PornPorn Transgender • US
  • Straight
  • Gay
  • Transgender
  • 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
    • Big Cock
    • Black
    • 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
    Subscriptions Liked Watch History
    Newest Videos Best Videos Short Videos Top Creators Awards 2025
    • American
    • 4K Porn
    • HD Videos
    • VR Porn
    • Amateur
    • Anal
    • Anal Masturbation
    • Anal Toy
    • Asian
    • Babysitter
    • Bareback
    • BBW
    • BDSM
    • Behind The Scenes
    • Big Ass
    • Big Black Cock
    • Big Cock
    • Big Tits
    • Black
    • Blowjob
    • Bondage
    • Brazilian
    • British
    • Cartoon
    • Chinese
    • Colombian
    • Compilation
    • Couple
    • Creampie
    • Cuckold
    • Cum In Mouth
    • Cumshot
    • Dildo
    • Domination
    • Double Penetration
    • English
    • Fetish
    • FTM
    • Gangbang
    • German
    • Group Sex
    • Guy Fucks Shemale
    • Handjob
    • Hentai
    • Homemade
    • Indian
    • Interracial
    • Japanese
    • Ladyboy
    • Lingerie
    • Massage
    • Masturbation
    • Mature
    • Mexican
    • MILF
    • Outdoor
    • Petite
    • Pissing
    • POV
    • Public
    • Role Play
    • Rough Sex
    • SFW
    • Shemale Fucks Girl
    • Shemale Fucks Guy
    • Shemale Fucks Shemale
    • Sissy
    • Small Cock
    • Small Tits
    • Solo
    • Stockings
    • Teen
    • Thai
    • Threesome
    • Trans Man
    • Trans Woman
    • Transgender
    • Vintage
    • All categories

