Porn Porn Transgender • US
  • Live Sex
  • Premium Premium Videos
  • Categories
  • Pornstars
  • Channels
  • photos
KEEP THE HEAT ON ☀️🍉⛱️

Boy Lesson 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
  • Blake Lovely's Lingerie Trans Anal Lesson with Mia Macana
    08:12
    Blake Lovely's Lingerie Trans Anal Lesson with Mia Macana
    Trans Roommates
    60.9K views
  • Teaching a Fag his place
    13:47
    Teaching a Fag his place
    Kimberhaven
    949.1K views
  • Blonde Trans Roommates Skateboarding Lessons
    13:12
    Blonde Trans Roommates Skateboarding Lessons
    Trans Roommates
    53.2K views
  • Live
  • Sissy Boy Educational Video
    09:58
    Sissy Boy Educational Video
    622.4K 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
    2.5K views
  • Sissy Boy Training
    04:08
    Sissy Boy Training
    801.7K views
  • Sex lessons with my young student part 1
    05:07
    Sex lessons with my young student part 1
    cd_aysemmm
    5K views
  • How to Train Your Sissy Boyfriend
    08:12
    How to Train Your Sissy Boyfriend
    Brat Perversions
    244.8K views
  • Active shemale gives a serious lesson to a brazilian boy
    08:12
    Active shemale gives a serious lesson to a brazilian boy
    Shemale World
    1.2K views
  • you love men - lesson 44
    09:14
    you love men - lesson 44
    pipenpondle
    430.6K 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
    190.6K views
  • Sissy #2: Becoming A Cock Slut
    15:35
    Sissy #2: Becoming A Cock Slut
    softboixladyathena
    1.1M 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 #3: Feminize Yourself
    16:07
    Sissy #3: Feminize Yourself
    softboixladyathena
    825.8K views
  • GROOBYVR - Cheerleader Dreams Begin with One Private Lesson
    03:12
    GROOBYVR - Cheerleader Dreams Begin with One Private Lesson
    Grooby VR
    19.1K views
  • Sissy Boy3
    33:27
    Sissy Boy3
    2.3M views
  • Trans babe queen ivory teaches roommate bareback lesson
    28:47
    Trans babe queen ivory teaches roommate bareback lesson
    Trans Roommates
    228.1K views
  • Sissy Study Session
    10:04
    Sissy Study Session
    pantycum666
    427K views
  • Billiards lessons for the explosive Raphaella Ferrari
    31:49
    Billiards lessons for the explosive Raphaella Ferrari
    Pinko TGirls
    529.2K views
  • Sissy 4: Cum Lover
    10:16
    Sissy 4: Cum Lover
    softboixladyathena
    829.8K 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
    38.9K 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
    2.4K views
    Sex lessons with my young student part 1 | Clip 1
    Sex lessons with my young student part 1 | Clip 1
    cd_aysemmm
    1.2K views
    Sophie Ladder Teaches the Horny Maid a Lesson
    Sophie Ladder Teaches the Horny Maid a Lesson
    Trans Roommates
    6.6K views
    Blonde trans Lianna Lawson taught lesson by roommate
    Blonde trans Lianna Lawson taught lesson by roommate
    Trans Roommates
    6K views
    Strict Trans Teacher: Pissing & Deep Dildo Lesson
    Strict Trans Teacher: Pissing & Deep Dildo Lesson
    Medi Voi
    5.4K views
    Trans babe queen ivory teaches roommate bareback lesson
    Trans babe queen ivory teaches roommate bareback lesson
    Trans Roommates
    2.9K views
  • Sissy Boy Training Video: Surrender to Black Cocks
    04:20
    Sissy Boy Training Video: Surrender to Black Cocks
    877.8K views
  • girlcock brainwashing - sink even deeper
    17:10
    girlcock brainwashing - sink even deeper
    g gcslave1
    545.6K views
  • Lesson Learned
    08:12
    Lesson Learned
    Kaitlyn Gender
    124.8K views
  • CD TRAP SISSY EDUCATION TRAINING 101
    01:27:33
    CD TRAP SISSY EDUCATION TRAINING 101
    AZNSWAGDADDY
    1.1M views
  • feminisation training
    09:58
    feminisation training
    I IndirectInitiator50
    971.2K 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
    184.3K views
  • Diddled
    08:07
    Diddled
    houseofangellxt1
    2.4M views
  • I Dominate This Bottom Boy so Good
    06:35
    I Dominate This Bottom Boy so Good
    L LadyboyMaria
    233.4K views
  • A White Boys Purpose
    23:50
    A White Boys Purpose
    Kimberhaven
    713.8K views
  • Sissy Training by Queen Daralis Part 3
    03:52
    Sissy Training by Queen Daralis Part 3
    Sissy Joyce
    121.6K 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
    534.3K views
  • Sissyfication
    43:09
    Sissyfication
    1.5M views
  • Hostel Surprise
    37:09
    Hostel Surprise
    R_logan
    3.7M views
  • Sissy bitch training
    04:02
    Sissy bitch training
    ita_sissywhore
    174.8K views
  • Sissy #1: Accepting Your Destiny
    11:37
    Sissy #1: Accepting Your Destiny
    softboixladyathena
    601.3K views
  • boy first time with trans
    10:18
    boy first time with trans
    492.7K views
  • Shemale trainer
    13:03
    Shemale trainer
    441.9K views
  • Verbal white professor pounds Asian femboy student in hotel
    06:43
    Verbal white professor pounds Asian femboy student in hotel
    lily_daddys_girl
    952.7K views
  • You're a faggot
    05:50
    You're a faggot
    354.7K 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
  • You're Straight Right- - Sissy Hypno Training
    03:07
    You're Straight Right- - Sissy Hypno Training
    1M views
  • Ruthless TS turns guy into her little bitch
    03:44
    Ruthless TS turns guy into her little bitch
    3.2M 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
    343.4K views
  • Girlcock  Pt.2: Mantra Training
    20:32
    Girlcock Pt.2: Mantra Training
    t thats_silly123
    230.4K views
  • sadistic sissy boy Lucy with his bound slave
    03:41
    sadistic sissy boy Lucy with his bound slave
    slave Martin
    53.4K views
  • Practicing Sex for Her Future Husband
    08:12
    Practicing Sex for Her Future Husband
    Hello Ladyboy
    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
The Handy
Shemale Fucks Guy
Big Cock
Shemale Fucks Shemale
Black
Amateur
Shemale Fucks Girl
Sissy
Ladyboy
Guy Fucks Shemale
Blowjob
Compilation
Big Black Cock
Cum In Mouth
Big Ass
Mature
Cumshot
Bareback
Creampie
Homemade
Masturbation
Anal
Domination
Teen
Asian
Solo
BBW
Brazilian
Vintage
Transgender
Young
Mexican
Cartoon
Japanese
Interracial
Big Tits
Small Cock
Lingerie
Gangbang
Threesome
Thai
Trans Woman
Trap
Colombian
BDSM
Public
MILF
Couple
Anal Masturbation
Petite
Dildo
Rough Sex
Pretty
Cuckold
Small Tits
Outdoor
Stockings
Babysitter
Indian
Trans Man
POV
Group Sex
Handjob
Hentai
Fetish
English
Futanari
Ass Licking
Hardcore
Massage
Chinese
Nude
Bondage
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