PornPorn US
  • Videos
  • Photos
  • Short videos
  • Users
    • Live Sex
    • Premium Premium Videos
      -60%
    • Sex Chat Nude Chat
    • Pornstars
    • Channels
    +14 MONTHS FREE 😱🎉🔥 Faphouse Holiday Sale

    Anal Sissy Trainer Porn Videos

    Free Videos
    Short videos
    Premium Videos
    Photos
    Anal
    Sissy
    Trainer
    Sissy Trainer
    Sissy Anal
    Sissy Anal BBC Trainer
    Mature Anal
    Amateur Anal
    Granny Anal
    Teen Anal
    Rough Anal
    Bbw Anal
    Milf Anal
    Asian Anal
    Anal Creampie
    Indian Anal
    Mom Anal
    Bbc Anal
    German Anal
    Anal Orgasm
    HD
    Full HD
    4K
    VR
    Best Videos
    By clicking the content you will also see an ad. AD
    • Fap2myEx 2 Sissy Trainer
      05:50
      Fap2myEx 2 Sissy Trainer
      340.5K views
    • Black sissy trainer
      01:41
      Black sissy trainer
      79.8K views
    • Sissy trainer Cum from anal
      00:21
      Sissy trainer Cum from anal
      123.8K views
    • Sissy Delicious - The Program (Part 1)
      16:07
      Sissy Delicious - The Program (Part 1)
      208K views
    • Big Black Cock Sissy Faggot Trainer #5
      03:58
      Big Black Cock Sissy Faggot Trainer #5
      267.3K views
    • Sissy humiliation hypno trainer
      06:42
      Sissy humiliation hypno trainer
      163.9K views
    • So you want to be a sissy?
      39:53
      So you want to be a sissy?
      157.9K views
    • Top 10 Sissy Ideas 2023 (pegging, Butt Plugs, Piss, Chastity, Diapers, Enema)
      23:35
      Top 10 Sissy Ideas 2023 (pegging, Butt Plugs, Piss, Chastity, Diapers, Enema)
      Fetish Explorers
      108.1K views
    • Submissive Boyfriend Weekly Anal Training - Deep and Hard
      01:05
      Submissive Boyfriend Weekly Anal Training - Deep and Hard
      InNeedOfTheFist
      75.5K views
    • SISSY ANAL TRAINER (METRONOME)
      29:00
      SISSY ANAL TRAINER (METRONOME)
      301.4K views
    • Sissy poppers trainer x
      08:52
      Sissy poppers trainer x
      152.9K views
    • 30 minute extrem ass training from Sissy "D"
      30:40
      30 minute extrem ass training from Sissy "D"
      Drift3-4
      201.3K views
    • Feminising my sissy boi husband and pegging his tight hole and filling his mouth with cum
      02:49
      Feminising my sissy boi husband and pegging his tight hole and filling his mouth with cum
      MistressKara04
      119.2K views
    • Sissy Anal Trainer - the Pornstar Roleplay
      19:44
      Sissy Anal Trainer - the Pornstar Roleplay
      240.6K views
    • Husband gets sissified and fucked in his ass whilst being humiliated
      01:30
      Husband gets sissified and fucked in his ass whilst being humiliated
      MistressKara04
      36.8K views
    • Dirty wife as a nasty trainer of her sissy husband
      03:38
      Dirty wife as a nasty trainer of her sissy husband
      Euro Porn Vids
      114.2K views
    • BBC Trainer by Lulu Blond
      06:07
      BBC Trainer by Lulu Blond
      368K views
    • DIAPER and PISS ENEMA treatment for SISSY husband in CHASTITY
      11:46
      DIAPER and PISS ENEMA treatment for SISSY husband in CHASTITY
      Fetish Explorers
      100.4K views
    • BBC Anal Rodeo
      06:26
      BBC Anal Rodeo
      94.4K views
    • sissy dildo trainer - anal multiplier
      04:35
      sissy dildo trainer - anal multiplier
      104.8K views
    • homemade 1 blonde wife anal
      03:58
      homemade 1 blonde wife anal
      286.5K views
    • Mistress returns home from the gym and pounds her bitches boi pussy for another workout
      06:17
      Mistress returns home from the gym and pounds her bitches boi pussy for another workout
      MistressKara04
      40.1K views
    • SISSY ANAL TRAINER - GINA VALENTINA ROLEPLAY
