Porn Porn Transgender • US
  • Live Sex
    -50%
  • Premium Premium Videos
  • Categories
  • Pornstars
  • Channels
  • photos

Shy Please Porn Videos

1570 Results

Free Videos
Short Videos
Shy Please
Premium Videos
Photos
HD
Full HD
4K
VR
Best Videos
By clicking the content you will also see an ad. AD
  • Petite ladyboy is shy but kinky
    39:06
    Petite ladyboy is shy but kinky
    Shemale Strokers
    51.9K views
  • EAT SHEMALE CUM HYPNO CEI TRAINER PART 3
    36:39
    EAT SHEMALE CUM HYPNO CEI TRAINER PART 3
    f faceofoblivion
    2M views
  • Live
  • TransSensual Shy TS gets Buttfucked
    07:30
    TransSensual Shy TS gets Buttfucked
    Transsensual
    1.4M views
  • Sissy secrets
    09:42
    Sissy secrets
    698.3K views
  • Helloladyboy Skinny Ladyboy Lets Foreigner Pound Her Ass
    11:12
    Helloladyboy Skinny Ladyboy Lets Foreigner Pound Her Ass
    Hello Ladyboy
    204.6K views
  • Sissy Dressup Party Sissy Joyce & Sasha De Sade
    08:12
    Sissy Dressup Party Sissy Joyce & Sasha De Sade
    Sissy Joyce
    247.6K views
  • She is a shy tgirl with a giant bazooka fucking a faggot
    19:25
    She is a shy tgirl with a giant bazooka fucking a faggot
    Latina Tranny
    427.8K views
  • Time to Submit Sissy
    02:16
    Time to Submit Sissy
    ChristineWest120
    62.2K 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
    780.2K views
  • Big stank booty sissy homemade
    06:09
    Big stank booty sissy homemade
    BigBootyThickums
    23.4K views
  • Goth Tranny Sara Amagi Seduces a Shy Straight Man
    10:12
    Goth Tranny Sara Amagi Seduces a Shy Straight Man
    JP Shemale
    44.5K views
  • Shy Trans Girl Helps You Jack off JOI
    07:57
    Shy Trans Girl Helps You Jack off JOI
    Cassie Cummings
    33.7K views
  • Shy innocence given to big foreign dick
    08:12
    Shy innocence given to big foreign dick
    Hello Ladyboy
    155.2K 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
    634K views
  • Shy T-girl with a small dick
    29:09
    Shy T-girl with a small dick
    Latina Tranny
    453K views
  • Gorgeous Nerdy Trans Girl Gets Hard Fucking!
    11:12
    Gorgeous Nerdy Trans Girl Gets Hard Fucking!
    English Psycho
    823.8K views
  • HelloLadyBoy Busty Ladyboy Gets All The Dick She Deserved
    08:12
    HelloLadyBoy Busty Ladyboy Gets All The Dick She Deserved
    Hello Ladyboy
    71.4K views
  • Nurse Humps Her Special Girl Client From Behind
    15:50
    Nurse Humps Her Special Girl Client From Behind
    5.8M views
  • Johanne gets barebacked by her daddy
    04:02
    Johanne gets barebacked by her daddy
    Johanne95
    158.5K views
  • Sissy lets two daddy's use her holes
    07:44
    Sissy lets two daddy's use her holes
    Skinnyminxx_xd
    1.2M views
  • Gorgeous Emo Tgirl Next Door, Shiri Solo
    33:25
    Gorgeous Emo Tgirl Next Door, Shiri Solo
    Shemale Strokers
    21.5K views
  • Relevant Short videos

