PornPorn Transgender β€’ US
  • Videos
  • Short videos
  • photos
  • Users
    Forgot password
    Sign in with Google
    Sign in with X
    Sign up for free
    Videos
    • Best Videos
    • Short Videos
    • Watch History
    • American
    • Amateur
    • Shemale Fucks Guy
    • Shemale Fucks Girl
    • Big Cock
    • All categories
    Live Sex
    Categories
    • Shemale Fucks Guy
    • Black
    • Big Cock
    • Shemale Fucks Shemale
    • Amateur
    • All categories
    Pornstars
    • Pornstars
    • By Countries
    • xHamster Creators
    Creators
    • Top Creators
    • Top Creator Videos
    • Awards 2025
    • All xHamster Creators
    • By Countries
    • Become a Creator
    Channels
    Photos
    • Ladyboy
    • Tranny
    • Big Cock
    • Thai
    • Blowjob
    • All categories
    Faphouse
    Premium Videos
    Dating
    Subscriptions
    • Upload
    LET IT SNOW, LET IT SAVE! β˜ƒοΈ Faphouse Discounts – Winter Edition
    Search in orientations
    Minimum quality
    720p+
    1080p+
    2160p+
    • Relevance
    • Date
    • Views
    • Rating
    • Duration
    Filter by Categories
    • Shemale Fucks Guy
    • Black
    • Big Cock
    • Shemale Fucks Shemale
    • Amateur
    • Sissy
    • Shemale Fucks Girl
    • Ladyboy
    • Guy Fucks Shemale
    • Compilation
    • Blowjob
    • Big Black Cock
    • Cum In Mouth
    • Big Ass
    • Creampie
    • Bareback
    • Cumshot
    • Mature
    • Homemade
    • Teen
    Duration (min)
    Date
    Production
    FPS
    Exclude categories
    Reset all filters

    Sissy Classic Porn Videos

    Free Videos
    Short videos
    Premium Videos
    Photos
    Best Videos
    By clicking the content you will also see an ad. AD
    Sissyfication
    43:09
    Sissyfication
    1M views
    Sissykanisa Crossdresser Give Her Big Sister Blow Job
    05:28
    Sissykanisa Crossdresser Give Her Big Sister Blow Job
    FapHouse
    36.9K views
    She loves to be my favorite fucktoy in bareback
    05:36
    She loves to be my favorite fucktoy in bareback
    MrNastyXavier
    2M views
    Very Vintage Tina
    07:29
    Very Vintage Tina
    Tina Samantha West
    22.1K views
    sugar Cravsitt Presents: BBC 3
    58:34
    sugar Cravsitt Presents: BBC 3
    2.3M views
    Two ts having fun 26 part 1
    05:48
    Two ts having fun 26 part 1
    Many Vids
    34.8K views
    Night. Park. Car. Fucked a trans slut.
    07:18
    Night. Park. Car. Fucked a trans slut.
    vika_sissy
    237.8K views
    Wife Wears Classic Floral Panties
    07:21
    Wife Wears Classic Floral Panties
    Tina Samantha West
    24.3K views
    70 insane huge cumshots of Viper Fierce
    12:45
    70 insane huge cumshots of Viper Fierce
    Viper Fierce
    313.1K views
    I start by giving you a logorrhea and I end by getting excited.
    43:06
    I start by giving you a logorrhea and I end by getting excited.
    gaellecentre2
    36.1K views
    Walking Naked in Heels. Confident Tgirl Tease You
    05:23
    Walking Naked in Heels. Confident Tgirl Tease You
    Medi Voi
    100.5K views
    SisK lingerie collection EP16.2: Crossdress on Red Mini Skirt and High Heel, Locked Limp dick close up.
    10:14
    SisK lingerie collection EP16.2: Crossdress on Red Mini Skirt and High Heel, Locked Limp dick close up.
    SissyKanisa
    40.3K views
    Male to female gender transformation smoking whore
    16:00
    Male to female gender transformation smoking whore
    700.3K views
    Naughty Wife in Frilly Panties
    05:11
    Naughty Wife in Frilly Panties
    Tina Samantha West
    12.7K views
    Rented Out by His Mistress
    06:12
    Rented Out by His Mistress
    Pure Ts
    71.7K views
    Oh no! Lots of cum in my stockings. I need a cum cleaner slave
    13:10
    Oh no! Lots of cum in my stockings. I need a cum cleaner slave
    JessieRoss
    113K views
    Leo waits for me at the park to fuck me in ass
    05:22
    Leo waits for me at the park to fuck me in ass
    Emily Rossi
    237.6K views
    New sissy panties and bra pads
    05:13
    New sissy panties and bra pads
    Nylonpty
    4.8K views
    Sexy crossdresser Pauline sucking huge cock and getting fucked in the ass
    14:21
    Sexy crossdresser Pauline sucking huge cock and getting fucked in the ass
    Spike Essex
    33.4K views
    I'm testing out some unpretentious, but impactful, trinkets.
