PornPorn Transgender • US
  • Videos
  • Photos
  • Short videos
  • Users
    • Live Sex
    • Premium Premium Videos
    • Pornstars
    • Channels
    ❄️ GOODBYE, WINTER! 🌞 Hello, Big Savings on Faphouse 🎉

    Sissy Pleasure Porn Videos

    Free Videos
    Short videos
    Premium Videos
    Photos
    Sissy
    Pleasure
    Obedience Pleasure Sissy Slut Training
    Sissy Really Pleasure With BBC
    Sissy Crossdresser
    Sissy Training
    Sissy Feminization
    Sissy BBC
    Sissy Chastity
    Sissy Husband
    Sissy Compilation
    Sissy Fucked
    Amateur Sissy
    Sissy Blowjob
    Sissy Cuckold
    Sissy Gangbang
    Sissy Slave
    Sissy Boy
    Young Sissy
    Femdom Sissy
    HD
    Full HD
    4K
    VR
    Best Videos
    By clicking the content you will also see an ad. AD
    • 3 anal orgasm and hot creampie for skinny trans whore
      16:52
      3 anal orgasm and hot creampie for skinny trans whore
      ActorFab
      2.3M views
    • An Afternoon of Fun and sissy Pleasure
      08:24
      An Afternoon of Fun and sissy Pleasure
      Bobbie_Nylons
      16.4K views
    • Sissy identity
      08:50
      Sissy identity
      625.5K views
    • Trust The Fucking Process
      52:41
      Trust The Fucking Process
      1.1M views
    • Sissy pleasure: Enjoying toy cock penetration in different ways
      05:32
      Sissy pleasure: Enjoying toy cock penetration in different ways
      LikaSissyBoy
      4.2K views
    • Emasculate your mind
      13:52
      Emasculate your mind
      512.9K views
    • A guide to sissication: Beginner - Am I a sissy?
      23:32
      A guide to sissication: Beginner - Am I a sissy?
      802.3K views
    • Sissy pleasure
      04:05
      Sissy pleasure
      parttcrossdresser
      2.1K views
    • Sissy Mind Alteration Video!
      04:45
      Sissy Mind Alteration Video!
      433K views
    • Sissy  Mind Fuck
      09:35
      Sissy Mind Fuck
      782.6K views
    • Sissy Really Pleasure with BBC
      03:57
      Sissy Really Pleasure with BBC
      2.5M views
    • sissy joi
      04:27
      sissy joi
      200.6K views
    • sugar Cravsitt Presents: BBC 3
      58:34
      sugar Cravsitt Presents: BBC 3
      2.4M views
    • Masters pride and joy for everyone to see.
      34:53
      Masters pride and joy for everyone to see.
      1.8M views
    • Sissies Facial & Oral Complitation
      05:32
      Sissies Facial & Oral Complitation
      923.3K views
    • I turned my straight roommate into my wife
      06:06
      I turned my straight roommate into my wife
      CutePinkUnicorn
      2.4M views
    • EAT SHEMALE CUM CEI TRAINER
      11:13
      EAT SHEMALE CUM CEI TRAINER
      696.9K views
    • Sexy sissy slut being used
      02:51
      Sexy sissy slut being used
      512.8K views
    • Sissy CD sucks and is fucked
      08:25
      Sissy CD sucks and is fucked
      1.5M views
    • Sissy #1: Accepting Your Destiny
      11:37
      Sissy #1: Accepting Your Destiny
      518.7K views
    • lip service
      24:38
      lip service
      64K views
    • Sissy Swallow
      08:51
      Sissy Swallow
      359.2K views
    • Sissy Caption - He's going to pump your ass full of cum.
      01:00
      Sissy Caption - He's going to pump your ass full of cum.
      590.2K views
    • Sissi
      08:33
      Sissi
      277K views
    • Sissy cums too early and gets punished with rough fucking
      02:35
      Sissy cums too early and gets punished with rough fucking
      2.2M views
    • For Sissies  How to obtain past your oral fixating
      14:15
      For Sissies How to obtain past your oral fixating
      252.7K views
    • How to train your sissy ass
      17:41
      How to train your sissy ass
      693.1K views
    • Stunning sissy best blowjob and anal
      22:31
      Stunning sissy best blowjob and anal
      790.2K views
    • Sissy #2: Becoming A Cock Slut
      15:35
      Sissy #2: Becoming A Cock Slut
      906.6K views
    • Sissyfication
      43:09
      Sissyfication
      1.1M views
    • Shemale Anatomy
      03:06
      Shemale Anatomy
      3M views
    • Sissy maker (hypnosis)
      12:41
      Sissy maker (hypnosis)
      161.2K views
    • Never Expecting to Be a Sexy Girl
      08:12
      Never Expecting to Be a Sexy Girl
      Pure Ts
      536.9K views
    • Turned Into A Cock Loving Sissy
      18:35
      Turned Into A Cock Loving Sissy
      848.7K views
    • Gloryhole Cum Slut - Training (unknown PMV artist)
      08:11
      Gloryhole Cum Slut - Training (unknown PMV artist)
      714.6K views
    • Sissy 6
      19:29
      Sissy 6
      1.4M views
    • Sissy Cums Too Early And Gets Punished With Rough Fucking.
      03:20
      Sissy Cums Too Early And Gets Punished With Rough Fucking.
      1M views
    • Nasty Desires of a Sissy Slave
      01:50:10
      Nasty Desires of a Sissy Slave
      756.6K views
    • Filthy Slut PMV
      02:02
      Filthy Slut PMV
      1.1M views
    • I'll fill your asshole with cum to overflowing
      06:01
      I'll fill your asshole with cum to overflowing
      MrNastyXavier
      2.2M views
    • Trans Ria Bentley Enjoys Huge BBC Spitroast Anal Creampie
      29:33
      Trans Ria Bentley Enjoys Huge BBC Spitroast Anal Creampie
      Ria_Bentley
      2.8M views
    • Sissy Femboy Fucked From Behind
      05:20
      Sissy Femboy Fucked From Behind
      2.9M views
    • SISSY TEST CHECK HOW NAUGHTY SLUT YOU ARE
      07:22
      SISSY TEST CHECK HOW NAUGHTY SLUT YOU ARE
      739.1K views
    • Sissies gettin smashed
      04:08
      Sissies gettin smashed
      369K views
    • Trans Porn Trans Girl Cumming While Creampied by a Huge Uncut Cock, Anal Gape, Moaning
      20:33
      Trans Porn Trans Girl Cumming While Creampied by a Huge Uncut Cock, Anal Gape, Moaning
      nbnabunny
      1.4M views
    • why do I suddenly love trannys?
      12:46
      why do I suddenly love trannys?
      1.4M views
    • Fucking of a Lifetime - Variety Itsol
      10:36
      Fucking of a Lifetime - Variety Itsol
      Rodrigo Amor
      3.7M 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 Pleasure

    Cute Sissy
    Beautiful Femboy
    Cute Sissy Femboy
    Femboy Dress
    Good Sissy
    Beautiful Crossdresser
    Sissy Bimbo
    Femboy Compilation
    Femboy Creampie
    Sexy Femboys
    Perfect Femboy
    Trans Bimbo
    Sweet Crossdresser
    Sissythai
    Submissive Ladyboy
    Sissyjay
    Sissy-Alyce
    Sissysubkrystal
    Big Ass Femboy
    Fem Boi
    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