PornPorn Transgender • US
  • Videos
  • Photos
  • Short videos
  • Users
    • Live Sex
    • Premium Premium Videos
      -60%
    • Pornstars
    • Channels
    +14 MONTHS FREE 😱🎉🔥 Faphouse Holiday Sale

    Sissy Sex Porn Videos

    Free Videos
    Short videos
    Premium Videos
    Photos
    Sissy
    Sex
    Sissy Sex Slave
    Sissy Prison Sex
    Sissy Phone Sex
    Sissy Sex Toys
    Sissy Sex Memes
    Sissy Sex Gif
    Sissy Sex Captions
    Sissy Sex Slave Anime
    Turned Into Sissy Sex Slave
    Sex Man and Sissy Crossdresser
    Sissy and Her Boyfriend Enjoying Sex
    Sissy Crossdresser
    Sissy Training
    Bbc Sissy
    Sissy Feminization
    Sex Videos
    Young Sissy
    Sissy Husband
    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
    • Sissy Sex Slave
      07:00
      Sissy Sex Slave
      Kapri Sun
      44.4K 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
    • Advanced Sissy Sex Slave
      09:33
      Advanced Sissy Sex Slave
      Kapri Sun
      24K views
    • 3 anal orgasm and hot creampie for skinny trans whore
      16:52
      3 anal orgasm and hot creampie for skinny trans whore
      ActorFab
      1.8M views
    • Sissy sex slave
      32:34
      Sissy sex slave
      559.5K views
    • Fucking of a Lifetime - Variety Itsol
      10:36
      Fucking of a Lifetime - Variety Itsol
      Rodrigo Amor
      3.3M views
    • Daddy domination over his sissy sex slave and to taught her that my place is under his balls
      02:46
      Daddy domination over his sissy sex slave and to taught her that my place is under his balls
      alinanightsky
      139.5K views
    • Dads Bestmate Bangs Femboy
      05:11
      Dads Bestmate Bangs Femboy
      mothplayboy
      763.8K views
    • Sissy sex fantasy
      03:44
      Sissy sex fantasy
      169.3K views
    • I turned my straight roommate into my wife
      06:06
      I turned my straight roommate into my wife
      CutePinkUnicorn
      2.1M views
    • Transformation from a normal guy into a horny made-up sissy sex whore that can be used hard and dirty for hours.
      14:31
      Transformation from a normal guy into a horny made-up sissy sex whore that can be used hard and dirty for hours.
      Denise Humain
      52.5K views
    • Another straight boy turned by Elizabeth Stewart
      04:05
      Another straight boy turned by Elizabeth Stewart
      Elizabeth Stewart
      3M views
    • Chastity belt Yellow PVC Bodysuit Sissy Sex Toy multiple Orgasm and solo cum
      22:36
      Chastity belt Yellow PVC Bodysuit Sissy Sex Toy multiple Orgasm and solo cum
      rikrik
      26.8K 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
    • Ksa Iraq arab Gey arab sex2022 emo Gey arab sex 2022 Gey arab sex2022 emo sissy sex news USA
      01:50
      Ksa Iraq arab Gey arab sex2022 emo Gey arab sex 2022 Gey arab sex2022 emo sissy sex news USA
      Hoo
      153.5K views
    • Sissy cums too early and gets punished with rough fucking
      02:35
      Sissy cums too early and gets punished with rough fucking
      2.1M views
    • Asian sissy sex
      04:21
      Asian sissy sex
      168.6K views
    • Loser Boyfriend Gets Feminized and Fucked
      08:12
      Loser Boyfriend Gets Feminized and Fucked
      Pure Ts
      284.4K views
    • Hot Adult Store Sissy Sex Worker
      02:22
      Hot Adult Store Sissy Sex Worker
      iwantclips
      711 views
    • Daddy's Good Girl!
      08:12
      Daddy's Good Girl!
      Pure Ts
      917.1K views
    • BBC vs SISSY SEX MONTAGE
      08:39
      BBC vs SISSY SEX MONTAGE
      21K 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
    • Glam Swingers Club Sissy Sex Worker
      02:30
      Glam Swingers Club Sissy Sex Worker
      iwantclips
      534 views
    • Sissy Femboy Fucked From Behind
      05:20
      Sissy Femboy Fucked From Behind
