Porn Porn Transgender • US
  • Live Sex
  • Premium Premium Videos
  • Categories
  • Pornstars
  • Channels
  • photos
KEEP THE HEAT ON ☀️🍉⛱️

Shy Men Porn Videos

4260 Results

Free Videos
Short Videos
Premium Videos
Photos
HD
Full HD
4K
VR
Best Videos
By clicking the content you will also see an ad. AD
  • Futanari Alchemist Tris Hentai Game Pornplay Ep.33 Shy Girl Fucked in Front of a Crowd of Horny Men
    05:59
    Futanari Alchemist Tris Hentai Game Pornplay Ep.33 Shy Girl Fucked in Front of a Crowd of Horny Men
    CumInGaming
    7.9K views
  • The Shy
    01:55
    The Shy
    543.6K views
  • Live
  • Mejirin - Cum Kissing with a 19-year-old Shy Ladyboy
    02:22
    Mejirin - Cum Kissing with a 19-year-old Shy Ladyboy
    TransFindHer
    73.7K views
  • Bisexual
    04:06
    Bisexual
    W Women2015
    2.2M views
  • i love riding my daddy
    08:47
    i love riding my daddy
    Johanne95
    179.4K 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
  • 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
    27.3K views
  • 2 cute and shy T-girls
    12:20
    2 cute and shy T-girls
    Latina Tranny
    2.1M views
  • HelloLadyBoy Big Dick Ladyboy Cums Hard With Foreigner
    11:12
    HelloLadyBoy Big Dick Ladyboy Cums Hard With Foreigner
    Hello Ladyboy
    154.9K views
  • Bookshop Bois of Prey Episode 0 - Sexy Bookshop Femboy seduces and gets bred by married man in bookstore
    01:50
    Bookshop Bois of Prey Episode 0 - Sexy Bookshop Femboy seduces and gets bred by married man in bookstore
    EnbyHalflingBoi
    534.3K views
  • Shy girl gets lured into steamy sex by a tgirl
    15:20
    Shy girl gets lured into steamy sex by a tgirl
    5.3M views
  • Sissyfication
    43:09
    Sissyfication
    1.5M views
  • Velma Is Such a Clumsy and Shy Girl
    14:00
    Velma Is Such a Clumsy and Shy Girl
    MadameMorganXXX
    136.8K 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
  • 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
    368.6K views
  • Triple X pt1
    42:30
    Triple X pt1
    1.1M views
  • Petite ladyboy is shy but kinky
    39:06
    Petite ladyboy is shy but kinky
    Shemale Strokers
    43.6K views
  • The Ceremony
    18:00
    The Ceremony
    TiffanyWarmer
    38K views
  • Cute and shy asian ladyboy katoey suck a cock and gets fuck
    09:03
    Cute and shy asian ladyboy katoey suck a cock and gets fuck
    Nikki Ladyboys
    769K views
  • 70 minutes of shemale cum in guys mouth
    01:10:47
    70 minutes of shemale cum in guys mouth
    4.2M views
  • FEMBOYISH - FEMBOY JAKE WILD COMPILATION PART 1! WITH HARRISON FEELS, ETHAN CHASE, & PAPI SANTIAGO
    46:20
    FEMBOYISH - FEMBOY JAKE WILD COMPILATION PART 1! WITH HARRISON FEELS, ETHAN CHASE, & PAPI SANTIAGO
    ADULTTIMEGAY
    577.1K views
  • Relevant Short videos

