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

    Sissy Boy Sleepover Porn Videos

    Free Videos
    Short videos
    Premium Videos
    Photos
    Sissy
    Boy
    Sleepover
    Sissy 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
    Sissy Blowjob
    Sissy Cuckold
    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
    • Hot Ebony TS Gets Stroked and Deepthroated During Sleepover
      06:10
      Hot Ebony TS Gets Stroked and Deepthroated During Sleepover
      EROS ORISHA
      131.3K views
    • My stepmom is a tranny
      16:46
      My stepmom is a tranny
      Combat zone transsexual barebacking
      1.1M views
    • Anal Sissy Sleepover With TS Ria Bentley & Lola Crystals
      07:06
      Anal Sissy Sleepover With TS Ria Bentley & Lola Crystals
      Ria_Bentley
      122.3K views
    • I turned my straight roommate into my wife
      06:06
      I turned my straight roommate into my wife
      CutePinkUnicorn
      2.1M views
    • Shemale sleepover and this happened
      06:16
      Shemale sleepover and this happened
      Buddy rider
      4.9K views
    • Daddy's Good Girl!
      08:12
      Daddy's Good Girl!
      Pure Ts
      901.5K views
    • t-boys get nasty at ftm boys sleepover - oral and double penetration - Jaq Quicksilver and XXX Skips
      01:47
      t-boys get nasty at ftm boys sleepover - oral and double penetration - Jaq Quicksilver and XXX Skips
      Jaq Quicksilver
      11.1K views
    • Sissy cum dump compilation
      28:49
      Sissy cum dump compilation
      2.6M views
    • TRANSFIXED - Trans Teen Erica Cherry Lets Her Cis BFF Play With Her Cock During Sleepover w CUMSHOT
      12:23
      TRANSFIXED - Trans Teen Erica Cherry Lets Her Cis BFF Play With Her Cock During Sleepover w CUMSHOT
      Transfixed
      2.6M 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 Sleepover Turns Into Sexy Threeway
      10:54
      Trans Sleepover Turns Into Sexy Threeway
      hothotfilms
      1.1M views
    • shemale dresses sissy to fuck
      16:14
      shemale dresses sissy to fuck
      2M views
    • Sleepover Turns Into Cum Fest - Big Dick Futa Girls Can’t Cum Enough TRAILER
      02:30
      Sleepover Turns Into Cum Fest - Big Dick Futa Girls Can’t Cum Enough TRAILER
      Futanari XXX
      870.1K views
    • Lovely young girl is a shemale with big cock
      08:11
      Lovely young girl is a shemale with big cock
      10.4M views
    • Trans Sleepover Turns Into Sexy Threeway
      08:12
      Trans Sleepover Turns Into Sexy Threeway
      Trans Roommates
      118.7K views
    • Dads Bestmate Bangs Femboy
      05:11
      Dads Bestmate Bangs Femboy
      mothplayboy
      737.5K views
    • nyl tifa- and- aerith- sleepover intense hardcore sex: thirsty sluts craving massive cocks, deepthroat, and cum-drenched
      01:45
      nyl tifa- and- aerith- sleepover intense hardcore sex: thirsty sluts craving massive cocks, deepthroat, and cum-drenched
      Hatanoxxxmiwa
      19.3K views
    • Indian Best Threesome Sex! Fuck Both of us
      22:48
      Indian Best Threesome Sex! Fuck Both of us
      indianXworld
      22M views
    • Lingerie Latina transsexuals have an anal sleepover
      08:12
      Lingerie Latina transsexuals have an anal sleepover
      Wonder Shemale
      5K views
    • Male to female gender transformation smoking whore
      16:00
      Male to female gender transformation smoking whore
      684.1K views
    • Trans Stepsister Sleepover Teaser
      03:31
      Trans Stepsister Sleepover Teaser
      Melissa Masters
