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

    Sissy Crying Porn Videos

    Free Videos
    Short videos
    Premium Videos
    Photos
    Sissy Brainwash
    Mommy Sissy
    Sissy Deepthroat
    Sissy Gloryhole
    Sissy Pmv
    Sissy Breeding
    Latex Sissy
    Sissy Threesome
    Chubby Sissy
    Sissy Joyce
    Sissy Test
    Sissy Lingerie
    Sissy Strapon
    Sissy Facial
    Sissy Panties
    German Sissy
    Sissy Transformation
    Sissy Schoolgirl
    Sissy Domination
    Sissy Bukkake
    HD
    Full HD
    4K
    VR
    Best Videos
    By clicking the content you will also see an ad. AD
    • Cuckold husband gets hard painful fucking from his wife's bull lover hard humiliation CD Sissy Crossdresser Fiona Fortune
      13:12
      Cuckold husband gets hard painful fucking from his wife's bull lover hard humiliation CD Sissy Crossdresser Fiona Fortune
      Fiona Fortune
      218.3K views
    • Shemale and guy fuck till both cum
      13:31
      Shemale and guy fuck till both cum
      TSLuxylux
      1.9M views
    • cum handsfree while fucked by bbc
      00:38
      cum handsfree while fucked by bbc
      3.1M views
    • Rock Hard Cock Released
      04:40
      Rock Hard Cock Released
      Melany
      120.2K views
    • I get a facial and I make a facial car 😋
      15:05
      I get a facial and I make a facial car 😋
      Piou_Sissy
      179K views
    • Trans Girls Share a Cock and Chastity Cage Huge Load of Cum Jessica Bloom and JenbyDoll
      07:14
      Trans Girls Share a Cock and Chastity Cage Huge Load of Cum Jessica Bloom and JenbyDoll
      Jessica Bloom
      81.6K views
    • travesti amateur
      04:25
      travesti amateur
      1.7M views
    • TGirl Ria Bentley Gets TAKEN RAW By 9 Full Inches BBC POV
      07:05
      TGirl Ria Bentley Gets TAKEN RAW By 9 Full Inches BBC POV
      Ria_Bentley
      322.6K views
    • Paddle Spanking and Dildo Deepthroat Formation for Teen TS Kitty Rose
      08:12
      Paddle Spanking and Dildo Deepthroat Formation for Teen TS Kitty Rose
      ActorFab
      116.1K views
    • Submissive Sissy crossdresser fucked by BBC - she is a bitch4
      09:55
      Submissive Sissy crossdresser fucked by BBC - she is a bitch4
      Rozebella
      702.5K views
    • Freya getting railed hard in the ass and choked
      01:49
      Freya getting railed hard in the ass and choked
      Freya Frostnymph
      427.8K views
    • Sloppy blowjob and intense penetration with a FRENCH trans goddess
      08:36
      Sloppy blowjob and intense penetration with a FRENCH trans goddess
      Maxime horns
      154.9K views
    • Mature Sissy Gets Her Slutty Ass Fucked Hard
      18:54
      Mature Sissy Gets Her Slutty Ass Fucked Hard
      Trans and Co
      57.3K views
    • Bimbo Takes on BBC
      08:34
      Bimbo Takes on BBC
      TSRyley
      135.3K views
    • Big Ass Blond TS Screams as Monster Cock BBC Daddy Destroys
      09:51
      Big Ass Blond TS Screams as Monster Cock BBC Daddy Destroys
      Candy Ass Sissy
      187.3K views
    • Beautiful Trans Girl Gaped by Huge Cock in Farm Compilation - ASMR
      16:54
      Beautiful Trans Girl Gaped by Huge Cock in Farm Compilation - ASMR
      Ai Babes
      127.8K views
    • handz free shemale cumming while getting fucked
      13:40
      handz free shemale cumming while getting fucked
      2.4M views
    • dominant stepmom helps out her sissy slave
      05:59
      dominant stepmom helps out her sissy slave
      Pure Ts
      371.3K views
    • Daddy likes trying to get me pregnant
      00:33
      Daddy likes trying to get me pregnant
      Bambi
      387.7K views
    • Samantha Sass & Tenn Strokes
      08:12
      Samantha Sass & Tenn Strokes
      Pretty She Stick
      67.9K views
    • When you Don't Want Anymore But Master Still Gives You
      02:20
      When you Don't Want Anymore But Master Still Gives You
      978.2K views
    • First date with a pretty French trans girl, she sucks me and swallows in the kitchen.
      10:46
      First date with a pretty French trans girl, she sucks me and swallows in the kitchen.
      Kern Ostrova
      610.6K views
    • I had a big cumshot in unkown hotel
      05:39
