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 Lifestyle Porn Videos

    Free Videos
    Short videos
    Premium Videos
    Photos
    Sissy
    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
    Submissive Sissy
    Sissy Cum
    HD
    Full HD
    4K
    VR
    Best Videos
    By clicking the content you will also see an ad. AD
    • I'll fill your asshole with cum to overflowing
      06:01
      I'll fill your asshole with cum to overflowing
      MrNastyXavier
      2M views
    • The Sissy Lifestyle
      06:41
      The Sissy Lifestyle
      108.4K views
    • Fucking of a Lifetime - Variety Itsol
      10:36
      Fucking of a Lifetime - Variety Itsol
      Rodrigo Amor
      3.4M views
    • Sissy Lifestyle
      06:27
      Sissy Lifestyle
      94.9K views
    • Another straight boy turned by Elizabeth Stewart
      04:05
      Another straight boy turned by Elizabeth Stewart
      Elizabeth Stewart
      3.1M views
    • Small Dick Lifestyle
      18:03
      Small Dick Lifestyle
      ItsASmallCockLife
      736 views
    • Sissy cum dump compilation
      28:49
      Sissy cum dump compilation
      2.6M views
    • Lifestyle
      03:47
      Lifestyle
      29.9K views
    • I turned my straight roommate into my wife
      06:06
      I turned my straight roommate into my wife
      CutePinkUnicorn
      2.2M views
    • Sissy Way of Life Crossdresser Lifestyle Femboy Mindset Shemale Mindfuck Tranny Brainwash Make up Lipstick Fetish
      05:32
      Sissy Way of Life Crossdresser Lifestyle Femboy Mindset Shemale Mindfuck Tranny Brainwash Make up Lipstick Fetish
      LaraWhiteSissy
      6.7K views
    • Trans Ria Bentley Enjoys Huge BBC Spitroast Anal Creampie
      29:33
      Trans Ria Bentley Enjoys Huge BBC Spitroast Anal Creampie
      Ria_Bentley
      2.5M views
    • Living Your Truth: Embracing the Crossdresser Lifestyle!
      05:16
      Living Your Truth: Embracing the Crossdresser Lifestyle!
      Crossdresserkitty
      8.4K views
    • Dads Bestmate Bangs Femboy
      05:11
      Dads Bestmate Bangs Femboy
      mothplayboy
      798.4K views
    • Living Your Truth: Embracing the Crossdresser Lifestyle!
      05:33
      Living Your Truth: Embracing the Crossdresser Lifestyle!
      Crossdresserkitty
      4K views
    • 3 anal orgasm and hot creampie for skinny trans whore
      16:52
      3 anal orgasm and hot creampie for skinny trans whore
      ActorFab
      1.9M views
    • Femdom lifestyle
      01:02
      Femdom lifestyle
      2.5K views
    • Loser Boyfriend Gets Feminized and Fucked
      08:12
      Loser Boyfriend Gets Feminized and Fucked
      Pure Ts
      297K views
    • My Real BITCH for LifeStyle
      01:06
      My Real BITCH for LifeStyle
      1.8K views
    • My wife told me to play this
      11:13
      My wife told me to play this
      965.6K views
    • Brazilian Beach selfie and lifestyle Transgender traps comp
      27:14
      Brazilian Beach selfie and lifestyle Transgender traps comp
      Latina Tranny
      48.9K views
    • Male to female gender transformation smoking whore
      16:00
      Male to female gender transformation smoking whore
      696.3K views
    • Whoring transexual girls lifestyle suck fuck and work a
      40:55
      Whoring transexual girls lifestyle suck fuck and work a
      Latina Tranny
      53.6K 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
    • Tranny Lifestyle parties and selfies
      03:06
      Tranny Lifestyle parties and selfies
      Nicole Montero
      44.3K views
    • shemale dresses sissy to fuck
      16:14
      shemale dresses sissy to fuck
      2.1M views
    • Transgender girls whoring lifestyle money and fun
      19:40
      Transgender girls whoring lifestyle money and fun
      Latina Tranny
      18.6K views
    • Daddy's Good Girl!
