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

How To Train Porn Videos

Ad notice
Free Videos
Short Videos
How To Train
Premium Videos
Photos
HD
Cuckold Trainer
Instruction for Crossdressers
Cocksucker Training
Slave POV
How to Suck
Sally Tails Leaked
Cock Sucking Instructions
Goon Addiction Brainwashing
Audio Story
Monster Solo
Cum Swallow Trainer
Trans Blowjob VR Porn 360
Demon of Discipline
Gurl Pig Transformation
A Guide to Sissification
Brainwashing
Breeding Cow
Caught and Transformed
Sissy Split Screen
Humilation
Full HD
4K
VR
Best Videos
  • How to train your sissy ass
    17:41
    How to train your sissy ass
    874.9K views
  • How to Train Your Sissy Boyfriend
    08:12
    How to Train Your Sissy Boyfriend
    Brat Perversions
    365K views
  • Chastity Sissygasm Guide How to Cum From Anal In a Cock Cage
    10:16
    Chastity Sissygasm Guide How to Cum From Anal In a Cock Cage
    Jessica Bloom
    228.7K views
  • Step-Mommy Teaches You How to Cum From Anal Like a Good Sissy Slut - Jessica Bloom Sissygasm Guide
    07:23
    Step-Mommy Teaches You How to Cum From Anal Like a Good Sissy Slut - Jessica Bloom Sissygasm Guide
    Jessica Bloom
    70.4K views
  • How to Swallow Your Own Cum - Sissy Training Guide
    08:54
    How to Swallow Your Own Cum - Sissy Training Guide
    Jessica Bloom
    201K views
  • Vladasexytrans Trains Its Hole Well and Flows
    09:52
    Vladasexytrans Trains Its Hole Well and Flows
    Vladasexytrans
    18.7K views
  • Cute Pink Sissy Belly Bulge - Balls Deep Anal Dildo
    01:12
    Cute Pink Sissy Belly Bulge - Balls Deep Anal Dildo
    HornyAnalPlay
    10K views
  • TS Sissy Academy: Cock Sucking Tuition
    03:32
    TS Sissy Academy: Cock Sucking Tuition
    Mistress Jodie May
    6.6K views
  • Sissygasm Guide & How A Good Slut Cleans Up Jessica Bloom
    12:23
    Sissygasm Guide & How A Good Slut Cleans Up Jessica Bloom
    Jessica Bloom
    520K views
  • How To Self Suck - Yoga Training With Jessica Bloom
    09:59
    How To Self Suck - Yoga Training With Jessica Bloom
    Jessica Bloom
    187.7K views
  • Shemale mistress training slave how to suck her dick
    02:58
    Shemale mistress training slave how to suck her dick
    282.4K views
  • Sport Balls Anal Stretching
    01:12
    Sport Balls Anal Stretching
    HornyAnalPlay
    8.6K views
  • Sissy Jessica Bloom Teaches You How To Suck Cock And Swallow Cum
    07:28
    Sissy Jessica Bloom Teaches You How To Suck Cock And Swallow Cum
    Jessica Bloom
    105.6K views
  • Turning Hubby Into Sissy Slut, Big Toys and Anal Fisting for Femboy Ass
    04:42
    Turning Hubby Into Sissy Slut, Big Toys and Anal Fisting for Femboy Ass
    Nomadic Shifters
    12K views
  • Slutty maid training feminization Holly Hunt turns you into a sissy maid in chastity!
    07:34
    Slutty maid training feminization Holly Hunt turns you into a sissy maid in chastity!
    Holly unt
    59.5K views
  • Hentai King Gnar's Trans Wife Cheats with His Guard - Anal Creampie
    03:12
    Hentai King Gnar's Trans Wife Cheats with His Guard - Anal Creampie
    BubbleBigxxx
    2.3K views
  • Sometimes im amazed at myself how im able to fit this big dildo in my tight pink hole
    01:13
    Sometimes im amazed at myself how im able to fit this big dildo in my tight pink hole
    Sissyvalerie69
    40.8K views
  • Skinny Femboy Makes Her Belly Bulge with Ribbed Dildo
    01:12
    Skinny Femboy Makes Her Belly Bulge with Ribbed Dildo
    HornyAnalPlay
    4.3K views
  • Belly Bulge - Deep Anal Dildo Insertion with Chastity Cage and Cumshot
    01:12
    Belly Bulge - Deep Anal Dildo Insertion with Chastity Cage and Cumshot
    HornyAnalPlay
    4.8K views
  • Locked Sissy Throat Training: How I Turned My Throat Into a Second Pussy
    06:58
    Locked Sissy Throat Training: How I Turned My Throat Into a Second Pussy
    MJ
    3K views
  • Big Black Dildo Deep in My Trained Asshole
    01:12
    Big Black Dildo Deep in My Trained Asshole
    HornyAnalPlay
    2.1K views
  • Hentai Sissy Anal Stuffing - Tight Ass Filled Deep with Big Balltoys
    03:00
    Hentai Sissy Anal Stuffing - Tight Ass Filled Deep with Big Balltoys
    BubbleBigxxx
    3K views
  • Mistress Jessica Bloom Teaches You How To Cum From Anal - 6 Sissygasms in a Row
    07:16
    Mistress Jessica Bloom Teaches You How To Cum From Anal - 6 Sissygasms in a Row
    Jessica Bloom
    18.8K views
  • Pink Sissy Bride Erotic Multiple Stimulation
    00:56
    Pink Sissy Bride Erotic Multiple Stimulation
