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

    Sissy Boys Spanking Porn Videos

    Free Videos
    Short videos
    Premium Videos
    Photos
    Sissy
    Spanking
    Boy
    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
    • Black tgirl with giant tool fucking a white ass fat faggot
      11:38
      Black tgirl with giant tool fucking a white ass fat faggot
      Latina Tranny
      1.5M 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
    • Duck typing being: Pain Whore Alina got beaten, slapped, whipped, throat fucked, was made act like duck for bdsm, face covered w
      44:10
      Duck typing being: Pain Whore Alina got beaten, slapped, whipped, throat fucked, was made act like duck for bdsm, face covered w
      alinanightsky
      224.3K views
    • You were a bad boy! As a punishment, punch yourself while jerking off! JOI CBT GERMAN
      07:43
      You were a bad boy! As a punishment, punch yourself while jerking off! JOI CBT GERMAN
      TV_Helena
      73.4K views
    • Another straight boy turned by Elizabeth Stewart
      04:05
      Another straight boy turned by Elizabeth Stewart
      Elizabeth Stewart
      3M views
    • Beril, who combines with her lover for a date, has a hard time deciding what to wear.
      05:32
      Beril, who combines with her lover for a date, has a hard time deciding what to wear.
      Usaberilx
      5.1K views
    • Hard spanking,severe punishment with heavy belt style tawse. KitsyMe0w restrained gagged and crying.
      08:09
      Hard spanking,severe punishment with heavy belt style tawse. KitsyMe0w restrained gagged and crying.
      Kitsy Meow
      170.2K views
    • Fat ass pawg (trap edition)
      07:31
      Fat ass pawg (trap edition)
      Shy Boy
      11.3K views
    • family fun 1.mp4
      13:05
      family fun 1.mp4
      1.7M views
    • Bad Boy Spanks My Ass Hard and Rough Naughty
      04:20
      Bad Boy Spanks My Ass Hard and Rough Naughty
      Stripchat official
      7.1K views
    • Fucking of a Lifetime - Variety Itsol
      10:36
      Fucking of a Lifetime - Variety Itsol
      Rodrigo Amor
      3.3M views
    • I m CD boy I like big and hard cock
      05:16
      I m CD boy I like big and hard cock
      Dashing_boy10
      212.8K views
    • Long Anal Session for Hurting Emma Tied to the Bench
      01:05:06
      Long Anal Session for Hurting Emma Tied to the Bench
      ActorFab
      253.2K views
    • Big Ass Sissy in Yoga Pants Fucks her Ass by BBC Dildo and Gets an Anal Creampie
      10:43
      Big Ass Sissy in Yoga Pants Fucks her Ass by BBC Dildo and Gets an Anal Creampie
      fermerino
      1.7K views
    • Degraded and bound Alina learns that her pleasure is on the secon place during exhausting bdsm session
      11:20
      Degraded and bound Alina learns that her pleasure is on the secon place during exhausting bdsm session
      alinanightsky
      301.3K views
    • Face Spanking Sissy Cute Crossdresser Slut White Big Natural Boobs Spanking Tits Boy Gay Twink Cum
      05:26
      Face Spanking Sissy Cute Crossdresser Slut White Big Natural Boobs Spanking Tits Boy Gay Twink Cum
      Crossdresserkitty
      19.7K views
    • Hard Belting my sissy slave two
      01:36
      Hard Belting my sissy slave two
      114.3K views
    • BDSM Pretty Sissy boy Punished, Spanked Balls and Ass, Shemale Whipped so Hard on Webcam
      10:57
      BDSM Pretty Sissy boy Punished, Spanked Balls and Ass, Shemale Whipped so Hard on Webcam
      fermerino
      14.8K views
    • Hard punishment and sex. KitsyMe0w
      11:33
      Hard punishment and sex. KitsyMe0w
      Kitsy Meow
      130.7K views
    • super faggot
      02:05
      super faggot
      tafiole_beurette
      8.4K views
    • Extreme Hard Spaking for the Maso Cunt
      08:02
      Extreme Hard Spaking for the Maso Cunt
      ActorFab
      193.6K views
    • Relevant Short videos

