PornPorn Transgender • US
  • Videos
  • Photos
  • Short videos
  • Users
    • Live Sex
    • Premium Premium Videos
    • Pornstars
    • Channels
    WINTER MAGIC SALE ❄️☃️ Snowy discounts, hot deals!

    Sissy Man Porn Videos

    Free Videos
    Short videos
    Premium Videos
    Photos
    Sissy
    Man
    Sissy Old Man
    Man Fuck Sissy
    Men Kissing Sissies
    Serve Men Sissy
    Sissy Loves Men
    Sissies Love Older Men
    Older Men Gangbang Sissy
    Old Man Fucks Sissy
    Sissy and Older Man
    Sissy With 2 Men
    Old Man Dominates Sissy
    Sissy Fucked by Man
    Man to Sissy Transformation
    Man Fuck Sissy Boy
    Sissy Submission Black Men
    Sissy Pleasing Her Man
    Sissy Dressing for Men
    Amateur Old Man Fucks Sissy
    HD
    Full HD
    4K
    VR
    Best Videos
    By clicking the content you will also see an ad. AD
    • Sissy cum dump compilation
      28:49
      Sissy cum dump compilation
      2.6M views
    • a sissy man scarred with 3 Pi ladyboys fucking and putting t
      17:22
      a sissy man scarred with 3 Pi ladyboys fucking and putting t
      Nikki Ladyboys
      206.2K views
    • Never Expecting to Be a Sexy Girl
      08:12
      Never Expecting to Be a Sexy Girl
      Pure Ts
      475.1K views
    • sissy man
      04:58
      sissy man
      51.1K 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
    • 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
      637.7K views
    • Loser Boyfriend Gets Feminized and Fucked
      08:12
      Loser Boyfriend Gets Feminized and Fucked
      Pure Ts
      292.2K 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
      541.4K views
    • JockPussy - Petite trans hottie Joey Michaels cumdumps for hung jocks
      10:10
      JockPussy - Petite trans hottie Joey Michaels cumdumps for hung jocks
      Jock Pussy
      2.1M views
    • Job interview leads to some intense sex
      08:12
      Job interview leads to some intense sex
      Pure Ts
      179.1K views
    • Dads Bestmate Bangs Femboy
      05:11
      Dads Bestmate Bangs Femboy
      mothplayboy
      794.4K views
    • Boss fucks the ass of delicious trans secretary
      07:40
      Boss fucks the ass of delicious trans secretary
      Marine Laveau
      193.3K views
    • dominant stepmom helps out her sissy slave
      05:59
      dominant stepmom helps out her sissy slave
      Pure Ts
      371.3K views
    • She loves to be my favorite fucktoy in bareback
      05:36
      She loves to be my favorite fucktoy in bareback
      MrNastyXavier
      2M views
    • shemale dresses sissy to fuck
      16:14
      shemale dresses sissy to fuck
      2.1M views
    • Sexgodpicasso Fucks Chicago Tranny Ashleycreamssss Missionary
      11:25
      Sexgodpicasso Fucks Chicago Tranny Ashleycreamssss Missionary
      SexGodPicasso
      240.1K views
    • Fucking of a Lifetime - Variety Itsol
      10:36
      Fucking of a Lifetime - Variety Itsol
      Rodrigo Amor
      3.4M views
    • sugar Cravsitt Presents: BBC 3
      58:34
      sugar Cravsitt Presents: BBC 3
      2.3M views
    • I turned my straight roommate into my wife
      06:06
      I turned my straight roommate into my wife
      CutePinkUnicorn
      2.2M views
    • My Slutty Step Sister: Kayleigh Coxx Uses Step Sister's Boy Toy Corbin Dallas
      11:12
      My Slutty Step Sister: Kayleigh Coxx Uses Step Sister's Boy Toy Corbin Dallas
      Kink TS
      86.6K views
    • Male to female gender transformation smoking whore
      16:00
      Male to female gender transformation smoking whore
      695K views
    • Relevant Short videos

