PornPorn Transgender • US
  • Videos
  • Photos
  • Short videos
  • Users
    • Live Sex
    • Premium Premium Videos
    • Pornstars
    • Channels
    HAPPY LUNAR NEW YEAR! 🌙✨ Faphouse Limited-Time Sale!

    Sissy Street Porn Videos

    Free Videos
    Short videos
    Premium Videos
    Photos
    Sissy
    Street
    Sissy Street Whores
    Sissy Crossdresser Street Whore
    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
    HD
    Full HD
    4K
    VR
    Best Videos
    By clicking the content you will also see an ad. AD
    • A Prostitute Offering Herself on the Street
      02:29
      A Prostitute Offering Herself on the Street
      Wesley Fudedor
      431.1K views
    • Larissa1sexdoll. Sissy Street Hooker. Queen of Spades
      05:23
      Larissa1sexdoll. Sissy Street Hooker. Queen of Spades
      Larissa1sexdoll
      73.2K views
    • Hot Transgirl Content
      08:12
      Hot Transgirl Content
      English Psycho
      205.6K views
    • PRIDE PARADE SHEMALE STREET FESTIVAL
      00:44
      PRIDE PARADE SHEMALE STREET FESTIVAL
      1.8M views
    • This is how you treat a sissy slut! Guy uses tranny brutally in public and cums on her face!
      01:16
      This is how you treat a sissy slut! Guy uses tranny brutally in public and cums on her face!
      TV_Helena
      578.7K views
    • Suck It Down Smoking JOI
      06:27
      Suck It Down Smoking JOI
      Darkfetish2k
      14.7K views
    • CD TRAP SISSY EDUCATION TRAINING 101
      01:27:33
      CD TRAP SISSY EDUCATION TRAINING 101
      970.1K views
    • My Friend and I Had Sex with a Guy We Met on the Streets of Rio De Janeiro.
      22:11
      My Friend and I Had Sex with a Guy We Met on the Streets of Rio De Janeiro.
      Tsdanisantos1
      37.4K views
    • Sissy identity
      08:50
      Sissy identity
      613.8K views
    • The Black BBC M Fucked on the Street Floor
      10:11
      The Black BBC M Fucked on the Street Floor
      Nicolly Summers
      14.1K views
    • Petra,s day in the woods
      30:59
      Petra,s day in the woods
      PetraTVsletje
      116K views
    • Frivolous and outrageous in the parking lot
      05:37
      Frivolous and outrageous in the parking lot
      CarinaDavid
      54.5K views
    • THE SISSY'S FUTURE
      07:56
      THE SISSY'S FUTURE
      593.3K views
    • Shemale in pink lingerie getting a 1l beer enema in the street
      09:38
      Shemale in pink lingerie getting a 1l beer enema in the street
      Traviezisha
      153.7K views
    • Sissy 6
      19:29
      Sissy 6
      1.4M views
    • CD emo outdoor walking at railway station. slut outfit
      30:07
      CD emo outdoor walking at railway station. slut outfit
      emy4all
      167K views
    • Sissyfication
      43:09
      Sissyfication
      1.1M views
    • Tranny girl used rough in public! Clothes ripping! Mouthfuck! Deepthroat! Assfuck! Facial!
      01:17
      Tranny girl used rough in public! Clothes ripping! Mouthfuck! Deepthroat! Assfuck! Facial!
      Allmylinks
      168.6K views
    • Male to female gender transformation smoking whore
      16:00
      Male to female gender transformation smoking whore
      720.5K views
    • Sissy Mind Alteration Video!
      04:45
      Sissy Mind Alteration Video!
      427.2K views
    • TS TRAP SISSY DATE HIKE
      06:16
      TS TRAP SISSY DATE HIKE
      1.3M views
    • Sissy dogging challenge
      05:59
      Sissy dogging challenge
      300.6K views
    • I turned my straight roommate into my wife
      06:06
      I turned my straight roommate into my wife
      CutePinkUnicorn
      2.3M views
    • A guide to sissication: Beginner - Am I a sissy?
      23:32
      A guide to sissication: Beginner - Am I a sissy?
      793.9K views
    • Trust The Fucking Process
      52:41
      Trust The Fucking Process
      1M views
    • Sissy cum dump compilation
      28:49
      Sissy cum dump compilation
      2.7M views
    • sugar Cravsitt Presents: BBC 3
      58:34
      sugar Cravsitt Presents: BBC 3
      2.4M views
    • Sissy #3: Feminize Yourself
      16:07
      Sissy #3: Feminize Yourself
      683.9K views
    • Sissy Slut Motel
      58:39
      Sissy Slut Motel
      757.1K views
    • Guy loses bet turns into sissy CD giving blowjob
      04:52
      Guy loses bet turns into sissy CD giving blowjob
      1.3M views
    • Shemale Anatomy
      03:06
      Shemale Anatomy
      2.9M views
    • Sissy CD sucks and is fucked
      08:25
      Sissy CD sucks and is fucked
      1.5M views
    • Tranny on the road as a street whore! Public blowjob with facial cumshot!
      00:42
      Tranny on the road as a street whore! Public blowjob with facial cumshot!
      Allmylinks
      558.6K views
    • How to Train Your Sissy Boyfriend
      08:12
      How to Train Your Sissy Boyfriend
      Brat Perversions
      146K views
    • Sissy #2: Becoming A Cock Slut
      15:35
      Sissy #2: Becoming A Cock Slut
      898.9K views
    • dominant stepmom helps out her sissy slave
      05:59
      dominant stepmom helps out her sissy slave
      Pure Ts
      415.8K views
    • BBC Fucks a Slutty Crossdresser Without Limits
      32:44
      BBC Fucks a Slutty Crossdresser Without Limits
      Trans and Co
      430.6K views
    • Sissy Boy3
      33:27
      Sissy Boy3
      2M views
    • Gloryhole Cum Slut - Training (unknown PMV artist)
      08:11
      Gloryhole Cum Slut - Training (unknown PMV artist)
      708.2K views
    • Emasculate your mind
      13:52
      Emasculate your mind
      506.7K views
    • Sissy delicious (Part 2)
      13:40
      Sissy delicious (Part 2)
      203.2K views
    • Rented Out by His Mistress
      06:12
      Rented Out by His Mistress
      Pure Ts
      108.7K views
    • Loser Boyfriend Gets Feminized and Fucked
      08:12
      Loser Boyfriend Gets Feminized and Fucked
      Pure Ts
      325.5K views
    • Sissy Dreams 3
      26:07
      Sissy Dreams 3
      1.2M views
    • Master trains his sissy in Chastity. He uses her mouth and ass to her liking making her a real whore
      18:27
      Master trains his sissy in Chastity. He uses her mouth and ass to her liking making her a real whore
      Vane03_siss
      275.1K views
    • Submission Sissy Trainer
      03:23
      Submission Sissy Trainer
      1.2M views
    • Never Expecting to Be a Sexy Girl
      08:12
      Never Expecting to Be a Sexy Girl
      Pure Ts
      525.5K 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 Street

    Crossdresser Caught in Public
    Sissy Twerk
    Street Tranny
    Femboy Streets
    Crossdressing Outdoors
    Sexy Young Crossdressers
    Teen Femboys
    Crossdress Fucked
    UK Transvestites Outdoor
    Whored Out
    Sissy-Boys
    Fuck Me Like a Whore
    Transvestit
    Trans Cruising
    Sissy Walk
    Walking Outside
    Grindr Meet
    Gay Sissyboy
    Stranger Bareback
    Street
    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