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

    Sissy Mature Cuckold Porn Videos

    Free Videos
    Short videos
    Premium Videos
    Photos
    Sissy
    Mature
    Cuckold
    Sissy Cuckold
    Mature Sissy
    Mature Cuckold
    Sissy Crossdresser
    Sissy Training
    Mature Crossdresser
    Bbc Sissy
    Sissy Feminization
    Young Sissy
    Sissy Husband
    Sissy Chastity
    Sissy Compilation
    Sissy Fucked
    Sissy Slave
    Amateur Sissy
    Sissy Blowjob
    Sissy Gangbang
    HD
    Full HD
    4K
    VR
    Best Videos
    By clicking the content you will also see an ad. AD
    • Crossdressing Cuck Husband gets fucked by wife's BBC Bull Lover CD Sissy Cuckold Fiona Fortune
      08:15
      Crossdressing Cuck Husband gets fucked by wife's BBC Bull Lover CD Sissy Cuckold Fiona Fortune
      Fiona Fortune
      250.6K views
    • Between the Lines & Between My Legs
      14:17
      Between the Lines & Between My Legs
      Gray Perrier
      92.9K views
    • 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
      217.3K views
    • I got on Grindr got fucked and had multiple sissygasms
      04:09
      I got on Grindr got fucked and had multiple sissygasms
      OneWhoHasFun
      158.6K views
    • BBC Addiction - MY wife lovec big black cock
      15:05
      BBC Addiction - MY wife lovec big black cock
      tattooedb
      47K views
    • Wife let me wear her clothes and sissygasm
      06:24
      Wife let me wear her clothes and sissygasm
      OneWhoHasFun
      28.3K views
    • SISSY CUCKOLD
      04:24
      SISSY CUCKOLD
      181.1K views
    • Slut Beril Who Trains At Home Goes For A Walk Outside Public +18 Coward
      05:07
      Slut Beril Who Trains At Home Goes For A Walk Outside Public +18 Coward
      Usaberilx
      15.2K views
    • Sissy cuckold in chastity cage watching her girlfriend getting fucked by her lover. Part 2
      08:23
      Sissy cuckold in chastity cage watching her girlfriend getting fucked by her lover. Part 2
      Traviezisha
      8K views
    • Big titty mommy get fucked by big cock and cuck clean
      12:53
      Big titty mommy get fucked by big cock and cuck clean
      Crystal Phoenix
      169.7K views
    • I'll fill your asshole with cum to overflowing
      06:01
      I'll fill your asshole with cum to overflowing
      MrNastyXavier
      1.9M views
    • Threesome Cuckold Sex What a Beautiful Experience Thank You Guys
      10:11
      Threesome Cuckold Sex What a Beautiful Experience Thank You Guys
      Stripchat official
      87.6K views
    • Good cuck
      23:02
      Good cuck
      312.8K views
    • PorchaeTS tries new homemade chastity Dick dildo to pleasure the Mrs. Total mind trip.
      04:42
      PorchaeTS tries new homemade chastity Dick dildo to pleasure the Mrs. Total mind trip.
      PorchaeTS
      89.1K views
    • Ultimate cuckold tranny humiliation!
      05:36
      Ultimate cuckold tranny humiliation!
      Femdom Austria TS
      72.8K views
    • WISH YOU HAPPY NEW YEAR 2026 GIFT FOR ALL MY FANS
      16:52
      WISH YOU HAPPY NEW YEAR 2026 GIFT FOR ALL MY FANS
      Indiansissychubby
      20.8K views
    • Wife makes sissy husband suck BBC
      00:39
      Wife makes sissy husband suck BBC
      311.1K views
    • Sex Chronicles Ep.1
      08:54
      Sex Chronicles Ep.1
      Vurikat
      48.8K views
    • Cuckhold gets Fucked by the Wife's Bull Fiona Fortune Sissy CD Cuck
      14:12
      Cuckhold gets Fucked by the Wife's Bull Fiona Fortune Sissy CD Cuck
      Fiona Fortune
      109.6K views
    • My girlfriend made me dress like a slutty sissy and film it for my Grindr
      05:10
      My girlfriend made me dress like a slutty sissy and film it for my Grindr
      OneWhoHasFun
      10.3K views
    • Dating a mature crossdresser
      08:12
      Dating a mature crossdresser
      Pure Ts
      239.3K views
    • Crossdresser Cassandra smokes and strokes cock
      05:08
      Crossdresser Cassandra smokes and strokes cock
      Cassandra Cox Xoxo
      1.2K views
    • Loser Boyfriend Gets Feminized and Fucked
      08:12
      Loser Boyfriend Gets Feminized and Fucked
      Pure Ts
      292.2K views
    • Sex Wife Brought Huge Futanari Cock Home and Humiliates Cuckold Husband by Fucking In Front of Him - MILF Breeder
      14:01
      Sex Wife Brought Huge Futanari Cock Home and Humiliates Cuckold Husband by Fucking In Front of Him - MILF Breeder
