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

    Cute Sissy Boys Porn Videos

    Free Videos
    Short videos
    Premium Videos
    Photos
    Sissy
    Cute
    Boy
    Sissy Boy
    Cute Sissy
    Cute Boy
    Boy Sissy
    Sissy Crossdresser
    Sissy Training
    Lady Boy
    Bbc Sissy
    Sissy Feminization
    Teen Sissy Boy
    Young Sissy
    Sissy Husband
    Sissy Chastity
    Sissy Compilation
    Sissy Fucked
    Sissy Slave
    Amateur Sissy
    HD
    Full HD
    4K
    VR
    Best Videos
    By clicking the content you will also see an ad. AD
    • Another straight boy turned by Elizabeth Stewart
      04:05
      Another straight boy turned by Elizabeth Stewart
      Elizabeth Stewart
      3M views
    • Cute arab Iraq emo sissy Boys areb sex 2022 cam news Sex arab Iraq emo sissy Boys areb sex 2022 cam news Sex arab Iraq
      05:59
      Cute arab Iraq emo sissy Boys areb sex 2022 cam news Sex arab Iraq emo sissy Boys areb sex 2022 cam news Sex arab Iraq
      Hoo
      90.9K views
    • I turned my straight roommate into my wife
      06:06
      I turned my straight roommate into my wife
      CutePinkUnicorn
      2.1M views
    • 19 Years Old Cute Sissy Jude's Serves Her First Day in Gloryhole Handjob
      05:32
      19 Years Old Cute Sissy Jude's Serves Her First Day in Gloryhole Handjob
      Asura
      6.6K views
    • Sissy cum dump compilation
      28:49
      Sissy cum dump compilation
      2.6M views
    • Cute Sissygasm From a Cute Sissy Girl - Sooo Hot!
      03:50
      Cute Sissygasm From a Cute Sissy Girl - Sooo Hot!
      Bellaroar
      1.3K views
    • I'll fill your asshole with cum to overflowing
      06:01
      I'll fill your asshole with cum to overflowing
      MrNastyXavier
      1.8M views
    • 4K Shemale Cute Sissy Crossdresser 3 Hot Dresses White Gay Boy Slut Twink Big Butt Big Ass
      06:28
      4K Shemale Cute Sissy Crossdresser 3 Hot Dresses White Gay Boy Slut Twink Big Butt Big Ass
      Crossdresserkitty
      25.3K views
    • shemale dresses sissy to fuck
      16:14
      shemale dresses sissy to fuck
      2M views
    • BOY bOObs Compilation natural ladyboy tits hot cute sissy
      07:03
      BOY bOObs Compilation natural ladyboy tits hot cute sissy
      Crossdresserkitty
      12.1K views
    • Sissy Femboy Fucked From Behind
      05:20
      Sissy Femboy Fucked From Behind
      2.7M views
    • cute sissy boy chastity wind upskirt
      01:44
      cute sissy boy chastity wind upskirt
      sissyboy092
      66.7K views
    • Dads Bestmate Bangs Femboy
      05:11
      Dads Bestmate Bangs Femboy
      mothplayboy
      737.5K views
    • Cute Sissy Boy First Time Dildo Play
      09:14
      Cute Sissy Boy First Time Dildo Play
      Larissa Dalin
      6.6K views
    • I turned my straight roommate intro trans wife
      05:20
      I turned my straight roommate intro trans wife
      CutePinkUnicorn
      488K views
    • Shemale Cute Sissy Crossdresser 3 Hot Dresses White Gay Boy Slut Twink Big Butt Big Ass
      05:57
      Shemale Cute Sissy Crossdresser 3 Hot Dresses White Gay Boy Slut Twink Big Butt Big Ass
      Crossdresserkitty
      1K views
    • Fucking of a Lifetime - Variety Itsol
      10:36
      Fucking of a Lifetime - Variety Itsol
      Rodrigo Amor
      3.3M views
    • Hot Ladyboy Electro Eyeglass Sexy Cute Sissy Boy Femboy Crossdresser Model Kitty
      03:05
      Hot Ladyboy Electro Eyeglass Sexy Cute Sissy Boy Femboy Crossdresser Model Kitty
      Crossdresserkitty
      2.5K views
    • Daddy's Good Girl!
      08:12
      Daddy's Good Girl!
      Pure Ts
      901.5K 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
      193.3K 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
