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

    Training Orgasm Porn Videos

    Free Videos
    Short videos
    Premium Videos
    Photos
    Best Videos
    By clicking the content you will also see an ad. AD
    21 inches in my ass! BULGE. I'm cumming while a dildo stirs my stomach
    07:08
    21 inches in my ass! BULGE. I'm cumming while a dildo stirs my stomach
    Starlightfemboy
    484.4K views
    My tiny clit in small cage leaking cum
    01:00
    My tiny clit in small cage leaking cum
    45.6K views
    Trans Masseuse Flip Fucks Huge Cocked Latino - Emma Rose
    12:52
    Trans Masseuse Flip Fucks Huge Cocked Latino - Emma Rose
    GenderX
    1.7M views
    Setsuna’s wet pussy stretching comp
    12:29
    Setsuna’s wet pussy stretching comp
    Setsuna_Iris
    26.1K views
    sissy anal cumming trainer
    56:50
    sissy anal cumming trainer
    746K views
    Stretching And Wrecking My Bitch Ass With My Strap On
    00:59
    Stretching And Wrecking My Bitch Ass With My Strap On
    10.8K views
    massage, uffffff
    05:11
    massage, uffffff
    1M views
    French Sissy Destroys Her Ass
    06:52
    French Sissy Destroys Her Ass
    Rachelle59
    509 views
    Pink Goth Maid in chastity riding dildos- part 2 (sissygasm)
    11:08
    Pink Goth Maid in chastity riding dildos- part 2 (sissygasm)
    AngelSissyWhore
    21.2K views
    The Well Used Hole missavablack & obeyladymk Use Jasmine Dlight's Bottomless Pit
    00:36
    The Well Used Hole missavablack & obeyladymk Use Jasmine Dlight's Bottomless Pit
    Jasmine_dlight
    11.9K views
    My gape anal pic colections
    05:15
    My gape anal pic colections
    Iranifemboy
    982 views
    Sonechka25 showed her asshole to a stranger for money. Sissy training 3.
    05:04
    Sonechka25 showed her asshole to a stranger for money. Sissy training 3.
    Sonechka25
    30.9K views
    Chastity Sissy Cumslut Trains Her Asshole And Swallows Her Own Cum, Multiple Prostate Orgasms
    05:50
    Chastity Sissy Cumslut Trains Her Asshole And Swallows Her Own Cum, Multiple Prostate Orgasms
    Jessica Bloom
    11.2K views
    Lizz_ss25 couch anal bitch (four months HRT)
    11:41
    Lizz_ss25 couch anal bitch (four months HRT)
    Lizz_ss25
    4.1K views
    Caged sissy rides pink dildo with anal orgasms
    10:04
    Caged sissy rides pink dildo with anal orgasms
    Pamela Rico
    9.3K views
    MissRose TS -Preview BBC GIANT XXXL Dildo Painal Moan Outdoors - Shemale Got Caught Anal Stretching - Big Cock Pumping M
    01:29
    MissRose TS -Preview BBC GIANT XXXL Dildo Painal Moan Outdoors - Shemale Got Caught Anal Stretching - Big Cock Pumping M
    MissRose TS
    18.8K views
    Sissy Slut Late Evening Supper
    56:00
    Sissy Slut Late Evening Supper
    Michael Ernandes
    10.2K views
    A little throat training
    04:16
    A little throat training
    Castrated Julie
    1.4K views
    Mesmeriza compilation 12 Island of Oblivion
    12:10
    Mesmeriza compilation 12 Island of Oblivion
    Mesmeriza
    6.9K views
    Doggystyled trans stepmom begs to be facialized
    06:15
    Doggystyled trans stepmom begs to be facialized
    GenderX
    76.2K views

