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

Boy Lesson Porn Videos

4260 Results

Free Videos
Short Videos
Boy Lesson
Premium Videos
Photos
HD
Full HD
4K
VR
Best Videos
By clicking the content you will also see an ad. AD
  • Blake Lovely's Lingerie Trans Anal Lesson with Mia Macana
    08:12
    Blake Lovely's Lingerie Trans Anal Lesson with Mia Macana
    Trans Roommates
    65.9K views
  • Teaching a Fag his place
    13:47
    Teaching a Fag his place
    Kimberhaven
    1M views
  • Live
  • Blonde Trans Roommates Skateboarding Lessons
    13:12
    Blonde Trans Roommates Skateboarding Lessons
    Trans Roommates
    54.6K views
  • Sissy Boy Training
    04:08
    Sissy Boy Training
    804.2K views
  • Active shemale gives a serious lesson to a brazilian boy
    29:25
    Active shemale gives a serious lesson to a brazilian boy
    Shemale World
    1.5K views
  • How to Train Your Sissy Boyfriend
    08:12
    How to Train Your Sissy Boyfriend
    Brat Perversions
    307.3K views
  • Some Lessons Are Learned the Hard Way.
    01:00
    Some Lessons Are Learned the Hard Way.
    Apple00001
    1.8K views
  • you love men - lesson 44
    09:14
    you love men - lesson 44
    pipenpondle
    436.4K views
  • Advanced Blowjob Lesson With Big Black Dildo and Nose Cum Leaking Blowjob at Gloryhole
    06:31
    Advanced Blowjob Lesson With Big Black Dildo and Nose Cum Leaking Blowjob at Gloryhole
    Asura
    2.9K views
  • Sissy Boy Educational Video
    09:58
    Sissy Boy Educational Video
    625.3K views
  • Sex lessons with my young student part 1
    05:07
    Sex lessons with my young student part 1
    cd_aysemmm
    5.3K views
  • Sissy #2: Becoming A Cock Slut
    15:35
    Sissy #2: Becoming A Cock Slut
    softboixladyathena
    1.1M views
  • TRANSFIXED - Zariah Aura Gets Dancing Lesson From Milf Dee Williams Then Hard Trans Fuck
    16:01
    TRANSFIXED - Zariah Aura Gets Dancing Lesson From Milf Dee Williams Then Hard Trans Fuck
    Transfixed
    85.3K views
  • Sissy #3: Feminize Yourself
    16:07
    Sissy #3: Feminize Yourself
    softboixladyathena
    850.2K views
  • Trans Babysitter Gets taught a lesson by HOT milf
    08:21
    Trans Babysitter Gets taught a lesson by HOT milf
    Erica Cherry
    1.7M views
  • Sissy Study Session
    10:04
    Sissy Study Session
    pantycum666
    438.4K views
  • Threesome Lesson: Big-assed Trans Turned the School Into an Elite Orgy!
    08:12
    Threesome Lesson: Big-assed Trans Turned the School Into an Elite Orgy!
    Casal Mattos
    234.9K views
  • Sissy 4: Cum Lover
    10:16
    Sissy 4: Cum Lover
    softboixladyathena
    837.1K views
  • Trans babe queen ivory teaches roommate bareback lesson
    28:47
    Trans babe queen ivory teaches roommate bareback lesson
    Trans Roommates
    243.3K views
  • Step-mom Reprimands and Teaches Step-son How to Have Sex
    06:12
    Step-mom Reprimands and Teaches Step-son How to Have Sex
    Gray Perrier
    45.3K views
  • Sissy Boy Training Video: Surrender to Black Cocks
    04:20
    Sissy Boy Training Video: Surrender to Black Cocks
    880.6K views
  • Relevant Short videos

