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

    Shemale Prisoner Porn Videos

    Free Videos
    Short videos
    Premium Videos
    Photos

    Showing results for shemale prisoner. Search instead for female prisoners

    Shemale
    Prisoner
    Shemale Cum
    Indian Shemale
    Black Shemale
    Beautiful Shemale
    Shemale Surprise
    Ebony Shemale
    Shemale Threesome
    Bbw Shemale
    Shemale JOI
    Shemale Compilation
    Shemale Deepthroat
    Shemale Gangbang
    Asian Shemale
    Shemale Massage
    Japanese Shemale
    Shemale Cumshot
    Shemale Creampie
    Shemale Lesbian
    Best Videos
    By clicking the content you will also see an ad. AD
    Black tgirl with giant tool fucking a white ass fat faggot
    11:38
    Black tgirl with giant tool fucking a white ass fat faggot
    Latina Tranny
    1.6M views
    Shemale prisoner
    12:08
    Shemale prisoner
    100.2K views
    Fucking of a Lifetime - Variety Itsol
    10:36
    Fucking of a Lifetime - Variety Itsol
    Rodrigo Amor
    3.4M views
    Older bangs tranny in prison (2019)
    04:57
    Older bangs tranny in prison (2019)
    1.3M views
    Lovely young girl is a shemale with big cock
    08:11
    Lovely young girl is a shemale with big cock
    10.5M views
    Prison Guard Ts fucks another prisoner tranny 02
    07:00
    Prison Guard Ts fucks another prisoner tranny 02
    884.7K views
    This happened to me leaving school
    19:20
    This happened to me leaving school
    ELIZABETH LARA
    4.2M views
    TSVirtualLovers - Sex with the Prisoner in POV
    09:24
    TSVirtualLovers - Sex with the Prisoner in POV
    TS Virtual Lovers
    169.5K views
    Veronica Leal Surprises Stacy Cruz with Her FUTA Dick and Gets Her Tight Ass Destroyed - FULL SCENE
    12:33
    Veronica Leal Surprises Stacy Cruz with Her FUTA Dick and Gets Her Tight Ass Destroyed - FULL SCENE
    Futanari XXX
    21.4M views
    Hot anal trans sex prison house fantasies
    24:32
    Hot anal trans sex prison house fantasies
    Shemale Strokers
    349.4K views
    3 anal orgasm and hot creampie for skinny trans whore
    16:52
    3 anal orgasm and hot creampie for skinny trans whore
    ActorFab
    1.9M views
    Prison of Sissy 3 the Pr Manager Fucked
    11:10
    Prison of Sissy 3 the Pr Manager Fucked
    Johannesgaming
    20.4K views
    My boss is transgender, she comes home very angry and fucks my ass with her big cock Salome Gil
    21:29
    My boss is transgender, she comes home very angry and fucks my ass with her big cock Salome Gil
    Salome Gil
    1.9M views
    My First Day in Prison: Bathroom Experience
    07:30
    My First Day in Prison: Bathroom Experience
    Asura
    114.4K views
    Ebony Mesmerized Into Sucking Futa Cock - Femdom Blonde Shemale Mistress Creampie
    12:26
    Ebony Mesmerized Into Sucking Futa Cock - Femdom Blonde Shemale Mistress Creampie
    Futanari XXX
    1.3M views
    Chicks with Dicks - Sexy Latina Turns Into Prison Cum Slut for Redhead Sata Jones Futa Creampie
    01:35
    Chicks with Dicks - Sexy Latina Turns Into Prison Cum Slut for Redhead Sata Jones Futa Creampie
    Futanari XXX
    182.6K views
    Interracial Latina Transgender Surprise - Veronica Leal Grows Futa Cock and Creampies Ebony Sofi Vega
    11:55
    Interracial Latina Transgender Surprise - Veronica Leal Grows Futa Cock and Creampies Ebony Sofi Vega
    Futanari XXX
    1.6M views
    Prison of Sissy 4 I Love to Suck Cock
    14:54
    Prison of Sissy 4 I Love to Suck Cock
    Johannesgaming
    10.8K 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
    Female alien in a prison gets fucked hard by a hot dickgirl
    27:56
    Female alien in a prison gets fucked hard by a hot dickgirl
    martha 3d group
    41.7K views

