PornPorn Transgender • US
  • Videos
  • Photos
  • Short Videos
  • Users
  • Live Sex
  • Premium Premium Videos
  • Pornstars
  • Channels
MARCH INTO PLEASURE 🌸✨ 50% OFF – Limited Time!

Sissy 101 Porn Videos

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
  • Sissy 101
    05:32
    Sissy 101
    L Luger18
    32.5K views
  • Sissy identity
    08:50
    Sissy identity
    S Scenedude
    720.2K views
  • Jenna Jaden Gives Slutology 101 Lesson Skylar
    01:12
    Jenna Jaden Gives Slutology 101 Lesson Skylar
    JennaJaden
    62.9K views
  • CD TRAP SISSY EDUCATION TRAINING 101
    01:27:33
    CD TRAP SISSY EDUCATION TRAINING 101
    AZNSWAGDADDY
    1M views
  • Nurse Practical Physiology 101 - Bicep Deep Anal Exploration
    02:10
    Nurse Practical Physiology 101 - Bicep Deep Anal Exploration
    Jasmine_dlight
    14.8K views
  • Sissy Mind Alteration Video!
    04:45
    Sissy Mind Alteration Video!
    461.4K views
  • Riding Monster Dildo  No.101 20-May-2020
    06:48
    Riding Monster Dildo No.101 20-May-2020
    dbpnd
    3.8K views
  • Sissi
    08:33
    Sissi
    Andre99
    284.2K views
  • crossdressing transvestite sounding urethral god dildo 101
    06:13
    crossdressing transvestite sounding urethral god dildo 101
    6.7K views
  • Sissyfication
    43:09
    Sissyfication
    merllin3
    1.2M views
  • I love my fucking Machine 101
    05:57
    I love my fucking Machine 101
    Selenahot
    3.9K views
  • femamat1
    35:14
    femamat1
    2.9M views
  • I rub my sissy's asshole - 101
    00:39
    I rub my sissy's asshole - 101
    c cmwithme
    12.5K views
  • Sissy #3: Feminize Yourself
    16:07
    Sissy #3: Feminize Yourself
    softboixladyathena
    712.5K views
  • transgender travesti  anal dildo lingerie 101
    15:26
    transgender travesti anal dildo lingerie 101
    b bertrandJJ
    2.4K views
  • Sissy
    03:40
    Sissy
    y yoloz754
    80.4K views
  • OMG She is So HOt 101
    02:24
    OMG She is So HOt 101
    l londajeann24ten
    1.5M views
  • Submission Sissy Trainer
    03:23
    Submission Sissy Trainer
    1.3M views
  • Girl Cock Worship 101 JOI
    24:46
    Girl Cock Worship 101 JOI
    WetZemu
    193K views
  • A guide to sissication: Beginner - Am I a sissy?
    23:32
    A guide to sissication: Beginner - Am I a sissy?
    u useme42
    830.7K views
  • 101 premature cum, accidental cum
    01:00
    101 premature cum, accidental cum
    644K views
  • Sissy #2: Becoming A Cock Slut
    15:35
    Sissy #2: Becoming A Cock Slut
    softboixladyathena
    927.4K views
  • Ts Stroka Gets Slutted In 'How To Be A Slut 101'
    02:21
    Ts Stroka Gets Slutted In 'How To Be A Slut 101'
    Ts_Strokaxxx
    518.3K views
  • sissy training
    15:28
    sissy training
    sexobjekt
    435.7K views
  • Horny Live Trans Sex 101
    02:19
    Horny Live Trans Sex 101
    i ilanakluth0224e
    245.6K views
  • How to Train Your Sissy Boyfriend
    08:12
    How to Train Your Sissy Boyfriend
    Brat Perversions
    176.1K views
  • seduction 101
    14:05
    seduction 101
    Tanya2nite
    124.8K views
  • Ultimate Sissy Fuck Doll Trainer
    07:04
    Ultimate Sissy Fuck Doll Trainer
    Ria_Bentley
    51.4K views
  • Gender Studies 101
    08:35
    Gender Studies 101
    IvanaLikkemolova
    125.2K views
  • Sissy #1: Accepting Your Destiny
    11:37
    Sissy #1: Accepting Your Destiny
    softboixladyathena
    531.3K views
  • Anatomy 101
    11:12
    Anatomy 101
    Kink TS
    35.2K views
  • Emasculate your mind
    13:52
    Emasculate your mind
    cindy_sex
    523K views
  • Be a Sissy Bitch NOW
    06:32
    Be a Sissy Bitch NOW
    252.7K views
  • Sissy 6
    19:29
    Sissy 6
    1.5M views
  • sissy
    05:15
    sissy
    l leadelei
    27.8K views
  • crossdresser
    17:56
    crossdresser
    Dadatrav
    675K views
  • Training to become a sissy cuckold
    03:26
    Training to become a sissy cuckold
    amatorxxx
    673.4K views
  • Marquis de Sissy
    17:42
    Marquis de Sissy
    katya62
    170.5K views
  • sissy joi
    04:27
    sissy joi
    214.5K views
  • Sissy Training
    12:38
    Sissy Training
    770.9K views
  • Sissy Joyce Challenge
    01:21
    Sissy Joyce Challenge
    Sissy Joyce
    21.8K views
  • Guy loses bet turns into sissy CD giving blowjob
    04:52
    Guy loses bet turns into sissy CD giving blowjob
    Goldibottsissy
    1.4M views
  • sissy faggot tr
    08:06
    sissy faggot tr
    medisosiso4ka
    679.3K views
  • Perfect Sissy Slut Wife Swallowing Her Silver Daddy
    10:47
    Perfect Sissy Slut Wife Swallowing Her Silver Daddy
    KittyKaash
    120K views
  • Sexy sissy slut being used
    02:51
    Sexy sissy slut being used
    T Toddylovenew
    525.6K views
  • How to train your sissy ass
    17:41
    How to train your sissy ass
    706.7K views
  • Sissy Poppers Trainer 1
    04:07
    Sissy Poppers Trainer 1
    346.1K 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
Shemale Fucks Guy
Black
Big Cock
Shemale Fucks Shemale
Amateur
Shemale Fucks Girl
Sissy
Ladyboy
Guy Fucks Shemale
Compilation
Blowjob
Cum In Mouth
Big Black Cock
Big Ass
Creampie
Bareback
Cumshot
Mature
Homemade
Teen
Masturbation
Anal
Asian
Domination
Solo
Transgender
BBW
Vintage
Brazilian
Interracial
Cartoon
Mexican
Young
Lingerie
Big Tits
Threesome
Trans Woman
Gangbang
Japanese
Small Cock
Thai
BDSM
Petite
Public
Colombian
MILF
Couple
Rough Sex
Dildo
Anal Masturbation
Stockings
Cuckold
Babysitter
Small Tits
POV
Outdoor
FTM
Handjob
Trans Man
Group Sex
Hentai
Indian
Fetish
Chinese
Bondage
Massage
Hardcore
Pissing
English
Double Penetration
Behind The Scenes
Webcam
Anal Toy
SFW
All categories
Monetize your content
Become a creator
xHamster
  • About us
  • Blog
  • Creator's Blog
  • Advertising
  • xHamster Awards 2025
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