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
    -60%
    Dating
    Subscriptions
    • Upload
    +14 MONTHS FREE 😱🎉🔥 Faphouse Holiday Sale
    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
    • Homemade
    • Mature
    • Teen
    Duration (min)
    Date
    Production
    FPS
    Exclude categories
    Reset all filters

    Machine Training Porn Videos

    Free Videos
    Short videos
    Premium Videos
    Photos
    Training
    Machine
    Sissy Fuck Machine Training
    Sissy Anal Machine Fuck Training
    Sissy Training Tied to Fuck Machine
    Sissy Training
    Fucking Machine
    Shemale Training
    Milking Machine
    Sex Machine
    Dildo Training
    Anal Machine
    Feminization Training
    Slave Training
    Bbc Training
    Dildo Machine
    Fleshlight Machine
    Femboy Training
    Faggot Training
    Cum Training
    Best Videos
    By clicking the content you will also see an ad. AD
    Sissy Fuck Machine Training
    07:39
    Sissy Fuck Machine Training
    Mistress Jodie May
    79.9K views
    Nicole enjoys spitroast machine training
    03:58
    Nicole enjoys spitroast machine training
    125.6K views
    Myself Fucking Machine Training
    07:35
    Myself Fucking Machine Training
    T Transmilfkarolina
    34K views
    Jessica Doll - Fuck Machine Training on Cam
    02:09
    Jessica Doll - Fuck Machine Training on Cam
    JessicaXD
    just added
    Jessica Doll - fuck machine training
    01:02
    Jessica Doll - fuck machine training
    JessicaXD
    565 views
    Getting Fucked in Latex - Fuck Machine Training
    07:43
    Getting Fucked in Latex - Fuck Machine Training
    JessicaXD
    10.8K views
    Sissy Cora Another Anal Fucking Machine Training Session
    07:08
    Sissy Cora Another Anal Fucking Machine Training Session
    Blasebalg
    9.3K views
    Sissy Camelia fuck machine training - 12Jan2021
    04:59
    Sissy Camelia fuck machine training - 12Jan2021
    4.5K views
    Greek sissy and a fuck machine!Training session for giouli!
    08:51
    Greek sissy and a fuck machine!Training session for giouli!
    pansexual30
    3K views
    Machine Training Session
    03:37
    Machine Training Session
    SubmissiveFetish
    2.4K views
    Extreme Anal Gape Xxxl Dildo & Fuck Machine
    05:56
    Extreme Anal Gape Xxxl Dildo & Fuck Machine
    Elvi Lynx
    60.5K views
    Sissy Evolution- A Captioned Compilation
    05:53
    Sissy Evolution- A Captioned Compilation
    Tiffany Cox
    17.2K views
    Sissy Whore Training 3
    19:43
    Sissy Whore Training 3
    cdCrystal
    14.2K views
    Crossdresser gets machine fucked with XXL Monster Dildos #4
    51:27
    Crossdresser gets machine fucked with XXL Monster Dildos #4
    Niceguy_1991
    192.1K views
    4 Inch Wide Toy on Machine
    05:12
    4 Inch Wide Toy on Machine
    AmandaKnight
    44.4K views
    Bunny-butler Reina Hanno Sucking Two Dildos
    08:12
    Bunny-butler Reina Hanno Sucking Two Dildos
    Reina Hanno
    46.2K views
    Latex Dehumanization and Training a Human Sex Doll
    02:25
    Latex Dehumanization and Training a Human Sex Doll
    Lady Rochester
    41.9K views
    Sissy slut spitroast training with my fuck machine and dildos
    03:05
    Sissy slut spitroast training with my fuck machine and dildos
    trixied93
    5.3K views
    blonde femboy fuck machine sissy training!
    13:20
    blonde femboy fuck machine sissy training!
    Cassie Coyote
    94.9K views
    Sissy Elvi Lynx's asshole EATS massive Dildos
    10:01
    Sissy Elvi Lynx's asshole EATS massive Dildos
    Elvi Lynx
    5.7K views
    Trans on a Fuckmachine for Her Neighbor
    06:44
    Trans on a Fuckmachine for Her Neighbor
    Emmy Angeles
    26.1K views
    Sissy Candy in Lingerie Gets Fucked by Her Machine with a Huge Dildo
    07:55
    Sissy Candy in Lingerie Gets Fucked by Her Machine with a Huge Dildo
    Sissy Candy
    45.8K views
    Sissy in Pink Dress and Chastity Plays with Her Butt Plug and Gets Fucked Hard by Machine
    16:04
    Sissy in Pink Dress and Chastity Plays with Her Butt Plug and Gets Fucked Hard by Machine
    Sissy Candy
    15.2K views
    Sissy Candy in Red Lingerie Gets Spitroasted by Her Fucking Machine and Doll
    08:25
    Sissy Candy in Red Lingerie Gets Spitroasted by Her Fucking Machine and Doll
    Sissy Candy
    20.8K views
    Pvc Catsuit Sissy Gets Fucked by and Fucks Her Sex Toy Doll While Locked in Chastity and Has a Sissygasm
