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
    • Bareback
    • Creampie
    • Cumshot
    • Mature
    • Homemade
    • Teen
    Duration (min)
    Date
    Production
    FPS
    Exclude categories
    Reset all filters

    Break Up Porn Videos

    Free Videos
    Short videos
    Premium Videos
    Photos
    Broken
    Close up
    Tied up
    Pick up
    Dress up
    Clean up
    Condom Broke
    Legs up
    Hook up
    Wake up
    Up Close
    Feet up
    Make up
    Oiled up
    Ass up
    Breaking Ass
    Standing up
    Spring Break
    Ladyboy Pick up
    Cum Clean up
    Best Videos
    By clicking the content you will also see an ad. AD
    Another straight boy turned by Elizabeth Stewart
    04:05
    Another straight boy turned by Elizabeth Stewart
    Elizabeth Stewart
    3M views
    Break Up with Your TS Girlfriend
    03:20
    Break Up with Your TS Girlfriend
    32.7K views
    Fucking of a Lifetime - Variety Itsol
    10:36
    Fucking of a Lifetime - Variety Itsol
    Rodrigo Amor
    3.2M views
    Tatiana's break up headshave
    10:24
    Tatiana's break up headshave
    Haircape
    755 views
    I'll fill your asshole with cum to overflowing
    06:01
    I'll fill your asshole with cum to overflowing
    MrNastyXavier
    1.8M views
    Trans girl break up music video
    07:34
    Trans girl break up music video
    14.5K views
    Don't do this to me! I do not like it!
    03:01
    Don't do this to me! I do not like it!
    723.1K views
    How guy friends be after she breaks up with her ex
    02:07
    How guy friends be after she breaks up with her ex
    Big Dick RJxxx
    294.5K views
    Girl forgot to tell her Tinder date that she’s Trans
    07:22
    Girl forgot to tell her Tinder date that she’s Trans
    JsseMontz
    609K views
    TRANSFIXED - After Breaking Up, Gorgeous Daisy Taylor Has Amazing Sex With Hung Long-Time Friend
    12:05
    TRANSFIXED - After Breaking Up, Gorgeous Daisy Taylor Has Amazing Sex With Hung Long-Time Friend
    Transfixed
    1.6M views
    Dads Bestmate Bangs Femboy
    05:11
    Dads Bestmate Bangs Femboy
    mothplayboy
    717.7K views
    breaking up the monotony
    08:12
    breaking up the monotony
    Pure Ts
    48.1K views
    Shemale Anatomy
    03:06
    Shemale Anatomy
    2.7M views
    You Can Dress Me up, but That Secretary Look Breaks Down When You Look up Pmy Ass!
    08:12
    You Can Dress Me up, but That Secretary Look Breaks Down When You Look up Pmy Ass!
    NaomiPerv
    40.4K views
    3 anal orgasm and hot creampie for skinny trans whore
    16:52
    3 anal orgasm and hot creampie for skinny trans whore
    ActorFab
    1.8M views
    What secretaries get up to at lunch break
    04:55
    What secretaries get up to at lunch break
    Sarahsatinslut
    15K views
    Male to female gender transformation smoking whore
    16:00
    Male to female gender transformation smoking whore
    674.4K views
    Clear dildo breaking in my virgin boi pussy from below up close deep inside my big white sissy ass
    06:03
    Clear dildo breaking in my virgin boi pussy from below up close deep inside my big white sissy ass
    14.7K views
    Sissy cums too early and gets punished with rough fucking
    02:35
    Sissy cums too early and gets punished with rough fucking
    2.1M views
    Sissy working in a dildo after a break, ends up riding like a good girl
    05:59
    Sissy working in a dildo after a break, ends up riding like a good girl
    KiraszaSissy
    5K views
    Lovely young girl is a shemale with big cock
    08:11
    Lovely young girl is a shemale with big cock
    10.3M views
    Shemale Beatrice Andrade Breaks the Stranger's Ass Bareback
    53:59
    Shemale Beatrice Andrade Breaks the Stranger's Ass Bareback
    Pinko TGirls
    424.4K views
    first bbc for sexy blonde ts
    16:22
    first bbc for sexy blonde ts
    5.6M views
    Please break my ass 5
    02:20
    Please break my ass 5
    488.5K views
