PornPorn Transgender • US
  • Videos
  • Photos
  • Short videos
  • Users
    • Live Sex
    • Premium Premium Videos
    • Pornstars
    • Channels
    WINTER MAGIC SALE ❄️☃️ Snowy discounts, hot deals!

    Classy Sissy Porn Videos

    Free Videos
    Short videos
    Premium Videos
    Photos
    Sissy
    Classy
    Sissy Crossdresser
    Sissy Training
    Sissy Feminization
    Bbc Sissy
    Sissy Chastity
    Sissy Husband
    Sissy Fucked
    Young Sissy
    Sissy Compilation
    Amateur Sissy
    Sissy Blowjob
    Sissy Gangbang
    Sissy Slave
    Sissy Cuckold
    Sissy Femdom
    Sissy Faggot
    Submissive Sissy
    Sissy Slut
    HD
    Full HD
    4K
    VR
    Best Videos
    By clicking the content you will also see an ad. AD
    • TS Babysitter gets a Spooky Interracial Gangbang
      19:33
      TS Babysitter gets a Spooky Interracial Gangbang
      Kapri Sun
      369.1K views
    • Shemale and guy fuck till both cum
      13:31
      Shemale and guy fuck till both cum
      TSLuxylux
      1.9M views
    • Fucking like a little bitch
      15:52
      Fucking like a little bitch
      Piou_Sissy
      126.7K 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
      320.4K views
    • Anal Domination: Double Penetration Big Cock for French Trans
      01:00:27
      Anal Domination: Double Penetration Big Cock for French Trans
      Trans and Co
      597.7K views
    • Crossdressing superstar visits the site
      06:40
      Crossdressing superstar visits the site
      Pure Ts
      59.8K 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
      152.6K views
    • Bimbo Takes on BBC
      08:34
      Bimbo Takes on BBC
      TSRyley
      134.2K views
    • Submissive Sissy crossdresser fucked by BBC - she is a bitch4
      09:55
      Submissive Sissy crossdresser fucked by BBC - she is a bitch4
      Rozebella
      693.1K 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
      79.3K views
    • Rock Hard Cock Released
      04:40
      Rock Hard Cock Released
      Melany
      115.6K 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
      606.1K 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
      124.4K views
    • Samantha Sass & Tenn Strokes
      08:12
      Samantha Sass & Tenn Strokes
      Pretty She Stick
      66.8K views
    • I fuck my roommate and fills my butthole full of cum while i'm in chastity
      05:45
      I fuck my roommate and fills my butthole full of cum while i'm in chastity
      missangell_
      671.5K views
    • Sissy Really Pleasure with BBC
      03:57
      Sissy Really Pleasure with BBC
      2.4M views
    • Sissy Swap Tales Schoolgirl Sissies 1
      10:24
      Sissy Swap Tales Schoolgirl Sissies 1
      1.1M views
    • Horny tranny housewife rough ass fuck
      06:43
      Horny tranny housewife rough ass fuck
      TS Playground
      175.9K views
    • You Want BBC Sissy
      30:17
      You Want BBC Sissy
      1.1M views
    • Bareback Creampie by The Triabl Chief onlyfans alexiakessek1
      01:28
      Bareback Creampie by The Triabl Chief onlyfans alexiakessek1
      TsAlexiaDream
      139.4K 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
      213.9K views
    • Relevant Short videos