    Full-Length Sissy Anal Training Trans Porn Videos

    All Short videos
    Trending
    Newest
    Best Videos
    Premium Videos
    Anal Tranny Cams
    Quality
    • All
    • 720p+
    • 1080p+
    • 2160p+
    FPS
    • All
    • 30 FPS
    • 60 FPS
    Full Video
    • All
    • 0~2 min
    • 2~5 min
    • 5~10 min
    • 10~30 min
    • 30+ min
    • Full Video
    Production
    • All
    • Producers
    • xHamster Creators
    Clear filters
    Anal
    Sissy
    Anal JOI Sissy Training
    Sissy Big Cock Anal Training
    Anal Masturbation
    Anal Toy
    Young Anal
    Young Sissy
    Femboy Anal
    Anal Creampies
    Shemale Anal
    Sissy Feminization
    Amateur Sissy
    Sissy Crossdresser
    Anal Cumshot
    Tranny Anal
    Sissy Fuck
    Crossdresser Anal
    By clicking the content you will also see an ad. AD
    Amy sissy slut dildo training her ass in reverse cowgirl for master
    05:23
    Amy sissy slut dildo training her ass in reverse cowgirl for master
    2.9K views
    CD slut fuck machine anal
    20:10
    CD slut fuck machine anal
    CDkimmyslutness
    878 views
    Sasha Earth slut sissy with small white dildo gets fucked of toys masturbate big her ass in the bathroom
    05:02
    Sasha Earth slut sissy with small white dildo gets fucked of toys masturbate big her ass in the bathroom
    Sasha Earth
    3.4K views
    Sis-k on Pink Chinese Dress Try on Three Size of Anal Plug Ep1: Small and Medium Size Anal Plugs
    08:43
    Sis-k on Pink Chinese Dress Try on Three Size of Anal Plug Ep1: Small and Medium Size Anal Plugs
    SissyKanisa
    6.1K views
    Sissy Lara White crazy oiled anal masturbation anal gaping in the shower Big ass small tits femboy sissygasm anal orgasm
    32:51
    Sissy Lara White crazy oiled anal masturbation anal gaping in the shower Big ass small tits femboy sissygasm anal orgasm
    LaraWhiteSissy
    5.6K views
    Sissy BNWO while get fucked by sex maschine
    11:22
    Sissy BNWO while get fucked by sex maschine
    SissyDaniella
    4.3K views
    Sissy fucking new pussy hole
    15:06
    Sissy fucking new pussy hole
    SissyDaniella
    13.5K views
    Rubber Doll Drone Training For Master
    05:15
    Rubber Doll Drone Training For Master
    fucktoy13907
    5.5K views
    Sissy dildo riding compilation
    10:34
    Sissy dildo riding compilation
    SissyDaniella
    12.4K views
    BDSM TS Sissy Slave Orgasmic Compilation - Horny Trans Shemales
    07:34
    BDSM TS Sissy Slave Orgasmic Compilation - Horny Trans Shemales
    Denise Humain
    5.8K views
    Femboy Extreme Anal Training for Elbow Deep Fisting
    05:48
    Femboy Extreme Anal Training for Elbow Deep Fisting
    Marie CD
    5.3K views
    Sissy Sky in lingerie and red dress with her new Large dildo anal and cum shots at the end
    12:35
    Sissy Sky in lingerie and red dress with her new Large dildo anal and cum shots at the end
    Secret Sissy Sky
    4.3K views
    New crossdresser Lara White Sissy plays with dildos fucking her asspussy. Anal sex toy. Femboy sissy anal slut. cumming
    14:24
    New crossdresser Lara White Sissy plays with dildos fucking her asspussy. Anal sex toy. Femboy sissy anal slut. cumming
    LaraWhiteSissy
    5.6K views
    New Sissy Crossdresser Lara White with anal toy, dildo, ass gaping, ass fucking with big dildo. Femboy, Shemale, Trans.
    11:44
    New Sissy Crossdresser Lara White with anal toy, dildo, ass gaping, ass fucking with big dildo. Femboy, Shemale, Trans.
    LaraWhiteSissy
    4K views
    Anal fisting belladonnas magic hand par2
    05:30
    Anal fisting belladonnas magic hand par2
    Blackthursday
    9.2K views
    Thicc sissy solider slut training to serve the military
    06:25
    Thicc sissy solider slut training to serve the military
    AngelSissyWhore
    18.3K views
    sissy Barbara X big brown dildo
    08:15
    sissy Barbara X big brown dildo
    BarbaraWhite
    2K views
    Sissy Dildo Anal Training
    11:16
    Sissy Dildo Anal Training
    SissyDaniella
    4.6K views
    Spandexfemboy - Anal Dreams Part2
    24:39
    Spandexfemboy - Anal Dreams Part2
    1.6K views
    Riding the dildo
    10:32
    Riding the dildo
    Chrissy
    4.1K views
    Sissy soldier slut anal training (preview version)
    05:58
    Sissy soldier slut anal training (preview version)
    AngelSissyWhore
    24.7K views
