Porn Porn Transgender • US
  • Live Sex
  • Premium Premium Videos
  • Categories
  • Pornstars
  • Channels
  • photos
GOAL! Football Fever Mega Sale 🏆 ⚽ Play Hard. Save Hard

Train Him 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
  • Trained to Be Completely Subservient to Him
    08:12
    Trained to Be Completely Subservient to Him
    Pure Ts
    153.1K views
  • feminisation training
    09:58
    feminisation training
    I IndirectInitiator50
    813.6K views
  • Trans Girl Throat Fucked by Huge Cock
    05:08
    Trans Girl Throat Fucked by Huge Cock
    Gray Perrier
    55.2K views
  • Watch it often
    14:29
    Watch it often
    65.6K views
  • Mistress ASMR Taming My Sissy Slave SISSY TRAINING ASMR JOI
    02:28
    Mistress ASMR Taming My Sissy Slave SISSY TRAINING ASMR JOI
    Aria Wilde
    6.9K views
  • How to Train Your Sissy Boyfriend
    08:12
    How to Train Your Sissy Boyfriend
    Brat Perversions
    244.8K views
  • Goth Step-Sister Pegs Bound Femboy Step-Bro with Strap-On
    02:39
    Goth Step-Sister Pegs Bound Femboy Step-Bro with Strap-On
    B BananaX
    1.7K views
  • training
    07:56
    training
    chastitygurl
    158.4K views
  • Sissy Bootcamp Audio JOI SISSY TRAINING ASMR JOI
    02:28
    Sissy Bootcamp Audio JOI SISSY TRAINING ASMR JOI
    ariawilde
    3.2K views
  • How to train your sissy ass
    17:41
    How to train your sissy ass
    762.2K views
  • Slut Jasmyne Jaye Fucks Her Ass With Rubber Cock, Cums, and Eats it
    04:29
    Slut Jasmyne Jaye Fucks Her Ass With Rubber Cock, Cums, and Eats it
    Jasmyne Jaye
    6.2K views
  • Shemale trainer
    13:03
    Shemale trainer
    dave1701a
    420.3K views
  • Sissy Veronica Vincent & Mistress Wife Eva Knieva  Discuss Their Latest Date Night
    07:16
    Sissy Veronica Vincent & Mistress Wife Eva Knieva Discuss Their Latest Date Night
    Ronnie Vincent
    1.7K views
  • sissy training
    15:28
    sissy training
    sexobjekt
    448.8K views
  • A desperate trap sissy pain whore asks a top man to take her as a sex slave and let him fuck her throat and ass
    01:34
    A desperate trap sissy pain whore asks a top man to take her as a sex slave and let him fuck her throat and ass
    alinanightsky
    47.6K views
  • CD TRAP SISSY EDUCATION TRAINING 101
    01:27:33
    CD TRAP SISSY EDUCATION TRAINING 101
    AZNSWAGDADDY
    1.1M views
  • TGIRLSHOOKUP: Bella Bates Gapes And Fills Her Sissy Hole!
    03:11
    TGIRLSHOOKUP: Bella Bates Gapes And Fills Her Sissy Hole!
    Tgirls Hookup
    32.5K views
  • Shemale Cock Addiction - Trainer
    02:55
    Shemale Cock Addiction - Trainer
    1.7M views
  • Sexy cd is fucked by machine all evening. Training my anus til its soggy and open.
    10:02
    Sexy cd is fucked by machine all evening. Training my anus til its soggy and open.
