girl Get's Her Asshole Destroyed - A2M, Creampie
    Melodyfluffington
    695K views
    Sissy gaping ass and self fisting.  #1
    06:37
    Sissy gaping ass and self fisting. #1
    Magnum-dildo
    9.4K views
    Lena Lesper & Rina Kitty's Extreme Anal Workout Part 2
    01:06
    Lena Lesper & Rina Kitty's Extreme Anal Workout Part 2
    Snake_0rgy
    158.9K views

    Relevant Short videos

    Compilation Sissy Gaping
    Compilation Sissy Gaping
    CumslutCutieee
    4.6K views
    Sissy Gaping Butthole with Massive BBC Butt Plug
    Sissy Gaping Butthole with Massive BBC Butt Plug
    Nikki Snowbunny
    3.4K views
    Sissy gaping pussy filled with Monster dildo
    Sissy gaping pussy filled with Monster dildo
    Bibicd74
    1.2K views
    GO HARD OR GO HOME XXX - Slut seeing how fast she can take with this huge dildo on her sex machine - UKsexylegsTV
    GO HARD OR GO HOME XXX - Slut seeing how fast she can take with this huge dildo on her sex machine - UKsexylegsTV
    UksexyLegsTV
    55.2K views
    Horny tgirl stretches her asshole with dildo
    Horny tgirl stretches her asshole with dildo
    Sissyvalerie69
    19.3K views
    Trans with a Gorgeous Body Dressed up and Horny for Her Dildo
    Trans with a Gorgeous Body Dressed up and Horny for Her Dildo
    Melodyfluffington
    16.7K views
    Caged Sissy GAPING ass with MASSIVE DILDO!
    01:50
    Caged Sissy GAPING ass with MASSIVE DILDO!
    FEMBOIIxFRANKII
    1.4K 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
    Analandrea submissive bi sissy gaping
    02:00
    Analandrea submissive bi sissy gaping
    AnalAndrea
    2.1K views
    Asuka Bends Over Teasing Daddy Until He Loses Control and Dives in
    03:40
    Asuka Bends Over Teasing Daddy Until He Loses Control and Dives in
    SA247365
    56.8K views
    AMATEUR SISSY - GAPING TOY ANAL - DIRTY GARDENBOY
    02:38
    AMATEUR SISSY - GAPING TOY ANAL - DIRTY GARDENBOY
    3.5K views
    Dads Bestmate Bangs Femboy
    05:11
    Dads Bestmate Bangs Femboy
    mothplayboy
    788.3K views
    TS Babysitter gets a Spooky Interracial Gangbang
    19:33
    TS Babysitter gets a Spooky Interracial Gangbang
    Kapri Sun
    366.1K views
    Anal Domination: Double Penetration Big Cock for French Trans
    01:00:27
    Anal Domination: Double Penetration Big Cock for French Trans
    Trans and Co
    594.9K views
    Beautiful Trans Girl Gaped by Huge Cock in Farm Compilation - ASMR
    16:54
    Beautiful Trans Girl Gaped by Huge Cock in Farm Compilation - ASMR
    Ai Babes
    123.2K views
    BDSM, Fisting & Facefucking with Eris Nova & Lena Vesper
    06:01
    BDSM, Fisting & Facefucking with Eris Nova & Lena Vesper
    Snake_0rgy
    108.2K views
    Jessy Takes Mreasydeck's BBC Deep and Hard
    08:12
    Jessy Takes Mreasydeck's BBC Deep and Hard
    Jessy Reed
    555.2K views
    Sissy cum dump compilation
    28:49
    Sissy cum dump compilation
    2.6M views
    Naughty college girl anal sex
    44:26
    Naughty college girl anal sex
    MundoAmador_
    147.7K views
    Trans Porn Trans Girl Cumming While Creampied by a Huge Uncut Cock
    08:12
    Trans Porn Trans Girl Cumming While Creampied by a Huge Uncut Cock
    nbnabunny
    1.6M views
    Big Dick Trans Ria Bentley Takes Massive BBC POV
    08:12
    Big Dick Trans Ria Bentley Takes Massive BBC POV
    Ria_Bentley
    61.3K views
    Daddy Milks Trans Girl Prostate
    05:06
    Daddy Milks Trans Girl Prostate
    Gray Perrier
    330.9K views
    T-girl Tea Party with Nightsisterlil1  Threesome, Anal, Ass Eating, Creampie and Facial
    03:08
    T-girl Tea Party with Nightsisterlil1 Threesome, Anal, Ass Eating, Creampie and Facial
    Melodyfluffington
    459.4K views
    Gangbang and double anal for a slutty trans
    01:00:27
    Gangbang and double anal for a slutty trans
    parisjango
    1.9M views
    Riding my dildo and dripping like a good girl!
    02:53
    Riding my dildo and dripping like a good girl!
    Starlightfemboy
    39K 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
    Petite slut loves to feel my big cock and fuck bareback
    05:19
    Petite slut loves to feel my big cock and fuck bareback
    MrNastyXavier
    452.3K views
    Sucking Her Cum off His Cock and Overflowing Anal Creampies  Compilation
    05:23
    Sucking Her Cum off His Cock and Overflowing Anal Creampies Compilation
    Melodyfluffington
    284K views
    Sissy Gets Stretched To The Max
    01:37
    Sissy Gets Stretched To The Max
    Third sex XXX
    1.8M views
    Melody in Yoga Pants: Sniff, Lick, Suck, Fuck, Cum, Swallow
    33:28
    Melody in Yoga Pants: Sniff, Lick, Suck, Fuck, Cum, Swallow
    Melodyfluffington
    568.6K views
    Femboy Fucked by this rascal with a bbc
    23:38
    Femboy Fucked by this rascal with a bbc
    Travsexysensuel
    282.1K views
    Another straight boy turned by Elizabeth Stewart
    04:05
    Another straight boy turned by Elizabeth Stewart
    Elizabeth Stewart
    3M views
    • Back
    • 1
    • 2
    • 3
    • 4
    • 5
    • 6
    • ...
    • 80
    • Next

    Searches Related to Sissy Gaping

    • Femboy Fucked
    • Extreme Insertion
    • Sissy Anal Orgasm
    • Shemale Gaping
    • Huge Gape
    • Traps Femboys and Sissys
    • Asshole Stretching
    • Wide Open Ass
    • Teen Destroyed
    • Beautiful Femboy
    • Gaping Creampie
    • Sissy Leaking
    • Femboi Trap
    • Traps Femboys and Sissies
    • Farting on Dick
    • Thrusting Butt Plug
    • Bbc Destroys
    • Big Gape
    • Sissygasm Fuck
    • Cum While Riding Dildo

    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