Porn Porn Transgender • US
  • Live Sex
  • Premium Premium Videos
  • Categories
  • Pornstars
  • Channels
  • photos
HAPPY LABOR DAY: 50% OFF 👷🏻‍♀️⚡ Don’t miss hot deals!

Prisons Porn Videos

244 Results

Free Videos
Short Videos
Prisons
Premium Videos
Photos
HD
Full HD
4K
VR
Best Videos
By clicking the content you will also see an ad. AD
  • Prison of Sissy 4 I Love to Suck Cock
    14:54
    Prison of Sissy 4 I Love to Suck Cock
    Johannesgaming
    29K views
  • feminisation training
    09:58
    feminisation training
    I IndirectInitiator50
    1.1M views
  • Live
  • 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
    243.4K views
  • He Couldn't Hide His Desire to Fuck Me Hard with My Chastity Cage
    05:53
    He Couldn't Hide His Desire to Fuck Me Hard with My Chastity Cage
    missangell_
    225K views
  • Transsexual prison guard Patricia Arruda teases bubble butt and jerks off
    09:07
    Transsexual prison guard Patricia Arruda teases bubble butt and jerks off
    Wonder Shemale
    22.5K views
  • The Lingerie Games 2
    05:32
    The Lingerie Games 2
    j joelinger52
    1.1M 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
    27.2K views
  • Quickie at the public toilet
    02:17
    Quickie at the public toilet
    Latina Tranny
    2.5M 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
    64.3K views
  • One On The House
    02:15
    One On The House
    TiffanyWarmer
    19.5K views
  • NEON DREAMS  - PRISON FUCK FEST
    08:26
    NEON DREAMS - PRISON FUCK FEST
    Neon Dreams
    18.1K views
  • First Time Glory Hole
    09:03
    First Time Glory Hole
    586.4K views
  • julie bond fucks girl in prison
    11:19
    julie bond fucks girl in prison
    susiecd1
    130.2K views
  • Chasity cage
    03:55
    Chasity cage
    NikkyTrav
    192.9K views
  • Sex with the Prisoner
    11:00
    Sex with the Prisoner
    TS Virtual Lovers
    4.1K views
  • Closet Full Of Secrets TransAngels
    02:05
    Closet Full Of Secrets TransAngels
    Trans Angels
    360.5K views
  • A Demand for The Cure - Prison of Sissy
    09:07
    A Demand for The Cure - Prison of Sissy
    Asura
    42.2K views
  • That Time I Let the Liberian Wap. Again
    08:12
    That Time I Let the Liberian Wap. Again
    lauryn drill
    818.8K views
  • Hot Trans Prostitute Fucks A Prisoner
    13:02
    Hot Trans Prostitute Fucks A Prisoner
    Devils tgirls
    76.9K views
  • Triple X pt1
    42:30
    Triple X pt1
    1.3M views
  • You're a faggot
    05:50
    You're a faggot
    367.2K 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
    8.5K 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
    7.9K views
    You Are a Prisoner to Your Sissy Porn
    You Are a Prisoner to Your Sissy Porn
    Natalie Napoli
    3.6K views
    Hot Muscular Futa Poilice and prisoner Public Sex AI Generated | Clip 1
    Hot Muscular Futa Poilice and prisoner Public Sex AI Generated | Clip 1
    SecretKum2
    3.6K views
    NEON DREAMS  - PRISON FUCK FEST | Clip 1
    NEON DREAMS - PRISON FUCK FEST | Clip 1
    Neon Dreams
    2.9K views
    Shemale Fucks Girl Standing in Bondage Prison Sex | Clip 1
    Shemale Fucks Girl Standing in Bondage Prison Sex | Clip 1
    Wraith931
    5.1K views
  • TGIRLS XXX - Updates Compilation 11th to 15th  May '26
    15:40
    TGIRLS XXX - Updates Compilation 11th to 15th May '26
    Tgirls
    162.4K views
  • Tomboy Lesbians Futa Sexfight - Wrestling Prison Tattoo Girls Having Horny Fun with CUM Play
    09:15
    Tomboy Lesbians Futa Sexfight - Wrestling Prison Tattoo Girls Having Horny Fun with CUM Play
    Futanari XXX
    1.2M views
  • ADULT TIME - Hailey Rose Gets BUSTED In Public Laundromat By Eva Maxim & Connie Joins With STRAP-ON
    16:03
    ADULT TIME - Hailey Rose Gets BUSTED In Public Laundromat By Eva Maxim & Connie Joins With STRAP-ON
    AdultTime
    1.7M views
  • Welcome to Your New Life -- Sissy Brainwash
