PornPorn Transgender • US
    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
    WINTER MAGIC SALE ❄️☃️ Snowy discounts, hot deals!
    Search in orientations
    Minimum quality
    720p+
    1080p+
    2160p+
    • Relevance
    • Date
    • Views
    • Rating
    • Duration
    Filter by Categories
    • Shemale Fucks Guy
    • Big Cock
    • Black
    • Shemale Fucks Shemale
    • Amateur
    • Shemale Fucks Girl
    • Sissy
    • Ladyboy
    • Guy Fucks Shemale
    • Compilation
    • Blowjob
    • Cum In Mouth
    • Big Black Cock
    • Big Ass
    • Creampie
    • Bareback
    • Cumshot
    • Mature
    • Homemade
    • Teen
    Duration (min)
    Date
    Production
    FPS
    Exclude categories
    Reset all filters

    Orgasm Training Porn Videos

    Free Videos
    Short videos
    Premium Videos
    Photos
    Hard Orgasm
    Young Orgasm
    Huge Orgasm
    Corporate Training
    Cumshot Orgasm
    Chubby Orgasm
    Femboy Orgasm
    Dildo Orgasm
    Squirting Orgasm
    Cd Orgasm
    Public Orgasm
    Rough Orgasm
    Riding Orgasm
    Trap Orgasm
    Tgirl Orgasm
    Piss Orgasm
    Orgasm Face
    Extreme Orgasm
    Nipple Orgasm
    Bondage Orgasm
    Best Videos
    By clicking the content you will also see an ad. AD
    Become Sissy Slut
    10:39
    Become Sissy Slut
    403.7K views
    Anal Slut Squirts in Chastity with Fuck Machine
    06:50
    Anal Slut Squirts in Chastity with Fuck Machine
    Priscilla Maria
    10.6K views
    Submission Sissy Trainer
    03:23
    Submission Sissy Trainer
    1.2M views
    Blonde Bimbo Doll Sissygasm
    05:30
    Blonde Bimbo Doll Sissygasm
    Sissy Slut Chantal Sweet
    20.7K views
    Sissy Dreams - 3 (eng)
    26:15
    Sissy Dreams - 3 (eng)
    1.1M views
    Vladasexytrans leaks from anal
    03:13
    Vladasexytrans leaks from anal
    Vladasexytrans
    15.5K views
    shemales cuming during sex
    15:55
    shemales cuming during sex
    1.7M views
    HA37Bondage maid trained with vibrating anal beads and dildo fuck her! Orgasmic squirting!
    01:29
    HA37Bondage maid trained with vibrating anal beads and dildo fuck her! Orgasmic squirting!
    Shinoda hakumi
    31.8K views
    Straight boy Dominant Shemale Challenge - try not to cum
    12:03
    Straight boy Dominant Shemale Challenge - try not to cum
    236.4K views
    Unlocks, Teases, Denies and Jerks in Bondage
    02:13
    Unlocks, Teases, Denies and Jerks in Bondage
    Jasmine_dlight
    4.5K views
    Anal orgasm, Cumming while fucked, Sissygasm
    12:49
    Anal orgasm, Cumming while fucked, Sissygasm
    1.2M views
    Huge anal insertion compilation
    11:18
    Huge anal insertion compilation
    Iranifemboy
    1.3K views
    Watch my trans man's pussy cumming and contracting while being fucked
    08:08
    Watch my trans man's pussy cumming and contracting while being fucked
    TransmanDick
    32.9K views
    Fuck Machine Anal Training
    10:55
    Fuck Machine Anal Training
    parttcrossdresser
    9.3K views
    Sissy Dildo Trainer (advanced)
    17:02
    Sissy Dildo Trainer (advanced)
    219.4K views
    Extreme Anal Training with Huge Inflatable Monster Dildo
    05:56
    Extreme Anal Training with Huge Inflatable Monster Dildo
    Jasmine_dlight
    17.3K views
    10 reasons why Shemales are just better
    04:53
    10 reasons why Shemales are just better
    849.7K views
    Lady Alice Compilation 07 Mesmerizing Beautiful (mesmerize Version) View Originals by Subscription 4K Uhd 60 Fps HDR
    22:35
    Lady Alice Compilation 07 Mesmerizing Beautiful (mesmerize Version) View Originals by Subscription 4K Uhd 60 Fps HDR
    Mesmeriza
    22.4K views
    shemale dildo hero - inflatable training
    37:16
    shemale dildo hero - inflatable training
    163.8K views
    Going deep that long slide in
    02:04
    Going deep that long slide in
    BCtranny
    553 views
    Mistress Holly makes you ruin your orgasm and lick up your own cum JOI CEI trailer
    03:06
    Mistress Holly makes you ruin your orgasm and lick up your own cum JOI CEI trailer
    Holly unt
    162.8K views
    My sexy ass trained well for huge dildos
    09:34
    My sexy ass trained well for huge dildos
