PornPorn Transgender • US
  • Videos
  • Photos
  • Short videos
  • Users
    • Live Sex
    • Premium Premium Videos
    • Pornstars
    • Channels

    Sissy Time Porn Videos

    Free Videos
    Short videos
    Premium Videos
    Photos
    Russian Sissy
    Black Sissy
    Mommy Sissy
    Mature Sissy
    Sissy Dildo
    Sissy Maker
    Sissy Brainwash
    Sissy Deepthroat
    Sissy Gloryhole
    Sissy Pmv
    Sissy Test
    Latex Sissy
    Sissy Threesome
    Sissy Breeding
    Chubby Sissy
    Sissy Joyce
    Sissy Strapon
    Sissy Lingerie
    Sissy Cuck
    German Sissy
    HD
    Full HD
    4K
    VR
    Best Videos
    By clicking the content you will also see an ad. AD
    • Lovely young girl is a shemale with big cock
      08:11
      Lovely young girl is a shemale with big cock
      10.6M views
    • Today I fuck train staff full video available in link
      02:16
      Today I fuck train staff full video available in link
      Tssonu
      162.3K views
    • Tranny girl used rough in public! Clothes ripping! Mouthfuck! Deepthroat! Assfuck! Facial!
      01:17
      Tranny girl used rough in public! Clothes ripping! Mouthfuck! Deepthroat! Assfuck! Facial!
      Allmylinks
      109.8K views
    • Bulge Worship Tease - Just Enough to Drive You Crazy
      08:31
      Bulge Worship Tease - Just Enough to Drive You Crazy
      Medi Voi
      11.5K 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
    • Cute Fat Ass Trans First Time Fuck-machine and Self Footjob
      01:30
      Cute Fat Ass Trans First Time Fuck-machine and Self Footjob
      Melodyfluffington
      91.8K views
    • Sissy identity
      08:50
      Sissy identity
      582.1K views
    • A good Fuck party #1 - blowjob time
      09:32
      A good Fuck party #1 - blowjob time
      ClaraBCBG
      179K views
    • Sissy cums too early and gets punished with rough fucking
      02:35
      Sissy cums too early and gets punished with rough fucking
      2.1M views
    • Transvestite mother cums 3 times in a row, she is really incredible
      15:36
      Transvestite mother cums 3 times in a row, she is really incredible
      JessieRoss
      167.9K views
    • Sissy Femboy Fucked From Behind
      05:20
      Sissy Femboy Fucked From Behind
      2.7M views
    • Sissy Training After First Time Feminization
      12:20
      Sissy Training After First Time Feminization
      Bailey Wilde
      300.8K views
    • Sissy Mind Alteration Video!
      04:45
      Sissy Mind Alteration Video!
      396.5K views
    • Missy Foxx Time
      15:18
      Missy Foxx Time
      Dark Films Trans
      13.9K views
    • family fun 1.mp4
      13:05
      family fun 1.mp4
      1.8M views
    • 21yo Straight BBC unloads 3 times in tranny sissy
      16:29
      21yo Straight BBC unloads 3 times in tranny sissy
      63.9K views
    • NO LONGER A MAN! SISSY LOVES COCK NOW!
      07:58
      NO LONGER A MAN! SISSY LOVES COCK NOW!
      717.2K views
    • Onlyfans fan fucks me for the first time
      07:08
      Onlyfans fan fucks me for the first time
      SLU77Y
      22.8K views
    • Dating a mature crossdresser
      08:12
      Dating a mature crossdresser
      Pure Ts
      247.1K views
    • VERY oily Watch me CUM 2 times huge SHE-COCK sexy Tiffany Kitten HOT Tgirl CD
      10:01
      VERY oily Watch me CUM 2 times huge SHE-COCK sexy Tiffany Kitten HOT Tgirl CD
      Tiffany Kitten
      10.4K views
    • Sissy Trainer Rus - Feminization Instruction
      05:01
      Sissy Trainer Rus - Feminization Instruction
      396.3K views
    • Trans Femboy Gets Ass Destroyed By College Teacher (2025 Remaster)
      11:27
      Trans Femboy Gets Ass Destroyed By College Teacher (2025 Remaster)
      Prettyboi2000x
      22.8K views
    • Completely Submitted and Feminized
      08:12
      Completely Submitted and Feminized
      Pure Ts
      49.6K views
    • sissy encaged fucked
      04:50
      sissy encaged fucked
      391K views
    • Sissy Dressup Party with Sasha De sade Goes wrong
      01:10
      Sissy Dressup Party with Sasha De sade Goes wrong