      Sissy man pussy
      Sissy man pussy
      Big Sikh sissy
      526 views
      Daddy fucked her sissy hard
      Daddy fucked her sissy hard
      Sebnem
      210.8K views
      Gerudo Link cumming like a bitch
      Gerudo Link cumming like a bitch
      Zoeqt
      79.1K views
      Juicy shecock cumshot - A big mess
      Juicy shecock cumshot - A big mess
      Zoeqt
      63.3K views
      Big uncut cock, huge cumshot and feeding you cum
      Big uncut cock, huge cumshot and feeding you cum
      Zoeqt
      33.5K views
      Ts Bella Compilation Shemale
      Ts Bella Compilation Shemale
      g gwiser0061
      47.9K views
    • TS Babysitter gets a Spooky Interracial Gangbang
      19:33
      TS Babysitter gets a Spooky Interracial Gangbang
      Kapri Sun
      370.4K views
    • Sissyfication
      43:09
      Sissyfication
      1M views
    • Shemale and guy fuck till both cum
      13:31
      Shemale and guy fuck till both cum
      TSLuxylux
      1.9M 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
    • Anal Domination: Double Penetration Big Cock for French Trans
      01:00:27
      Anal Domination: Double Penetration Big Cock for French Trans
      Trans and Co
      598.8K views
    • Another straight boy turned by Elizabeth Stewart
      04:05
      Another straight boy turned by Elizabeth Stewart
      Elizabeth Stewart
      3.1M views
    • Sloppy blowjob and intense penetration with a FRENCH trans goddess
      08:36
      Sloppy blowjob and intense penetration with a FRENCH trans goddess
      Maxime horns
      153.7K views
    • A guide to sissication: Beginner - Am I a sissy?
      23:32
      A guide to sissication: Beginner - Am I a sissy?
      749.2K views
    • Bimbo Takes on BBC
      08:34
      Bimbo Takes on BBC
      TSRyley
      134.2K views
    • Trying to fuck my trans pussy with a huge thick dick
      07:41
      Trying to fuck my trans pussy with a huge thick dick
      TransmanDick
      266.9K views
    • Submissive Sissy crossdresser fucked by BBC - she is a bitch4
      09:55
      Submissive Sissy crossdresser fucked by BBC - she is a bitch4
      Rozebella
      696.5K views
    • Masturbating my trans man's cock while sticking the head of a penis into my pussy
      07:24
      Masturbating my trans man's cock while sticking the head of a penis into my pussy
      TransmanDick
      459.6K views
    • I ended up in this sissy hole. I love fucking and sucking a big dick and showing them what a real blowjob part4
      05:59
      I ended up in this sissy hole. I love fucking and sucking a big dick and showing them what a real blowjob part4
      Rozebella
      160.7K views
    • Bareback Ftm Threesome with Creampie and Felching Twink and Daddy Taking Turns on Sweet Man Pussy
      10:18
      Bareback Ftm Threesome with Creampie and Felching Twink and Daddy Taking Turns on Sweet Man Pussy
      Camilo Brown
      87.8K views
    • I fuck my roommate and fills my butthole full of cum while i'm in chastity
      05:45
      I fuck my roommate and fills my butthole full of cum while i'm in chastity
      missangell_
      672.6K views
    • Dating a mature crossdresser
      08:12
      Dating a mature crossdresser
      Pure Ts
      240.3K views
    • Sissy Really Pleasure with BBC
      03:57
      Sissy Really Pleasure with BBC
      2.4M views
    • Sissy Dreams 3
      26:07
      Sissy Dreams 3
      1.2M views
    • Your little bitch wants hot cum inside her tight and dirty asshole
      06:50
      Your little bitch wants hot cum inside her tight and dirty asshole
      missangell_
      764.4K views
    • 2032 - the Bwno Future
      15:06
      2032 - the Bwno Future
      ChristineWest120
      114.8K views
    • Horny tranny housewife rough ass fuck
      06:43
      Horny tranny housewife rough ass fuck
      TS Playground
      176.9K views
    • Guy loses bet turns into sissy CD giving blowjob
      04:52
      Guy loses bet turns into sissy CD giving blowjob
      1.3M views
    • Bareback Creampie by The Triabl Chief onlyfans alexiakessek1
      01:28
      Bareback Creampie by The Triabl Chief onlyfans alexiakessek1
      TsAlexiaDream
      140.4K views
    • Trans Ria Bentley Enjoys Huge BBC Spitroast Anal Creampie
      29:33
      Trans Ria Bentley Enjoys Huge BBC Spitroast Anal Creampie
      Ria_Bentley
      2.5M views
    • Trans Girl Fucked Deep and Hard by Hung Stud Andre on an Intense 8-Minute Raw Ride
      08:25
      Trans Girl Fucked Deep and Hard by Hung Stud Andre on an Intense 8-Minute Raw Ride
      Gray Perrier
      214.9K views
    • I turned my straight roommate intro trans wife
      05:20
      I turned my straight roommate intro trans wife
      CutePinkUnicorn
      509.1K 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 Man

    • Fucking a Sissy Femboy
    • Homemade Crossdresser Fucked
    • Secret Sissyboy
    • Shemale Destroyed
    • First Time Crossdressing
    • Extreme Ladyboys
    • Sisy Boy
    • Crossdressers Hardcore
    • Traps Femboys and Sissys
    • Girly Boys
    • Twin Shemales
    • Sissy-Virgin
    • Feminization
    • Transvestites Sissies
    • Ruined
    • Transgender Twink
    • Sissyslut
    • Rough Sex
    • Crossdress Gangbang
    • Femboygirlfriend
    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