    20:08
    I'm testing out some unpretentious, but impactful, trinkets.
    gaellecentre2
    14.2K views
    Sir Maxx Gets Great Service From Hot Housekeeper
    08:56
    Sir Maxx Gets Great Service From Hot Housekeeper
    Sir Maxximus
    165.6K views
    horny lady stroke her huge cock and big load cumshot
    02:38
    horny lady stroke her huge cock and big load cumshot
    Nadja Cox
    137.2K views
    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
    256.6K views
    Petticoated sissy
    05:42
    Petticoated sissy
    20.6K views
    Sexy hot naughty Sissy Crossdresser
    10:25
    Sexy hot naughty Sissy Crossdresser
    FapHouse
    732.5K views
    To make a meat sandwich
    48:27
    To make a meat sandwich
    FapHouse
    23.6K views
    Tgirl Riley offers her little ass in the hallway
    20:16
    Tgirl Riley offers her little ass in the hallway
    Tgirl Riley
    103.4K views
    Sexy Gray Metal Nylon Slip with Matching Briefs and Bra
    03:01
    Sexy Gray Metal Nylon Slip with Matching Briefs and Bra
    Nylonpty
    9.4K views
    Shemale Vintage
    01:11:28
    Shemale Vintage
    836.4K views
    Wife in Sheer Pink Retro Panties
    07:17
    Wife in Sheer Pink Retro Panties
    Tina Samantha West
    17.8K views
    Submissive arab crossdresser
    39:32
    Submissive arab crossdresser
    1.6M views
    The video of my profile photo
    03:12
    The video of my profile photo
    Rachel_biTV_uk
    26.7K views
    I get a facial and I make a facial car πŸ˜‹
    15:05
    I get a facial and I make a facial car πŸ˜‹
    Piou_Sissy
    187.6K views
    Femboy Crossdresser Cums
    02:05
    Femboy Crossdresser Cums
    eggnog
    33.7K views
    He Used to Be the Boss but Not Anymore
    08:12
    He Used to Be the Boss but Not Anymore
    Pure Ts
    478.4K views
    Little Miss Browne
    02:18
    Little Miss Browne
    FapHouse
    12.7K views
    dominant stepmom helps out her sissy slave
    05:59
    dominant stepmom helps out her sissy slave
    Pure Ts
    378.4K views
    Anonymousa Rose Classic Slutschool 2
    26:15
    Anonymousa Rose Classic Slutschool 2
    Anoniema Rose
    13.5K views
    Classic Shemale movie
    03:27:46
    Classic Shemale movie
    932.7K views
    Victoria Lecherri up close and very personal!
    05:11
    Victoria Lecherri up close and very personal!
    Victoria Lecherri
    49.2K views
    My Cock in Her Ass to This Big Femboy Slut
    37:14
    My Cock in Her Ass to This Big Femboy Slut
    Trans and Co
    681.6K views
    Carina shows herself naked and pisses on the street
    03:29
    Carina shows herself naked and pisses on the street
    CarinaDavid
    4.9K views
    Bring Us Holes, Silkbone. or We'll Fuck Yours!
    08:12
    Bring Us Holes, Silkbone. or We'll Fuck Yours!
    Mistress Jodie May
    128.1K views
    Crossdressing Adventures
    03:12
    Crossdressing Adventures
    Emma Browne
    1.7K views
    Mature Trans Gets Fucked by a Black Guy
    36:38
    Mature Trans Gets Fucked by a Black Guy
    FapHouse
    365.1K views
    Dd Cup 90s Vintage Sexy Bra, Pointy Boobs
    03:07
    Dd Cup 90s Vintage Sexy Bra, Pointy Boobs
    FapHouse
    16.9K views
    sexy cd cums while getting fucked by BBC
    10:58
    sexy cd cums while getting fucked by BBC
    952.6K views
    • Back
    • 1
    • 2
    • 3
    • 4
    • 5
    • 6
    • ...
    • 80
    • Next
    xHamster
    • Press
    • 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
    Start making money with us
    • Camgirls Wanted
    • Creator Contest
    • Π‘ontent Creators Program
    Monetize your content
    Become a creator
    © 2007 - 2026, xHamster.com
    Mobile 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