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

    Cuckold Trainer Porn Videos

    Free Videos
    Short videos
    Premium Videos
    Photos
    4K
    HD
    Full HD
    VR
    Best Videos
    By clicking the content you will also see an ad. AD
    • Sissy Hypno Dildo Trainer for Cockcraving anal Sluts - featuring Chantal and the Hankeys Toys Thicky Nicky, Jackpot Monster Cock
      09:34
      Sissy Hypno Dildo Trainer for Cockcraving anal Sluts - featuring Chantal and the Hankeys Toys Thicky Nicky, Jackpot Monster Cock
      Sissy Slut Chantal Sweet
      103.8K views
    • Sissy slut Sasha Q anal orgasm compilation collection
      07:09
      Sissy slut Sasha Q anal orgasm compilation collection
      Sissy_Sasha_Q
      101K views
    • Big Girls Playing Big Black Toys
      02:49
      Big Girls Playing Big Black Toys
      Melinda James
      13K views
    • Dildo Training for Sissies, Femboys, Anal Sluts and Other Cock-hungry Holes - Ride Your Dildo Full of Passion.
      06:11
      Dildo Training for Sissies, Femboys, Anal Sluts and Other Cock-hungry Holes - Ride Your Dildo Full of Passion.
      Sissy Slut Chantal Sweet
      23.4K views
    • Sissy Training 202 Double Trouble
      07:09
      Sissy Training 202 Double Trouble
      TSRyley
      1K views
    • Crossdressing into Slutty Blonde
      06:52
      Crossdressing into Slutty Blonde
      Bailey Wilde
      39.6K views
    • HA66Bondage trained, trainer Abby used toys fuck her like crazy and squirt!
      01:28
      HA66Bondage trained, trainer Abby used toys fuck her like crazy and squirt!
      Shinoda hakumi
      34.6K views
    • Sissy Sqwirt Trainning
      02:34
      Sissy Sqwirt Trainning
      FrinaXXX
      5.5K views
    • Can I do this to your cock or is this too much for you to handle?
      01:16
      Can I do this to your cock or is this too much for you to handle?
      Sissyvalerie69
      4.1K views
    • What you looking for? A feminization Musical - Sissy Victoria
      02:45
      What you looking for? A feminization Musical - Sissy Victoria
      Sissy Victoria
      23.4K views
    • Sissy Slut Trains her Throat on Big Purple Dildo
      02:16
      Sissy Slut Trains her Throat on Big Purple Dildo
      CumslutSasha
      3.6K views
    • Twerk My Juicy Big White Ass
      04:55
      Twerk My Juicy Big White Ass
      Dicktrassy dicktrassy
      769 views
    • Sweet ladyboy posing in public
      06:53
      Sweet ladyboy posing in public
      Letany Ponny
      20.5K views
    • Lizz_ss25 anal sissy slut training
      06:00
      Lizz_ss25 anal sissy slut training
      Lizz_ss25
      4.5K views
    • Playing with Myself, Sissy Victoria
      03:30
      Playing with Myself, Sissy Victoria
      Sissy Victoria
      5.4K views
    • Big Booty Sissy Slut Chantal Sweet
      02:43
      Big Booty Sissy Slut Chantal Sweet
      Sissy Slut Chantal Sweet
      20.4K views
    • Indian Sissy plays with herself - Sissy Victoria
      02:50
      Indian Sissy plays with herself - Sissy Victoria
      Sissy Victoria
      7.5K views
    • Male everything in my future
      00:32
      Male everything in my future
      Karma Rainbow Smith D
      5.9K views
    • Lizzy Yum - Lizzy cums – continuous orgasm female edging trainer
      13:03
      Lizzy Yum - Lizzy cums – continuous orgasm female edging trainer
      Lizzy Yum
      8.9K views
    • Sissy Slut Chantal Sweet
      01:56
      Sissy Slut Chantal Sweet
      Sissy Slut Chantal Sweet
      8.4K views
    • Fat Sissy riding anal trainer in slow motion
      02:09
      Fat Sissy riding anal trainer in slow motion
      Chubby Sissy Dani
      2K views
    • Anal Trainer
      00:36
      Anal Trainer
      874 views
    • I greeted the pizza boy without a bra
      05:07
      I greeted the pizza boy without a bra
      cd_aysemmm
      149.7K views
    • Naughty Married Brunette Fucks with Big Cock Redhead Trans in Front of Cuckold
      21:57
      Naughty Married Brunette Fucks with Big Cock Redhead Trans in Front of Cuckold
      Monica Lima
      64.4K views
    • I surprised the pizza boy