    13:54
    Pvc Catsuit Sissy Gets Fucked by and Fucks Her Sex Toy Doll While Locked in Chastity and Has a Sissygasm
    Sissy Candy
    39.6K views
    Spandexfemboy - Anal Destruction Part 2 BBC Dildo
    35:11
    Spandexfemboy - Anal Destruction Part 2 BBC Dildo
    Spandexlover89
    12.7K views
    OMG! Whore gets creamy fucked
    05:10
    OMG! Whore gets creamy fucked
    Starbutts
    25.6K views
    Just my deep Belly Bulge training
    01:49
    Just my deep Belly Bulge training
    Miolee
    48.2K views
    Sissy in Black Lingerie Gets Fucked by Her Fucking Machine
    39:50
    Sissy in Black Lingerie Gets Fucked by Her Fucking Machine
    Sissy Candy
    2K views
    Setsuna cumming and training her pussy
    11:51
    Setsuna cumming and training her pussy
    Setsuna_Iris
    1.9K views
    Dumb Sissy Doll
    03:53
    Dumb Sissy Doll
    Nikki Pinkz
    42.6K views
    Asian Sissy Femboy Slave Squirt During Anal Training Session With Machine While Tied Up And Using Chastity Cage
    07:21
    Asian Sissy Femboy Slave Squirt During Anal Training Session With Machine While Tied Up And Using Chastity Cage
    MaureenNadh
    8.9K views
    Hardcore Double Stuffed Strap Training Ends with a Real Cock Surprise
    06:09
    Hardcore Double Stuffed Strap Training Ends with a Real Cock Surprise
    Mistress Scarlet Kiss
    21.2K views
    From Alpha to Bimbo 1-A Sissy Bimbo compilation
    05:36
    From Alpha to Bimbo 1-A Sissy Bimbo compilation
    Tiffany Cox
    11.8K views
    This is How You Learn to Love Cock Down Your Throat More then Breathing - Training
    08:13
    This is How You Learn to Love Cock Down Your Throat More then Breathing - Training
    MJ
    31.1K views
    Deep vibrating sound to tickle my prostate
    05:28
    Deep vibrating sound to tickle my prostate
    Vulva Cock Jez
    53.8K views
    Sissy Candy's Gets Used by Her Fucking Machine and Has Her Very First Sissygasm
    13:05
    Sissy Candy's Gets Used by Her Fucking Machine and Has Her Very First Sissygasm
    Sissy Candy
    52.8K views
    Sissy Kate learns how to use the anal fucking machine with Lisa
    15:14
    Sissy Kate learns how to use the anal fucking machine with Lisa
    Lisa Essex
    76.8K views
    Sissy Candy Is Fucked by Her Machine While in Chastity and Bondage Until She Has a Sissygasm
    07:45
    Sissy Candy Is Fucked by Her Machine While in Chastity and Bondage Until She Has a Sissygasm
    Sissy Candy
    21.2K views
    THROAT TRAINING ((LOW ANGLE))
    11:38
    THROAT TRAINING ((LOW ANGLE))
    Gsoqt
    17.2K views
    Spandexfemboy - Psychodelic Sissy Anal Fuck
    16:26
    Spandexfemboy - Psychodelic Sissy Anal Fuck
    Spandexlover89
    2.7K views
    Sissy Anal Compilation
    14:49
    Sissy Anal Compilation
    SissyDaniella
    1.3K views
    Joanie - Monster Dildo Training
    04:26
    Joanie - Monster Dildo Training
    Joanie Blair
    16.5K views
    Latex Sissy Maid Candy in Chastity and Bondage Stuck on a Fucking Machine
    11:26
    Latex Sissy Maid Candy in Chastity and Bondage Stuck on a Fucking Machine
    Sissy Candy
    12.9K views
    AB108 BadGirl FoxBae Training - Swallow,fucking machine,Futa,Femdom
    05:06
    AB108 BadGirl FoxBae Training - Swallow,fucking machine,Futa,Femdom
    Abby Kitty
    30.7K views
    Fisting training with machine
    17:15
    Fisting training with machine
    Niceguy_1991
    32.8K views
    Redhead Sissy First Using a Sex-machine This Is a Sweet Gift From a Fan
    04:01
    Redhead Sissy First Using a Sex-machine This Is a Sweet Gift From a Fan
    Sonechka25
    1.8K views
    • Back
    • 1
    • 2
    • 3
    • 4
    • 5
    • 6
    • ...
    • 80
    • Next

    Searches Related to Machine Training

    • Transformation Training Become Sissy
    • Self Cum Eating
    • Beautiful Trans Women XXX
    • Femdom Feminization
    • Fucking Machine Orgasm
    • Femboy Sissification
    • Huge Ass Huge Boobs Huge Cock
    • First Time Sex Very Hard
    • 28 Cumshots Back to Back
    • School Girl 18 Xnxx
    • Massage
    • Rose Marie Jackson and Her Monster Dick
    • Breast Milk
    • Oooo Xxxx Xxl Oooo Xxxx
    • Tranny Bondage Handjob BDSM
    • Hot Mom 999
    • Mexican
    • Transforming You Into a Shemale Whore
    • The Sissy's Future
    • Full X X X V Ideo HD

    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