    Relevant Short videos

    Sexy Latina Agatha Vega Grows 3d Hermaphrodite Futa Cock - Transgender Prison Fuck Creampie Trailer
    Sexy Latina Agatha Vega Grows 3d Hermaphrodite Futa Cock - Transgender Prison Fuck Creampie Trailer
    Futanari XXX
    3.6K views
    Futa Prison Witch - 18 Year Old Matty Mila Summons Hentai Sex Demon And Turns Into Tg Shemale
    Futa Prison Witch - 18 Year Old Matty Mila Summons Hentai Sex Demon And Turns Into Tg Shemale
    Futanari XXX
    1.6K views
    You Are a Prisoner to Your Sissy Porn
    You Are a Prisoner to Your Sissy Porn
    Natalie Napoli
    1.4K views
    Prison Thug Jacks off Huge Big Black Cock
    Prison Thug Jacks off Huge Big Black Cock
    SweetDWillie456
    909 views
    Prison of Sissy 4 I Love to Suck Cock
    Prison of Sissy 4 I Love to Suck Cock
    Johannesgaming
    408 views
    Shemale prison fantasy
    Shemale prison fantasy
    Femdom Austria TS
    531 views
    Daddy Milks Trans Girl Prostate
    05:06
    Daddy Milks Trans Girl Prostate
    Gray Perrier
    327.5K views
    Travtchoin fertilize 5 times by a former prisoner from Lyon
    03:04
    Travtchoin fertilize 5 times by a former prisoner from Lyon
    184.6K views
    Long Anal Session for Hurting Emma Tied to the Bench
    01:05:06
    Long Anal Session for Hurting Emma Tied to the Bench
    ActorFab
    265.2K views
    Straight boy disguises himself as hot femboy in prison. Prison of Sissy.
    09:39
    Straight boy disguises himself as hot femboy in prison. Prison of Sissy.
    Bigcockamateur
    10.9K views
    Another straight boy turned by Elizabeth Stewart
    04:05
    Another straight boy turned by Elizabeth Stewart
    Elizabeth Stewart
    3M views
    Agatha Vega Tg Prison Fuck - Horny Shemale Detective Gets Blowjob from Latina Girl
    07:06
    Agatha Vega Tg Prison Fuck - Horny Shemale Detective Gets Blowjob from Latina Girl
    Futanari XXX
    75.7K views
    He Tears His Cute Trans Roommate's Pantyhose To Bang Her
    10:54
    He Tears His Cute Trans Roommate's Pantyhose To Bang Her
    Devils tgirls
    6.1M views
    Paying My First Debt in Jail - Prison Of Sissy
    08:09
    Paying My First Debt in Jail - Prison Of Sissy
    Asura
    26.4K views
    TRANSEROTICA Sub TS Natalie Mars Bound by MILF Dee Williams
    12:05
    TRANSEROTICA Sub TS Natalie Mars Bound by MILF Dee Williams
    Trans Erotica
    448.5K views
    julie bond fucks girl in prison
    11:19
    julie bond fucks girl in prison
    114.8K views
    PANSEXUALX Big Dick Erica Cherry Bangs Out 2 College Cuties
    15:08
    PANSEXUALX Big Dick Erica Cherry Bangs Out 2 College Cuties
    PansexualX
    6.5M views
    Shemale Officer Fucks Hot Pearl In Prison With A Big Dick - Rough Sex Futa Cumshots TRAILER
    01:35
    Shemale Officer Fucks Hot Pearl In Prison With A Big Dick - Rough Sex Futa Cumshots TRAILER
    Futanari XXX
    219K views
    Mamou with Rachelle Karol I Dominate a Pretty Submissive Before Taking Her Part 2
    12:58
    Mamou with Rachelle Karol I Dominate a Pretty Submissive Before Taking Her Part 2
    Mamou5891
    68.3K views
    Tranny domina Barbara Cristina fucks her prisoner doggystyle
    06:38
    Tranny domina Barbara Cristina fucks her prisoner doggystyle
    Shemale Punishers
    25.7K views
    anal destruction and face slapping for maso whore
    10:41
    anal destruction and face slapping for maso whore
    ActorFab
    101K views
    A Demand for The Cure - Prison of Sissy
    09:07
    A Demand for The Cure - Prison of Sissy
    Asura
    23K views
    ADULT TIME - FUTA Teen Lulu Chu Wants Her FUTANARI COCK To Grow Big Like Her Stepmom Connie Perignon
    16:08
    ADULT TIME - FUTA Teen Lulu Chu Wants Her FUTANARI COCK To Grow Big Like Her Stepmom Connie Perignon
    AdultTime
    3.7M views
    Hot Trans Prostitute Fucks A Prisoner
    13:02
    Hot Trans Prostitute Fucks A Prisoner
    Devils tgirls
    59K views
    I have sex with my ex-boyfriend's transsexual crush
    09:25
    I have sex with my ex-boyfriend's transsexual crush
    NaughtyTrans
    4.2M views
    Transsexual Prison Guard Fucks An Inmate
    28:25
    Transsexual Prison Guard Fucks An Inmate
    Wonder Shemale
    72.1K views
    Your Girlfriends Fucks Me Vol.2
    01:31:01
    Your Girlfriends Fucks Me Vol.2
    Shemale World
    510.5K views
    You Are a Prisoner to Your Sissy Porn
    11:48
    You Are a Prisoner to Your Sissy Porn
    Natalie Napoli
    13.7K views
    T-Girl cock surprise at the office Chanel Santini
    35:03
    T-Girl cock surprise at the office Chanel Santini
    Shemale World
    831.7K views
    Big cock Jesse gets a blowjob from her prisoner before
    07:20
    Big cock Jesse gets a blowjob from her prisoner before
    Shemale Punishers
    16.5K views
    Big Tits Asian Nurse Finds Out Her Disabled Patient Has A Cock
    11:07
    Big Tits Asian Nurse Finds Out Her Disabled Patient Has A Cock
    Futanari XXX
    7.5M views
    PORNSTAR TS BIG BOOTY BIANCA FUCKS ESCAPED PRISONER !
    01:44
    PORNSTAR TS BIG BOOTY BIANCA FUCKS ESCAPED PRISONER !
    Ts Big Booty Bianca
    90.6K views
    Latin Mature Tranny Predator with Monster Cock Fuck a Slave
    09:21
    Latin Mature Tranny Predator with Monster Cock Fuck a Slave
    8M views
    • Back
    • 1
    • 2
    • 3
    • 4
    • 5
    • 6
    • ...
    • 80
    • Next

    Searches Related to Shemale Prisoner

    • Shemale Surprises Girl
    • Shemales Fuck Movies
    • Trans Seduce XXX
    • New Shemal
    • Transgender Fucks Girls
    • Transsexual Sex Story
    • Beautiful Transexual
    • Ts Prison
    • Transvestite Sheffield
    • Brutal Tranny
    • Big Tits 69
    • Trans-Sex
    • Bdsm Trap
    • Shemaletube Compilation
    • Transformed and Fucked
    • Real Caught Fucking
    • Student Arab
    • Maximum Perversum Extreme Pervert
    • Nudist Colony
    • Dubai Princess

    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