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

    Big Sissy 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
    • sissy dildo trainer 2019
      05:48
      sissy dildo trainer 2019
      109.9K views
    • Sissy Training Hankeys Big Daddy Medium Micro Chastity Cage
      02:33
      Sissy Training Hankeys Big Daddy Medium Micro Chastity Cage
      A Alexa-CGN
      13.9K views
    • Picking up a Sexy Tgirl off the Streets and Giving Her My BBC
      08:12
      Picking up a Sexy Tgirl off the Streets and Giving Her My BBC
      TGIRLPLAYHOUSE
      2.4M views
    • Sissy Training by Mistress Pixie
      07:40
      Sissy Training by Mistress Pixie
      Onlyfans
      11.3K views
    • Male to female gender transformation smoking whore
      16:00
      Male to female gender transformation smoking whore
      704K views
    • Sissy Training, Cum Like a Girl
      27:09
      Sissy Training, Cum Like a Girl
      FapHouse
      4.2K views
    • Shemale Cock Worship - Part 2
      06:12
      Shemale Cock Worship - Part 2
      298.6K views
    • Cum Like a Girl, Stay Limp - Sissy Training 015
      06:19
      Cum Like a Girl, Stay Limp - Sissy Training 015
      FapHouse
      1K views
    • She knows you want to be a girl
      16:43
      She knows you want to be a girl
      298.6K views
    • SISSY TRAINING Amateur Crossdresser Anal Dildo Big Black Dildo Riding
      10:31
      SISSY TRAINING Amateur Crossdresser Anal Dildo Big Black Dildo Riding
      Twokisses
      6.2K views
    • ADULT TIME - FUTA Teen Lulu Chu Wants Her FUTANARI COCK To Grow Big Like Her Stepmom Connie Perignon
      16:08
      ADULT TIME - FUTA Teen Lulu Chu Wants Her FUTANARI COCK To Grow Big Like Her Stepmom Connie Perignon
      AdultTime
      3.8M views
    • Sissy training her sucking and riding
      05:13
      Sissy training her sucking and riding
      FapHouse
      2.6K views
    • Eat Shemale Cum CEI pt.1
      11:13
      Eat Shemale Cum CEI pt.1
      1.1M views
    • sissy training magic n.3
      03:08
      sissy training magic n.3
      117.2K views
    • 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
      106.2K views
    • BIG TOY SISSY TRAINING
      07:01
      BIG TOY SISSY TRAINING
      Fogal101
      32.3K views
    • Sissy Fag Trainer
      07:38
      Sissy Fag Trainer
      192.9K views
    • Sissy training 7
      02:58
      Sissy training 7
      FapHouse
      3.2K views
    • Best Shemale JOI of All Time
      03:23
      Best Shemale JOI of All Time
      780.7K views
    • Big ass sissy training, ride didlo & whips, solo, masked
      01:05
      Big ass sissy training, ride didlo & whips, solo, masked
      8.1K views
    • Cock Craving Whore - Sissy training JOI - Femdom
      08:45
      Cock Craving Whore - Sissy training JOI - Femdom
      393.4K views
    • Brat Perversions Freaky Sissy Training POV
      05:46
      Brat Perversions Freaky Sissy Training POV
      FapHouse
      5.6K views
    • sissy dildo trainer - emma
      13:39
      sissy dildo trainer - emma
      114K views
    • Sissy training ass pussy fucking Mr. Hankeys large Beowulf
      10:20
      Sissy training ass pussy fucking Mr. Hankeys large Beowulf
      A Alexa-CGN
      3.9K views
    • Sissy training instructional
      17:12
      Sissy training instructional
      231.8K views
    • sissy training 2
      03:11
      sissy training 2
      188.9K views
    • Real sissy hypnotic
      24:43
      Real sissy hypnotic
      232.5K views
    • Sissy Training her Holes
      06:05
      Sissy Training her Holes
      FapHouse
      9.8K views
    • Shemale worship JOI
      11:45
      Shemale worship JOI
      466.9K views
    • Sissy Training Hankeys XL Seahorse in Micro Chastity Cage
      02:57
      Sissy Training Hankeys XL Seahorse in Micro Chastity Cage
      A Alexa-CGN
      9.1K views
    • Cuckold husband gets hard painful fucking from his wife's bull lover hard humiliation CD Sissy Crossdresser Fiona Fortune
      13:12
      Cuckold husband gets hard painful fucking from his wife's bull lover hard humiliation CD Sissy Crossdresser Fiona Fortune
      Fiona Fortune
      221.7K views
    • Finally soaking   all in. Sissy training in chastity, riding dildo.
