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
    • Black
    • Big Cock
    • 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 Anal Stretching Training Trans 720p HD Porn Videos

    All HD 4K
    Newest
    Best Videos
    Premium Videos
    Anal Tranny Cams
    By Rating
    • By Rating
    • By Views
    • By Comments
    Date
    • All
    • 1 Day
    • 7 Days
    • 30 Days
    • Year 2026
    • Year 2025
    720p+
    • 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 HD
    Anal Masturbation HD
    Anal Toy HD
    Young Anal HD
    Femboy Anal HD
    Anal Creampies HD
    Shemale Anal HD
    Anal Cumshot HD
    Tranny Anal HD
    Crossdresser Anal HD
    Ladyboy Anal HD
    Blacked Anal HD
    Bareback Anal HD
    Love Anal HD
    Anal Orgasms HD
    CD Anal HD
    Anal Gapes HD
    Anal Pissing HD
    By clicking the content you will also see an ad. AD
    The Secret to Achieving Female Squirting Orgasm. Sissification for Crossdressers (part 4)
    07:20
    The Secret to Achieving Female Squirting Orgasm. Sissification for Crossdressers (part 4)
    Sonechka25
    39.9K views
    Cum ride with me
    12:10
    Cum ride with me
    FapHouse
    453.8K views
    Trans Tied Anal Creampie Cumfarts and my First Time Fucked by a CUCUMBER
    13:19
    Trans Tied Anal Creampie Cumfarts and my First Time Fucked by a CUCUMBER
    fermerino
    12.5K views
    Stretching my Ass - Sissy Training
    07:02
    Stretching my Ass - Sissy Training
    Onlyfans
    152.7K views
    Erika Oak's Big Inflation
    12:35
    Erika Oak's Big Inflation
    Erika Oak
    45K views
    10min Huge Anal Gapes
    09:25
    10min Huge Anal Gapes
    LanaSherin
    4.9K views
    Miss Lonely Kitty's HOLE
    09:56
    Miss Lonely Kitty's HOLE
    Miss Lonely Kitty
    27.7K views
    Sissy Oksana tore her asshole with a huge bottle but got sissygasm
    09:07
    Sissy Oksana tore her asshole with a huge bottle but got sissygasm
    Oksana2021
    27K views
    Extreme Anal Xxxl Sea Monster Dildo Fucking Hot Sissy Ass Tiffany Ciskiss
    05:47
    Extreme Anal Xxxl Sea Monster Dildo Fucking Hot Sissy Ass Tiffany Ciskiss
    Tiffany Ciskiss
    72.9K views
    Vladasexytrans Wild Anal Play in Black Dress and in Black Stockings
    14:00
    Vladasexytrans Wild Anal Play in Black Dress and in Black Stockings
    Vladasexytrans
    41.1K views
    Chatty Crossdresser chats again... and tries new plug 2023-02-26 part 1
    01:03:39
    Chatty Crossdresser chats again... and tries new plug 2023-02-26 part 1
    Mystrik Eloise
    77.9K views
    Tied up and fucked - sissy is at shemales mercy
    05:50
    Tied up and fucked - sissy is at shemales mercy
    Emily Adaire
    199.2K views
    RIDE IT WHORE
    27:07
    RIDE IT WHORE
    Sissythai
    1K views
    Lara Croft Anal Tomb Raider #1 - Jessica Bloom Fisting & Anal Stretching
    08:58
    Lara Croft Anal Tomb Raider #1 - Jessica Bloom Fisting & Anal Stretching
    linktree
    17.2K views
    Training day 04 - 2023-02-21 - quite the fulfilled day
    40:24
    Training day 04 - 2023-02-21 - quite the fulfilled day
    Mystrik Eloise
    36.3K views
    Extreme Anal Delights
    39:39
    Extreme Anal Delights
    TvTs Isabella Coupe
    37.5K views
    Fishnet Sissy 2025#02  - Riding a huge 95mm anal plug(2) -
    05:35
    Fishnet Sissy 2025#02 - Riding a huge 95mm anal plug(2) -
    FapHouse
    18.6K views
    stretching my lil ass more with an inflatable butt plug once again
    15:19
    stretching my lil ass more with an inflatable butt plug once again
    13.6K views
    Spandexfemboy - My Anal Addiction Huge BBC Sissy Fuck
    09:42
    Spandexfemboy - My Anal Addiction Huge BBC Sissy Fuck
    Spandexlover89
    2.8K views
    Enema play in the bathroom(2)
    05:16
    Enema play in the bathroom(2)
    Magnum-dildo
    14K views
    Ts Isabella enjoys extreme bog brush insertions
    38:43
    Ts Isabella enjoys extreme bog brush insertions
    TvTs Isabella Coupe
    11.2K views
    British Isabella's Sunday Rituals, Waxplay, Monster Dildos, Gushing Whore
    01:05:05
    British Isabella's Sunday Rituals, Waxplay, Monster Dildos, Gushing Whore
    TvTs Isabella Coupe
    34.6K views
    Trans asshole destruction
    05:24
    Trans asshole destruction
    Lucas Nathan King
    11.9K views
    Chatty Crossdresser chats again... and tries new plug 2023-02-26 part 2
    49:33
