PornPorn Transgender • US
  • Videos
  • Photos
  • Short videos
  • Users
    • Live Sex
    • Premium Premium Videos
    • Pornstars
    • Channels
    LET IT SNOW, LET IT SAVE! ☃️ Faphouse Discounts – Winter Edition

    Sissy Play Porn Videos

    Free Videos
    Short videos
    Premium Videos
    Photos
    Sissy
    Playing
    Sissy Nipple Play
    2 Sissies Playing
    Sissy Cock Play Cum
    Wife Encourages Sissy Play
    Sissy Solo Anal Play and Gape
    Two Sissy Girls Their Underwear Play
    Sissy Uncut Foreskin Play Dripping Cum
    Sissy Crossdresser
    Sissy Training
    Sissy Feminization
    Sissy BBC
    Sissy Husband
    Sissy Chastity
    Sissy Compilation
    Sissy Fucked
    Sissy Blowjob
    Sissy Slave
    Sissy Gangbang
    HD
    Full HD
    4K
    VR
    Best Videos
    By clicking the content you will also see an ad. AD
    • Sissy secretary plays herself in layers of pantyhose (big cum)
      05:45
      Sissy secretary plays herself in layers of pantyhose (big cum)
      Nylonizer
      12.2K views
    • Daddy Dirty Talk JOI Eat my Ass til Your Tongue Goes Numb - full vid on LayneLovee Manyvids!
      01:32
      Daddy Dirty Talk JOI Eat my Ass til Your Tongue Goes Numb - full vid on LayneLovee Manyvids!
      Layne Love
      63.4K views
    • Little Ponnyboy moans of playing with big toy
      06:25
      Little Ponnyboy moans of playing with big toy
      Letany Ponny
      303.6K views
    • Mistress Holly makes you ruin your orgasm and lick up your own cum JOI CEI trailer
      03:06
      Mistress Holly makes you ruin your orgasm and lick up your own cum JOI CEI trailer
      Holly unt
      164K views
    • Mistress Holly jerk off intructions, eat your own cum sissy feminization and sph trailer
      03:06
      Mistress Holly jerk off intructions, eat your own cum sissy feminization and sph trailer
      Holly unt
      160.9K views
    • I FUCKED MY TRANS STEP SISTER?!
      04:39
      I FUCKED MY TRANS STEP SISTER?!
      Jake Grand
      127.2K views
    • Petite Trans Girl Loves Cum
      07:16
      Petite Trans Girl Loves Cum
      Lynn Kaotik
      36.8K views
    • Alone in my truck horny who would like to play with me
      05:47
      Alone in my truck horny who would like to play with me
      NerdyRegin
      6.1K views
    • The fake girl plays with her asshole and semen flows out
      06:06
      The fake girl plays with her asshole and semen flows out
      hc9547
      36.7K views
    • Indian sissy crossdresser sucking boyfriends hard cock
      05:55
      Indian sissy crossdresser sucking boyfriends hard cock
      Keerthanakeerthi95
      433.9K views
    • Femboy masturbates in skirt and tights teasing you JOI countdown
      12:00
      Femboy masturbates in skirt and tights teasing you JOI countdown
      Mark Lugaev
      56.1K views
    • My first man
      01:07
      My first man
      Fruk
      131.1K views
    • tranny punishes horny slut Iskra
      01:54
      tranny punishes horny slut Iskra
      IskraElectrical49
      91.9K views
    • Sissy Slave Fed Spit And Cum
      05:35
      Sissy Slave Fed Spit And Cum
      Jessica Bloom
      27.3K views
    • Crossdresser maid cleans the bathroom and gets fucked by the owner
      11:57
      Crossdresser maid cleans the bathroom and gets fucked by the owner
      WanidaCrossdresser
      98.9K views
    • At Her Mercy: Hot Trans Domme Trains You
      11:12
      At Her Mercy: Hot Trans Domme Trains You
      Melissa Masters
      42.9K views
    • Rubbing one out playing with my hole
      05:06
      Rubbing one out playing with my hole
      barbiebelladollz
      12.6K views
    • Yes! Jerk your dick watching Riley play with BBC
      17:18
      Yes! Jerk your dick watching Riley play with BBC
      RileyDix
      54.9K views
    • My Stepson Makes My MILF Heart Sing! 💖
      06:16
      My Stepson Makes My MILF Heart Sing! 💖
      Nancy Rose
      42.2K views
    • Sissy playing with Strainger in Park
      04:19
      Sissy playing with Strainger in Park
      245.3K views
    • I was fucked by an employee because of spilled ice cream.
      16:08
      I was fucked by an employee because of spilled ice cream.
      WanidaCrossdresser
      63.3K views
    • Reina Hanno Plays with E-stim Butt Plug & Sounding for Juicy Cumshot
      01:30
      Reina Hanno Plays with E-stim Butt Plug & Sounding for Juicy Cumshot
      Reina Hanno
      10.1K views
    • Very Naughty Wife Again
      06:33
      Very Naughty Wife Again
      Tina Samantha West
      6.9K views