      2.7M views
    • Sexy Sissy Sex Slave Denise Humain is ready to get fucked by groups of men with huge cocks. Let Denise be the surprise gift for
      06:18
      Sexy Sissy Sex Slave Denise Humain is ready to get fucked by groups of men with huge cocks. Let Denise be the surprise gift for
      Denise Humain
      10.9K views
    • Sissy Boy Has Prostate Orgasm
      00:46
      Sissy Boy Has Prostate Orgasm
      5M views
    • Sweet Sissy Sex
      10:14
      Sweet Sissy Sex
      Sisssyl
      1.4K views
    • I Fuck a Beautiful 19-year-old Trans Girl with a Big Dick
      08:12
      I Fuck a Beautiful 19-year-old Trans Girl with a Big Dick
      barbanegrazponto1onepov
      2.1M views
    • Overly Deviated Sissy, Sex Crazed Femboy, Teases and Shows off Her Body Desperate for Cock. Shemale, Crossdresser Ass
      19:38
      Overly Deviated Sissy, Sex Crazed Femboy, Teases and Shows off Her Body Desperate for Cock. Shemale, Crossdresser Ass
      LaraWhiteSissy
      7K views
    • BBC Fucks a Slutty Crossdresser Without Limits
      32:44
      BBC Fucks a Slutty Crossdresser Without Limits
      Trans and Co
      374K views
    • Sissy sex
      02:07
      Sissy sex
      Erica glenhaven
      9.3K views
    • Tgirl gets Fucked in Anal while talking to a barmaid
      19:04
      Tgirl gets Fucked in Anal while talking to a barmaid
      MySchoolLife
      666.1K views
    • sissy sex
      01:54
      sissy sex
      52.9K views
    • Shemale Anatomy
      03:06
      Shemale Anatomy
      2.8M views
    • Filthy Sissy Sex Doll
      04:41
      Filthy Sissy Sex Doll
      Lucia Lancaster
      7.5K views
    • Lovely young girl is a shemale with big cock
      08:11
      Lovely young girl is a shemale with big cock
      10.5M views
    • larissa1sex-doll.  My Story:  Masked sissy sex-doll.living blow-up doll. fisting. ass play
      11:53
      larissa1sex-doll. My Story: Masked sissy sex-doll.living blow-up doll. fisting. ass play
      Larissa1sexdoll
      11.1K views
    • DEVILS FILM - Hot Trans Jade Venus In Pantyhose Gets Her Ass Fucked And Mouth Filled With Cum
      15:26
      DEVILS FILM - Hot Trans Jade Venus In Pantyhose Gets Her Ass Fucked And Mouth Filled With Cum
      DevilsFilmOfficial
      3M views
    • Sissy sex machine
      02:32
      Sissy sex machine
      37.2K views
    • She loves to be my favorite fucktoy in bareback
      05:36
      She loves to be my favorite fucktoy in bareback
      MrNastyXavier
      2M views
    • Watch Me Fuck Dildo Doggy - Big Ass Hot CD Sissy Sex
      02:23
      Watch Me Fuck Dildo Doggy - Big Ass Hot CD Sissy Sex
      6K views
    • Submissive Sissy crossdresser fucked by BBC - she is a bitch4
      09:55
      Submissive Sissy crossdresser fucked by BBC - she is a bitch4
      Rozebella
      667.7K views
    • Outdoor exhibition day for a sissy, sex in her chastity cage
      10:10
      Outdoor exhibition day for a sissy, sex in her chastity cage
      Sophietravfrench
      4.1K 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_
      751.2K views
    • my sissy sex
      01:35
      my sissy sex
      17.9K views
    • shemale dresses sissy to fuck
      16:14
      shemale dresses sissy to fuck
      2.1M 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 Sex

    • Daddy Fucking Sissy Femboy
    • Caught Crossdressing and Fucked
    • Secret Sissyboy
    • Extreme Homemade
    • Sissy-Virgin
    • Real Sexy Feminine Crossdresser
    • Daddy Fucking Sissy
    • Young First Time
    • Trap Sex
    • Crossdress Fuck
    • Feminized and Fucked
    • Extrem Crossdressers
    • Femboy Schoolgirl
    • Crossdressing Daddies
    • Beautiful Shemale
    • Femboygirlfriend
    • Hardcore Bareback
    • Sissys Get Blacked
    • Amateur Sissygasm
    • Begging for Cock
    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