    I turned my straight roommate into my wife
    06:06
    I turned my straight roommate into my wife
    CutePinkUnicorn
    2M views
    GROOBYGIRLS - Grace Iris Breaks the Rules with Her Guard
    03:12
    GROOBYGIRLS - Grace Iris Breaks the Rules with Her Guard
    Grooby Girls
    65.8K views
    Guy loses bet turns into sissy CD giving blowjob
    04:52
    Guy loses bet turns into sissy CD giving blowjob
    1.2M views
    Ts breaking in new guy
    01:25
    Ts breaking in new guy
    627.7K views
    Trans Ria Bentley Enjoys Huge BBC Spitroast Anal Creampie
    29:33
    Trans Ria Bentley Enjoys Huge BBC Spitroast Anal Creampie
    Ria_Bentley
    2.4M views
    BBc breaks Giulia Hurricane
    07:10
    BBc breaks Giulia Hurricane
    Mirella Diniz
    96.9K views
    Hostel Surprise
    37:09
    Hostel Surprise
    3.1M views
    Trans Teammates Take Workout Break For Bareback
    11:06
    Trans Teammates Take Workout Break For Bareback
    hothotfilms
    15.8K views
    Sissy cum dump compilation
    28:49
    Sissy cum dump compilation
    2.6M views
    Mtf Big Tit Asian Redhead Impregnablelexa and Wolfdaddy901 Break in the New Rv
    23:18
    Mtf Big Tit Asian Redhead Impregnablelexa and Wolfdaddy901 Break in the New Rv
    DaddyandLexa
    63.2K views
    Taking a straight guy home to turn him into my faggot - Elizabeth Stewart
    08:16
    Taking a straight guy home to turn him into my faggot - Elizabeth Stewart
    Elizabeth Stewart
    378.3K views
    Police Officer Break Into Alien Futa House - Sex Craving Parasites Turns Hot Girls into Trans Shemale
    07:06
    Police Officer Break Into Alien Futa House - Sex Craving Parasites Turns Hot Girls into Trans Shemale
    Futanari XXX
    306.5K views
    I Fuck a Beautiful 19-year-old Trans Girl with a Big Dick
    08:12
    I Fuck a Beautiful 19-year-old Trans Girl with a Big Dick
    barbanegrazponto1onepov
    2M views
    Two horny shemale Nicolly Pamtoja and Juliana Leal with the stud
    39:22
    Two horny shemale Nicolly Pamtoja and Juliana Leal with the stud
    Pinko TGirls
    226.1K views
    You Are Just a Hole - Variety Itsol
    10:46
    You Are Just a Hole - Variety Itsol
    Rodrigo Amor
    1.8M views
    Trans Teens Take A Study Break For Anal
    11:43
    Trans Teens Take A Study Break For Anal
    Wonder Shemale
    313.4K views
    2 femboys with puffy nipples make love
    04:27
    2 femboys with puffy nipples make love
    4M views
    TRANSFIXED - Exhausted Teacher Eris Jolie Teases Her Husband To Start Summer Break With A Good Fuck
    16:36
    TRANSFIXED - Exhausted Teacher Eris Jolie Teases Her Husband To Start Summer Break With A Good Fuck
    Transfixed
    62.9K views
    Sissy Femboy Fucked From Behind
    05:20
    Sissy Femboy Fucked From Behind
    2.6M views
    Big Dick Bitch and Ts Kimmy Breaking down a Thug
    02:19
    Big Dick Bitch and Ts Kimmy Breaking down a Thug
    Big Dick Bitch
    1M views
    Verbal, dominant white daddy pounds Asian femboy
    06:18
    Verbal, dominant white daddy pounds Asian femboy
    490.1K views
    Chains won't Break in the Realm of Darkness Part 2 (Female)
    08:38
    Chains won't Break in the Realm of Darkness Part 2 (Female)
    Mardonn
    370.1K views
    Picking up a Sexy Tgirl off the Streets and Giving Her My BBC
    08:12
    Picking up a Sexy Tgirl off the Streets and Giving Her My BBC
    TGIRLPLAYHOUSE
    2.2M views
    • Back
    • 1
    • 2
    • 3
    • 4
    • 5
    • 6
    • ...
    • 80
    • Next

    Searches Related to Break Up

    • 21Y Fucked by 40y
    • Fuck BF
    • Wife Wants Husband
    • School Girl
    • Fucking My Mother in Law
    • Bad Mommy
    • Schoolgirl
    • Roommates Love
    • Best Friend XXX
    • Can’t Take It
    • Meet up
    • Teen Girlfriend
    • Lesbian
    • Making Out
    • Sister
    • Real Cheating
    • Surprise Caught
    • Divorce
    • Adorable Kitty
    • Your Babe

    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