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
    -60%
    Dating
    Subscriptions
    • Upload
    +14 MONTHS FREE 😱🎉🔥 Faphouse Holiday Sale
    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
    • Homemade
    • Mature
    • Teen
    Duration (min)
    Date
    Production
    FPS
    Exclude categories
    Reset all filters

    Sissy Virgin Porn Videos

    Free Videos
    Short videos
    Premium Videos
    Photos
    Sissy
    Virgin
    Feminized BBC Virgin Sissy
    First Time Pegging for Virgin Sissy
    Sissy Virgin Bred for the First Time
    Sissy Crossdresser
    Sissy Training
    Bbc Sissy
    Sissy Feminization
    Young Sissy
    Sissy Husband
    Sissy Chastity
    Sissy Compilation
    Sissy Fucked
    Sissy Slave
    Amateur Sissy
    Sissy Blowjob
    Sissy Cuckold
    Sissy Gangbang
    Submissive Sissy
    Best Videos
    By clicking the content you will also see an ad. AD
    Amateur Powerbottom Snoop J Takes It Deep
    18:21
    Amateur Powerbottom Snoop J Takes It Deep
    Venus Lux
    24.7K views
    ts jem fucking 18 year old kentucky virgin
    11:37
    ts jem fucking 18 year old kentucky virgin
    333.8K views
    brunette milf tranny fucks blond innocent ladyboy
    23:02
    brunette milf tranny fucks blond innocent ladyboy
    MrBizarrboy
    2.8M views
    The man who lost his anal virginity to Katie Fox and Jodie May
    05:49
    The man who lost his anal virginity to Katie Fox and Jodie May
    Katie Fox
    116.6K views
    Get your virgin ass ready for my shemale cock
    13:47
    Get your virgin ass ready for my shemale cock
    Tranny Newbies
    489K views
    SHEMALE PORNSTAR TS BIG BOOTY BIANCA STEALS VIRGIN HUSBAND!
    01:43
    SHEMALE PORNSTAR TS BIG BOOTY BIANCA STEALS VIRGIN HUSBAND!
    Ts Big Booty Bianca
    393.1K views
    Virgin femboy wants to be a woman forever. Big cumshot.
    01:39
    Virgin femboy wants to be a woman forever. Big cumshot.
    218.9K views
    Top ts premature cum with virgin
    02:12
    Top ts premature cum with virgin
    110.1K views
    Ashley Roberta takes guy's virginity
    01:36
    Ashley Roberta takes guy's virginity
    403.6K views
    Trans man riding for the first time on a huge penis until orgasm
    05:13
    Trans man riding for the first time on a huge penis until orgasm
    TransmanDick
    32.8K views
    Teen trans girl strips for you and oils her big shecock
    12:24
    Teen trans girl strips for you and oils her big shecock
    Kris Rose
    153.7K views
    Lossing my virginity
    01:06
    Lossing my virginity
    203.2K views
    SHEMALE PORNSTAR TS BIG BOOTY BIANCA FUCKS VIRGIN BTTM!
    00:37
    SHEMALE PORNSTAR TS BIG BOOTY BIANCA FUCKS VIRGIN BTTM!
    Ts Big Booty Bianca
    364.1K views
    Fan Fuck with Virgin Steve
    06:18
    Fan Fuck with Virgin Steve
    Kim Wagner
    172.7K views
    My stepson is not a virgin anymore
    05:08
    My stepson is not a virgin anymore
    cd_aysemmm
    109.8K views
    Femout XXX: Amateur Tgirls Fuck Bareback
    08:12
    Femout XXX: Amateur Tgirls Fuck Bareback
    Femout
    7.8K views
    Virgin Finn Gets It Really Hard
    06:51
    Virgin Finn Gets It Really Hard
    Kim Wagner
    147.5K views
    GROOBYGIRLS - Amber Kay Reveals Her Innocent Body For You
    03:11
    GROOBYGIRLS - Amber Kay Reveals Her Innocent Body For You
    Grooby Girls
    130.5K views
    Cute teen trans girl fucks herself with vibrator
    05:45
    Cute teen trans girl fucks herself with vibrator
    Kris Rose
    114.6K views
    Pretty Kitty anal virgin loss
    03:41
    Pretty Kitty anal virgin loss
    298.6K views