      I had a big cumshot in unkown hotel
      Samantha Sissy World
      1.6M views
    • Sissy Really Pleasure with BBC
      03:57
      Sissy Really Pleasure with BBC
      2.4M views
    • Sissy CD sucks and is fucked
      08:25
      Sissy CD sucks and is fucked
      1.4M views
    • Sissy Swap Tales Schoolgirl Sissies 1
      10:24
      Sissy Swap Tales Schoolgirl Sissies 1
      1.1M views
    • Tgirl Riley offers her little ass in the hallway
      20:16
      Tgirl Riley offers her little ass in the hallway
      Tgirl Riley
      98.4K views
    • You Want BBC Sissy
      30:17
      You Want BBC Sissy
      1.1M views
    • Dom Verbal Pounds Sissy CD Raw and Degrades Her
      00:59
      Dom Verbal Pounds Sissy CD Raw and Degrades Her
      256.2K views
    • Horny tranny housewife rough ass fuck
      06:43
      Horny tranny housewife rough ass fuck
      TS Playground
      179.4K views
    • Girl forgot to tell her Tinder date that she’s Trans
      07:22
      Girl forgot to tell her Tinder date that she’s Trans
      JsseMontz
      638.7K views
    • Bareback Creampie by The Triabl Chief onlyfans alexiakessek1
      01:28
      Bareback Creampie by The Triabl Chief onlyfans alexiakessek1
      TsAlexiaDream
      141.5K views
    • I ended up in this sissy hole. I love fucking and sucking a big dick and showing them what a real blowjob part4
      05:59
      I ended up in this sissy hole. I love fucking and sucking a big dick and showing them what a real blowjob part4
      Rozebella
      161.7K 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
      220.4K views
    • I Used My Sex Toy in Every Way I Wanted
      02:46
      I Used My Sex Toy in Every Way I Wanted
      Wesley Fudedor
      38K views
    • Jessy Takes Mreasydeck's BBC Deep and Hard
      08:12
      Jessy Takes Mreasydeck's BBC Deep and Hard
      Jessy Reed
      560.4K views
    • Femboy Cums From Big Black Cock In Doggy And Gets Creampied
      01:38
      Femboy Cums From Big Black Cock In Doggy And Gets Creampied
      2.5M views
    • Big Dick Hot Cumshot Compilation 3 - alizevert
      05:10
      Big Dick Hot Cumshot Compilation 3 - alizevert
      alizevert
      4.9M views
    • Guy loses bet turns into sissy CD giving blowjob
      04:52
      Guy loses bet turns into sissy CD giving blowjob
      1.3M views
    • Naughty college girl anal sex
      44:26
      Naughty college girl anal sex
      MundoAmador_
      155.8K views
    • TRANS YEEHAW: Sloppy BJ & Ride By Canadian Cowgirl ABRIDGED
      09:05
      TRANS YEEHAW: Sloppy BJ & Ride By Canadian Cowgirl ABRIDGED
      Adam Castle
      375.2K views
    • Cum feeding for sissy boys
      04:40
      Cum feeding for sissy boys
      1.9M views
    • Lena Vesper Gets Fisted & Milked by MILF Bane Jane
      01:11
      Lena Vesper Gets Fisted & Milked by MILF Bane Jane
      Snake_0rgy
      150.5K views
    • A guide to sissication: Beginner - Am I a sissy?
      23:32
      A guide to sissication: Beginner - Am I a sissy?
      750.2K views
    • Cute tranny girl used in public! Grabbing! Spanking! Slapping! Mouthfuck! Facial!
      01:17
      Cute tranny girl used in public! Grabbing! Spanking! Slapping! Mouthfuck! Facial!
      Allmylinks
      45.6K views
    • Ingles
      08:03
      Ingles
      Tsdanisantos1
      576.7K views
    • Daddy domination over his sissy sex slave and to taught her that my place is under his balls
      02:46
      Daddy domination over his sissy sex slave and to taught her that my place is under his balls
      alinanightsky
      141.2K views
    Previous page
    Next page
    1. 1
    2. 2
    3. 3
    4. 4
    5. 5
    6. 6
    7. ...
    8. 42
    9. ...
    10. 80
    80

    Searches Related to Sissy Crying

    • Ruthless
    • Sloppy Seconds
    • Wrecked
    • Beautiful Agony
    • Extremely Horny
    • Degraded Sissies
    • Boypussy
    • Sissyslut
    • Mating Press
    • Legs Shaking
    • The Sissy's Future
    • Perverted
    • Ball Busting
    • Straight Humiliation
    • Male Domination
    • Balls Deep Penetration
    • Leaking
    • From Behind
    • Dominated
    • Stuck
    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