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 Lessons Porn Videos

    Free Videos
    Short videos
    Premium Videos
    Photos
    Sissy
    Lesson
    Sissy Lesson
    Sissy Crossdresser
    Sissy Training
    Sissy Feminization
    Sissy BBC
    Sissy Husband
    Sissy Chastity
    Sissy Compilation
    Sissy Fucked
    Sissy Blowjob
    Sissy Slave
    Sissy Gangbang
    Amateur Sissy
    Sissy Cuckold
    Sissy Femdom
    Sissy Slut
    Sissy Boy
    Sissy Faggot
    HD
    Full HD
    4K
    VR
    Best Videos
    By clicking the content you will also see an ad. AD
    • sugar Cravsitt Presents: BBC 3
      58:34
      sugar Cravsitt Presents: BBC 3
      2.3M views
    • My Slutty Step Sister: Kayleigh Coxx Uses Step Sister's Boy Toy Corbin Dallas
      11:12
      My Slutty Step Sister: Kayleigh Coxx Uses Step Sister's Boy Toy Corbin Dallas
      FapHouse
      97.4K views
    • Fucking like a little bitch
      15:52
      Fucking like a little bitch
      Piou_Sissy
      137.7K views
    • Crossdressing superstar visits the site
      06:40
      Crossdressing superstar visits the site
      Pure Ts
      69.1K views
    • TS Babysitter gets a Spooky Interracial Gangbang
      19:33
      TS Babysitter gets a Spooky Interracial Gangbang
      FapHouse
      377.2K views
    • Shemale and guy fuck till both cum
      13:31
      Shemale and guy fuck till both cum
      TSLuxylux
      1.9M 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
      608.3K views
    • Rock Hard Cock Released
      04:40
      Rock Hard Cock Released
      Melany
      135.3K 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
      88.4K 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
      337.4K views
    • Submissive Sissy crossdresser fucked by BBC - she is a bitch4
      09:55
      Submissive Sissy crossdresser fucked by BBC - she is a bitch4
      Rozebella
      725.2K 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
      173.8K views
    • Bimbo Takes on BBC
      08:34
      Bimbo Takes on BBC
      TSRyley
      143.5K 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
      143.9K views
    • Samantha Sass & Tenn Strokes
      08:12
      Samantha Sass & Tenn Strokes
      Pretty She Stick
      73.2K 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
      171.3K 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_
      688K 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
      615.1K views
    • Her ass can fit all my big black cock so good
      06:21
      Her ass can fit all my big black cock so good
      MrNastyXavier
      1.8M 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
    • Relevant Short videos

      Riding lesson
      Riding lesson
      Subslutbaby
      721 views
      Bad Gurl Is Taught a Lesson
      Bad Gurl Is Taught a Lesson
      Pure Ts
      255 views
      Assisted Masturbation: A Personal Trainer's Naughty Lesson Plan | Clip 1
      Assisted Masturbation: A Personal Trainer's Naughty Lesson Plan | Clip 1
      Crossdresserkitty
      96 views
      Sophie Ladder Teaches the Horny Maid a Lesson
      Sophie Ladder Teaches the Horny Maid a Lesson
      Trans Roommates
      3.3K views
      Blonde trans Lianna Lawson taught lesson by roommate
      Blonde trans Lianna Lawson taught lesson by roommate
      Trans Roommates
      2.9K views
      Trans babe queen ivory teaches roommate bareback lesson
      Trans babe queen ivory teaches roommate bareback lesson
      FapHouse
      1.4K views
    • Your little bitch wants hot cum inside her tight and dirty asshole
      06:50
      Your little bitch wants hot cum inside her tight and dirty asshole
      missangell_
      776.1K views
    • TRANS YEEHAW: Sloppy BJ & Ride By Canadian Cowgirl ABRIDGED
      09:05
      TRANS YEEHAW: Sloppy BJ & Ride By Canadian Cowgirl ABRIDGED
      Adam Castle
      382.7K views
    • You Want BBC Sissy
      30:17
      You Want BBC Sissy
      1.1M views
    • INTIMATE SEXTAPE WITH A GORGEOUS FRENCH TRANS WOMAN WHO FUCKS ME AND GETS FILLED
      11:38
      INTIMATE SEXTAPE WITH A GORGEOUS FRENCH TRANS WOMAN WHO FUCKS ME AND GETS FILLED
      FapHouse
      168.3K views
    • Horny tranny housewife rough ass fuck
      06:43
      Horny tranny housewife rough ass fuck
      TS Playground
      189.9K views
    • Bareback Creampie by The Triabl Chief onlyfans alexiakessek1
      01:28
      Bareback Creampie by The Triabl Chief onlyfans alexiakessek1
      TsAlexiaDream
      146.4K 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
      228.1K views
    • Jessy Takes Mreasydeck's BBC Deep and Hard
      08:12
      Jessy Takes Mreasydeck's BBC Deep and Hard
      FapHouse
      567K 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
      187.6K views
    • Big Dick Hot Cumshot Compilation 3 - alizevert
      05:10
      Big Dick Hot Cumshot Compilation 3 - alizevert
      alizevert
      4.9M views
    • Naughty college girl anal sex
      44:26
      Naughty college girl anal sex
      MundoAmador_
      165.5K views
    • Cum feeding for sissy boys
      04:40
      Cum feeding for sissy boys
      1.9M views
    • Ingles
      08:03
      Ingles
      FapHouse
      594K views
    • Sucking His BBC
      08:55
      Sucking His BBC
      FapHouse
      266.5K views
    • shemale dresses sissy to fuck
      16:14
      shemale dresses sissy to fuck
      2.1M views
    • Daddy Milks Trans Girl Prostate
      05:06
      Daddy Milks Trans Girl Prostate
      Gray Perrier
      348.8K views
    • My Neighbor Fuck Me in Bedroom
      08:12
      My Neighbor Fuck Me in Bedroom
      FapHouse
      346.9K views
    • BBC Fucks a Slutty Crossdresser Without Limits
      32:44
      BBC Fucks a Slutty Crossdresser Without Limits
      Trans and Co
      390.1K 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_
      764.3K views
    • Fucking on the last day of summer, in a cornfield
      03:39
      Fucking on the last day of summer, in a cornfield
      vika_sissy
      385.8K views
    • Ejaculation collection. Look at me masturbating a lot
      07:54
      Ejaculation collection. Look at me masturbating a lot
      harucoco
      234.1K views
    • Sissy explodes riding bbc
      01:01
      Sissy explodes riding bbc
      994.3K views
    • Amateur Sissy Crossdresser Swallow Compilation
      41:18
      Amateur Sissy Crossdresser Swallow Compilation
      2.2M views
    • Gangbang and double anal for a slutty trans
      01:00:27
      Gangbang and double anal for a slutty trans
      parisjango
      2M 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
    • On My Knees and They Fill My Mouth with Lots of Milk
      14:18
      On My Knees and They Fill My Mouth with Lots of Milk
      Valera Toro
      507.9K 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 Lessons

    • Fem Katey
    • Cuckold Clean
    • Xxxxx HD
    • Sissyboilucy
    • Feminine Beauty
    • Sweet Doll
    • Granny Grandma Threesome
    • Sissycdsd
    • Bratty Sis
    • Tied Gagged Nylon Stockings
    • Transvestites Movies
    • Sissyfreya
    • Cumming Harder Then Ever Before
    • Sodomize
    • Sneaky Link
    • Sissyjess
    • Push Back
    • Trans-Sex
    • Maximum Perversum Extrem Pervers
    • Vintage 1940
    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