PornPorn Transgender • US
  • Videos
  • Photos
  • Short videos
  • Users
    • Live Sex
    • Premium Premium Videos
    • Pornstars
    • Channels
    ❄️ GOODBYE, WINTER! 🌞 Hello, Big Savings on Faphouse 🎉

    Sissy Jolene Porn Videos

    Free Videos
    Short videos
    Premium Videos
    Photos
    Sissy
    Sissy Slut Ashley Jolene
    Sissy Crossdresser
    Sissy Training
    Sissy Feminization
    Sissy BBC
    Sissy Chastity
    Sissy Husband
    Sissy Compilation
    Sissy Fucked
    Amateur Sissy
    Sissy Blowjob
    Sissy Cuckold
    Sissy Gangbang
    Sissy Slave
    Sissy Boy
    Young Sissy
    Femdom Sissy
    Sissy Slut
    Sissy Faggot
    HD
    Full HD
    4K
    VR
    Best Videos
    By clicking the content you will also see an ad. AD
    • Sissy Jolene Riding Dick in Her Plaid Lingerie
      07:09
      Sissy Jolene Riding Dick in Her Plaid Lingerie
      Sissy Jolene
      3.5K views
    • Sissy Slut Ashley Jolene On My Weight Bench Fucking Machine Again
      03:29
      Sissy Slut Ashley Jolene On My Weight Bench Fucking Machine Again
      Sissy Slut Ashley Jolene
      4.1K views
    • Sissy Ashley Jolene Riding A Medium Black Dildo On My Weight Bench Fucking Machine
      03:40
      Sissy Ashley Jolene Riding A Medium Black Dildo On My Weight Bench Fucking Machine
      Sissy Slut Ashley Jolene
      5.5K views
    • Sissy Slut in the Hotel - TS Jolene
      10:02
      Sissy Slut in the Hotel - TS Jolene
      Sissy Jolene
      2K views
    • Schoolgirl Slut TS Jolene Rides to Britney Spears
      03:46
      Schoolgirl Slut TS Jolene Rides to Britney Spears
      Sissy Jolene
      5K views
    • Sissy Ashley Jolene Hiding away my clitty and plugging my asshole
      03:45
      Sissy Ashley Jolene Hiding away my clitty and plugging my asshole
      Sissy Slut Ashley Jolene
      6K views
    • Sissy Ashley Jolene Being A Piss Whore
      03:23
      Sissy Ashley Jolene Being A Piss Whore
      Sissy Slut Ashley Jolene
      6.6K views
    • Sissy Slut Ashley Jolene Modeling outfits
      03:39
      Sissy Slut Ashley Jolene Modeling outfits
      Sissy Slut Ashley Jolene
      2.7K views
    • TS Jolene Rides a Cucumber After Yoga
      07:32
      TS Jolene Rides a Cucumber After Yoga
      Sissy Jolene
      4.5K views
    • High Heel Slut TS Jolene Rides on Webcam
      04:48
      High Heel Slut TS Jolene Rides on Webcam
      Sissy Jolene
      2.9K views
    • Sissy Slut Ashley Jolene Being A Piss Whore
      02:44
      Sissy Slut Ashley Jolene Being A Piss Whore
      Sissy Slut Ashley Jolene
      1.7K views
    • Sissy Ashley Jolene done with the work week and getting ready for the weekend
      11:43
      Sissy Ashley Jolene done with the work week and getting ready for the weekend
      Sissy Slut Ashley Jolene
      5K views
    • Sissy  Ashley Jolene Deep Throat Practice Again With a larger dildo than last time
      03:21
      Sissy Ashley Jolene Deep Throat Practice Again With a larger dildo than last time
      Sissy Slut Ashley Jolene
      2K views
    • Woodsman sucking TS Jolene s cock
      01:04
      Woodsman sucking TS Jolene s cock
      Ts-jolene
      1.8K views
    • Jolene CD outdoor
      03:22
      Jolene CD outdoor
      5.7K views
    • TS Jolene sucking the woodsman cock
      01:04
      TS Jolene sucking the woodsman cock
      Ts-jolene
      1.7K views
    • Jolene's DAP
      02:46
      Jolene's DAP
      Ts-jolene
      2.9K views
    • Jolene CD outdoor
      02:53
      Jolene CD outdoor
      3K views
    • Fucking of a Lifetime - Variety Itsol
      10:36
      Fucking of a Lifetime - Variety Itsol
      Rodrigo Amor
      3.7M views
    • Trans Chastity Fuck Doll - deep and rough anal fucking
      11:04
      Trans Chastity Fuck Doll - deep and rough anal fucking
      Gray Perrier
      254.5K views
    • I'll fill your asshole with cum to overflowing
      06:01
      I'll fill your asshole with cum to overflowing
      MrNastyXavier
      2.2M views
    • Most cute sissy trans cumshot a bigload
