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

    Sissy Boy Total Training Porn Videos

    Free Videos
    Short videos
    Premium Videos
    Photos
    Best Videos
    By clicking the content you will also see an ad. AD
    Take off Your Panties and Take Them All in Your Mouth.
    16:50
    Take off Your Panties and Take Them All in Your Mouth.
    violet_bisex
    2.2K views
    Sissy Boy Training Video: Surrender to Black Cocks
    04:20
    Sissy Boy Training Video: Surrender to Black Cocks
    855.6K views
    Sissy Boy Training
    04:08
    Sissy Boy Training
    784.6K views
    Dirty talking sissy boy fat dildo fuck POV
    02:15
    Dirty talking sissy boy fat dildo fuck POV
    Viper Fierce
    22.9K views
    The Sissy Boy Trains His Bussy and Cums Close to the Camera
    06:15
    The Sissy Boy Trains His Bussy and Cums Close to the Camera
    hjohny66
    24.6K views
    Sissy boy slut needs training and breeding
    01:44
    Sissy boy slut needs training and breeding
    Slutsamxxx
    6.4K views
    Your sissy boy training your sloppy ass to fisting
    07:10
    Your sissy boy training your sloppy ass to fisting
    Sofi_elfqueen
    just added
    dildo training (sissy boy in action)
    01:01
    dildo training (sissy boy in action)
    65.6K views
    Sissy Boy: Deepthroat Training
    02:30
    Sissy Boy: Deepthroat Training
    108.1K views
    Riding a dildo, Me Emma, crossdresser sissy boy
    02:18
    Riding a dildo, Me Emma, crossdresser sissy boy
    Twokisses
    3.5K views
    sissy boy anal training with dildo
    02:07
    sissy boy anal training with dildo
    Jordyn
    2.1K views
    Sissy Boy Lovelaska - My ass dancing 27
    04:52
    Sissy Boy Lovelaska - My ass dancing 27
    Lovelaska
    4.3K views
    How to Train Your Sissy Boyfriend
    08:12
    How to Train Your Sissy Boyfriend
    Brat Perversions
    110.6K views
    Imagine You Are Fucking a Boy!
    06:15
    Imagine You Are Fucking a Boy!
    KinkyHome
    77.7K views
    Trans Girl Bimbo Slut Riding 10-inch BBC while on a Phone Call
    15:58
    Trans Girl Bimbo Slut Riding 10-inch BBC while on a Phone Call
    CaliFauna
    1.8M views
    A White Boys Purpose
    23:50
    A White Boys Purpose
    Kimberhaven
    603.2K views
    Extreme Anal Gape Xxxl Dildo & Fuck Machine
    05:56
    Extreme Anal Gape Xxxl Dildo & Fuck Machine
    Elvi Lynx
    63.6K views
    Making You a Weak Soy Boy Sissy
    11:19
    Making You a Weak Soy Boy Sissy
    Natalie Napoli
    13.6K views
    New Girl in the Sissy Harem
    11:29
    New Girl in the Sissy Harem
    Natalie Napoli
    17.3K views
    Today I fuck train staff full video available in link
    02:16
    Today I fuck train staff full video available in link
    Tssonu
    156.9K views
    Submissive Ladyboy Anal Casting, Creampie & Slave Training
    01:25
    Submissive Ladyboy Anal Casting, Creampie & Slave Training
    FilmmakerDiaries
    12K views

