PornPorn Transgender • US
  • Videos
  • Photos
  • Short videos
  • Users
    • Live Sex
    • Premium Premium Videos
    • Pornstars
    • Channels

    Shemale Prison Guard Porn Videos

    Free Videos
    Short videos
    Premium Videos
    Photos
    Prison
    Shemale
    Shemale Prison
    Shemale Prison Guard Seduces Her Inmate
    Sissy Prison
    Prison Trans
    Prison Fuck
    Prison Sex
    Shemale Security Guard
    Ts Prison
    Prison Anal
    Bbc Prison
    Transgender Prison
    Prison Lesbians
    Prison Gangbang
    Vintage Prison
    Prison Vintage
    Prison Style
    X Shemale
    With Shemale
    HD
    Full HD
    4K
    VR
    Best Videos
    By clicking the content you will also see an ad. AD
    • This happened to me leaving school
      19:20
      This happened to me leaving school
      ELIZABETH LARA
      4.3M views
    • Latina shemale prison guard fucks her inmate
      08:12
      Latina shemale prison guard fucks her inmate
      Wonder Shemale
      14.3K 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
      2M views
    • Shemale prison guard Alessia Barbosa sex
      28:30
      Shemale prison guard Alessia Barbosa sex
      Wonder Shemale
      9.1K views
    • Lovely young girl is a shemale with big cock
      08:11
      Lovely young girl is a shemale with big cock
      10.6M views
    • Shemale prison guard seduces her inmate
      06:01
      Shemale prison guard seduces her inmate
      Wonder Shemale
      123.3K 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
    • Prison Guard Ts fucks another prisoner tranny 02
      07:00
      Prison Guard Ts fucks another prisoner tranny 02
      889.1K 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
      21.6M views
    • Transsexual Prison Guard Fucks An Inmate
      28:25
      Transsexual Prison Guard Fucks An Inmate
      Wonder Shemale
      72.1K views
    • TRANSFIXED - Sexy Redhead Ariel Demure FREE USE CREAMPIES Boss Megan Mistakes During A Job Interview
      14:02
      TRANSFIXED - Sexy Redhead Ariel Demure FREE USE CREAMPIES Boss Megan Mistakes During A Job Interview
      Transfixed
      801.2K views
    • Prison Guard Ts fucks another prisoner tranny 01
      08:00
      Prison Guard Ts fucks another prisoner tranny 01
      119K 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
    • Blonde Big Tit Shemale Gets Anal Fucked by a Prison Guard
      15:31
      Blonde Big Tit Shemale Gets Anal Fucked by a Prison Guard
      Shemale TS Collection
      1.3K views
    • Fucking of a Lifetime - Variety Itsol
      10:36
      Fucking of a Lifetime - Variety Itsol
      Rodrigo Amor
      3.4M views
    • Hot Bareback in Jail with Thick Trans Prison Guard Drika Lima
      12:05
      Hot Bareback in Jail with Thick Trans Prison Guard Drika Lima
      Dream Tranny
      11.9K views
    • T-Girl cock surprise at the office Chanel Santini
      35:03
      T-Girl cock surprise at the office Chanel Santini
      Shemale World
      878.9K views
    • Curvy TS Prison Guard Drika Lima Cums in Inmates Mouth
      08:00
      Curvy TS Prison Guard Drika Lima Cums in Inmates Mouth
      Dream Tranny
      20.7K views
    • Jade Venus Is Meeting Her Mother-In-Law For The First Time And Her Pussy At The Same Time - Trans Angels
      10:25
      Jade Venus Is Meeting Her Mother-In-Law For The First Time And Her Pussy At The Same Time - Trans Angels
      Trans Angels
      9.1M views
    • Trans Prison Guard in Uniform Drika Lima Enjoys Machine Sex
      12:05
      Trans Prison Guard in Uniform Drika Lima Enjoys Machine Sex
      Dream Tranny
      6.4K views
    • PANSEXUALX Big Dick Erica Cherry Bangs Out 2 College Cuties
      15:08
      PANSEXUALX Big Dick Erica Cherry Bangs Out 2 College Cuties
      PansexualX
      6.6M views
    • Juicy TS Prison Guard Drika Lima Masturbates in Empty Cell
      08:12
      Juicy TS Prison Guard Drika Lima Masturbates in Empty Cell
      Dream Tranny
      6.1K 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
    • Prisoner caught fucking horny jail guard trans tight hole
      06:00
      Prisoner caught fucking horny jail guard trans tight hole
      Trans 500
      110.7K views
    • 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
    • Sexy prison Shemale guard continued
      06:01
      Sexy prison Shemale guard continued
      26.6K views