    Helloladyboy Busty Ladyboy Please Big Foreign Dick
    Helloladyboy Busty Ladyboy Please Big Foreign Dick
    Hello Ladyboy
    3K views
    I'm shy I promise
    I'm shy I promise
    AcrylicCloud
    16.8K 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
    6.1K views
    This shy, girly boy is so desperate for approval
    This shy, girly boy is so desperate for approval
    adoralee0829
    6.9K 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
    4.6K views
  • let's get...
    03:42
    let's get...
    537.1K views
  • Small Penis Surprise With two beautiful trans women
    01:38
    Small Penis Surprise With two beautiful trans women
    Cailey Katts
    400.3K 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
    116.6K views
  • shemale
    12:05
    shemale
    S Secretwood
    3.6M views
  • The Shy Blonde
    30:31
    The Shy Blonde
    Pinko TGirls
    12.1K views
  • Hostel Surprise
    37:09
    Hostel Surprise
    R_logan
    3.9M views
  • Sissies Please Men Only
    03:57
    Sissies Please Men Only
    Natalie Napoli
    7K views
  • Helping My Fiancee With His Pent Up Stress!
    05:18
    Helping My Fiancee With His Pent Up Stress!
    SmoleGirlTrans
    35.2K views
  • Time to Submit Sissy
    02:16
    Time to Submit Sissy
    ChristineWest120
    22.3K views
  • GOON To Your Girlfriend's Girl Cock
    15:06
    GOON To Your Girlfriend's Girl Cock
    Kitty Quinn
    612.6K views
  • TRANSFIXED - Gray Perrier Teacher Gives Kimmy Kimm Free Use Reward During Parent Meeting
    16:15
    TRANSFIXED - Gray Perrier Teacher Gives Kimmy Kimm Free Use Reward During Parent Meeting
    Transfixed
    92.6K views
  • OMG She is So HOt 101
    02:24
    OMG She is So HOt 101
    1.7M views
  • girl with a surprise in his shorts
    20:56
    girl with a surprise in his shorts
    Genesis79
    3.8M views
  • Kendra Seduces You into Going All the Way Gay for Her
    09:23
    Kendra Seduces You into Going All the Way Gay for Her
    639.9K views
  • Horny slut talks dirty while getting fucked
    03:31
    Horny slut talks dirty while getting fucked
    blackjones1
    2M views
  • Sissy Fag BBC Hypno
    03:34
    Sissy Fag BBC Hypno
    274.5K views
  • Velma Is Such a Clumsy and Shy Girl
    14:00
    Velma Is Such a Clumsy and Shy Girl
    MadameMorganXXX
    145.4K 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
  • FEMOUT - Wild 69 Style Pleasure With Pixie and Steve
    03:12
    FEMOUT - Wild 69 Style Pleasure With Pixie and Steve
    Femout
    638.1K views
  • Part 1 - Two Years of Flirting Finally Pays off
    05:32
    Part 1 - Two Years of Flirting Finally Pays off
    Gray Perrier
    299.4K 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
    976.8K views
  • Chanel and Daisy
    06:25
    Chanel and Daisy
    y yipyupyes
    2.6M views
  • bbw sissy
    20:14
    bbw sissy
    1.2M views
  • Your Tgirl Boss Show Me Your Devotion
    08:12
    Your Tgirl Boss Show Me Your Devotion
    PrxcyTgirl
    87.4K views
  • U Make Me Nut
    21:52
    U Make Me Nut
    letmeaste
    148.4K views
  • Welcome to Your New Life -- Sissy Brainwash
    03:39
    Welcome to Your New Life -- Sissy Brainwash
    Sissy Cuck Mind Fuck
    29.1K views
Previous page
Next page
  1. 1
  2. 2
  3. 3
  4. 4
  5. 5
  6. 6
  7. ...
  8. 18
  9. ...
  10. 34
34
Categories
American
4K Porn
HD Videos
VR Porn
The Handy
Shemale Fucks Guy
Big Cock
Black
Shemale Fucks Shemale
Amateur
Shemale Fucks Girl
Sissy
Ladyboy
Blowjob
Guy Fucks Shemale
Compilation
Big Black Cock
Cum In Mouth
Big Ass
Cumshot
Mature
Bareback
Creampie
Homemade
Masturbation
Anal
Teen
Domination
Asian
BBW
Solo
Transgender
Big Tits
Brazilian
Cartoon
Interracial
Vintage
Small Cock
Young
Mexican
Japanese
Lingerie
Gangbang
Threesome
Trans Woman
Thai
Trap
BDSM
Couple
Public
MILF
Colombian
Pretty
Petite
Anal Masturbation
Rough Sex
Dildo
Outdoor
Stockings
POV
Cuckold
Small Tits
Babysitter
Handjob
Trans Man
Group Sex
Fetish
Indian
Hentai
Futanari
English
Bondage
Hardcore
Ass Licking
Nude
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