PornPorn Transgender • US
  • Videos
  • Photos
  • Short videos
  • Users
    • Live Sex
    • Premium Premium Videos
    • Pornstars
    • Channels
    ❄️ GOODBYE, WINTER! 🌞 Hello, Big Savings on Faphouse 🎉

    Boyfriend Training 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
    • Pleasure Pain Sissy
      03:14
      Pleasure Pain Sissy
      49.5K views
    • Train ride with Happy End, Part 1
      01:58
      Train ride with Happy End, Part 1
      121.5K views
    • Sissygasm for Domina
      02:18
      Sissygasm for Domina
      FrinaXXX
      22.1K views
    • Two Shemale fucks Girl in Train - 3d Futa animation sex
      08:11
      Two Shemale fucks Girl in Train - 3d Futa animation sex
      155K views
    • Sissy Whore Hypnosis
      03:30
      Sissy Whore Hypnosis
      51.9K views
    • Sissy 80 day chastity cum
      04:13
      Sissy 80 day chastity cum
      Jess Harper
      90.6K views
    • Sissy Candy in Red Lingerie Gets Spitroasted by Her Fucking Machine and Doll
      08:25
      Sissy Candy in Red Lingerie Gets Spitroasted by Her Fucking Machine and Doll
      Sissy Candy
      23.7K views
    • Chastity fox ninja cosplay and huge anal dildo destruction
      15:35
      Chastity fox ninja cosplay and huge anal dildo destruction
      AngelSissyWhore
      15.3K views
    • Tiny Sissy tries to ride humongous bad dragon Dildo but fails and so she close up with a jucy self facial cumshot
      07:29
      Tiny Sissy tries to ride humongous bad dragon Dildo but fails and so she close up with a jucy self facial cumshot
      Sissy Slut Chantal Sweet
      59.8K views
    • Public piss and sissy training
      05:33
      Public piss and sissy training
      Lola Spais
      132.2K views
    • Tranny Femdom SPH! Cockless chastity slave is transformed into a two-hole slut!
      01:17
      Tranny Femdom SPH! Cockless chastity slave is transformed into a two-hole slut!
      TV_Helena
      17.7K views
    • Slutnotic: You Are My Sissy (Slut Training)
      01:11
      Slutnotic: You Are My Sissy (Slut Training)
      littlemissbrat
      32.3K views
    • Training for male slut
      17:39
      Training for male slut
      245.2K views
    • Big Black Cock Training Day
      12:51
      Big Black Cock Training Day
      WaifuStuff
      67.7K views
    • Sissy in Pink Dress and Chastity Plays with Her Butt Plug and Gets Fucked Hard by Machine
      16:04
      Sissy in Pink Dress and Chastity Plays with Her Butt Plug and Gets Fucked Hard by Machine
      Sissy Candy
      18.7K views
    • The First Time I Put a 7 Cm Hand in My Ass
      06:52
      The First Time I Put a 7 Cm Hand in My Ass
      Dicktrassy dicktrassy
      11.8K views
    • Sissy Haileydoll In Chastity Anal Training And Gapes
      01:12
      Sissy Haileydoll In Chastity Anal Training And Gapes
      Sissy Haileydoll
      73.9K views
    • sexy shemale and girl in train
      16:23
      sexy shemale and girl in train
      262.7K views
    • Training You to Be My Sissy
      12:30
      Training You to Be My Sissy
      Natalie Napoli
      15.8K views
    • Very  Hot Trans Train 3some
      07:09
      Very Hot Trans Train 3some
      236.1K views
    • Asian beauty in school uniform squirts while training her own anal by pushing a huge anal plug out of her sissy pussy.
      07:47
      Asian beauty in school uniform squirts while training her own anal by pushing a huge anal plug out of her sissy pussy.
      Harinni
      5.4K views
    • Anal Expander Toy
      04:40
      Anal Expander Toy
      Alexalovesit
      3K views
    • Sissy training
      08:49
      Sissy training
      parttcrossdresser
      37.8K views
    • Stretching my Ass - Sissy Training
      07:02
      Stretching my Ass - Sissy Training
      Veronica Sanders
      155.4K views
    • Wrecked Ass Games POV
      11:12
      Wrecked Ass Games POV
      Melinda James
      17.1K views
    • Ts Stroka Trains Muscle Booty Bottom
      01:07
      Ts Stroka Trains Muscle Booty Bottom
      88.4K views
    • Dirty Sissy whore closed, brought up and humiliated into dilapidated residential ruins.
      14:42
      Dirty Sissy whore closed, brought up and humiliated into dilapidated residential ruins.
      Denise Humain
      34.2K views
    • Dog training for two subs
      11:45
      Dog training for two subs
      95.5K views
    • Sissy fag, Jes Slutty Dance
      15:57
      Sissy fag, Jes Slutty Dance
      Sissy Cindy Slut
      3.5K views
    • PetraTS facefucked till she gaggs.