      NaughtyGameplays
      64.7K views
    • GenderX - Wife Wants Husband To Fuck Her Trans Friend
      12:54
      GenderX - Wife Wants Husband To Fuck Her Trans Friend
      GenderX
      2.7M views
    • Will you touch and kiss me all over my soft curvy body?
      09:27
      Will you touch and kiss me all over my soft curvy body?
      Victoria Lecherri
      68.2K views
    • dominant stepmom helps out her sissy slave
      05:59
      dominant stepmom helps out her sissy slave
      Pure Ts
      370.3K views
    • Sexy cd sissy slut secret night away from wife dresses and fucks to sissygasm
      08:03
      Sexy cd sissy slut secret night away from wife dresses and fucks to sissygasm
      OneWhoHasFun
      10.6K views
    • I turned my straight roommate into my wife
      06:06
      I turned my straight roommate into my wife
      CutePinkUnicorn
      2.1M views
    • It's Just The Beginning _ Beautiful Voluptuous Futanari Doctor Kelly Breast Feeding Me Like I'm a Baby
      07:20
      It's Just The Beginning _ Beautiful Voluptuous Futanari Doctor Kelly Breast Feeding Me Like I'm a Baby
      Asura
      21.9K views
    • Cuckold
      05:21
      Cuckold
      Fran y Amanda
      27.4K views
    • Instinct Unleashed gameplay parte 1
      35:13
      Instinct Unleashed gameplay parte 1
      jackyxxx
      10.6K views
    • Dads Bestmate Bangs Femboy
      05:11
      Dads Bestmate Bangs Femboy
      mothplayboy
      792.1K views
    • Crossdresser Cassandra Strokes Cock and Smokes Virginia Slim 120 While Wife Watches
      02:12
      Crossdresser Cassandra Strokes Cock and Smokes Virginia Slim 120 While Wife Watches
      Cassandra Cox Xoxo
      686 views
    • He Used to Be the Boss but Not Anymore
      08:12
      He Used to Be the Boss but Not Anymore
      Pure Ts
      474.3K views
    • Futa Mia Khalifa with Cheating Wife Angela _ Luna Masturbates to Shemale Pornstars
      06:29
      Futa Mia Khalifa with Cheating Wife Angela _ Luna Masturbates to Shemale Pornstars
      Asura
      30.5K views
    • Fucking of a Lifetime - Variety Itsol
      10:36
      Fucking of a Lifetime - Variety Itsol
      Rodrigo Amor
      3.4M views
    • Fat Cock Futa Milf Ginny Getting Sloppy Deepthroat Blowjob From Petite Young Sissy Boy
      08:35
      Fat Cock Futa Milf Ginny Getting Sloppy Deepthroat Blowjob From Petite Young Sissy Boy
      Asura
      9.1K views
    • Sissy cum dump compilation
      28:49
      Sissy cum dump compilation
      2.6M views
    • Olivia Puts Chastity Cage on My Cock
      05:23
      Olivia Puts Chastity Cage on My Cock
      Asura
      4.2K views
    • Job interview leads to some intense sex
      08:12
      Job interview leads to some intense sex
      Pure Ts
      177.9K views
    • Amateur Squirting sissygasm while my wife watches Pt 1
      03:24
      Amateur Squirting sissygasm while my wife watches Pt 1
      OneWhoHasFun
      23.6K views
    • Wife Videos Sissy Cuckol Being Fucked By Crossdressing stran
      02:44
      Wife Videos Sissy Cuckol Being Fucked By Crossdressing stran
      494.8K views
    • Mommy Milf Evelynn Eating My Ass for A Price
      07:42
      Mommy Milf Evelynn Eating My Ass for A Price
      Asura
      16.7K views
    • I make my stepbrother suck cock while his stepmother rides cock
      07:20
      I make my stepbrother suck cock while his stepmother rides cock
      Ladyboy69
      63.9K views
    • Sissy slut having sissygasm
      03:25
      Sissy slut having sissygasm
      OneWhoHasFun
      2.5K views
    • How to Train Your Sissy Boyfriend
      08:12
      How to Train Your Sissy Boyfriend
      Brat Perversions
      111.7K 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 Mature Cuckold

    • Bisexual Husband Fucked in Front of Wife
    • Bi Curious Husbands First Time
    • Cuckold Sissy
    • Mature Crossdresser With Straight Guy
    • A Pretty Boy Gets Feminized
    • Femboy Cum
    • Mistress Cuckolding Slave
    • Made to Crossdress and Suck Cock
    • Femdom Feminization
    • Caught Crossdressing by Mom
    • Transvestite Party UK
    • Shemale Humiliation
    • Secret Sissyboy
    • Sissy-Virgin
    • Sissies Love Older Men
    • Cuckolds
    • Sissification Process
    • Sissy Slut Used
    • Transsexual Grandma
    • Turning Cuck Husband Into Faggot
    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