PornPorn Transgender • US
  • Videos
  • Photos
  • Short videos
  • Users
    • Live Sex
    • Premium Premium Videos
    • Pornstars
    • Channels

    Cuckold Training Porn Videos

    Free Videos
    Short videos
    Premium Videos
    Photos
    Cuckold Wife Creampie
    Sissy Husband Training
    Train and Bus
    Sissy Cuckold Comics
    In the Train
    Cuckold Wife Threesome
    Shemale Fucks Wife Cuckold
    Shemale Fuck Cuckold Couple
    Indian Transgender Sex Train
    Bi Cuckold Sissy Husband
    Whipping Submissive Cuckold Husband
    Mature Couple Homemade Cuckold
    Shemale Mistress Trains Slave
    Sissy Cuckold Fucked Bull
    Cuckold Sissy Husband Dress
    Cuckold Crossdresser Watches Wife
    Tiny Dick Sissy Cuckold
    How Become Sissy Cuckold
    My Sissy Husband Training
    Cum in Mouth Cuckold
    HD
    Full HD
    4K
    VR
    Best Videos
    By clicking the content you will also see an ad. AD
    • Craving CockWhore - Joi Sissy train
      08:45
      Craving CockWhore - Joi Sissy train
      188.4K views
    • Story of when daddy pimped me out. First week. Anal toy.
      08:50
      Story of when daddy pimped me out. First week. Anal toy.
      Sunaxfemiknulla
      19.3K views
    • SISSYSTUDENT: BECOMING A SISSY
      11:05
      SISSYSTUDENT: BECOMING A SISSY
      322.7K views
    • sissy training
      39:53
      sissy training
      134.3K views
    • Submissive femboy is feminized and fucked
      08:30
      Submissive femboy is feminized and fucked
      Crystal Phoenix
      299.7K views
    • So You Think You're a Sissy Slut?
      06:37
      So You Think You're a Sissy Slut?
      Mistress Jodie May
      91.3K views
    • Girlcock  Pt.2: Mantra Training
      20:32
      Girlcock Pt.2: Mantra Training
      194.6K views
    • Sissy in Training
      01:27:33
      Sissy in Training
      384.2K views
    • PMV Compilation - Best From MusicMonk 5
      09:23
      PMV Compilation - Best From MusicMonk 5
      637K views
    • Sissy 4: Cum Lover
      10:16
      Sissy 4: Cum Lover
      784.6K views
    • Will Sin Strips and Plays with Herself
      13:26
      Will Sin Strips and Plays with Herself
      Will__sin
      11.6K views
    • Joy Train with This Active Trans, Fucked Me with My Husband in DP
      08:12
      Joy Train with This Active Trans, Fucked Me with My Husband in DP
      Lady Snow Brasil
      66.6K views
    • Sissy bitch training
      04:02
      Sissy bitch training
      128.1K views
    • Trannies in training - (Episode #01)
      52:04
      Trannies in training - (Episode #01)
      Shemale World
      59.1K views
    • training
      07:56
      training
      119.6K views
    • Sissy Doll Fucking in a Pegging Date
      07:00
      Sissy Doll Fucking in a Pegging Date
      Brat Perversions
      17.4K views
    • horny skinny mistress JOI and CEI make u my sissy fuck hole
      05:22
      horny skinny mistress JOI and CEI make u my sissy fuck hole
      Nadja Cox
      250.6K views
    • This is advance training for whatabe Nasti Bitches
      16:47
      This is advance training for whatabe Nasti Bitches
      194.5K views
    • Sissy Slave Training
      15:45
      Sissy Slave Training
      1.5M views
    • I Love Ass to Mouth
      08:25
      I Love Ass to Mouth
      PrxcyTgirl
      28.3K views
    • Ts Stroka Gets Slutted In 'How To Be A Slut 101'
      02:21
      Ts Stroka Gets Slutted In 'How To Be A Slut 101'
      501.5K views
    • Ryley Rails Edging JOI
      02:56
      Ryley Rails Edging JOI
      TSRyley
      10.9K views
    • Horny Sissy Slut Training
      05:28
      Horny Sissy Slut Training
      littlemissbrat
      264.1K views
    • Bladder Training Time! 1.5 Liters made me cum!
      02:12
      Bladder Training Time! 1.5 Liters made me cum!
      Lina Free
      95.2K views
    • Threesome Fuck with Husband and a Big Dick Trans, Anal Train, Anal Tower, DP
      08:12