      20:17
      SISSY ANAL TRAINER - GINA VALENTINA ROLEPLAY
      130.2K views
    • anal dildo trainer
      15:17
      anal dildo trainer
      86.1K views
    • For Sissy Sluts RU
      08:39
      For Sissy Sluts RU
      404.2K views
    • Sissy Slut Hypno - Become a Whore
      07:00
      Sissy Slut Hypno - Become a Whore
      63.2K views
    • Talishas Sissy Anal Trainer
      29:00
      Talishas Sissy Anal Trainer
      56.9K views
    • Pounding his boi pussy making him moan and cum all over himself
      02:42
      Pounding his boi pussy making him moan and cum all over himself
      MistressKara04
      27.8K views
    • RIM JOB TRAINING FOR GOOD BOYS
      02:05
      RIM JOB TRAINING FOR GOOD BOYS
      SecretHornyMilf
      939 views
    • SIT ON MY DILDO, GOOD BOY
      02:05
      SIT ON MY DILDO, GOOD BOY
      SecretHornyMilf
      1.3K views
    • JOI Cuck Anal Training CEI Next Level - Luna Doll
      01:25
      JOI Cuck Anal Training CEI Next Level - Luna Doll
      Luna Doll
      29.2K views
    • anal dildo trainer 2
      05:14
      anal dildo trainer 2
      57.5K views
    • sissy dildo trainer vol 2
      11:25
      sissy dildo trainer vol 2
      23.9K views
    • BBC Task Game (First Adventure)
      14:07
      BBC Task Game (First Adventure)
      87.3K views
    • SISSY ANAL HOOK TRAINING by DominaFire
      01:50
      SISSY ANAL HOOK TRAINING by DominaFire
      DominaFireOfficial
      47.9K views
    • Sissy Anal Trainer - Gina Valentina Roleplay
      20:17
      Sissy Anal Trainer - Gina Valentina Roleplay
      39.6K views
    • sissy dildo trainer - gabby
      05:47
      sissy dildo trainer - gabby
      36.2K views
    • Daniela
      Online
      Daniela
    • Submissive Sissy cock sluts (pervers73)
      10:00
      Submissive Sissy cock sluts (pervers73)
      297.9K views
    • Sissy Anal Trainer - the Pornstar Roleplay
      19:44
      Sissy Anal Trainer - the Pornstar Roleplay
      35.5K views
    • Sissy boi gets his cock & balls pulled whilst his ass being pounded
      01:53
      Sissy boi gets his cock & balls pulled whilst his ass being pounded
      MistressKara04
      13.3K views
    • Sissy Anal Training by DOMINAFIRE
      03:34
      Sissy Anal Training by DOMINAFIRE
      DominaFireOfficial
      51K views
    • Black Cock Worship: Black Cock Whore
      05:57
      Black Cock Worship: Black Cock Whore
      200.8K views
    • Sissy bitch dressed up, wearing a wig and pegged hardcore in his tight hole
      04:35
      Sissy bitch dressed up, wearing a wig and pegged hardcore in his tight hole
      MistressKara04
      26.3K views
    • DeepSlutPuppy Ep.7 - Vanilla
      04:49
      DeepSlutPuppy Ep.7 - Vanilla
      11.4K views
    • SissyStudent - Anal Basics
      06:15
      SissyStudent - Anal Basics
      81.9K views
    • She Wants To Be A Sissy, So She Gets a Massive Dick In The Ass
      02:14
      She Wants To Be A Sissy, So She Gets a Massive Dick In The Ass
      Fat Goddes
      37.6K views
    Next page
    1. 1
    2. 2
    3. 3
    4. 4
    5. 5
    6. 6
    7. ...
    8. 41
    9. ...
    10. 80
    80

    Searches Related to Anal Sissy Trainer

    • Sissy Anal BBC Trainer
    • Crossdresser Ass Licking
    • Russian Femdom Training
    • Sexy Trap
    • Crossdresserlover Asslick
    • Chastity Sissies
    • Striptease Dancer
    • What Does Dsl Stand for Sexually
    • Pink Collar BDSM
    • Male Stripper Thong
    • Sissywarm
    • Sex Femboy Feminine
    • Bondage Crossdressed
    • Female Camel Clutch
    • Panty Bound
    • Hot CD Porn
    • Anal Boot Camp
    • Sissy Maid Slave
    • Best Xhamster 007
    • Sissies in Action
    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