    Reina Hanno
    11.1K views
  • Gaping, Farting, Stretching - Fruits Plugs Balls in Ass
    01:12
    Gaping, Farting, Stretching - Fruits Plugs Balls in Ass
    HornyAnalPlay
    5.1K views
  • Training with My Trans Stepsister Ends with a Facial
    02:40
    Training with My Trans Stepsister Ends with a Facial
    John Sanders
    5.1K views
  • Giant Anal Cone Dildo Sitting and Bouncing Till the Base & Gaping Asshole
    02:32
    Giant Anal Cone Dildo Sitting and Bouncing Till the Base & Gaping Asshole
    HornyAnalPlay
    9.7K views
  • Submissive Asian Ladyboy Slave Training & First Anal Casting
    01:52
    Submissive Asian Ladyboy Slave Training & First Anal Casting
    FilmmakerDiaries
    9.2K views
  • Step Mommy Trains You How to Be A Sissy Cock Sucker (Humiliation)
    10:07
    Step Mommy Trains You How to Be A Sissy Cock Sucker (Humiliation)
    Jessica Bloom
    203K views
  • Luziatv, Sissy Orgasm,cum on Face, Mouth
    22:30
    Luziatv, Sissy Orgasm,cum on Face, Mouth
    LuziaTv
    7.3K views
  • Inflatable Butt Plugs - Extreme Anal Expansion
    01:12
    Inflatable Butt Plugs - Extreme Anal Expansion
    HornyAnalPlay
    2.4K views
  • Dva Anal Cosplay with Big Butt Plug and Cumshot
    01:12
    Dva Anal Cosplay with Big Butt Plug and Cumshot
    HornyAnalPlay
    1.8K views
  • Ass to Mouth - Trans MILF Fucked Deep and Made to Taste Her Ass
    01:32
    Ass to Mouth - Trans MILF Fucked Deep and Made to Taste Her Ass
    Alt Dente
    9.2K views
  • Sissy Kate learns how to use the anal fucking machine with Lisa
    15:14
    Sissy Kate learns how to use the anal fucking machine with Lisa
    Lisa Essex
    91K views
  • Suspended, Flogged & Caned by a Leather-clad Trans Domme
    03:02
    Suspended, Flogged & Caned by a Leather-clad Trans Domme
    Gray Perrier
    3.3K views
  • Sonechka tells how she managed to become a sissy whore. You just need to cum in your mouth everyday
    01:51
    Sonechka tells how she managed to become a sissy whore. You just need to cum in your mouth everyday
    Sonechka25
    167.4K views
  • Suspended, Flogged & Caned by a Leather-clad Trans Domme
    03:02
    Suspended, Flogged & Caned by a Leather-clad Trans Domme
    Gray Perrier
    6.2K views
  • Barbie Fishnet Tights and Pink High Heels in Her Gloryhole in the Basement
    07:04
    Barbie Fishnet Tights and Pink High Heels in Her Gloryhole in the Basement
    VaneSsa BiTCHx
    8.6K views
  • Sissy Trainer #2 Helping You Choose Lingerie, Thongs, and Stockings for Crossdressing! (english)
    03:32
    Sissy Trainer #2 Helping You Choose Lingerie, Thongs, and Stockings for Crossdressing! (english)
    fermerino
    1.7K views
  • Huge pyramid dildo ride - loose asshole, gape, precum and cumshot
    07:53
    Huge pyramid dildo ride - loose asshole, gape, precum and cumshot
    HornyAnalPlay
    4.8K views
  • Giant Black Dildo Anal Belly Bulge and Cumshot
    01:12
    Giant Black Dildo Anal Belly Bulge and Cumshot
    HornyAnalPlay
    1.3K views
  • Skinny Blond Whiteboi Bitch Jes Exposed
    18:03
    Skinny Blond Whiteboi Bitch Jes Exposed
    Sissy Cindy Slut
    5.9K views
  • Extreme Anal Gape Farting and Prolapsing
    01:12
    Extreme Anal Gape Farting and Prolapsing
    HornyAnalPlay
    1K views
  • Sissy Guide - How to Anal Orgasm in Chastity Cage - Jessica Bloom
    06:14
    Sissy Guide - How to Anal Orgasm in Chastity Cage - Jessica Bloom
    Jessica Bloom
    103.6K views
  • The Talk: Gentle Positive Sissy Encouragement
    06:01
    The Talk: Gentle Positive Sissy Encouragement
    Ombunny
    2.5K views
  • Belly Bulge - Deep Anal Dildo Insertion with Chastity Cage and Cumshot
    01:12
    Belly Bulge - Deep Anal Dildo Insertion with Chastity Cage and Cumshot
    HornyAnalPlay
    1.1K views
  • Cute Pink Sissy Belly Bulge - Balls Deep Anal Dildo
    01:12
    Cute Pink Sissy Belly Bulge - Balls Deep Anal Dildo
    HornyAnalPlay
    800 views
Next page
  1. 1
  2. 2
  3. 3
  4. 4
  5. 5
  6. 6
  7. ...
  8. 41
  9. ...
  10. 80
80

Porn Related to How To Train

Cock Worship Training
Cock Sucking Training
Cum Eating Trainer
Bosstor POV
You're a Faggot
Sissy Verbal Humiliation
Feminization Training
Sissy Trainning
CD Jessica Marie
Call Me a Faggot
Sissy JOI Humiliation
Kp Dirty Talk
Lesson
CEI Encouragement
Custom Fantasy Productions
Bitch Training
Filthy British Amateur
Need the Same Use Please
Hard Drive Hard Dick
Learning
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