    Relevant Short videos

    Take off Your Panties and Take Them All in Your Mouth.
    Take off Your Panties and Take Them All in Your Mouth.
    violet_bisex
    478 views
    Cumming All Over a Big Dildo
    Cumming All Over a Big Dildo
    Jezabelle420
    90 views
    Sissy Home Sucking!!
    Sissy Home Sucking!!
    FrinaXXX
    3.6K views
    Sissy Online Training Class- How Sissys Use Their Dicks
    Sissy Online Training Class- How Sissys Use Their Dicks
    Apple00001
    1.8K views
    Unforgettable moment from "Sissy Faggot slut moaning"
    Unforgettable moment from "Sissy Faggot slut moaning"
    Sissy Cindy Slut
    1.1K views
    Must-share moment from "daily training of my ass.. precum. squirt.."
    Must-share moment from "daily training of my ass.. precum. squirt.."
    912 views
    Fuck me and suck me
    02:06
    Fuck me and suck me
    Viper Fierce
    149.8K views
    Tranny getting wild in the shower Riding that Dick
    04:59
    Tranny getting wild in the shower Riding that Dick
    CaliFauna
    141K views
    Femboy Cumdump Pushes out Gallons of Cum
    07:45
    Femboy Cumdump Pushes out Gallons of Cum
    Gsoqt
    79.5K views
    Young Trans Girl puts her 10-inch floppy Dick into her Tight Asshole
    02:53
    Young Trans Girl puts her 10-inch floppy Dick into her Tight Asshole
    CaliFauna
    97.6K views
    Nylon Sissy Slut Michelle Wakeup Training for the Show at Beijing Hotel
    42:40
    Nylon Sissy Slut Michelle Wakeup Training for the Show at Beijing Hotel
    Michael Ernandes
    16.9K views
    Busty Tranny Fools Around With a 11-inch BBC Dildo
    06:22
    Busty Tranny Fools Around With a 11-inch BBC Dildo
    CaliFauna
    38.4K views
    Trans JOI dirty talk Shemale Spitting on your Dick
    00:48
    Trans JOI dirty talk Shemale Spitting on your Dick
    CaliFauna
    56.2K views
    daily training of my ass.. precum. squirt..
    06:01
    daily training of my ass.. precum. squirt..
    12.8K views
    Sexy sissy in pink lingerie loves playing with her toys. cross dressing femboy fucks ass riding dildo
    06:21
    Sexy sissy in pink lingerie loves playing with her toys. cross dressing femboy fucks ass riding dildo
    Marcus Domes
    6.2K views
    Trans Girl in Latex stockings and High Dominatrix Heels fucks her Tight Asshole Begging For It
    01:58
    Trans Girl in Latex stockings and High Dominatrix Heels fucks her Tight Asshole Begging For It
    CaliFauna
    64.8K views
    Sissy Play
    11:16
    Sissy Play
    Dark Films Trans
    5.1K views
    Hot Tranny plays with huge 10-inch BBC and gets her Tight Asshole Filled Up With Cum
    02:47
    Hot Tranny plays with huge 10-inch BBC and gets her Tight Asshole Filled Up With Cum
    CaliFauna
    212.1K views
    A 11-inch BBC Dildo Is Destroying Oily Shemale Ass
    03:53
    A 11-inch BBC Dildo Is Destroying Oily Shemale Ass
    CaliFauna
    55.3K views
    Collection sissy bbc slut Sasha Q
    06:25
    Collection sissy bbc slut Sasha Q
    Sissy_Sasha_Q
    14.5K views
    Femboy Bitch Bubble Butt Anal Training
    07:21
    Femboy Bitch Bubble Butt Anal Training
    Sissy Slut Chantal Sweet
    2.4K views
    Skinny Ladyboy Anal Casting & Slave Training
    00:48
    Skinny Ladyboy Anal Casting & Slave Training
    FilmmakerDiaries
    6.9K views
    Sisk Release Her Clit From Chastity Cage
    10:11
    Sisk Release Her Clit From Chastity Cage
    SissyKanisa
    19.7K views
    Sissy slut riding huge BBC dildo
    02:06
    Sissy slut riding huge BBC dildo
    BimboButt30
    28.5K views
    Sissyboy fucked in every position
    05:19
    Sissyboy fucked in every position
    MTFXXXVIDS
    5.3K views
    Plapping Cumshot And Cum Swallow Locktober Sissy Slut Jessica Bloom
    05:26
    Plapping Cumshot And Cum Swallow Locktober Sissy Slut Jessica Bloom
    Jessica Bloom
    6.6K views
    Sissy Needs BBC
    00:52
    Sissy Needs BBC
    Nikki Snowbunny
    10.5K views
    Sexy sissy Ponyboy Showing his nude body and high heels
    05:45
    Sexy sissy Ponyboy Showing his nude body and high heels
    Letany Ponny
    169.3K views
    Hijab Maid
    02:43
    Hijab Maid
    Nitha_Tiara
    4.4K views
    Sissy Boi Training
    02:42
    Sissy Boi Training
    55.1K views
    Spandexfemboy - Huge BBC Anal Sissy Fuck Music and Groan
    08:12
    Spandexfemboy - Huge BBC Anal Sissy Fuck Music and Groan
    Spandexlover89
    1.5K views
    Spandexfemboy - Psychodelic Sissy Anal Fuck
    16:26
    Spandexfemboy - Psychodelic Sissy Anal Fuck
    Spandexlover89
    2.7K 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