      02:43
      PetraTS facefucked till she gaggs.
      48.6K views
    • The gladiatrix fucks her slave to train her big cock, fucking her passive whore until she can no longer hold her cum in his ass
      07:12
      The gladiatrix fucks her slave to train her big cock, fucking her passive whore until she can no longer hold her cum in his ass
      DotadaSP
      141.4K views
    • Gothic Sissy Slut In Pink Dress Workouts With Her BBC Dildo
      09:16
      Gothic Sissy Slut In Pink Dress Workouts With Her BBC Dildo
      Vane03_siss
      23.8K views
    • Radroachhd Intense Hardcore Sex on a Train: Nymphomaniac Slut Addicted to Massive Cocks Gets Roughly Fucked with Gaping Ass
      01:39
      Radroachhd Intense Hardcore Sex on a Train: Nymphomaniac Slut Addicted to Massive Cocks Gets Roughly Fucked with Gaping Ass
      Hatanoxxxmiwa
      33.6K views
    • A Cocksucking Training - Part 1
      03:45
      A Cocksucking Training - Part 1
      Vurikat
      17.6K views
    • Lesbian Shemale Making Love in Japanese School Uniform
      04:58
      Lesbian Shemale Making Love in Japanese School Uniform
      SissyKanisa
      62.2K views
    • Asian Sissy Femboy Slave Squirt During Anal Training Session With Machine While Tied Up And Using Chastity Cage
      07:21
      Asian Sissy Femboy Slave Squirt During Anal Training Session With Machine While Tied Up And Using Chastity Cage
      MaureenNadh
      12.1K views
    • Jill Pill: Dildo Throat Training
      02:27
      Jill Pill: Dildo Throat Training
      Will__sin
      2.1K views
    • Sissy Candy's Dildo Post Compilation!
      09:24
      Sissy Candy's Dildo Post Compilation!
      Sissy Candy
      54.6K views
    • Sissy Slut Spanked Fisted And Fed Her Own Cum by Mistress Polieana
      05:29
      Sissy Slut Spanked Fisted And Fed Her Own Cum by Mistress Polieana
      Jessica Bloom
      38.3K views
    • Petra 1e training
      22:54
      Petra 1e training
      PetraTVsletje
      57K views
    • Sissy Therapy by Trans Femdom Therapist Melissa Masters
      03:23
      Sissy Therapy by Trans Femdom Therapist Melissa Masters
      Melissa Masters
      29.9K views
    • 3 shemales fucking hard like a horny train
      10:00
      3 shemales fucking hard like a horny train
      202K views
    • Doggy Training Part 2
      03:08
      Doggy Training Part 2
      Kim Wagner
      77K views
    • bbc bimbo sloppy deepthroat training
      01:38
      bbc bimbo sloppy deepthroat training
      Bimbogiga
      79K views
    • Sissy Kanisa in Sexy Purple Nightwear Ep1
      05:29
      Sissy Kanisa in Sexy Purple Nightwear Ep1
      SissyKanisa
      5.5K views
    • after training
      05:18
      after training
      cazador de traps
      7.2K views
    • Sonechka tells how she managed to become a sissy whore. You just need to cum in your mouth everyday
      01:51
      Sonechka tells how she managed to become a sissy whore. You just need to cum in your mouth everyday
      Sonechka25
      133.4K views
    Previous page
    Next page
    1
    1. 1
    2. ...
    3. 6
    4. 7
    5. 8
    6. 9
    7. 10
    8. ...
    9. 44
    10. ...
    11. 80
    80
    Categories
    American
    4K Porn
    HD Videos
    VR Porn
    Shemale Fucks Guy
    Black
    Big Cock
    Shemale Fucks Shemale
    Amateur
    Shemale Fucks Girl
    Sissy
    Ladyboy
    Guy Fucks Shemale
    Compilation
    Blowjob
    Big Black Cock
    Cum In Mouth
    Big Ass
    Creampie
    Bareback
    Cumshot
    Mature
    Homemade
    Teen
    Anal
    Masturbation
    Domination
    Transgender
    Asian
    Solo
    BBW
    Brazilian
    Cartoon
    Mexican
    Vintage
    Interracial
    Big Tits
    Young
    Japanese
    Small Cock
    Trans Woman
    Threesome
    Lingerie
    Gangbang
    Thai
    Petite
    Colombian
    BDSM
    Public
    MILF
    Couple
    Rough Sex
    Anal Masturbation
    Stockings
    Dildo
    Babysitter
    POV
    Cuckold
    Small Tits
    Outdoor
    Trans Man
    Handjob
    Hentai
    Group Sex
    FTM
    Indian
    Fetish
    Chinese
    Massage
    Bondage
    Pissing
    Double Penetration
    English
    Behind The Scenes
    Role Play
    Anal Toy
    British
    SFW
    All categories
    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