      136.9K views
    • Trans Hotties Smash Sexy Hunk Soldier - GenderXFilms
      15:07
      Trans Hotties Smash Sexy Hunk Soldier - GenderXFilms
      GenderX
      2.6M views
    • Solo Naughtiness at a Sleepover
      07:32
      Solo Naughtiness at a Sleepover
      Miss Alina Paige
      28.8K views
    • family fun 1.mp4
      13:05
      family fun 1.mp4
      1.7M views
    • The Sluttiest Sleepover TransAngels
      00:57
      The Sluttiest Sleepover TransAngels
      Trans Angels
      6.6K views
    • Sissy Swap Tales Schoolgirl Sissies 1
      10:24
      Sissy Swap Tales Schoolgirl Sissies 1
      1.1M views
    • Lingerie Latina Transsexuals Have An Anal Sleepover
      10:58
      Lingerie Latina Transsexuals Have An Anal Sleepover
      Wonder Shemale
      19K 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
    • Sleepover Self Fuck Shemale
      10:08
      Sleepover Self Fuck Shemale
      2.6K views
    • Guy loses bet turns into sissy CD giving blowjob
      04:52
      Guy loses bet turns into sissy CD giving blowjob
      1.2M views
    • Sissy Boy Has Prostate Orgasm
      00:46
      Sissy Boy Has Prostate Orgasm
      5M views
    • Indian Shemale - New Two Boyfrends Kissing Lot Of Pooja Beautyful Boobs & Sexi Ass.
      07:35
      Indian Shemale - New Two Boyfrends Kissing Lot Of Pooja Beautyful Boobs & Sexi Ass.
      Permi_pooja
      2.4M views
    • Sissy Boy Suck Big Cock
      10:26
      Sissy Boy Suck Big Cock
      1M views
    • I turned my straight roommate intro trans wife
      05:20
      I turned my straight roommate intro trans wife
      CutePinkUnicorn
      488K views
    • Sissy boy sweet fuck
      18:45
      Sissy boy sweet fuck
      3.7M views
    • When the Neighbor Rings the Doorbell of Two Trannies, He Is Immediately Seduced and Fucked
      44:58
      When the Neighbor Rings the Doorbell of Two Trannies, He Is Immediately Seduced and Fucked
      Transsexuell and gay club
      1.5M views
    • Sissy boy dream
      00:45
      Sissy boy dream
      695.9K views
    • Hostel Surprise
      37:09
      Hostel Surprise
      3.1M views
    • sissy boy transformation
      25:44
      sissy boy transformation
      363.7K views
    • Trans Taking an Anal Virginity
      08:12
      Trans Taking an Anal Virginity
      Mistress Jodie May
      375.7K views
    • sissy boy wanna be a sissy beautiful girl getting fucked
      07:52
      sissy boy wanna be a sissy beautiful girl getting fucked
      Latina Tranny
      1.1M 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
      480.2K views
    • Sissy Boy Training
      04:08
      Sissy Boy Training
      783.6K views
    • Sissy Slut Motel
      58:39
      Sissy Slut Motel
      716.7K views
    • Pretty sissy boy BJ and facial
      07:26
      Pretty sissy boy BJ and facial
      155.3K views
    • Sissy Femboy Fucked From Behind
      05:20
      Sissy Femboy Fucked From Behind
      2.7M 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 Boy Sleepover

    • Passionate Sissy Love
    • Shemale on Femboy
    • Sissypink Boy
    • Sharing Bed With Step Sister
    • Trap Boys
    • Amateur Trans Sex
    • Fem Fucked
    • Crossdresser Sucking Cock Hotel Room
    • Barely Legal Teen 18
    • Secret Sissyboy
    • Extreme Homemade
    • Daddy's Girl
    • Very Girly Ladyboys
    • Real Sisters Porn
    • Traps Femboys and Sissys
    • Straight Roommate
    • Bareback Missionary
    • Femboygirlfriend
    • Fake Hostel
    • Russian Threesome
    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