PornPorn Transgender β€’ 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 β„οΈβ˜ƒοΈ 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 Stretch Porn Videos

    Free Videos
    Short videos
    Premium Videos
    Photos
    Stretch3x (Stretch)
    Stretch3x (Stretch)
    Subscribe
    567
    Sissy
    Stretched
    Sissy Gets Stretched to the Max
    Sissy Crossdresser
    Sissy Training
    Sissy Feminization
    Bbc Sissy
    Young Sissy
    Sissy Husband
    Sissy Chastity
    Sissy Compilation
    Sissy Fucked
    Sissy Blowjob
    Sissy Gangbang
    Amateur Sissy
    Sissy Slave
    Sissy Cuckold
    Sissy Femdom
    Sissy Faggot
    Sissy Slut
    Best Videos
    By clicking the content you will also see an ad. AD
    Fucking of a Lifetime - Variety Itsol
    10:36
    Fucking of a Lifetime - Variety Itsol
    Rodrigo Amor
    3.4M views
    TS Babysitter gets a Spooky Interracial Gangbang
    19:33
    TS Babysitter gets a Spooky Interracial Gangbang
    Kapri Sun
    371.6K 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
    TGirl Ria Bentley Gets TAKEN RAW By 9 Full Inches BBC POV
    07:05
    TGirl Ria Bentley Gets TAKEN RAW By 9 Full Inches BBC POV
    Ria_Bentley
    322.6K 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
    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
    127.8K views
    Walking Naked in Heels. Confident Tgirl Tease You
    05:23
    Walking Naked in Heels. Confident Tgirl Tease You
    Medi Voi
    93.9K views
    Jessy Takes Mreasydeck's BBC Deep and Hard
    08:12
    Jessy Takes Mreasydeck's BBC Deep and Hard
    Jessy Reed
    557.3K views
    Shemale Anatomy
    03:06
    Shemale Anatomy
    2.8M views
    Naughty college girl anal sex
    44:26
    Naughty college girl anal sex
    MundoAmador_
    151.2K views
    I turned my straight roommate into my wife
    06:06
    I turned my straight roommate into my wife
    CutePinkUnicorn
    2.2M views
    Gangbang and double anal for a slutty trans
    01:00:27
    Gangbang and double anal for a slutty trans
    parisjango
    1.9M views
    Daddy Milks Trans Girl Prostate
    05:06
    Daddy Milks Trans Girl Prostate
    Gray Perrier
    334.2K views
    POV Hard Pegging Jasmine Dlight From Mistress
    02:17
    POV Hard Pegging Jasmine Dlight From Mistress
    Jasmine_dlight
    140.4K views
    I had a big cumshot in unkown hotel
    05:39
    I had a big cumshot in unkown hotel
    Samantha Sissy World
    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
    62.4K 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
    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
    461.6K views
    Dads Bestmate Bangs Femboy
    05:11
    Dads Bestmate Bangs Femboy
    mothplayboy
    796.8K 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
    285.1K views

