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

Sissy File Porn Videos

4260 Results

Free Videos
Short Videos
Sissy File
Premium Videos
Photos
HD
Full HD
4K
VR
Best Videos
By clicking the content you will also see an ad. AD
  • The Pakistani Shemale (epstien Files)
    01:48
    The Pakistani Shemale (epstien Files)
    Apple00001
    139.6K views
  • Live
  • Sissy 6
    19:29
    Sissy 6
    k kornetobolenskij
    1.6M views
  • The Pakistani Shemale (epstien Files)
    01:48
    The Pakistani Shemale (epstien Files)
    Apple00001
    56K views
  • Sissy Mind Alteration Video!
    04:45
    Sissy Mind Alteration Video!
    612.9K views
  • Walking in Public with Butt Plug and Cum Filed Condom, Caught by so Many on Public Roads
    01:17
    Walking in Public with Butt Plug and Cum Filed Condom, Caught by so Many on Public Roads
    Asiansissypublic
    2.9K views
  • Sissies Fucked Compilation 64
    29:58
    Sissies Fucked Compilation 64
    2.1M views
  • Sissy Pig Riding Fat Cock and Fake Cum Filing her Big Ass
    06:10
    Sissy Pig Riding Fat Cock and Fake Cum Filing her Big Ass
    fermerino
    22.2K views
  • Hot Sissy Compilation
    10:52
    Hot Sissy Compilation
    b bft990
    2.1M views
  • Ts Trina, Sissy Files 2
    03:18
    Ts Trina, Sissy Files 2
    Ts Trina
    1.9K views
  • Sissy #3: Feminize Yourself
    16:07
    Sissy #3: Feminize Yourself
    softboixladyathena
    853.9K views
  • Ts Trina (sissy files 1)
    01:33
    Ts Trina (sissy files 1)
    Ts Trina
    2.8K views
  • Sissy Compilation
    26:22
    Sissy Compilation
    IiSlayeriI
    1.7M views
  • my new file stockings and garter
    09:23
    my new file stockings and garter
    Yolanthe
    1.6K views
  • Sissy cum dump compilation
    28:49
    Sissy cum dump compilation
    3.2M views
  • Dirty Slutt Whore Peeing on Towel; Refilm via Phone, 1st File Had Bad Codec
    01:20
    Dirty Slutt Whore Peeing on Towel; Refilm via Phone, 1st File Had Bad Codec
    LilTaste
    190 views
  • Ultimate Sissy Fuck Doll Trainer
    07:04
    Ultimate Sissy Fuck Doll Trainer
    Ria_Bentley
    530.4K views
  • Sissy file
    00:26
    Sissy file
    r ran39
    2.2K views
  • How to train your sissy ass
    17:41
    How to train your sissy ass
    815.6K views
  • Dirty Slutt Whore Peeing on Towel; Refilm via Phone, 1st File Had Bad Codec
    01:20
    Dirty Slutt Whore Peeing on Towel; Refilm via Phone, 1st File Had Bad Codec
    LilTaste
    263 views
  • Big Booty Fem Sissy Boy Gets Raw BBC
    18:06
    Big Booty Fem Sissy Boy Gets Raw BBC
    DADDYBLACKXXX
    901.2K views
  • Sissy Dressup Party Sissy Joyce & Sasha De Sade
    08:12
    Sissy Dressup Party Sissy Joyce & Sasha De Sade
    Sissy Joyce
    242.6K views
  • Relevant Short videos