    I'm shy I promise
    I'm shy I promise
    AcrylicCloud
    15.3K views
    Sissy strokes her huge cock in Nylons
    Sissy strokes her huge cock in Nylons
    FemboySammy
    8.2K views
    Shaky legs but also shaky butt!
    Shaky legs but also shaky butt!
    Lutscherina
    5.4K views
    This shy, girly boy is so desperate for approval
    This shy, girly boy is so desperate for approval
    adoralee0829
    6.3K views
    Just a shorty
    Just a shorty
    Lisa B.
    5.8K 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
    4.1K views
  • Hostel Surprise
    37:09
    Hostel Surprise
    R_logan
    3.7M views
  • Part 1 - Two Years of Flirting Finally Pays off
    05:32
    Part 1 - Two Years of Flirting Finally Pays off
    Gray Perrier
    257.6K views
  • TransSensual Shy TS gets Buttfucked
    07:30
    TransSensual Shy TS gets Buttfucked
    Transsensual
    1.4M views
  • Small Penis Surprise With two beautiful trans women
    01:38
    Small Penis Surprise With two beautiful trans women
    Cailey Katts
    30.5K views
  • Shy cd gets first anal
    14:23
    Shy cd gets first anal
    s shonzy
    612.3K views
  • Sissy Dreams 3
    26:07
    Sissy Dreams 3
    1.5M 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
    29K views
  • He Screams For Shemeat Compilation 2020 (TS TOPS)
    15:53
    He Screams For Shemeat Compilation 2020 (TS TOPS)
    3.2M views
  • Loser Boyfriend Gets Feminized and Fucked
    08:12
    Loser Boyfriend Gets Feminized and Fucked
    Pure Ts
    535.8K views
  • Cum in My Mouth Too!
    02:44
    Cum in My Mouth Too!
    Victgirl
    76.3K views
  • Two dirty trannies talk about breeding men
    10:30
    Two dirty trannies talk about breeding men
    Katie Fox
    194.8K views
  • you love men - lesson 44
    09:14
    you love men - lesson 44
    pipenpondle
    430.6K views
  • Three excited guys play with a playful trance in their lineup
    17:48
    Three excited guys play with a playful trance in their lineup
    Shemales Tales
    2.7M views
  • privat time with daddy
    10:53
    privat time with daddy
    GermanShemaleBimbo
    2.3M 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
    949.7K 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
    95.4K views
  • A mature man takes the innocence of an effeminate young transvestite  boy
    05:16
    A mature man takes the innocence of an effeminate young transvestite boy
    MTFXXXVIDS
    343.4K views
  • Submitted and Shown off
    10:02
    Submitted and Shown off
    Pure Ts
    45.4K views
  • Shemales turning men into women - Compilation
    50:20
    Shemales turning men into women - Compilation
    3.2M views
  • What Her Name Pls! thank
    05:00
    What Her Name Pls! thank
    2M views
  • long blowjob lucky guy
    28:08
    long blowjob lucky guy
    1.1M 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
    4.2M views
  • Bi Sissy Confusion
    04:42
    Bi Sissy Confusion
    1.4M views
  • Gorgeous Nerdy Trans Girl Gets Hard Fucking!
    11:12
    Gorgeous Nerdy Trans Girl Gets Hard Fucking!
    English Psycho
    770.1K views
  • GENDERX FILMS - "I Know A Way To Get Your Vitals Back Down" - Haven Rose
    15:45
    GENDERX FILMS - "I Know A Way To Get Your Vitals Back Down" - Haven Rose
    GenderX
    248.9K views
  • Sissy Boy3
    33:27
    Sissy Boy3
    2.3M views
Next page
  1. 1
  2. 2
  3. 3
  4. 4
  5. 5
  6. 6
  7. ...
  8. 41
  9. ...
  10. 80
80
Categories
American
4K Porn
HD Videos
VR Porn
The Handy
Shemale Fucks Guy
Big Cock
Shemale Fucks Shemale
Black
Amateur
Shemale Fucks Girl
Sissy
Ladyboy
Guy Fucks Shemale
Blowjob
Compilation
Big Black Cock
Cum In Mouth
Big Ass
Mature
Cumshot
Bareback
Creampie
Homemade
Masturbation
Anal
Domination
Teen
Asian
Solo
BBW
Brazilian
Vintage
Transgender
Young
Mexican
Cartoon
Japanese
Interracial
Big Tits
Small Cock
Lingerie
Gangbang
Threesome
Thai
Trans Woman
Trap
Colombian
BDSM
Public
MILF
Couple
Anal Masturbation
Petite
Dildo
Rough Sex
Pretty
Cuckold
Small Tits
Outdoor
Stockings
Babysitter
Indian
Trans Man
POV
Group Sex
Handjob
Hentai
Fetish
English
Futanari
Ass Licking
Hardcore
Massage
Chinese
Nude
Bondage
Pissing
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
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