Porn Porn Transgender • US
  • Live Sex
    -50%
  • Premium Premium Videos
  • Categories
  • Pornstars
  • Channels
  • photos
End of Summer 50% OFF One-time xHamsterLive deal. Get a personal token pack at half price

Shy Virgin Porn Videos

1003 Results

Free Videos
Short Videos
Shy Virgin
Premium Videos
Photos
HD
Full HD
4K
VR
Best Videos
By clicking the content you will also see an ad. AD
  • Shy and almost-virgin, he's going to have his first SHEMALE
    05:38
    Shy and almost-virgin, he's going to have his first SHEMALE
    elarnaldo
    292.7K views
  • Live
  • The Shy
    01:55
    The Shy
    554.6K views
  • Triple X pt1
    42:30
    Triple X pt1
    1.2M views
  • HelloLadyBoy Horny Foreigner Gets Big Tit Ladyboy Sex
    11:12
    HelloLadyBoy Horny Foreigner Gets Big Tit Ladyboy Sex
    Hello Ladyboy
    3.3M views
  • Losing my virginity to a TS
    03:53
    Losing my virginity to a TS
    4.5M views
  • TRANSFIXED - Shy Cis Guy Gets GANGBANGED By 5 BIG DICK TRANS MILFs And His GF! INSANE GROUP SEX ORGY
    15:05
    TRANSFIXED - Shy Cis Guy Gets GANGBANGED By 5 BIG DICK TRANS MILFs And His GF! INSANE GROUP SEX ORGY
    Transfixed
    4.3M views
  • Filthy Slut PMV
    02:02
    Filthy Slut PMV
    1.4M views
  • Mejirin - Cum Kissing with a 19-year-old Shy Ladyboy
    02:22
    Mejirin - Cum Kissing with a 19-year-old Shy Ladyboy
    TransFindHer
    110.9K views
  • Shy girl gets lured into steamy sex by a tgirl
    15:20
    Shy girl gets lured into steamy sex by a tgirl
    5.4M views
  • i love riding my daddy
    08:47
    i love riding my daddy
    Johanne95
    201.4K views
  • The Ceremony
    18:00
    The Ceremony
    TiffanyWarmer
    103.2K views
  • Shy Blonde Trans Doll Nicoli Matarazzo Fucked Me Raw & Came Twice!
    21:35
    Shy Blonde Trans Doll Nicoli Matarazzo Fucked Me Raw & Came Twice!
    D DecoTlover
    37.8K views
  • Teen Trans Girl's First Video
    08:12
    Teen Trans Girl's First Video
    VinceMayVideo
    537.2K views
  • HelloLadyBoy Big Dick Ladyboy Cums Hard With Foreigner
    11:12
    HelloLadyBoy Big Dick Ladyboy Cums Hard With Foreigner
    Hello Ladyboy
    192K views
  • Part 1 - Two Years of Flirting Finally Pays off
    05:32
    Part 1 - Two Years of Flirting Finally Pays off
    Gray Perrier
    290.7K views
  • Shy TS Girl Fucks Fleshlight and Cums
    06:57
    Shy TS Girl Fucks Fleshlight and Cums
    Ellie Exx
    33.1K views
  • Triple X pt3
    11:38
    Triple X pt3
    357.5K views
  • HelloLadyBoy Petite Shy Pretty Ladyboy Gets The Rough Stuff
    33:19
    HelloLadyBoy Petite Shy Pretty Ladyboy Gets The Rough Stuff
    Hello Ladyboy
    340.2K views
  • A guide to sissication: Beginner - Am I a sissy?
    23:32
    A guide to sissication: Beginner - Am I a sissy?
    u useme42
    1M views
  • Tiny Young and Shy Anri Singer
    16:50
    Tiny Young and Shy Anri Singer
    Shemale Strokers
    387.9K views
  • Shy cd gets first anal
    14:23
    Shy cd gets first anal
    s shonzy
    618.7K views
  • Relevant Short videos

