Porn Porn Transgender • US
  • Live Sex
  • Premium Premium Videos
  • Categories
  • Pornstars
  • Channels
  • photos
AWARDS '26 SALE 🏆👑 Stars Shine, Prices Drop

Kinky Shy Porn Videos

2106 Results

Free Videos
Short Videos
Kinky Shy
Premium Videos
Photos
HD
Full HD
4K
VR
Best Videos
By clicking the content you will also see an ad. AD
  • HelloLadyBoy Horny Foreigner Gets Big Tit Ladyboy Sex
    11:12
    HelloLadyBoy Horny Foreigner Gets Big Tit Ladyboy Sex
    Hello Ladyboy
    3.7M views
  • Shy girl gets lured into steamy sex by a tgirl
    15:20
    Shy girl gets lured into steamy sex by a tgirl
    5.5M 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
    4.4M views
  • Sissy Mind Alteration Video!
    04:45
    Sissy Mind Alteration Video!
    685K views
  • Mejirin - Cum Kissing with a 19-year-old Shy Ladyboy
    02:22
    Mejirin - Cum Kissing with a 19-year-old Shy Ladyboy
    TransFindHer
    167.6K views
  • The Shy
    01:55
    The Shy
    573.8K views
  • i love riding my daddy
    08:47
    i love riding my daddy
    Johanne95
    231K views
  • Submission Sissy Trainer
    03:23
    Submission Sissy Trainer
    1.4M views
  • HelloLadyBoy Big Dick Ladyboy Cums Hard With Foreigner
    11:12
    HelloLadyBoy Big Dick Ladyboy Cums Hard With Foreigner
    Hello Ladyboy
    211.5K views
  • Little Clitty Soft & Shy – Please Make Her Happy (Soft Voice)
    02:39
    Little Clitty Soft & Shy – Please Make Her Happy (Soft Voice)
    Man_with_clitty
    13.1K views
  • I convince my shy stepsister to get fucked hard in the ass with my big cock while watching
    10:16
    I convince my shy stepsister to get fucked hard in the ass with my big cock while watching
    ROUS
    188.8K views
  • Do Not Be Afraid Sissy
    06:12
    Do Not Be Afraid Sissy
    pantycum666
    756.5K views
  • TransSensual Shy TS gets Buttfucked
    07:30
    TransSensual Shy TS gets Buttfucked
    Transsensual
    1.5M views
  • Petite ladyboy is shy but kinky
    39:06
    Petite ladyboy is shy but kinky
    Shemale Strokers
    60.3K views
  • HelloLadyBoy Petite Shy Pretty Ladyboy Gets The Rough Stuff
    33:19
    HelloLadyBoy Petite Shy Pretty Ladyboy Gets The Rough Stuff
    Hello Ladyboy
    356.5K views
  • Guy loses bet turns into sissy CD giving blowjob
    04:52
    Guy loses bet turns into sissy CD giving blowjob
    Goldibottsissy
    1.7M views
  • You'd fuck her even if you are straight- Don't be shy
    09:51
    You'd fuck her even if you are straight- Don't be shy
    382.3K views
  • Sissy #3: Feminize Yourself
    16:07
    Sissy #3: Feminize Yourself
    softboixladyathena
    898.3K views
  • Velma Is Such a Clumsy and Shy Girl
    14:00
    Velma Is Such a Clumsy and Shy Girl
    MadameMorganXXX
    153.5K views
  • Sissy #2: Becoming A Cock Slut
    15:35
    Sissy #2: Becoming A Cock Slut
    softboixladyathena
    1.1M views
  • Sissy 6
    19:29
    Sissy 6
    k kornetobolenskij
    1.7M views
  • Relevant Short videos