    • Another straight boy turned by Elizabeth Stewart
      04:05
      Another straight boy turned by Elizabeth Stewart
      Elizabeth Stewart
      3.1M views
    • TS Prison Guard Drika Lima Is Having a Blast with The Fucking Machine
      10:10
      TS Prison Guard Drika Lima Is Having a Blast with The Fucking Machine
      Dream Tranny
      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
    • Shemale prison fantasy
      08:12
      Shemale prison fantasy
      Femdom Austria TS
      2.1K views
    • I have sex with my ex-boyfriend's transsexual crush
      09:25
      I have sex with my ex-boyfriend's transsexual crush
      NaughtyTrans
      4.3M views
    • Security Guards Lola Morena & Adira Allure Ride Fan Dick at Soccer Game
      15:21
      Security Guards Lola Morena & Adira Allure Ride Fan Dick at Soccer Game
      GenderX
      158.7K 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
    • Miss Flo and the security guard
      01:18
      Miss Flo and the security guard
      605.3K views
    • TRANSFIXED - Naughty Petite Summer Col Gives Emma Rose & Eva Maxim SNEAKY HANDJOB During Movie Night
      16:15
      TRANSFIXED - Naughty Petite Summer Col Gives Emma Rose & Eva Maxim SNEAKY HANDJOB During Movie Night
      Transfixed
      3M views
    • TRANSFIXED - Pretty Kasey Kei Is Caught Off Guard By Kenna James While Hooking Up With Aria Valencia
      15:49
      TRANSFIXED - Pretty Kasey Kei Is Caught Off Guard By Kenna James While Hooking Up With Aria Valencia
      Transfixed
      299K 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
      452.6K views
    • GROOBYGIRLS - Grace Iris Breaks the Rules with Her Guard
      03:12
      GROOBYGIRLS - Grace Iris Breaks the Rules with Her Guard
      Grooby Girls
      71K views
    • TRANSFIXED - Doctor Dee Williams & Nurse Khloe Kay Seduce Jean Hollywood In Steamy Checkup - PART 1
      29:51
      TRANSFIXED - Doctor Dee Williams & Nurse Khloe Kay Seduce Jean Hollywood In Steamy Checkup - PART 1
      Transfixed
      82K views
    • Squid Game Player 1 Fucks with Guard for Winning
      05:31
      Squid Game Player 1 Fucks with Guard for Winning
      CutePinkUnicorn
      85.6K views
    • May Thai Takes Futa Pills - Brown Asian Pinay Thai Grows Futanari Cock Redhead Cum In Mouth
      07:06
      May Thai Takes Futa Pills - Brown Asian Pinay Thai Grows Futanari Cock Redhead Cum In Mouth
      Futanari XXX
      2.3M views
    • Cute Trans Stewardess Smashed By Kinky Guard - GenderXFilms
      12:52
      Cute Trans Stewardess Smashed By Kinky Guard - GenderXFilms
      GenderX
      189.2K views
    • Illuxxxtrandy Hot Blonde with Big Ass Fucked Doggy Style by Huge Monster Cock in Public Bathroom - Intense, Dirty Sex with Tight
      02:15
      Illuxxxtrandy Hot Blonde with Big Ass Fucked Doggy Style by Huge Monster Cock in Public Bathroom - Intense, Dirty Sex with Tight
      sinsweethoneyasses
      2.2M views
    • Galactic Guard
      04:39
      Galactic Guard
      TiffanyWarmer
      6.8K 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
    • Mirella Was Caught off Guard by the Scoundrel.
      06:05
      Mirella Was Caught off Guard by the Scoundrel.
      Mirella Diniz
      1K 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
    Next page
    1. 1
    2. 2
    3. 3
    4. 4
    5. 5
    6. 6
    7. ...
    8. 41
    9. ...
    10. 80
    80

    Searches Related to Shemale Prison Guard

    • Luly Brazil Shemale
    • Israeli Army Girls
    • Gangbanged by Shemales
    • Ladyboy Fucks Tourist
    • Step Mom Helps Step Son
    • All the Way Through
    • Trans Wife
    • My Stepmom Is a Tranny
    • Captured and Transformed Into Sex Slaves
    • Caged Sissy Fucked
    • 2 Sissies 1 Chastity Cage
    • Stepbrother Fucking Virgin Stepsister
    • Beautiful Palestinian Girl
    • Transen Full Movie
    • Two Shemales Dominating Guy
    • So Deep He Came so Much
    • Mistress Cuckolding Slave
    • Hot Superstar Transgender Carmen Carrera
    • Crossdressed Flight Attendant
    • Saudi Arabia Lady Boy Room
    Monetize your content
    Become a creator
    xHamster
    • About us
    • 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
    Earn money with us
    • Camgirls Wanted
    • Creator Contest
    • Сontent Creators Program
    © 2026 xHamster - Free porn videos.
    Desktop 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