    • Bunny-butler Reina Hanno Sucking Two Dildos
      08:12
      Bunny-butler Reina Hanno Sucking Two Dildos
      Reina Hanno
      49.4K views
    • Playing with my uncut cock
      02:30
      Playing with my uncut cock
      Olivia-H
      71.3K views
    • He Told Me to Become a Sissy Slut and Then He Fucked Me!
      02:15
      He Told Me to Become a Sissy Slut and Then He Fucked Me!
      Viper Fierce
      237.6K views
    • Crossdresser Danni plays with her hard cock in pantyhose and hight heels.
      14:39
      Crossdresser Danni plays with her hard cock in pantyhose and hight heels.
      Danni Loves
      110.1K views
    • Guy Fucked by Emo Crossdresser
      01:00
      Guy Fucked by Emo Crossdresser
      Onlyfans
      155.1K views
    • Pizza boy asked me to touch his dick
      05:07
      Pizza boy asked me to touch his dick
      cd_aysemmm
      123.4K views
    • Sissy Slut Back to the Adult Cinema to Play Whore
      01:36
      Sissy Slut Back to the Adult Cinema to Play Whore
      Sissyslutveronica
      226.8K views
    • Tranny with chastity cage fucked deep
      02:28
      Tranny with chastity cage fucked deep
      LittleVixenSlut
      25.3K views
    • Pervy Stepdad Cums Deep in Femboy Stepson
      06:12
      Pervy Stepdad Cums Deep in Femboy Stepson
      mothplayboy
      12K views
    • I fuck my stepsister when we play play at her house
      07:15
      I fuck my stepsister when we play play at her house
      J Joraul
      316.6K views
    • Who Would Think I'm A Boy? Jk Uniform, Sexy Ladyboy Cosplayer Blowjob, Cosplay, Kawaii Japanese Crossdresser Part.11
      05:46
      Who Would Think I'm A Boy? Jk Uniform, Sexy Ladyboy Cosplayer Blowjob, Cosplay, Kawaii Japanese Crossdresser Part.11
      Onlyfans
      186.6K views
    • Your futa friend wants to fuck your virgin ass until you beg for her cum - AI
      05:33
      Your futa friend wants to fuck your virgin ass until you beg for her cum - AI
      Melissa Wet Tales
      28.4K views
    • Daddy come play with me! 🥺
      07:29
      Daddy come play with me! 🥺
      Madelyn Emery
      70K views
    • When you feel horny, try dating a crossdresser like me.
      11:25
      When you feel horny, try dating a crossdresser like me.
      WanidaCrossdresser
      39.9K views
    • Slutty maid training feminization Holly Hunt turns you into a sissy maid in chastity!
      07:34
      Slutty maid training feminization Holly Hunt turns you into a sissy maid in chastity!
      Holly unt
      30K views
    • Chastity Sissy F Machine Milking - Jessica Bloom Cums Hands Free And Swallows Cum
      07:12
      Chastity Sissy F Machine Milking - Jessica Bloom Cums Hands Free And Swallows Cum
      Jessica Bloom
      201.2K views
    • Hot Trans Sissies Dicks Play
      13:00
      Hot Trans Sissies Dicks Play
      628.5K views
    • Transgender ebony goddess Blacksharonts is very naughty and gets a big cumshot
      08:08
      Transgender ebony goddess Blacksharonts is very naughty and gets a big cumshot
      Blacksharon
      83.7K views
    • 2 Trans Maids Fuck
      08:36
      2 Trans Maids Fuck
      Bailey Wilde
      69K views
    • Your Trans BFF Wants to Make You Her Boyfriend's Mall Slut!
      08:12
      Your Trans BFF Wants to Make You Her Boyfriend's Mall Slut!
      Many Vids
      81K views
    • Pink Sissy Maid Caught Dressing and Playing and Has a Sissygasm Riding Her Doll
      11:21
      Pink Sissy Maid Caught Dressing and Playing and Has a Sissygasm Riding Her Doll
      Sissy Candy
      51.8K views
    • Cow Slut Gets Milked
      01:05
      Cow Slut Gets Milked
      Roxie Black
      207.9K views
    • I Can’t Marry a Man I’m a Boy!
      11:32
      I Can’t Marry a Man I’m a Boy!
      Natalie Napoli
      3.2K views
    • I will fuck you up loser
      02:15
      I will fuck you up loser
      Viper Fierce
      128.2K views
    Previous page
    Next page
    1
    1. 1
    2. ...
    3. 5
    4. 6
    5. 7
    6. 8
    7. 9
    8. ...
    9. 44
    10. ...
    11. 80
    80

    Searches Related to Sissy Play

    • Hard Rough
    • White-Sissy-Slave
    • Tied Anal
    • British Bareback
    • Truth or Dare Game
    • Maledom
    • Transgirl
    • Sissycross Anna
    • Sissy_tammy
    • Slide Cock Ass
    • Public Tease
    • Sissycdmish
    • Trapped
    • Sissygurl Fe Fe
    • Ruthless
    • Wife Watches Bi Husband
    • Girldick
    • Cruel Mistress
    • Oooo Xxxx Xxxx Oooo
    • Crazy Trannys
    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