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
    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

    Butt Plug Training Porn Videos

    Free Videos
    Short videos
    Premium Videos
    Photos
    Sissy Training Compilation
    Bubble Butt Sissy
    Sissy Training Rus
    Sissy Cuckold Training
    Big Butt Shemale
    Big Butt Femboy
    Bubble Butt Femboy
    Sissy Bondage Training
    Femboy Bubble Butt
    Caged and Plugged
    Sissy Training JOI
    Anal Stretching Training
    Shemale Anal Training
    Black Bubble Butt
    Sissy Training Cartoons
    Sissy Gloryhole Training
    Sissy Voice Training
    Sissy Domination Training
    Bubble Butt TS
    Bubble Butt BBC
    Best Videos
    By clicking the content you will also see an ad. AD
    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
    Anal Gape Training My Greedy Femboy Sissy Cum Dump
    01:56
    Anal Gape Training My Greedy Femboy Sissy Cum Dump
    G8pess
    6.4K views
    Feminize Yourself
    15:44
    Feminize Yourself
    188.9K views
    Ts Isabella passion for training for his English mistresses
    12:55
    Ts Isabella passion for training for his English mistresses
    TvTs Isabella Coupe
    11.1K views
    White Fishnet Sissy #15 - Riding a huge 95mm anal plug feels good -
    05:08
    White Fishnet Sissy #15 - Riding a huge 95mm anal plug feels good -
    Magnum-dildo
    11.9K views
    Trans asshole destruction
    05:24
    Trans asshole destruction
    Lucas Nathan King
    11.5K views
    Cum ride with me
    12:10
    Cum ride with me
    Katie Fox
    447.9K views
    Masked Muscle Sissy Riding Juicy Wrecked Ass on a BBC Anal Dildo
    03:11
    Masked Muscle Sissy Riding Juicy Wrecked Ass on a BBC Anal Dildo
    G8pess
    730 views
    Open Up my Ass and Piss Inside
    02:23
    Open Up my Ass and Piss Inside
    Loren Aprile
    644.3K views
    break time in office slut play pussy
    06:35
    break time in office slut play pussy
    Kibis
    716 views
    Sissy Ass Training Self Creampie
    13:23
    Sissy Ass Training Self Creampie
    TSRyley
    31.1K views
    Sissy Hope teasing in pantihose
    20:12
    Sissy Hope teasing in pantihose
    Sissy Hope
    4.6K views
    Sissy Training
    12:08
    Sissy Training
    74.6K views
    Locked Latex Sissy inflates plug to massage prostate
    01:03
    Locked Latex Sissy inflates plug to massage prostate
    Sissy Sidney
    12.3K views
    Sissy Poppers Brain Melter 2020 - DICKGIRLSRULE
    09:01
    Sissy Poppers Brain Melter 2020 - DICKGIRLSRULE
    347.9K views
    Stretching My Broken Hole to Hot Noisy Gapes
    01:14
    Stretching My Broken Hole to Hot Noisy Gapes
    G8pess
    3K views
    Lovely young girl is a shemale with big cock
    08:11
    Lovely young girl is a shemale with big cock
    10.5M views
    Jasmyne Jaye's Sissy Training Compilation Part 2 of 3
    07:37
    Jasmyne Jaye's Sissy Training Compilation Part 2 of 3
    Jasmyne Jaye
    1.3K views
    Become Sissy Slut
    10:39
    Become Sissy Slut
    403.7K views
    Sissy slut haileydoll in chastity riding bbc dildo
    01:15
    Sissy slut haileydoll in chastity riding bbc dildo
    Sissy Haileydoll
    12.3K views
    Sissy Hirnfick PMV
    01:03:20
    Sissy Hirnfick PMV
    300.5K views
    Chatty crossdresser tries out new depth - 2023-02-23 - part 2 - uncharted territory
    32:07
    Chatty crossdresser tries out new depth - 2023-02-23 - part 2 - uncharted territory
    Mystrik Eloise
    16.1K views
    why do I suddenly love trannys?
    12:46
    why do I suddenly love trannys?
    1.2M views
    Deep Anal Training and Extreme Dilation
    09:02
    Deep Anal Training and Extreme Dilation
    Pamela Rico
    9.5K views
    Lena Vesper's Milking & Gooning Session
    08:12
    Lena Vesper's Milking & Gooning Session
    Snake_0rgy
    170.3K views
    Dildo and anal plug at the same time in the ass of whore Oksana helped her cum