      Sissy Joyce
      115.3K views
    • Trans Slut Fits Two Huge Dicks, Balls Deep in Her Holes at the Same Time
      10:02
      Trans Slut Fits Two Huge Dicks, Balls Deep in Her Holes at the Same Time
      MJ
      18.3K views
    • SISSY  PJM
      54:08
      SISSY PJM
      395.5K views
    • Gay Sissy Crossdresser White Big Ass Big Butt Booty Girly Boy MTF LGBT Lady Boy Fem Boy Bottom Cute
      06:33
      Gay Sissy Crossdresser White Big Ass Big Butt Booty Girly Boy MTF LGBT Lady Boy Fem Boy Bottom Cute
      Crossdresserkitty
      146.2K views
    • I finally let my stepsis fuck my trans pussy
      05:30
      I finally let my stepsis fuck my trans pussy
      CutePinkUnicorn
      618.8K views
    • I WAS CUMMING HARD IN MY CAR WHILE OTHERS WERE WALKING
      01:31
      I WAS CUMMING HARD IN MY CAR WHILE OTHERS WERE WALKING
      Kelly Kask
      119.8K views
    • Master trains his sissy in Chastity. He uses her mouth and ass to her liking making her a real whore
      18:27
      Master trains his sissy in Chastity. He uses her mouth and ass to her liking making her a real whore
      Vane03_siss
      225.1K views
    • sissy lucy love trans cum 2nd time and eats it
      02:36
      sissy lucy love trans cum 2nd time and eats it
      109.7K views
    • Sissy Swap Tales Random side Effect
      13:06
      Sissy Swap Tales Random side Effect
      1.7M views
    • Having a good time
      05:30
      Having a good time
      Denise_smokeslut
      32K views
    • My step sister turned me into her trans wife
      05:13
      My step sister turned me into her trans wife
      CutePinkUnicorn
      100.1K views
    • His first time with a transgender
      31:09
      His first time with a transgender
      EmmaInkTrans
      7.4K views
    • sissy training
      39:53
      sissy training
      134.3K views
    • Teen Sissy Jude's Sloppy Blowjob Skill Test with Huge Thick Dick Trans Emma
      07:39
      Teen Sissy Jude's Sloppy Blowjob Skill Test with Huge Thick Dick Trans Emma
      Asura
      22.3K views
    • Daddy Milks Trans Girl Prostate
      05:06
      Daddy Milks Trans Girl Prostate
      Gray Perrier
      341.3K views
    • First Time Taste Drink My Own Cum. Handjob And Double Cum
      08:19
      First Time Taste Drink My Own Cum. Handjob And Double Cum
      MaureenNadh
      111.2K views
    • You Want BBC Sissy
      30:17
      You Want BBC Sissy
      1.1M views
    • SLUTTY TRANNY JSSEMONTZ puts on LINGERIE and sucks a huge bbc for her first time
      02:36
      SLUTTY TRANNY JSSEMONTZ puts on LINGERIE and sucks a huge bbc for her first time
      JsseMontz
      107.7K views
    • Walking Naked in Heels. Confident Tgirl Tease You
      05:23
      Walking Naked in Heels. Confident Tgirl Tease You
      Medi Voi
      93.9K views
    • Dress up time for you
      06:35
      Dress up time for you
      75.9K views
    • SISSYSTUDENT: BECOMING A SISSY
      11:05
      SISSYSTUDENT: BECOMING A SISSY
      324.2K views
    • Trans sucking the cock of the first-time heterosexual in secret
      06:34
      Trans sucking the cock of the first-time heterosexual in secret
      Allison-Nopor
      21.6K views
    • You're Straight Right- - Sissy Hypno Training
      03:07
      You're Straight Right- - Sissy Hypno Training
      924.7K views
    Previous page
    Next page
    1. 1
    2. 2
    3. 3
    4. 4
    5. 5
    6. 6
    7. ...
    8. 42
    9. ...
    10. 80
    80

    Searches Related to Sissy Time

    • 18 Year Old Transgender Porn
    • Sissy-Cori
    • Pretty Pretty Pretty
    • Sissyfreya
    • Sissycross Anna
    • Transvestite Anal Party
    • Retro 1900 1910 1920 1930 1940
    • Gussy Queen
    • Sissynikki
    • Sissy-Dani-In-Training
    • Sweet Sissy87
    • Crossy Diva
    • Cross Dressing Faggot
    • Sucked Tgirl in Stockings
    • Feminized
    • Strict Lady
    • Up Granny Trannys Skirt
    • She Likes It When I Watch Transangels
    • Stop Please Stop Dick Too Big
    • Sissymeike
    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