      Fat ass pawg (trap edition)
      Fat ass pawg (trap edition)
      Shy Boy
      1.9K views
      I am crossdress Boy Not A Girl leave in Riyadh
      I am crossdress Boy Not A Girl leave in Riyadh
      888 views
      Key moment from "BDSM Pretty Sissy boy Punished, Spanked Balls and Ass, Shemale Whipped so Hard on Webcam"
      Key moment from "BDSM Pretty Sissy boy Punished, Spanked Balls and Ass, Shemale Whipped so Hard on Webcam"
      fermerino
      631 views
      Bad Boy Spanks My Ass Hard and Rough Naughty
      Bad Boy Spanks My Ass Hard and Rough Naughty
      Stripchat official
      61 views
      Must-share moment from "Hot curvy latino fem booty bottom teasing with cream and a twerking show"
      Must-share moment from "Hot curvy latino fem booty bottom teasing with cream and a twerking show"
      thiccf4g
      412 views
      Jaw-dropping moment from "BDSM Pretty Sissy boy Punished, Spanked Balls and Ass, Shemale Whipped so Hard on Webcam"
      Jaw-dropping moment from "BDSM Pretty Sissy boy Punished, Spanked Balls and Ass, Shemale Whipped so Hard on Webcam"
      fermerino
      537 views
    • Self Ass Spanking Big Butt Booty Lady Boy Sissy Kitty
      04:11
      Self Ass Spanking Big Butt Booty Lady Boy Sissy Kitty
      Crossdresserkitty
      28K 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
    • Hot curvy latino fem booty bottom teasing with cream and a twerking show
      02:55
      Hot curvy latino fem booty bottom teasing with cream and a twerking show
      thiccf4g
      2.3K views
    • Hard Belting my sissy slave
      03:46
      Hard Belting my sissy slave
      125K views
    • Crossdresser boy seduce step dad
      05:30
      Crossdresser boy seduce step dad
      Buddy rider
      4.1K 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
    • Sissy Slut Kandi Dance Music Video
      18:37
      Sissy Slut Kandi Dance Music Video
      kandiKane
      1.2K 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
    • FTM femboy spanks his hairy fat pussy and spreads himself open to show you how wet he is
      01:29
      FTM femboy spanks his hairy fat pussy and spreads himself open to show you how wet he is
      charliebunny5
      2.4K views
    • Melody Tied up, Teased and Analised
      35:07
      Melody Tied up, Teased and Analised
      Melodyfluffington
      457.6K views
    • I am a Boy Crossdresser Self Spanking Cute Lady Boy Model Cosplayer
      07:00
      I am a Boy Crossdresser Self Spanking Cute Lady Boy Model Cosplayer
      Crossdresserkitty
      4.2K views
    • Daddy Milks Trans Girl Prostate
      05:06
      Daddy Milks Trans Girl Prostate
      Gray Perrier
      312.8K views
    • I am a Boy Crossdresser Self Spanking Cute Lady Boy Model Cosplayer
      19:35
      I am a Boy Crossdresser Self Spanking Cute Lady Boy Model Cosplayer
      Crossdresserkitty
      2.5K views
    • Maso Whore Fucked and Slapped Like Good Slave
      16:30
      Maso Whore Fucked and Slapped Like Good Slave
      ActorFab
      99.3K views
    • Spanking Sissy Cute Crossdresser Slut White Big Natural Boobs Spanking Tits Boy Gay Twink Cum
      06:03
      Spanking Sissy Cute Crossdresser Slut White Big Natural Boobs Spanking Tits Boy Gay Twink Cum
      Crossdresserkitty
      1.5K views
    • Kitsy - Paddled & caned (a severe spanking in strappado with anal hook)
      16:47
      Kitsy - Paddled & caned (a severe spanking in strappado with anal hook)
      Kitsy Meow
      159.6K views
    • Party Mini Dress Sissy White Body Big Ass Big Butt Booty Crossdresser Femboy Lady boy Gay MTF LGBTQ
      08:13
      Party Mini Dress Sissy White Body Big Ass Big Butt Booty Crossdresser Femboy Lady boy Gay MTF LGBTQ
      Crossdresserkitty
      7.1K views
    • Sissy cum dump compilation
      28:49
      Sissy cum dump compilation
      2.6M views
    • I am a Boy Crossdresser Self Spanking Cute Lady Boy Model Cosplayer
      06:08
      I am a Boy Crossdresser Self Spanking Cute Lady Boy Model Cosplayer
      Crossdresserkitty
      7K views
    • Daddy's Good Girl!
      08:12
      Daddy's Good Girl!
      Pure Ts
      901.5K views
    • Twerking and Spanking My Big Ass
      05:57
      Twerking and Spanking My Big Ass
      Your Toy
      1.2K views
    • BDSM Sissy Slut get punish and hits
      02:37
      BDSM Sissy Slut get punish and hits
      alinanightsky
      101.2K views
    • Sexy Desi Crossdresser Spanking Big Ass
      07:35
      Sexy Desi Crossdresser Spanking Big Ass
      Your Toy
      3.4K views
    • Trans tops submissive
      19:46
      Trans tops submissive
      1.1M views
    • I am a Boy Crossdresser Self Spanking Cute Lady Boy Model Cosplayer
      05:22
      I am a Boy Crossdresser Self Spanking Cute Lady Boy Model Cosplayer
      Crossdresserkitty
      2.5K views
    • Mamou with Rachelle Karol I Dominate a Pretty Submissive Before Taking Her Part 2
      12:58
      Mamou with Rachelle Karol I Dominate a Pretty Submissive Before Taking Her Part 2
      Mamou5891
      59.2K 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 Sissy Boys Spanking

    • Sissy Boy Getting Fucked Hard
    • Femboy Domination
    • Secret Sissyboy
    • Crossdresser Spanking
    • Extreme Femdom
    • White Femboys Are so Submissive
    • Caught Crossdressing by Mom
    • Turning Him Into a Complete Bitch
    • Very Aggressive
    • Cd Spanked
    • Sissyslut
    • Rough Hardcore Punishment
    • Sissy Boy for Daddy Use
    • Extrem Crossdressers
    • Anal and Cum Slave
    • Bratty Sis
    • Tied to Bed
    • Crossdress Blackmail
    • Naughty Schoolgirl 18
    • Shemale in Bondage
    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