    Traceytv plugged clamped caged satin sissy in boots 2
    08:25
    Traceytv plugged clamped caged satin sissy in boots 2
    Traceytv1975
    6.6K views
    Larissa1sexdoll A perfect Larissa day
    10:14
    Larissa1sexdoll A perfect Larissa day
    Larissa1sexdoll
    3.8K views
    Sissy fucks herself with bbc dildo
    06:05
    Sissy fucks herself with bbc dildo
    Lola Selina
    12K views
    Today's lesson, drilling and drinking
    12:37
    Today's lesson, drilling and drinking
    10.1K views
    Lady Alice Compilation 10 Lady Alice's Secret View Originals
    11:32
    Lady Alice Compilation 10 Lady Alice's Secret View Originals
    Mesmeriza
    6K views
    Kanisa Blue Satin Nightgown Anal Play Part1
    06:41
    Kanisa Blue Satin Nightgown Anal Play Part1
    SissyKanisa
    4K views
    Big Dick Femboy Jerks and Cums on His Asshole While Watching a Porn
    13:42
    Big Dick Femboy Jerks and Cums on His Asshole While Watching a Porn
    Margo-apollo
    1.6K views
    Had so much fun anal training and stretching out my hole
    11:21
    Had so much fun anal training and stretching out my hole
    TS_ZahraRose
    2K views
    Sissy Anal Play at home
    12:22
    Sissy Anal Play at home
    SissyDaniella
    2.8K views
    Sissy anal fuck in the bath
    10:25
    Sissy anal fuck in the bath
    SissyDaniella
    1.7K views
    Riding on huge dildo
    05:11
    Riding on huge dildo
    Sissy Iza
    5.7K views
    Sissy riding BBC dildo in new dress
    08:22
    Sissy riding BBC dildo in new dress
    SissyDaniella
    5.1K views
    Sisk Pantyhos Jerking off After Release Her Penis From Chastity Cage
    08:52
    Sisk Pantyhos Jerking off After Release Her Penis From Chastity Cage
    SissyKanisa
    4.7K views
    VR180 Sissy Training Part 1 (close up sissygasm)
    12:08
    VR180 Sissy Training Part 1 (close up sissygasm)
    AngelSissyWhore
    5.6K views
    Pink Sissy in Self Bondage Gets Locked to Her Doll and Fucked Hard by Machine
    32:34
    Pink Sissy in Self Bondage Gets Locked to Her Doll and Fucked Hard by Machine
    Sissy Candy
    5.9K views
    Cd ass play with big dildo
    06:42
    Cd ass play with big dildo
    Sasha Earth
    1.3K views
    IM SUCH A SLUT ,I LOVE TO FUCK MY HOLE TILL I DRIP WITH CUM AND I SQUIRT FROM ANAL ORGASMS!
    05:49
    IM SUCH A SLUT ,I LOVE TO FUCK MY HOLE TILL I DRIP WITH CUM AND I SQUIRT FROM ANAL ORGASMS!
    3.7K views
    Sissy Whore Denise Humain Make Up is done but still hair struggle Sissy Slave Feminization Dress Up Training.
    09:53
    Sissy Whore Denise Humain Make Up is done but still hair struggle Sissy Slave Feminization Dress Up Training.
    Denise Humain
    6.3K views
    Ana Lisa 40
    13:32
    Ana Lisa 40
    Ana Lisa Melano
    3.9K views
    Cute Shemale Fucks and Rides Big Dildo Cums from Anal Sissygasm
    08:19
    Cute Shemale Fucks and Rides Big Dildo Cums from Anal Sissygasm
    Mariana Taylor
    6K views
    sissygasms in chastity
    07:12
    sissygasms in chastity
    Oksana2021
    6.9K views
    Sissy Hope – anal fuck session with fuck machine and lush
    27:02
    Sissy Hope – anal fuck session with fuck machine and lush
    Sissy Hope
    27.1K views
    Sissy Faggot CD
    10:22
    Sissy Faggot CD
    Sissy Cindy Slut
    5K views
    Certainly One Way to Get Rid of Your Gag Reflex!
    05:14
    Certainly One Way to Get Rid of Your Gag Reflex!
    MJ
    8.9K views
    Playing with my Big Black Dildo again (one)
    17:27
    Playing with my Big Black Dildo again (one)
    Simone Xdressing
    3.4K views
    Sissykristy training her pussy to take bbc
    06:30
    Sissykristy training her pussy to take bbc
    Kristy
    11.7K views
    Back
    1
    1. 1
    2. ...
    3. 5
    4. 6
    5. 7
    6. 8
    7. 9
    8. ...
    9. 11
    11
    Next

    Categories Related to Sissy Anal Training

    • Trans Mom
    • Cumming While Getting Fucked
    • Femboy Slut
    • Babysitter
    • First Time Virgin
    • Shemale Double Penetration
    • Crossdresser Dildo
    • Mature Transvestites
    • Bathroom
    • Sex Toy

    Searches Related to Sissy Anal Training

    • The Sissy's Future
    • Cum on Bra
    • Sissyboy-5
    • Caught in My Wife's Clothes
    • Dirty Talk Radio
    • Football Locker Room
    • Bi Gloryhole
    • Thigh Gap
    • Stop Please Stop Dick Too Big
    • Shemales Gone Wild
    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