    • Sissy boy sweet fuck
      18:45
      Sissy boy sweet fuck
      3.7M views
    • 2 femboys with puffy nipples make love
      04:27
      2 femboys with puffy nipples make love
      4M views
    • Loud Moaning Sissy Femboy Takes Huge Black Cock
      24:22
      Loud Moaning Sissy Femboy Takes Huge Black Cock
      Trans and Co
      91.8K 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
    • Bbc Boy get Blowjob - Sissy Girl Love my bbc
      08:28
      Bbc Boy get Blowjob - Sissy Girl Love my bbc
      Rozebell
      100.1K views
    • FEMBOYISH - Mischievous Petite Femboy In Lingerie Cyrus Stark Teases Horny Roommate Drake Von
      12:31
      FEMBOYISH - Mischievous Petite Femboy In Lingerie Cyrus Stark Teases Horny Roommate Drake Von
      ADULTTIMEGAY
      570.7K views
    • boys are brothers and dress up like sissy girls and CUM
      24:54
      boys are brothers and dress up like sissy girls and CUM
      Nikki Ladyboys
      708.2K 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
    • Femboy Cum Compilation (2022) Part 6
      09:07
      Femboy Cum Compilation (2022) Part 6
      Jaybaesun
      18.2K views
    • My stepmom is a tranny
      16:46
      My stepmom is a tranny
      Combat zone transsexual barebacking
      1.1M views
    • I LOVE THROATING DUDES WITH GIRLFRIENDS LOL
      02:57
      I LOVE THROATING DUDES WITH GIRLFRIENDS LOL
      JsseMontz
      117.3K views
    • Sissy Boy Has Prostate Orgasm
      00:46
      Sissy Boy Has Prostate Orgasm
      5M views
    • Twerking fat ass femboy
      02:47
      Twerking fat ass femboy
      Shy Boy
      62.5K 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
    • Do you like boys?
      00:37
      Do you like boys?
      Alinavirt
      332.8K views
    • Traps Transgirls & Femboys 2
      58:38
      Traps Transgirls & Femboys 2
      2M views
    • Compilation of White Sissy Bois who Love Black Cock
      07:52
      Compilation of White Sissy Bois who Love Black Cock
      15.9K 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
    • stepdaddies little sissy boi loves it
      02:09
      stepdaddies little sissy boi loves it
      152.3K views
    • Lovely young girl is a shemale with big cock
      08:11
      Lovely young girl is a shemale with big cock
      10.4M views
    • Kinky alt femboy sissy crossdresser kate murano gets dominated and fucked with a strapon
      03:57
      Kinky alt femboy sissy crossdresser kate murano gets dominated and fucked with a strapon
      Kate Murano
      15.8K views
    • Tv is for Sissies (Full Video)
      56:35
      Tv is for Sissies (Full Video)
      614.7K views
    • Sissy in sexy stockings acting like a slut
      07:42
      Sissy in sexy stockings acting like a slut
      Letany Ponny
      213.1K views
    • Hostel Surprise
      37:09
      Hostel Surprise
      3.1M views
    • 30yr Old With Bubble Butt – Small Waist Club
      03:23
      30yr Old With Bubble Butt – Small Waist Club
      Karma Rainbow Smith D
      130K views
    • Walking Naked in Heels. Confident Tgirl Tease You
      05:23
      Walking Naked in Heels. Confident Tgirl Tease You
      Medi Voi
      78.2K 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 Cute Sissy Boys

    • Teen Sissy Boy
    • Cute Femboy
    • Secret Sissyboy
    • Feminine Boys
    • Beautiful Femboys
    • Very Girly Ladyboys
    • Trap Fucked by Daddy
    • Tiny Crossdresser
    • Young First Time
    • Crossdressing Daddies
    • Sissy-Virgin
    • Straight Seduced
    • Tranny Teens
    • Schoolgirl
    • Extreme Homemade
    • Cutest Trans
    • Sissys
    • Femboygirlfriend
    • Sexy Sissies
    • Sweet Petite Shemale
    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