      04:47
      Finally soaking all in. Sissy training in chastity, riding dildo.
      A Alexa-CGN
      8.5K views
    • T-Girl Cum Compilation
      11:14
      T-Girl Cum Compilation
      1.7M views
    • Sissy Training - Dominatrix Fucks Emo Sissy and Makes Her Swallow Cum
      00:33
      Sissy Training - Dominatrix Fucks Emo Sissy and Makes Her Swallow Cum
      Onlyfans
      10.3K views
    • Extreme Cock for Sissy Hole!!
      05:24
      Extreme Cock for Sissy Hole!!
      Many Vids
      288.2K views
    • Sissy possitive brainwash Sissy conversion Sissy training Sissy mindset Femboy Shemale Trans Tgirl
      42:59
      Sissy possitive brainwash Sissy conversion Sissy training Sissy mindset Femboy Shemale Trans Tgirl
      LaraWhiteSissy
      6.6K views
    • Jade Venus Is Meeting Her Mother-In-Law For The First Time And Her Pussy At The Same Time - Trans Angels
      10:25
      Jade Venus Is Meeting Her Mother-In-Law For The First Time And Her Pussy At The Same Time - Trans Angels
      Trans Angels
      9.2M views
    • Sugar Cravsitt Presents: Sissy Training
      01:50
      Sugar Cravsitt Presents: Sissy Training
      7.5K views
    • Become Sissy Slut
      10:39
      Become Sissy Slut
      409.5K views
    • Complete Sissy Training Full Movie
      28:53
      Complete Sissy Training Full Movie
      FapHouse
      1.5K views
    • 2032 - the Bwno Future
      15:06
      2032 - the Bwno Future
      ChristineWest120
      123.6K views
    • Sissy training 3
      10:54
      Sissy training 3
      44.3K views
    • Feminize Yourself
      16:07
      Feminize Yourself
      450.1K views
    • Rubber sissy training at TV Mistress Bernadette
      02:24
      Rubber sissy training at TV Mistress Bernadette
      54K views
    • Craving CockWhore - Joi Sissy train
      08:45
      Craving CockWhore - Joi Sissy train
      189.7K views
    • Sissy Training
      02:37
      Sissy Training
      KatyKoroleva
      3.2K views
    • Shemale Cock Love Hypnosis
      10:37
      Shemale Cock Love Hypnosis
      1.6M views
    Previous page
    Next page
    1. 1
    2. 2
    3. 3
    4. 4
    5. 5
    6. 6
    7. ...
    8. 42
    9. ...
    10. 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
    Masturbation
    Domination
    Anal
    Transgender
    Brazilian
    Asian
    Solo
    BBW
    Mexican
    Cartoon
    Interracial
    Big Tits
    Vintage
    Japanese
    Young
    Small Cock
    Thai
    Gangbang
    Trans Woman
    Lingerie
    Threesome
    Petite
    BDSM
    Colombian
    Public
    Couple
    Rough Sex
    MILF
    POV
    Anal Masturbation
    Cuckold
    Dildo
    Small Tits
    Stockings
    Babysitter
    Trans Man
    Handjob
    Outdoor
    Indian
    Hentai
    Chinese
    FTM
    Group Sex
    Fetish
    Massage
    Bondage
    Pissing
    British
    Double Penetration
    Behind The Scenes
    Role Play
    German
    Anal Toy
    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