    Iranifemboy
    1K views
    Hard Rock Bottoms 16 (Trans, Pegging, Gay, Bi compilation)
    15:09
    Hard Rock Bottoms 16 (Trans, Pegging, Gay, Bi compilation)
    903.9K views
    Tranny Dom Cam Session! Loser slave humiliated until he cums!
    01:17
    Tranny Dom Cam Session! Loser slave humiliated until he cums!
    TV_Helena
    6.3K views
    super skinny shemale sexy walk and posing fuck bbc on mirror precum and intense cumshot
    02:57
    super skinny shemale sexy walk and posing fuck bbc on mirror precum and intense cumshot
    Nadja Cox
    477.6K views
    Setsuna’s training
    13:37
    Setsuna’s training
    Setsuna_Iris
    8K views
    3 anal orgasm and hot creampie for skinny trans whore
    16:52
    3 anal orgasm and hot creampie for skinny trans whore
    ActorFab
    1.9M views
    Sissy Whore Cums Without Hands
    01:04
    Sissy Whore Cums Without Hands
    Sasha Q
    720 views
    MISTRESS SHOWS YOU TRANNY PORN TO HELP YOUR TRANNY ADDICTION
    07:18
    MISTRESS SHOWS YOU TRANNY PORN TO HELP YOUR TRANNY ADDICTION
    165.6K views
    Do You Think You Can Handle Me? Official Xlive
    02:56
    Do You Think You Can Handle Me? Official Xlive
    Apple00001
    1K views
    THIS TURNS ME ON!!
    17:26
    THIS TURNS ME ON!!
    2.7M views
    Chastity Slut Shows Us How to Train You Sissy Pussy
    05:10
    Chastity Slut Shows Us How to Train You Sissy Pussy
    MJ
    8.4K views
    TRANSFIXED - BIG CUMSHOT COMPILATION! CUM SWALLOW, CUM ON FACE, CUM IN MOUTH, CUM ON DICK, & MORE!
    50:49
    TRANSFIXED - BIG CUMSHOT COMPILATION! CUM SWALLOW, CUM ON FACE, CUM IN MOUTH, CUM ON DICK, & MORE!
    Transfixed
    1.3M views
    Chastity Sissy Throat Training And Plapping Orgasm - Huge Cum Squirt And Swallow Jessica Blooom
    10:45
    Chastity Sissy Throat Training And Plapping Orgasm - Huge Cum Squirt And Swallow Jessica Blooom
    Jessica Bloom
    8.6K views
    Dirty Talking T-girl Cums
    06:05
    Dirty Talking T-girl Cums
    1.2M views
    Sugar Cravsitt Presents: Sissygurl Programming
    02:00
    Sugar Cravsitt Presents: Sissygurl Programming
    19.5K views
    Mistress Eudora's Anal Slut
    05:28
    Mistress Eudora's Anal Slut
    Loren Aprile
    145.2K views
    Discrete tops are fun
    01:40
    Discrete tops are fun
    Karma Rainbow Smith D
    12.4K views
    Fucking of a Lifetime - Variety Itsol
    10:36
    Fucking of a Lifetime - Variety Itsol
    Rodrigo Amor
    3.4M views
    French Sissy Destroys Her Ass
    06:52
    French Sissy Destroys Her Ass
    Rachelle59
    1.2K views
    UP CLOSE - HOW TRANS WOMEN ORGASM COMPILATION! EMBER FIERA, JADE VENUS, BRITTNEY KADE, TORI EASTON
    40:24
    UP CLOSE - HOW TRANS WOMEN ORGASM COMPILATION! EMBER FIERA, JADE VENUS, BRITTNEY KADE, TORI EASTON
    AdultTime
    360.8K views
    Femboy Fuck Machine Anal Training
    01:58
    Femboy Fuck Machine Anal Training
    Cassie Coyote
    25.6K views
    Sissy #3: Feminize Yourself
    16:07
    Sissy #3: Feminize Yourself
    655.8K views
    Messy Wet T Pussy Training
    12:22
    Messy Wet T Pussy Training
    Setsuna_Iris
    2.7K views
    Sissy cums too early and gets punished with rough fucking
    02:35
    Sissy cums too early and gets punished with rough fucking
    2.1M views
    Dildo Rider Sissy Kanisa: Anal Bead Dildo
    02:34
    Dildo Rider Sissy Kanisa: Anal Bead Dildo
    SissyKanisa
    3.8K views
    Sissies Guide for Loving Anal
    05:04
    Sissies Guide for Loving Anal
    184.9K views
    • Back
    • 1
    • 2
    • 3
    • 4
    • 5
    • 6
    • ...
    • 80
    • Next

    Searches Related to Orgasm Training

    • Young Couple Homemade
    • Movie
    • Real Caught on Camera
    • Family Sexy Video
    • Japanese Milking
    • Plays With Her Beautiful Cock
    • Hotel Room XXX
    • Stepbrother Fuck Home Alone Stepsister
    • Asian American Tgirls
    • Sex Video
    • Beautiful Lady Boy
    • Puckering Asshole Orgasm
    • Milking Table Massage
    • Magic Michel
    • Amazing Oopsie Boobs
    • Homemade 18yo
    • Moms Sex
    • The Ultimate Sissy Trainer
    • Big Ass School Girls 18
    • Tgirl Train

    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