      Dressed Classy, Face-fucked Like a Whore
      Dressed Classy, Face-fucked Like a Whore
      Melodyfluffington
      11.7K views
      Mirror Mirror on Wall... Who Is the Sexiest of Them All?
      Mirror Mirror on Wall... Who Is the Sexiest of Them All?
      Andreina Naty
      4.1K views
      Classy and Slutty at the Same Time
      Classy and Slutty at the Same Time
      Pure Ts
      702 views
      classy crossdresser handles the cock with ease
      classy crossdresser handles the cock with ease
      Pure Ts
      519 views
      Spectacular moment from "Horny in high heels"
      Spectacular moment from "Horny in high heels"
      EmbrixBBW
      403 views
      Stunning moment from "Horny in high heels"
      Stunning moment from "Horny in high heels"
      EmbrixBBW
      372 views
    • Jessy Takes Mreasydeck's BBC Deep and Hard
      08:12
      Jessy Takes Mreasydeck's BBC Deep and Hard
      Jessy Reed
      556.2K views
    • Big Dick Hot Cumshot Compilation 3 - alizevert
      05:10
      Big Dick Hot Cumshot Compilation 3 - alizevert
      alizevert
      4.9M views
    • Cum feeding for sissy boys
      04:40
      Cum feeding for sissy boys
      1.9M views
    • Sucking His BBC
      08:55
      Sucking His BBC
      Tsdanisantos1
      256.1K views
    • Naughty college girl anal sex
      44:26
      Naughty college girl anal sex
      MundoAmador_
      148.9K views
    • Ingles
      08:03
      Ingles
      Tsdanisantos1
      567.4K views
    • A guide to sissication: Beginner - Am I a sissy?
      23:32
      A guide to sissication: Beginner - Am I a sissy?
      748.2K views
    • My Neighbor Fuck Me in Bedroom
      08:12
      My Neighbor Fuck Me in Bedroom
      Emmy Angeles
      335.3K views
    • shemale dresses sissy to fuck
      16:14
      shemale dresses sissy to fuck
      2.1M views
    • Ejaculation collection. Look at me masturbating a lot
      07:54
      Ejaculation collection. Look at me masturbating a lot
      harucoco
      223.9K views
    • Roomie likes to fuck my ass til he fill it with cum
      05:59
      Roomie likes to fuck my ass til he fill it with cum
      missangell_
      749.6K views
    • Amateur Sissy Crossdresser Swallow Compilation
      41:18
      Amateur Sissy Crossdresser Swallow Compilation
      2.2M views
    • Sissy explodes riding bbc
      01:01
      Sissy explodes riding bbc
      988.8K views
    • Thug BBC breeds slutty British femboy trap compilation- Maskedloki9 x Nunicult
      12:47
      Thug BBC breeds slutty British femboy trap compilation- Maskedloki9 x Nunicult
      Maskedloki9
      1.3M views
    • Gangbang and double anal for a slutty trans
      01:00:27
      Gangbang and double anal for a slutty trans
      parisjango
      1.9M views
    • Sissy Boy Has Prostate Orgasm
      00:46
      Sissy Boy Has Prostate Orgasm
      5M views
    • The Bordello Calarel  Shemale Slave Have a Big Cock Big Cock Porn
      09:59
      The Bordello Calarel Shemale Slave Have a Big Cock Big Cock Porn
      PissOnAsshole
      196.9K views
    • Imagine You Are Fucking a Boy!
      06:15
      Imagine You Are Fucking a Boy!
      KinkyHome
      77.7K views
    • Stepnephew wanted to use Aunry deep throat
      07:12
      Stepnephew wanted to use Aunry deep throat
      BigBootyThickums
      71.9K views
    • Sissy #2: Becoming A Cock Slut
      15:35
      Sissy #2: Becoming A Cock Slut
      865.9K views
    • Amateur Couple and Trans - Train
      22:45
      Amateur Couple and Trans - Train
      MySchoolLife
      1M views
    • Sexy Red Bone Tranny Fuck Guy In His Tight Ass
      07:29
      Sexy Red Bone Tranny Fuck Guy In His Tight Ass
      simon pole
      51.9K views
    • Sissy Boy3
      33:27
      Sissy Boy3
      1.9M views
    • Shemale Sissy Anal and Cum Compilation
      10:19
      Shemale Sissy Anal and Cum Compilation
      1.3M views
    • Amateur Latina Fulfills Her Dream
      08:01
      Amateur Latina Fulfills Her Dream
      Pure Ts
      136.3K views
    • Filthy Slut PMV
      02:02
      Filthy Slut PMV
      1.1M 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 Classy Sissy

    • Sexy Savy
    • Hrt Feminization
    • Bareback Creampie
    • Master
    • Cross Dressers
    • Cis Girl
    • Submissive
    • Bully
    • Panty Pervert
    • Big Booty Creampied
    • Sissyboy Shannon
    • Short Skirt No Panties
    • Alyx Star Pussy
    • Slutty Sasha
    • Pretty Shemale From Ukraine
    • Teaching a Fag His Place
    • Sissybi Anal Huge Dildo
    • Sneaky
    • Sissys
    • Panty-Boyy
    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