PornPorn Transgender • US
  • Videos
  • Photos
  • Short videos
  • Users
    • Live Sex
    • Premium Premium Videos
    • Pornstars
    • Channels

    Sissy Boys Porn Videos

    Free Videos
    Short videos
    Premium Videos
    Photos
    Sissy
    Boy
    Sissy Boy
    Boy Sissy
    Beautiful Sissy Boy
    Teen Sissy Boy
    Tiny Sissy Boy
    Sissy Boy Fucked
    Sissy Boy BBC
    Black Sissy Boy
    Sissy Boy Anal
    Korean Sissy Boy
    Asian Sissy Boy
    Prison Sissy Boy
    Femdom Sissy Boy
    Sissy Boy Cum
    Feminine Sissy Boy
    Sissy Boy Gangbang
    Egyptian Sissy Boy
    Sissy Boy Transformation
    HD
    Full HD
    4K
    VR
    Best Videos
    By clicking the content you will also see an ad. AD
    • shemale dresses sissy to fuck
      16:14
      shemale dresses sissy to fuck
      2.1M views
    • stepdaddies little sissy boi loves it
      02:09
      stepdaddies little sissy boi loves it
      160.3K views
    • CD TRAP SISSY EDUCATION TRAINING 101
      01:27:33
      CD TRAP SISSY EDUCATION TRAINING 101
      973K views
    • Boss Fucks the Ass of Delicious Trans Secretary
      06:12
      Boss Fucks the Ass of Delicious Trans Secretary
      Marine Laveau
      18.1K views
    • Sissy identity
      08:50
      Sissy identity
      613.8K views
    • Sissy Boy Suck Big Cock
      10:26
      Sissy Boy Suck Big Cock
      1.1M views
    • family fun 1.mp4
      13:05
      family fun 1.mp4
      1.8M views
    • Sissy boy sweet fuck
      18:45
      Sissy boy sweet fuck
      3.7M views
    • A guide to sissication: Beginner - Am I a sissy?
      23:32
      A guide to sissication: Beginner - Am I a sissy?
      793.9K views
    • Femboy Sucks Daddy's Huge Uncut Cock
      06:47
      Femboy Sucks Daddy's Huge Uncut Cock
      Mark Lugaev
      91.3K views
    • I turned my straight roommate into my wife
      06:06
      I turned my straight roommate into my wife
      CutePinkUnicorn
      2.3M views
    • JB Hopkings, Sissy boys V5 (Animation)
      11:15
      JB Hopkings, Sissy boys V5 (Animation)
      269.3K views
    • Sissyfication
      43:09
      Sissyfication
      1.1M views
    • Cuteness Overload Xoxo
      08:33
      Cuteness Overload Xoxo
      Viper Fierce
      63.1K views
    • Another straight boy turned by Elizabeth Stewart
      04:05
      Another straight boy turned by Elizabeth Stewart
      Elizabeth Stewart
      3.2M views
    • Loud Moaning Sissy Femboy Takes Huge Black Cock
      24:22
      Loud Moaning Sissy Femboy Takes Huge Black Cock
      Trans and Co
      113.5K views
    • Sissy cum dump compilation
      28:49
      Sissy cum dump compilation
      2.8M views
    • Sissy boy dream
      00:45
      Sissy boy dream
      719.9K views
    • Sissy #3: Feminize Yourself
      16:07
      Sissy #3: Feminize Yourself
      683.9K views
    • Sissy Boy Training Video: Surrender to Black Cocks
      04:20
      Sissy Boy Training Video: Surrender to Black Cocks
      860.7K views
    • Sissy 6
      19:29
      Sissy 6
      1.4M views
    • Hot femboy love
      02:52
      Hot femboy love
      AmySub
      32.4K views
    • Sissy Dreams 3
      26:07
      Sissy Dreams 3
      1.2M views
    • 19 Years Old Petite Skinny Sissy Boy Giving Handjob to A African Dick & Cum Over His Slim Body
      05:28
      19 Years Old Petite Skinny Sissy Boy Giving Handjob to A African Dick & Cum Over His Slim Body
      Asura
      11.8K views
    • Guy loses bet turns into sissy CD giving blowjob
      04:52
      Guy loses bet turns into sissy CD giving blowjob
      1.3M views
    • In the elevator
      02:47
      In the elevator
      Simone Xdressing
      2.8K views
    • How to Train Your Sissy Boyfriend
      08:12
      How to Train Your Sissy Boyfriend
      Brat Perversions
      147.9K views
    • Sissy boy banged hard !
      02:42
      Sissy boy banged hard !
      205.4K views
    • Emasculate your mind
      13:52
      Emasculate your mind
      507.7K views
    • Dame Camote
      01:00
      Dame Camote
      Marga9012
      just added
    • dominant stepmom helps out her sissy slave
      05:59
      dominant stepmom helps out her sissy slave
      Pure Ts
      415.8K views
    • I Cum From Anal When My Girl Fucks Me
      00:45
      I Cum From Anal When My Girl Fucks Me
      Lola Spais
      561 views
    • Sissy #2: Becoming A Cock Slut
      15:35
      Sissy #2: Becoming A Cock Slut
      898.9K views
    • solo men cumshot
      08:25
      solo men cumshot
      R Remzi1999
      just added
    • Tv is for Sissies (Full Video)
      56:35
      Tv is for Sissies (Full Video)
      646K views
    • Pissing
      00:56
      Pissing
      Sonitchka
      731 views
    • Trust The Fucking Process
      52:41
      Trust The Fucking Process
      1M views
    • Eating the Hottie's Ass
      06:12
      Eating the Hottie's Ass
      World Trany
      1K views
    • Turned Into A Cock Loving Sissy
      18:35
      Turned Into A Cock Loving Sissy
      841.9K views
    • Femboy Edges Her Girlcock to Orgasm
      02:20
      Femboy Edges Her Girlcock to Orgasm
      SubbySage
      just added
    • How to train your sissy ass
      17:41
      How to train your sissy ass
      685.5K views
    • Pretty sissy boy BJ and facial
      07:26
      Pretty sissy boy BJ and facial
      158.6K views
    • Rented Out by His Mistress
      06:12
      Rented Out by His Mistress
      Pure Ts
      108.7K views
    • Stretching, Gaping and Cumming
      06:12
      Stretching, Gaping and Cumming
      Jezabelle420
      422 views
    • Sissy  Mind Fuck
      09:35
      Sissy Mind Fuck
      778.9K views
    • Sissy Boy Has Prostate Orgasm
      00:46
      Sissy Boy Has Prostate Orgasm
      5.1M views
    • Sissy Mind Alteration Video!
      04:45
      Sissy Mind Alteration Video!
      429.3K views
    Next page
    1. 1
    2. 2
    3. 3
    4. 4
    5. 5
    6. 6
    7. ...
    8. 8
    9. ...
    10. 14
    14

    Searches Related to Sissy Boys

    Sissy Boy
    Sissy-Boys
    White Femboy
    Feminine Boys
    Feminized and Fucked
    Secret Sissyboy
    Femboys Cute
    Male to Female Transformation
    Very Girly Ladyboys
    Crossdresser Seducing a Straight Guy
    Sissys Get Blacked
    Fem Boi
    Please Cum in My Ass
    Ladyboy Dirty Talk
    Cross Dressing Faggot
    Teen Destroyed
    Crossdressers Hardcore
    Homemade CD
    Crossdressing Daddies
    Femdom Feminization
    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