    03:39
    Welcome to Your New Life -- Sissy Brainwash
    Sissy Cuck Mind Fuck
    30.4K views
  • GROOBYVR - The Best Days Always Begin With Gigi Ravine
    03:12
    GROOBYVR - The Best Days Always Begin With Gigi Ravine
    Grooby VR
    29.9K views
  • Sissy Brainwashing Training
    13:46
    Sissy Brainwashing Training
    439.7K views
  • Relaxing
    07:50
    Relaxing
    bkifft
    280.2K views
  • strong ankles
    14:38
    strong ankles
    673.3K views
  • TV SISSY TRAP PICKED UP & FUCKED
    30:47
    TV SISSY TRAP PICKED UP & FUCKED
    AZNSWAGDADDY
    1.1M views
  • Filthy Slut PMV
    02:02
    Filthy Slut PMV
    1.4M views
  • Submission Sissy Trainer
    03:23
    Submission Sissy Trainer
    1.4M views
  • TRANSFIXED - Gray Perrier Teacher Gives Kimmy Kimm Free Use Reward During Parent Meeting
    16:15
    TRANSFIXED - Gray Perrier Teacher Gives Kimmy Kimm Free Use Reward During Parent Meeting
    Transfixed
    95.5K views
  • You Are Just a Hole - Variety Itsol
    10:46
    You Are Just a Hole - Variety Itsol
    Rodrigo Amor
    2.6M views
  • Sissys in chastity
    03:40
    Sissys in chastity
    903.1K views
  • Fem dom bangs girl
    08:00
    Fem dom bangs girl
    2M views
  • Sissy Slave Punishment
    10:12
    Sissy Slave Punishment
    245.2K views
  • 2 sissy crossdressers banged in jail
    01:37:43
    2 sissy crossdressers banged in jail
    686.8K views
  • TRANSFIXED - Ariel Demure’s GLORY HOLE Bread Trick For Lola Morena & Avery Lust Ends In HUGE FACIAL
    15:39
    TRANSFIXED - Ariel Demure’s GLORY HOLE Bread Trick For Lola Morena & Avery Lust Ends In HUGE FACIAL
    Transfixed
    3.2M views
  • Detention
    05:24
    Detention
    Cassandra Lovit
    150.9K views
  • Late Night Visit
    03:42
    Late Night Visit
    TiffanyWarmer
    176K views
  • GENDERX FILMS - Bathroom Door Jammed - Stacked Trans Victoria Grant Gets Fucked by the Buyer
    17:54
    GENDERX FILMS - Bathroom Door Jammed - Stacked Trans Victoria Grant Gets Fucked by the Buyer
    GenderX
    111K views
  • slave dwt
    02:57
    slave dwt
    Devoterdwt
    392.3K views
  • OOPSIE - Two Babes Distract Nicole Aria's Gym Session Turning Into Futa Threesome Cum Fest
    16:08
    OOPSIE - Two Babes Distract Nicole Aria's Gym Session Turning Into Futa Threesome Cum Fest
    AdultTime
    217.2K views
  • AbjectBetaSchool - HYLT (pmv)
    03:00
    AbjectBetaSchool - HYLT (pmv)
    t tito07
    634.3K views
  • The Ultimate Chastity Cage Review and Guide Video
    08:12
    The Ultimate Chastity Cage Review and Guide Video
    Sissy Joyce
    38.5K views
  • Lust in Crimson
    16:00
    Lust in Crimson
    TiffanyWarmer
    26.1K views
Previous page
Next page
  1. 1
  2. 2
  3. 3
  4. 4
  5. 5
  6. 6
Categories
American
4K Porn
HD Videos
VR Porn
The Handy
Shemale Fucks Guy
Big Cock
Black
Amateur
Shemale Fucks Shemale
Shemale Fucks Girl
Sissy
Ladyboy
Blowjob
Guy Fucks Shemale
Compilation
Big Black Cock
Cum In Mouth
Big Ass
Cumshot
Mature
Bareback
Creampie
Homemade
Masturbation
Anal
Teen
Domination
Asian
BBW
Solo
Big Tits
Transgender
Brazilian
Cartoon
Interracial
Vintage
Small Cock
Young
Mexican
Japanese
Lingerie
Gangbang
Threesome
Trans Woman
Thai
Trap
BDSM
Couple
Public
MILF
Colombian
Petite
Pretty
Anal Masturbation
Rough Sex
Dildo
Outdoor
Stockings
POV
Cuckold
Small Tits
Babysitter
Handjob
Trans Man
Group Sex
Fetish
Indian
Hentai
Futanari
English
Bondage
Ass Licking
Nude
Hardcore
Massage
Pissing
Chinese
SFW
All recommendations
Monetize your content
Become a creator
xHamster
  • About us
  • Blog
  • Creator's Blog
  • Advertising
  • xHamster Awards 2025
  • SEO Specialist Job
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
Earn money with us
  • Camgirls Wanted
  • Creator Contest
  • Сontent Creators Program
© 2026 xHamster - Free porn videos.
Desktop Version
U.S.C. 2257 Notice
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