    Walking in Public with Butt Plug and Cum Filed Condom, Caught by so Many on Public Roads
    Walking in Public with Butt Plug and Cum Filed Condom, Caught by so Many on Public Roads
    Asiansissypublic
    837 views
    Dirty Slutt Whore Peeing on Towel; Refilm via Phone, 1st File Had Bad Codec
    Dirty Slutt Whore Peeing on Towel; Refilm via Phone, 1st File Had Bad Codec
    LilTaste
    327 views
    Sissy Pig Riding Fat Cock and Fake Cum Filing her Big Ass | Clip 1
    Sissy Pig Riding Fat Cock and Fake Cum Filing her Big Ass | Clip 1
    fermerino
    2.1K views
    Futuretist Immoralless Shinra Restricted Files Sexual Processing Soldier Cloud Strife Doble Penetration
    Futuretist Immoralless Shinra Restricted Files Sexual Processing Soldier Cloud Strife Doble Penetration
    Hatanoxxxmiwa
    2.5K views
    How to Fuck a Filing Cabinet
    How to Fuck a Filing Cabinet
    ficd
    430 views
    Cumming hard with butthole twitching
    Cumming hard with butthole twitching
    Zoeqt
    221.3K views
  • Sissy Slut Motel
    58:39
    Sissy Slut Motel
    915.4K views
  • Sissy's First Fufu Clip Experience
    01:22
    Sissy's First Fufu Clip Experience
    Brat Perversions
    41.6K views
  • Submission Sissy Trainer
    03:23
    Submission Sissy Trainer
    1.4M views
  • Shemale Sissy Anal and Cum Compilation
    10:19
    Shemale Sissy Anal and Cum Compilation
    1.5M views
  • Sissy secrets
    09:42
    Sissy secrets
    690.8K views
  • Sissy 4: Cum Lover
    10:16
    Sissy 4: Cum Lover
    softboixladyathena
    837.1K views
  • Sissy Femboy Fucked From Behind
    05:20
    Sissy Femboy Fucked From Behind
    3.4M views
  • Sissy Dreams 3
    26:07
    Sissy Dreams 3
    1.5M views
  • Sissy Hypno Trip # 11
    12:52
    Sissy Hypno Trip # 11
    456.2K views
  • Sissy #1: Accepting Your Destiny
    11:37
    Sissy #1: Accepting Your Destiny
    softboixladyathena
    617.8K views
  • Do Not Be Afraid Sissy
    06:12
    Do Not Be Afraid Sissy
    pantycum666
    736.3K views
  • CD TRAP SISSY EDUCATION TRAINING 101
    01:27:33
    CD TRAP SISSY EDUCATION TRAINING 101
    AZNSWAGDADDY
    1.2M views
  • The Penalty for Theft
    09:52
    The Penalty for Theft
    Pure Ts
    22.5K views
  • Sissy #2: Becoming A Cock Slut
    15:35
    Sissy #2: Becoming A Cock Slut
    softboixladyathena
    1.1M views
  • SissyFace Sissy Captions Hypno Compilation
    11:18
    SissyFace Sissy Captions Hypno Compilation
    SissyBrittany1
    695.5K views
  • sissy compilation
    04:55
    sissy compilation
    MrZizo
    310.4K views
  • Filthy Slut PMV
    02:02
    Filthy Slut PMV
    1.4M views
  • Submitted and Shown off
    10:02
    Submitted and Shown off
    Pure Ts
    91.6K views
  • Two Sexy Sissy Do Deep Throat BlowJob
    08:25
    Two Sexy Sissy Do Deep Throat BlowJob
    IskraElectrical49
    383.3K views
  • Tgirls Closeup Cumshot Compilation for Sissy
    25:07
    Tgirls Closeup Cumshot Compilation for Sissy
    4.2M views
  • How You Became A Sissy
    05:20
    How You Became A Sissy
    pantycum666
    583.8K views
  • A sissy's life
    01:01:00
    A sissy's life
    515.4K views
  • SISSY maker
    06:48
    SISSY maker
    988.7K views
  • Sissy Evolution 3- being a bimbo
    08:55
    Sissy Evolution 3- being a bimbo
    Tiffany Cox
    125.6K views
  • Turned Into A Cock Loving Sissy
    18:35
    Turned Into A Cock Loving Sissy
    pantycum666
    1M views
  • Warning : Sissyfication is real - Sissy Joyce's warning
    03:57
    Warning : Sissyfication is real - Sissy Joyce's warning
    Sissy Joyce
    936.4K 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
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
Solo
BBW
Brazilian
Vintage
Transgender
Big Tits
Interracial
Cartoon
Young
Small Cock
Mexican
Japanese
Lingerie
Gangbang
Threesome
Trans Woman
Thai
Trap
BDSM
Colombian
MILF
Public
Couple
Petite
Pretty
Anal Masturbation
Rough Sex
Dildo
Cuckold
Stockings
Outdoor
POV
Small Tits
Babysitter
Handjob
Group Sex
Trans Man
Indian
Fetish
Hentai
Futanari
English
Bondage
Ass Licking
Nude
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