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

    Best Sissy Porn Videos

    Free Videos
    Short videos
    Premium Videos
    Photos
    Sissy
    Good
    Best Sissy Captions
    Sissy Good Girl
    Sissy Best Friend
    Best Sissy Edit
    Good Sissy Fuck
    Sissy Crossdresser
    Sissy Training
    Bbc Sissy
    Sissy Feminization
    Young Sissy
    Sissy Husband
    Sissy Chastity
    Sissy Compilation
    Sissy Fucked
    Sissy Slave
    Amateur Sissy
    Sissy Blowjob
    Sissy Cuckold
    HD
    Full HD
    4K
    VR
    Best Videos
    By clicking the content you will also see an ad. AD
    • I turned my straight roommate into my wife
      06:06
      I turned my straight roommate into my wife
      CutePinkUnicorn
      2.1M views
    • Best sissy Edit
      06:08
      Best sissy Edit
      558.4K views
    • Sissy cum dump compilation
      28:49
      Sissy cum dump compilation
      2.6M views
    • Best Sissy Trainer
      03:40
      Best Sissy Trainer
      153.6K 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
    • Best Sissy Hypno Compilation - CD Kelli
      02:32
      Best Sissy Hypno Compilation - CD Kelli
      80.5K views
    • Dads Bestmate Bangs Femboy
      05:11
      Dads Bestmate Bangs Femboy
      mothplayboy
      777.1K views
    • The best Sissy Trainer (Pop...s)
      12:46
      The best Sissy Trainer (Pop...s)
      226.6K views
    • Fucking of a Lifetime - Variety Itsol
      10:36
      Fucking of a Lifetime - Variety Itsol
      Rodrigo Amor
      3.4M views
    • Best Sissy Smoking Anal Trainer of all time
      09:38
      Best Sissy Smoking Anal Trainer of all time
      64.3K views
    • Daddy's Good Girl!
      08:12
      Daddy's Good Girl!
      Pure Ts
      924.6K views
    • PREVIEW BEST SISSY SLAVE REAL TRAINING BY TS GODDESS OF MILK BAREBACK DEEPTHROAT CUM SPANKING GAG USE FULL ON ONLYFANS
      02:43
      PREVIEW BEST SISSY SLAVE REAL TRAINING BY TS GODDESS OF MILK BAREBACK DEEPTHROAT CUM SPANKING GAG USE FULL ON ONLYFANS
      TsGoddessofMilk
      59.5K 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
    • Most beautiful TGIRL best sissy smoking shemale
      03:09
      Most beautiful TGIRL best sissy smoking shemale
      Samantha Sissy World
      166.1K views
    • I turned my straight roommate intro trans wife
      05:20
      I turned my straight roommate intro trans wife
      CutePinkUnicorn
      493.8K views
    • real life of one of the best sissy slut chastised
      05:04
      real life of one of the best sissy slut chastised
      53.3K views
    • Another straight boy turned by Elizabeth Stewart
      04:05
      Another straight boy turned by Elizabeth Stewart
      Elizabeth Stewart
      3M views
    • best Sissy out there
      14:37
      best Sissy out there
      316.4K views
    • Sissy Femboy Fucked From Behind
      05:20
      Sissy Femboy Fucked From Behind
      2.7M views
    • The Best Sissy Cock Worship Blowjob Ever
      06:49
      The Best Sissy Cock Worship Blowjob Ever
      25.9K views
    • Lovely young girl is a shemale with big cock
      08:11
      Lovely young girl is a shemale with big cock
      10.5M views
    • Best Sissy Trainer 2020
      03:40
      Best Sissy Trainer 2020
      40.3K views
    • Never Expecting to Be a Sexy Girl
      08:12
      Never Expecting to Be a Sexy Girl
      Pure Ts
      466.7K views
    • my best Sissy videos fuck (4)
      00:50
      my best Sissy videos fuck (4)
      36.5K 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
    • The best sissy video
      28:50
      The best sissy video
      145K views
    • Rented Out by His Mistress
      06:12
      Rented Out by His Mistress
      Pure Ts
      57.2K views
    • my best Sissy videos fuck (3)
      03:37
      my best Sissy videos fuck (3)
      51.6K views
    • Her ass can fit all my big black cock so good
      06:21
      Her ass can fit all my big black cock so good
      MrNastyXavier
      1.8M views
    • my best Sissy videos fuck (2)
      00:42
      my best Sissy videos fuck (2)
      41.2K 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_
      754K views
    • Best sissy fat ass
      02:03
      Best sissy fat ass
      24.9K views
    • Dating a mature crossdresser
      08:12
      Dating a mature crossdresser
      Pure Ts
      234.8K views
    • STRETCHING NIPPLES - BEST SISSY NIPPLE PIERCED - CAROLASMIT
      04:28
      STRETCHING NIPPLES - BEST SISSY NIPPLE PIERCED - CAROLASMIT
      5.8K views
    • I finally let my stepsis fuck my trans pussy
      05:30
      I finally let my stepsis fuck my trans pussy
      CutePinkUnicorn
      611.5K views
    • my best Sissy videos fuck (1)
      00:33
      my best Sissy videos fuck (1)
      26.6K views
    • Loser Boyfriend Gets Feminized and Fucked
      08:12
      Loser Boyfriend Gets Feminized and Fucked
      Pure Ts
      286.8K views
    • Best sissy milf stockings hotel video yet
      03:31
      Best sissy milf stockings hotel video yet
      2.5K views
    • Trans Porn Trans Girl Cumming While Creampied by a Huge Uncut Cock
      08:12
      Trans Porn Trans Girl Cumming While Creampied by a Huge Uncut Cock
      nbnabunny
      1.6M views
    • HORSE DILDO ANAL - BEST SISSY NIPPLE PIERCED
      04:04
      HORSE DILDO ANAL - BEST SISSY NIPPLE PIERCED
      3.4K views
    • Sissy CD sucks and is fucked
      08:25
      Sissy CD sucks and is fucked
      1.4M views
    • CUM TWICE - The best compilaion - 3 SEASON - KinkyHome TV
      01:17:55
      CUM TWICE - The best compilaion - 3 SEASON - KinkyHome TV
      KinkyHome
      1.5M views
    • I had a big cumshot in unkown hotel
      05:39
      I had a big cumshot in unkown hotel
      Samantha Sissy World
      1.5M views
    • Stunning sissy best blowjob and anal
      22:31
      Stunning sissy best blowjob and anal
      738.3K views
    • BBC Fucks a Slutty Crossdresser Without Limits
      32:44
      BBC Fucks a Slutty Crossdresser Without Limits
      Trans and Co
      376.9K views
    • tranny with a fat dick cum compilation
      05:09
      tranny with a fat dick cum compilation
      Sissy_Sasha_Q
      43.6K 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
      243.3K 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 Best Sissy

    • Fucking a Sissy Femboy
    • Real Sexy Feminine Crossdresser
    • Secret Sissyboy
    • First Time Crossdressing for Friend
    • Beautiful Femboys
    • Feminized and Fucked
    • Femboygirlfriend
    • Very Girly Ladyboys
    • Crossdressers Hardcore
    • Sisy Boy
    • Sissy-Virgin
    • Male to Female Transformation Fantasy
    • Submissive Trans
    • Fem Boys
    • Sissyslut
    • Stunning Ladyboy
    • Crossboy With Mommy Clothes
    • Feminization
    • Femboi Trap
    • Transvestites Sissies
    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