    Shy innocence given to big foreign dick
    Shy innocence given to big foreign dick
    Hello Ladyboy
    2.8K views
    I'm shy I promise
    I'm shy I promise
    AcrylicCloud
    16.7K views
    Sissy strokes her huge cock in Nylons
    Sissy strokes her huge cock in Nylons
    FemboySammy
    8.9K views
    Shaky legs but also shaky butt!
    Shaky legs but also shaky butt!
    Lutscherina
    6K views
    This shy, girly boy is so desperate for approval
    This shy, girly boy is so desperate for approval
    adoralee0829
    6.8K views
    Just a shorty
    Just a shorty
    Lisa B.
    6.3K views
  • Girl forgot to tell her Tinder date that she’s trans
    05:31
    Girl forgot to tell her Tinder date that she’s trans
    JsseMontz
    208.4K views
  • Waiting 4 U - Coming Home To Your Horny Trans Girlfriend JOI
    06:44
    Waiting 4 U - Coming Home To Your Horny Trans Girlfriend JOI
    Vanniall
    109.9K views
  • Your First Time Getting Fucked by a Trans Girl: First Date GFE POV Femdom
    06:31
    Your First Time Getting Fucked by a Trans Girl: First Date GFE POV Femdom
    Melissa Masters
    712.6K views
  • First timer can't take it at first try, then he takes it all
    02:20
    First timer can't take it at first try, then he takes it all
    2.2M views
  • 2 cute and shy T-girls
    12:20
    2 cute and shy T-girls
    Latina Tranny
    2.2M views
  • Sissy Mind Alteration Video!
    04:45
    Sissy Mind Alteration Video!
    631.9K views
  • Naked Traveler - Esme Rogue - Part 2
    03:52
    Naked Traveler - Esme Rogue - Part 2
    R RMBeauties
    73.7K views
  • Guy loses bet turns into sissy CD giving blowjob
    04:52
    Guy loses bet turns into sissy CD giving blowjob
    Goldibottsissy
    1.6M views
  • Do Not Be Afraid Sissy
    06:12
    Do Not Be Afraid Sissy
    pantycum666
    738.8K views
  • TRANSFIXED - Trans Jade Venus Helps Megan Mistakes Lose Virginity In Passionate Hardcore Fuck
    16:11
    TRANSFIXED - Trans Jade Venus Helps Megan Mistakes Lose Virginity In Passionate Hardcore Fuck
    Transfixed
    112.5K views
  • Sydney Summers and Princess Emmy Give Up On Men
    13:14
    Sydney Summers and Princess Emmy Give Up On Men
    Trans Roommates
    2M views
  • Small Penis Surprise With two beautiful trans women
    01:38
    Small Penis Surprise With two beautiful trans women
    Cailey Katts
    388.3K views
  • What Her Name Pls! thank
    05:00
    What Her Name Pls! thank
    2.5M views
  • Gorgeous Emo Tgirl Next Door, Shiri Solo
    33:25
    Gorgeous Emo Tgirl Next Door, Shiri Solo
    Shemale Strokers
    18.7K views
  • Late Night Visit
    03:42
    Late Night Visit
    TiffanyWarmer
    153.1K views
  • Shy innocence given to big foreign dick
    08:12
    Shy innocence given to big foreign dick
    Hello Ladyboy
    154.6K views
  • Trust The Fucking Process
    52:41
    Trust The Fucking Process
    1.4M views
  • Cailey Loses Her Virginity to Sarina in the Most Passionate Way Ending with Cum on Her Perfect Girl Cock
    08:12
    Cailey Loses Her Virginity to Sarina in the Most Passionate Way Ending with Cum on Her Perfect Girl Cock
    Trans Roommates
    576.7K views
  • Keep Your Mouth Below the Phone and Enjoy
    01:42
    Keep Your Mouth Below the Phone and Enjoy
    Bigdesidick2
    36.6K views
  • Sissy Boy3
    33:27
    Sissy Boy3
    2.4M views
  • Helping My Fiancee With His Pent Up Stress!
    05:18
    Helping My Fiancee With His Pent Up Stress!
    SmoleGirlTrans
    30.5K views
  • In search of the sex expert I have sex out of boredom with my wife
    05:09
    In search of the sex expert I have sex out of boredom with my wife
    women_hott
    37.6K views
  • CD TRAP SISSY EDUCATION TRAINING 101
    01:27:33
    CD TRAP SISSY EDUCATION TRAINING 101
    AZNSWAGDADDY
    1.2M views
  • SexGodPicasso VonMadeHaNut Meets Detroit Teen Tranny Newbie GiiveG
    06:33
    SexGodPicasso VonMadeHaNut Meets Detroit Teen Tranny Newbie GiiveG
    SexGodPicasso
    618.1K views
  • Submitted and Shown off
    10:02
    Submitted and Shown off
    Pure Ts
    100.3K views
  • shy closet cd virgin dildo play
    00:32
    shy closet cd virgin dildo play
    C Cptprivate
    4.1K views
Next page
  1. 1
  2. 2
  3. 3
  4. 4
  5. 5
  6. 6
  7. ...
  8. 12
  9. ...
  10. 22
22
Categories
American
4K Porn
HD Videos
VR Porn
The Handy
Shemale Fucks Guy
Big Cock
Black
Shemale Fucks Shemale
Amateur
Sissy
Shemale Fucks Girl
Ladyboy
Blowjob
Guy Fucks Shemale
Compilation
Big Black Cock
Cum In Mouth
Big Ass
Cumshot
Mature
Bareback
Creampie
Homemade
Masturbation
Anal
Teen
Asian
Domination
BBW
Solo
Transgender
Brazilian
Big Tits
Interracial
Cartoon
Vintage
Young
Small Cock
Mexican
Japanese
Lingerie
Gangbang
Threesome
Trans Woman
Thai
Trap
BDSM
MILF
Public
Colombian
Couple
Pretty
Petite
Anal Masturbation
Rough Sex
Stockings
Cuckold
Outdoor
Dildo
POV
Small Tits
Babysitter
Handjob
Group Sex
Trans Man
Fetish
Indian
Hentai
Futanari
English
Bondage
Nude
Ass Licking
Hardcore
Massage
Pissing
Chinese
SFW
All recommendations
Monetize your content
Become a creator
xHamster
  • About us
  • Blog
  • Creator's Blog
  • Advertising
  • xHamster Awards 2025
  • SEO Specialist Job
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
Earn money with us
  • Camgirls Wanted
  • Creator Contest
  • Сontent Creators Program
© 2026 xHamster - Free porn videos.
Desktop Version
U.S.C. 2257 Notice
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