      05:07
      I surprised the pizza boy
      cd_aysemmm
      23.9K views
    • Cucked by Aelin Blue and Kathrine Bush
      08:12
      Cucked by Aelin Blue and Kathrine Bush
      Aelin Blue
      44.9K views
    • Sissy Workout
      03:40
      Sissy Workout
      WaifuStuff
      230.5K views
    • Big titty mommy get fucked by big cock and cuck clean
      12:53
      Big titty mommy get fucked by big cock and cuck clean
      Crystal Phoenix
      168.2K views
    • Sabina Steele Gets Trans Cuckold Creampie
      08:12
      Sabina Steele Gets Trans Cuckold Creampie
      Trans Roommates
      337.8K views
    • Permanent Chastity - Locking Using a Permalocker
      01:12
      Permanent Chastity - Locking Using a Permalocker
      FunkyLasers
      108.3K views
    • White Boy BBC Humiliation Joi Handsfree Cum
      02:23
      White Boy BBC Humiliation Joi Handsfree Cum
      Kymmy Harper
      127.4K views
    • Black Sissy princess exploring her hole for step mommys and step daddys
      03:02
      Black Sissy princess exploring her hole for step mommys and step daddys
      M MommyOwnsMe
      38.2K views
    • Little Brown Booty Thanging and Swanging
      01:24
      Little Brown Booty Thanging and Swanging
      Serena Cocoa
      11.9K views
    • Sissy Cuckold Husband Plays While Wife Is With Her Bull
      05:10
      Sissy Cuckold Husband Plays While Wife Is With Her Bull
      Jason Coxe
      29.9K views
    • TURED IF BEING A MAN WHEN I CAN BE A  BIG BOOTY BIG DICK TRANS BADDIE
      08:06
      TURED IF BEING A MAN WHEN I CAN BE A BIG BOOTY BIG DICK TRANS BADDIE
      TWERKINGBOYS
      10.2K views
    • I greeted the pizza boy in pantyhose (no panties)
      05:07
      I greeted the pizza boy in pantyhose (no panties)
      cd_aysemmm
      7.4K views
    • TS Lifeguard Cucks her man for BBC
      10:05
      TS Lifeguard Cucks her man for BBC
      Alyson Eclair
      36.2K views
    • Transgender cuckold husband wants anal sex with muslim wife
      05:10
      Transgender cuckold husband wants anal sex with muslim wife
      Souzan Halabi
      427.6K views
    • TOY TIME FIRST THING IN THE MORNING
      01:52
      TOY TIME FIRST THING IN THE MORNING
      TWERKINGBOYS
      2.8K views
    • From Cuck Boy to Sissy Girl
      08:12
      From Cuck Boy to Sissy Girl
      Natalie Napoli
      1K views
    • I Want a Real Trans Dick Like this to TWERK ON
      07:01
      I Want a Real Trans Dick Like this to TWERK ON
      TWERKINGBOYS
      2.2K views
    • You stroke to feet while they get cucked
      12:47
      You stroke to feet while they get cucked
      obeylilith.com
      17.1K views
    • WOULD YOU DICK MY LONG FAT TS DICK
      05:35
      WOULD YOU DICK MY LONG FAT TS DICK
      TWERKINGBOYS
      2.9K views
    • Empress Mysti Gives Trans Couple a Hot Cuckold
      08:12
      Empress Mysti Gives Trans Couple a Hot Cuckold
      Trans Roommates
      48.1K views
    • Rubberdoll Whore Masturbates in Chastity and Cums
      02:04
      Rubberdoll Whore Masturbates in Chastity and Cums
      Sissy Sidney
      38.3K views
    • Trans Wife Gets Cuckold From Fiery Redhead Sarina Havoc
      08:12
      Trans Wife Gets Cuckold From Fiery Redhead Sarina Havoc
      Trans Roommates
      28.2K views
    • BBC TRANS TWERKING DM FOR CUSTOMS
      06:21
      BBC TRANS TWERKING DM FOR CUSTOMS
      TWERKINGBOYS
      1.1K views
    Next page
    1. 1
    2. 2
    3. 3

    Searches Related to Cuckold Trainer

    • Turning Cuck Husband Into Faggot
    • Sissy Bimbo Brainwash
    • Shemale Trainer
    • Cocksucker Training
    • Dirty Talking Wife Cuckold
    • Brainwashing
    • Bi Confusion
    • Femboy Gangbang
    • Cock Sucking Trainer
    • Anal Train
    • Transboy Ftm Big Clit Masturbation
    • A Guide to Sissification Beginner
    • Tranny Bondage Handjob BDSM
    • Cuckold Humiliation
    • Whore Training
    • Bbc Brainwash
    • Trap Video Tumblr
    • Trans Femdom Porn
    • Dildo Instruction
    • Real Prison Thug Breeding
    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