    Blake Lovely's Lingerie Trans Anal Lesson with Mia Macana
    Blake Lovely's Lingerie Trans Anal Lesson with Mia Macana
    Trans Roommates
    2.8K views
    Sex lessons with my young student part 1 | Clip 1
    Sex lessons with my young student part 1 | Clip 1
    cd_aysemmm
    1.3K views
    Sophie Ladder Teaches the Horny Maid a Lesson
    Sophie Ladder Teaches the Horny Maid a Lesson
    Trans Roommates
    7.1K views
    Blonde trans Lianna Lawson taught lesson by roommate
    Blonde trans Lianna Lawson taught lesson by roommate
    Trans Roommates
    6.4K views
    Strict Trans Teacher: Pissing & Deep Dildo Lesson
    Strict Trans Teacher: Pissing & Deep Dildo Lesson
    Medi Voi
    6.2K views
    Trans babe queen ivory teaches roommate bareback lesson
    Trans babe queen ivory teaches roommate bareback lesson
    Trans Roommates
    3.7K views
  • Lesson Learned
    08:12
    Lesson Learned
    Kaitlyn Gender
    127.1K views
  • CD TRAP SISSY EDUCATION TRAINING 101
    01:27:33
    CD TRAP SISSY EDUCATION TRAINING 101
    AZNSWAGDADDY
    1.2M views
  • Diddled
    08:07
    Diddled
    houseofangellxt1
    2.4M views
  • Sissy Boy3
    33:27
    Sissy Boy3
    2.4M views
  • girlcock brainwashing - sink even deeper
    17:10
    girlcock brainwashing - sink even deeper
    g gcslave1
    557.5K views
  • Sissy #1: Accepting Your Destiny
    11:37
    Sissy #1: Accepting Your Destiny
    softboixladyathena
    617.8K views
  • I Dominate This Bottom Boy so Good
    06:35
    I Dominate This Bottom Boy so Good
    L LadyboyMaria
    265.3K views
  • Bookshop Bois of Prey Episode 2 - Twink Visits Professor At Work
    01:42
    Bookshop Bois of Prey Episode 2 - Twink Visits Professor At Work
    EnbyHalflingBoi
    219.4K views
  • A White Boys Purpose
    23:50
    A White Boys Purpose
    Kimberhaven
    726.1K views
  • feminisation training
    09:58
    feminisation training
    I IndirectInitiator50
    1M views
  • boy first time with trans
    10:18
    boy first time with trans
    501.7K views
  • Hostel Surprise
    37:09
    Hostel Surprise
    R_logan
    3.8M views
  • Sissy Training by Queen Daralis Part 3
    03:52
    Sissy Training by Queen Daralis Part 3
    Sissy Joyce
    129.4K views
  • You're Straight Right- - Sissy Hypno Training
    03:07
    You're Straight Right- - Sissy Hypno Training
    1M 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
    68K views
  • Submission Sissy Trainer
    03:23
    Submission Sissy Trainer
    1.4M views
  • Sissy bitch training
    04:02
    Sissy bitch training
    ita_sissywhore
    180K views
  • Suck Lesson 1 for sissy (rus)
    02:18
    Suck Lesson 1 for sissy (rus)
    RussianSissy
    300.6K views
  • TRANS ANGELS - Seductive Boss Chanel Santini Gives Her Employee Tony A Fuck Lesson For Being Naughty
    39:33
    TRANS ANGELS - Seductive Boss Chanel Santini Gives Her Employee Tony A Fuck Lesson For Being Naughty
    Trans Angels
    1.3M views
  • Girlcock  Pt.2: Mantra Training
    20:32
    Girlcock Pt.2: Mantra Training
    t thats_silly123
    235.5K views
  • Bookshop Bois of Prey Episode 0 - Sexy Bookshop Femboy seduces and gets bred by married man in bookstore
    01:50
    Bookshop Bois of Prey Episode 0 - Sexy Bookshop Femboy seduces and gets bred by married man in bookstore
    EnbyHalflingBoi
    564.6K views
  • You're a faggot
    05:50
    You're a faggot
    362.7K views
  • Ruthless TS turns guy into her little bitch
    03:44
    Ruthless TS turns guy into her little bitch
    3.2M views
  • How to train your sissy ass
    17:41
    How to train your sissy ass
    815.6K views
  • A mature man takes the innocence of an effeminate young transvestite  boy
    05:16
    A mature man takes the innocence of an effeminate young transvestite boy
    MTFXXXVIDS
    374K views
  • Shemale trainer
    13:03
    Shemale trainer
    448.7K 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
Bareback
Mature
Creampie
Homemade
Masturbation
Anal
Teen
Domination
Asian
Solo
BBW
Brazilian
Vintage
Transgender
Big Tits
Interracial
Young
Cartoon
Small Cock
Mexican
Japanese
Lingerie
Gangbang
Threesome
Trans Woman
Thai
Trap
BDSM
Colombian
Public
MILF
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