    Relevant Short videos

    Please suck my little trans dick🥺
    Please suck my little trans dick🥺
    SissyGurl_Autumn
    20.2K views
    Hmmm more?
    Hmmm more?
    Anneyxx
    2.9K views
    reverse cowgirl on a BIG BLACK....microphone
    reverse cowgirl on a BIG BLACK....microphone
    Rita Kitty
    6.6K views
    Fucking my little hole with a dildo for the first time
    Fucking my little hole with a dildo for the first time
    samsesang
    7.4K views
    Trans Taking an Anal Virginity
    Trans Taking an Anal Virginity
    Mistress Jodie May
    4.2K views
    Desi sissy boy PRIYA naked outdoor
    Desi sissy boy PRIYA naked outdoor
    Priya sexy
    4K views
    Indian desi girl must kiss on the pretext of shopping
    05:20
    Indian desi girl must kiss on the pretext of shopping
    Peanut Girl
    532.8K views
    Big dick shemale fuck this virgin in bathroom
    01:09
    Big dick shemale fuck this virgin in bathroom
    XXL4XXL
    68.8K views
    Asian Tranny Takes Virgin Twinks Ass
    25:01
    Asian Tranny Takes Virgin Twinks Ass
    958.6K views
    Meagan Nutwood - Virgin Throat Satisfaction
    00:50
    Meagan Nutwood - Virgin Throat Satisfaction
    179.2K views
    Zafiro Exotica take virgin ass
    02:17
    Zafiro Exotica take virgin ass
    225.3K views
    TRANSFIXED - Virgins Sage Roux & Avery Lust Are WILD In Eden's Garden After Eating Forbidden Fruit
    15:06
    TRANSFIXED - Virgins Sage Roux & Avery Lust Are WILD In Eden's Garden After Eating Forbidden Fruit
    Transfixed
    222.9K views
    lost virginity in 2001
    00:33
    lost virginity in 2001
    72.8K views
    Young Innocent Trans Girl gives you JOI Instructions
    08:04
    Young Innocent Trans Girl gives you JOI Instructions
    Kris Rose
    57.9K views
    Transvestite Fucked Her Virgin Cousin's Ass With Cock
    08:12
    Transvestite Fucked Her Virgin Cousin's Ass With Cock
    Avantajadas
    344.6K views
    Super cute and innocent asian Ladyboy suck a cock
    10:50
    Super cute and innocent asian Ladyboy suck a cock
    Nikki Ladyboys
    156.6K views
    Cute Petite Trans Girl Plays with Sweet Trans Cock
    08:12
    Cute Petite Trans Girl Plays with Sweet Trans Cock
    Shemale Strokers
    2.1K views
    BigDickBitch Tears a Virgin bootyhole apart
    02:48
    BigDickBitch Tears a Virgin bootyhole apart
    Big Dick Bitch
    224.6K views
    BLACKTGIRLS HARDCORE: Not so... Innocence
    03:11
    BLACKTGIRLS HARDCORE: Not so... Innocence
    Black Tgirls
    85.4K views
    Sexy virgin young trans
    02:26
    Sexy virgin young trans
    EvaLoliita
    29.9K views
    shemale gets her Dick sucked and fucks virgin Ass
    03:57
    shemale gets her Dick sucked and fucks virgin Ass
    195.6K views
    POV Dominant Trans Babysitter Melissa Masters Corrupts Sheltered Virgin
    04:59
    POV Dominant Trans Babysitter Melissa Masters Corrupts Sheltered Virgin
    Melissa Masters
    68.1K views
    Cum and watch me play with myself
    18:39
    Cum and watch me play with myself
    SmoleGirlTrans
    75.5K views
    Thailand blue dress set ladyboy solo
    06:21
    Thailand blue dress set ladyboy solo
    Fampfy Nana
    262.9K views
    Treesome Fuck Lesbians Futanari Cristal Gems
    01:22
    Treesome Fuck Lesbians Futanari Cristal Gems
    Jaguatiric4
    133.2K views
    Roxy: White looks so innocent...
    06:00
    Roxy: White looks so innocent...
    56.1K views
    Cum on virgin ass, after first fuck
    00:45
    Cum on virgin ass, after first fuck
    79.8K views
    Asian Shemale Virgin Ass Anal Training and Ass to Mouth
    27:45
    Asian Shemale Virgin Ass Anal Training and Ass to Mouth
    MaureenNadh
    280.6K views
    Ai Generated Big Cock Futa Elf fucks Tiny Innocent girl
    06:10
    Ai Generated Big Cock Futa Elf fucks Tiny Innocent girl
    SecretKum2
    2.2K views
    Turkish trans femboy masturbates in hotel with door open looking for adventure to get
    09:30
    Turkish trans femboy masturbates in hotel with door open looking for adventure to get
    Usaberilx
    14.1K views
    TGIRLS.PORN: Zariah Takes Genesis' Virginity
    03:10
    TGIRLS.PORN: Zariah Takes Genesis' Virginity
    TGirls Porn
    78.1K views
    SERVE Your Cute Stepsister's Cock: Trans Femdom GFE
    06:02
    SERVE Your Cute Stepsister's Cock: Trans Femdom GFE
    Melissa Masters
    65.5K views
    Trans Maid Emma Ink Fucks Her Married Boss's Virgin Ass
    10:47
    Trans Maid Emma Ink Fucks Her Married Boss's Virgin Ass
    EmmaInkTrans
    39.8K views
    • Back
    • 1
    • ...
    • 5
    • 6
    • 7
    • 8
    • 9
    • ...
    • 80
    • Next

    Searches Related to Sissy Virgin

    • Doggy Style
    • Dirty Little Secret
    • Your-Sissyslut
    • Combat Zone Transsexual Barebacking
    • Sissygurl Fe Fe
    • Strip Tease
    • Slutty Slave
    • Mini Skirt No Panties
    • Adult Store
    • Booty Shorts
    • Bully
    • Tricking My Neighbor and Fucking His Ass
    • Sissyfication Process
    • Whore Training
    • Sissychristine
    • Crossdresser Sucking Daddy Cocks
    • Straight Roommate
    • Wife Material
    • Transvestite
    • Femboy Worship

    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