      05:24
      Most cute sissy trans cumshot a bigload
      Samantha Sissy World
      1.2M views
    • 2nd in a Row Big Load Spraying W/ Embarrassing Orgasm Faces
      08:53
      2nd in a Row Big Load Spraying W/ Embarrassing Orgasm Faces
      H Haydenbabee
      328.5K views
    • I turned my straight roommate into my wife
      06:06
      I turned my straight roommate into my wife
      CutePinkUnicorn
      2.4M views
    • Sissy cum dump compilation
      28:49
      Sissy cum dump compilation
      2.8M views
    • Trans Ria Bentley Enjoys Huge BBC Spitroast Anal Creampie
      29:33
      Trans Ria Bentley Enjoys Huge BBC Spitroast Anal Creampie
      Ria_Bentley
      2.7M views
    • Tgirls Closeup Cumshot Compilation for Sissy
      25:07
      Tgirls Closeup Cumshot Compilation for Sissy
      3.6M views
    • Dads Bestmate Bangs Femboy
      05:11
      Dads Bestmate Bangs Femboy
      mothplayboy
      936.9K views
    • Guy loses bet turns into sissy CD giving blowjob
      04:52
      Guy loses bet turns into sissy CD giving blowjob
      1.3M views
    • Jessica Bloom Self Sucks Her Cock While Getting Fucked & Creampied!
      06:37
      Jessica Bloom Self Sucks Her Cock While Getting Fucked & Creampied!
      Jessica Bloom
      105.6K views
    • Daddy's Good Girl!
      08:12
      Daddy's Good Girl!
      Pure Ts
      1M views
    • I had a big cumshot in unkown hotel
      05:39
      I had a big cumshot in unkown hotel
      Samantha Sissy World
      1.7M views
    • Sissy Femboy Fucked From Behind
      05:20
      Sissy Femboy Fucked From Behind
      2.9M views
    • Sissy CD sucks and is fucked
      08:25
      Sissy CD sucks and is fucked
      1.5M 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
      692.2K views
    • He filled my ass with it, his drips a lot
      07:53
      He filled my ass with it, his drips a lot
      Piou_Sissy
      360.7K views
    • Sissy cums too early and gets punished with rough fucking
      02:35
      Sissy cums too early and gets punished with rough fucking
      2.2M views
    • Trans Girls Share a Cock and Chastity Cage Huge Load of Cum Jessica Bloom and JenbyDoll
      07:14
      Trans Girls Share a Cock and Chastity Cage Huge Load of Cum Jessica Bloom and JenbyDoll
      Jessica Bloom
      170.5K views
    • Crossdressing superstar visits the site
      06:40
      Crossdressing superstar visits the site
      Pure Ts
      118.8K views
    • Hot Sissy Compilation
      10:52
      Hot Sissy Compilation
      1.7M views
    • Behind the Scenes of a Porn Video Featuring a Beautiful European Trans Woman.
      01:13:48
      Behind the Scenes of a Porn Video Featuring a Beautiful European Trans Woman.
      Trans and Co
      308.8K views
    • Dating a mature crossdresser
      08:12
      Dating a mature crossdresser
      Pure Ts
      309.3K views
    • Sissy Dreams 3
      26:07
      Sissy Dreams 3
      1.2M views
    • You Have to See What These Three Trans Women Did with This Hottie After the Party.
      22:24
      You Have to See What These Three Trans Women Did with This Hottie After the Party.
      Tsdanisantos1
      717.7K views
    • Boss fucks the ass of delicious trans secretary
      07:40
      Boss fucks the ass of delicious trans secretary
      Marine Laveau
      343.6K views
    • sugar Cravsitt Presents: BBC 3
      58:34
      sugar Cravsitt Presents: BBC 3
      2.4M views
    • TS Jolene Rides Her Dildo Hard
      03:39
      TS Jolene Rides Her Dildo Hard
      Sissy Jolene
      5.4K 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 Sissy Jolene

    Femboy Sissy
    Sissy Twink
    Femboy Dress
    Sissy Jaymee
    Sissyslut Jolene
    Cute Crossdresser
    Sissy Cassy
    Sissyjay
    Femboy Schoolgirl
    Sissy-Cori
    Twink Crossdresser
    Sissy-Slut-Jenny
    Kyliekissesxxx
    Sissy-Boys
    Sissy-Virgin
    Petite slut
    Skinny Femboy
    Sissychristine
    Lisa Rhea Deville
    Sissyjesst
    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