      Threesome Fuck with Husband and a Big Dick Trans, Anal Train, Anal Tower, DP
      Lady Snow Brasil
      65.2K views
    • sissy training
      15:28
      sissy training
      421.9K views
    • Hot trans train
      07:16
      Hot trans train
      1.3M views
    • Trans Slut Will Receive Anal Training From a Dominant Woman
      03:47
      Trans Slut Will Receive Anal Training From a Dominant Woman
      Emmy Angeles
      19.2K views
    • Serving Mr. Maxxx (thad Fucks Brie Lovely and Ryley Rails)
      37:03
      Serving Mr. Maxxx (thad Fucks Brie Lovely and Ryley Rails)
      Brie Lovely
      7.7K views
    • Anal training for experienced anal sluts
      27:27
      Anal training for experienced anal sluts
      231.2K views
    • Hot Trans Couple Fucked & Facialed By Hunk Boss - Jade Venus, Kasey Kei - GenderXFilms
      35:05
      Hot Trans Couple Fucked & Facialed By Hunk Boss - Jade Venus, Kasey Kei - GenderXFilms
      G GenderX
      147.1K views
    • Guide To Anal Training
      10:59
      Guide To Anal Training
      248.3K views
    • Sissy Poppers Hypnose Training III
      21:45
      Sissy Poppers Hypnose Training III
      282.8K views
    • Muscle dilf needs to stop training and gets nailed be lustful tranny
      13:08
      Muscle dilf needs to stop training and gets nailed be lustful tranny
      MrBizarrboy
      603.1K views
    • Sissy Training
      12:08
      Sissy Training
      75.7K views
    • ..BLOW YOUR MIND.. - TGIRS & GIRLS PMV
      04:37
      ..BLOW YOUR MIND.. - TGIRS & GIRLS PMV
      324.3K views
    • Summer Training
      08:12
      Summer Training
      Kaitlyn Gender
      170.4K views
    • Sissy Maid Gets Locked in Bondage and Chastity to Be Fucked by Her Sex Doll
      23:36
      Sissy Maid Gets Locked in Bondage and Chastity to Be Fucked by Her Sex Doll
      Sissy Candy
      30.9K views
    • Threesome Sissy Domination
      08:12
      Threesome Sissy Domination
      TSRyley
      8.4K views
    • Sissy Whiteboy Training
      01:23:19
      Sissy Whiteboy Training
      204.6K views
    • Ryley Rails JOI Sissy Training
      06:51
      Ryley Rails JOI Sissy Training
      TSRyley
      16.1K views
    • Daddy domination over his sissy sex slave and to taught her that my place is under his balls
      02:46
      Daddy domination over his sissy sex slave and to taught her that my place is under his balls
      alinanightsky
      141.2K views
    • sissy training video
      11:54
      sissy training video
      176.2K views
    • Sissy chastity training
      08:23
      Sissy chastity training
      227.1K views
    • the DREAM of the girl next door, a sporty trans girl after training puts her boyfriend to suck in the kitchen
      01:24
      the DREAM of the girl next door, a sporty trans girl after training puts her boyfriend to suck in the kitchen
      GiGiMoon81
      160.9K views
    • An Extraordinary Sex Session with This Extraordinary Sissy Who Breaks All the Rules!
      18:08
      An Extraordinary Sex Session with This Extraordinary Sissy Who Breaks All the Rules!
      Trans and Co
      11K views
    • Making You a Weak Soy Boy Sissy
      11:19
      Making You a Weak Soy Boy Sissy
      Natalie Napoli
      13.6K views
    Previous page
    Next page
    1
    1. 1
    2. ...
    3. 4
    4. 5
    5. 6
    6. 7
    7. 8
    8. ...
    9. 43
    10. ...
    11. 80
    80

    Searches Related to Cuckold Training

    • X Rated
    • Guide
    • Hubby Fucked
    • Black Shemales Showing Their Big Dicks
    • Oooo Xxxx Xxxx Oooo
    • Sadistic Mistress
    • Dom Dom Dom Pmv
    • Sissygasm
    • Blow His Back Out
    • Drag Queen Show Drag Queen Show
    • Monster Shecock
    • Transvestite Clubbing
    • Swinger Club
    • Brutal Pegging
    • Bareback Orgy
    • Maximum Perversum Extrem Pervers
    • Breaking Ass
    • Girldick
    • Sph
    • Not Gay
    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