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
    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

    Shy First Timer Porn Videos

    Free Videos
    Short videos
    Premium Videos
    Photos

    Did you mean shy first time?

    Best Videos
    By clicking the content you will also see an ad. AD
    Shy Teen Sugus Birthday Bareback
    06:12
    Shy Teen Sugus Birthday Bareback
    Ladyboy Gold
    115.2K views
    Shy Girl Not Shy Semen
    33:49
    Shy Girl Not Shy Semen
    Latina Tranny
    56.7K views
    Very shy Transgender girl
    08:32
    Very shy Transgender girl
    Latina Tranny
    15.2K views
    Shy masturbation
    03:46
    Shy masturbation
    JoannaB
    8.9K views
    Kleine geile Sissyfotze Jasmin
    01:31
    Kleine geile Sissyfotze Jasmin
    9.4K views
    Bagged this awesome but shy asian tranny
    08:39
    Bagged this awesome but shy asian tranny
    16K views
    Shy Evelina's Squirting Pussy After Play
    07:49
    Shy Evelina's Squirting Pussy After Play
    Evelina Trojan
    29.8K views
    Shy blonde ladyboy strips naked and masturbates till orgasm
    06:13
    Shy blonde ladyboy strips naked and masturbates till orgasm
    Ladyboy Player
    71.7K views
    Shy blackie gets some loose tranny asshole
    20:00
    Shy blackie gets some loose tranny asshole
    Shemales Tales
    8.2K views
    Shy sissy cd dildo riding
    03:46
    Shy sissy cd dildo riding
    4K views
    Leaked FULL video of Shy ladyboy in red jerking till cumshot
    16:23
    Leaked FULL video of Shy ladyboy in red jerking till cumshot
    Femboy Fever
    13.4K views
    Shy T-Girl with a Hot Body
    03:07
    Shy T-Girl with a Hot Body
    Latina Tranny
    4.4K views
    Nania
    08:12
    Nania
    Kaitlyn Gender
    5.3K views
    Eva....Not At All Camers Shy
    00:30
    Eva....Not At All Camers Shy
    1.7K views
    shy closet cd virgin dildo play
    00:32
    shy closet cd virgin dildo play
    2.5K views
    Gorgeous femboy wearing velvet choker with shy look
    09:36
    Gorgeous femboy wearing velvet choker with shy look
    Crossdresserkitty
    792 views
    Beautiful shy Asian shemale Mo taking huge cock
    05:05
    Beautiful shy Asian shemale Mo taking huge cock
    Trans 500
    125.7K views
    Shy Woman
    50:12
    Shy Woman
    Latina Tranny
    18K views
    She is a very shy trap
    25:12
    She is a very shy trap
    Latina Tranny
    22.1K views
    lick shy teen's ass hole until she wants to be fucked in the ass
    18:17
    lick shy teen's ass hole until she wants to be fucked in the ass
    onlyvidz
    5.5K views
    beautiful shy asian shemale
    05:03
    beautiful shy asian shemale
    33K views
    Shy Blonde Tranny Learns How to Suck Cock
    10:00
    Shy Blonde Tranny Learns How to Suck Cock
    27.5K views
    Tribute to home shy movies
    00:48
    Tribute to home shy movies
    6.5K views
    Being a shy slut in the Bush. Few months ago
    01:53
    Being a shy slut in the Bush. Few months ago
    3.7K views
    Shy black colombian shemale stroking her cut cock
    05:36
    Shy black colombian shemale stroking her cut cock
    5.5K views
    Shy and Cute Teenager
    00:12
    Shy and Cute Teenager
    Latina Tranny
    2.3K views
    Jocelyne - A  Sexy Shy Model
    01:10
    Jocelyne - A Sexy Shy Model
    8.3K views
    Shy Shemale With Pretty Huge Dick
    10:08
    Shy Shemale With Pretty Huge Dick
    1.5K views
    chatrolette  shy girl with bobs
    05:43
    chatrolette shy girl with bobs
    7.6K views
    I’m not shy, just seductive
    05:14
    I’m not shy, just seductive
    Crossdresserkitty
    867 views
    Futanari Massage Creampie - Shy Futa Submits
    10:17
    Futanari Massage Creampie - Shy Futa Submits
    F FreeUseDolls
    1.8K views
    Sexy stares and shy moans
    07:18
    Sexy stares and shy moans
    Crossdresserkitty
    1.2K views
    Cute femboy pulling hoodie over shy blushing face
    07:50
    Cute femboy pulling hoodie over shy blushing face
    Crossdresserkitty
    745 views
    My Husband Fucked My Trans Friend and I Watched and Got Horny! Am I a Cuckquean?
    08:12
    My Husband Fucked My Trans Friend and I Watched and Got Horny! Am I a Cuckquean?
    Lady Snow Brasil
    1.8M views
    Fucking of a Lifetime - Variety Itsol
    10:36
    Fucking of a Lifetime - Variety Itsol
    Rodrigo Amor
    3.3M views
    first bbc for sexy blonde ts
    16:22
    first bbc for sexy blonde ts
    5.8M 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
    Most cute sissy trans cumshot a bigload
    05:24
    Most cute sissy trans cumshot a bigload
    Samantha Sissy World
    785.2K views
    3 anal orgasm and hot creampie for skinny trans whore
    16:52
    3 anal orgasm and hot creampie for skinny trans whore
    ActorFab
    1.8M views
    I turned my straight roommate into my wife
    06:06
    I turned my straight roommate into my wife
    CutePinkUnicorn
    2.1M views
    Sissy cum dump compilation
    28:49
    Sissy cum dump compilation
    2.6M 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
    Beautiful Latine Trans Goddess cums riding ActorFab's big cock
    10:26
    Beautiful Latine Trans Goddess cums riding ActorFab's big cock
    ActorFab
    2.1M views
    My Friend Sabrina and I Fucked the Boss Non-stop and with Great Desire.
    10:09
    My Friend Sabrina and I Fucked the Boss Non-stop and with Great Desire.
    Tsdanisantos1
    887.4K views
    Dads Bestmate Bangs Femboy
    05:11
    Dads Bestmate Bangs Femboy
    mothplayboy
    777.1K views
    Jade Venus Is Meeting Her Mother-In-Law For The First Time And Her Pussy At The Same Time - Trans Angels
    10:25
    Jade Venus Is Meeting Her Mother-In-Law For The First Time And Her Pussy At The Same Time - Trans Angels
    Trans Angels
    9.1M views
    He Turned 18 and Came to Get the Gift. I Enjoyed Giving
    08:12
    He Turned 18 and Came to Get the Gift. I Enjoyed Giving
    Agatha Lyra
    487.2K views
    • Back
    • 1
    • ...
    • 6
    • 7
    • 8
    • 9
    • 10
    • ...
    • 80
    • Next

    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