PornPorn Transgender • US
  • Videos
  • Short videos
  • photos
  • Users
    Forgot password
    Sign in with Google
    Sign in with X
    Sign up for free
    Videos
    • Best Videos
    • Short Videos
    • Watch History
    • American
    • Amateur
    • Shemale Fucks Guy
    • Shemale Fucks Girl
    • Big Cock
    • All categories
    Live Sex
    Categories
    • Shemale Fucks Guy
    • Black
    • Big Cock
    • Shemale Fucks Shemale
    • Amateur
    • All categories
    Pornstars
    • Pornstars
    • By Countries
    • xHamster Creators
    Creators
    • Top Creators
    • Top Creator Videos
    • Awards 2025
    • All xHamster Creators
    • By Countries
    • Become a Creator
    Channels
    Photos
    • Ladyboy
    • Tranny
    • Big Cock
    • Thai
    • Blowjob
    • All categories
    Faphouse
    Premium Videos
    Dating
    Subscriptions
    • Upload
    LET IT SNOW, LET IT SAVE! ☃️ Faphouse Discounts – Winter Edition
    Search in orientations
    Minimum quality
    720p+
    1080p+
    2160p+
    • Relevance
    • Date
    • Views
    • Rating
    • Duration
    Filter by Categories
    • 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
    Duration (min)
    Date
    Production
    FPS
    Exclude categories
    Reset all filters