      08:12
      Daddy's Good Girl!
      Pure Ts
      938.3K views
    • Transgender traps lifestyle fun and work Compilation
      17:48
      Transgender traps lifestyle fun and work Compilation
      Latina Tranny
      23.7K views
    • She loves to be my favorite fucktoy in bareback
      05:36
      She loves to be my favorite fucktoy in bareback
      MrNastyXavier
      2M views
    • This is your lifestyle.
      07:59
      This is your lifestyle.
      68.9K views
    • A guide to sissication: Beginner - Am I a sissy?
      23:32
      A guide to sissication: Beginner - Am I a sissy?
      750.2K views
    • South American Teen T-girls cumshots, lifestyle and whore
      27:17
      South American Teen T-girls cumshots, lifestyle and whore
      Latina Tranny
      42.1K views
    • A Prostitute Offering Herself on the Street
      02:29
      A Prostitute Offering Herself on the Street
      Wesley Fudedor
      349.3K views
    • Traps very Hot Cute and Horny Lifestyle and Fuck with boys
      29:01
      Traps very Hot Cute and Horny Lifestyle and Fuck with boys
      Latina Tranny
      23.5K views
    • I Fuck a Beautiful 19-year-old Trans Girl with a Big Dick
      08:12
      I Fuck a Beautiful 19-year-old Trans Girl with a Big Dick
      barbanegrazponto1onepov
      2.1M views
    • casting lesbian lifestyle diaries season ii episode one -my
      32:59
      casting lesbian lifestyle diaries season ii episode one -my
      6.7K views
    • You Are Just a Hole - Variety Itsol
      10:46
      You Are Just a Hole - Variety Itsol
      Rodrigo Amor
      1.9M views
    • Normal lifestyle and work
      00:38
      Normal lifestyle and work
      Latina Tranny
      181.7K 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
    • Tranny lifestyle
      04:58
      Tranny lifestyle
      Latina Tranny
      68.7K views
    • Lovely young girl is a shemale with big cock
      08:11
      Lovely young girl is a shemale with big cock
      10.6M views
    • T-girls LifeStyle Princess
      28:49
      T-girls LifeStyle Princess
      Latina Tranny
      35.4K views
    • dominant stepmom helps out her sissy slave
      05:59
      dominant stepmom helps out her sissy slave
      Pure Ts
      371.3K views
    • Super hot Asian Ladyboys Lifestyle being happy
      02:58
      Super hot Asian Ladyboys Lifestyle being happy
      Nikki Ladyboys
      16.3K views
    • Sissy Femboy Fucked From Behind
      05:20
      Sissy Femboy Fucked From Behind
      2.7M views
    • Beautiful Compilation of teenager tgirls Lifestyle and wanke
      13:37
      Beautiful Compilation of teenager tgirls Lifestyle and wanke
      Latina Tranny
      14.2K views
    • BBC Fucks a Slutty Crossdresser Without Limits
      32:44
      BBC Fucks a Slutty Crossdresser Without Limits
      Trans and Co
      390.1K 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 Lifestyle

    • Pathetic Sissy Faggot Cocksucker
    • Dirty Talking Femboy
    • Crossdresser Fucked Like Girl
    • Your-Sissyslut
    • Traps Femboys and Sissys
    • Sissypink Boy
    • Slutty Nasty Crossdressing Gurl
    • Bimbo Slut
    • The Sissy's Future
    • Secret Sissyboy
    • Sissy-Slut-Jenny
    • Sissychristine
    • Extreme Filthy
    • Submissive Transvestite Training
    • Trap Loves Cum
    • Crossdressers First BBC
    • Sissy-Cori
    • Sissymeike
    • Sissyjay
    • Degraded Sissies
    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