    Petite ladyboy is shy but kinky
    Petite ladyboy is shy but kinky
    Shemale Strokers
    1.8K views
    I'm shy I promise
    I'm shy I promise
    AcrylicCloud
    17.7K views
    Sissy strokes her huge cock in Nylons
    Sissy strokes her huge cock in Nylons
    FemboySammy
    9.8K views
    Shaky legs but also shaky butt!
    Shaky legs but also shaky butt!
    Lutscherina
    6.5K views
    This shy, girly boy is so desperate for approval
    This shy, girly boy is so desperate for approval
    adoralee0829
    7.7K views
    Okay, I know I’m moving like a goof, and it’s making me shy But hey, I’m trying!
    Okay, I know I’m moving like a goof, and it’s making me shy But hey, I’m trying!
    GojiraCindy
    5.5K views
  • Femboy Get Fucked Rough By Big Bear
    07:13
    Femboy Get Fucked Rough By Big Bear
    Cailey Katts
    85.7K views
  • submitting and being a good girl for mommy
    08:31
    submitting and being a good girl for mommy
    Kittykisses96
    32.4K views
  • Sissy slave and dom Master new content, anal oral fresh videos, bdsm week days, archive of cute femboy, hard whipping and tears
    03:19
    Sissy slave and dom Master new content, anal oral fresh videos, bdsm week days, archive of cute femboy, hard whipping and tears
    alinanightsky
    39.5K views
  • Sissy #1: Accepting Your Destiny
    11:37
    Sissy #1: Accepting Your Destiny
    softboixladyathena
    645.6K views
  • kinky shemale bareback
    06:09
    kinky shemale bareback
    1.5M views
  • Sissy Dressup Party Sissy Joyce & Sasha De Sade
    08:12
    Sissy Dressup Party Sissy Joyce & Sasha De Sade
    Sissy Joyce
    285.6K views
  • FEMBOYISH - Mischievous Petite Femboy In Lingerie Cyrus Stark Teases Horny Roommate Drake Von
    12:31
    FEMBOYISH - Mischievous Petite Femboy In Lingerie Cyrus Stark Teases Horny Roommate Drake Von
    ADULTTIMEGAY
    1M views
  • mistress cages sissy
    12:29
    mistress cages sissy
    criccric
    1.2M views
  • I Kept My Veil On and You Have No Idea What You’re About to See
    05:15
    I Kept My Veil On and You Have No Idea What You’re About to See
    MTFXXXVIDS
    13K views
  • CD TRAP SISSY EDUCATION TRAINING 101
    01:27:33
    CD TRAP SISSY EDUCATION TRAINING 101
    AZNSWAGDADDY
    1.2M views
  • Filthy Slut PMV
    02:02
    Filthy Slut PMV
    1.4M views
  • Nasty Desires of a Sissy Slave
    01:50:10
    Nasty Desires of a Sissy Slave
    b bisexualaddict
    931.7K views
  • Sissy secrets
    09:42
    Sissy secrets
    725.2K views
  • Chasity cage
    03:55
    Chasity cage
    NikkyTrav
    197.2K views
  • AbjectBetaSchool - HYLT (pmv)
    03:00
    AbjectBetaSchool - HYLT (pmv)
    t tito07
    652K views
  • Shy cd gets first anal
    14:23
    Shy cd gets first anal
    s shonzy
    629.5K views
  • Sissy Dreams 3
    26:07
    Sissy Dreams 3
    1.6M views
  • Tiny Young and Shy Anri Singer
    16:50
    Tiny Young and Shy Anri Singer
    Shemale Strokers
    397.6K views
  • Sexy Lazy Sluts The Ultimate Submissive Position Compilation
    01:23:54
    Sexy Lazy Sluts The Ultimate Submissive Position Compilation
    901.4K views
  • You're Straight Right- - Sissy Hypno Training
    03:07
    You're Straight Right- - Sissy Hypno Training
    1.1M views
  • A guide to sissication: Beginner - Am I a sissy?
    23:32
    A guide to sissication: Beginner - Am I a sissy?
    u useme42
    1.1M views
  • Kristi Kewt Sasha star fuckdoll foreplay
    05:26
    Kristi Kewt Sasha star fuckdoll foreplay
    Kristi-Jo
    1.8K views
  • Emasculate your mind
    13:52
    Emasculate your mind
    cindy_sex
    609.5K views
  • SissyAline - Limp and Small
    10:29
    SissyAline - Limp and Small
    634.9K views
  • He Couldn't Hide His Desire to Fuck Me Hard with My Chastity Cage
    05:53
    He Couldn't Hide His Desire to Fuck Me Hard with My Chastity Cage
    missangell_
    317.1K views
  • Sissy Gets Used By Dominant Couple
    08:42
    Sissy Gets Used By Dominant Couple
    Third sex XXX
    1.4M views
Next page
  1. 1
  2. 2
  3. 3
  4. 4
  5. 5
  6. 6
  7. ...
  8. 23
  9. ...
  10. 45
45
Categories
American
4K Porn
HD Videos
VR Porn
The Handy
Shemale Fucks Guy
Big Cock
Black
Amateur
Shemale Fucks Shemale
Shemale Fucks Girl
Ladyboy
Sissy
Blowjob
Big Black Cock
Cum In Mouth
Guy Fucks Shemale
Big Ass
Compilation
Cumshot
Bareback
Mature
Creampie
Anal
Homemade
Masturbation
Teen
Asian
Domination
BBW
Solo
Cartoon
Brazilian
Interracial
Big Tits
Mexican
Japanese
Transgender
Young
Small Cock
Lingerie
Threesome
Gangbang
Vintage
Trans Woman
Thai
Colombian
BDSM
Trap
Public
Couple
MILF
Petite
Anal Masturbation
Dildo
Small Tits
Rough Sex
Stockings
Cuckold
Pretty
Outdoor
Group Sex
Handjob
POV
Babysitter
Trans Man
Indian
Fetish
English
Hentai
Filipina
Ass Licking
Hardcore
Nude
Futanari
Bondage
Chinese
Massage
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