    Chatty Crossdresser chats again... and tries new plug 2023-02-26 part 2
    Mystrik Eloise
    18.4K views
    anal stretching
    11:15
    anal stretching
    Aurora_Spreads
    725 views
    Trying to Stretch Myself on My Huge Fist Dildo I Just Got the Hand Inside Before Accidentally Squirting Cum
    11:23
    Trying to Stretch Myself on My Huge Fist Dildo I Just Got the Hand Inside Before Accidentally Squirting Cum
    Lizzaali
    2.6K views
    Sissy makes sloppy noises with Butthole
    07:09
    Sissy makes sloppy noises with Butthole
    Phluff2
    5.5K views
    Huge ass tranny gaping
    07:53
    Huge ass tranny gaping
    Lucas Nathan King
    9K views
    Ts Isabella Coupe Anal Delights P2
    23:48
    Ts Isabella Coupe Anal Delights P2
    TvTs Isabella Coupe
    16.2K views
    Young Trans Girl Destroys Her Ass With a Bad Dragon Demon Dick,  Maggie Bunny
    05:07
    Young Trans Girl Destroys Her Ass With a Bad Dragon Demon Dick, Maggie Bunny
    Artsy Bunny
    7.1K views
    Stretching out my tight ass - Veronica Sanders
    06:41
    Stretching out my tight ass - Veronica Sanders
    Veronica Sanders
    3.9K views
    Ts Isabella Coupe  Anal Delights P3
    17:59
    Ts Isabella Coupe Anal Delights P3
    TvTs Isabella Coupe
    11.3K views
    Creamy cardio as I stuff my big butt
    05:15
    Creamy cardio as I stuff my big butt
    Phluff2
    12.8K views
    Stretch That Sloppy Cunt Girl!
    05:42
    Stretch That Sloppy Cunt Girl!
    MissFuckMeatXXX
    23.8K views
    Pussless' 2023 Pics and Vids Compilation
    16:36
    Pussless' 2023 Pics and Vids Compilation
    FapHouse
    562 views
    Crossdressed Sissy lana get fucked with selfmade gyno chair
    07:37
    Crossdressed Sissy lana get fucked with selfmade gyno chair
    Lana sissy
    16.9K views
    Laid back Anal Gape (Fart) training with my anal dildo and fuckmachine
    10:43
    Laid back Anal Gape (Fart) training with my anal dildo and fuckmachine
    G8pess
    7.4K views
    second try on triple penetration toy
    10:23
    second try on triple penetration toy
    3K views
    try a new triple penetration toy
    08:27
    try a new triple penetration toy
    3.2K views
    How far can I inflate this latex dildo? Emily Adaire's anal bootcamp - day 7
    11:17
    How far can I inflate this latex dildo? Emily Adaire's anal bootcamp - day 7
    Emily Adaire
    18K views
    last week some long awaited toys finally arrive and i was eager to test them out part II
    06:31
    last week some long awaited toys finally arrive and i was eager to test them out part II
    6.8K views
    stretching my lil ass with an inflatable butt plug once again
    07:46
    stretching my lil ass with an inflatable butt plug once again
    4.3K views
    Stretching and Wrecking My Hole on My Fist Dildo I Always Cum to Fast When I Get the Fist Inside Me
    12:26
    Stretching and Wrecking My Hole on My Fist Dildo I Always Cum to Fast When I Get the Fist Inside Me
    Lizzaali
    1.9K views
    POV Trans Slut Gets Hole Stretched and Gaped for Anal Training
    06:32
    POV Trans Slut Gets Hole Stretched and Gaped for Anal Training
    ChrysiSweet
    799 views
    Using my girlfriends vibrator while riding my XXL buttplug
    15:38
    Using my girlfriends vibrator while riding my XXL buttplug
    Mystic Ryanne
    5.4K views
    Shemale tries hollow anal plug, anal stretcher for the first time
    05:20
    Shemale tries hollow anal plug, anal stretcher for the first time
    Lucas Nathan King
    5.7K views
    Desi CD Streching her tight ass hole
    05:44
    Desi CD Streching her tight ass hole
    Your Toy
    1K views
    1. 1
    2. 2
    Next

    Categories Related to Anal Stretching Training

    • Asshole Stretching HD
    • Anal Stretch HD
    • Sissy Anal Training HD
    • Male to Female Transformation HD
    • Sex with Stepmom HD
    • Shemale Anal Training HD
    • First Time With Trans Woman HD
    • Anal JOI Sissy Training HD
    • Step Mom Sex HD
    • Double Penetration HD

    Searches Related to Anal Stretching Training

    • Anal Stretching Training
    • Sissy Anal Machine Fuck Training
    • How to Anal
    • Chastity Encouragement
    • Crossdressing Husband Caught by Rides
    • Trans in Tight Shorts
    • Sissy Oral Training With Dildo
    • Crossdresser Full Slip
    • Extreme Dilation Anal and Pee Hole
    • Ball Stretch
    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