    Sunaxfemiknulla
    690 views
  • training
    07:28
    training
    chastitygurl
    165.2K views
  • wow3
    45:59
    wow3
    sss735
    365.4K views
  • ioioioioi
    08:39
    ioioioioi
    K Kondoo
    902.3K views
  • Sissy Bitch Trainer
    05:47
    Sissy Bitch Trainer
    s sissies_love_BBC
    327.9K views
  • Master trains his sissy in Chastity. He uses her mouth and ass to her liking making her a real whore
    18:27
    Master trains his sissy in Chastity. He uses her mouth and ass to her liking making her a real whore
    Vane03_siss
    400.2K views
  • Teaching a Fag his place
    13:47
    Teaching a Fag his place
    Kimberhaven
    949.1K views
  • Training to become a sissy cuckold
    03:26
    Training to become a sissy cuckold
    amatorxxx
    729.8K views
  • Sissy #3: Feminize Yourself
    16:07
    Sissy #3: Feminize Yourself
    softboixladyathena
    781.6K views
  • Try something new
    01:00
    Try something new
    slutysissy4bigcock
    497K views
  • sissy dildo trainer - emma
    13:39
    sissy dildo trainer - emma
    d dildoheroarchive
    132.4K views
  • Sissy in Training
    01:27:33
    Sissy in Training
    MsMischief
    438.9K views
  • Submission Sissy Trainer
    03:23
    Submission Sissy Trainer
    1.3M views
  • Ultimate Sissy Fuck Doll Trainer
    07:04
    Ultimate Sissy Fuck Doll Trainer
    Ria_Bentley
    340.6K views
  • Sissy Brainwashing Training
    13:46
    Sissy Brainwashing Training
    s sguy263
    415.4K views
  • Cutie
    06:58
    Cutie
    seeking2014
    196.5K views
  • Submit to Daddy sissy trainer
    05:26
    Submit to Daddy sissy trainer
    mdmaely
    493.3K views
  • Contractions
    08:55
    Contractions
    jeannapotter
    102.9K views
  • Sissyfication
    43:09
    Sissyfication
    merllin3
    1.4M views
  • Ruthless TS turns guy into her little bitch
    03:44
    Ruthless TS turns guy into her little bitch
    n nohero1
    3M views
  • You're Straight Right- - Sissy Hypno Training
    03:07
    You're Straight Right- - Sissy Hypno Training
    dave1701a
    1M views
  • good bitch
    02:37
    good bitch
    284.9K views
  • sadistic sissy boy Lucy with his bound slave
    03:41
    sadistic sissy boy Lucy with his bound slave
    slave Martin
    41.2K views
  • Cock Craving Whore - Sissy training JOI - Femdom
    08:45
    Cock Craving Whore - Sissy training JOI - Femdom
    puchu3k
    432K views
  • Sissy Training
    12:38
    Sissy Training
    782.2K views
  • SissyAline - Train your sissy pussy, be a buttslut
    09:06
    SissyAline - Train your sissy pussy, be a buttslut
    A AlineSissyRefugee
    460.8K views
  • Instructions From the Trainer No. 25 Outdoor Anal Play 3
    08:05
    Instructions From the Trainer No. 25 Outdoor Anal Play 3
    megu2002
    91K views
  • Sissy training instructional
    17:12
    Sissy training instructional
    g gambit2019
    257.9K views
  • First timer can't take it at first try, then he takes it all
    02:20
    First timer can't take it at first try, then he takes it all
    n nohero1
    2.1M 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
Big Cock
Shemale Fucks Shemale
Black
Amateur
Shemale Fucks Girl
Sissy
Ladyboy
Guy Fucks Shemale
Blowjob
Compilation
Cum In Mouth
Big Black Cock
Big Ass
Cumshot
Mature
Bareback
Creampie
Homemade
Masturbation
Anal
Domination
Teen
Asian
Solo
BBW
Brazilian
Young
Transgender
Vintage
Mexican
Cartoon
Big Tits
Interracial
Small Cock
Japanese
Lingerie
Threesome
Gangbang
Trans Woman
Thai
Trap
Colombian
BDSM
Public
Couple
MILF
Anal Masturbation
Petite
Dildo
Cuckold
Rough Sex
Outdoor
Stockings
Pretty
Small Tits
Babysitter
POV
Trans Man
Handjob
Group Sex
Hentai
Indian
Fetish
English
Futanari
Hardcore
Bondage
Nude
Ass Licking
Massage
Chinese
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