    Anal Training Joi Porn Videos

    Free Videos
    Short videos
    Premium Videos
    Photos
    Anal
    Training
    Anal Training
    Anal JOI
    Shemale JOI
    Anal Orgasm
    Femboy Anal
    Anal Creampies
    Sissy Anal
    Sissy JOI
    Crossdresser Anal
    Shemale Anal
    Trans Anal
    Anal Sissygasm
    Anal Masturbation
    Double Anal
    Ladyboy Anal
    Painful Anal
    Anal Dildo
    Femboy JOI
    Best Videos
    By clicking the content you will also see an ad. AD
    How to train your sissy ass
    17:41
    How to train your sissy ass
    663.8K views
    Sissy Juvia does some encouraging Sissyfication Training JOI
    10:08
    Sissy Juvia does some encouraging Sissyfication Training JOI
    JuviaJolie
    27.3K views
    My wife told me to play this
    11:13
    My wife told me to play this
    970.6K views
    30 mins anal training for sissies
    30:00
    30 mins anal training for sissies
    51.7K views
    Sissy #2: Becoming A Cock Slut
    15:35
    Sissy #2: Becoming A Cock Slut
    873.6K views
    Setsunas anal training enjoyment
    08:03
    Setsunas anal training enjoyment
    Setsuna_Iris
    33K views
    sissy training
    39:53
    sissy training
    136K views
    Sissy Anal Training Instructions - Fuck your Ass with Me FULL VID on LayneLovee Manyvids
    01:24
    Sissy Anal Training Instructions - Fuck your Ass with Me FULL VID on LayneLovee Manyvids
    Layne Love
    26.2K views
    Anal training for experienced anal sluts
    27:27
    Anal training for experienced anal sluts
    231.2K views
    Online Sissy Anal Training
    03:28
    Online Sissy Anal Training
    Apple00001
    17.9K views
    Fucking of a Lifetime - Variety Itsol
    10:36
    Fucking of a Lifetime - Variety Itsol
    Rodrigo Amor
    3.4M views
    Sissy Shauna Garnet Engaged in Intense Anal Training to hopefully become Amateur Pornstar of 2022!! Thumbs up and Sub!!
    05:37
    Sissy Shauna Garnet Engaged in Intense Anal Training to hopefully become Amateur Pornstar of 2022!! Thumbs up and Sub!!
    Shauna Garnet
    12.5K views
    TRAIN YOUR SISSY PUSSY, BE A BUTTSLUT
    09:06
    TRAIN YOUR SISSY PUSSY, BE A BUTTSLUT
    558.7K views
    Sissy Anal Training Big Dildos Crossdresser Amateur Self Fuck
    07:13
    Sissy Anal Training Big Dildos Crossdresser Amateur Self Fuck
    Twokisses
    2.9K views
    girlcock brainwashing - sink even deeper
    17:10
    girlcock brainwashing - sink even deeper
    400.1K views
    Crossdresser Anal Training 1 little vibro appetizer
    09:25
    Crossdresser Anal Training 1 little vibro appetizer
    3.8K views
    Your Very First Time - Trans Femdom GFE with Melissa Masters
    03:40
    Your Very First Time - Trans Femdom GFE with Melissa Masters
    Melissa Masters
    369.7K views
    Francis Malice Anal Training with Several Dildos Part 1
    08:12
    Francis Malice Anal Training with Several Dildos Part 1
    FapHouse
    2.5K views
    sissy anal cumming trainer
    56:50
    sissy anal cumming trainer
    750.2K views
    Brazilian CD Anal Training on Webcam!
    03:25
    Brazilian CD Anal Training on Webcam!
    KellyCD666
    1.3K views
    Your First Time Getting Fucked by a Trans Girl: First Date GFE POV Femdom
    06:31
    Your First Time Getting Fucked by a Trans Girl: First Date GFE POV Femdom
    Many Vids
    581.3K views
    Swallow My Cum
    15:15
    Swallow My Cum
    TSRyley
    260K views
    3 anal orgasm and hot creampie for skinny trans whore
    16:52
    3 anal orgasm and hot creampie for skinny trans whore
    ActorFab
    2M views
    My Biggest Anal Dildo Training Vf
    08:12
    My Biggest Anal Dildo Training Vf
    FapHouse
    58.9K views
    Cum eating instructions hung tgirl eats her own cum to show you how it's done, humiliation feminization JOI
    13:19
    Cum eating instructions hung tgirl eats her own cum to show you how it's done, humiliation feminization JOI
    Holly unt
    82.8K views
    SISSYALINE TRAIN YOUR SISSY PUSSY
    09:06
    SISSYALINE TRAIN YOUR SISSY PUSSY
    467.9K views
    Real sissy hypnotic
    24:43
    Real sissy hypnotic
    230.8K views
    The Secret to Achieving Female Squirting Orgasm. Sissification for Crossdressers (part 4)
    07:20
    The Secret to Achieving Female Squirting Orgasm. Sissification for Crossdressers (part 4)
    Sonechka25
    39.9K views
    A guide to sissication: Beginner - Am I a sissy?
    23:32
    A guide to sissication: Beginner - Am I a sissy?
    757.2K views
    SissyAline - Anal Slut
    19:19
    SissyAline - Anal Slut
    364.3K views
    anal orgasm training
    10:17
    anal orgasm training
    156.5K views
    ..BLOW YOUR MIND.. - TGIRS & GIRLS PMV
    04:37
    ..BLOW YOUR MIND.. - TGIRS & GIRLS PMV
    325.7K views
    Sissy Dreams 3
    26:07
    Sissy Dreams 3
    1.2M views
    Ryley Rails JOI Sissy Training
    06:51
    Ryley Rails JOI Sissy Training
    TSRyley
    17.3K views
    Shemale Anatomy
    03:06
    Shemale Anatomy
    2.8M views
    Sissy Ass Training Self Creampie
    13:23
    Sissy Ass Training Self Creampie
    TSRyley
    33.5K views
    sissy Trance Sperm Addiction
    14:48
    sissy Trance Sperm Addiction
    293.9K views
    Sissy Slut Training
    09:34
    Sissy Slut Training
    109.3K views
    POV housemate finds your panties and feminizes you JOI dominant trans girl
    11:53
    POV housemate finds your panties and feminizes you JOI dominant trans girl
    Holly unt
    168.1K views
    Chastity Sissygasm Compilation Encouragement - Sissy Jessica Bloom
    08:11
    Chastity Sissygasm Compilation Encouragement - Sissy Jessica Bloom
    Jessica Bloom
    118K views
    Fuck your ass while you jerk for shemales
    15:25
    Fuck your ass while you jerk for shemales
    321.5K 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
    105.2K views
    Another straight boy turned by Elizabeth Stewart
    04:05
    Another straight boy turned by Elizabeth Stewart
    Elizabeth Stewart
    3.1M views
    Miss Rose's Slutschool - My sexy booty training
    07:33
    Miss Rose's Slutschool - My sexy booty training
    Anoniema Rose
    83.7K views
    EAT SHEMALE CUM HYPNO CEI TRAINER PART 3
    36:39
    EAT SHEMALE CUM HYPNO CEI TRAINER PART 3
    1.7M views
    POV/JOI: Your trans friend helps you jerk off to the alternative and original green light, red light game, by pulling dice out of her ass
    21:40
    POV/JOI: Your trans friend helps you jerk off to the alternative and original green light, red light game, by pulling dice out of her ass
    Vane03_siss
    18.8K views
    Sissy training instructional
    17:12
    Sissy training instructional
    230.6K views
    • Back
    • 1
    • 2
    • 3
    • 4
    • 5
    • 6
    • ...
    • 80
    • Next

    Searches Related to Anal Training Joi

    • Anal JOI Sissy Training
    • Riding Dildo Orgasm Talking Dirty
    • Shemale Jerk off Instructions
    • Inserting Everyday Objects Into My Ass
    • Masturbate With Me
    • Stop Please Stop Dick Too Big
    • Thrusting Butt Plug
    • Cum Instruction
    • Sorry Sexy Video Girl Xxxx
    • Girlcock Brainwashing
    • Rectal Prolapse
    • Trap in Chastity
    • Jerk off Encouragement
    • Full Hard Sex Xxxxx Videos
    • Asshole Tease
    • Extreme Insertion
    • Erotic Audio
    • Gorgeous Trans XXX
    • Sissy Anal JOI
    • A Guide to Sissification Beginner
    xHamster
    • Press
    • 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
    Start making money with us
    • Camgirls Wanted
    • Creator Contest
    • Сontent Creators Program
    Monetize your content
    Become a creator
    © 2007 - 2026, xHamster.com
    Mobile 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