    Relevant Short videos

    Sissy Cop leaking cum from her cage
    Sissy Cop leaking cum from her cage
    SissySlutMiriam
    8.7K views
    Sasha Earth have anal sex at home with dildo toys
    Sasha Earth have anal sex at home with dildo toys
    Sasha Earth
    6.4K views
    Memorable moment from "Vladasexytrans leaks from anal"
    Memorable moment from "Vladasexytrans leaks from anal"
    Vladasexytrans
    2.5K views
    Black Vs Violet Anal Plug Vibes
    Black Vs Violet Anal Plug Vibes
    Melinda James
    2.5K views
    I start my fucking machine to train my sissy boipussy
    I start my fucking machine to train my sissy boipussy
    ManonTrav67
    2.4K views
    Bad Sissy Came Without Permission
    Bad Sissy Came Without Permission
    SubmissiveFetish
    2.8K views
    Isabella's Extremely Kinky Fuck
    08:12
    Isabella's Extremely Kinky Fuck
    TvTs Isabella Coupe
    5.7K views
    Outdoor workout with vibrator for ass and cock! Tranny cums straight into her shorts!
    01:18
    Outdoor workout with vibrator for ass and cock! Tranny cums straight into her shorts!
    TV_Helena
    8.2K views
    A Day in Sissys Life. Daily BDSM Sex Slave Routine with Fuckslut Denise Humain.
    28:23
    A Day in Sissys Life. Daily BDSM Sex Slave Routine with Fuckslut Denise Humain.
    Denise Humain
    11.9K views
    Sissy slut’s deep anal training for big dicks
    10:24
    Sissy slut’s deep anal training for big dicks
    Lana Page
    32.4K views
    misr4 - Riding anal dildo in black stockings
    08:38
    misr4 - Riding anal dildo in black stockings
    misr4
    3.7K views
    High Speed Anal training  part 1
    10:02
    High Speed Anal training part 1
    Selenahot
    4.6K views
    Creamy cardio as I stuff my big butt
    05:15
    Creamy cardio as I stuff my big butt
    Phluff2
    12.6K views
    Balcony Fisting Punishment - obeyladymk Catches Me Smoking and Fists Me Outdoors
    02:49
    Balcony Fisting Punishment - obeyladymk Catches Me Smoking and Fists Me Outdoors
    Jasmine_dlight
    6.7K views
    Sissy Slut Enjoys BBC, Cums Handsfree
    14:12
    Sissy Slut Enjoys BBC, Cums Handsfree
    Sissy LunaCD
    745 views
    Sissygasm, Slut’s Caged Training, Massive Cumshots & Anal Milking – Jessica Bloom
    10:43
    Sissygasm, Slut’s Caged Training, Massive Cumshots & Anal Milking – Jessica Bloom
    Jessica Bloom
    83.9K views
    I love riding my favorite BBC dildo
    07:32
    I love riding my favorite BBC dildo
    parttcrossdresser
    12.4K views
    Chastity Slut Anal Orgasms Into Condom - Jessica Bloom Sissy Milkshake
    06:37
    Chastity Slut Anal Orgasms Into Condom - Jessica Bloom Sissy Milkshake
    Jessica Bloom
    3.7K views
    Sissy Gets Anal Orgasm
    00:57
    Sissy Gets Anal Orgasm
    Sasha Q
    just added
    Pantyhose Experience Hitachi Anal Games
    11:12
    Pantyhose Experience Hitachi Anal Games
    Melinda James
    3.6K views
    Train u to be my fuck toy Trans Anal JOI ep1
    01:00
    Train u to be my fuck toy Trans Anal JOI ep1
    April Bee
    20.1K views
    Plumpess Funtime Buns ( Cumpilation )
    06:54
    Plumpess Funtime Buns ( Cumpilation )
    Plumpess
    11.9K views
    Locked Latex Sissy inflates plug to massage prostate
    01:03
    Locked Latex Sissy inflates plug to massage prostate
    Sissy Sidney
    12.3K views
    Gothic Princess in Corset Taking a Short Ride on the Sex Chair for Anal Training
    07:21
    Gothic Princess in Corset Taking a Short Ride on the Sex Chair for Anal Training
    Jasmine_dlight
    8.4K views
    Yet Another Training Session on the Fuckmachine
    03:24
    Yet Another Training Session on the Fuckmachine
    JessicaXD
    499 views
    My anal riding compilation
    22:10
    My anal riding compilation
    parttcrossdresser
    10.6K views
    Anal slut training - big toys and hands-free cumshot
    12:31
    Anal slut training - big toys and hands-free cumshot
    AngelSissyWhore
    9.6K views
    Blowjob after workout! Great tranny number in the gym!
    01:11
    Blowjob after workout! Great tranny number in the gym!
    Allmylinks
    18.2K views
    Amazonium Intense Threesome Intense Delicious Pleasure Tasty Ass Thirsty for Cock Intense Anal Deepthroat Hardcore
    00:31
    Amazonium Intense Threesome Intense Delicious Pleasure Tasty Ass Thirsty for Cock Intense Anal Deepthroat Hardcore
    Hatanoxxxmiwa
    14.8K views
    Sissy Reign Ass To Mouth and Deepthroat - Back & Froward
    02:02
    Sissy Reign Ass To Mouth and Deepthroat - Back & Froward
    Soloregin
    5.2K views
    New very hard vibrating giant dildo
    05:08
    New very hard vibrating giant dildo
    cd_aysemmm
    3.7K views
    Fucking Machine in Fast mode fucks Sissy Slut Anal Squirting
    06:39
    Fucking Machine in Fast mode fucks Sissy Slut Anal Squirting
    Mariana Taylor
    2.1K views
    Huge Dildo - Huge Cumshot Deep Anal Training Sissy Jessica Bloom
    07:30
    Huge Dildo - Huge Cumshot Deep Anal Training Sissy Jessica Bloom
    Jessica Bloom
    15.3K views
    • Back
    • 1
    • 2
    • 3
    • 4
    • 5
    • 6
    • ...
    • 80
    • Next

    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