    14:43
    Dildo and anal plug at the same time in the ass of whore Oksana helped her cum
    Oksana2021
    23K views
    Shemale Cock Addiction - Trainer
    02:55
    Shemale Cock Addiction - Trainer
    1.6M views
    I'm Such a Gaping Cumdump Slut
    01:01
    I'm Such a Gaping Cumdump Slut
    G8pess
    3.1K views
    Sissy Poppers Hypnose Training II
    14:01
    Sissy Poppers Hypnose Training II
    68.5K views
    BNWO: Cute Sissy's 100 Ball busting HITS while Stuffed with Two Dildos in Her Ass
    05:23
    BNWO: Cute Sissy's 100 Ball busting HITS while Stuffed with Two Dildos in Her Ass
    NAT0NYA
    5.7K views
    My wife told me to play this
    11:13
    My wife told me to play this
    961.5K views
    SISSY TRAINING PART 3: Is her anus loose enough
    01:30
    SISSY TRAINING PART 3: Is her anus loose enough
    Colbietgirl
    14K views
    Step-Mommy Jessica Bloom Shows You How to Cum From AnalStep-Mommy Jessica Bloom Shows You How to Cum From Anal Like a Good Sissy
    05:17
    Step-Mommy Jessica Bloom Shows You How to Cum From AnalStep-Mommy Jessica Bloom Shows You How to Cum From Anal Like a Good Sissy
    Jessica Bloom
    36.1K 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
    Dildo Trainer - Easy 1 (German)
    08:18
    Dildo Trainer - Easy 1 (German)
    60.3K views
    Sissy Sky in lingerie and chastity daof anal training with multiple dildos and cum once hands free and again right after
    14:35
    Sissy Sky in lingerie and chastity daof anal training with multiple dildos and cum once hands free and again right after
    Secret Sissy Sky
    5.5K views
    Extreme Cock for Sissy Hole!!
    05:24
    Extreme Cock for Sissy Hole!!
    Lola Spais
    274.4K views
    Sis-k on Pink Chinese Dress Try on Three Size of Anal Plug Ep2: Larg Size Anal Plug
    10:49
    Sis-k on Pink Chinese Dress Try on Three Size of Anal Plug Ep2: Larg Size Anal Plug
    SissyKanisa
    4.5K views
    You're Straight Right- - Sissy Hypno Training
    03:07
    You're Straight Right- - Sissy Hypno Training
    921.2K views
    long inflatable dildo anal insertion and large metal plug for pvc sissy slut
    07:40
    long inflatable dildo anal insertion and large metal plug for pvc sissy slut
    Jasmine_dlight
    5.6K views
    I'll fill your asshole with cum to overflowing
    06:01
    I'll fill your asshole with cum to overflowing
    MrNastyXavier
    1.9M views
    Ts Isabella Coupe  Anal Delights P3
    17:59
    Ts Isabella Coupe Anal Delights P3
    TvTs Isabella Coupe
    11.3K views
    Shemale Cock Love Hypnosis
    10:37
    Shemale Cock Love Hypnosis
    1.6M views
    Anal Training w Inflatable Toys and Cumming w Huge Dildo
    00:34
    Anal Training w Inflatable Toys and Cumming w Huge Dildo
    Cristy Noir
    7.2K views
    Sissy Anal Training Instructions - Fuck your Ass with Me FULL VID on LayneLovee Manyvids
    01:24
    Sissy Anal Training Instructions - Fuck your Ass with Me FULL VID on LayneLovee Manyvids
    Layne Love
    25.5K views
    Sissy gape training
    01:16
    Sissy gape training
    Elise Woods
    4.1K views
    Goon To Ruined Anal Sluts
    03:34
    Goon To Ruined Anal Sluts
    51.5K views
    • Back
    • 1
    • 2
    • 3
    • 4
    • 5
    • 6
    • ...
    • 80
    • Next

    Searches Related to Butt Plug Training

    • Feminization BDSM
    • Femboy Schoolgirl
    • Becoming Femme
    • Mariana Taylor
    • Crossdressers Fucking
    • Lesbian Rimming
    • Open Assholes
    • Transvestite Dressing
    • Trans Cumming While Pegged
    • Milking From Behind
    • Bbw Masturbating
    • Shemale Piss Spit Domination
    • Cross Dresser
    • Faggot Humiliation
    • Old Trannies Getting Sucked
    • Changing Room
    • Permanent Sissification
    • Chastity Gangbang
    • Rough Hardcore Punishment
    • Pissing in Mouth

    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