Porn Porn Transgender • US
  • Live Sex
  • Premium Premium Videos
  • Pornstars
  • Channels
MOTHER’S DAY SALE! 👩💜 Limited-time Offer

Cuckold Learning 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
  • This is How You Learn to Love Cock Down Your Throat More then Breathing - Training
    08:13
    This is How You Learn to Love Cock Down Your Throat More then Breathing - Training
    MJ
    36.5K views
  • Sissy bitch training
    04:02
    Sissy bitch training
    ita_sissywhore
    150.7K views
  • I'm Learning to Do Sensual Blowjob From Kissing Tip to Deepthroat
    03:54
    I'm Learning to Do Sensual Blowjob From Kissing Tip to Deepthroat
    Hooded June
    4.2K views
  • shemale
    12:05
    shemale
    S Secretwood
    3.1M views
  • Watch Learn and Fuck Have Me Lick My Nipples
    10:11
    Watch Learn and Fuck Have Me Lick My Nipples
    Stripchat official
    18.6K views
  • Mrs Lovings Sissy Training
    10:13
    Mrs Lovings Sissy Training
    r rob_admirer
    2.4M views
  • Latina Trans Girl Learns a Hard Lesson
    06:40
    Latina Trans Girl Learns a Hard Lesson
    Pure Ts
    7.7K views
  • AbjectBetaSchool - HYLT (pmv)
    03:00
    AbjectBetaSchool - HYLT (pmv)
    t tito07
    563K views
  • Horny boy learning how to fuck a trans
    06:24
    Horny boy learning how to fuck a trans
    TS Playground
    23.1K views
  • Learn To Love Cock Sissy
    15:49
    Learn To Love Cock Sissy
    410.5K views
  • The crossdresser wears a silicone tights and watches the video to the end to learn the full story
    05:28
    The crossdresser wears a silicone tights and watches the video to the end to learn the full story
    ArianaGrandiana
    6.2K views
  • cumshots
    01:02:38
    cumshots
    1.1M views
  • Learning to keep smiling for Daddy
    06:21
    Learning to keep smiling for Daddy
    JessicaLynn15
    3.4K views
  • Trust The Fucking Process
    52:41
    Trust The Fucking Process
    Q Queerfc
    1.2M views
  • You need to learn how to suck cock
    09:48
    You need to learn how to suck cock
    Sissy Instruction
    15.3K views
  • BBC Addiction - MY wife lovec big black cock
    15:05
    BBC Addiction - MY wife lovec big black cock
    tattooedb
    90.3K views
  • VRBTrans Horny Latin TS Babe Learn How To Fuck In Spanish
    06:04
    VRBTrans Horny Latin TS Babe Learn How To Fuck In Spanish
    VRbtrans
    48.8K views
  • Sissyfication
    43:09
    Sissyfication
    merllin3
    1.3M views
  • Sissy learning how to achieve a sissygasm riding a huge dildo and using a vibrator in chastity
    09:23
    Sissy learning how to achieve a sissygasm riding a huge dildo and using a vibrator in chastity
    Traviezisha
    13.1K views
  • Amateur Sissy Crossdresser Swallow Compilation
    41:18
    Amateur Sissy Crossdresser Swallow Compilation
    junecd
    2.3M views
  • Linda Learns The Cross
    38:41
    Linda Learns The Cross
    girdlegurl1952
    8.2K views
  • Ultimate cuckold tranny humiliation!
    05:36
    Ultimate cuckold tranny humiliation!