    Relevant Short videos

    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
    Deep anal with long dildo
    Deep anal with long dildo
    Edytrap
    15.1K views
    BBC makes me feel like a girl
    BBC makes me feel like a girl
    boobyb0y
    19.4K views
    Gaping Myself with My Biggest Dildos + Cumshot
    Gaping Myself with My Biggest Dildos + Cumshot
    Melodyfluffington
    12.4K 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
    Trans Slut With Big Ass Gets Fucked By Trans Beauty - prettyboi2000x
    20:30
    Trans Slut With Big Ass Gets Fucked By Trans Beauty - prettyboi2000x
    Prettyboi2000x
    90.8K 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
    Gorgeous Alt Trans-girl Suck and Fucks
    12:24
    Gorgeous Alt Trans-girl Suck and Fucks
    Melodyfluffington
    189.1K views
    You Are Just a Hole - Variety Itsol
    10:46
    You Are Just a Hole - Variety Itsol
    Rodrigo Amor
    1.9M views
    Riding my dildo and dripping like a good girl!
    02:53
    Riding my dildo and dripping like a good girl!
    Starlightfemboy
    40K views
    Melody Tied up, Teased and Analised
    35:07
    Melody Tied up, Teased and Analised
    Melodyfluffington
    465.8K 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
    454.4K views
    Sweet girly body
    07:07
    Sweet girly body
    Letany Ponny
    379.4K views
    Sissy Gets Stretched To The Max
    01:37
    Sissy Gets Stretched To The Max
    Third sex XXX
    1.8M views
    Sissy cum dump compilation
    28:49
    Sissy cum dump compilation
    2.6M views
    Femboy Fucked by this rascal with a bbc
    23:38
    Femboy Fucked by this rascal with a bbc
    Travsexysensuel
    283.1K views
    The Shortest Time! I've Ever Lasted Rubbing My Prostate with a Dildo in My Bare Feet
    02:55
    The Shortest Time! I've Ever Lasted Rubbing My Prostate with a Dildo in My Bare Feet
    XiangYan
    313.2K views
    Fuck machine anal orgasm
    03:04
    Fuck machine anal orgasm
    Sissy-boys
    103K views
    Fully Nude Trans Girl Walks in Heels for You
    02:15
    Fully Nude Trans Girl Walks in Heels for You
    Medi Voi
    88.3K views
    Ts Diana Deelight vocally stroking her cock w feet huge nut bbc dildo
    14:15
    Ts Diana Deelight vocally stroking her cock w feet huge nut bbc dildo
    Diana Deelight
    33.2K views
    Duck typing being: Pain Whore Alina got beaten, slapped, whipped, throat fucked, was made act like duck for bdsm, face covered w
    44:10
    Duck typing being: Pain Whore Alina got beaten, slapped, whipped, throat fucked, was made act like duck for bdsm, face covered w
    alinanightsky
    234.8K views
    Smash cracks open caged beta sissy kristiscageleaks
    17:26
    Smash cracks open caged beta sissy kristiscageleaks
    Kristi-Jo
    49.1K views
    Behind the Scenes of a Porn Video Featuring a Beautiful European Trans Woman.
    01:13:48
    Behind the Scenes of a Porn Video Featuring a Beautiful European Trans Woman.
    Trans and Co
    178.2K views
    I fuck her ass with desire
    43:32
    I fuck her ass with desire
    World Trany
    63.6K views
    Mamou with Rachelle Karol I Dominate a Pretty Submissive Before Taking Her Part 2
    12:58
    Mamou with Rachelle Karol I Dominate a Pretty Submissive Before Taking Her Part 2
    Mamou5891
    71.4K views
    HD Deepthroat, Anal and Cumshots with Trans-slut Melody
    21:48
    HD Deepthroat, Anal and Cumshots with Trans-slut Melody
    Melodyfluffington
    975.8K views
    I get a facial and I make a facial car πŸ˜‹
    15:05
    I get a facial and I make a facial car πŸ˜‹
    Piou_Sissy
    177.7K views
    Dressed Classy, Face-fucked Like a Whore
    20:12
    Dressed Classy, Face-fucked Like a Whore
    Melodyfluffington
    247.6K 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
    57.9K views
    Kitty tranny maid Victoria Grant bareback deep fucking
    06:41
    Kitty tranny maid Victoria Grant bareback deep fucking
    TS Playground
    223.8K views
    Another straight boy turned by Elizabeth Stewart
    04:05
    Another straight boy turned by Elizabeth Stewart
    Elizabeth Stewart
    3.1M views
    • Back
    • 1
    • 2
    • 3
    • 4
    • 5
    • 6
    • ...
    • 80
    • Next

    Searches Related to Sissy Stretch

    • Femboy Fucking
    • Femdom Transformation Sissy
    • Crossdresser Huge Insertion
    • Short Skirt Bend Over
    • Trap Bulge
    • Femboys in Leggings
    • Beautiful Dress Trans
    • Caught Crossdressing and Fucked
    • Bad Mommy
    • Legs Spread
    • Pretty Pretty Pretty
    • Perfect Tranny
    • Gorgeous Femboy
    • Extreme Pegging
    • Sexy Walk
    • Asshole Stretching
    • Permanent Sissification
    • Transgender Latex
    • Wide Hips
    • Extrem Crossdressers

    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
    • Π‘ontent 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