    Femdom Austria TS
    140K views
  • AUDIO ONLY - Young 18 shemale experiments with you learning to domme JOI CEI
    06:59
    AUDIO ONLY - Young 18 shemale experiments with you learning to domme JOI CEI
    campsissyboi
    10.1K views
  • Try something new
    01:00
    Try something new
    slutysissy4bigcock
    444K views
  • SPOTLIGHT - Learn about life in Avery's questions and answers
    03:35
    SPOTLIGHT - Learn about life in Avery's questions and answers
    Grooby Girls
    8.2K views
  • First time meeting Thad Maxxx & Kristi Kewt
    04:56
    First time meeting Thad Maxxx & Kristi Kewt
    Kristi-Jo
    166.6K views
  • I'm still learning how to ride dildos
    04:22
    I'm still learning how to ride dildos
    AJ180
    6.6K views
  • Feminized Husband
    29:43
    Feminized Husband
    SashaCrossing
    433.6K views
  • TSVirtualLovers - Learning With Her Asian Dick
    06:06
    TSVirtualLovers - Learning With Her Asian Dick
    TS Virtual Lovers
    61.4K views
  • Practicing Sex for Her Future Husband
    08:12
    Practicing Sex for Her Future Husband
    Hello Ladyboy
    615.9K views
  • 6 step XXL anal toy - Starting to learn how to get it deep in my horny sissy ass
    01:32
    6 step XXL anal toy - Starting to learn how to get it deep in my horny sissy ass
    Ylvis88
    51.4K views
  • husband bends over and fucks the femboy
    05:07
    husband bends over and fucks the femboy
    Diamond Wolfie
    550.1K views
  • Husband Caught Cheating with Trans Woman
    06:31
    Husband Caught Cheating with Trans Woman
    Bigdanny10
    453.4K views
  • Cd being breed
    12:38
    Cd being breed
    shellylady
    362.7K views
  • Ttansgendet cul shot 2021
    01:03
    Ttansgendet cul shot 2021
    Q Queentwo
    560.5K views
  • Amateur Couple and Trans - Train
    22:45
    Amateur Couple and Trans - Train
    LarunaMave
    1.3M views
  • Teaching How to Eat a Trans Woman's Ass.
    16:02
    Teaching How to Eat a Trans Woman's Ass.
    maiconvinicius
    65.8K views
  • cum comp
    02:23
    cum comp
    32scudetti
    893.4K views
  • This is advance training for whatabe Nasti Bitches
    16:47
    This is advance training for whatabe Nasti Bitches
    133cooljakesnake133
    213.9K views
  • OOPSIE - Cuckold Man Watches Girlfriend Aften Opal Getting Creampied By Trans Roommate Izzy Wilde
    12:30
    OOPSIE - Cuckold Man Watches Girlfriend Aften Opal Getting Creampied By Trans Roommate Izzy Wilde
    AdultTime
    860.7K views
  • Futanari Masturbation
    02:16:00
    Futanari Masturbation
    nysguy
    2.7M views
  • Sissy in Training
    01:27:33
    Sissy in Training
    MsMischief
    419.7K views
  • Shemale mistress training slave how to suck her dick
    02:58
    Shemale mistress training slave how to suck her dick
    K Kickpom
    251.6K 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
  • FTM Gotta Learn How To Take DICK
    08:30
    FTM Gotta Learn How To Take DICK
    BBC11inchTOP
    27.9K 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
    2M views
  • Black Cock Beta - Sissy Cuckold Trainer
    03:42
    Black Cock Beta - Sissy Cuckold Trainer
    p phobiaxx
    239.7K views
Previous page
Next page
  1. 1
  2. 2
  3. 3
  4. 4
  5. 5
  6. 6
  7. ...
  8. 19
  9. ...
  10. 34
34
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
Creampie
Mature
Cumshot
Bareback
Homemade
Masturbation
Anal
Teen
Domination
Asian
Solo
BBW
Transgender
Vintage
Brazilian
Young
Interracial
Cartoon
Big Tits
Mexican
Lingerie
Small Cock
Threesome
Gangbang
Japanese
Trans Woman
Thai
Pretty
Trap
BDSM
Colombian
Public
Couple
Dildo
Anal Masturbation
Petite
MILF
Rough Sex
Stockings
POV
Outdoor
Small Tits
Babysitter
Cuckold
Hentai
Trans Man
Handjob
Group Sex
Indian
Fetish
Hardcore
Chinese
Massage
Nude
Bondage
English
Pissing
Double Penetration
Webcam
SFW
All recommendations
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